Courtesy: BHHS FLORIDA REALTY
407-876-2090
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 Florida’s most desirable communities.
Courtesy: BHHS FLORIDA REALTY
407-876-2090
Stunning Mediterranean courtyard-style estate offering 4 bedrooms, 4.5 Bathrooms and 3396 sq ft of living space--all thoughtfully designed on one spacious level by Siliman Homes! From the moment you enter, you'll appreciate the seamless indoor-outdoor flow, centered around a salt water pool, cabana and expansive brick paver patio--perfect for entertaining or enjoying Florida living all year round. The open concept kitchen opens effortlessly to the entire family room, where you'll enjoy a Cosmos gas fireplace and surround sound. Elegant travertine flooring runs throughout the main living areas, with engineered wood flooring in the master bedroom and plush carpeting in the secondary bedrooms. The 4th bedroom functions beautifully as a private IN-LAW suite, complete with its own separate entrance, living room, full bedroom and full bathroom--ideal for MULTI-GENERATIONAL living or guests. This residence also features throughout upgrades including tankless water heater, open-cell foam spray insulation, natural gas 5 burner stove, Low-E insulated glass windows and sliding doors! Located in a guard gated community Waterstone, known for its mature landscaping and privacy, the home is located within 10 mins to the Publix Shopping center and dining. Residents also enjoy PRIVATE ACCESS into Windermere Prep School! This is a rare opportunity to own in one of the area's most desirable gated communities!
Courtesy: CENTURY 21 CARIOTI
407-573-2121
One or more photo(s) has been virtually staged. Location, Location, Location! Set on just under one acre in the heart of Windermere, this well-maintained home features a desirable split-bedroom floor plan with a spacious primary suite, 3 additional bedrooms, 3 full baths, a large family room, and a dedicated office. The expansive backyard is ideal for entertaining, offering a screened-in pool, an above-ground hot tub, and generous open space for outdoor enjoyment. The brand new renovated kitchen showcases 42" wood kitchen cabinets, stainless steel appliances, Corian countertops, and a breakfast area. You will have 2581 sq. ft., ideally located in one of the most sought-after areas in Windermere with top-rated schools. This home is located near restaurants and shopping. Disney World, Sea World, Universal Studios, Downtown Orlando, and the airport are all easily accessible with major highways, including 429, 408, and the Florida Turnpike are nearby. Don't miss out on this house.
Courtesy: REDFIN CORPORATION
407-708-9747
Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.
Courtesy: NOVA REAL ESTATE SERVICES INC
407-592-1744
Backwoods Trail, a beautifully designed 4-bedroom, 3-bathroom home that perfectly blends modern style with everyday comfort. The bright open-concept floor plan creates an inviting space ideal for both relaxing and entertaining. At the center of the home is a stunning chef’s kitchen featuring crisp white cabinetry, stainless steel appliances, designer backsplash, and an oversized quartz island with seating, seamlessly flowing into the spacious living area highlighted by a custom designer accent wall and media center. The generous primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a fully fenced backyard and an expansive screened-in lanai with paver flooring, offering the perfect space for entertaining, relaxing, or creating your own private fitness or outdoor lounge area. Conveniently located near shopping, dining, and major roadways, this home offers the perfect combination of style, space, and functionality. Don’t miss the opportunity to make this exceptional home yours.
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Experience unparalleled luxury in the prestigious gated community of Casabella. This Mediterranean-inspired estate sits on a rare, oversized .85-acre lot, offering significantly more space and privacy than the standard neighborhood homesite. The interior is a masterclass in design, featuring upgraded flooring and exquisite detailed wood walls that provide a rich, custom feel throughout the living areas. The heart of the home flows seamlessly to a backyard oasis unlike any other. Discover a massive, filtered and heated koi pond—a tranquil retreat currently housing a curated collection of koi valued at $90,000. Beyond the private gates, you are perfectly positioned for a lifestyle of convenience. Enjoy proximity to top-rated Windermere schools and world-class healthcare at Orlando Health Central and Dr. P. Phillips Hospital. With a short, direct commute to Downtown Orlando, you have the best of fine dining, professional sports, and entertainment at your fingertips. This is more than a home; it’s a private sanctuary in Central Florida’s most coveted zip code. Schedule your private tour today.
