Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton33319 OR 33321 OR 33467
Find Windermere Single Family Homes by clicking on the relevant neighborhood.
View all Windermere Single Family Homes for Sale
LAKES/WINDERMERE-PEACHTREE - O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786 1 Day on yellowkey
$525,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home to this charming single story, 3-bedroom, 2-bath home located in the highly desired gated community, Lakes of Windermere – Peachtree. Step inside to an inviting open layout with brand new carpet, abundant natural light, spacious living and dining areas ideal for everyday living and entertaining. The kitchen features ample cabinetry, a kitchen island, and stunning views of the serene backyard. The split-bedroom floor plan provides a private primary suite with a walk in closet and en-suite bath, while two additional bedrooms and a full bath offers flexibility for family, guests, or a home office. Enjoy outdoor living in the fully fenced backyard and a screen enclosed patio overlooking lush conservation with no rear neighbors — a perfect setting for relaxing, gardening, or play. For added peace of mind, a NEW ROOF will be installed prior to closing, offering exceptional value to the next owner. Residents of Lakes of Windermere enjoy access to community amenities including a community pool, playground, and beautifully maintained green spaces, all just minutes from top-rated schools, dining, shopping, and the best of Windermere and Horizon West. Move in ready with meaningful updates and a premium lot — this home is the ideal blend of comfort, convenience, and Florida living.
Listing is courtesy of: RE/MAX PRIME PROPERTIES
LAKES/WINDERMERE PH 02A - O6416272 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 1 Day on yellowkey
$628,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities!
Listing is courtesy of: ANTS REALTY LLC
ISLEWORTH - O6416194 - 9832 LAUREL VALLEY DR, WINDERMERE, FL 34786 1 Day on yellowkey
$13,900,000 | Single Family Home | 6 beds | 8.5 baths | 4 gar
https://iframe.videodelivery.net/7c8847db18d8a7617d27c5577c88508f A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from virtually every room, 9832 Laurel Valley Drive offers over 11,000 square feet of luxury lakefront living, situated upon 150 feet of expanded sandy beachfront, thoughtfully enlarged by the current owners, in one of Florida’s most well known communities. This statement home features six bedrooms, seven full bathrooms, and three half bathrooms, a newly installed bespoke theater room with custom seating, an infrared sauna and dedicated wellness and fitness area, two full bars, a private pub and game room, an elegant pool and spa, a fully equipped summer kitchen, and multiple levels of outdoor living and lounge space overlooking the lake. Complemented by countless additional spaces designed for both grand-scale entertaining and everyday enjoyment, every room exudes elegance and has been meticulously designed and expertly executed down to the finest detail. Beyond its unmatched location and architecture, the home has benefited from several million dollars’ worth of enhancements and upgrades, further elevating an already impressive estate into something truly magnificent. The result is a residence that blends timeless luxury with modern comfort while offering one of the most desirable waterfront settings in Central Florida. Not all lakefront homes are created equal, and Laurel Valley is a shining example of that. More than a home, 9832 Laurel Valley Drive is a statement. A trophy estate befitting a legacy. A rare opportunity to own one of Florida’s most compelling waterfront properties ever. The home may be negotiated to include select furniture, a brand-new pontoon boat, two new Sea-Doo jet skis, and a golf cart.
