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$549,000
3Beds
3Baths
2,548Sqft
WINDERMERE, Florida, 34786, United States
Beautiful two-story single-family home with a pond view in the Ashlin Park neighborhood of Windermere. Open floor plan includes large living room, dining, and kitchen, with ceramic tile throughout the first floor. Kitchen has quartz countertops, stainless steel appliances, large island, and ample cabinet space.
CENTURY 21
$549,000
11486 Misty Oak Alley
3Beds
3Baths
2,548Sqft
WINDERMERE, Florida, 34786, United States
Beautiful two-story single-family home with a pond view in the Ashlin Park neighborhood of Windermere. Open floor plan includes large living room, dining, and kitchen, with ceramic tile throughout the first floor. Kitchen has quartz countertops, stainless steel appliances, large island, and ample cabinet space. Living room faces pond and peaceful walking trail with lovely indoor or porch water view. First floor also has a half bathroom and a large storage room, as well as an attached two-car-garage. All three bedrooms on second floor with carpet flooring, along with two full bathrooms and a spacious laundry room. Ashlin Park is quiet neighborhood located between the world-famous Walt Disney World and FL535, with great access to theme parks, a variety of restaurants and shops, major highways, golf courses, etc., Minutes’ walk to the community clubhouse and pool. Make this lovely home yours and enjoy Central Florida living.
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CENTURY 21
$549,000
11486 Misty Oak Alley
3Beds
3Baths
2,548Sqft
$549,000
WINDERMERE, Florida, 34786, United States
$1,500,000
4Beds
3Baths
Windermere, Orange, 34786, United States
Completely Remodeled 2022 , Single Story , Gated Windermere Community , Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level thats genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic.
LUXVT Real Estate Marketing Real Estate Marketing
$1,500,000
5825 OXFORD MOOR BOULEVARD
4Beds
3Baths
Windermere, Orange, 34786, United States
Completely Remodeled 2022 , Single Story , Gated Windermere Community , Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level thats genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic. The kitchen provides a large island, a full stone backsplash, Bosch appliances with an induction cooktop and double ovens, and a dedicated coffee bar. The split floorplan separates the primary suite from the secondary bedrooms, each generously sized, while the living areas flow directly to the covered lanai and saltwater pool. The primary suite includes a sitting area, expanded closet, and a fully renovated bath. A large private office comfortably fits dual workstations. The outdoor living space includes the saltwater pool running on updated equipment and automation, surrounded by a spacious fenced yard framed by mature landscaping and fruit trees that actually produce. Oxford Moor is one of Windermeres quieter gated communities, comprised of 85 estate homes. Top-rated schools including Windermere Elementary, Bridgewater Middle, and Windermere High School are less than 1 mile from Windermere Prep, with convenient SR 429 access and a short drive to Walt Disney World, rounding out the location.
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LUXVT Real Estate Marketing Real Estate Marketing
$1,500,000
5825 OXFORD MOOR BOULEVARD
4Beds
3Baths
$1,500,000
Windermere, Orange, 34786, United States
$2,350,000
5Beds
4Baths
4,876Sqft
Windermere, Florida, 34786, United States
1 Acre Estate in Guard-Gated Windermere with Private Courtyard Pool, Detached Casita & Whole-Home Generator. Rare opportunity in Waterford Pointe offering space, privacy, and Lake Roberts access.
