Location: Windermere
Do Not Show Listings
11802 WATERSTONE LOOP DR, WINDERMERE, FL 34786
$1,395,00042 Days on yellowkey MLS ID: O6387172
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3396 Built: 2012Community: WaterstoneSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. Stunning Mediterranean courtyard-style estate offering 4 bedrooms, 4.5 Bathrooms and 3396 sq ft of living space--all thoughtfully designed on one spacious level by Siliman Homes! From the moment you enter, you'll appreciate the seamless indoor-outdoor flow, centered around a salt water pool, cabana and expansive brick paver patio--perfect for entertaining or enjoying Florida living all year round. The open concept kitchen opens effortlessly to the entire family room, where you'll enjoy a Cosmos gas fireplace and surround sound. Elegant travertine flooring runs throughout the main living areas, with engineered wood flooring in the master bedroom and plush carpeting in the secondary bedrooms. The 4th bedroom functions beautifully as a private IN-LAW suite, complete with its own separate entrance, living room, full bedroom and full bathroom--ideal for MULTI-GENERATIONAL living or guests. This residence also features throughout upgrades including tankless water heater, open-cell foam spray insulation, natural gas 5 burner stove, Low-E insulated glass windows and sliding doors! Located in a guard gated community Waterstone, known for its mature landscaping and privacy, the home is located within 10 mins to the Publix Shopping center and dining. Residents also enjoy PRIVATE ACCESS into Windermere Prep School! This is a rare opportunity to own in one of the area's most desirable gated communities!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
84 OAKDALE ST, WINDERMERE, FL 34786
$1,875,00094 Days on yellowkey MLS ID: O6372842
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3519 Built: 2020Community: Davis ShoresSingle Family
Remarks: Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes. Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated finishes throughout. The expansive living spaces are filled with natural light and flow seamlessly into a designer kitchen ideal for both entertaining and everyday living. The primary suite offers a serene private retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy for family and guests. Outdoor living is elevated with a private resort-style pool, creating the perfect setting for relaxing or entertaining year-round. Enjoy the convenience of being just a short golf cart ride to charming downtown Windermere, offering boutique shopping, dining, community events, and the weekly farmers market. Located in one of Windermere’s most desirable communities, just minutes from top-rated schools, upscale dining, golf, shopping, and the Butler Chain of Lakes, this home delivers timeless luxury, quality construction, and an unbeatable location. This exceptional home is a rare offering and will not last—schedule your private tour today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Carolina Dumit (407-325-8963)
81 OAKDALE ST, WINDERMERE, FL 34786
$2,300,000150 Days on yellowkey MLS ID: S5138567
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4284 Built: 2001Community: Davis ShoresSingle Family
Remarks: Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidets in both the primary and powder bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: David Warzycha (863-860-3365)
9225 MCDAVID CT, WINDERMERE, FL 34786
$835,00033 Days on yellowkey MLS ID: O6390371
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2713 Built: 1984Community: Roberts LandingSingle Family
Remarks: Welcome to this beautifully maintained custom 4-bedroom, 2-bath pool home set on a full 1-acre lot in a quiet, established neighborhood. Built and lovingly cared for by the original owner, this home offers a bright, airy interior with timeless wood trim details that add warmth and character throughout. The spacious family room features a wood-burning fireplace, creating a comfortable gathering space for everyday living and entertaining. Designed for enjoying Florida living, the home includes a large enclosed Florida Room with views of the pool and expansive backyard. Step outside to the extra-large pool deck—perfect for relaxing, hosting friends, or enjoying sunny afternoons. The pool area is fully fenced for added safety. Car enthusiasts, hobbyists, or those needing extra storage will appreciate the oversized side-facing 3-car garage, complete with a dedicated workshop area. The generous one-acre property provides space to spread out, garden, or simply enjoy the peaceful surroundings. Conveniently located near shopping, the local library, and medical facilities, and zoned for highly regarded schools, this home offers both privacy and everyday convenience. With well and septic already in place, you’ll also enjoy the benefit of no water or sewer bills. A wonderful opportunity to own a meticulously cared-for home with space, character, and room to enjoy the Florida lifestyle.