Windermere Homes under $750,000

Windermere Homes under $750,000

Welcome to Windermere, Florida, a picturesque town nestled in the heart of Orange County. Known for its stunning lakes, lush landscapes, and a strong sense of community, Windermere offers a unique blend of small-town charm and modern conveniences. With its serene environment and proximity to the vibrant city of Orlando, residents enjoy the best of both worlds—tranquility and adventure.

Windermere is renowned for its beautiful homes, many of which are situated along the scenic shores of the Butler Chain of Lakes. This idyllic setting not only provides breathtaking views but also a plethora of outdoor activities, from boating and fishing to hiking and biking. The town’s commitment to preserving its natural beauty is evident in its well-maintained parks and recreational areas, making it an ideal place for families and nature enthusiasts alike.

For those seeking a home in this enchanting locale, Windermere offers a range of properties under $750,000. Whether you're looking for a charming single-family home or a modern townhouse, there are plenty of options to suit your needs. These homes often feature spacious layouts, contemporary finishes, and access to excellent schools, shopping, and dining.

Windermere's welcoming community and vibrant lifestyle make it a perfect choice for anyone looking to settle in Central Florida. Embrace the opportunity to live in a town where the beauty of nature meets the comfort of home. Discover your dream home in Windermere today!

Newest Windermere Homes under $750,000

8133 Enchantment Drive Unit 1307, Windermere
$399,000
4 Beds ⋅ 3 Baths ⋅ O6455333 MLS ⋅ 8133 BLDG.
Welcome to this BEAUTIFULLY UPDATED 4-Bedroom, 2.5-Bath Condo in the GATED Oasis Cove at Lakeside Village community in Windermere! Offering the spacious layout and FEEL OF A TOWNHOME, this two-story residence combines modern updates including NEWER AC (2023), flexible living spaces and the convenience of LOW-MAINTENANCE condo living. A paver driveway leads to the TWO-CAR GARAGE, featuring an attractive CARRIAGE-STYLE GARAGE DOOR, while the welcoming exterior sets the stage for all that's waiting inside. Step through the front door and you'll immediately appreciate the FRESH, CONTEMPORARY LOOK, highlighted by NEWER WOOD-LOOK LAMINATE FLOORING throughout the main living areas. The SPACIOUS OPEN LAYOUT allows the Kitchen, Dining Area and Living Room to flow together beautifully, creating an inviting space for everyday living or entertaining. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that open to a COVERED REAR PATIO and fenced backyard—a lovely spot to enjoy your morning coffee or relax outdoors with a little green space of your own.The UPDATED KITCHEN is both stylish and functional, featuring STONE COUNTERTOPS, an abundance of cabinetry, STAINLESS STEEL APPLIANCES and a classic subway tile backsplash. A BREAKFAST BAR offers additional seating and creates a natural gathering spot for casual meals or conversation. The spacious FIRST-FLOOR PRIMARY SUITE provides a comfortable retreat, complete with an EN SUITE BATH featuring dual sinks and a step-in shower, and includes a LARGE WALK-IN CLOSET. A CONVENIENT HALF BATH on the first floor is perfect for guests and everyday living.Upstairs, a GENEROUS LOFT adds wonderful flexibility and makes an ideal family room, media space, game room or home office. ARCHITECTURAL ARCHWAYS and distinctive cutouts add character, while NEWER LAMINATE FLOORING and a sleek, modern ceiling fan give the space a fresh contemporary feel. Two additional Bedrooms, each with NEWER CARPETING, provide comfortable accommodations for family or guests, and both offer WALK-IN CLOSETS. A full Bath nearby, serves the upstairs Bedrooms, while an additional FLEX SPACE can be used as a FOURTH BEDROOM, office, hobby room or whatever best suits your needs. Enjoy the ease of LOW-MAINTENANCE LIVING in this GATED COMMUNITY, where amenities include a clubhouse, COMMUNITY POOL and playground, as well as exterior and grounds maintenance, cable, internet, trash and water, giving you more time to enjoy your home and the surrounding area. Oasis Cove is conveniently situated near LAKESIDE VILLAGE CENTER, where you'll find Publix, restaurants and everyday services, and for even more shopping and dining, WINTER GARDEN VILLAGE offers a wide variety of popular retailers and eateries. Outdoor enthusiasts can explore the trails and natural beauty of TIBET-BUTLER PRESERVE, enjoy lakeside recreation at R.D. KEENE PARK or spend an afternoon at WEST BEACH PARK. And with WALT DISNEY WORLD, Disney Springs and the many attractions of Central Florida nearby, there's always something fun to enjoy.The home is also zoned for A-Rated schools—BAY LAKE ELEMENTARY, HORIZON WEST MIDDLE and WINDERMERE HIGH SCHOOL. With its MODERN UPDATES, spacious loft, flexible living spaces and GREAT LOCATION, this Oasis Cove condo offers a WONDERFUL OPPORTUNITY to enjoy the best of Windermere living. Welcome Home!