CENTURY 21
$2,350,000
2068 Roberts Pointe Dr
5Beds
4Baths
4,876Sqft
Windermere, Florida, 34786, United States
1 Acre Estate in Guard-Gated Windermere with Private Courtyard Pool, Detached Casita & Whole-Home Generator. Rare opportunity in Waterford Pointe offering space, privacy, and Lake Roberts access.Situated in one of Windermere’s premier guard-gated communities, this 5-bedroom, 4-bath estate features a private pool, a new Generac Guardian 24kW whole-house generator, and over an acre of land, providing exceptional privacy, scale, and architectural style. Waterford Pointe is noted for estate-sized homes, mature landscaping, and a peaceful, low-density atmosphere, offering space and tranquility rarely found in newer developments.The courtyard design centers around the pool, blending indoor and outdoor living with an estate feel.Inside, the residence (4,441 sq. ft.) features soaring ceilings, a dramatic two-story living room with an elevated conversation area and dual crystal chandeliers, large polished marble tile flooring, a two-story family room, and detailed crown molding throughout. The layout balances formal and casual spaces, offering flexibility for both everyday living and entertaining.The kitchen is thoughtfully updated for gathering, featuring quartz countertops, an oversized island, and newer black stainless steel KitchenAid and Bosch appliances. Appointments include a double oven with convection, a 48” refrigerator, wine refrigeration, and a glass cooktop, all opening to a two-story family room with an electronic fireplace, custom built-ins, and dedicated media storage.The first-floor primary suite includes plantation shutters, direct courtyard and pool access, and wood-look tile. The bath offers dual vanities, a jetted tub, a walk-in shower, and a custom closet (approx. 9x12) with built-ins. Three HVAC systems—including one for the primary suite—ensure comfort and efficiency.The first floor also has a second suite, ideal for guests or family. A detached casita (435 sq. ft.) with a private entrance and full bath is ideal as an in-law suite, guest retreat, or office, offering privacy and versatility.Upstairs, the home offers expansive living spaces, including a large game room with a balcony overlooking the courtyard, a dedicated office featuring custom wood built-ins, and a separate fitness room with its own private balcony and a spiral staircase leading directly to the primary suite. Additional bedrooms are thoughtfully situated, with two connected by a Jack-and-Jill bathroom. Several bathrooms now showcase modern finishes and seamless glass enclosures.Outdoor living includes a 35x47 screened pool and patio with an automatic saltwater system, a heated spa, and a waterfall. The resurfaced pool and covered outdoor kitchen with grill, side burner, and prep sink, plus an additional brick patio, offer multiple entertaining areas.Waterford Pointe residents enjoy a lifestyle community with: Private boat ramp with access to Lake Roberts, Waterfront clubhouse with lake views, Tennis courts and playgrounds, and Tree-lined streets and estate-sized homesites.Additional features include: 4-car garage, Two buried propane tanks, Rain gutters and partial fencing, Newer courtyard exterior paint, Located within a highly regarded school district.Experience this home’s blend of space, privacy, and established luxury—plus lake access and community amenities—in one of Windermere’s most desirable gated communities. Schedule your tour today!
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CENTURY 21
$2,350,000
2068 Roberts Pointe Dr
5Beds
4Baths
4,876Sqft
$2,350,000
Windermere, Florida, 34786, United States
$2,150,000
6Beds
8Baths
0.54Sqft
Windermere, Florida, 34786, United States
Under contract-accepting backup offers. One or more photo(s) has been virtually staged Step into this former Street of Dreams masterpiece, masterfully crafted by renowned builder David Konkol.
The REMAX Collection
$2,150,000
11026 Coniston Way
6Beds
8Baths
0.54Sqft
Windermere, Florida, 34786, United States
Under contract-accepting backup offers. One or more photo(s) has been virtually staged Step into this former Street of Dreams masterpiece, masterfully crafted by renowned builder David Konkol. Spanning nearly 6,000 square feet of timeless elegance, the home showcases a thoughtfully designed floor plan that prioritizes effortless first-floor living while bathing every space in abundant natural Florida sunshine.The moment you arrive, the circular driveway welcomes you with an ornate fountain and grand double entry doors. Inside, soaring ceilings and exquisite architectural details captivate, complemented by travertine stone floors and a striking stone-encased wood-burning fireplace in the formal living area. Expansive windows frame immediate views of the sparkling pool and private yard beyond.The updated kitchen impresses with premium appliances, including a massive Sub-Zero refrigerator, vented gas cooktop, warming drawers, and a generous prep islandideal for both casual family meals and grand entertaining. Seamlessly blending sophistication with everyday warmth, the home features a main level billiard room complete with a full bar and half bath. Upstairs, a large bonus room serves the additional bedrooms, one of which functions as a second private suite, alongside a fully equipped home theater for unforgettable movie nights.The lavish first-floor primary suite offers true resort-style living with a convenient morning kitchen featuring pull-out drawer refrigerators, a luxurious Jacuzzi spa tub, bidet, oversized shower, and an enormous walk-in closet with custom built-ins.Outside, your own secluded paradise awaits, fully enclosed by a towering natural hedge that provides lush privacy and a breathtaking natural backdrop. Low-maintenance custom turf covers the yard, accented by a fun putting green. At the center sits a massive heated pool and spa, while the expansive covered lanai creates unparalleled outdoor living with a comfortable sitting area and a cozy wood burning fireplace as its focal point. A summer kitchen, outdoor cabana bath and remote controlled screen walls complete the ultimate Florida lifestyle experience.Additional highlights include a three-car garage and extended driveway for ample parking, EV charger, central vacuum and so much more. Located within The Reserve at Lake Butler Soundone of Central Floridas most prestigious 24/7 guard-gated communities. Home to numerous professional athletes, rockstars, and landmark estates like the House of Versailles, this enclave delivers unmatched privacy and security while remaining just minutes from world-class dining, shopping, and attractions.Rarely does a property offer this level of luxury, thoughtful design, and resort-style living at such an exceptional value. 6 bedrooms, 7.5 baths, 2 bonus rooms and a home theatre ! Every bedroom is oversized and has its own full bath.Come experience it for yourself and fall in love with your new home.
