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4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is.

4 Beds ⋅ 2 Baths ⋅ O6415043 MLS

4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is.

2128 Lake Crescent Court, Windermere

$625,000

Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a thoughtfully designed, open-concept layout with tile flooring throughout the main living areas. The spacious kitchen is a true centerpiece, complete with granite countertops, 42-inch wood cabinetry, a breakfast bar, pantry, full appliance package, and abundant prep space—seamlessly flowing into the dining area and expansive great room, ideal for entertaining. The main level also includes a convenient half bath and rear access to a two-car garage, privately situated along a well-lit alleyway, preserving the neighborhood’s charming streetscape, while offering secure and accessible parking. Upstairs accommodate the privacy of your four bedrooms with generously sized bedrooms including the primary suite featuring dual walk-in closets and a spa-like en-suite bath with dual vanities. A versatile loft provides the perfect setting for a media room or additional living space, while the upstairs laundry room adds everyday convenience. Residents of Summerport Trail enjoy easy access to a scenic, waterfront amenity center featuring a resort-style pool, fitness center, community gathering spaces plus a few short walking distance to your local grocery stores, restaurants and other amenities. Ideally located in a top-rated school district and just minutes from Disney, major highways (I-4 and 429), and additional shopping, dining options, healthcare, and entertainment. Perfect blend of comfort, convenience, and lifestyle.

4 Beds ⋅ 3 Baths ⋅ O6414239 MLS

Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a thoughtfully designed, open-concept layout with tile flooring throughout the main living areas. The spacious kitchen is a true centerpiece, complete with granite countertops, 42-inch wood cabinetry, a breakfast bar, pantry, full appliance package, and abundant prep space—seamlessly flowing into the dining area and expansive great room, ideal for entertaining. The main level also includes a convenient half bath and rear access to a two-car garage, privately situated along a well-lit alleyway, preserving the neighborhood’s charming streetscape, while offering secure and accessible parking. Upstairs accommodate the privacy of your four bedrooms with generously sized bedrooms including the primary suite featuring dual walk-in closets and a spa-like en-suite bath with dual vanities. A versatile loft provides the perfect setting for a media room or additional living space, while the upstairs laundry room adds everyday convenience. Residents of Summerport Trail enjoy easy access to a scenic, waterfront amenity center featuring a resort-style pool, fitness center, community gathering spaces plus a few short walking distance to your local grocery stores, restaurants and other amenities. Ideally located in a top-rated school district and just minutes from Disney, major highways (I-4 and 429), and additional shopping, dining options, healthcare, and entertainment. Perfect blend of comfort, convenience, and lifestyle.

13786 Summer Harbor Court, Windermere

$2,800,000

Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.

4 Beds ⋅ 6 Baths ⋅ O6414325 MLS

Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.

5073 Latrobe Dr, Windermere

$1,055,000

Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000 SQUARE FEET* of thoughtfully designed living space. From the moment you arrive, the beautiful TILE ROOF and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more *MAGICAL with DISNEY FIREWORKS* visible nightly from the front of the home. Inside, you will find SOARING CEILINGS and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The FIRST-FLOOR PRIMARY SUITE is a luxurious retreat, complete with tray ceilings and a SPA-LIKE EN-SUITE bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and HIGH-END newer bidets that add an extra touch of comfort and luxury. A PRIVATE OFFICE and spacious laundry room complete the main level. Upstairs, an EXPANSIVE LOFT provides the perfect space for a GAME ROOM, LOUNGE, or SECONDARY LIVING AREA. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a CONVENIENT JACK-AND-JILL BATHROOM. The crown jewel awaits behind closed doors: YOUR VERY OWN PRIVATE MOVIE THEATER, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a LARGE SCREENED LANAI overlooks the STUNNING RESORT- STYLE POOL with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been *UPGRATED SALTWATER CONVERSION SYSTEM*, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully *UPDATED with NEW HVAC UNITS* and a *WHOLE-HOUSE WATER SOFTENER SYSTEM*, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in THE HEART OF WINDERMERE, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers CONVENIENT ACCESS TO DISNEY, DOWNTOWN ORLANDO, AND ORLANDO INTERNATIONAL AIRPORT. Combining *LUXURY, CONFORT, AND EXECEPTIONAL LOCATION*, this is a rare opportunity to own one of Windermere Trails' most impressive residences.

