Windermere Homes with Lake Front Frontage

Windermere Homes with Lake Front Frontage

Welcome to Windermere, Florida – a picturesque town nestled in Orange County that perfectly blends small-town charm with modern luxury. Known for its stunning lakes and lush landscapes, Windermere offers a serene lifestyle that attracts families, retirees, and professionals alike. With its rich history and tight-knit community, this enchanting town is a hidden gem in Central Florida.

One of the most alluring features of Windermere is its breathtaking lakefront properties. Imagine waking up to the gentle lapping of water against the shore, with panoramic views of shimmering lakes right from your backyard. Homes with lakefront frontage in Windermere provide not just a residence, but a lifestyle defined by tranquility and natural beauty. These properties offer direct access to various recreational activities, including fishing, boating, and kayaking, making it a paradise for outdoor enthusiasts.

The community is also known for its excellent schools, upscale shopping, and fine dining options, all within close proximity. Windermere's charming downtown area is perfect for leisurely strolls, featuring quaint boutiques and delightful cafes. The town is also home to several parks and nature trails, encouraging an active and healthy lifestyle.

Whether you're seeking a serene retreat or an adventurous lifestyle, Windermere's lakefront homes provide the perfect backdrop for your dreams. Experience the magic of this vibrant community and discover why Windermere is truly a wonderful place to call home. Your lakefront oasis awaits!

Newest Windermere Homes with Lake Front Frontage

5638 Nectarine Drive, Windermere
$1,550,000
5 Beds ⋅ 5 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
BEAUTIFUL LAKE CAWOOD VIEWS AND WATER ACCESS SET THE SCENE FOR THIS NEWLY BUILT WINDERMERE HOME! Situated on a PREMIUM LOT in Lake Cawood Cove, this residence welcomes you with a SPACIOUS COVERED FRONT PORCH, thoughtfully selected upgrades, and an elegant, spacious design. This Ashton Woods DUVAL FLOOR PLAN offers approximately 3,612 square feet of living space, 5 BEDROOMS, 4 FULL BATHROOMS, 1 HALF BATHROOM, and a 3-CAR TANDEM GARAGE, with the opportunity to build your own PRIVATE BOAT DOCK. Inside, 10-FOOT FIRST-FLOOR CEILINGS, 9-FOOT SECOND-FLOOR CEILINGS, and 8-FOOT DOORS enhance the spacious feel. LUXURY VINYL PLANK FLOORING extends throughout the living areas, bedrooms, and staircase, while the bathrooms and laundry room feature tile flooring. At the heart of the home, the GOURMET KITCHEN showcases UPGRADED CABINETRY EXTENDING TO THE CEILING, creating a beautifully finished appearance with abundant storage. A SPACIOUS ISLAND with additional cabinetry on the back, an upgraded appliance package, and a customized pantry layout combine style with everyday functionality. The kitchen connects seamlessly to the breakfast area and an impressive GREAT ROOM WITH A SOARING 2-STORY CEILING. Windows welcome natural light and capture views toward the lake, creating an inviting setting for everyday living and entertaining. A separate dining room provides additional space for special gatherings. The FIRST-FLOOR BEDROOM SUITE includes a closet and private full bathroom, offering a comfortable retreat for guests. Upstairs, the spacious PRIMARY SUITE features a TRAY CEILING, a LARGE WALK-IN CLOSET, separate vanities, and a walk-in shower. An additional bedroom suite includes its own full bathroom, while two more bedrooms share another full bathroom. A versatile LOFT offers space for a lounge, study, or recreation area, and the conveniently located upstairs laundry room completes the second floor. Carefully selected enhancements include UPGRADED BATHROOM TILE with wall tile extending to the ceiling, LIGHTING UPGRADES, and wood stair railings. Additional features include sound insulation in selected walls, FOAM INSULATION in the block walls of the living space and garage, and prewiring for ceiling fans, security, and two additional wireless access points. An UPGRADED FRENCH DOOR opens to the COVERED LANAI, where beautiful water views and a conservation area toward Lake Cawood create a peaceful, natural backdrop. At the rear of the home, BEAUTIFUL SUNSET VIEWS OVER THE WATER provide a picturesque setting for relaxing evenings and outdoor gatherings. SUMMER KITCHEN PLUMBING AND ELECTRICAL PROVISIONS provide the flexibility to personalize your outdoor entertaining space. Enjoy convenient access to Windermere Preparatory School, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, and Central Florida’s world-famous theme parks. With its premium setting, distinctive finishes, and generous living spaces, this newly built residence offers an exceptional opportunity to enjoy the Windermere lifestyle. Schedule your private showing today! VIDEO, 3D TOUR, AND FLOOR PLAN LINKS ABOVE.