Listing is courtesy of: REAL BROKER, LLC
WINDERMERE TRLS PH 3B - O6410344 - 8266 BRYCE CANYON AVE, WINDERMERE, FL 34786 1 Day on yellowkey
$489,500 | Single Family Home | 3 beds | 2.5 baths | 2 gar
JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and harder to find in today's market. Why settle for a townhome when you can own a standalone home on a premium corner lot with more privacy, more outdoor space, and all the benefits of one of Central Florida's premier communities? This move-in-ready home has been extensively refreshed and improved, making it one of the best values currently available in the area. Property Highlights: • Premium corner lot with added space and privacy • Freshly painted interior, exterior, and garage • Brand-new AC system (inside and outside units) • Water softener system already installed • Freshly pressure-washed driveway and sidewalks • Spacious floor plan with a half bath downstairs • Versatile loft area upstairs • Newer construction home • Excellent curb appeal and move-in-ready condition Beyond the home itself, you'll love the lifestyle this community offers. Enjoy beautiful walking trails, abundant green spaces, playgrounds, a community clubhouse and pool, and an active neighborhood atmosphere where residents enjoy walking, exercising, biking, and outdoor activities year-round. Conveniently located just minutes from Disney, major highways, shopping, restaurants, fitness centers, entertainment, and everyday conveniences, this location truly puts everything within reach. Whether you're a first-time homebuyer, relocating, downsizing, or looking for a smart investment, this home delivers exceptional value and peace of mind with many of the major items already updated. Homes with this combination of condition, location, lifestyle, and value do not come along often. Schedule your private showing today and see why this may be one of the best opportunities currently available in Windermere. For more information or to schedule a private tour, contact: Mahmoud Mango, Realtor® The Mango Group
Listing is courtesy of: DALTON WADE INC
LAKE BUTLER ESTATES - O6415614 - 11809 LAKE BUTLER BLVD, WINDERMERE, FL 34786 2 Days on yellowkey
$4,200,000 | Single Family Home | 4 beds | 5.5 baths | 4 gar
Welcome to 11809 Lake Butler Boulevard, a stunning contemporary estate located in the desirable Lake Butler Estates area of Windermere. Built in 2024 and situated on a 1.05-acre lot, this single-story residence offers 4 bedrooms, 5 full bathrooms, 1 half bathroom, and 4,268 heated square feet with 5,755 total square feet. The home features an elegant open layout, high ceilings, cathedral ceilings, wood and tile flooring, a living room fireplace, built-in features, dry bar, stone counters, solid surface counters, and walk-in closets. The primary bedroom is conveniently located. The kitchen is equipped with premium appliances, including refrigerator, range, microwave, dishwasher, disposal, washer, and dryer. Outdoor living is a highlight, with a private screened pool, spa, covered patio, outdoor kitchen, garden, irrigation system, and fenced grounds. Additional features include central air, private well, septic system, block/concrete/stucco construction, shingle roof, and contemporary architectural design. Ideally located in Windermere with access to top-rated schools including Windermere Elementary, Gotha Middle, and Olympia High. A rare opportunity to own a newer luxury residence on over one acre in one of Central Florida’s most sought-after areas.
Listing is courtesy of: LEGACY PLUS REALTY
PRESTON SQUARE - S5151342 - 6558 HELMSLEY CIR, WINDERMERE, FL 34786 2 Days on yellowkey
$635,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Immaculately maintained, move in ready, 4 bed, 3 bath family home in the highly sought after Preston Square community, an established Windermere community. The home feels warm and welcoming, but also luxurious with the 10ft ceilings, crown molding and plantation shutters. The kitchen features a dining area and boasts upgraded appliances, granite countertops and 42" cabinets. The primary bedroom is conveniently located on the first floor, a lovely refuge with tray ceiling, large walk in closet with built ins and en suite bathroom. The large upstairs bedroom, bathroom and bonus room would make a great teenager space, in law suite or entertainment area. Roof was replaced in 2022 and to save on high power bills, a complete, FULLY PAID, solar system installed in 2023!! Other upgrades include new interior paint and light fixtures in 2025, exterior painted in 2019 and a water purification system. For easy maintenance, the sod in the back yard has been replace with turf, is fully fenced and has a spacious screened patio - a serene, private place to relax with your favorite coffee or cocktail! Located in a top-rated school district and zoned for Windermere High School, this home combines luxury, convenience, and peace of mind in one of Central Florida’s most desirable communities. square has a charming atmosphere and features its own community pool, park, playground and sport court, all located just minutes from shopping, dining, and theme parks. A short drive to historic Windermere Town with its weekly farmers market, monthly food carts, historic town hall and old school house. Don't miss the opportunity to live the Florida lifestyle in this gorgeous home located within a great school district!