5 Beds ⋅ 5 Baths ⋅ O6413948 MLS

Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000 SQUARE FEET* of thoughtfully designed living space. From the moment you arrive, the beautiful TILE ROOF and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more *MAGICAL with DISNEY FIREWORKS* visible nightly from the front of the home. Inside, you will find SOARING CEILINGS and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The FIRST-FLOOR PRIMARY SUITE is a luxurious retreat, complete with tray ceilings and a SPA-LIKE EN-SUITE bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and HIGH-END newer bidets that add an extra touch of comfort and luxury. A PRIVATE OFFICE and spacious laundry room complete the main level. Upstairs, an EXPANSIVE LOFT provides the perfect space for a GAME ROOM, LOUNGE, or SECONDARY LIVING AREA. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a CONVENIENT JACK-AND-JILL BATHROOM. The crown jewel awaits behind closed doors: YOUR VERY OWN PRIVATE MOVIE THEATER, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a LARGE SCREENED LANAI overlooks the STUNNING RESORT- STYLE POOL with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been *UPGRATED SALTWATER CONVERSION SYSTEM*, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully *UPDATED with NEW HVAC UNITS* and a *WHOLE-HOUSE WATER SOFTENER SYSTEM*, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in THE HEART OF WINDERMERE, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers CONVENIENT ACCESS TO DISNEY, DOWNTOWN ORLANDO, AND ORLANDO INTERNATIONAL AIRPORT. Combining *LUXURY, CONFORT, AND EXECEPTIONAL LOCATION*, this is a rare opportunity to own one of Windermere Trails' most impressive residences.

9117 Outlook Rock Trail, Windermere

$1,500,000

Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility. Located within the sought-after Marina Bay community, the home features a warm and inviting atmosphere, a spacious floor plan designed for everyday living and entertaining, and an oversized lot that provides plenty of room to enjoy the Florida lifestyle. Step outside to your private pool oasis, ideal for relaxing or gathering with family and friends, all while enjoying the peaceful surroundings of one of Central Florida’s most desirable communities.

4 Beds ⋅ 3 Baths ⋅ O6413965 MLS

Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility. Located within the sought-after Marina Bay community, the home features a warm and inviting atmosphere, a spacious floor plan designed for everyday living and entertaining, and an oversized lot that provides plenty of room to enjoy the Florida lifestyle. Step outside to your private pool oasis, ideal for relaxing or gathering with family and friends, all while enjoying the peaceful surroundings of one of Central Florida’s most desirable communities.

11035 Schooner Way, Windermere

$1,725,000

Take your pick! The seller is offering an interest rate buydown with rates as low as 5.5% on a 7-year ARM for qualified buyers, OR a 2025 Godfrey Sweetwater 18' pontoon boat with a 75 HP Yamaha motor. Whether you prefer mortgage savings or making memories on the water, the choice is yours! Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.

4 Beds ⋅ 3 Baths ⋅ O6413242 MLS

Take your pick! The seller is offering an interest rate buydown with rates as low as 5.5% on a 7-year ARM for qualified buyers, OR a 2025 Godfrey Sweetwater 18' pontoon boat with a 75 HP Yamaha motor. Whether you prefer mortgage savings or making memories on the water, the choice is yours! Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.

2503 Butler Bay Drive N, Windermere

$475,000

TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bathroom. Enjoy the convenience of a rear-entry 2-car garage and low-maintenance living in one of Windermere’s most desirable locations. Community amenities include a resort-style pool, playgrounds, walking trails, dog park, and scenic green spaces. Ideally located near top-rated schools, shopping, dining, major highways, and Disney attractions. Don’t miss this incredible opportunity!

3 Beds ⋅ 3 Baths ⋅ O6410430 MLS ⋅ Na BLDG.

TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bathroom. Enjoy the convenience of a rear-entry 2-car garage and low-maintenance living in one of Windermere’s most desirable locations. Community amenities include a resort-style pool, playgrounds, walking trails, dog park, and scenic green spaces. Ideally located near top-rated schools, shopping, dining, major highways, and Disney attractions. Don’t miss this incredible opportunity!

11861 Vermillion Avenue, Windermere

$1,090,000

Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor living. One of the greatest advantages of this property is that it has NO HOA, allowing you the freedom to enjoy your property without restrictive association rules or expensive monthly fees. Whether you are looking for a primary residence, vacation home, or investment property, this home offers endless possibilities. The property features a beautiful swimming pool and stunning water views, creating the perfect atmosphere to relax, entertain guests, and enjoy the Florida lifestyle all year round. The oversized lot provides plenty of space for family gatherings, outdoor activities, parking, or future improvements.

4 Beds ⋅ 3 Baths ⋅ O6410840 MLS

Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor living. One of the greatest advantages of this property is that it has NO HOA, allowing you the freedom to enjoy your property without restrictive association rules or expensive monthly fees. Whether you are looking for a primary residence, vacation home, or investment property, this home offers endless possibilities. The property features a beautiful swimming pool and stunning water views, creating the perfect atmosphere to relax, entertain guests, and enjoy the Florida lifestyle all year round. The oversized lot provides plenty of space for family gatherings, outdoor activities, parking, or future improvements.

1407 Hempel Avenue, Windermere

$3,750,000

Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.