Courtesy: JASON MITCHELL REAL ESTATE FLO
754-307-0607
Discover this spacious 2-bedroom, 2.5-bath townhome in the desirable Lake Reams Townhomes community in Windermere. Nestled among beautiful natural surroundings, tree-lined streets, sidewalks, and mature canopied trees, this home offers both comfort and convenience in a charming setting. The thoughtfully designed floor plan features kitchen with granite countertops, 42” cabinets and one year old appliances including the washer and dryer. Both bedrooms are located upstairs, each with its own private full bathroom with updated countertops, mirrors and light fixtures, providing ideal functionality and privacy. A convenient half bath is located on the main level for guests. The home offers abundant storage space throughout and includes one-year-old appliances, including the washer and dryer. Roof was replaced three years ago and for added peace of mind is the responsibility of the HOA along with exterior maintenance and repairs. Enjoy outdoor living with a spacious yard and the rare benefit of a detached two-car garage. Residents also have access to a community pool and beautifully maintained common areas. Ideally located just minutes from the Disney Cast Member entrance and Walt Disney World parks, this property is also close to the scenic Tibet-Butler Nature Preserve. Easy access to all shopping, dining and world-class attractions that Orlando has to offer. Ideal as a primary residence, private vacation retreat, or rental property, this home combines location, lifestyle, and practicality in one exceptional opportunity. Schedule your private showing today.
Courtesy: GOLDEN GROUP REALTY LLC
407-990-5905
Under Construction. Modern New Construction on the Butler Chain Canal – Downtown Windermere Experience bright, modern waterfront living in the heart of the Town of Windermere. This brand-new construction single-story home is currently under construction with an anticipated completion date of late Summer 2026. The residence will offer approximately 2,500 square feet of living space and 4,280 total square feet, featuring 4 bedrooms and 4 bathrooms with a spacious open-concept design ideal for both everyday living and entertaining. Perfectly positioned on a wide canal with approximately 90 feet of frontage, the property provides direct boating access to the entire Butler Chain of Lakes. The large homesite offers generous front and backyard space and showcases pristine water views of the canal. Inside, the thoughtfully designed floor plan will emphasize light-filled living areas, modern finishes, and seamless flow between the kitchen, dining, and living spaces. Expansive windows will bring in natural light while framing the beautiful waterfront setting. Located just minutes from Downtown Windermere, residents enjoy convenient access to local parks, tennis courts, farmers markets, dining, and community events. The home is also ideally situated near major shopping and everyday conveniences while maintaining the charm of Windermere living. Positioned in a prestigious Windermere location directly across from multimillion-dollar lakefront estates, this property offers the rare opportunity to enjoy modern new construction with Butler Chain access in one of Central Florida’s most desirable communities.
Courtesy: GOLDEN GROUP REALTY LLC
407-990-5905
Under Construction. Brand New Construction in the Heart of Downtown Windermere – Currently Under Construction! Walking distance to downtown events, the farmers market, food trucks, and the local brewery. Historic Windermere is golf cart friendly and known for its outdoor lifestyle with parks, recreation areas, tennis courts, public docks, and swimming areas. Bring your boat! This waterfront homesite sits on Fischer Canal with access to the 13 lakes of the spring-fed Butler Chain of Lakes. A new seawall and dock provide space for your boat and jet ski — and no HOA fees! This custom home is currently under construction with an expected completion date of late Summer 2026. The thoughtfully designed two-story residence will offer approximately 4,700 square feet, featuring expansive open living spaces, soaring ceilings, and a modern architectural design. The floor plan includes a spacious great room, designer kitchen, and seamless indoor-outdoor living opening to the lanai and pool area overlooking the canal. The layout features a luxurious first-floor primary suite, additional bedrooms and loft space upstairs, private balcony areas, and a two-car garage, creating a perfect blend of comfort, style, and waterfront living in one of Central Florida’s most sought-after lakefront communities.