Listing is courtesy of: WATSON REALTY CORP.
KEENES POINTE - S5151608 - 6288 BLAKEFORD DR, WINDERMERE, FL 34786 3 Days on yellowkey
$2,550,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar
Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offers five bedrooms, four full bathrooms, and three half bathrooms, combining exceptional golf-front living with breathtaking views of the golf course, pool, and surrounding landscape. A grand foyer welcomes guests with a soaring 22-foot ceiling, while oversized tile flooring extends throughout the first floor. Expansive windows fill the home with natural light while creating a seamless connection to the outdoor living spaces. The well-designed floor plan features a dedicated office with a coffered ceiling, spacious living and dining areas, and a beautifully appointed kitchen with beautiful cabinetry, granite countertops, a professional-grade gas range, center island, and abundant storage. Just off the kitchen and family room is a spectacular custom entertainment bar featuring extensive cabinetry, generous serving space, and four under-counter refrigerators, creating the ultimate setting for entertaining. The first-floor primary suite serves as a private retreat with direct access to the lanai and pool area. The updated spa-inspired bath features designer cabinetry, quartz countertops, a freestanding soaking tub, oversized walk-in shower, premium fixtures, and elegant floor-to-ceiling tilework. Completing the owner's retreat are two spacious walk-in closets, including a large walk-in closet directly off the bedroom and an additional oversized walk-in closet conveniently located off the bathroom, providing exceptional storage and organization. The secondary bedroom layout offers both comfort and privacy for family and guests. Two bedrooms feature en-suite bathrooms, while two additional bedrooms are connected by a Jack-and-Jill bathroom. The expansive second-floor bonus room serves as a versatile gathering space, ideal as a media room, game room, lounge, or secondary family room. A dramatic vaulted tongue-and-groove wood ceiling creates architectural interest and warmth, while large windows and French doors fill the space with natural light and provide direct access to the covered second-floor terrace overlooking the pool and golf course. A conveniently located half bath serves the bonus room and outdoor terrace, making the space perfectly suited for entertaining family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers an abundance of covered outdoor living space. The resort-style outdoor area features a covered lanai, summer kitchen, pool, spa, dedicated pool bath, and multiple gathering spaces thoughtfully positioned to capture views of the Golden Bear Club's signature finishing hole. An expansive covered second-floor terrace with a tongue-and-groove wood ceiling is accessible from multiple bedrooms as well as the bonus room, providing stunning views of the pool and golf course. A spiral staircase leads to a private third-story observation deck featuring a wet bar and panoramic views across the fairways and surrounding treetops, creating the perfect setting for entertaining, enjoying evening sunsets, or watching play unfold along the Golden Bear Club's signature finishing hole.
Listing is courtesy of: NECTAR REAL ESTATE
CASABELLA - O6413509 - 4071 ISABELLA CIR, WINDERMERE, FL 34786 3 Days on yellowkey
$3,290,000 | Single Family Home | 5 beds | 7.5 baths | 4 gar
Embraced on nearly an acre within the gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring ceilings, a dramatic curved staircase, expansive windows, and marble-look porcelain floors set the tone for elevated living. The chef’s kitchen is beautifully appointed with Jenn-Air professional appliances, rich granite countertops, custom cabinetry, and a generous center island, all flowing seamlessly into the impressive two-story family room and sunlit breakfast area. The first-floor owner’s retreat offers a private sitting area, dual walk-in closets, exercise or dressing room space, and a luxurious spa bath. A two-story study with loft library, media room, loft, learning center, guest suite, and spacious secondary bedrooms provide exceptional flexibility for modern living. Outdoor living is elevated with a spectacular screened lanai, decorative infinity-edge spa, custom pool with in-water bar seating, summer kitchen, sunken fire pit lounge, pergola sun deck, fruit trees, and expansive gathering spaces designed for year-round entertaining. Additional upgrades include an oversized 4-car garage, natural gas, tankless water heater, whole-house water treatment, tempered glass windows, and elegant trim and moldings throughout. Ideally located in the heart of Windermere near top-rated schools, golf, dining, and world-class attractions, this exceptional estate offers luxury living at its finest.