5638 Nectarine Drive, Windermere
5650 Nectarine Drive, Windermere
$1,475,000
5 Beds ⋅ 5 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
NEWLY BUILT HOME WITH LAKE CAWOOD ACCESS ON APPROXIMATELY 1.70 ACRES! Discover refined lake living in this Ashton Woods Duval residence in Lake Cawood Cove, Windermere, with the opportunity to build your own PRIVATE BOAT DOCK. With approximately 3,612 square feet of living space, 5 BEDROOMS, 4 FULL BATHROOMS, 1 HALF BATHROOM, and a 3-CAR TANDEM GARAGE, this home combines generous space with thoughtfully selected upgrades. 10-FOOT CEILINGS ON THE FIRST FLOOR, 9-FOOT CEILINGS ON THE SECOND FLOOR, and 8-FOOT DOORS enhance the spacious feel. NEW LUXURY VINYL PLANK FLOORING extends throughout the home, including the staircase, while the bathrooms and laundry room feature tile flooring. The impressive great room features a SOARING 2-STORY CEILING, creating an open, airy atmosphere that connects seamlessly to the GOURMET KITCHEN and breakfast area. Designed for everyday enjoyment and entertaining, the kitchen features a SPACIOUS ISLAND, an upgraded appliance package, UPGRADED CABINETRY, additional storage cabinets at the back of the island, and a customized pantry layout. A separate dining room provides space for special gatherings. The FIRST-FLOOR BEDROOM SUITE includes a closet and private full bathroom, creating a comfortable retreat for guests. Upstairs, the spacious PRIMARY SUITE features a TRAY CEILING, a LARGE WALK-IN CLOSET, and a private bathroom with separate vanities and a walk-in shower. An additional bedroom suite includes its own full bathroom, while 2 more bedrooms share another full bathroom. A versatile LOFT and conveniently located laundry room complete the second floor. Carefully selected enhancements include UPGRADED BATHROOM TILE with wall tile extending to the ceiling, upgraded toilets, LIGHTING UPGRADES, and wood stair railings. Additional features include sound insulation in selected walls, FOAM INSULATION in the block walls of the living space and garage, and prewiring for ceiling fans, security, and 2 additional wireless access points. An UPGRADED FRENCH DOOR opens to the COVERED LANAI, creating an inviting connection to outdoor living. SUMMER KITCHEN PLUMBING AND ELECTRICAL PROVISIONS provide the flexibility to customize your outdoor entertaining space. A conservation area toward Lake Cawood provides a peaceful, natural backdrop. Enjoy convenient access to Windermere Preparatory School, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, and world-famous theme parks. With its desirable Windermere location, stylish finishes, and spacious layout, this newly built home provides an exceptional opportunity to enjoy the Florida lifestyle. Schedule your private showing today! VIDEO, 3D TOUR, AND FLOOR PLAN LINKS ABOVE.