5 Beds ⋅ 6 Baths ⋅ O6412077 MLS

Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.

9960 6th Street, Windermere

$5,300,000

Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

6 Beds ⋅ 7 Baths ⋅ O6409961 MLS

Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

5199 Latrobe Dr, Windermere

$1,200,000

A 1.13 acre custom home lot ready for your vision! Secluded yet close to everything Windermere has to offer! The lot has an existing driveway and iron gate with pillars. There is an onsite well. At one time there was a 12,000 sq ft house on this lot. Ready to build your family compound?

TB8512612 MLS

A 1.13 acre custom home lot ready for your vision! Secluded yet close to everything Windermere has to offer! The lot has an existing driveway and iron gate with pillars. There is an onsite well. At one time there was a 12,000 sq ft house on this lot. Ready to build your family compound?

10984 Park Ridge Gotha Road, Windermere

$2,899,000

Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home features an OPEN-CONCEPT floor plan with 7 BEDROOMS, including a beautifully appointed MAIN-LEVEL Primary Suite with a spa-inspired bath, freestanding soaking tub, expansive dual custom-designed walk-in closets, oversized glass-enclosed shower, and integrated STEAM SAUNA. The main floor also includes an additional GUEST SUITE and 2 HALF BATHS. Upstairs, 5 additional BEDROOMS, 2 FULL BATHROOMS, and a spacious LOFT create a well-designed secondary living retreat, offering flexibility for gathering, relaxation, and elevated everyday living. The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces. Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades. Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces. Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING. Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR. With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlando’s premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermere’s most desirable communities.

7 Beds ⋅ 6 Baths ⋅ O6409406 MLS

Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home features an OPEN-CONCEPT floor plan with 7 BEDROOMS, including a beautifully appointed MAIN-LEVEL Primary Suite with a spa-inspired bath, freestanding soaking tub, expansive dual custom-designed walk-in closets, oversized glass-enclosed shower, and integrated STEAM SAUNA. The main floor also includes an additional GUEST SUITE and 2 HALF BATHS. Upstairs, 5 additional BEDROOMS, 2 FULL BATHROOMS, and a spacious LOFT create a well-designed secondary living retreat, offering flexibility for gathering, relaxation, and elevated everyday living. The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces. Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades. Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces. Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING. Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR. With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlando’s premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermere’s most desirable communities.

4303 Isabella Circle, Windermere

$499,990

Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, brand NEW carpets, NEW A/C(replaced in 2026) system, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ S5149947 MLS

Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, brand NEW carpets, NEW A/C(replaced in 2026) system, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

7867 Berkshire Oak Alley, Windermere

14442 Desert Haven Street Unit 4305, Windermere

$359,000

Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences. This spacious townhome features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with a bright and open floorplan designed for both comfortable everyday living and entertaining. Residents enjoy access to excellent community amenities, creating a comfortable and enjoyable lifestyle in one of Central Florida’s most desirable areas. Ideally situated just minutes from Walt Disney World, major highways, top-rated schools, beautiful lakes, shopping, and dining, this property offers the perfect combination of tranquility, convenience, and prime location. An exceptional opportunity to own one of the best-priced 3-bedroom properties in the highly sought-after Windermere area.

3 Beds ⋅ 3 Baths ⋅ O6410152 MLS ⋅ 4305 BLDG.

Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences. This spacious townhome features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with a bright and open floorplan designed for both comfortable everyday living and entertaining. Residents enjoy access to excellent community amenities, creating a comfortable and enjoyable lifestyle in one of Central Florida’s most desirable areas. Ideally situated just minutes from Walt Disney World, major highways, top-rated schools, beautiful lakes, shopping, and dining, this property offers the perfect combination of tranquility, convenience, and prime location. An exceptional opportunity to own one of the best-priced 3-bedroom properties in the highly sought-after Windermere area.

14442 Desert Haven Street Unit 4305, Windermere

8180 Boat Hook Loop Unit 109, Windermere

$299,500

Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 offers a functional split-bedroom layout with inviting living spaces, generous natural light, and easy ground-level access. The kitchen opens seamlessly to the main living area, creating a welcoming flow that works equally well for everyday living or entertaining guests. The primary suite features a spacious walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to enjoy the covered patio — a perfect spot for morning coffee or winding down at the end of the day. Situated within a gated community with resort-style amenities, residents enjoy access to a pool, fitness center, playground, walking areas, and more. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this property combines low-maintenance living with an unbeatable location.

2 Beds ⋅ 2 Baths ⋅ S5150297 MLS ⋅ 8180 BLDG.

Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 offers a functional split-bedroom layout with inviting living spaces, generous natural light, and easy ground-level access. The kitchen opens seamlessly to the main living area, creating a welcoming flow that works equally well for everyday living or entertaining guests. The primary suite features a spacious walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to enjoy the covered patio — a perfect spot for morning coffee or winding down at the end of the day. Situated within a gated community with resort-style amenities, residents enjoy access to a pool, fitness center, playground, walking areas, and more. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this property combines low-maintenance living with an unbeatable location.