Listing is courtesy of: CORCORAN PREMIER REALTY
WEST POINT COMMONS - O6413986 - 13914 FLORIGOLD DR, WINDERMERE, FL 34786 4 Days on yellowkey
$695,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to Eden Isle, a gated lake-access community in the heart of Windermere. Situated on an oversized homesite, this move-in ready 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of comfortable living space and valuable recent updates. Enjoy Florida living year-round with your private screened pool and spacious backyard, providing the perfect setting for relaxing, entertaining, or enjoying time with family and friends. Inside, you'll find a well-maintained home featuring a brand-new roof installed in April 2026, fresh interior and exterior paint, a well-maintained HVAC system, whole-home water softener, and air purification system. Residents of Eden Isle enjoy exclusive access to a private boat ramp, lake access, water access, and community playground. Located just minutes from top-rated schools, shopping, dining, theme parks, and major roadways, this exceptional property offers the perfect combination of comfort, convenience, and the sought-after Windermere lifestyle.
Listing is courtesy of: KELLER WILLIAMS CLASSIC
WINDERMERE TERRACE - S5151263 - 13324 LONGACRE DR, WINDERMERE, FL 34786 4 Days on yellowkey
$510,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained and exceptionally spacious one-story home located in the highly desirable Windermere Terrace community in the heart of Windermere. Offering 3 bedrooms, 2 bathrooms, plus a large dedicated office/flex room, this home provides the perfect blend of comfort, functionality, and style for today's lifestyle. From the moment you enter, you'll appreciate the open and inviting floor plan designed for both everyday living and entertaining. The spacious living and dining areas are filled with natural light, creating a warm and welcoming atmosphere throughout the home. The well-appointed kitchen features 42-inch cabinetry, granite countertops, stainless steel appliances, ample counter space, and abundant storage, making it a dream for both home chefs and entertainers alike. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for family members or guests, while the large office can easily be used as a home office, media room, playroom, or even a potential fourth bedroom. One of the standout features of this home is the oversized laundry room, complete with a convenient utility sink and additional storage space rarely found in similar homes. Step outside and enjoy the Florida lifestyle with outdoor living space perfect for relaxing, grilling, or spending quality time with family and friends. Residents of Windermere Terrace enjoy access to outstanding community amenities, including a resort-style swimming pool with cabana, playground, walking paths, and beautifully maintained common areas. The location is second to none—just minutes from shopping, dining, entertainment, and everyday conveniences. You'll love being approximately 10 minutes from Walt Disney World Resort, with easy access to major highways including SR-429, SR-408, CR-535, and Florida's Turnpike, making commuting throughout Central Florida simple and convenient. Families will appreciate the proximity to highly rated schools and the convenience of nearby shopping destinations, restaurants, golf courses, and recreational opportunities. With its desirable Windermere address, spacious one-story layout, flexible office space, excellent community amenities, and motivated seller offering potential closing cost assistance, this home represents an incredible value in today's market. Opportunities like this are becoming increasingly rare in Windermere. Don't miss your chance to make this beautiful home yours. Click the virtual tour button for a complete walkthrough and schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC
WINDERMERE TOWN - O6414200 - 412 FOREST ST, WINDERMERE, FL 34786 5 Days on yellowkey
$840,000 | Single Family Home | 5 beds | 2.5 baths | 2 gar
Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.
Listing is courtesy of: UPSIDE REAL ESTATE INC
BUTLER BAY - O6415043 - 2128 LAKE CRESCENT CT, WINDERMERE, FL 34786 5 Days on yellowkey FORECLOSURE
$832,000 | Single Family Home | 4 beds | 2.0 baths | 3 gar
Auction Property. 4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.
