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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

5050 Isleworth Country Club Drive, Windermere
$3,189,000
4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal dining space provides an elegant backdrop for entertaining while remaining connected to the heart of the home. The renovated kitchen is both inviting and exceptionally functional, featuring a professional-style gas range, integrated appliances and a 40-bottle wine refrigerator. Custom cabinetry, marble countertops and a distinctive tile range hood complete the space, while additional cabinetry flows seamlessly into the family room to create a built-in entertainment center. Natural light reflects beautifully across the large-format tile floors, creating a bright, cohesive feel from room to room. The primary suite is privately positioned on the northeast wing, welcoming golden morning light into the space. The retreat features a distinctive dual-bath arrangement—one with a walk-in shower and the other with a freestanding soaking tub—along with a cedar-lined walk-in closet with custom built-ins. Three additional bedrooms provide comfortable accommodations for family and guests, including one with an ensuite bath, while the updated hall bath offers dual sinks and convenient pool access. A separate flex room easily adapts as an office, library, fitness room or additional retreat. Outside, a covered patio with fireplace extends the living space year-round, overlooking the open-air pool and spa with the manicured fairway beyond. A rear motor court, two-car garage and dedicated golf-cart parking complete the property. Recent improvements, including a 2020 slate roof, refreshed exterior paint, renovated kitchen and baths, complement the home’s established character. With its single-story footprint, private setting and half-acre golf-course homesite, the opportunity is as compelling as the lifestyle within the gates.

5050 Isleworth Country Club Drive, Windermere

101 Lee Street, Windermere
$1,300,000
5 Beds ⋅ 4 Baths ⋅ Town Of Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character with thoughtful updates, abundant natural light and exceptional flexibility. The main living level brings together the kitchen, dining area and expansive great room, where high ceilings and a striking gas fireplace create a warm and inviting gathering space. Four sets of beautiful, new sliding glass doors open to an expansive balcony overlooking the screened pool, extending the living and entertaining space outdoors. A private-entry in-law suite adds another compelling feature to this unique home, offering exceptional possibilities for multigenerational living, extended-stay guests or a private work-from-home space. This lower level includes two bedrooms, two full baths, spacious living area, and a wet bar with mini-refrigerator. The fifth bedroom, currently enjoyed as a home gym, is also perfect for an office, playroom or hobby room. Privately positioned on its own level, the generous primary suite provides a peaceful retreat with a spacious sitting area and private balcony. Recent, significant investments throughout the property include new windows and doors, three newer HVAC units, new roof September 2026, interior and exterior paint, updated astroturf in the side yard, as well as numerous other improvements, all while preserving the character and scale of this established Windermere home. The pool and patio, featuring a screen enclosure just added in 2020, and newer cabanas, perfect for entertaining, relaxing and enjoying Florida living year-round. The location offers a lifestyle all its own, with downtown Windermere’s weekly farmers market, community events, parks and small-town charm just a short walk or golf cart ride away. Town of Windermere residents also enjoy private access to a boat ramp on the renowned Butler Chain of Lakes, as well as to the town tennis and pickleball courts! Zoned for top rated Windermere Elementary and Olympia High, and situated just minutes from the shopping and dining of The Grove at Isleworth and Restaurant Row, this distinctive home delivers a rare combination of space, flexibility, and character all in a desirable, downtown Windermere location.

101 Lee Street, Windermere

5526 Marleon Drive, Windermere
$2,500,000
5 Beds ⋅ 5 Baths ⋅ Lake Davis Reserve A & B SubDv. ⋅ 34786 Zip Code
A rare opportunity to own one of just 18 custom estate homes in this exclusive Windermere enclave of Lake Davis Reserve. Set on more than half an acre, this impressive five-bedroom residence spans over 4,600 square feet, offering a remarkable sense of privacy and seclusion while remaining right in the heart of Windermere. From the moment you enter through the custom iron doors, the craftsmanship and attention to detail are unmistakable. Expansive living spaces, beautiful wood-look porcelain flooring, custom millwork and thoughtfully designed lighting create a home that feels luxurious yet exceptionally comfortable. Custom-designed fireplaces throughout the home provide striking focal points and give each living space its own sense of character and warmth. The chef's kitchen features abundant cabinetry, generous counter space, a large prep island, granite countertops, water softener and a vented cooktop, all opening seamlessly to the main living areas. The spacious primary suite is conveniently located on the first floor and offers a true private retreat, complete with its own custom fireplace, oversized walk-in shower and soaking tub. Additional generously sized bedrooms ensure everyone enjoys ample space, while upstairs, a large flex room with custom built-in cabinetry provides an ideal setting for entertaining, relaxing or movie nights. A dedicated gym adds even more versatility to the floor plan. Outside, the home's sense of privacy becomes even more apparent. A covered lanai, with wiring for remote-controlled screens, opens to a secluded backyard retreat framed by mature tropical landscaping. Completed in 2022, the heated saltwater pool features a PebbleTec finish, multicolor LED lighting, dual sun shelves and an illuminated pergola waterfall. An extended pool deck, outdoor audio, summer kitchen with natural gas, exterior bathroom and app-controlled pool and landscape lighting create an exceptional environment for entertaining or simply enjoying the Florida lifestyle in complete comfort. As evening approaches, the west-facing backyard provides beautiful sunset views in front of your patio gas fireplace. That feeling of seclusion is what makes Lake Davis Reserve so special. Despite its peaceful, private setting, the home sits in the heart of Windermere, with Windermere Preparatory School, Windermere High School and zoning for Windermere Elementary all close by. Disney, SR-429 and premier shopping and dining are just minutes away. Opportunities to purchase in Lake Davis Reserve are exceedingly rare, with only 18 custom estate homes behind its gates. Beautiful in photographs and even better in person, this is a home that simply needs to be experienced. The privacy, scale, custom finishes and atmosphere are difficult to fully capture in photographs. If your buyers are looking for luxury, security and seclusion without sacrificing the convenience of Windermere living, 5526 Marleon Drive deserves to be at the top of their viewing list.