8180 Boat Hook Loop Unit 109, Windermere

$1,070,990

Virtually Staged. GORGEOUS 4-BEDROOM, 4-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington with Bonus home offering approximately 3,153 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. The generous bonus room provides even more versatility and can easily be used as a media room, playroom, office, or additional gathering space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

4 Beds ⋅ 4 Baths ⋅ G5112469 MLS

Virtually Staged. GORGEOUS 4-BEDROOM, 4-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington with Bonus home offering approximately 3,153 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. The generous bonus room provides even more versatility and can easily be used as a media room, playroom, office, or additional gathering space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

14341 Crest Palm Avenue, Windermere

$549,900

Location, Location, Location!! Windermere Lot: 2.62 acres, with 1 acre buildable, for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your custom builder. When you see this land, you will admire the beauty of nature. Gorgeous conservation views and spacious areas between the homes in the community. Nestled in the heart of Central Florida, the city of Windermere, FL, is a charming lakeside town boasting a rich history, luxurious real estate, and an exceptional quality of life. With easy access to Orlando's world-famous attractions, Windermere, Florida, offers the perfect balance between serene lakeside living and vibrant city life. Top-rated schools, fine dining, shopping, world-class golf, theme parks, and quick access to major expressways. Roberts Landing in Windermere, FL, is located on the east shore of Lake Olivia. The main entrance is on Westover Roberts Road across from Westover Club and Westover Reserve, two other Windermere, FL, communities. The streets here are winding and well-shaded, like most mature Windermere communities. Lake Olivia in north Windermere, FL, is a private lake. This rare lot in Windermere is an incredible opportunity. Build the luxury estate of your dreams.

O6407725 MLS

Location, Location, Location!! Windermere Lot: 2.62 acres, with 1 acre buildable, for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your custom builder. When you see this land, you will admire the beauty of nature. Gorgeous conservation views and spacious areas between the homes in the community. Nestled in the heart of Central Florida, the city of Windermere, FL, is a charming lakeside town boasting a rich history, luxurious real estate, and an exceptional quality of life. With easy access to Orlando's world-famous attractions, Windermere, Florida, offers the perfect balance between serene lakeside living and vibrant city life. Top-rated schools, fine dining, shopping, world-class golf, theme parks, and quick access to major expressways. Roberts Landing in Windermere, FL, is located on the east shore of Lake Olivia. The main entrance is on Westover Roberts Road across from Westover Club and Westover Reserve, two other Windermere, FL, communities. The streets here are winding and well-shaded, like most mature Windermere communities. Lake Olivia in north Windermere, FL, is a private lake. This rare lot in Windermere is an incredible opportunity. Build the luxury estate of your dreams.

1661 Roberts Landing Road, Windermere

$415,000

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home featuring a spacious loft area perfect for a home office, media room, or play space. This move-in ready property offers an open-concept layout, stylish finishes, abundant natural light, and comfortable living spaces throughout. Located in the highly desirable Windermere area, this home offers easy access to top-rated schools, shopping, dining, major highways, and Orlando attractions. Enjoy the perfect blend of comfort, convenience, and Florida living in a great location!

3 Beds ⋅ 3 Baths ⋅ O6407518 MLS ⋅ Legado BLDG.

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home featuring a spacious loft area perfect for a home office, media room, or play space. This move-in ready property offers an open-concept layout, stylish finishes, abundant natural light, and comfortable living spaces throughout. Located in the highly desirable Windermere area, this home offers easy access to top-rated schools, shopping, dining, major highways, and Orlando attractions. Enjoy the perfect blend of comfort, convenience, and Florida living in a great location!

8866 Herencia Aly, Windermere

$6,595,000

Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary waterfront lifestyle. Ideally positioned near the driving range and just moments from Isleworth’s racquet center, clubhouse, fitness facilities, dining, and pool, the residence combines privacy with convenience.Designed by renowned architect Mark Nasrallah, the home spans more than 7,100 square feet and showcases sophisticated detailing and elevated finishes throughout. A grand foyer introduces the residence with a sweeping floating staircase and dramatic tiered crystal chandelier, leading into the formal living room where soaring ceilings, dual chandeliers, a fireplace, and expansive lake views create an impressive yet inviting setting.Marble flooring transitions seamlessly into the home’s primary living spaces, where rich hardwood floors enhance the warmth of the open-concept kitchen, casual dining area, and family room. The kitchen is both functional and elegant, featuring an oversized island, custom cabinetry, quarried quartz countertops, and professional-grade appliances by Wolf, Sub-Zero, and Bosch. A contemporary, temperature-controlled wine room accommodating over 100 bottles adds a distinctive touch. Architectural millwork in a diamond pattern defines the dining space, while custom media built-ins in the family room enhance the home’s cohesive design. Both areas open effortlessly to the lanai and pool deck.The primary suite serves as a private retreat, complete with a sitting area, designer lighting, and a spa-inspired bath featuring a soaking tub, expansive dual vanities, and a large walk-in shower. Additional interior highlights include a modern office with custom built-ins and private pool access, as well as a spacious game room with a full bar and captivating water views. Outdoors, the covered lanai extends to a resort-style pool and spa, surrounded by generous lounging areas and complemented by the private boat dock - creating an unparalleled setting for boating, entertaining, and year-round enjoyment in Florida's tropical climate.