Listing is courtesy of: REALHOME SERVICE & SOLUTIONS INC
SUMMERPORT TRL - O6414239 - 13786 SUMMER HARBOR CT, WINDERMERE, FL 34786 5 Days on yellowkey
$625,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a thoughtfully designed, open-concept layout with tile flooring throughout the main living areas. The spacious kitchen is a true centerpiece, complete with granite countertops, 42-inch wood cabinetry, a breakfast bar, pantry, full appliance package, and abundant prep space—seamlessly flowing into the dining area and expansive great room, ideal for entertaining. The main level also includes a convenient half bath and rear access to a two-car garage, privately situated along a well-lit alleyway, preserving the neighborhood’s charming streetscape while offering secure and accessible parking. Upstairs accommodate the privacy of your four bedrooms with generously sized bedrooms including the primary suite featuring dual walk-in closets and a spa-like en-suite bath with dual vanities. A versatile loft provides the perfect setting for a media room or additional living space, while the upstairs laundry room adds everyday convenience. Residents of Summerport Trail enjoy easy access to a scenic, waterfront amenity center featuring a resort-style pool, fitness center, community gathering spaces plus a few short walking distance to your local grocery stores, restaurants and other amenities. Ideally located in a top-rated school district and just minutes from Disney, major highways (I-4 and 429), and additional shopping, dining options, healthcare, and entertainment. Perfect blend of comfort, convenience, and lifestyle. **More Pictures Coming Soon
Listing is courtesy of: DEBORAH E GARSON PA
WINDERMERE TRLS PH 3B - O6413196 - 8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786 5 Days on yellowkey
$1,150,000 | Single Family Home | 5 beds | 4.0 baths | 2 gar
FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC
WEATHERSTONE ON LAKE OLIVIA - O6414766 - 9656 WEATHERSTONE CT, WINDERMERE, FL 34786 5 Days on yellowkey
$2,999,990 | Single Family Home | 6 beds | 7.0 baths | 3 gar
Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.
Listing is courtesy of: THE AGENCY FL
ENCLAVE - O6414500 - 11768 HAMPSTEAD ST, WINDERMERE, FL 34786 7 Days on yellowkey
$1,318,000 | Single Family Home | 6 beds | 4.0 baths | 2 gar
One or more photo(s) has been virtually staged. Nestled within the prestigious Enclave at Windermere, this stunning Mediterranean-style residence delivers the Florida luxury lifestyle in every detail — from the moment you step through the rustic wooden front door. Soaring 10-foot ceilings and large-format 24x24 white and grey-veined porcelain tile set the tone for the main level. To the right, French panel doors open to a private home office. To the left, a formal dining room anchored by a grand crystal chandelier flows seamlessly into a butler's pantry outfitted with 42" espresso cabinetry, white granite countertops, and a generous walk-in pantry. The gourmet kitchen is designed for those who take both cooking and entertaining seriously — featuring stainless steel Whirlpool appliances including double ovens, a glass cooktop with a vented stainless hood, built-in microwave, and a Samsung French door refrigerator. Espresso cabinetry is beautifully contrasted by dark grey subway tile and white granite counters, while the oversized island with dual under-counter sinks and a modern Moen faucet doubles as an additional gathering space. The open-concept layout connects the kitchen and breakfast area to the great room, where natural light pours in through double-paned windows, sliding glass doors, and two sets of French doors — all leading to an expansive paver pool deck, ideal for entertaining. A custom accent wall adds warmth to the living area, which also provides access to two carpeted bedrooms and a full bath on the main floor. Thoughtful storage is tucked beneath the staircase, and the two-car garage — complete with epoxy flooring and a laundry sink — opens to a practical mudroom with ample upper and lower cabinetry. Upstairs, a generous loft area creates a natural transition to the private quarters. The primary suite features a tray ceiling and a spa-inspired bath with dual vanities, white granite counters, espresso cabinetry, porcelain tile flooring, a garden soaking tub, and a large walk-in tiled shower. The walk-in closet has been fully customized with a California Closet system. A third bedroom offers en suite privacy with its own walk-in shower. Bedrooms four and five share a well-appointed hallway bath with dual sinks and a tub/shower combination. The upstairs laundry room is equally refined — front-loading washer and dryer on pedestals, a secondary sink, and tile backsplash. Outside, the fully fenced paver deck with a large covered lanai and a modern pool creates the perfect backdrop for Florida living. This is not just a home. It is a lifestyle!