5526 Marleon Drive, Windermere

8168 Boat Hook Loop Unit 303, Windermere
$320,000
3 Beds ⋅ 2 Baths ⋅ Lakeside At Lakes Of Windermere SubDv. ⋅ 34786 Zip Code
Welcome to 8168 Boat Hook Loop, Unit 303, a beautifully maintained condominium offering comfortable, low-maintenance living in a desirable community. This move-in ready residence features a spacious three-bedroom, two-bathroom floor plan designed for both everyday living and entertaining. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting atmosphere. The kitchen features 42-inch upper cabinets, stone countertops, and a functional layout with ample storage and preparation space. Updates include a replaced HVAC system and hot water heater, providing added comfort and peace of mind. The spacious primary suite offers a comfortable retreat with a private en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for guests, a home office, or other lifestyle needs. Enjoy the convenience of condominium living with access to community amenities and a location close to shopping, dining, entertainment, and major roadways.

8168 Boat Hook Loop Unit 303, Windermere

8291 Procida Isle Lane, Windermere
$775,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code
SELLER IS OFFERING A $10,000 CREDIT TO THE BUYER that can be used toward a rate buy-down, closing costs, or paying off the solar panels. Welcome to 8291 Procida Isle Lane, a stunning ONE-STORY 4 bedrooms, 3 full bathrooms POOL home with a TILE roof and 2-car garage in the highly sought-after Windermere Isle community. Offering 2,224 square feet of beautifully designed living space, this meticulously maintained home combines modern upgrades, everyday comfort, and an incredible backyard retreat. The heart of the home is the gourmet kitchen featuring a LARGE island with quartz countertops with seating for four, modern pendant lights, gas cooktop, stainless steel Whirlpool appliances with built-in oven, 42-inch cabinets with crown molding, and a large pantry. WOOD LOOK TILE flows throughout the main living areas, while the bedrooms feature luxury vinyl plank flooring. The spacious primary suite features a tray ceiling, walk-in closet, and a beautifully upgraded en-suite bathroom with DUAL vanities and an OVERSIZED walk-in shower. The home has been freshly painted inside and out with Sherwin Williams Emerald, including designer accent walls in the hallway and patio, and the entire exterior and roof have been recently pressure washed. Step outside and discover your own private resort-style oasis! The HEATED SALTWATER POOL, built in 2021, features a tanning shelf with two submerged loungers, bubbler fountains, and a stunning WATERFALL surrounded by a natural stone patio. A wood pergola with café lighting creates the perfect outdoor seating area. As the sun goes down, tiki torch landscape lighting sets the mood for evenings around the fire pit. Also, you can enjoy the DISNEY FIREWORKS from your own backyard! Additional upgrades include solar panels to help reduce electric costs, a whole-house WATER FILTRATION SYSTEM and WATER SOFTENER, TESLA EV charger in the garage, and SMART HOME features including a smart thermostat, doorbell, locks, and garage control. Washer, dryer are included. Located in Windermere Isle with a community pool and low HOA which includes cable TV and Internet, this home is just minutes from Hamlin Town Center, the 429, shopping, dining, and Disney parks. Whether you're looking for a forever home or a Florida retreat, this exceptional property offers the perfect combination of luxury, outdoor living, and location. Schedule your private showing TODAY!

8291 Procida Isle Lane, Windermere

11113 Lake Butler Boulevard, Windermere
$2,050,000
5 Beds ⋅ 6 Baths ⋅ Wauseon Ridge SubDv. ⋅ 34786 Zip Code
Welcome to this beautiful, unique, and modern luxury home, built in 2023 and nestled on a generously sized, secluded lot in the highly sought-after and exclusive City of Windermere. Known for its lush natural landscapes, scenic trails, recreation parks, charming local shops, restaurants, beautiful lakes, top-rated schools, and exceptional quality of life, Windermere offers a truly desirable place to call home. This exceptional property also includes a 1/24th ownership interest in private deeded lakefront property, located directly across the street, featuring Lake Butler Chain of Lakes access, a private dock, and boat ramp. Enjoy the peaceful surroundings and beautiful lake views right from your home—and take advantage of this rare opportunity to enjoy lakefront view in Windermere. Step inside and discover an impressive open-concept layout with integrated formal living and dining areas, creating a spacious and inviting atmosphere. The stunning kitchen features upgraded appliances, sleek flush cabinetry, and a spacious walk-in pantry, making it both stylish and highly functional. This one-of-a-kind residence offers 5 bedrooms, including 4 private bedroom suites, each with its own bathroom. There is a main suite on each floor, providing exceptional flexibility and privacy. The upstairs main suite is a true retreat, complete with a large private balcony overlooking a beautiful lake view—perfect for relaxing and enjoying the serene surroundings. Another outstanding feature is the convenience of two laundry areas: a full laundry room on the first floor and a laundry closet upstairs. The home showcases cutting-edge modern design and upgraded finishes throughout, including: • Designer lighting features throughout the home, controlled by smart switches from your phone • Striking floating staircase • Durable TPO roofing • Energy-efficient foam insulation • Oversized premium JELD-WEN windows • High-quality PGT sliding glass doors • Modern finishes and thoughtful upgrades throughout Every detail has been thoughtfully designed to combine luxury, comfort, technology, and functionality. Stop searching—you’ve found your dream home among the lakes!