8133 Enchantment Drive Unit 1307, Windermere
9100 Palm Tree Drive, Windermere
$579,000
3 Beds ⋅ 2 Baths ⋅ O6454929 MLS
Welcome to this inviting 3-bedroom, 2-bathroom pool home, situated on a corner lot with a circular driveway in the established community of Silver Woods. A spacious foyer opens into the living room, flowing seamlessly into the adjoining dining area for easy everyday living and entertaining. The conveniently located kitchen connects to the family room, where wood-look tile and vaulted ceilings create a warm, open gathering space. The split-bedroom floor plan offers privacy for the primary suite, complete with a walk-in closet and attached bathroom. Two additional bedrooms and a full bathroom are located on the opposite side of the home, providing flexibility for guests, a home office, or everyday needs. French doors from the family room open to the patio and in-ground pool, creating a welcoming setting for outdoor dining, weekend gatherings, or simply relaxing in the Florida sunshine. A fenced backyard completes the outdoor space. Recent updates - New Porcelain Tile floor throughout, New Hurricane strength garage door, New cabinetry in garage and laundry room, Custom closets in Primary, Roof 2021, Windows 2020, HVAC 2019. Silver Woods offers low HOA fees and community tennis courts, along with a convenient Windermere location near shopping, dining, and Dr. Phillips’ Restaurant Row. Enjoy access to major roadways and popular Central Florida destinations, including Universal Orlando Resort and Walt Disney World. This home brings together comfortable living, outdoor enjoyment, and everyday convenience!

9100 Palm Tree Drive, Windermere
10628 Reams Road, Windermere
$479,000
4 Beds ⋅ 3 Baths ⋅ O6455169 MLS
Welcome to Windermere Trails! This beautiful 4-bedroom, 2.5-bath, two-story home offers the perfect combination of comfort, style, and convenience in one of Central Florida's most desirable locations. Step inside to discover a spacious, open-concept floor plan designed for both everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a seamless flow into the living and dining areas. Wood flooring enhances the main living spaces, while generously sized bedrooms provide plenty of room to unwind. Enjoy the convenience of an attached two-car garage, interior laundry, and a private outdoor patio perfect for relaxing after a long day. Ideally located just minutes from Walt Disney World, Disney Springs, shopping, dining, and entertainment, with convenient access to major roadways and everything the growing Horizon West area has to offer. This home delivers the space, location, and lifestyle you've been looking for. Schedule your private showing today!

10628 Reams Road, Windermere
7129 Thicket Branch Alley, Windermere
$450,000
3 Beds ⋅ 3 Baths ⋅ O6455110 MLS ⋅ 7129 BLDG.
A kitchen that makes you stop scrolling. A Windermere address that makes you want to stay. This beautifully upgraded 3-bedroom, 2.5-bath townhome in Ashlin Park offers 1,588 square feet of inviting living space, fresh paint, and distinctive contemporary finishes. The centerpiece is the kitchen: brand-new countertops with a dramatic waterfall edge, decorative wood-slat accents, two-tone cabinetry, stainless steel appliances, and sleek architectural lighting. An open layout connects the kitchen, dining, and living areas—perfect for hosting friends or enjoying a quiet evening at home. Wood-look flooring and stylish bathroom finishes carry the contemporary feel beyond the kitchen. Upstairs, the primary bedroom offers a comfortable retreat, with two additional bedrooms providing room for guests or a home office. A welcoming front porch and two-car garage complete the home. Enjoy Ashlin Park’s community pool, playground, and sidewalks, with shopping, dining, and Disney nearby. Schedule your showing and see what makes this home stand out.