5 Beds ⋅ 6 Baths ⋅ O6407107 MLS

Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary waterfront lifestyle. Ideally positioned near the driving range and just moments from Isleworth’s racquet center, clubhouse, fitness facilities, dining, and pool, the residence combines privacy with convenience.Designed by renowned architect Mark Nasrallah, the home spans more than 7,100 square feet and showcases sophisticated detailing and elevated finishes throughout. A grand foyer introduces the residence with a sweeping floating staircase and dramatic tiered crystal chandelier, leading into the formal living room where soaring ceilings, dual chandeliers, a fireplace, and expansive lake views create an impressive yet inviting setting.Marble flooring transitions seamlessly into the home’s primary living spaces, where rich hardwood floors enhance the warmth of the open-concept kitchen, casual dining area, and family room. The kitchen is both functional and elegant, featuring an oversized island, custom cabinetry, quarried quartz countertops, and professional-grade appliances by Wolf, Sub-Zero, and Bosch. A contemporary, temperature-controlled wine room accommodating over 100 bottles adds a distinctive touch. Architectural millwork in a diamond pattern defines the dining space, while custom media built-ins in the family room enhance the home’s cohesive design. Both areas open effortlessly to the lanai and pool deck.The primary suite serves as a private retreat, complete with a sitting area, designer lighting, and a spa-inspired bath featuring a soaking tub, expansive dual vanities, and a large walk-in shower. Additional interior highlights include a modern office with custom built-ins and private pool access, as well as a spacious game room with a full bar and captivating water views. Outdoors, the covered lanai extends to a resort-style pool and spa, surrounded by generous lounging areas and complemented by the private boat dock - creating an unparalleled setting for boating, entertaining, and year-round enjoyment in Florida's tropical climate.

6462 Deacon Cir, Windermere

$27,000,000

A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochère introduce the home’s commanding Mediterranean-inspired architecture, where turreted wings, natural stone detailing, and elegant arched windows create an unforgettable arrival experience. Inside, a breathtaking 28-foot grand foyer unfolds beneath soaring ceilings, anchored by a spectacular double staircase with intricate custom ironwork that evokes the elegance of a world-class villa. Flooded with natural light through towering arched windows, the space immediately establishes the scale and sophistication that define the estate. Designed for intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chef’s kitchen is a showpiece of its own, featuring custom wood cabinetry, expansive stone countertops, professional-grade appliances, a dramatic custom range hood, oversized center island, hidden pantry and richly detailed ceiling treatments that elevate the space into a culinary centerpiece. Adjacent gathering areas showcase exposed wood beams, designer lighting and seamless indoor-outdoor connectivity, creating warm yet grand living environments ideal for entertaining on any scale. Every amenity within the residence has been thoughtfully curated to rival the finest luxury resorts. Highlights include a state-of-the-art theater, golf simulator, multiple game rooms, an expansive wine room, private elevator, smart home automation system and a fully equipped fitness center. Elegant fireplaces and sophisticated entertaining spaces add warmth and intimacy throughout the home. A private guest wing with two bedrooms, its own living room, and separate entrance offers luxurious accommodations for extended family, guests or staff. The outdoor experience is nothing short of spectacular. The rear elevation unfolds around a breathtaking 125,000-gallon resort-style pool complete with cascading waterfalls, bordered by natural stones, a water slide, diving board and expansive terraces that rival five-star destinations. At twilight, the towering palms and illuminated architecture reflect across the shimmering water, creating a setting reminiscent of an exclusive private resort with intimate lounge settings that invite grand entertaining and quiet moments of retreat. For the automotive enthusiast, the estate includes a 10-car garage equipped with two vehicle lifts. Recreational amenities continue across the grounds with a private basketball court, boat dock and private community boat ramp, which provide effortless access to the desired Butler Chain of Lakes for world-class boating and waterfront living. Surrounded by expansive lawns, mature landscaping and unmatched privacy, this extraordinary residence represents a once-in-a-generation opportunity to own a waterfront legacy estate, a property designed not only to impress, but to endure for generations to come.