11113 Lake Butler Boulevard, Windermere

17526 Black Rail Street, Windermere
$1,500,000
5 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
An exceptional residence where refined design and effortless living converge. Meticulously remodeled throughout, the home welcomes you with bespoke modern woodwork gracing the foyer, living room, bedrooms, and loft — a testament to artisan-level craftsmanship rarely found at any price point. The loft has been reimagined as a private cinema, complete with a high-resolution projector, integrated ceiling speaker system, and commanding 120-inch screen, delivering a true theater experience within the comfort of home. Beyond the interiors, the residence reveals its most captivating feature: an infinity-edge pool that appears to dissolve into the tranquil lake beyond, framed each evening by the Disney Magic Kingdom fireworks illuminating the horizon — a nightly spectacle reserved for a fortunate few. Offered FULLY FURNISHED with curated modern pieces, the home transitions seamlessly to its next owner. A three-car garage, perimeter security camera system, and smart lock entry complete the offering, balancing sophistication with modern convenience. A rare opportunity to acquire a turnkey residence of this caliber — private showings available by appointment.

17526 Black Rail Street, 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

14274 Crest Palm Avenue, Windermere
$1,450,000
7 Beds ⋅ 5 Baths ⋅ Palms/Windermere SubDv. ⋅ 34786 Zip Code
Virtually Staged. Introducing an exceptional two-story luxury residence in Palms of Windermere, a sought-after, upscale, and intimiate community in the heart of Orange County. Built by Dreamfinders homes, this expertly crafted home model offers 7 bedrooms, 4.5 bathrooms, a 2026 Dreamscape Designed Pool, expansive living areas, bespoke stone and wood finishes, and upgraded designer lighting throughout. This home combines generous space with thoughtful design and modern Florida living. Upon entry, the home welcomes you with upgraded flooring, designer lighting, and an open, spacious layout. The main living area seamlessly connects the gourmet kitchen, dining room, and family room, creating an inviting environment for everyday living and entertaining. The kitchen features 42-inch wraparound cabinetry, expansive countertops, an oversized island, upgraded appliances, and a gas-line provision. Nine-foot hidden sliding glass doors extend the living space outdoors, opening to a newly completed backyard retreat.The 2026 private pool by Dreamscape Pools serves as the centerpiece of the outdoor space, featuring an upgraded pebble finish, water features, heat-resistant pool tile, enhanced drainage, and elevated decking. A new privacy fence and freshly installed sod complete the backyard, creating a private setting for relaxing and entertaining. The west-facing orientation provides beautiful evening sunset views. The first floor includes a spacious owner's suite with an upgraded, spa-inspired bathroom featuring a glass-enclosed shower, a decorative wall niche, and two generous walk-in closets. A separate flex room offers versatility for a home office, study, playroom, or additional guest space. The main level also includes a conveniently located laundry area, providing added functionality.Upstairs, six additional bedrooms provide flexibility for family, guests, or multigenerational living. Multiple walk-in closets provide generous storage, while three full bathrooms and a second laundry area enhance everyday convenience. A spacious bonus room and additional flex area provide the opportunity to create a private theater, game room, lounge, fitness studio, or customized entertainment space. Completing the home is an oversized garage with ample room for vehicles, recreational equipment, and additional storage. Ideally positioned near Reams Road and Ficquette Road, Palms of Windermere offers convenient access to Walt Disney World, Hamlin Town Center, Horizon West's shopping and dining, and surrounding community amenities. With its expansive floor plan, upgraded interior features, newly completed pool, and desirable location, this residence presents an exceptional opportunity to enjoy spacious, resort-inspired living in the Windermere area. Welcome to Palms of Windermere, where space, style, and Florida living come together.

14274 Crest Palm Avenue, Windermere

8241 Tibet Butler Drive, Windermere
$1,699,000
4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Perfectly positioned on the 8th fairway of the renowned Golden Bear Golf Course in Keene's Pointe, this stunning Victorian estate offers timeless elegance, exceptional craftsmanship, and breathtaking golf course views. A grand foyer welcomes you with an impressive circular staircase, setting the stage for the home's sophisticated design and gracious living spaces. The gourmet kitchen is a chef's dream, featuring a large center island, breakfast bar, premium finishes, and seamless flow into the main living areas, where a cozy wood-burning fireplace creates a warm and inviting atmosphere. A wraparound covered front porch adds classic Southern charm and provides the perfect place to relax and unwind. Designed for effortless indoor-outdoor living, the spectacular backyard is an entertainer's paradise. Enjoy a sparkling saltwater pool, gas-heated spa, newly installed outdoor kitchen, and a retractable screened lanai—all overlooking the picturesque fairways of the Golden Bear Golf Course. Located within the highly sought-after gated community of Keene's Pointe, residents enjoy 24-hour guarded security, an award-winning golf course, tennis courts, a resort-style community pool, and an exceptional lifestyle in one of Central Florida's premier neighborhoods. This extraordinary residence offers the perfect blend of luxury, comfort, and breathtaking surroundings.

8241 Tibet Butler Drive, Windermere

6055 Louise Cove Drive, Windermere
$6,850,000
5 Beds ⋅ 6 Baths ⋅ Isleworth West SubDv. ⋅ 34786 Zip Code
Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the ground floor – plus office, gym, library, storage room, upstairs media room and downstairs bonus room, perched along Lake Louise, the only lake on the Butler Chain surrounded by Isleworth. Expansive formal and living spaces are highlighted by picturesque lake views. The seamless flow from room to room takes full advantage of a layout built for living. The chef’s kitchen with island, gas cooktop, stainless appliances, hidden walk-in pantry, and built-in hutch offer an abundance of space for entertaining or family gatherings. The primary retreat offers an escape from the ordinary with peaceful lake views, a master bath with jetted tub, garden and water view shower, and a showstopping two-story custom closet that will be the envy of all. The executive office with wood walls and built-in shelving offers a luxurious setting for attending to business from home. Three secondary bedrooms on the main floor are all spacious and feature ensuite bathrooms. Upstairs is a fourth bedroom, gym, library, and open media room with balcony. Outdoor amenities include a screened patio with summer kitchen, oversized resort-style pool with travertine decking, large green space, and private dock with covered boat lift plus dock-mounted jet-ski lifts, and 3-car garage. Home also includes a full-house generator. This coveted location within Isleworth West offers an intimate setting with a limited number of homesites and no pass-through traffic. Community is regarded as Central Florida’s most exclusive address with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional membership opportunities.