5650 Nectarine Drive, Windermere
12620 S Lake Sawyer Lane, Windermere
$3,250,000
4 Beds ⋅ 6 Baths ⋅ Acreage SubDv. ⋅ 34786 Zip Code
Finding a MODERN, CUSTOM-BUILT LAKEFRONT HOME in Windermere, set on 1.15 ACRES with NO HOA or CDD, is an increasingly rare opportunity. Add exceptional PRIVACY, your own PRIVATE BOAT DOCK with TWO BOAT LIFTS, extensive high-end upgrades and beautiful lake views, and this home truly stands apart. Offering approximately 4,200 square feet of thoughtfully designed living space, this striking contemporary residence combines luxurious finishes with an effortless indoor-outdoor lifestyle, all within minutes of Windermere's everyday conveniences. From the moment you enter, the home's clean architectural lines, expansive windows and natural light create an immediate sense of space and connection to the outdoors. Beautiful PORCELAIN TILE flooring flows throughout the main level, while warm WOOD FLOORING upstairs complements the modern design. At the heart of the home is a stunning GOURMET KITCHEN featuring contrasting granite countertops, extensive CUSTOM BLUM BIRCH CABINETRY with premium aluminum detailing, and an impressive suite of WOLF APPLIANCES, including a six-burner gas range top, convection steam oven, dual-fan convection oven and warming oven. A built-in coffee station, generous pantry storage and cleverly concealed cabinetry complete this exceptional space. The adjoining living area is anchored by a dramatic 72-INCH GAS FIREPLACE, creating an inviting setting for both everyday living and entertaining. The MAIN-FLOOR PRIMARY SUITE is a peaceful retreat, with large windows framing beautiful lake views and direct access to the lanai. Two separate custom-fitted walk-in closets provide exceptional storage, while the luxurious en-suite bathroom features a freestanding soaking tub, separate oversized shower, dual vanities and elegant FLOOR-TO-CEILING PORCELAIN TILE. Upstairs, THREE ADDITIONAL EN-SUITE BEDROOMS provide excellent privacy and comfort for family and guests. The expansive LOFT area offers an additional living and entertaining space, complete with a fitted kitchenette, granite countertops and wine cooler. Multiple oversized patio doors open onto both a front balcony and a generous REAR TERRACE OVERLOOKING THE LAKE, creating a wonderful setting for morning coffee, evening drinks or simply enjoying the peaceful surroundings. Outside, the lifestyle is every bit as impressive. Approximately 80 FEET OF LAKEFRONT, a PRIVATE DOCK WITH TWO BOAT LIFTS and a beautifully secluded setting create your own waterfront escape. The spacious LANAI features MOTORIZED SCREENS, allowing indoor and outdoor living to flow seamlessly together. There's also ample room to create a spectacular POOL AND OUTDOOR ENTERTAINING AREA if desired. And as the sun goes down, enjoy views of the DISNEY FIREWORKS illuminating the evening sky. Beyond its beautiful design, this home has been built and equipped with exceptional attention to quality, comfort and efficiency. Notable features include IMPACT INSULATED WINDOWS AND DOORS, enhanced interior insulation, a WHOLE-HOUSE NATURAL GAS GENERATOR, TWO RINNAI TANKLESS WATER HEATERS, motorized window shades, extensive custom storage and a THREE-CAR GARAGE with insulated doors and RHINO garage storge shelves. The generous homesite also offers potential for future expansion. Perfectly positioned in WINDERMERE, the property offers a rare combination of PRIVACY, WATERFRONT LIVING and everyday convenience, with easy access to shopping, dining, schools, major roadways and Orlando's world-famous attractions.

12620 S Lake Sawyer Lane, Windermere
7413 Lake Albert Drive, Windermere
$1,799,000
6 Beds ⋅ 7 Baths ⋅ Lake Burden South Ph I SubDv. ⋅ 34786 Zip Code
Lakefront living at its finest! This spectacular former model home on beautiful Lake Burden offers breathtaking waterfront views and an exceptional Florida lifestyle. Enjoy boating, water skiing, and fishing right from your own backyard, with a private boat dock and a beautiful swimming pool creating the ultimate outdoor retreat. This impressive 6-bedroom, 6-bathroom residence features a desirable double primary suite layout, oversized bedrooms, beautiful hardwood floors, upgrades throughout, and an oversized private office. The spacious second-floor loft provides additional flexible living space, while two second-floor balconies showcase premier lake views and offers the perfect setting to relax and take in the scenery. Entertain in style with a well-appointed outdoor kitchen and inviting pool area, ideal for gatherings and enjoying the Florida sunshine. Conveniently located near popular restaurants, shopping, and world-famous Disney attractions, this remarkable lakefront property combines space, comfort, and an unbeatable lifestyle. Experience the best of waterfront living in this extraordinary home!