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Vannoy (702-245-6071)
12235 MONTALCINO CIRCLE, WINDERMERE, FL 34786
$1,899,924131 Days on yellowkey MLS ID: O6365656
2 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4550 Built: 2018Community: Casa Del Lago RepSingle Family
Remarks: Casa del Lago gated community in Windermere, Florida. Exquisite 4 bedroom/4.5 bath luxury residence showcasing exceptional craftsmanship and high-end finishes throughout. As you arrive you are welcomed by a circular driveway and quaint courtyard entrance. The first floor boasts a formal dining room,and a spacious gathering room anchored by a stunning stone two-sided fireplace. A dedicated 1,275-bottle wine cellar with tasting and corking areas elevates the home’s entertainment appeal. The gourmet kitchen features Thermador appliances, a generous island, a walk-in pantry, and a Butler’s area—perfect for hosting on any scale. A private primary suite offers direct access to the patio and pool, along with a spa-inspired en-suite bath. This retreat features stone wall accents, a luxurious indoor shower plus an outdoor shower with dual rain heads, and an expansive, custom-designed closet with three separate areas and built-in shelving.Also on the main level are two additional en-suite bedrooms, one with a private entrance from the front courtyard—ideal for guests or multi-generational living. A large laundry room with built-in refrigerator and freezer and additional storage room adds convenience and functionality. The gathering room with built-in entertainment center and 16ft sliding glass doors opens seamlessly to the private outdoor patio with summer kitchen, gas fireplace, and screened resort-style swim-spa, as well as sitting area with fire pit, creating an effortless indoor-outdoor flow.Upstairs, a spacious club room awaits—complete with built-in entertainment center and abundant storage—perfect for gaming, media, or relaxed lounging. The upper level also includes a fourth en-suite bedroom with walk-in closet and a large closet for holiday storage. This home also has a 3-car split garage, hardwood flooring, wood paneled and beamed ceilings, plantation shutters, and custom details throughout. A rare blend of elegance, comfort, and thoughtful design—crafted for luxurious everyday living and exceptional entertaining. Located close to shopping, dining, top-rated public and private schools, expressways and tourist attractions, this home has everything you are looking for. Call for your private viewing today.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
5413 WALSH POND CT, WINDERMERE, FL 34786
$875,00023 Days on yellowkey MLS ID: O6391919
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3124 Built: 2006Community: Edens HammockSingle Family
Remarks: Discover the charm of this water front, 4 bedroom 3.5 bath home located in the desirable Summerport community. This unique property is nestled in the cul de sac for complete privacy. Enjoy scenic water views while relaxing poolside on the spacious screen enclosed lanai, which is also great for entertaining. The interior features granite countertops, stainless appliances, 42" cabinets, built in speakers on both levels and exterior. The community amenities include pool, fitness center, tennis courts, clubhouse, parks, dock, and walking paths. Conveniently located near theme parks, dining, and shopping.
Listing is courtesy of: HAVEN PROPERTY GROUP LLC (407-928-3894)
Listing Agent: Brenda Jebailey (407-361-2101)
11419 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,375,00023 Days on yellowkey MLS ID: O6392667
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3686 Built: 2005Community: Keenes PointeSingle Family
Remarks: Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.