6055 Louise Cove Drive, Windermere

6679 Duncaster Street, Windermere
$525,000
3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code
Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nestled in a quiet, peaceful neighborhood, this 3-bedroom, 2-bathroom home offers 1,926 square feet of comfortable living space with thoughtful upgrades throughout. The updated kitchen features renovated cabinetry, while both bathrooms have been tastefully upgraded. The spacious primary suite includes a large walk-in closet, and elegant crown molding adds character to the primary bedroom and dining area. Additional highlights include the roof installed four years ago, beautiful tile flooring throughout the home with carpet in the living room and bedrooms, stylish glass shower doors in the secondary bathroom, and an attached two-car garage. Every detail reflects the pride of ownership and care this home has received over the years. Residents also enjoy access to fantastic community amenities, including a swimming pool, tennis courts, and a basketball court, providing opportunities for recreation just steps from home. This is a peaceful retreat with the opportunity to enjoy the sought-after Windermere style. This home is a beautiful place to call your own.

6679 Duncaster Street, Windermere

9921 Lake Louise Drive, Windermere
$6,650,000
5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Positioned along the back nine of Isleworth’s renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagined through an extensive three-year renovation. Showcasing timeless architecture with a fresh, sophisticated aesthetic, the residence blends elegant European influences with light-filled interiors, superior craftsmanship and refined contemporary finishes. Custom French doors open to a breathtaking foyer, where soaring double-height ceilings introduce beautifully redesigned living spaces. Beautiful new flooring, designer lighting and a striking stone fireplace create an elegant backdrop, while expansive windows frame views of the sparkling pool, spa and outdoor living areas. Designed for both everyday living and effortless entertaining, the home's central gathering spaces include a warm and inviting family room with a fully modernized media display featuring handmade wooden slats and a custom fireplace, seamlessly connected to the spectacular new kitchen. Anchored by an oversized island, the kitchen features custom cabinetry, premium Wolf and Sub-Zero appliances and generous seating, creating a welcoming space for family and guests alike. The primary suite serves as a tranquil retreat, offering direct access to its own lanai along with a beautifully renovated spa-inspired bath featuring a walk-in shower, soaking tub and dual vanities. Four spacious en-suite guest bedrooms provide exceptional comfort and privacy, while the home office offers an ideal work-from-home setting. Upstairs, the original 19th Hole-inspired game room showcases a custom bar and opens to a private balcony overlooking the 16th green. Outside, meticulously manicured grounds provide a private resort-style setting. Offering an impressive sense of scale, the expansive covered lanai features soaring volume ceilings and beautiful new oversized stone tile flooring that elevate the space's timeless architecture. A fully equipped summer kitchen overlooks the custom swimming pool and spa, while generous areas for lounging and dining create an inviting extension of the home's beautifully reimagined interiors. Together, they create the perfect environment for year-round outdoor entertaining and relaxation in one of Central Florida's most prestigious golf communities.

9921 Lake Louise Drive, Windermere

9904 Brentford Court, Windermere
$2,250,000
5 Beds ⋅ 5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of the most peaceful cul-de-sacs in the Keene's Pointe community. Perfectly positioned on a stunning water-view homesite with an expansive backyard and exceptional privacy, this home offers an incredibly flexible floor plan rarely found in today's market. The thoughtfully designed layout places the main living areas, private office, and spacious primary suite all on the first floor, creating the perfect setup for everyday living. Upstairs, three generously sized bedrooms and a large bonus room are tucked away, providing an ideal retreat for family or guests. Adding even more versatility, a completely separate detached in-law suite features a spacious bedroom and full bath, making it perfect for extended family, guests, a private home office, or live-in accommodations. Major updates provide peace of mind for years to come, including a brand-new roof, new glass sliders and windows, new septic system and drain field, A/C in 2024, and 2021 water heater. Keene's Pointe is one of Central Florida's premier 24-hour guard-gated communities, set along the pristine Butler Chain of Lakes. Residents enjoy beautifully maintained parks, playgrounds, walking trails, private boat launch access to Lake Burden, fishing piers, and a vibrant community atmosphere. Optional membership to the renowned Golden Bear Club provides access to a Jack Nicklaus Signature golf course, tennis and pickleball courts, a resort-style swimming pool, fitness center, and more. Families will also appreciate the community's proximity to top-rated schools, upscale shopping, fine dining, world-famous attractions, and Orlando International Airport.