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The REMAX Collection
$2,150,000
11026 Coniston Way
6Beds
8Baths
0.54Sqft
$2,150,000
Windermere, Florida, 34786, United States
$835,000
4Beds
2Baths
2,713Sqft
Windermere, Florida, 34786, United States
From State Road 50 (Colonial Drive) and Maguire Road, head south on Maguire Rd toward Windermere. Turn left on Westover Roberts Rd, right into Roberts Landing, continue down the hill approx. 300 yards, then right on McDavid Ct. Home will be on the right.
CENTURY 21
$835,000
9225 McDavid Court
4Beds
2Baths
2,713Sqft
Windermere, Florida, 34786, United States
From State Road 50 (Colonial Drive) and Maguire Road, head south on Maguire Rd toward Windermere. Turn left on Westover Roberts Rd, right into Roberts Landing, continue down the hill approx. 300 yards, then right on McDavid Ct. Home will be on the right.
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CENTURY 21
$835,000
9225 McDavid Court
4Beds
2Baths
2,713Sqft
$835,000
Windermere, Florida, 34786, United States
$1,595,000
92,347.20Sqft
Windermere, Florida, 34786, United States
LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes.
Berkshire Hathaway HomeServices Florida Realty
$1,595,000
10948 Down Park Lane
92,347.20Sqft
Windermere, Florida, 34786, United States
LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The property sits along a picturesque pond with two fountains, creating a beautiful and peaceful setting for future indoor and outdoor living. With the Butler Chain of Lakes just moments away, there is potential for views of Lake Down, which is located incredibly close by. Accessed from a private gated street, this boutique community offers a unique blend of exclusivity and convenience. Located just minutes from Downtown Windermere, residents enjoy easy access to popular restaurants, cafes, shopping, hospitals, parks, farmers markets, playgrounds, and community events. This prime location is also close to top rated schools, Disney World, Universal Studios, and major highways, making it easy to access everything Central Florida has to offer. Opportunities like this are incredibly rare in Windermere. Come experience the privacy, space, and charm that this unique homesite has to offer.
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Berkshire Hathaway HomeServices Florida Realty
$1,200,000
3Beds
2Baths
28,749.60Sqft
Windermere, Florida, 34786, United States
CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes.
Berkshire Hathaway HomeServices Florida Realty
$1,200,000
414 E 5th Avenue
3Beds
2Baths
28,749.60Sqft
Windermere, Florida, 34786, United States
CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable living spaces designed for everyday living and entertaining. The backyard provides privacy and mature landscaping perfect for entertaining and family recreational activities! The property also features an impressive 33 x 23 oversized garage, providing abundant space for vehicles, storage, a workshop, or recreational gear. Located in the charming and highly sought-after Town of Windermere, residents enjoy a true small-town atmosphere with exceptional local amenities. Stroll or bike to nearby shopping, cozy coffee shops, wine boutiques, and the popular Windermere Brewery. The town also offers a public library, Town Hall, Windermere Police Department, multiple playgrounds, and recreation parks.Windermere is known for its strong sense of community, highlighted by the beloved weekly farmers market and a variety of town-sponsored events held throughout the year.This is a rare opportunity to enjoy lake views, generous space, and the lifestyle that makes Windermere one of Central Floridas most desirable communities.
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Berkshire Hathaway HomeServices Florida Realty
$1,200,000
414 E 5th Avenue
3Beds
2Baths
28,749.60Sqft
$1,200,000
Windermere, Florida, 34786, United States
$679,994
4Beds
2Baths
WINDERMERE, Orange, 34786, United States
Welcome to 13013 Overstreet Rd., a beautifully upgraded 4-bedroom, 2.5-bath home located in one of Windermeres most desirable and sought-after communities. This property combines modern living, elegant design, and the true Florida lifestyle youve been searching for.