7413 Lake Albert Drive, Windermere
9602 Maywood Drive, Windermere
$4,350,000
5 Beds ⋅ 5 Baths ⋅ Lake Down Shores SubDv. ⋅ 34786 Zip Code
Welcome to 9602 Maywood Drive, a privately gated lakefront estate on Windermere's prestigious Butler Chain of Lakes. The home was reimagined through a renovation of more than $1 million by the award-winning firm KBF Design Gallery, and every detail was carefully considered. From dawn to dusk, the estate looks out over unobstructed sunrises and sunsets on Lake Down, the Butler Chain’s Northernmost lake known for crystal-clear water and premier largemouth bass fishing. As evening falls, it offers front-row views of the Walt Disney World and Universal Studios Orlando fireworks. Oversized custom steel-and-glass doors open to a grand foyer with soaring 26-foot ceilings. Overhead hangs a statement designer chandelier, mounted on a lift system for easy upkeep. Beyond it, Lake Down comes into view through walls of glass and draws you into light-filled living spaces. They are open and airy, yet warm and thoughtfully designed. At the heart of the home, the chef's kitchen is built for both everyday living and grand entertaining. It features a full Thermador appliance suite, a built-in GE Monogram pizza oven, two additional ovens including a speed oven, gas range, a warming drawer, a prep sink, and extensive custom storage. Next to it, a handsomely appointed bar offers generous wine storage, a sink, and an ice maker. It's an ideal setting for hosting guests. The main level includes a comfortable family room, an elegant dining area, a laundry room, and a guest bedroom and full bath. The primary suite is privately set apart on this floor and has dedicated his-and-hers closets. Its open, spa-inspired bath includes a deep soaking tub, a multi-head shower, a vanity, and a private water closet. Upstairs are three additional bedrooms, each with its own en-suite bath, along with a second living area and an impressive private theater. Outdoors, a resort-style retreat invites relaxed living in every season. It has a sparkling saltwater pool, a fully equipped summer kitchen, generous spaces to lounge and dine, and expansive, manicured green space. The renovated two-story dock featuring a hydraulic boat lift is made for fishing, boating the chain, or simply enjoying the view over the clear waters of Lake Down. The HOA free estate also includes smart-home technology for everyday convenience, exterior IP camera system with High Res cameras, gated access to the property, a new tile roof (2024), four AC units, and two hot-water heaters. There's a three-car garage with ample on-site parking, no HOA, and zoning for A-rated schools. A turnkey lakefront estate of this caliber is a rare find in Windermere, just minutes from Orlando's finest dining, shopping, and attractions.

9602 Maywood Drive, Windermere
6113 Grosvenor Shore Drive, Windermere
$6,950,000
7 Beds ⋅ 8 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Set behind the guarded gates of Keene's Pointe, lies this masterfully crafted 7-bedroom, 8-bath lakefront estate by Stonebridge Custom Homes presenting an extraordinary opportunity for those seeking uncompromising elegance and everyday indulgence. Expertly designed to invite abundant natural light throughout its over 8700 sqft magnificent interiors while still offering complete privacy and astounding wooded and lake views over its 4+ acre grounds. A stately brick-paver drive, twin motor courts with garage parking for 4 cars and a golf cart, set the tone for the refined lifestyle that awaits within. Through 10-foot solid double doors, the foyer opens to a two-story travertine-tiled formal living area with dramatic stone fireplace and towering windows that frame views of the pool and lake. The kitchen is a culinary masterpiece, featuring a hidden walk-in pantry, Thermador commercial grade appliance suite, including full-size refrigerator and separate freezer, Bosch Dishwasher, Scotsman Ice maker, Busby cabinets, granite countertops, and a double island setup designed for effortless entertaining. A beverage bar connects the kitchen to the formal dining room and iron-gated wine room with 45 bottle Brisa wine refrigerator. The open-concept layout offers casual dining off the kitchen and a family room that flows seamlessly into theatre-style lounge. The first-floor primary suite is a study in calm sophistication, featuring sitting area, poolside terrace access, coffee bar, 2 custom walk-in closets, and a spa-inspired ensuite with dual granite topped vanities, soaking tub, and multi-head steam shower. An executive study, bonus storage, mudroom and laundry, 2 powder rooms, and a private ensuite for visiting guests, complete the first floor. Upstairs, a bonus room for exercise or crafting, an open area for study or reading, add’l laundry, and 5 spacious bedrooms complemented by 4 full baths, ensure every guest enjoys comfort and privacy. From hidden storage and bonus rooms to thoughtfully curated finishes, every detail has been considered with intention and care. Impeccably maintained and thoughtfully updated where it matters, delivering peace of mind as well as prestige (See feature sheet for a full list of updates). Five sets of wall-to-wall sliders open the beautifully appointed interiors to the private outdoor retreat where guests will want to linger. A summer kitchen and outdoor bar overlook the pool with rock waterfall and spa, while an outdoor gas fireplace anchors evenings that stretch long past sunset. The covered lanai areas are enhanced by electronically controlled invisible screens and a mosquito misting system. The beautifully landscaped grounds and fenced backyard extend to a private dock with covered boathouse and electronic lift, providing effortless access to the pristine waters of Lake Tibet and the interconnected Butler Chain of Lakes. Residents of Keene’s Pointe enjoy a country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, pickleball, dining, and a vibrant social calendar. Positioned minutes (3.5 mi.) from historic Windermere with easy access to Orlando's attractions. Furnishings and Regal LS4 Power Boat are negotiable for a truly turnkey move.