9904 Brentford Court, Windermere

12102 Montalcino Circle, Windermere
$3,100,000
4 Beds ⋅ 5 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code
Virtually Staged. Welcome to 12102 Montalcino Circle, an exceptional custom built waterfront estate located in one of Windermere's most sought after gated communities, Casa Del Lago. Perfectly positioned at the end of a quiet cul-de-sac on 1.41 acres along the shores of Lake Burden, this extraordinary residence is offered fully furnished and showcases breathtaking water views, nightly Disney fireworks from the backyard, and a private boat dock complete with water, electric, and a boat lift. Designed for year round enjoyment, the outdoor living space features a heated pool and spa, a covered summer kitchen with a built in grill, sink, refrigerator, and bar seating, along with a fire pit, creating the ultimate lakefront retreat from the moment you arrive. Inside, timeless craftsmanship and thoughtful design are showcased throughout. Just beyond the foyer, the formal dining room welcomes guests with a coffered ceiling and is complemented by a wet bar with a dedicated wine closet, creating an elegant setting for entertaining. Nearby, a private office or den offers a quiet retreat for work or relaxation. The spacious living room is highlighted by a matching coffered ceiling, a gas fireplace, and pocket sliding glass doors that disappear completely, creating a seamless transition between the indoor living areas and the outdoor entertaining spaces. The beautifully appointed kitchen blends style and function with granite countertops, stainless steel appliances, a natural gas cooktop, a tile backsplash, and a breakfast nook overlooking the pool and sparkling waters of Lake Burden. The first floor primary suite is a private sanctuary with breathtaking lake views and direct access to the lanai. The primary bath features separate vanities, a soaking tub, an oversized walk in shower with dual shower heads, and an expansive walk in closet. A second first floor bedroom with its own en suite bath, walk in closet, and peaceful pond views provides an ideal space for guests or multigenerational living. Upstairs, a generous bonus room serves as the perfect gathering space, complete with a fireplace, wet bar, and sliding glass doors that open to a private balcony overlooking Lake Burden. One upstairs bedroom features its own en suite bath, while the second is conveniently located just steps from a full bath, providing comfortable accommodations for family and guests. Perfectly positioned just minutes from downtown Windermere, Winter Garden Vineland Road, Restaurant Row, Walt Disney World, and Orlando International Airport, this remarkable estate offers an exceptional combination of privacy, luxury, and convenience.

12102 Montalcino Circle, Windermere

7720 Ficquette Road, Windermere
$2,999,996
6 Beds ⋅ 5 Baths ⋅ Lake Hancock Shores SubDv. ⋅ 34786 Zip Code
Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no HOA and an oversized 3-car garage. Recently and completely updated, this stunning home showcases designer finishes throughout, offering the perfect blend of luxury, comfort, and modern style. 12 Ft ceilings in living area. Recent improvements include new flooring throughout, a beautifully remodeled kitchen, a designer backsplash, and updated finishes. Every bathroom has been completely renovated with new sinks, showers, toilets, and designer tile extending from floor to ceiling. The home has also been freshly painted inside and out, complemented by new designer light fixtures and custom closet systems, creating a truly move-in-ready home. At the heart of the home is the spacious kitchen overlooking the expansive family room. The kitchen features an oversized walk-in pantry complete with a full-size refrigerator, coffee bar, abundant storage, and a sunny breakfast area, making it ideal for everyday living and entertaining. The oversized family room is filled with natural light and features French doors that open to the covered lanai, resort-style pool, and picturesque lake. Just beyond, the impressive bonus room is the ultimate entertainment space, offering plenty of room for a pool table, golf simulator, or game room. A custom wet bar makes hosting family and friends effortless. The elegant formal dining room also features French doors leading to the covered patio, creating seamless indoor-outdoor living while enjoying beautiful lake views. A private office or den is located at the front of the home. Conveniently positioned across from a full pool bath, this flexible space can easily serve as a 6th bedroom, guest suite, or home office. As you enter, you’ll immediately notice the soaring ceilings, open floor plan, and breathtaking views that draw your eyes toward the pool and lake. The thoughtfully designed split-bedroom floor plan provides exceptional privacy for the luxurious primary suite. The spacious primary retreat features large windows overlooking the pool and lake, along with French doors providing private access to the lanai. A custom walk-through closet leads into the spa-inspired en-suite featuring dual vanities, a dedicated makeup area, a soaking tub, and an oversized walk-in shower with designer finishes. The 5th bedroom is currently being enjoyed as a relaxing yoga studio and features an oversized closet, making it a versatile space for fitness, hobbies, or guests. Bedrooms 3rd and 4th are connected by a Jack-and-Jill bathroom, while the oversized second bedroom serves as a true secondary primary suite with a large walk-in closet and a beautifully remodeled en-suite bath featuring designer tile from floor to ceiling and a spacious walk-in shower. Step outside to your private backyard retreat where the covered lanai, sparkling pool, and peaceful lake views provide the perfect setting for relaxing or entertaining. With no HOA, an oversized homesite, premium updates throughout, and an ideal layout for large families or multigenerational living, this extraordinary lakefront property offers luxury living at its finest. Cruise over and enjoy the spectacular Disney fireworks from the comfort of your own boat.

7720 Ficquette Road, Windermere

800 W 2nd Avenue, Windermere
$5,600,000
5 Beds ⋅ 5 Baths ⋅ Aladar On Lake Butler SubDv. ⋅ 34786 Zip Code
Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.