Listing is courtesy of: COMPASS FLORIDA, LLC
WAUSEON RIDGE - O6414373 - 11155 LAKE BUTLER BLVD, WINDERMERE, FL 34786 8 Days on yellowkey
$850,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Rare Opporunity to own a property in Windermere that is in Move In Condition anywhere near this price * 3 Bedroom 2 Bath Open Concept with a remodeled Kitchen and Baths * Large Lot * County Water * Natural Gas * Lake Butler Blvd is the Perfect Road for Exercise & Enjoying the Outdoors * This Home Includes A Gated Private Park & Boat Ramp with a Fishing Pier & Wood Dock to tie up your Boat or Jet Ski * Walk to Windermere Elementary * Downtown Windermere has Friday Farmer's Market and Monthly Food Trucks * Convenient Location with a 10 Minute Drive to All your Shopping, Restaurants, Banking and Professional needs
Listing is courtesy of: VINTAGE REALTY GROUP LLC
LAKE DOWN WOODS - O6413750 - 2014 DOWN WOODS LN, WINDERMERE, FL 34786 8 Days on yellowkey
$1,390,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Under contract-accepting backup offers. Stunning Fully Renovated Lake-Access Estate on a Private 1-Acre Cul-de-Sac Lot Welcome to this exceptional 3,444-square-foot residence, perfectly situated on a private, wooded 1-acre lot at the end of a quiet cul-de-sac in the highly sought-after Windermere Downs community. Thoughtfully renovated from top to bottom, this 4-bedroom, 3.5-bathroom home with a spacious bonus room seamlessly blends timeless elegance with modern luxury. A classic wraparound porch creates an inviting first impression and offers the perfect place to relax while enjoying the serene natural surroundings. Inside, you'll find expansive living spaces designed for both everyday comfort and effortless entertaining, highlighted by premium finishes, custom upgrades, and a chef-inspired kitchen featuring Thermador appliances. Step outside to your own private backyard retreat, where a sparkling saltwater pool, putting green, and generous outdoor living areas create the ultimate setting for relaxation and entertaining. Surrounded by mature trees, the property offers exceptional privacy and a true estate-like feel. As a resident of Windermere Downs, you'll enjoy access to an impressive array of community amenities, including a private boat ramp and dock on the Butler Chain of Lakes, tennis and pickleball courts, a playground, community park, and scenic tree-lined streets. Combining luxury, privacy, and lake-access living, this remarkable home offers a rare opportunity to experience the very best of the Windermere lifestyle.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC
ISLEWORTH - O6414325 - 5073 LATROBE DR, WINDERMERE, FL 34786 8 Days on yellowkey
$2,999,000 | Single Family Home | 4 beds | 5.0 baths | 3 gar
Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.
Listing is courtesy of: ISLEWORTH REALTY LLC
ENCLAVE/BERKSHIRE PARK B G H I - O6414025 - 7242 LONDALE BLVD, WINDERMERE, FL 34786 9 Days on yellowkey
$749,900 | Single Family Home | 4 beds | 3.5 baths | 3 gar
Welcome to this stunning former model home located in highly desirable Windermere! From the moment you step inside you will be greeted by it's open space layout for living and dining rooms with meticulous attention to detail featuring crown molding, wrought iron staircase and custom built-in entertainment center in family room. The gourmet kitchen has plenty of counter space for the pickiest of Chefs and overlooks an overly large family room for those cozy dinner and a movie nights! To complete the kitchen, you will find a Butler's Pantry with discreet under the stair storage and sliding glass doors leading to your outdoor oasis! Here, you will find a screen enclosed, freshly resurfaced pool for enjoying the Florida Sun! The pool area has an expansive deck for grilling and entertaining guests. Back inside, on the second floor, you can retreat to your bedroom with built in beverage/coffee station and his and her walk in closets. The en-suite bathroom features dual vanities, garden tub with separate shower. Three more bedrooms, two baths, laundry room and a Tech Center complete the upstairs of this amazing home! Enclave at Berkshire Park is conveniently located near theme parks, shopping and restaurants and offers walking trails, community pool with cabana, tennis courts and basketball court.