Courtesy: EXP REALTY LLC
407-305-4300
Windermere Townhome Near Disney in Gated Oasis Cove 2 Car Garage Bonus Room Loft First Floor Primary Suite Welcome to Oasis Cove at Lakeside Village, a gated community in Windermere, Florida just minutes from Disney, Horizon West, and Hamlin Town Center. This spacious townhome offers over 2,000 square feet, a rare two car garage, and one of the most versatile floorplans in the community, combining the convenience of low maintenance living with the space buyers are searching for in the Windermere and Horizon West area. The main level features an open layout designed for both everyday living and entertaining. The kitchen includes pendant lighting over the breakfast bar, granite countertops, rich cherry tone cabinetry, and generous prep space, flowing seamlessly into the dining and living areas. A convenient half bath downstairs makes hosting easy, while sliding doors lead to a screened and covered lanai overlooking a tree lined backdrop with no rear neighbors. Vinyl fencing on both sides adds additional privacy, and the home sits toward the rear of the community for reduced traffic while still being close to the amenities. The primary suite is located on the first floor, offering privacy and separation from the additional living areas upstairs. The suite features dual vanities and a functional layout designed for comfort and convenience. Upstairs is where this home truly stands out. The large bonus room provides flexible space perfect for a media room, playroom, home office, or potential fourth bedroom, while the open loft creates additional living space rarely found in townhomes in this price range. Bedrooms two and three are generously sized and share a full upstairs bathroom with dual sinks, granite countertops, and a tub and shower combination. The upstairs laundry room adds everyday convenience. This home has been well maintained and includes a two car garage with electric vehicle charging capability. Recent updates include fresh interior and exterior paint, new carpet (2026), a newer AC system with UV air treatment (2025), and a newer water heater (2025). Residents of Oasis Cove enjoy a true lock and leave lifestyle with HOA coverage that includes water, cable, high speed internet, bundled streaming services, trash and recycling, pest control, and exterior maintenance. Community amenities feature a resort style pool, shaded cabanas, clubhouse, fitness center, playground, scenic lake views, and evening Disney fireworks visible from the community. The location is one of the biggest advantages. This Windermere address places you minutes from Walt Disney World, Horizon West, and Hamlin Town Center shopping and dining, with convenient access to major highways connecting you throughout Central Florida. Zoned for highly rated schools and located within a gated Windermere community, the property offers a rare combination of location, flexibility, and low maintenance living. Whether you are searching for a primary residence, second home near Disney, or a low maintenance property in the Windermere and Horizon West area, this home stands out for its size, flexible layout, and location in one of the most desirable pockets of Southwest Orange County. As an added bonus, buyers may be eligible for a 1% lender credit toward closing costs or a rate buy-down when using preferred financing, helping reduce upfront costs and improve monthly payment options. Ask the listing agent for details.
Courtesy: SOUTH KEY REALTY LLC
407-488-2503
FULLY REMODELED (2026) and move-in ready, corner lot, single-family home in the desirable Preston Square community of Windermere, FL. This beautiful Dream-Home features a brand-NEW roof (2026), new interior paint (2026), exterior paint only two-years ago and 10-foot high ceilings that create a bright, open feel. New Italian porcelain tile flooring flows throughout the entire home. The bathrooms have been completely updated with marble flooring, stone countertops, custom glass-enclosed showers, modern toilets, and all new fixtures. The kitchen offers new appliances, stone countertops, wood cabinetry, and a stylish backsplash—perfect for both everyday living and entertaining. Back yard facing Blueberry farm! Additional features include a water softener system, Ring camera system and doorbell, garage motor system can be connected to your phone for easy access, washer and dryer, and optional furnishings can be purchased, making this home truly turnkey. Conveniently located near shopping, dining, and top-rated schools, this is a must-see Windermere, Florida home. It won't last long! Seller is Firm on the price.