800 W 2nd Avenue, Windermere

12417 Montalcino Circle, Windermere
$1,495,000
4 Beds ⋅ 4 Baths ⋅ Casa Del Lago-Replat SubDv. ⋅ 34786 Zip Code
Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living. This exceptional home offers four bedrooms and four full bathrooms and is thoughtfully designed with custom details, designer features, modern décor, graceful indoor-outdoor flow, and resort-style outdoor living. From the moment you arrive, the home makes a lasting impression with its classic barrel tile roof, stone-accented exterior, brick-paved driveway, lush landscaping, and charming private courtyard entry. Inside, you are greeted with style and elegance, welcomed by soaring ceilings, elegant archways, rich crown molding, designer lighting, beautiful travertine flooring throughout the main living areas, and hardwood flooring in the bedrooms. The bright and inviting formal living and piano room features tray ceiling details and expansive sliding glass doors that open to the covered lanai and pool area, creating a seamless connection between indoor comfort and outdoor relaxation. The open layout flows beautifully into the family room, making it ideal for everyday living and entertaining. The family room showcases a beautiful onyx wall with an electric fireplace and built-in surround sound system, creating a warm and elegant focal point for the home. The gourmet kitchen offers granite countertops, custom cabinetry, premium appliances, a built-in oven, microwave, refrigerator, dishwasher, disposal, gas cooking, kitchen exhaust hood, and a water filtration system. It connects to the butler’s area, which leads to the formal dining room. The private owner’s suite is thoughtfully separated from the secondary bedrooms, offering a sense of personal sanctuary and a peaceful retreat with generous space and a luxurious bathroom featuring dual vanities, a garden tub, and a frameless glass shower. Additional bedrooms provide comfort and flexibility for family, guests, or a home office. The home also features custom built-in closet shelving, providing excellent storage and organization. The outdoor living area is truly special, featuring a screened covered lanai with rich wood ceiling detail, built-in surround sound system, gas grill, outdoor vent hood, dining area, and lounge space overlooking the sparkling heated pool and jacuzzi/spa. Surrounded by tropical landscaping, palm trees, privacy walls, fencing, water features, and multiple seating areas, the backyard creates a private resort-style setting perfect for relaxing, entertaining, and enjoying beautiful Florida evenings — with the added charm of being close enough to enjoy Disney-area fireworks. Additional upgrades include a Tesla charger connection and thoughtful custom features throughout the home. This home offers convenient access to Disney theme parks, world-class entertainment, shopping, restaurants, major highways, and some of the area’s top public and private schools, including nearby Windermere Preparatory School. A rare opportunity to own a custom luxury home with timeless design, elegant finishes, privacy, and exceptional indoor-outdoor living in one of Central Florida’s most desirable locations. This home is truly a dream come true.

12417 Montalcino Circle, Windermere

7712 Fordson Lane, Windermere
$345,000
3 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 03 SubDv. ⋅ 34786 Zip Code
This Berkshire Place townhome offers a thoughtfully arranged two-story layout with three bedrooms, inviting living spaces, and a convenient Windermere location. The covered front porch opens to a bright living room with a ceiling fan, while the adjoining dining area creates an easy connection to the kitchen. Dark wood cabinetry, stainless-steel appliances, recessed lighting, a window above the sink, and a raised breakfast bar provide a functional kitchen setup with space for casual seating. A half bathroom completes the main level. Upstairs, the primary suite features windows on two sides, a walk-in closet, and an en suite bathroom with a long dual-sink vanity and enclosed shower. Two additional bedrooms, each with a ceiling fan and closet, share a full bathroom with a tub and shower combination. Just beyond the dining area, double glass doors open to an enclosed brick-paver courtyard that provides a low-maintenance setting for outdoor dining, grilling, or container gardening. The courtyard also connects directly to the rear-entry two-car garage, creating convenient access between the home and parking area. Berkshire Place offers tree-lined sidewalks, a playground, a community pool overlooking the water, and sports courts, adding opportunities to enjoy the outdoors close to home. Located in Windermere’s Lakeside Village area, the townhome is convenient to nearby grocery stores, shopping, restaurants, and everyday services, with access to Winter Garden Village, area theme parks, and destinations throughout Central Florida.

7712 Fordson Lane, Windermere

6119 Grosvenor Shore Drive, Windermere
$15,900,000
8 Beds ⋅ 11 Baths ⋅ Keenes Point SubDv. ⋅ 34786 Zip Code
Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With 8 bedrooms 8 baths -and 3-half baths plus 2 bedrooms in guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."

6119 Grosvenor Shore Drive, Windermere

11429 Brownstone Street, Windermere
$429,000
4 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code
Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.5-bath townhome with a rear facing 2-car garage in the sought-after Lake Burden South community! Offering a spacious, LOW MAINTENANCE LIFESTYLE, this home combines an ideal SPLIT BEDROOM floor plan with timeless finishes and an unbeatable location just steps from shopping, dining, and everyday conveniences. A charming covered front entry, attractive landscaping, and durable concrete TILE ROOF create welcoming CURB APPEAL. Inside, TILE & WOOD LAMINATE FLOORING flow throughout the home, while the light-filled OPEN CONCEPT design makes everyday living and entertaining effortless. FRENCH DOORS extend the living space to a private COURTYARD PAVER PATIO, creating the perfect spot to unwind, grill, or gather with friends. The kitchen is designed to be both functional and inviting, featuring rich cabinetry, granite countertops, a tiled backsplash, STAINLESS STEEL APPLIANCES, pantry storage, and a breakfast bar that overlooks the living and dining areas. The highly desirable MAIN FLOOR PRIMARY SUITE offers privacy and convenience with a generous WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile LOFT provides the perfect flex space for a home office, media room, or play area, while three additional bedrooms, a full bath, and upstairs laundry offer plenty of room for family, guests, or hobbies. Residents of Lake Burden South enjoy a COMMUNITY POOL and one of Windermere's most convenient locations, with easy access to Winter Garden Vineland Road, the area's beautiful lakes, Downtown Windermere, Disney, Winter Garden, Restaurant Row, shopping, dining, and major roadways. Whether you are looking for a full-time residence, a seasonal getaway, or a smart investment in one of Central Florida's most desirable communities, this exceptional townhome is ready to impress. Call today to schedule your tour and fall in love with Brownstone Street!