Listing is courtesy of: TAYLOR REAL ESTATE SVC OF C FL
MARINA BAY ESTATES - O6413965 - 11035 SCHOONER WAY, WINDERMERE, FL 34786 9 Days on yellowkey
$1,500,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility. Located within the sought-after Marina Bay community, the home features a warm and inviting atmosphere, a spacious floor plan designed for everyday living and entertaining, and an oversized lot that provides plenty of room to enjoy the Florida lifestyle. Step outside to your private pool oasis, ideal for relaxing or gathering with family and friends, all while enjoying the peaceful surroundings of one of Central Florida’s most desirable communities.
WINDERMERE TOWN - O6411906 - 728 FOREST ST, WINDERMERE, FL 34786 9 Days on yellowkey
$10,200,000 | Single Family Home | 6 beds | 8.5 baths | 3 gar
An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water views, spectacular sunrises, and unforgettable sunsets from nearly every major living space. Encompassing 6,457 square feet of heated living area, the home seamlessly integrates architecture and landscape through expansive walls of glass, soaring ceilings, refined finishes, and an abundance of natural light. Every space was carefully oriented to maximize the connection between the interior and the surrounding waterfront setting. The designer chef’s kitchen showcases premium Sub-Zero and Wolf appliances, custom European cabinetry, an oversized waterfall island, Italian marble accents, and contemporary finishes, making it both a stunning focal point and an ideal space for entertaining. Designed for flexibility and comfort, the residence features six private bedroom suites, including two luxurious primary suites—one conveniently located on the main level and another on the second floor. Both primary retreats offer spa-inspired bathrooms with elevated finishes, expansive custom closets, premium TOTO fixtures, and living spaces that blend comfort and sophistication. The home also includes eight full bathrooms, one half bath, a dedicated wine room with elegant Italian marble detailing, wide-plank engineered hardwood flooring throughout, designer lighting, dual laundry rooms, a natural gas fireplace, and fully integrated Control4 smart home automation. Control4 home automation allows seamless control of lighting, audio, security cameras, pool equipment, and HVAC systems, creating a connected living experience. Outdoor living is equally impressive, featuring expansive covered lanais, a summer kitchen, saltwater pool and spa, and a private two-level covered dock equipped with water, electricity, and a boat lift. Designed for the ultimate waterfront lifestyle, the dock accommodates a 25-foot boat and two jet skis while providing direct access to the Butler Chain of Lakes, one of Central Florida’s most sought-after boating destinations. Constructed with exceptional attention to detail, the residence features concrete block construction on the main level, metal-frame construction on the second floor, DensGlass exterior sheathing for enhanced durability and weather resistance, energy-efficient TPO roofing, advanced spray foam insulation, four Daikin variable-speed HVAC systems with a combined 20-ton capacity, and natural gas tankless water heaters with recirculation technology. The garage is also equipped with dual 220V outlets for future EV charging capability. Located within the historic Town of Windermere, residents enjoy a unique golf-cart-friendly lifestyle with access to community parks, tennis courts, playgrounds, private lake amenities, and charming tree-lined streets, and the added benefit of no HOA, all while being just minutes from Orlando’s finest dining, shopping, world-class golf, and top-rated private schools. A rare offering on Lake Butler, where architectural excellence, luxury finishes, advanced technology, and one of Central Florida’s most coveted waterfront settings come together to create an exceptional living experience.
Listing is courtesy of: S2J REALTY, LLC
WINDERMERE CLUB - O6413242 - 2503 BUTLER BAY DR N, WINDERMERE, FL 34786 10 Days on yellowkey
$1,799,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP