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LAKES/WINDERMERE-PEACHTREE - O6416099 - 8662 ABBOTSBURY DR, WINDERMERE, FL 34786 Just Added on 06/12/2026 11:06AM
$525,000 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
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.
This listing is courtesy of: RE/MAX PRIME PROPERTIES
WICKHAM PARK 04 05 06 09 10 11 12 01 - G5113619 - 12981 BORLAND ST, WINDERMERE, FL 34786 Just Added on 06/12/2026 7:57AM
$364,900 | Townhouse 2 bedrooms, 2.5 bathroom, 2 car garage
Skip the stress of renovations and step into a lifestyle of ease with this impeccably updated Windermere retreat where every major detail has been handled for you! Roof (2024), A/C (2023), Hot Water Heater (2024), this home offers the rare peace of mind that comes with a truly turnkey property. This home’s interior is bathed in natural light, showcasing beautiful luxury vinyl and ceramic tile floors that flow seamlessly through the main level’s open living and dining areas. The kitchen is a bright and airy hub, featuring a large picture window, pantry storage, quality stainless appliances, and a cozy casual dining space. Stylish, brand new carpet up the stairs to and the 2nd Floor was recently added. Upstairs, the dual primary layout provides ultimate privacy with two spacious bedrooms, each featuring its own dedicated en-suite bath, one of which is completely remodeled (2025) The primary suite serves as a quiet sanctuary at the back of the home with a walk-in closet, while the second en-suite bedroom at the front is perfect for guests, roommates, or a professional home office. The laundry is conveniently located on the second floor for maximum efficiency. Let's step outside to the outdoor space, a true highlight, transformed into a private, low-maintenance paradise in 2025 with a newly rescreened lanai, paver patio, lush artificial turf, and vinyl privacy fencing. Quite the the perfect spot for weekend relaxation or letting pets play without the hassle of any yard work! Ease of life living in Wickham Park means enjoying community trails, parks, and a dedicated dog park, all within a zone for A rated schools. Easy access to SR 429, I-4, and Winter Garden Vineland Road, your commute is as simple as your lifestyle. This IS the effortless, move in ready home you’ve been waiting for, schedule your private tour!
This listing is courtesy of: GARRISON REALTY GROUP LLC
LAKES/WINDERMERE PH 02A - O6416272 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 1 Day on yellowkey
$628,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
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!
This 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 bedrooms, 8.5 bathroom, 4 car garage
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.
This 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 bedrooms, 2.5 bathroom, 2 car garage
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
This listing is courtesy of: DALTON WADE INC
LAKES/WINDERMERE-LK REAMS TWNH - O6415522 - 8821 DANFORTH DR, WINDERMERE, FL 34786 1 Day on yellowkey
$355,000 | Townhouse 2 bedrooms, 2.5 bathroom, 2 car garage
Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes two spacious primary suites, each with its own private bath featuring both a tub and shower; a valuable upgrade that adds flexibility and luxury. The main level offers an inviting living and dining area, a convenient half bath for guests, and a renovated kitchen with all appliances included! Step outside to enjoy the extended patio and private fenced courtyard, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. A 2-car rear-entry garage provides ample parking and storage. Perfectly positioned just steps from the community pool, this home offers easy access to one of the neighborhood's most enjoyable amenities. You'll enjoy easy access to shopping, dining, major roadways, Disney, and all that the Windermere area has to offer.
This listing is courtesy of: KELLER WILLIAMS ADVANTAGE III
LAKE BUTLER ESTATES - O6415614 - 11809 LAKE BUTLER BLVD, WINDERMERE, FL 34786 1 Day on yellowkey
$4,200,000 | Single Family Home 4 bedrooms, 5.5 bathroom, 4 car garage
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.
This listing is courtesy of: LEGACY PLUS REALTY
PRESTON SQUARE - S5151342 - 6558 HELMSLEY CIR, WINDERMERE, FL 34786 1 Day on yellowkey
$635,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
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!
This 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 bedrooms, 5.5 bathroom, 3 car garage
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.
This listing is courtesy of: NECTAR REAL ESTATE
VINEYARDS/HORIZONS WEST PH 2B - O6413535 - 13743 CALERA ALY, WINDERMERE, FL 34786 3 Days on yellowkey
$445,500 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Nestled in the highly desirable Vineyards of Horizons West, this IMMACULATELY MAINTAINED 3-bedroom, 2.5-bath townhome offers nearly 2,000 SQUARE FEET of stylish living space in one of Windermere's most sought-after locations. Surrounded by beautiful landscaping and overlooking a PEACEFUL GARDEN VIEW, this residence combines modern finishes, LOW-MAINTENANCE LIVING, and exceptional convenience. Inside, you'll find an OPEN-CONCEPT FLOOR PLAN designed for both comfortable everyday living and effortless entertaining. LUXURY VINYL PLANK FLOORING flows throughout the main living areas, while the spacious Living Room, Dining area, and Kitchen seamlessly connect to create a bright and inviting atmosphere. The BEAUTIFULLY APPOINTED KITCHEN presents granite countertops, mostly new stainless steel appliances, subway tile backsplash, a closet pantry, abundant cabinetry, and a large center island with BREAKFAST BAR SEATING that serves as the heart of the home. Sliding glass doors from the Living area open to a COVERED REAR PATIO, providing the perfect spot to enjoy your morning coffee or unwind at the end of the day. A convenient half Bath and Laundry Room complete the first floor, with the WASHER AND DRYER INCLUDED for added convenience. Upstairs, the spacious Primary Suite offers a relaxing retreat with a walk-in closet and a STYLISH EN SUITE BATH featuring dual sinks, a garden tub, and a separate step-in shower. Two additional generously-sized Bedrooms and SECOND FULL BATH provide flexibility for family, guests, a home office, or hobby space. Residents of Vineyards of Horizons West enjoy a LOW-MAINTENANCE LIFESTYLE with HOA amenities that include a SPARKLING COMMUNITY POOL, playground, exterior building maintenance including roof and exterior paint, as well as grounds and pool maintenance. Located within the highly acclaimed Horizons West area, this home is zoned for TOP-RATED SCHOOLS and is just minutes from shopping, dining, and entertainment. Nearby attractions include HAMLIN TOWN CENTER, offering restaurants, boutiques, entertainment, and waterfront events, as well as ORANGE COUNTY NATIONAL GOLF CENTER for golf enthusiasts. Residents also enjoy EASY ACCESS to Walt Disney World Resort, scenic lakes, walking trails, and major roadways including SR 429 and Florida's Turnpike for convenient travel throughout Central Florida. Combining modern style, exceptional upkeep, top schools, and an UNBEATABLE LOCATION, this beautiful townhome presents an OUTSTANDING OPPORTUNITY to enjoy the very best of the Windermere lifestyle. Now is the time—don't miss your chance to call this Home!
This listing is courtesy of: WEMERT GROUP REALTY LLC
CASABELLA - O6413509 - 4071 ISABELLA CIR, WINDERMERE, FL 34786 3 Days on yellowkey
$3,290,000 | Single Family Home 5 bedrooms, 7.5 bathroom, 4 car garage
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.
This 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 bedrooms, 2.0 bathroom, 2 car garage
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.
This 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 bedrooms, 2.0 bathroom, 2 car garage
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!
This 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 bedrooms, 2.5 bathroom, 2 car garage
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.
This 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 bedrooms, 2.0 bathroom, 3 car garage
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.
This 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 bedrooms, 2.5 bathroom, 2 car garage
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
This 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 bedrooms, 4.0 bathroom, 2 car garage
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.
This 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 bedrooms, 7.0 bathroom, 3 car garage
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.
This 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 bedrooms, 4.0 bathroom, 2 car garage
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!
This 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 bedrooms, 2.0 bathroom, 2 car garage
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
This 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 bedrooms, 3.5 bathroom, 2 car garage
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.
This 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 bedrooms, 5.0 bathroom, 3 car garage
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.
This listing is courtesy of: ISLEWORTH REALTY LLC
LAKE BURDEN SOUTH PH I - S5150741 - 7435 RIPPLEPOINTE WAY, WINDERMERE, FL 34786 8 Days on yellowkey
$425,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Welcome home to Lake Burden, one of Windermere's most peaceful and welcoming neighborhoods. This beautifully maintained 3-bedroom, 2.5-bath townhouse — built in 2013 — is move-in ready, waiting for you with the BEST PRICE in the area! Start your mornings on the charming front porch, where you can sip your coffee and watch the neighborhood come to life. Inside, the main floor covered with beautiful laid tiles features an open and airy layout. Cozy living room complete with built-in surround sound flows naturally into the heart of the home — the kitchen. You'll love the oversized island with quartz countertops, tall 42" espresso cabinetry, walk-in pantry and brand-new stainless steel appliances. A sunny dining room rounds out this inviting space, perfect for everyday meals or weekend brunches. A convenient powder room is also located downstairs for you and your visitors. Head upstairs to find the spacious primary bedroom, accentuated with tray ceiling, complete with walk-in closets and a private bath that includes a relaxing garden tub - perfect for unwinding after a long day. A dedicated laundry room is also conveniently located on the second floor. Two additional guest bedrooms are comfortable and share a well-appointed full bathroom. The two-car garage is detached, tucked at the rear, giving the front of the home clean curb appeal. With coated surface and a large driveway, it is connected to the home through a private courtyard with brick pavers — a lovely little outdoor space that's all yours. One of the best perks of life in Lake Burden? The HOA takes care of the outside — from the roof down to the neatly trimmed lawn — so you can spend your time enjoying the community pool and clubhouse instead. Tile roof just replaced at the end of 2025 along with fresh coat of exterior paint. Ground maintenance upkeep the neighborhood beautifully. Many other amenities also offered here, from clubhouse and beautiful community pool, children playground, even tennis courts. Take a walk around the neighborhood, especially along the lakeside path, and you'll discover a quiet, nature-filled setting where wild birds and local wildlife are regular visitors. Nightly fireworks display from Disney theme parks are also visible from this water's edge. Zoned for top-rated A schools at every level, this home truly has it all — great location with plenty of conveniences nearby, low maintenance, and a neighborhood that feels like home from day one. This is Florida living at its finest.
This listing is courtesy of: LPT 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 bedrooms, 3.5 bathroom, 3 car garage
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.
This 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 bedrooms, 3.0 bathroom, 2 car garage
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 bedrooms, 8.5 bathroom, 3 car garage
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.
This 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 bedrooms, 3.0 bathroom, 2 car garage
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.
This listing is courtesy of: THE SIMON SIMAAN GROUP
SUMMERPORT PH 05 - O6410820 - 4718 BLUE MAJOR DR, WINDERMERE, FL 34786 10 Days on yellowkey
$520,000 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
Under contract-accepting backup offers. Welcome to 4718 Blue Major Dr, a beautifully maintained 3-bedroom, 2-bathroom home offering 1,911 square feet of comfortable living space in the highly sought-after Windermere area. This move-in ready home features fresh interior paint, a newer A/C system that is only 2 years old, brand-new grass, and an updated sprinkler system that helps keep the landscaping lush and vibrant year-round. Inside, you’ll find a spacious and functional open floor plan perfect for both everyday living and entertaining. The home offers generous living spaces, abundant natural light, and a layout designed for comfort and convenience. Located in the highly desirable Summerport community, residents enjoy resort-style amenities including a clubhouse, community pool, tennis courts, basketball courts, volleyball courts, parks, playgrounds, walking trails, and scenic green spaces that create an active Florida lifestyle. Conveniently located near Winter Garden Village, Hamlin Town Center, Disney attractions, shopping, dining, and major highways, this location offers the perfect combination of convenience and community living. Families will appreciate being zoned for highly rated schools including Keene's Crossing Elementary, Bridgewater Middle School, and Windermere High School. Whether you’re looking for your primary residence or a fantastic investment opportunity, this home offers exceptional value in one of Central Florida’s most sought-after communities.
KELSO ON LAKE BUTLER - O6411407 - 5624 W LAKE BUTLER RD, WINDERMERE, FL 34786 10 Days on yellowkey
$2,550,000 | Single Family Home 4 bedrooms, 3.5 bathroom, 2 car garage
Opportunities like this in Windermere rarely reach the open market and are often treasured for generations.Welcome to an extraordinary lakefront estate in the highly coveted community of Kelso on Lake Butler, where timeless architecture, unmatched privacy and the ultimate Florida lifestyle come together on over 2 pristine acres along the shores of private Lake Davis. This sprawling custom one-story estate offers almost 4000 square feet of thoughtfully designed living space with breathtaking sunset views, a private sandy shoreline,private boat ramp and covered boat dock on Lake Davis. Residents of Kelso on Lake Butler also enjoy exclusive access to a private community boat ramp, fishing pier and park on the world-renowned Butler Chain of Lakes,connecting you to 13 interconnected ski lakes and more than 5,000 acres of recreational paradise just moments from your front door. From the moment you arrive, the heavily landscaped grounds,massive brick paver driveway,lush tropical landscaping & mature oak trees create a commanding first impression.Oversized double entry doors open to soaring 14-foot ceilings and an incredible open-concept living space designed for both grand entertaining and everyday comfort.The impressive great room (34x25) is anchored by a dramatic wall of custom built-ins, stunning stonework and an electric fireplace that creates an incredible focal point. The chef’s kitchen is equally spectacular,featuring an oversized gathering island,separate Sub-Zero refrigerator and freezer,custom cabinetry and a showstopping Wolf freestanding range,vented hood and pot filler.This space was designed to bring people together and will quickly become the centerpiece of every gathering. The owner’s retreat is a true private sanctuary , massive custom walk-in closet with additional full sized W & D, massive spa and secluded outdoor shower. On the opposite side of the home, a bonus/flex room leads to an additional ensuite bedroom and two oversized secondary bedrooms connected by a Jack and Jill bath provide exceptional privacy and flexibility for family and guests. A secondary garage exit also allows this area to easily be converted into an in law suite. One of the home’s most captivating features is the massive pocketing glass wall that completely opens the interior to the enormous covered & screened lanai, creating a seamless indoor-outdoor living experience. Tongue & groove ceilings,a summer kitchen and panoramic lake views transform this space into the ultimate entertaining destination.Every evening feels special as you enjoy postcard-worthy sunsets over Lake Davis from the comfort of your own backyard. Additional highlights include a climate-controlled garage,irrigation sourced directly from the lake for reduced waterbill &a durable metal roof designed for decades of drama free ownership. Kelso on Lake Butler is one of Windermere’s most sought-after luxury lakefront communities,known for its canopy oak-lined streets,estate homes and unmatched access to the Butler Chain of Lakes.Tucked away in one of Windermere’s best-kept secrets,yet only minutes from top-rated schools, dining, shopping and major attractions,this location perfectly balances tranquility and convenience. This is more than a home,it is a rare legacy property and a true unicorn opportunity in the Windermere luxury real estate market. Opportunities like this are few and far between.Do not miss your chance to own one of Central Florida’s most special lakefront estates.
LAKE SAWYER SOUTH PH 5 - O6412588 - 12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786 11 Days on yellowkey
$675,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
MOVE-IN READY and thoughtfully refreshed, this beautifully maintained Windermere home offers the perfect blend of comfort, functionality, and location in the highly sought-after Lake Sawyer community. Recent updates including NEW INTERIOR PAINT, NEW CARPET, NEW LIGHT FIXTURES, NEW CEILING FANS, UPDATED BATHROOM MIRRORS, a stylish KITCHEN BACKSPLASH, and an EPOXY GARAGE FLOOR create a welcoming atmosphere from the moment you arrive. As you approach the home, you'll appreciate the attractive curb appeal, covered front entry, and mature landscaping. Step inside and you're greeted by a bright, open layout enhanced by elegant archways, abundant natural light, and durable tile flooring throughout the main living areas. The thoughtful floor plan creates a seamless flow between the living room, dining area, and kitchen, making everyday living and entertaining feel effortless. At the heart of the home, the kitchen offers granite countertops, rich wood cabinetry, stainless steel appliances, a spacious center island, and a newly installed backsplash that adds a fresh, modern touch. Whether preparing meals, gathering with family, or hosting guests, this space is designed to keep everyone connected. The spacious living area overlooks the backyard and provides a comfortable setting for relaxing or entertaining. Just beyond, sliding glass doors lead to the covered lanai where you can enjoy morning coffee, outdoor dining, or quiet evenings overlooking the FENCED YARD. The private primary suite is tucked away from the secondary bedrooms, creating a peaceful retreat at the end of the day. This spacious owner's suite features a walk-in closet and an ensuite bath complete with dual vanities and a glass-enclosed shower. The split-bedroom layout provides privacy for family members and guests alike. Three additional bedrooms provide flexibility for growing households, guests, remote work, hobbies, or multigenerational living. One room is currently utilized as a prayer room and can easily serve as a home office, study, fitness space, or creative flex room. The secondary bathrooms have been refreshed with new mirrors, contributing to the home's updated appearance. Additional highlights include an interior laundry room, ample storage throughout, a two-car garage featuring a professionally finished epoxy floor, irrigation system, and numerous cosmetic improvements that allow the next owner to move in and immediately begin enjoying the home. Located in the desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and sidewalks. The home is zoned for highly rated Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Conveniently situated near Horizon West, Hamlin Town Center, shopping, dining, major roadways, and many of Central Florida's most popular attractions, this location offers easy access to Disney, Disney Springs, and the greater Orlando area. Whether you're searching for Orlando homes for sale, a Central Florida real estate opportunity, or an Orlando relocation home in one of Windermere's most desirable communities, this property offers exceptional value and convenience.
N/A - O6411343 - 9508 WINDY RIDGE RD, WINDERMERE, FL 34786 11 Days on yellowkey
$30,000,000 | Single Family Home 7 bedrooms, 13.0 bathroom, 12 car garage
Showcasing Central Florida’s most iconic lakefront estate: an 18-acre compound with 614 feet of pristine frontage on Lake Down on The Butler Chain of Lakes. The Windy Ridge Estate is comprised of multiple buildings spanning 51,000 square feet of space including an expansive 20,333 square-foot Georgian-style Plantation mansion that is a showplace residence with generous luxurious spaces, classic elegance, and the ultimate in security and serenity. The walled entry opens to a grand foyer with a floating mahogany staircase, marble floors, paneled walls, and Murano chandeliers. An art gallery leads to a spacious living room featuring rich mahogany millwork and expansive lake vistas. Gourmet kitchen: salamander, dual double convection ovens, commercial icemaker, full-size refrigerator, and freezer. The main level includes one of two owners' suites, plus a library-lounge or a possible sixth bedroom. Dual staircases or a Thyssenkrupp elevator provide access to the upper level, which features four-bedroom suites, including the primary retreat. An 85-foot parlor with 20-foot ceilings, built-in bookshelves, and a wet bar provide a dramatic entertaining space. Screened porch captures southern lake views and Disney fireworks. Breezeway connects to a 5,600 SF rustic lodge with a bar, catering kitchen, entertainment hall, and locker facilities. Outdoor amenities: Junior Olympic pool, spa, decorative fountain, architectural lighting, direct lake access. The vast and open water location offers an ideal space for seaplane arrivals and departures. Additional structures include a 4,000 SF paneled garage with 20-foot ceilings, an office, and a guest apartment; a 3,800 SF storage building; three separate garages accommodating motor coach and car collection; and staff quarters with a private courtyard. A rare fusion of Southern grandeur, lakefront serenity, and equestrian potential—without any interference of an HOA. Truly a legacy compound crafted for those who demand the extraordinary.
This listing is courtesy of: STOCKWORTH REALTY GROUP
SAWYER SOUND - O6409382 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 11 Days on yellowkey
$2,100,000 | Single Family Home 5 bedrooms, 4.0 bathroom, 3 car garage
Rare opportunity to be one of the 20 custom homes of Gated Sawyer Sound. Each one a stunning architectural masterpiece after another as you drive thru the enclave community. This stunning one-story custom home will leave you saying "wow" at every turn. Situated on an oversized cul-de-sac lot , this one-of-a-kind residence offers unparalleled curb appeal and fully embraces the Florida lifestyle with thoughtful flowing design in and out, creating the perfect blend of form and function. Pass double entry metal doors to soaring 18-foot ceilings accented by genuine wood beams that create an atmosphere of grandeur and warmth. Expertly laid marble tile flooring gleams throughout, guiding you into the expansive great room anchored by two spa-inspired primary suites on opposite wings for ultimate privacy. The heart of the home features a show-stopping kitchen adorned with hand-selected Cristallo Quartzite countertops featuring integrated uplighting that delivers a dramatic, one-of-a-kind glow. Top-of-the-line Thermador appliances powered by the community's natural gas lines, custom cabinetry, and a massive walk-in pantry—engineered as a FEMA-grade safe room—provide both gourmet functionality and exceptional storage. A dramatic wall of pocketing sliding glass doors seamlessly blends indoor and outdoor living, perfect for effortless entertaining. This opens to a sprawling covered lanai with tongue-and-groove ceilings and a cozy gas fireplace, overlooking a large saltwater heated pool with extensive travertine decking and a cabana-style summer kitchen that remains with the home. The generous lot—one of the largest in this intimate 20-home community—offers ample space for a private backyard oasis despite the impressive pool footprint. Additional premium features include ENTIRE HOME IS A SMART HOME, all lighting, pool,ac, audio and video controlled in the palm of your hand anywhere you are in the world ! A whole-home water filtration system, a Briggs & Stratton whole-home natural gas generator, spray foam insulation, a tile roof, and energy-efficient windows for comfort and efficiency too. The oversized CLIMATE CONTROLLED three-car garage boasts soaring ceilings (ideal for lifts), epoxy flooring, built-in storage cabinets, and an EV charger. Located in a highly sought-after K-12 school district, this property sits directly across from Windermere Preparatory School with Foundation Academy just minutes away. Residents enjoy convenient access to world-class shopping, dining, and entertainment in every direction, plus quick commutes via the 429 expressway and proximity to Disney's front gates. This Architectural Digest-worthy masterpiece was thoughtfully crafted as a personal vacation home by a professional interior designer who spared no detail. Custom silk draperies convey with the sale, and all like-new furniture is negotiable. Opportunities like this rarely arise in Sawyer Sound—don't miss your chance to own a true Florida luxury retreat that combines elegance, functionality, and resort-style living at its finest. Added bonus and peace of mind, home is priced 6 figures below appraisal for new buyer !
WINDERMERE TRLS PRCL 3 - O6410430 - 11861 VERMILLION AVE, WINDERMERE, FL 34786 11 Days on yellowkey
$475,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bathroom. Enjoy the convenience of a rear-entry 2-car garage and low-maintenance living in one of Windermere’s most desirable locations. Community amenities include a resort-style pool, playgrounds, walking trails, dog park, and scenic green spaces. Ideally located near top-rated schools, shopping, dining, major highways, and Disney attractions. Don’t miss this incredible opportunity!
This listing is courtesy of: KARDOSH REALTY
WEST POINT COMMONS - S5150801 - 13936 EDEN ISLE BLVD, WINDERMERE, FL 34786 12 Days on yellowkey
$655,000 | Single Family Home 4 bedrooms, 3.5 bathroom, 2 car garage
Welcome to 13936 Eden Isle Blvd, where comfort, space, and modern updates come together in one of Windermere’s desirable and sought after gated communities - Eden Isle. Step into a fresh chapter of elevated living with this beautifully updated 4-bedroom, bonus room, 3.5-bathroom residence offering approximately 2,675 square feet of thoughtfully designed living space. The open and functional floor plan creates the perfect balance for both everyday living and effortless entertaining. The first floor features a seamless flow between the kitchen, dining, and living areas, all enhanced by a blend of vinyl and tile flooring. The sleek kitchen showcases stainless-steel appliances, generous counter space, and brand-new cabinetry with elegant granite countertops, creating a stylish and functional centerpiece of the home. Upstairs, three well-proportioned bedrooms, including a secondary suite, offer comfort, privacy, and a versatile layout ideal for family or guests. The upper level provides a bright and functional living arrangement designed for everyday convenience. The spacious primary suite is located on the main level and features dual vanities, a separate shower, and generous closet space, creating a relaxing private retreat. A versatile bonus room located near the entry adds exceptional flexibility—ideal as a home office, media room, playroom, or additional lounge space. A first-floor laundry room adds everyday convenience, while the attached two-car garage and extended driveway provide ample parking. Recent upgrades include a new roof (2021), downstairs A/C unit replacement (2021), new water heater (2024), new exterior paint (April – May 2026), new carpet fully replaced upstairs and in the downstairs primary suite creating a fresh and cohesive interior feel (April – May 2026), and full kitchen and bathroom cabinetry upgrades with granite countertops (April – May 2026), delivering both style and long-term peace of mind. Outdoor living is just as inviting, with front and back porches perfect for morning coffee or evening relaxation, all set within a well-maintained community environment. Perfectly positioned in Windermere, known for its A-rated schools. The residents from Eden Isle Community enjoy gated security, a private boat dock with canal access to Lake Speer, and a prime location just outside the Summerport shopping plaza and Publix. You’re also minutes from Winter Garden Village, top-rated schools, grocery stores, dining, and major conveniences. This move-in-ready Windermere home delivers the ideal combination of location, upgrades, and lifestyle—an opportunity not to be missed. Schedule your showing today.
This listing is courtesy of: TRANSCEND REALTY
LAKES WINDERMERE PH 01 49 108 - O6412101 - 7011 NOBLETON DR, WINDERMERE, FL 34786 13 Days on yellowkey
$580,000 | Single Family Home 4 bedrooms, 2.5 bathroom
TOP RATED SCHOOLS!!! Welcome to this beautifully maintained Craftsman-style home in the highly sought-after Lakes of Windermere community. Perfectly positioned on a premium homesite overlooking tranquil conservation views, this 4-bedroom, 2.5-bath residence combines timeless charm with modern upgrades and exceptional indoor-outdoor living. Inside, you’ll find a light-filled floor plan featuring hardwood flooring, elegant transom windows, custom built-ins, and spacious living and dining areas ideal for both everyday living and entertaining. The upgraded kitchen offers granite countertops, solid wood cabinetry, stainless steel appliances, a butler’s pantry, and ample prep and storage space. This is the one you’ve been waiting for—schedule your private showing today.
WINDERMERE LNDGS PH 02 - O6412095 - 6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786 14 Days on yellowkey
$550,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
RARE OPPORTUNITY IN WINDERMERE LANDINGS! Beautifully upgraded 4-bedroom home in one of Windermere's most desirable communities, just steps from Windermere Preparatory School. Originally designed with an expansive downstairs living and family room layout, the spacious loft was thoughtfully converted into a versatile fourth bedroom, creating exceptional value rarely found at this price point. The result is a flexible floor plan ideal for families, remote work, guests, or a growing household. Pride of ownership shines throughout this one-owner home. Elegant porcelain tile flooring, custom wood accent walls, designer finishes, and abundant natural light create a sophisticated yet welcoming atmosphere. Every detail has been carefully maintained and thoughtfully enhanced. The location is simply unmatched. Enjoy a short walk to the community pool and playground, while being just minutes from top-rated schools, shopping, dining, and everyday conveniences. Disney, major attractions, and Orlando's world-class entertainment are only a short drive away. Whether you're searching for a primary residence, a relocation home, or an investment in one of Central Florida's most sought-after areas, this property delivers the perfect combination of location, upgrades, functionality, and value. Homes offering this level of quality, flexibility, and proximity to Windermere Prep rarely become available. Schedule your private showing today.
This listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS
GOTHA TOWN - O6410840 - 1407 HEMPEL AVE, WINDERMERE, FL 34786 14 Days on yellowkey
$1,090,000 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor living. One of the greatest advantages of this property is that it has NO HOA, allowing you the freedom to enjoy your property without restrictive association rules or expensive monthly fees. Whether you are looking for a primary residence, vacation home, or investment property, this home offers endless possibilities. The property features a beautiful swimming pool and stunning water views, creating the perfect atmosphere to relax, entertain guests, and enjoy the Florida lifestyle all year round. The oversized lot provides plenty of space for family gatherings, outdoor activities, parking, or future improvements.
This listing is courtesy of: MY REALTY GROUP, LLC.
GARDENS/ISLEWORTH - O6410843 - 9317 GLADYS GARDEN CT, WINDERMERE, FL 34786 14 Days on yellowkey
$7,999,000 | Single Family Home 6 bedrooms, 7.5 bathroom, 4 car garage
Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes throughout. The exterior is highlighted by a durable concrete tile roof and resort-inspired outdoor living featuring a stunning pool with sundeck, deck jets, and a fully equipped summer kitchen with a Wolf grill, designed for year round entertaining. Inside, the expansive great room is framed by solid oak wall paneling and anchored by a striking gas Isokern fireplace.The chef’s kitchen is designed for both function and style with dual islands, Sub-Zero appliances, and an adjoining back kitchen for seamless preparation and hosting. Additional gathering spaces include an elegant sitting room with its own fireplace and a dedicated wine room. Thoughtfully designed for everyday convenience, the first-floor laundry room features dual washers, dual dryers, and a dedicated folding station. Sophistication and functionality come together seamlessly throughout this extraordinary Isleworth residence.
LAKESIDE/LKS/WINDERMERE - S5150874 - 11434 JASPER KAY TER #106, WINDERMERE, FL 34786 15 Days on yellowkey
$320,000 | Condo 3 bedrooms, 2.0 bathroom
investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2 bathrooms, this condo which is in perfect condition of care and maintenance, offers a spacious and open layout that perfectly combines the kitchen, dining and living areas, ideal for both everyday life and entertaining. The master suite, located to one side for privacy, has a generous bathroom with a garden-style tub/shower and a large walk-in closet. The kitchen is beautifully equipped with wood cabinets. On the opposite side, you will find the secondary bedrooms along with the second bathroom, a convenient laundry closet and ample storage space throughout. The gated resort-style community includes a clubhouse, pool, fitness room, walkways, green areas, parks, sports areas, on-site management and valet trash service, ensuring convenience and comfort. Located in the heart of Windermere in a strategic location just minutes from Walt Disney World and Downtown Winter Garden, easy access to major streets and highways that bring you closer to other important areas of the city and other local attractions such as Universal Studios, it is close to Publix, shops, restaurants and stores.
This listing is courtesy of: NUMBER 1 BROKER, LLC
BUTLER RIDGE - O6412016 - 5128 BUTLER RIDGE DR, WINDERMERE, FL 34786 15 Days on yellowkey
$1,175,000 Reduced | Single Family Home 4 bedrooms, 3.0 bathroom, 7 car garage
Under contract-accepting backup offers. Calling all car enthusiasts or artisans needing a large, detached workshop on your property! This house has it all; including a gorgeous interior, huge pool and lanai equipped with an outdoor kitchen, and a large 30 x 30 detached 5 car garage/workshop in addition to a 2 car attached garage. This house is perfect for work and play! Situated on a rare, 1 acre lot in the coveted town of Windermere, this house is truly 1 of a kind. Surrounded by sweeping oak trees and quiet streets, you’ll feel miles away from the hustle and bustle of the city even though you’re right at its back door. Enjoy entertaining? This is your dream entertaining house with a HUGE kitchen (which was gutted in 2017), high end appliances including a Bosch cook top/built in oven, and all the refrigerating needs you could have, including a wine fridge and a brand-new LG thinQ refrigerator that makes cocktail ice. There is plenty of room for friends and family to sprawl out as this house boasts an eat in kitchen as well as a formal dining area, and dual living room/family room areas that are split by a gorgeous, wood burning fireplace giving this home the coziest, homiest feeling. Love to have fun pool days? There is an oversized 14 x 34 lanai off the rear of the home decked out with an outdoor kitchen from Paradise Grills perfect for grilling out and relaxing. The oversized pool is a perfect place to cool off afterwards. This home has so much charm as a sprawling 1 story on a huge lot with space between houses, which is a rare find in this area. The backyard is fenced in for your furry friends enjoyment, and there is even plenty of land left to build an in-law suite if that is something you desire to do. With a fully renovated kitchen, and newly renovated bathrooms, this home is truly a turnkey experience. The sellers have poured tons of money into this home, please see MLS attachments for full list of recent upgrades. This home is zoned for top ‘A’ rated schools of Orange County including Windermere Elementary, Bridgewater Middle, and Windemere High school making it a great pick for personal enjoyment and resale value. The home has a 2 car garage attached to the home, and a 4 car detached garage in the back. ****Updates the sellers have completed since purchase: New AC unit - main house (Jan 2023) - New water heater (Oct 2021) - New water chlorination filtration system (2025)- Custom trim and molding throughout house (2025) - Custom built in shelving (2025) - Both bathrooms updated w custom cabinetry (2022 and 2025) - aluminum fencing in backyard (2021) - New AC in back garage (Sept 2021) - New refrigerator – LQ ThinQ (2025) - Pool area concrete replaced with pavers and patio extended off the master suite (2022) - New septic drain field and septic pumped (2026)... additionally, the kitchen and master bathroom were gutted and completely renovated in 2017, roof is 2017.
This listing is courtesy of: LOKATION
SUMMERPORT BEACH - O6412083 - 12334 SUMMERPORT LN, WINDERMERE, FL 34786 15 Days on yellowkey
$6,500,000 | Single Family Home 5 bedrooms, 5.5 bathroom, 3 car garage
Under Construction. Welcome to 12334 Summerport Lane, an extraordinary lakefront estate on the prestigious Butler Chain of Lakes in Windermere. Custom built by Davila Homes and featuring the stunning Stanford floor plan, this exceptional residence offers approximately 6,182 square feet of luxurious living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Perfectly positioned on the shores of Lake Butler, this one-of-a-kind waterfront retreat showcases breathtaking panoramic lake views and includes a private covered dock with direct access to the renowned Butler Chain of Lakes, offering the ultimate Florida boating lifestyle. Designed to impress, the home welcomes you through a grand foyer with soaring ceilings and elegant architectural details. The expansive open-concept layout seamlessly connects the formal living areas, family room, and gourmet chef's kitchen, complete with an oversized island, premium appliances, custom cabinetry, and an oversized walk-in pantry. Walls of glass frame spectacular water views and fill the home with natural light. The luxurious first-floor primary suite serves as a private sanctuary overlooking the lake, featuring spa-inspired finishes, dual walk-in closets, and direct access to the outdoor living spaces. Additional guest suites provide comfort and privacy for family and visitors alike. The second level offers spacious en-suite bedrooms, a versatile loft, and a bonus room ideal for a media room, game room, or private retreat. Every detail has been thoughtfully designed to maximize comfort, functionality, and the home's incredible waterfront setting. Outdoor living reaches new heights with expansive covered lanais, resort-style entertaining areas, and endless opportunities to enjoy Windermere's spectacular sunsets over Lake Butler. Whether hosting guests, enjoying water sports, or relaxing by the lake, this property embodies the finest in luxury waterfront living. Located in one of Central Florida's most desirable addresses, 12334 Summerport Lane offers convenient access to top-rated schools, world-class golf, upscale dining, luxury shopping, and all that Windermere has to offer while delivering the exclusivity and prestige of true Butler Chain lakefront ownership.
This listing is courtesy of: NOVA REAL ESTATE SERVICES INC
GOTHA TOWN - O6412077 - 9960 6TH ST, WINDERMERE, FL 34786 15 Days on yellowkey
$3,750,000 | Single Family Home 5 bedrooms, 5.5 bathroom, 3 car garage
Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.
BUTLER BAY - O6410967 - 2428 BUTLER BAY DR N, WINDERMERE, FL 34786 15 Days on yellowkey
$1,150,000 | Single Family Home 4 bedrooms, 4.0 bathroom, 3 car garage
This stunning updated 4 bedroom/4 bathroom executive pool home in exclusive Windermere Club has been meticulously maintained and is the perfect place to call home!!! Upon entering the gated community you will be impressed by the oversized lots and sprawling custom homes. When arriving to the residence and turning into the circular paver driveway you will enjoy the homes classic elevation with a tall center gable and a neutral exterior palette with classic French blue shutters. Upon stepping through the double entry doors you will immediately sense this home is special with a fabulous floorpan, open and spacious, perfect for entertaining. Soaring vaulted ceilings, wood moldings, wood flooring, French doors and neutral interior tones all contribute to the allure of a classic and timeless residence. The home offers a study with double doors located off the entry Foyer with custom built-in cabinetry/shelves. The oversized Dining Room overlooks the beautiful swimming pool and patio and is open to the kitchen. The Gourmet Kitchen with 42" cabinets, gorgeous granite counters tops, beautiful glass tile backsplash, a center island, stainless steel appliances is open to the large Breakfast Nook and spacious Family room featuring a gas fireplace with a custom wood mantel making it the perfect space for winding down after a long day or enjoying family gatherings and holidays. The home also benefits from tremendous natural light through its many windows. The oversized Primary Bedroom is fit for a King and Queen with French Doors overlooking the pool, a spa-like 5-piece Travertine bathroom featuring a shower, soaking tub, double vanities and two large walk-in closets with custom built-in shelving systems. The 3 additional bedrooms include 2 with ensuite bathrooms and a 3rd that is served by a hall bathroom. All of the bathrooms have been updated with high-end finishes. The 3 car side-entry garage with spacious car park area offers convenience and significant storage. The Pool area with covered space, an outdoor kitchen/grilling station and nature views is perfect for Florida entertaining! Schedule a showing today and see this amazing home before it's gone!