7129 Thicket Branch Alley, Windermere
8214 Serenity Spring Drive Unit 2405, Windermere
$350,000
3 Beds ⋅ 3 Baths ⋅ O6453473 MLS ⋅ 2405 BLDG.
Live about as close to the magic as you can get without a Disney address. This home in gated Oasis Cove sits just 3 minutes from Disney property, so park days, dinner reservations, and fireworks nights are a quick drive instead of a trip. The 3 bed, 2.5 bath layout offers 1,512 sq ft and a 1-car garage, with upgraded flooring on the stairs and throughout the upper level. The HOA covers the roof, lawn care, and water, so electricity is your only utility bill, and the HVAC was replaced in 2024. Spend your free time at the resort-style pool and community amenities, or at the parks down the road, instead of maintaining a home. It works equally well for full-time residents and seasonal owners. Zoned for A-rated schools from elementary through high school. Buyer to verify school assignment, HOA coverage.

8214 Serenity Spring Drive Unit 2405, Windermere
6206 Golden Dewdrop Trail, Windermere
$580,000
3 Beds ⋅ 3 Baths ⋅ O6451210 MLS
Welcome to 6206 Golden Dewdrop Trail in Windermere Landings — an opportunity to live in Windermere, one of Central Florida's most exclusive and sought-after addresses. Set among the Butler Chain of Lakes, Windermere is known for its privacy, tree-canopied streets, and lake lifestyle, yet it's just minutes to Restaurant Row, Winter Garden, and world-class attractions. This 3-bedroom, 2.5-bath, two-story home offers 1,984 square feet with an open main level and ceramic tile throughout the first floor: living and dining areas flow into a kitchen with granite counters, wood cabinetry, stainless appliances, and an island with seating. There's also a downstairs nook and a powder room on the first floor. Plantation shutters on all the windows and upgraded light fixtures run throughout the home. Upstairs, the primary suite has wood flooring and a double-vanity bath; two more bedrooms, a full bath, laundry, and a loft nook complete the level. Out back, a covered porch and paver patio overlook the privacy-fenced yard — ideal for enjoying Florida evenings at home. Windermere Landings offers a pool, clubhouse, and playground, all within this coveted Windermere location.

6206 Golden Dewdrop Trail, Windermere
7663 Bramwell Street, Windermere
$369,990
3 Beds ⋅ 3 Baths ⋅ TB8561943 MLS ⋅ Wickham Park BLDG.
Welcome to 7663 Bramwell Street, a well-kept 3-bedroom townhome in Windermere’s Wickham Park community, offering low-maintenance living in one of West Orange County’s most in-demand areas. With 1,510 sq ft, the home features an open main level where the living, dining, and kitchen areas flow together, ideal for everyday living and entertaining. The kitchen offers an open layout , a French door fridge and spacious bar and island. Upstairs, sits the primary suite, joined by two additional bedrooms with generous closet space and a full bath. Additional highlights include a 5 year old roof and ac, an inside laundry area, and an detached 2 -car garage. The HOA covers [exterior maintenance/lawn care/community pool], so you can spend more time enjoying Central Florida. Conveniently located near Winter Garden–Vineland Road, you’re minutes from shopping, dining, and major roadways, with easy access to the theme parks and the Horizon West area. Whether you’re a first-time buyer, downsizing, or adding to your investment portfolio, this townhome is a must-see. Schedule your showing today!

7663 Bramwell Street, Windermere
13731 Calera Alley, Windermere
$465,000
3 Beds ⋅ 3 Baths ⋅ O6452681 MLS ⋅ 94 BLDG.
Welcome home to this highly upgraded, move-in ready outside end unit in the Vineyards of Horizons West. This unit features a fenced side yard with patio, walkway to garage, front porch and landscaping, pond and open views. The front of the unit has a quiet courtyard setting. Inside you will find a beautiful large gourmet kitchen w/upgraded cabinets and sink, including a large kitchen island. A very large open great room and dining area. The first floor is wood look "porcelain tile" with sealed grout for minimal upkeep. Downstairs also features a spacious half bath and a large storage area under the stairs and separate laundry area. The garage is oversized with a finished floor. Upstairs are three bedrooms and a loft. Bath in the primary has been upgraded to frameless glass, a large spacious closet with extra racks added. $48K in upgrades from the builder when new. Pond and open space views from the first and second floor make the setting of this unit even more appealing. A quiet community with a park-like atmosphere, community pool and playground, and walking distance to Windermere High School.