Listing Agent: Jay Martin (407-496-8613)
8582 POWDER RIDGE TRL, WINDERMERE, FL 34786
$670,000254 Days on yellowkey MLS ID: S5132123
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2297 Built: 2017Community: Windermere Trls Ph 3BSingle Family
Remarks: AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME! Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting, and custom window blinds throughout. The gourmet kitchen is equipped with stainless steel KitchenAid appliances, granite countertops, and a stylish backsplash. Laminate floors and LED-lit cabinetry enhance the home’s modern elegance. Outside, enjoy a fully renovated fence, a paved terrace, and stone walkways, creating the perfect outdoor living space. Located just minutes from Disney parks, restaurants, and major shopping centers, this home is a prime opportunity for savvy investors or first-time buyers ready to make this their dream home. Don’t miss out on the chance to combine financial stability with the unmatched appeal of Disney-area living!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mariana Rondon (407-607-3558)
7924 BROFIELD AVE, WINDERMERE, FL 34786
$650,00027 Days on yellowkey MLS ID: S5146185
0 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1709 Built: 2011Community: Lake Sawyer South Ph 04Single Family
Remarks: Under contract-accepting backup offers. Beautiful 3-bedroom, 2.5-bath home fully remodeled in a modern style. This move-in ready property features a 2023 A/C system, plus an additional A/C unit in the garage for added comfort and versatility. The backyard offers peaceful conservation views, providing privacy and a relaxing natural setting. Located in a highly desirable Berkshire Park community with excellent amenities, including a playground, swimming pool, and tennis courts—perfect for enjoying an active and family-friendly lifestyle. Conveniently situated with easy access to shopping, dining, and major roadways. This home combines style, comfort, and location—ideal for today’s lifestyle. Property is being sold AS IS.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Maria Pa Virgilio (321-947-5650)
6846 HELMSLEY CIR, WINDERMERE, FL 34786
$609,000177 Days on yellowkey MLS ID: O6342692
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2555 Built: 2009Community: Preston SquareSingle Family
Remarks: Under contract-accepting backup offers. NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another upstairs, catering to versatile living arrangements. Spanning 2,555 square feet, the interior is both spacious and inviting. The open kitchen, equipped with stainless steel appliances, seamlessly connects to a kitchenette opening up to a large family room, perfect for entertaining. In addition to the second primary suite upstairs you will find a spacious loft versatile for your needs. You won't find any carpet in this home, upgraded tile and LVP throughout. Outside, relax on the porch with peaceful views or take advantage of the community's amenities. Rear loaded attached garage! Located in Horizon West, this home offers pond and conservation views right from the front, all while being just a stone's throw away from Disney, retail, shopping, and dining. This listing is a must-see for anyone looking to embrace modern living with ample outdoor space! Come make this yours.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Nickolas Amburgey (407-864-7622)
6613 MERRICK LANDING BLVD, WINDERMERE, FL 34786
$675,00024 Days on yellowkey MLS ID: O6391719
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2641 Built: 2014Community: Vineyards/Horizons West Ph 1BSingle Family
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 3.5-bath home designed with comfort, functionality, and style in mind. From the moment you step inside, you’ll appreciate the seamless open-concept layout that effortlessly connects the living, dining, and kitchen spaces, perfect for both everyday living and entertaining. The kitchen is a true centerpiece, featuring granite countertops, stainless steel appliances, generous cabinetry, and upgraded Kohler fixtures. Throughout the home, you’ll find thoughtful features including luxury vinyl plank flooring in all bedrooms and energy-efficient LED lighting with many dimmer switches. Upstairs, a versatile loft area offers additional living space with the potential to convert into a fourth bedroom. The spacious primary suite provides a relaxing retreat, complete with a well-appointed ensuite bathroom and custom Closet maid organizers. Every bedroom includes built-in closet systems for optimal storage. Step outside through elegant French doors to a screened-in lanai overlooking a large, fully fenced, and professionally landscaped backyard, ideal for enjoying Florida living year-round. The home is also equipped with built-in speakers in the main living area, loft, and lanai, making it perfect for a home theater or entertainment setup. Additional highlights include a rare 3-car garage (one of only three in the neighborhood) with four heavy-duty overhead storage racks, a Culligan Gold Series water softener, whole-house surge protection, foam block insulation for added efficiency. Ideally located just blocks from Windermere High School and minutes from shopping and dining in Summerport and Winter Garden Village, this home also benefits from an HOA that covers lawn care, tree trimming, and fertilization. Residents enjoy access to two community pools and well-maintained surroundings. Don’t miss your opportunity to own this exceptional home, schedule your private showing today!
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
12989 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786
$655,00030 Days on yellowkey MLS ID: S5145903
3 Days Off yellowkey (back on 3/24/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2665 Built: 2018Community: Westside VillageSingle Family
Remarks: nergy-efficient home. This 4 beds and 3.5 baths. There is a den in the first floor that it can be library or an office. The open concept floor plan makes it great for entertaining and family gatherings. One suite bedroom in the first floor and the master suite bedroom upstairs with a nice master bathroom with dual sinks and a large walking closet. The kitchen has beautiful granite countertops, glass cook-top and stainless appliances. Located in the heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. Schedule a Showing today.