6113 Grosvenor Shore Drive, Windermere
515 W 2nd Avenue, Windermere
$3,300,000
4 Beds ⋅ 6 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida's most coveted boating destinations. This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home's open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions. Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a "Touchless" Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain. Life here extends beyond the property itself. Located on one of Windermere's most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida's premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways. Whether you're enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living. Original house was built in 1961 but completely expanded and remodeled in 2000 - present owner made upgrades in 2023 - call for details

515 W 2nd Avenue, Windermere
Windy Ridge Road, Windermere
$4,250,000
34786 Zip Code
Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 158 feet wide and one of four being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. LOT 4 IS ALSO AVAILABLE AT THIS SAME PRICE. OTHER PRICING FOR LOTS 2 and 3 AVAILABLE BY REQUEST. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere
Windy Ridge Road, Windermere
$5,250,000
34786 Zip Code
Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 215 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere
Windy Ridge Road, Windermere
$4,750,000
34786 Zip Code
Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 175 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown Windermere traffic. A rare find indeed. *Seller unified parcels after purchase. Parcel ID reflects entire estate but only the lot noted by solid white lines is being offered for this price.

Windy Ridge Road, Windermere
7467 Lake Albert Drive, Windermere
$1,870,000
6 Beds ⋅ 7 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to lakefront living in Windermere! Set along the shores of Lake Burden, this impressive 6-bedroom, 6.5-bath home offers more than 5,100 square feet of living space, a 3-car garage, and a flexible layout designed for both everyday living and entertaining. Featuring the builder’s major upgrades and owned by just one owner since purchased directly from the builder, this home has been exceptionally well maintained. Inside, soaring ceilings and generous living spaces create an immediate sense of openness, while expansive sliding doors bring the beautiful lake views right into the heart of the home. The spacious kitchen is ready for everything from quiet family dinners to a full house of guests. With two primary suites — one downstairs and one upstairs — plus an additional first-floor bedroom, the floor plan offers great flexibility for guests, multigenerational living, or a home office setup. Upstairs, oversized bedrooms, a large bonus room, and private balconies provide even more room to spread out and enjoy the views. The outdoor space is just as special, featuring an extended covered lanai, outdoor kitchen, mature landscaping, and a peaceful lakefront backdrop. Morning coffee by the water, weekend barbecues, sunset dinners — this home was made for Florida living. Located in Lake Burden South, in the heart of Windermere, this home offers a peaceful residential setting with convenient access to shopping, dining, entertainment, and everything the area has to offer. Big home, beautiful setting, fantastic layout — and a lake view that never gets old. Come see this one in person!

7467 Lake Albert Drive, Windermere
1330 Lake Olivia, Windermere
$5,500,000
6 Beds ⋅ 8 Baths ⋅ Lake Olivia Reserve SubDv. ⋅ 34786 Zip Code
Virtually Staged. Pre-Construction. To be built. This is where high-end living meets possibility. A lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy. This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings above, and expansive windows designed to frame the lake. Planned features include a gourmet kitchen with premium cabinetry and quartz surfaces, dual primary suites, private elevator, theater room, wet bar, and 4-car garage. Outdoor living will include a resort-style lanai, summer kitchen, custom pool and spa, and a private dock with direct lake access. Set on approximately 1.6+ acres in one of Windermere’s most desirable locations, this is a rare opportunity to secure a brand-new lakefront residence before completion.

1330 Lake Olivia, Windermere
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