LUXVT Real Estate Marketing Real Estate Marketing
$679,994
13013 Overstreet Road
4Beds
2Baths
WINDERMERE, Orange, 34786, United States
Welcome to 13013 Overstreet Rd., a beautifully upgraded 4-bedroom, 2.5-bath home located in one of Windermeres most desirable and sought-after communities. This property combines modern living, elegant design, and the true Florida lifestyle youve been searching for. Step inside to an open, bright floor plan featuring gorgeous wood floors, a spacious living area, and a modern kitchen with sleek cabinetry, stainless steel appliances, an island, and plenty of storage-perfect for everyday cooking or entertaining friends and family. The primary suite includes a luxurious bathroom with his-and-her sinks and an upgraded California closet with premium built-ins for maximum organization. Enjoy Florida weather year-round in the screened-in patio with a retractable electric screen, extending your living space and providing the perfect spot for morning coffee or evening relaxation. The large, fully fenced backyard features extended brick pavers, offering plenty of room for gatherings, grilling, pets, or future customization. Additional features include a front balcony, a 2-car garage, and an oversized driveway with great curb appeal. This home sits in a prime Windermere location surrounded by some of the best amenities in Central Florida. Just minutes away youll find top-rated Windermere schools, scenic lakes, nature trails, Bay Hill, the Butler Chain of Lakes, playgrounds, and community parks. Nearby youll enjoy endless shopping, popular restaurants, cafs, breweries, local markets, and everyday conveniences. Youre also close to the Winter Garden Village, Downtown Windermere, major highways, theme parks, and world-class entertainment. The community itself offers resort-style amenities, including a sparkling community pool and clubhouse, perfect for relaxing weekends and social gatherings. If youre looking for a move-in-ready home with modern finishes, incredible outdoor space, and a location that simply cant be beat, this is the one. Homes like this in Windermere dont last long-schedule your private showing today! *** A/C and water heater replaced in 2024. Roof replaced in 2025. Exterior of home repainted in 2022.
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LUXVT Real Estate Marketing Real Estate Marketing
$4,995,000
6Beds
6Baths
Windermere, Orange, 34786, United States
Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath-including a fully equipped private guest apartment ideal for extended family or long-term visitors.
LUXVT Real Estate Marketing Real Estate Marketing
$4,995,000
5070 Down Point Lane
6Beds
6Baths
Windermere, Orange, 34786, United States
Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath-including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment you arrive, the homes striking architectural presence is undeniable. A dramatic entry with soaring ceilings and intricate iron detailing introduces expansive living spaces crafted with both grandeur and comfort in mind. Walls of glass and retractable doors blur the line between indoors and out, inviting natural light and panoramic lake vistas into nearly every room. The main level showcases elegant formal spaces, a richly appointed study, and a music room, along with a stunning lakefront family room and game room complete with a stylish wet bar. At the heart of the home, the gourmet kitchen features premium finishes, abundant workspace, and seamless flow for hosting gatherings large or intimate. The primary suite and an additional guest suite are thoughtfully positioned on the first floor for privacy and convenience. Upstairs, guests are treated to elevated lake views from a spacious lounge with kitchenette, multiple bedroom suites, a private theater with an adjoining sitting area, and a spectacular balcony overlooking the water. Outdoor living is simply extraordinary. A heated saltwater pool and spa anchor the expansive terrace, complemented by a summer kitchen, bar seating, and a fireplace-the perfect setting for sunset evenings on the water. A private boathouse offers direct access for boating, paddleboarding, or fishing along one of Central Floridas most coveted waterways. Despite its serene setting, the home is just minutes from upscale shopping, dining, and world-class attractions, including Walt Disney World, and approximately 20 minutes from Orlando International Airport. With the owners preparing for their next chapter, this extraordinary waterfront retreat presents a rare opportunity to own on the Butler Chain at a compelling value. A lifestyle of privacy, beauty, and convenience awaits.
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LUXVT Real Estate Marketing Real Estate Marketing
$4,995,000
6Beds
7Baths
Windermere, Florida, 34786, United States
Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath-including a fully equipped private guest apartment ideal for extended family or long-term visitors.