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
13048 LAKE ROPER CT., WINDERMERE, FL 34786
$1,950,000216 Days on yellowkey MLS ID: O6342354
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 4130 Built: 2002Community: Windermere PointeSingle Family
Remarks: Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".
Listing is courtesy of: WOODSTONE INVESTMENTS LLC (407-300-4727)
Listing Agent: Fernando Teixeira (407-300-4727)
7231 SANGALLA DR, WINDERMERE, FL 34786
$1,498,00029 Days on yellowkey MLS ID: O6390817
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3835 Built: 2011Community: Casa Del Lago-ReplatSingle Family
Remarks: Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David Weekley Homes, this nearly 4,000-square-foot residence is thoughtfully designed for both everyday living and entertaining. The home features four bedrooms on the first floor, including two bedrooms positioned on the same side of the home that are connected by a shared playroom or bonus space, while each bedroom maintains its own private en suite bathroom. A formal dining room, dedicated private office, and spacious family room provide multiple areas for gathering and daily living. A convenient pool bath is located just off the main living area with direct access to the pool patio. Upstairs, a large loft-style game room offers flexible living space along with a private fifth bedroom featuring its own full bathroom, making it ideal for guests or multigenerational living. Outdoor living is equally impressive with a luxurious paver patio, screened-in pool, and low-maintenance turf backyard, creating a private retreat perfect for year-round Florida living. The home is also fully wired with a comprehensive CCTV security system featuring 21 cameras for added security and peace of mind. Residents also enjoy the prestigious opportunity to become members of the Golden Bear Club, featuring a full-service golf course and clubhouse located in the neighboring community of Keene’s Pointe. Homes in Casa Del Lago rarely come to market, making this a unique opportunity to own in one of Windermere’s most exclusive gated communities.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
7885 BERKSHIRE OAK ALY, WINDERMERE, FL 34786
$568,00088 Days on yellowkey MLS ID: O6374875
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2214 Built: 2018Community: Westside VillageSingle Family
Remarks: Under contract-accepting backup offers. Back on the market due to the buyer failing to make the deposit; inspection was never performed. Great Schools! Beautiful 4-bedroom, 2 1/2 bathroom home in Windermere, Contemporary move-in-ready two-story home in the community of Westside Village in Windermere. Wood-look tile throughout the first floor. The kitchen features quartz countertops, an oversized island, and stainless steel appliances. The second floor features a spacious master bedroom, complete with a large walk-in closet, ensuring your desire for space and organization is fulfilled. With two full bathrooms and an additional powder room for guests, convenience and comfort are at the forefront. Thoughtfully planned, the second floor also boasts a laundry room complete with a washer & dryer. The 2-car garage has a rear entry. Community amenities include a pool and playground. Westside Village is located in the heart of Windermere and within minutes of multiple lakes, dining, and a short distance to all major attractions, including Disney, Universal, and SeaWorld. Westside Village is a sought-after community with state-of-the-art amenities, amazing a clubhouse, resort-style pool, and playground.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: Rui Gao (407-222-7801)
13622 DARCHANCE RD, WINDERMERE, FL 34786
$649,00026 Days on yellowkey MLS ID: S5146266
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2147 Built: 2007Community: Enclave/Berkshire Park B G H ISingle Family
Remarks: Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding everyday practicality for families. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this home delivers strong value through location, accessibility, and long-term growth potential. Schedule your private tour today.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Javin Lopez (407-873-6606)
606 E 6TH AVE, WINDERMERE, FL 34786
$2,350,00029 Days on yellowkey MLS ID: O6390327
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4471 Built: 2016Community: DiamondheadSingle Family
Remarks: Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets. A private gated entry welcomes you to this exceptional residence, featuring 3 bedrooms and 3.5 bathrooms, plus a private in-law suite with its own full bath bringing the total to 4 bedrooms and 4.5 bathrooms. Thoughtfully designed for both everyday living and elegant entertaining, this home offers the perfect blend of comfort, privacy, and sophistication. The main level features formal living and dining rooms with a fireplace, along with a private office just off the foyer. The gourmet kitchen is a chef’s dream, showcasing custom cabinetry, built-in wine rack, wine refrigerator, Sub-Zero refrigerator, custom lighting, gas range, and a spacious pantry. A convenient half bath and oversized laundry room are also located on the main floor. Upstairs, you’ll find two private suites, each with its own full bathroom, plus the luxurious owner’s retreat offering stunning lake views, custom tile floors and walls, a separate walk-in shower, jetted soaking tub, custom lighting, and a large walk-in closet with built-in cabinetry. Step outside to your resort-style oasis featuring large pool with expansive deck and water feature. Two additional outdoor entertaining areas include a dedicated space with an outdoor kitchen. The pool house offers large windows with panoramic views, custom cabinetry, granite countertops, upgraded tile flooring, a Murphy bed, and a full custom bathroom, perfect for guests. Complete with a covered boat dock and located just a few blocks from downtown Windermere and nearby shopping, this extraordinary home blends luxury, comfort, and the ultimate Florida lifestyle.
Listing is courtesy of: ELITE GLOBAL REAL ESTATE LLC (407-758-2604)
Listing Agent: Maria Sarmiento Webel (305-793-6614)
5001 LATROBE DR, WINDERMERE, FL 34786
$3,499,99930 Days on yellowkey MLS ID: O6389183
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4417 Built: 1990Community: IsleworthSingle Family
Remarks: One or more photo(s) has been virtually staged. Don’t miss this rare opportunity to own a stunning estate home in the prestigious Isleworth Golf & Country Club, perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features five spacious bedrooms, four-and-a-half baths, and timeless designer finishes throughout. Rich mahogany floors, soaring ceilings, and dual fireplaces create a warm yet sophisticated ambiance, while the gourmet kitchen impresses with custom cream cabinetry, a Viking gas range with French hood, double islands, and three ovens—ideal for entertaining. The seamless indoor-outdoor flow leads to a covered, screened-in patio with a summer kitchen, a resort-style heated pool, and an open-air travertine courtyard, perfect for enjoying Florida evenings. The first floor hosts two luxurious bedroom suites, including a private owner’s retreat with vaulted wood-beam ceilings, spa-like bath, and custom walk-in closets, while three additional bedrooms upstairs include a flexible guest or in-law suite with private entry. A three-car garage and expansive paver driveway provide ample parking. Experience luxury living, breathtaking golf and lake views, and the unmatched lifestyle of Isleworth—schedule your private showing today.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
7264 BACKWOODS TRL, WINDERMERE, FL 34786
$650,00042 Days on yellowkey MLS ID: O6387913
3 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2214 Built: 2017Community: Ashlin Park Ph 2Single Family
Remarks: Under contract-accepting backup offers. Backwoods Trail, a beautifully designed 4-bedroom, 3-bathroom home that perfectly blends modern style with everyday comfort. The bright open-concept floor plan creates an inviting space ideal for both relaxing and entertaining. At the center of the home is a stunning chef’s kitchen featuring crisp white cabinetry, stainless steel appliances, designer backsplash, and an oversized quartz island with seating, seamlessly flowing into the spacious living area highlighted by a custom designer accent wall and media center. The generous primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a fully fenced backyard and an expansive screened-in lanai with paver flooring, offering the perfect space for entertaining, relaxing, or creating your own private fitness or outdoor lounge area. Conveniently located near shopping, dining, and major roadways, this home offers the perfect combination of style, space, and functionality. Don’t miss the opportunity to make this exceptional home yours.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Lafayette Britto (407-493-2575)
6330 LAKE BURDEN VIEW DR, WINDERMERE, FL 34786
$1,950,00055 Days on yellowkey MLS ID: S5144275
1 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4460 Built: 2006Community: Keenes Pointe Unit 7Single Family
Remarks: The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Karla Ryan (407-463-5191)
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