This listing is courtesy of: COLDWELL BANKER REALTY
THE ESTATES AT LAKE CLARICE - O6411453 - 13327 LAKE CLARICE DR, WINDERMERE, FL 34786 15 Days on yellowkey
$2,090,000 Reduced | Single Family Home 5 bedrooms, 4.0 bathroom, 3 car garage
Huge Price Improvement of $90,000! Seller is motivated! Nestled on 1.26 pristine lakefront acres within the exclusive Estates at Lake Clarice community and zoned for top-rated public schools, this custom-built estate offers an extraordinary blend of luxury, privacy, and lifestyle in the heart of Windermere. With expansive lake frontage and the opportunity to build your own private dock or gazebo, the property showcases breathtaking water views and even nightly Disney fireworks displays from the comfort of home. Adding to its rare appeal, HOA-owned land and a pond directly across the street ensure no front or rear neighbors, creating a truly serene and private setting. Designed with both elegance and functionality in mind, this impressive 5-bedroom, 4-bath residence features formal living and dining rooms, a private office, and an upstairs bonus/theater room. Complementing the home’s timeless architecture, soaring 12-foot ceilings on the main level and 9-foot ceilings upstairs create a bright and airy atmosphere throughout. From the moment you step through the grand wrought iron and glass entry doors, custom details shine with extensive moldings, intricate ceiling details, and rich hardwood flooring. The private office/study offers a wine cellar, while the luxurious primary suite features a sitting alcove, dual vanities, and a customized walk-in closet. At the heart of the home, the open-concept kitchen is designed for gathering and entertaining, complete with stainless steel appliances, stacked cabinetry with glass accents and lighting, granite countertops, an oversized island, breakfast bar, gas range, and seamless flow into the family room. Framed by expansive windows and French doors, the family room showcases a stunning stone gas fireplace, custom built-ins, and panoramic lake views that beautifully bring the outdoors in. Upstairs, four oversized secondary bedrooms and a spacious bonus/theater room are connected by a second staircase leading directly to the family room below. Outdoor living is equally impressive, with expansive covered porches on both levels — a standout architectural feature admired throughout the neighborhood — offering the perfect spaces to unwind and enjoy the picturesque surroundings. The screened resort-style pool and spa with paver decking, reaching 6 feet deep, provide ample space for recreation and entertaining, while the covered lanai and summer kitchen with grill, refrigeration, and gas outdoor grill connection create the ultimate outdoor retreat. Additional highlights include a spacious laundry room, oversized 3-car garage, Andersen windows newly installed on two-thirds of the home in 2025, and ample room on the expansive lot to build an additional garage, guest house, or mother-in-law suite. This remarkable lakefront estate offers timeless elegance, unmatched privacy,
This listing is courtesy of: FLORIDA REALTY INVESTMENTS
LAKES/WINDERMERE-LK REAMS TWHM - O6411226 - 12319 CRUXBURY DR, WINDERMERE, FL 34786 15 Days on yellowkey
$405,000 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Approximately 1,429 square feet of well-designed living space await in this attractive 3-bedroom, 2.5-bathroom home. Situated in a sought-after Windermere community, this turnkey home offers an inviting layout with a harmonious flow. The home showcases hardwood laminate flooring that extends throughout, including the staircase which has solid oak treads creating a cohesive aesthetic. The kitchen, which opens to the dinette and family room, is equipped with stainless steel appliances and a breakfast bar, making it an ideal space for meal preparation and casual gatherings. Upstairs, the primary suite boasts an upgraded walk-in shower, providing a private and rejuvenating retreat. Two additional bedrooms and a full bathroom complete the upper level, ensuring ample space and comfort for residents. The home is further enhanced by upgraded high-efficiency Renewal by Anderson windows for better energy savings, upgraded garage floor coating, providing a durable and attractive surface and ceiling fans throughout. The rear entry two-car garage with an automatic door opener offers convenient access, while the private fenced courtyard and paver patio offers a delightful outdoor space. Residents can enjoy evening Walt Disney World fireworks from the backyard, adding a touch of enchantment to the property. The community amenities include a well-maintained junior Olympic-sized pool and cabana, situated just minutes from the Walt Disney World employee entrance, offering residents a harmonious blend of convenience and recreation. With its well-thought-out design, quality finishes, and desirable location, this residence presents an ideal opportunity for those seeking a turnkey, move-in-ready home in a charming community, conveniently close to shopping, dining, major attractions and zoned for A-rated schools.
SILVER WOODS PH 03 - O6411270 - 9376 WOODBREEZE BLVD, WINDERMERE, FL 34786 16 Days on yellowkey
$675,000 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
Under contract-accepting backup offers. Nestled inside the cozy community of Silver Woods, this 4 bedroom/2.5 bathroom residence is ready to welcome you home! Immediately upon pulling up to the house, you'll notice the immaculate landscaping and fresh exterior paint that gives the home a vibrant feel. But the good vibes don't stop at the front door! Once inside, you're immediately greeted with an open concept plan that still offers plenty of privacy. Just to the left you'll find the formal sitting room, perfect for drinks with guests or as a play area for children. Step further into this tranquil retreat and have your jaw dropped by the beautifully renovated chef's kitchen that overlooks the pool and large backyard! The family room is just to the right, providing plenty of comfortable space for unwinding after a long day. Beyond the family room sits 3 bedrooms and a bathroom that connects to the pool deck. Head back into the main living area and towards the opposite end of the house where you'll find the dining room just beyond the kitchen, complete with a stunning wall unit! Step inside your primary suite that is sure to make you feel at peace and ready for a good night's sleep! Then, of course, there's the outdoor living space that will blow you away! Open the pocketing glass doors to a covered seating area that overlooks the screened-in pool with attached spa. Off to the side you'll discover a hidden area perfect for storing pool supplies or grilling equipment OR a bar and couches for entertaining! The park-like backyard will WOW you with the amount of space it provides. Playground and swing included! And if all that isn't enough, this home offers a NEW ROOF, new duct work, new flooring and fresh interior paint! 9376 Woodbreeze Boulevard is sure to please a variety of home buyers, so schedule your showing today!
This listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
LAKES/WINDERMERE-LK REAMS TWNH - O6411551 - 13019 LANGSTAFF DR, WINDERMERE, FL 34786 16 Days on yellowkey
$360,000 | Townhouse 2 bedrooms, 2.5 bathroom, 2 car garage
Under contract-accepting backup offers. Tucked away in the peaceful Lake Reams Townhome community, this charming home offers the perfect balance of excitement and relaxation — just minutes from Disney, shopping, dining, and top-rated schools, yet surrounded by the quiet comfort you’ll love coming home to after a day at the parks. Located at the end of a cul-de-sac with no rear neighbors and serene conservation views, this townhome feels like a private retreat in the heart of it all. Inside, you’ll find a bright eat-in kitchen featuring granite countertops and stainless steel appliances, opening into a spacious living and dining area designed for easy everyday living and entertaining. Outside you’ll find your private courtyard — the ideal spot for morning coffee before heading to Disney or winding down in the evening. The courtyard also leads to the detached 2-car garage for added convenience. Upstairs, the spacious primary suite creates a relaxing escape with double sinks, granite countertops, a garden tub, separate shower, and walk-in closet. The second bedroom includes its own private bathroom as well. The laundry closet is upstairs which makes laundry a breeze and the washer and dryer convey! Additional updates and features include a new AC (2025), newer roof (2022), downstairs half bath, ceiling fans, and generous storage throughout. The HOA takes care of lawn maintenance, exterior pest control, and provides access to the community pool — giving you more time to enjoy everything Central Florida has to offer while still coming home to peace and privacy.
This listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY
WINDERMERE TRLS PH 1C - O6409301 - 11822 SILVERLAKE PARK DR, WINDERMERE, FL 34786 16 Days on yellowkey
$495,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
Meticulously maintained, this 3-bedroom, 2.5-bathroom two-story home sits in an unbeatable location directly across from Bay Lake Elementary. The first level features a welcoming front porch, an open-concept living area with brand-new LVP flooring, an updated half bath, and a beautifully appointed kitchen boasting stone countertops, a walk-in pantry, and a breakfast bar. Upstairs, a versatile spacious loft leads to two guest bedrooms and a primary suite complete with newly installed carpet, updated bathroom with dual vanities, a tile shower, and a walk-in closet. Big-ticket upgrades offer total peace of mind, including a new roof (2022) and a new hybrid water heater (2025). Windemere Trails community offers excellent amenities and is ideally situated just minutes from Lakeside Village Center and Westside Shoppes (Publix, dining, fitness, and more) and a short drive to Orlando's Theme Parks, World Class Dining, Shopping, and Golf. This low-maintenance home offers exceptional accessibility and turnkey living!
This listing is courtesy of: REDFIN CORPORATION
ACREAGE - O6398100 - 1924 DOWN HOLLOW LN, WINDERMERE, FL 34786 16 Days on yellowkey
$1,680,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
Under contract-accepting backup offers. Escape the ordinary! This charming Windermere cottage on the Butler Chain, is set on a beautiful and private wooded lot with a rare opportunity for lake and boat frontage on Lake Down! This inviting residence is nestled on nearly two acres in a serene, Florida-style setting, offering the perfect blend of privacy and convenience. Thoughtfully renovated, this 3-bed, 2.5-bath, 2-car garage home embraces a warm, relaxed style with timeless cottage appeal and inviting indoor-outdoor living. A welcoming front porch entry sets the tone for a spacious great room with a cozy fireplace, an eat-in kitchen with natural light, ample cabinets and counter top space, perfect for everyday living and hosting. The first-floor primary suite includes a walk-in closet and a private bath, featuring a dual vanity and a separate shower. The sunroom sitting areas open to an expansive deck with a recessed spa and TV, creating the perfect setting for entertaining or quiet evenings surrounded by nature. A true retreat, with a private walkway and dock leading directly to Lake Down, offering seamless access to the Butler Chain of Lakes and all the recreation the 13 interconnected lakes have to offer. Conveniently located near Downtown Windermere, top-rated schools, shopping, and dining, with easy access to major roadways and airports, delivers the best of both tranquility and accessibility.
This listing is courtesy of: THE REAL ESTATE COLLECTION LLC
LAKES WINDERMERE - O6411199 - 12633 HADDON DR, WINDERMERE, FL 34786 16 Days on yellowkey
$650,000 | Single Family Home 5 bedrooms, 3.5 bathroom, 2 car garage
Under contract-accepting backup offers. Sitting on a premium corner lot with mature landscaping, this beautiful Kensington model by Ashton Woods is located in the highly sought-after Lakes of Windermere community! Offering nearly 3,000 sq ft, this move-in ready home has been meticulously cared for and features room for a future pool. Recent updates include a new roof (2024), new downstairs A/C (2026), upstairs A/C (2023), upgraded Stainmaster PetProtect carpet (2026), quartz countertops, marble backsplash, cabinet lighting, paver patio, aluminum fencing, and updated landscaping. Inside, you’ll love the open split-bedroom floor plan, crown molding, upgraded flooring, and spacious kitchen with tons of cabinet space and stainless steel appliances overlooking the family room with custom built-in entertainment center wired for home theater. Upstairs 5th bedroom with full bath could also make the perfect theater room, game room, and guest suite. Lakes of Windermere offers a welcoming small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, tennis courts, playgrounds, and organized recreational activities. Ideally located just minutes from Disney, Winter Garden Village, I-4, SR 408, and the Florida Turnpike.