Courtesy: WEMERT GROUP REALTY LLC
407-743-8356
Perfectly situated behind the gates of the beautiful Tuscany Ridge community in Windermere, this sprawling SINGLE STORY ~ POOL HOME offers more than 3,000 square feet of thoughtfully designed living space and a private BACKYARD OASIS on an oversized .28 ACRE LOT! With extensive recent UPGRADES and impeccable maintenance, this MOVE-IN READY residence blends timeless design with modern comfort in one of Windermere’s most desirable neighborhoods. ***RECENT UPDATES*** include: five front windows replaced with Pella windows (2024), electric and manual shutters added to the primary bedroom (2024), new fence (2024), and plantation shutters installed across the front of the home (2024). The interior and exterior were freshly painted (2023), the half bath was remodeled (2023), the pool heater was added (2023), the pool border was refreshed, and the outdoor kitchen island/bar was installed (2023) – creating the ultimate backyard retreat! This home also includes a transferable termite bond for added peace of mind. From the moment you arrive you will be impressed with exceptional curb appeal highlighted by a paver driveway, TILE ROOF, manicured landscaping, mature trees, and a side-facing 3-CAR GARAGE. Step inside and take note of the high ceilings, fresh modern color palette, stylish accent walls, and thoughtfully designed living spaces that create a warm yet elevated feel throughout. The layout is both functional and flexible with four bedrooms, three and a half baths, a DEDICATED OFFICE off the foyer, and a desirable 3-WAY SPLIT BEDROOM design. The PRIMARY SUITE is a tranquil retreat featuring double entry doors, a decorative tray ceiling, bay windows with a BUILT-IN WINDOW SEAT, private lanai/pool access, an oversized CUSTOM STORAGE WALK-IN CLOSET, and a spa-inspired en-suite bath complete with dual/split vanities, a raised soaking tub, and a large walk-in shower. At the heart of the home is the UPGRADED CHEF’S KITCHEN, designed for both everyday living and entertaining. Highlights include a massive CENTER ISLAND with bar seating, sleek countertops, endless cabinetry, a decorative backsplash with coordinating range hood, STAINLESS STEEL APPLIANCES including a GAS RANGE, and a light filled casual dining area. The kitchen flows seamlessly into a spacious family room featuring a gas FIREPLACE and designer accent wall, creating the perfect gathering space! There are also formal living and dining spaces for flexible options to gather with family or entertain friends. Additional bedrooms are thoughtfully positioned for privacy: bedrooms two and three share a Jack-and-Jill bath, while bedroom four sits near a third full bath that also functions as the pool bath. Step outside to discover your private outdoor oasis – a SCREENED POOL & SPA surrounded by lush landscaping, overlooking a COVERED LANAI, and a SUMMER KITCHEN built-into an island with bar seating designed for year-round Florida living. Residents of Tuscany Ridge enjoy a small, quiet GATED COMMUNITY with an organized HOA, plus amenities including sports courts and a playground, all surrounded by beautiful mature landscaping. The location places you just minutes from the Florida Turnpike, SR 408, Downtown Orlando, area lakes, recreation, and the world-famous Central Florida theme parks. Beautifully maintained, thoughtfully upgraded, and designed for effortless indoor/outdoor living with a luxury vibe that still feels like home - call today to schedule a tour!
Courtesy: LPT REALTY, LLC
877-366-2213
One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome home to this beautifully appointed 3-bedroom, 2.5-bath corner townhome in the highly desirable Preston Square community of Windermere. Ideally positioned, this townhome conveniently faces the community amenities, offering easy access while maintaining a welcoming neighborhood feel. From the moment you step onto the charming front porch, you'll appreciate the warmth and character this home provides. Inside, natural light fills the space through wrap-around windows, highlighting the 10-foot ceilings and rich hardwood flooring. The thoughtfully designed floor plan blends comfort and functionality, making it ideal for both everyday living and entertaining. A standout feature of this home is the private courtyard, creating a peaceful outdoor retreat perfect for gatherings, grilling, or simply relaxing. The kitchen is well-equipped with 42" solid wood cabinetry, granite countertops, and stainless steel appliances, a space any home chef will appreciate. The main level features a spacious primary suite with a tray ceiling and a luxurious en-suite bath, complete with dual vanities, a garden tub, and a walk-in shower with dual shower heads. Upstairs, you’ll find a spacious, open-concept loft with two additional bedrooms, providing comfortable accommodations and privacy for family members or visitors. The laundry room includes a utility sink, and a window for added natural light. The rear-entry two-car garage features overhead storage racks and a long driveway for additional parking. Residents of Preston Square enjoy resort-style amenities, including a stunning swimming pool, lush landscaping, basketball court, playground, fitness stations, and a large park that hosts movie nights and food trucks. Conveniently located near top-rated schools, shopping, dining, golf courses, hospitals, and major roadways, with easy access to Orlando, Windermere, Winter Garden, and the area’s world-renowned theme parks. A fantastic opportunity to own a home in one of Windermere’s most desirable communities.
Courtesy: ALTIS REALTY
407-401-7447
Fully Renovated Windermere Home. Move-In Ready! Discover 735 Oakdale St, a beautifully updated 3-bedroom, 2.5-bathroom home in the heart of Windermere Town. Over the past four years, no detail has been overlooked: new roof, new gutters, marble flooring, resurfaced pool, new fence and shed, windows, two independent HVAC systems, water filtration system, water heater, well pump, renovated bathrooms, and a striking new façade with marble ledger panel. The backyard features new concrete slabs, perfect for entertaining or relaxing. Inside, the home is filled with natural light thanks to beautiful skylights, creating a warm, inviting atmosphere. Enjoy a functional kitchen, dedicated dining room, living room with cozy fireplace and a den, along with a spacious and versatile bonus room ready to become a music room, home office, playroom, media room, or craft studio, with and additional room for extra storage. The master bedroom is conveniently located downstairs, while the other two spacious bedrooms are upstairs, one featuring a private balcony overlooking the pool and backyard, perfect for morning coffee or morning sunrises. Nestled among sparkling lakes, this home offers a serene, private feel while keeping you close to convenience: just minutes to Restaurant Row, Winter Garden Village, boat ramps, tennis courts, farmers markets, food truck nights, and Orlando’s top theme parks. Enjoy the perfect balance of calm and accessibility in a lively, welcoming community. This isn’t just a house, it’s a place to create memories, pursue a charming lifestyle, and live fully. 735 Oakdale St is ready to welcome you home.
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
One or more photo(s) has been virtually staged. Welcome to 13118 Sunkiss Loop in the heart of Summerport, one of Windermere's most desirable communities. Major updates provide peace of mind. A brand-new roof was installed in February, along with brand new interior and exterior paint, new ceiling fans, and new toilets giving the home a fresh, move in ready feel. The home also includes brand new appliances, with the exception of the washer and dryer, and all appliances convey with the sale. This spacious two-story single-family home offers 2,500+ square feet of comfortable living with 4 bedrooms and 2.5 baths. The layout is both functional and inviting, featuring a formal living room and formal dining area, perfect for hosting family gatherings or entertaining guests. The first floor is finished with tile and laminate flooring, creating a clean and timeless look, while the entire second floor features laminate flooring for warmth and continuity throughout. Out back, you will find a screened porch with a paved patio and 100 SQ FT. of covered area for a BBQ/sitting area, ideal for enjoying Florida evenings without the bugs. Additional features include a 2-car garage and a prime location close to shopping malls, supermarkets, and retail stores. Zoned for excellent schools, this home offers the lifestyle, space, and convenience buyers are looking for in Windermere. If you have been waiting for a well maintained, updated home in Summerport, this one checks the boxes.
Courtesy: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
407-203-0007
Welcome! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of cabinetry, a breakfast bar, and an island overlooking the family room and backyard, offering a cohesive main living space fit for relaxation and memorable gatherings. If practicality and privacy are aspects at the top of your list, the three-way split-bedroom floor plan allows for incredible flexibility and offers pristine privacy for all. On one side of the home, the large primary suite enjoys a tray ceiling, stylish flooring, a spacious closet, dual vanities, and a separate garden tub there to soothe you each day. On the other side of the home, the remaining bedrooms and bathrooms are designed to maximize privacy, with the ability to easily create en-suites, while the upstairs bonus room, bedroom, and bathroom provide a versatile and private space. High ceilings, crown molding, and ceiling accents throughout the home add a refined finish to the interior spaces. Venture outside to enjoy the sizable, covered lanai, providing a perfect retreat while remaining protected from the elements, or enjoy a journey through the lusciously landscaped community, with multiple parks and a community boat ramp accessing the Butler Chain of Lakes deliver regular delight. If the country club lifestyle is for you, The Golden Bear Club offers social and golf membership for an additional fee, which grants access to the renowned Golden Bear Golf Course and practice facilities, as well as the resort-style pool, tennis courts, state-of-the-art fitness center, and dining. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. Schedule your private showing today to experience the full charm of this practical home.
Courtesy: Jaime L Boone LLC
786-600-4465
Foreclosure Auction Ends March 10, 2026 at 11:00 AM EST. Discover this inviting 4-bedroom, 2.5-bathroom single-family home, offering a wonderful opportunity to live in the Windermere community. The list price is the opening bid for the online auction. Sold As-Is.
Courtesy: HOMESMART
407-476-0451
New Roof (2022 – Only 4 Years Old) & Updated Dual A/C Systems – Move-In Ready with Major Upgrades Already Done! Peace of mind starts at the top — this home features a roof replaced in 2022 (just four years old), along with two recently updated A/C systems, one serving each floor for optimal efficiency and year-round comfort. Offering 3,108 square feet of well-designed living space, this two-story residence combines functionality with brightness throughout. The first floor hosts all main social areas, including a spacious living room with custom built-in wall cabinetry, a formal dining space, and an open kitchen ideal for entertaining. A versatile den near the entry provides the perfect setup for a home office or flex room. The expansive primary suite is conveniently located on the first floor and is filled with natural light. The primary bathroom features a soaking tub, separate glass-enclosed shower, generous counter space, a large closet, and an additional spacious walk-in closet. A half bath with direct access to the backyard adds practicality to the main level, while additional storage space is thoughtfully positioned under the staircase. Upstairs, three well-sized bedrooms and two full bathrooms give comfort and privacy. With abundant natural light, a three-car garage, and key structural systems already updated, this home delivers both immediate livability and long-term value.
Courtesy: LPT REALTY, LLC
877-366-2213
A rare opportunity to own a spacious home in Windermere's sought-after Summerport community with top-rated schools, offering over 2,600 square feet of well-designed living space that works for every lifestyle. Built in 2006, this 4-bedroom, 2.5-bath home features a functional open layout with generous living and dining areas, a kitchen with island seating that flows right into the main living space, and comfortable bedroom separation including a private primary suite upstairs. One of the standout features of this property is the rear exposure. With no rear neighbors and the lot backing directly to West Orange Country Club, the backyard offers a level of privacy and open green views that is genuinely hard to find in this price range. Important upgrades include Roof (2021), HVAC(2018) Water Heater(2022). Conveniently located just 20 minutes from Disney World and Disney Springs, with excellent access to shopping, dining, Winter Garden, SR-429, and the location checks just about every box. This remarkable home blends comfort and location is ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.
Courtesy: LA ROSA REALTY LLC
321-939-3748
Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an oversized upstairs bonus room, perfect for a media retreat or home office. Modern systems provide complete peace of mind, including a 2021 roof, dual high-efficiency A/C units, new water heater, and new sliding doors opening to the expansive backyard. An epoxy-finished garage adds style and convenience. Just minutes from the Butler Chain of Lakes, top-rated schools, and world-class golf, this move-in-ready home blends refined design with modern comfort.
Courtesy: KNIGHTS REALTY
407-252-7411
Welcome to this beautifully renovated home in highly desirable Windermere, where modern upgrades meet timeless comfort on a rare one-acre lot with NO HOA. Completely remodeled this home has been thoughtfully updated from top to bottom. Renovations include new flooring throughout, fresh interior paint, a fully redesigned kitchen, updated bathrooms, new windows, new interior doors and custom blinds. Every detail was carefully selected to create a cohesive, move-in-ready space. The kitchen shines with contemporary finishes and flows seamlessly into the main living areas — perfect for both everyday living and entertaining. Bathrooms have been stylishly updated, and custom master and coat closet provide elevated organization and storage. Enjoy true peace of mind with major system upgrades, including: • Whole-house water treatment system (2020), softener equipment updated in (2025) • Septic drain field in (2025) • Trane A/C installed (2026) • Well pump (2024) • Insulation (2021) • Balcony deck and railing (2025) Step outside to your private backyard retreat featuring a saltwater pool with electric heater, ideal for year-round enjoyment. The expansive one-acre property offers space, privacy, and endless possibilities — bring your boat, RV, or build your dream outdoor oasis. This home has been remodeled with tremendous care, offering confidence that the work has been done and done right. A rare opportunity in Windermere combining luxury updates, land, and freedom from HOA restrictions. Move-in ready. Fully upgraded. Peace of mind included.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Villa Casablanca Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this white-painted brick estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside. What unfolds within is architectural theater. Vaulted ceilings rise to a dramatic 14-foot peak as skylights and expansive double-pane windows flood the interiors with natural light. A sculptural chandelier crowns the volume, while a full-height stone fireplace ascends as the focal point. French glass doors frame panoramic views of the private rear oasis — pool, pergola, and mature canopy beyond — creating a seamless connection between interior grandeur and outdoor serenity. Bay windows overlook the fountain and motor court, creating a balanced dialogue between arrival and retreat. The chef’s kitchen commands attention. A grand Taj Mahal quartzite island defines the center. White oak cabinetry spans floor to ceiling. The Thor range and sculpted hood rise against a full-height stone backdrop. pot filler., Viking refrigerator. Glass pendants hover overhead -- Every finish carries presence. The scullery unfolds unexpected, elevated, and unforgettable — Deep olive custom cabinetry, textured tile, LED-lit shelving, beverage refrigeration, and layered storage make it as functional as it is striking. A split plan introduces the primary suite — vaulted, private, composed. A sculptural chandelier anchors the ceiling while tailored wall moldings define the room. Dual concealed walk-in closets preserve symmetry. The primary bath is a statement of design: matte stone soaking tub beneath clerestory light, full-height stone extending into a curbless marble shower, dual tailored vanities with brushed brass accents, and patterned marble floor grounding the space in immersive opulence. An adjoining vaulted extension captures pool views and opens to the lanai. The powder room shifts tone — charcoal paneled walls, sculptural marble sink, polished brass fittings, arched mirror, and bold tile creating a rich, moody presence. A formal office behind glass French doors offers focused productivity and polished presentation. An arched corridor leads to the secondary wing where three additional bedrooms offer privacy and versatility. One suite provides direct exterior access, functioning as a cabana retreat with its own en suite bath — ideal for guests or seamless indoor-outdoor living. Outdoors, the property transforms into a private compound. A covered veranda spans the rear with classical columns and herringbone flooring. The fully equipped summer kitchen, custom wood pergola lounge, expansive lawn, fresh sod, rear gate access, and lush landscaping offer scale impossible to replicate in today’s market. Villa Casablanca is not comparable to new construction. It is rarer. Extensively renovated inside out with a long list of brand new finishes - Roof, HVAC, Double pane windows, plumbing, pool refinish, smooth drywall level 5 finish and much more. Schedule your showing today.
Courtesy: THE ROSENBLOOM TEAM
407-376-4454
One or more photo(s) has been virtually staged. A rare opportunity in Windermere's established Lakes / Lake Down neighborhood — an exceptional builder's home offering the quality & finishes typically found at much higher price points. Set on a beautifully manicured ONE-ACRE LOT with BOAT ACCESS to the BUTLER CHAIN OF LAKES, this residence blends comfort, sophistication & the true Central Florida lake lifestyle. Homes offering this combination of space, craftsmanship & location seldom come to market — making this truly a one-of-a-kind opportunity within this intimate enclave of just 60 homes. From the moment you arrive, the sweeping paver drive & circular approach framed by expansive lawn & mature landscaping create an inviting estate feel rarely found this close to downtown Windermere. Inside, timeless details shine: solid birch hardwood floors, crown molding, designer lighting, recessed lighting throughout & classic plantation shutters adding polish & privacy. The open, light-filled kitchen & family room are designed for everyday living & effortless entertaining. The kitchen is a true gathering space featuring quartzite countertops, large wood island, farmhouse sink, polished gooseneck faucet with side sprayer, classic subway tile backsplash, wall-mounted pot filler, double ovens & an extra-wide side-by-side refrigerator. The spacious family room offers a built-in media wall & French doors opening directly to the lanai & pool for seamless indoor-outdoor living. The PRIMARY SUITE ON THE MAIN LEVEL feels like a private retreat — spacious, serene & finished with plantation shutters, elegant lighting & room for a sitting area. The spa-inspired bath features dual vanities with vessel sinks, abundant storage, soaking tub & large walk-in shower with designer tile accents. Upstairs, a generous loft/family room provides the perfect bonus space for movies, game nights, homework hub or second lounge, complete with impressive gray built-in bookcases. Secondary bedrooms are generously sized with ample closet space & en-suite baths. Step outside to an unforgettable outdoor retreat: full screened enclosure & an expansive 60' x 12' COVERED LANAI — a truly massive extension of the living space. The RESORT-STYLE POOL & RAISED SPA are complemented by travertine decking with custom grid pattern & turf inlays, creating generous space for lounging, dining & entertaining — with room to add an outdoor kitchen if desired. Mature trees enhance privacy & tranquility. And then there’s the showpiece backyard feature — a CUSTOM ELEVATED TREE HOUSE tucked among the trees. Designed with multiple windows, a charming wood door, circular staircase & tubular slide, this versatile retreat can serve as an art studio, workout space, creative office, homeschool room or unforgettable teen hangout — a rare feature that sets this home apart in the very best way. Neighborhood amenities include tennis/pickleball court & private boat ramp to Lake Down connecting to the Butler Chain of Lakes. Roof (2021), Water Heater (2026), A/C 2-ton (2018), A/C 4-ton (2016). Zoned for Thornebrooke (walking distance), Gotha Middle & Olympia High. Easy access to 429, Turnpike, 408 & downtown Windermere.