11429 Brownstone Street, Windermere

14030 Sparkling Cove Lane Unit 603, Windermere
$324,900
2 Beds ⋅ 3 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code
BRAND NEW ROOF & BRAND NEW HVAC SYSTEM!! — Two of the biggest investments already made for you. This beautifully maintained 2-bedroom, 2.5-bath townhome-style condominium tucked inside the gated community of Oasis Cove at Lakeside Village, in the heart of Windermere. This move-in-ready home delivers comfort, style, and convenience in equal measure. An open-concept floor plan floods the interior with natural light, creating an inviting space for everyday living and entertaining alike. Oasis Cove residents enjoy resort-style living behind a secure gated entrance — a community pool, fitness center, playground, clubhouse, and beautifully maintained grounds set the tone. Even better, HOA fees cover water, internet, cable, ground maintenance, and exterior maintenance, taking the guesswork out of monthly budgeting. The location puts everything Central Florida has to offer within easy reach — Disney, Horizon West, Winter Garden Village, major highways, shopping, dining, and top-rated schools all just minutes away. Whether you're searching for a primary residence, a second home, or an investment property, this one checks every box. Schedule your private showing today — with a new roof and new HVAC already in place, this Windermere gem won't last. Ideally located just minutes from Disney, Horizon West, Winter Garden Village, major highways, shopping, dining, and top-rated schools, this home grants easy access to everything Central Florida has to give. Whether you're looking for your primary residence, a second home, or an investment opportunity, this exceptional property checks all the boxes. Don't miss your chance to own a beautiful home in one of Windermere's most desirable communities—schedule your private showing today!

14030 Sparkling Cove Lane Unit 603, Windermere

4642 River Gem Avenue, Windermere
$798,000
5 Beds ⋅ 5 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code
Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless elegance, everyday comfort, and an unmatched location. Offering an ideal floor plan for both everyday living and entertaining, this beautifully maintained home features a dedicated office, formal dining room, spacious living room, family room, and thoughtfully designed living spaces throughout. The entire first floor showcases upgraded luxury vinyl flooring, while the gourmet kitchen is appointed with beautiful granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating, perfect for casual dining and gathering with family and friends. Situated on an oversized homesite, the backyard has been thoughtfully upgraded to create the perfect outdoor retreat. Enjoy a spacious covered lanai, an extended paver patio, and a fire pit, offering the ideal setting for entertaining or relaxing under the shade of the mature Trees. Upstairs, you'll find all 5 generously sized bedrooms, each complemented by access to a full bathroom, providing exceptional comfort and privacy for family members and guests alike. The first floor features a spacious private office that can easily be converted into a media room or 6th bedroom, complemented by a full bathroom for added flexibility. A spacious 3-car garage offers abundant room for vehicles, storage, and recreational equipment. Designed with efficiency in mind, the home is equipped with solar panels producing approximately 22–23 MWh annually, delivering substantial energy savings while reducing utility costs. Summerport is one of Windermere's most desirable communities, offering residents an exceptional lifestyle with resort-style amenities, including a community pool, fitness center, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and beautiful lakes. Families will appreciate being zoned for highly rated schools, including the sought-after Windermere High School. Ideally located just minutes from Walt Disney World, Winter Garden Village, Publix, premier shopping, dining, and major highways, this home presents a rare opportunity to enjoy luxury living in one of Central Florida's most prestigious communities.

4642 River Gem Avenue, Windermere

9316 Gladys Garden Ct, Windermere
$6,500,000
5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with professionally curated interiors by Design Specifications, creating a refined retreat where every detail has been carefully considered. Spanning more than 5,400 square feet, the five-bedroom residence unfolds through a series of light-filled living spaces distinguished by bespoke millwork, tailored cabinetry, and a sophisticated palette of designer-selected finishes. Clean architectural lines and expansive gathering areas create an atmosphere that feels both grand and inviting, while thoughtfully integrated design elements elevate everyday living. Throughout the home, custom cabinetry conceals a fully integrated Sub-Zero, Wolf, and Cove appliance suite, allowing the chef's kitchen to maintain its beautiful aesthetic while delivering professional-grade performance. Well-appointed entertaining spaces nearby transition effortlessly from intimate family gatherings to larger celebrations.Private bedroom retreats offer comfort and tranquility, while spa-inspired baths showcase carefully selected finishes, fixtures and materials that evoke exceptional craftsmanship. The primary suite serves as a sanctuary unto itself, complete with a private beverage bar and thoughtfully designed spaces that encourage both relaxation and retreat.Beyond the interiors, walls of glass open to an inviting outdoor environment designed for year-round enjoyment. A fully equipped summer kitchen anchors the outdoor living experience, creating a natural extension of the home's entertaining spaces and providing the perfect backdrop for gatherings beneath Florida's sunshine and tropical climate.Surrounded by lush landscaping, sparkling water features, and the natural beauty that defines The Gardens of Isleworth, the residence enjoys a setting that feels both private and refined. Residents of Isleworth enjoy access to a lifestyle renowned for championship golf, world-class amenities, exceptional service, and a level of privacy rarely found. Combining the freshness of brand-new construction with the prestige of an established luxury community, this is more than a home, it is an opportunity to experience Isleworth at its finest.

9316 Gladys Garden Ct, Windermere

4205 Clarice Estates Drive, Windermere
$2,450,000
4 Beds ⋅ 5 Baths ⋅ Estates At Lake Clarice SubDv. ⋅ 34786 Zip Code
Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous living spaces and serene surroundings with re-designed landscaping and updated landscape lighting on a 1-Acre Private Lot! From the moment you enter through the dramatic double 12' iron and glass doors the home makes a bold statement with clean architectural lines. Large format Taj Mahal tile, soaring ceilings and OPEN concept design that feels both impressive and inviting. Formal living and dining, kitchen with eat in breakfast nook and bar, office, four en-suite bedrooms, five full bathrooms and a media room-ALL ON ONE FLOOR! Stunning chef's kitchen appointed with new custom modern premium cabinetry, newly installed high end appliances, new monolithic quartz island featuring a waterfall edge cascading to the floor all seamlessly flows into the main living and dining area-ideal for both intimate gatherings and large scale entertaining. The family room offers a glass wall of expansive sliders which fully retract blurring the line between indoors and out, enhancing the homes bright airy ambiance. The oversized screened in lanai is a, fully enclosed outdoor living space designed for year round enjoyment. This impressive retreat features a spectacular pool, generous lounge and dining areas, an outdoor kitchen and a pool bath! The Primary Suite is a private sanctuary leading out to the pool deck, along with the Spa-like bath, complete with dual vanities, separate Zen inspired soaking tub, inviting shower with multiple shower heads and bench seating. Huge walk-in closet with built-ins, a bespoke 3 way panoramic dressing alcove featuring three full-length 8' mirrors. Thoughtfully designed throughout with substantial updates including newer roof, oversized gutters and three newer air conditioners (one newly installed in the single portico/breezeway garage. Perfect for gym, hobby room or music studio). Newer water heater, two high end smart fireplaces with remotes, custom drapes, plantation shutters, shiplap ceilings and walls, newer high end ceiling fans inside and out, new custom 7 1/2 inch base molding. Just too many upgrades to mention. A must see in Windermere. Ideally located just minutes to Windermere High School, Windermere Prep, downtown Windermere, downtown Winter Garden, Walt Disney World, Universal and the Mall of Millenia.

4205 Clarice Estates Drive, Windermere

9061 Ron Den Lane, Windermere
$6,800,000
5 Beds ⋅ 7 Baths ⋅ Down Acres Estates SubDv. ⋅ 34786 Zip Code
A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami coastal specifications, the home was engineered with exceptional attention to quality, durability, and structural integrity while maintaining its striking modern aesthetic. Floor-to-ceiling glass walls frame breathtaking water views and flood the home with natural light, while soaring ceilings and open-concept living spaces create a dramatic yet inviting atmosphere. Every detail has been thoughtfully curated, from the designer finishes and statement lighting to the seamless integration of indoor and outdoor spaces. Luxury wellness amenities, including a steam shower, further enhance the home's resort-inspired appeal. The outdoor living experience is equally impressive, featuring a spectacular pool, expansive covered entertaining areas, and a fully equipped outdoor kitchen designed for gatherings both intimate and grand. Above it all, the rooftop terrace offers panoramic views of Lake Down and the surrounding landscape, creating the perfect setting for morning coffee, sunset cocktails, or evenings under the stars. As night falls, enjoy a truly magical experience as Disney fireworks illuminate the horizon from the comfort of your private rooftop retreat. Whether spending the day on the Butler Chain, entertaining guests poolside, or relaxing while taking in the waterfront views, this residence delivers an unparalleled lifestyle defined by elegance, comfort, and connection to the water. Ideally located just minutes from Restaurant Row, Downtown Orlando, the Mall at Millenia, Disney, Universal Studios, Orlando International Airport, and major thoroughfares including SR-408, this exceptional property combines the serenity of premier lakefront living with unmatched convenience. From sunrise over Lake Down to Disney fireworks dancing across the night sky, this is a home designed to inspire, impress, and elevate everyday living.

9061 Ron Den Lane, Windermere

11539 Lake Butler Boulevard, Windermere
$3,000,000
5 Beds ⋅ 5 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
Incredible 1st Floor Inlaw Apartment with Full Bath, Sitting Room with Fireplace & Bedroom with Large Walk in Closet * Purchase before October 31, 2026 and receive a full size Pickleball & Sport Court * Welcome to this spectacular 5-bedroom, 5-bathroom custom home offering over 8,000 square feet of thoughtfully designed luxury living—spared no expense and crafted to perfection. * Nestled on a sprawling acre-plus level lot, this residence redefines your Florida lifestyle with elegance and comfort. * Step inside to discover more than 5,000 heated square feet filled with spacious rooms adorned with wide plank wood flooring, tongue & groove ceilings, and exposed timber beams that create a warm, inviting atmosphere. * The impressive 1st floor primary suite features a huge closet offering ultimate storage and style. * The gourmet kitchen is a chef’s dream, having Natural Gas & equipped with high-end Thermador appliances and crowned by stunning quartz countertops—perfect for preparing meals or entertaining. * Step outside to the fully appointed summer kitchen and enjoy the screen-enclosed swimming pool on your expansive wrap-around porch, enhanced by elegant stacked stone columns. * Car enthusiasts and hobbyists will appreciate the oversized 42 x 30 - 4 car garage with 10-foot tall doors, providing ample space for all your toys and vehicles. * Additional modern comforts include natural gas for efficiency and convenience throughout the home. Laundry Rooms on each Floor * Located on the most sought-after street in Windermere, this masterpiece offers privacy, style, and unparalleled craftsmanship. Truly, this is everyone’s dream home—ready for you to create lasting memories.

11539 Lake Butler Boulevard, Windermere

1700 Lake Roberts Court, Windermere
$1,299,900
5 Beds ⋅ 4 Baths ⋅ Butler Bay,Windermere Club SubDv. ⋅ 34786 Zip Code
Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the home makes a striking first impression and provides a serene setting for everyday living. Inside, thoughtfully designed interiors feature generous living and entertaining spaces, abundant natural light, and sophisticated finishes throughout. The spacious layout seamlessly accommodates both intimate family gatherings and large-scale entertaining. The outdoor retreat is equally impressive, highlighted by a sparkling pool and expansive patio areas ideal for relaxation and year-round enjoyment. The oversized lot offers exceptional privacy while providing ample space for outdoor activities and future enhancements. Residents enjoy access to outstanding community amenities and the convenience of a prime location close to premier shopping, dining, entertainment, top-rated schools, and major transportation routes. Offering an unparalleled blend of luxury, space, and lifestyle, this remarkable property presents a rare opportunity to own a distinguished home in one of the area’s most desirable communities. You're also nestled within a well-established community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.

1700 Lake Roberts Court, Windermere

9117 Outlook Rock Trail, Windermere
$1,055,000
5 Beds ⋅ 5 Baths ⋅ Windermere Trls Ph 5a SubDv. ⋅ 34786 Zip Code
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

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