7 Beds ⋅ 10 Baths ⋅ O6404938 MLS

A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochère introduce the home’s commanding Mediterranean-inspired architecture, where turreted wings, natural stone detailing, and elegant arched windows create an unforgettable arrival experience. Inside, a breathtaking 28-foot grand foyer unfolds beneath soaring ceilings, anchored by a spectacular double staircase with intricate custom ironwork that evokes the elegance of a world-class villa. Flooded with natural light through towering arched windows, the space immediately establishes the scale and sophistication that define the estate. Designed for intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chef’s kitchen is a showpiece of its own, featuring custom wood cabinetry, expansive stone countertops, professional-grade appliances, a dramatic custom range hood, oversized center island, hidden pantry and richly detailed ceiling treatments that elevate the space into a culinary centerpiece. Adjacent gathering areas showcase exposed wood beams, designer lighting and seamless indoor-outdoor connectivity, creating warm yet grand living environments ideal for entertaining on any scale. Every amenity within the residence has been thoughtfully curated to rival the finest luxury resorts. Highlights include a state-of-the-art theater, golf simulator, multiple game rooms, an expansive wine room, private elevator, smart home automation system and a fully equipped fitness center. Elegant fireplaces and sophisticated entertaining spaces add warmth and intimacy throughout the home. A private guest wing with two bedrooms, its own living room, and separate entrance offers luxurious accommodations for extended family, guests or staff. The outdoor experience is nothing short of spectacular. The rear elevation unfolds around a breathtaking 125,000-gallon resort-style pool complete with cascading waterfalls, bordered by natural stones, a water slide, diving board and expansive terraces that rival five-star destinations. At twilight, the towering palms and illuminated architecture reflect across the shimmering water, creating a setting reminiscent of an exclusive private resort with intimate lounge settings that invite grand entertaining and quiet moments of retreat. For the automotive enthusiast, the estate includes a 10-car garage equipped with two vehicle lifts. Recreational amenities continue across the grounds with a private basketball court, boat dock and private community boat ramp, which provide effortless access to the desired Butler Chain of Lakes for world-class boating and waterfront living. Surrounded by expansive lawns, mature landscaping and unmatched privacy, this extraordinary residence represents a once-in-a-generation opportunity to own a waterfront legacy estate, a property designed not only to impress, but to endure for generations to come.

5603 Marleon Drive, Windermere

$1,572,000

BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere residents can access Fernwood Park and boat ramp 8/10 mile away. Drive your Golf Cart to downtown Windermere. Multiple possibilities for this property in the prime location of Windermere. Home needs major renovation or demolish and rebuild. Sold AS IS.

4 Beds ⋅ 2 Baths ⋅ O6406887 MLS

BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere residents can access Fernwood Park and boat ramp 8/10 mile away. Drive your Golf Cart to downtown Windermere. Multiple possibilities for this property in the prime location of Windermere. Home needs major renovation or demolish and rebuild. Sold AS IS.

33 Main Street, Windermere

$440,000

Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando's most sought-after areas.

3 Beds ⋅ 3 Baths ⋅ S5149402 MLS ⋅ 7612 BLDG.

Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando's most sought-after areas.

7612 Fairgrove Avenue, Windermere

$6,995,000

Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. This home is meticulously cared for with improvements which recent improvements such as a new tile 250k roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property.

5 Beds ⋅ 8 Baths ⋅ O6404415 MLS

Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. This home is meticulously cared for with improvements which recent improvements such as a new tile 250k roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property.

9349 Tibet Pointe Circle, Windermere

$5,390,000

Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from the finishes to the overall design. With four suites, four full bathrooms, and three powder rooms, this home was designed to delight at every turn. Upon entering, you're welcomed by a grand entry hall with soaring ceilings over 10 feet high and elegant porcelain tile flooring, enhancing the space’s refined atmosphere. The living room, complete with a fireplace, offers a cozy yet sophisticated ambiance, while the kitchen is a showstopper: spacious, quartz countertops, a large island with a waterfall design, and impeccably finished custom cabinetry. The master suite, located on the second floor, is a true retreat. It features a private sitting area, a fireplace, and a spa-like bathroom with a double shower, dual sinks, and a sophisticated design focused on your comfort. In addition to the master suite, the second floor includes additional bedrooms and a versatile living area, ideal for use as a home theater or game room. On the ground floor, a guest suite provides the perfect space for entertaining visitors. The home also offers expansive balconies on both floors with panoramic lake views, seamlessly connecting indoor living areas to a breathtaking outdoor setting. Outdoor features include a terrace, a deck, a pool with a resort-style spa, and a gourmet area — perfect for entertaining friends and family. The entire home is hurricane-proof, offering maximum safety and peace of mind for your family. Located in one of Florida's most desirable areas, you'll be near fine dining, luxury shopping, premier entertainment, and, of course, just minutes from the Disney Parks. Don’t miss this unique opportunity to live in style at one of Windermere’s most prestigious addresses. Schedule your visit today and experience this true gem in person! This exceptional lakefront estate was recently prospected to be under contract, highlighting the strong demand for luxury homes in Casa Del Lago. Now available once again, this presents a rare opportunity to secure an extraordinary waterfront residence in one of Windermere's most prestigious gated communities.