13731 Calera Alley, Windermere
5021 Carillon Lane, Windermere
$625,000
4 Beds ⋅ 3 Baths ⋅ O6451867 MLS
Welcome to this beautiful home in a highly desirable community known for its top-rated schools and beautifully maintained surroundings. Lush landscaping, graceful palm trees, and a covered front porch create a warm welcome. Inside, the foyer opens to a formal dining room with an elegant chandelier and a home office enclosed by glass French doors. Neutral tones, arched walkways, and wood laminate flooring are found throughout the main living areas. The spacious, open floor plan flows into the kitchen featuring shaker cabinets, granite countertops, a decorative backsplash, stainless steel appliances, a wine rack, and a large custom pantry with built-in storage. A dedicated laundry area with folding space adds convenience. The light-filled living room opens to a breakfast nook with a stylish rattan light fixture, bay window seating, and sliding glass doors leading to the pool. The private primary suite features double-door entry, a custom walk-in closet with extensive built-ins, and a spa-inspired bathroom with dual vanities, a large soaking tub, and a separate glass-enclosed shower. Three additional bedrooms and two full guest bathrooms with tub/shower combinations provide plenty of space for family and guests. Step outside to your own tropical retreat, complete with a screened-in pool, shaded gazebo, and vinyl fencing for added privacy. Updates include HWT 2023, HVAC 2019, and roof replacement in 2020. Conveniently located near entertainment, shopping and dining at Winter Garden Village, Walt Disney World, and major roadways including Florida's Turnpike, this home offers both comfort and accessibility. Schedule your private showing today!

5021 Carillon Lane, Windermere
5231 Lemon Twist Lane, Windermere
$559,900
4 Beds ⋅ 4 Baths ⋅ S5160165 MLS
?? REMODELED HOME IN WINDERMERE! HIGHLY MOTIVATED SELLER! ?? 5231 Lemon Twist Ln, Windermere ??? 4 Bedrooms | ?? 2.5 Bathrooms Discover a spacious home that combines comfort and style. Featuring a remodeled kitchen, updated bathrooms, and carpet-free flooring throughout, this home is ready for you to make it your own. All appliances are included! Generous living spaces plenty of room to relax, entertain, and create lasting memories. Don’t miss this opportunity to call Windermere home! The seller is highly motivated and welcomes! ?? Contact me to schedule your showing and submit!

5231 Lemon Twist Lane, Windermere
8582 Powder Ridge Trail, Windermere
$630,000
4 Beds ⋅ 4 Baths ⋅ S5158690 MLS
Virtually Staged. EXCELLENT OPPORTUNITY TO LIVE OR INVEST! This impressive Kipling model with lake views offers an exceptional combination of comfort, upgrades, and flexibility. The property features fully paid-off solar panels, a whole-house water filtration system, and electrical connections in the parking area with the option to install EV chargers. The main home has been thoughtfully updated. All bathrooms have been renovated, including 3 smart toilets with heated seats. The flooring throughout the main home has been replaced with high-quality waterproof luxury vinyl, providing a modern, seamless look that is both stylish and easy to maintain. The primary bedroom features a private balcony, offering an inviting additional space to relax and unwind. The kitchen features stainless steel KitchenAid appliances, granite countertops, backsplash, and LED-lit cabinetry. The spacious loft above the garage provides even more versatility and additional living space. The main home is currently VACANT and easy to show. Only the attached in-law suite is currently rented on a month-to-month basis, and the property can be delivered completely vacant at closing, ready for its new owners to move in. One of the property's greatest advantages is the in-law suite with a private entrance, making it ideal for extended family, guests, or as an opportunity to generate additional rental income. The parking area also offers the option to add a separate washer and dryer for the future occupant or guest of the in-law suite. This flexibility makes the property an excellent option for first-time homebuyers, families looking for additional space, or investors seeking additional income potential. Outside, the property features fencing and paver walkways, creating welcoming spaces to enjoy the outdoors. Strategically located just minutes from Disney, restaurants, shopping, and Central Florida's major attractions, this property combines location, upgrades, and multiple possibilities under one roof. Ready for its next owner!

8582 Powder Ridge Trail, Windermere
8631 Greenbank Boulevard, Windermere
$669,000
4 Beds ⋅ 4 Baths ⋅ O6452398 MLS
Very nice two story executive home in the gated community of Lakes of Windermere. Location provides easy access to Disney employees parking, shopping in Windermere. The community is very well maintained and provides a community pool, playground and more.

8631 Greenbank Boulevard, Windermere
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