Courtesy: PREMIUM PROPERTIES R.E. SERVICE
407-380-2800
One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER BUILD-READY NO HOA WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees or restrictions, you have the freedom to design and build your dream home exactly as you envision it or use the plans already available and variances approved — saving you time and expense. Offering approximately 5,516 SF of impeccably appointed living space and over 8,316 SF under roof, every detail has been curated to the highest standard of elegance and sophistication. Dramatic sightlines from the grand entry sweep through sun-drenched principal rooms to the resort-caliber outdoor living spaces beyond. The showstopping gourmet kitchen dazzles with extra-thick natural quartzite countertops, an oversized center island, pot filler, a fully integrated refrigerator and dishwasher with bespoke wood-panel cabinetry, and an oversized walk-in pantry — a culinary stage worthy of the most discerning chef. A soaring great room with designer tray ceilings and an elegant formal dining room set the scene for unforgettable entertaining, complemented by a private study and home office. The first-floor primary suite is a true sanctuary — a sumptuous walk-in closet, sculptural freestanding soaking tub, and a spa-inspired shower enclosure deliver five-star hotel indulgence at home. Upstairs, a second master suite, a spectacular lake-view recreation room with oversized balcony, three additional bedrooms, a chic loft with front balcony, and a second laundry suite elevate every aspect of daily life. Outside, a breathtaking covered lanai unfolds into a private lakeside paradise — summer kitchen, outdoor fireplace, alfresco dining, and a heated pool and spa framed by elegant paver decking and the glittering expanse of Lake Sawyer. A 4-car garage with EV charging, dual laundry rooms, impact-rated windows and doors, and bespoke designer finishes complete this extraordinary offering. Minutes from Windermere Prep School, shopping, dining and within minutes of Walt Disney World. *Images have been taken from a similar model home*
Courtesy: SERHANT
786-296-8626
Welcome to an extraordinary 8700+ SQ FT estate located within the GATED COMMUNITY of Marbella in Windemere. This estate offers 40 feet of frontage on Lake Down complete with a private dock and boat lift. Access to Lake Butler & Situated on 2.17 acres, this custom-built pool home blends timeless architecture with superior craftsmanship and premium finishings throughout — including stone, wood, iron, granite, and travertine. A grand entrance featuring custom wrought iron doors opens to a dramatic two-story foyer framed by a stunning wall of windows overlooking the backyard oasis. Elegant formal living and dining spaces are complemented by an oversized wet bar, perfect for entertaining. The gourmet kitchen is designed for both beauty and performance, showcasing custom cabinetry, a six-burner gas cooktop, dual side-by-side refrigerator and adjacent butler's pantry. It seamlessly flows into the impressive great room with cathedral ceilings, exposed beam millwork, fireplace, and expansive glass doors leading outdoors. The luxurious primary suite features volume ceilings with exposed beams, a private sitting area, walk-in closet, and a newly renovated spa-inspired bath with soaking tub and multi-jet walk-in shower. This estate offers four additional en-suite bedrooms, two dedicated offices, media/movie room, craft room, a detached gym and a three-car garage — providing exceptional space and flexibility. Designed for true indoor-outdoor living, the backyard retreat includes a resort-style pool with rock waterfall and slide, spa, pool house, summer kitchen, volleyball court, and lush garden setting — ideal for entertaining or peaceful relaxation. A rare opportunity to own a private lakefront sanctuary in one of the area’s most desirable gated communities.
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Windermere is located in Florida. Windermere, Florida 34786has a population of 1,793. Windermere 34786 is more family-centric than the surrounding county with 39.09% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Windermere, Florida 34786 is $36,701. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere 34786 is 29.5 years.
The average high temperature in July is 91.5 degrees, with an average low temperature in January of 40.9 degrees. The average rainfall is approximately 52.6 inches per year, with 0 inches of snow per year.