4 Beds ⋅ 7 Baths ⋅ O6404587 MLS

Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from the finishes to the overall design. With four suites, four full bathrooms, and three powder rooms, this home was designed to delight at every turn. Upon entering, you're welcomed by a grand entry hall with soaring ceilings over 10 feet high and elegant porcelain tile flooring, enhancing the space’s refined atmosphere. The living room, complete with a fireplace, offers a cozy yet sophisticated ambiance, while the kitchen is a showstopper: spacious, quartz countertops, a large island with a waterfall design, and impeccably finished custom cabinetry. The master suite, located on the second floor, is a true retreat. It features a private sitting area, a fireplace, and a spa-like bathroom with a double shower, dual sinks, and a sophisticated design focused on your comfort. In addition to the master suite, the second floor includes additional bedrooms and a versatile living area, ideal for use as a home theater or game room. On the ground floor, a guest suite provides the perfect space for entertaining visitors. The home also offers expansive balconies on both floors with panoramic lake views, seamlessly connecting indoor living areas to a breathtaking outdoor setting. Outdoor features include a terrace, a deck, a pool with a resort-style spa, and a gourmet area — perfect for entertaining friends and family. The entire home is hurricane-proof, offering maximum safety and peace of mind for your family. Located in one of Florida's most desirable areas, you'll be near fine dining, luxury shopping, premier entertainment, and, of course, just minutes from the Disney Parks. Don’t miss this unique opportunity to live in style at one of Windermere’s most prestigious addresses. Schedule your visit today and experience this true gem in person! This exceptional lakefront estate was recently prospected to be under contract, highlighting the strong demand for luxury homes in Casa Del Lago. Now available once again, this presents a rare opportunity to secure an extraordinary waterfront residence in one of Windermere's most prestigious gated communities.

12264 Montalcino Circle, Windermere

$1,375,000

Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical foliage, and a fully fenced yard thoughtfully designed for both peaceful relaxation and effortless entertaining. Step through striking 8-foot wrought iron and glass entry doors into a bright, light-filled interior featuring soaring 12-foot ceilings, impressive architectural details, and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room and 3-car garage offers an exceptionally flexible layout ideal for both comfortable everyday living and graciously hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth, character, and abundant natural light. The oversized first-floor primary suite serves as a tranquil private retreat, complete with direct access to the sparkling pool and covered lanai, along with dual custom closets that provide ample and beautifully organized storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, game space, creative studio, or comfortable secondary living area. The outdoor setting is equally impressive, offering the privacy and space to enjoy Florida living throughout the year. Whether gathering around the pool, dining beneath the covered lanai, entertaining family and friends, or simply unwinding among the lush surroundings, the expansive backyard provides a peaceful extension of the home’s interior living spaces. Beyond the home, Windermere offers a distinctive lifestyle that is hard to match. Known for its majestic oak-canopied streets, sparkling lakes, natural beauty, and relaxed small-town atmosphere, the area offers a welcome retreat while remaining conveniently connected to everything Central Florida has to offer. Enjoy charming tree-lined streets, inviting local dining, boutique shopping, scenic parks, and beloved community traditions such as the weekly farmers market and festive seasonal events. Just minutes away, the renowned Butler Chain of Lakes invites you to experience boating, fishing, paddleboarding, watersports, and picturesque days spent on the water. Nearby public lake access makes it easy to take advantage of one of the area’s most celebrated natural features. Windermere’s convenient location also places you within easy reach of Restaurant Row, premier shopping, championship golf courses, world-famous attractions, upscale resorts, and the energy and entertainment of downtown Orlando. Experience refined living in one of Central Florida’s most sought-after communities, where custom architecture, generous homesites, lush surroundings, and an exceptional location create an elevated way of life. This is more than a home, it’s a lifestyle.