LUXVT Real Estate Marketing Real Estate Marketing
$4,995,000
5070 Down point lane
6Beds
7Baths
Windermere, Florida, 34786, United States
Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath-including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment you arrive, the homes striking architectural presence is undeniable. A dramatic entry with soaring ceilings and intricate iron detailing introduces expansive living spaces crafted with both grandeur and comfort in mind. Walls of glass and retractable doors blur the line between indoors and out, inviting natural light and panoramic lake vistas into nearly every room. The main level showcases elegant formal spaces, a richly appointed study, and a music room, along with a stunning lakefront family room and game room complete with a stylish wet bar. At the heart of the home, the gourmet kitchen features premium finishes, abundant workspace, and seamless flow for hosting gatherings large or intimate. The primary suite and an additional guest suite are thoughtfully positioned on the first floor for privacy and convenience. Upstairs, guests are treated to elevated lake views from a spacious lounge with a kitchenette, multiple bedroom suites, a private theater with an adjoining sitting area, and a spectacular balcony overlooking the water. Outdoor living is simply extraordinary. A heated saltwater pool and spa anchor the expansive terrace, complemented by a summer kitchen, bar seating, and a fireplace-the perfect setting for sunset evenings on the water. A private boathouse offers direct access for boating, paddleboarding, or fishing along one of Central Floridas most coveted waterways. Despite its serene setting, the home is just minutes from upscale shopping, dining, and world-class attractions, including Walt Disney World, and approximately 20 minutes from Orlando International Airport. With the owners preparing for their next chapter, this extraordinary waterfront retreat presents a rare opportunity to own on the Butler Chain at a compelling value. A lifestyle of privacy, beauty, and convenience awaits.
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LUXVT Real Estate Marketing Real Estate Marketing
$824,990
3Beds
4Baths
3,099Sqft
WINDERMERE, Florida, 34786, United States
Welcome home to an elegant and spacious 4 bedroom, 3 full bathroom, 2 half bathroom home located in the highly sought-after town of Windermere, it offers the perfect blend of privacy, comfort, and opportunity all in one of Central Floridas most desirable communities. Enjoy the outdoor patio and pool with ample space to unwind and entertain.
CENTURY 21
$824,990
11994 Mckinnon Road
3Beds
4Baths
3,099Sqft
WINDERMERE, Florida, 34786, United States
Welcome home to an elegant and spacious 4 bedroom, 3 full bathroom, 2 half bathroom home located in the highly sought-after town of Windermere, it offers the perfect blend of privacy, comfort, and opportunity all in one of Central Floridas most desirable communities. Enjoy the outdoor patio and pool with ample space to unwind and entertain. Whether its a quiet morning coffee or an afternoon BBQ, this backyard oasis is ready for it all. Inside, youre welcomed into a bright and open living space with soaring ceilings. The master bedroom is a true retreat with master bathroom featuring a hot tub and a separate shower. The kitchen is both beautiful and functional, with beautiful countertops, plenty of storage, and an eat-in bar ideal for casual meals. Upstairs, three spacious bedrooms and 2 bathrooms are perfectly situated for families or guests.
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CENTURY 21
$824,990
11994 Mckinnon Road
3Beds
4Baths
3,099Sqft
$824,990
WINDERMERE, Florida, 34786, United States
$929,900
5Beds
4Baths
4,666Sqft
WINDERMERE, Florida, 34786, United States
Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication.
CENTURY 21
$929,900
12941 Westside Village Loop
5Beds
4Baths
4,666Sqft
WINDERMERE, Florida, 34786, United States
Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office, while the formal dining room with tray ceiling creates the perfect setting for gatherings. The open-concept great room connects seamlessly to the chefs kitchen featuring a butlers pantry, premium finishes, and expansive sightlines. Enjoy peaceful water and fountain views, or open the sliding glass doors to the covered lanai, ideal for relaxing under the Disney fireworks. The owners suite offers a serene retreat with natural light, spa-inspired bath with soaking tub, dual vanities, and a spacious walk-in closet. Upstairs, a generous loft provides flexible living for media, games, or study, while each bedroom includes a walk-in closet with a private sink. Designed for efficiency and comfort, this home features dual AC systems, a whole-house dehumidifier, and dual-pane storm windows. Residents enjoy resort-style amenities a community pool, walking trails, and parks within the sought-after Windermere school district, just minutes from dining, shopping, and Disney.
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CENTURY 21
$929,900
12941 Westside Village Loop
5Beds
4Baths
4,666Sqft
$929,900
WINDERMERE, Florida, 34786, United States
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