4 Beds ⋅ 4 Baths ⋅ S5146725 MLS

Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical foliage, and a fully fenced yard thoughtfully designed for both peaceful relaxation and effortless entertaining. Step through striking 8-foot wrought iron and glass entry doors into a bright, light-filled interior featuring soaring 12-foot ceilings, impressive architectural details, and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room and 3-car garage offers an exceptionally flexible layout ideal for both comfortable everyday living and graciously hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth, character, and abundant natural light. The oversized first-floor primary suite serves as a tranquil private retreat, complete with direct access to the sparkling pool and covered lanai, along with dual custom closets that provide ample and beautifully organized storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, game space, creative studio, or comfortable secondary living area. The outdoor setting is equally impressive, offering the privacy and space to enjoy Florida living throughout the year. Whether gathering around the pool, dining beneath the covered lanai, entertaining family and friends, or simply unwinding among the lush surroundings, the expansive backyard provides a peaceful extension of the home’s interior living spaces. Beyond the home, Windermere offers a distinctive lifestyle that is hard to match. Known for its majestic oak-canopied streets, sparkling lakes, natural beauty, and relaxed small-town atmosphere, the area offers a welcome retreat while remaining conveniently connected to everything Central Florida has to offer. Enjoy charming tree-lined streets, inviting local dining, boutique shopping, scenic parks, and beloved community traditions such as the weekly farmers market and festive seasonal events. Just minutes away, the renowned Butler Chain of Lakes invites you to experience boating, fishing, paddleboarding, watersports, and picturesque days spent on the water. Nearby public lake access makes it easy to take advantage of one of the area’s most celebrated natural features. Windermere’s convenient location also places you within easy reach of Restaurant Row, premier shopping, championship golf courses, world-famous attractions, upscale resorts, and the energy and entertainment of downtown Orlando. Experience refined living in one of Central Florida’s most sought-after communities, where custom architecture, generous homesites, lush surroundings, and an exceptional location create an elevated way of life. This is more than a home, it’s a lifestyle.

9119 Balmoral Mews Sq, Windermere

$919,990

GORGEOUS 4-BEDROOM, 3-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington home offering approximately 2,740 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

4 Beds ⋅ 3 Baths ⋅ G5111542 MLS

GORGEOUS 4-BEDROOM, 3-BATH NEW CONSTRUCTION HOME IN AN EXCLUSIVE BOUTIQUE WINDERMERE COMMUNITY! Welcome to this beautiful move-in-ready Arlington home offering approximately 2,740 square feet of thoughtfully designed living space, a 2.5-car garage, and an oversized wooded lot. Located in an exclusive, low-maintenance boutique-style community, this home offers a rare combination of luxury, convenience, and easy Florida living. Start your mornings with tea/coffee or unwind in the evenings from the home's charming covered front porch, offering a welcoming space to sit back, relax, and enjoy the peaceful neighborhood setting. Step inside to a bright, open floor plan featuring 10-foot ceilings and spacious living areas designed for both everyday living and entertainment. The gourmet kitchen is the heart of the home, featuring gas appliances, built-in stainless-steel appliances, upgraded cabinetry, quartz countertops, a large center island, walk-in pantry, and designer lighting. The spacious owner's suite offers a relaxing retreat with a beautifully finished en-suite bathroom and large walk-in closet. Three additional bedrooms and three full bathrooms provide plenty of flexibility for family, guests, a home office, or additional living space. Step outside and enjoy the Florida lifestyle from the covered lanai with a paved surface and a future outdoor kitchen area, creating the perfect setting for outdoor dining, entertaining, or relaxing. The oversized wooded lot provides a peaceful natural backdrop and additional privacy. Additional features include a paved driveway, 2.5-car garage with epoxy flooring, high natural gas, and low-maintenance living. Location is everything, and this home places you in the heart of the highly desirable Windermere area, just approximately 14 minutes from Walt Disney World theme parks and approximately 30 minutes from Orlando International Airport. Enjoy easy access to Hamlin, Winter Garden Village, shopping, dining, entertainment, and major roadways. The home is zoned for highly sought-after schools, including Windermere High School, Horizon West Middle School, and Bay Lake Elementary School. With new construction, a premium Windermere location, low-maintenance boutique living, natural gas, spacious interiors, and exceptional access to Central Florida's best attractions and amenities, this home offers an incredible opportunity to enjoy the best of the Windermere lifestyle.

14353 Crest Palm Avenue, Windermere

$4,999,500

Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.

4 Beds ⋅ 5 Baths ⋅ O6401757 MLS

Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.

5138 Fairway Oaks Dr, Windermere

$2,290,000

Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.

6 Beds ⋅ 4 Baths ⋅ O6400680 MLS

Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.

9648 Weatherstone Court, Windermere

$1,375,000

SELLER MOTIVATED!!! A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!

4 Beds ⋅ 5 Baths ⋅ O6400067 MLS

SELLER MOTIVATED!!! A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!

12411 Montalcino Circle, Windermere

$584,900

Windermere Gem: Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully home offers an incredible opportunity for homeowners, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence, this home is truly move-in ready.

4 Beds ⋅ 2 Baths ⋅ S5148031 MLS

Windermere Gem: Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully home offers an incredible opportunity for homeowners, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence, this home is truly move-in ready.

9011 Chapman Oak Court, Windermere

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