Location: Windermere
Do Not Show Listings
6846 HELMSLEY CIR, WINDERMERE, FL 34786
$609,000184 Days on yellowkey MLS ID: O6342692
0 Days Off yellowkey (back on 3/24/2026)
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2555 Built: 2009Community: Preston SquareSingle 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. 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
$675,00031 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
$655,00037 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)
7231 SANGALLA DR, WINDERMERE, FL 34786
$1,498,00036 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
$568,00095 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)
606 E 6TH AVE, WINDERMERE, FL 34786
$2,350,00036 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
$3,499,99937 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
$650,00049 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
$1,950,00062 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)
12941 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786
$929,900139 Days on yellowkey MLS ID: O6363541
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3717 Built: 2018Community: Westside VillageSingle Family
Remarks: Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office, while the formal dining room with tray ceiling creates the perfect setting for gatherings. The open-concept great room connects seamlessly to the chef's kitchen featuring a butler's pantry, premium finishes, and expansive sightlines. Enjoy peaceful water and fountain views, or open the sliding glass doors to the covered lanai, ideal for relaxing under the Disney fireworks. The owner's suite offers a serene retreat with natural light, spa-inspired bath with soaking tub, dual vanities, and a spacious walk-in closet. Upstairs, a generous loft provides flexible living for media, games, or study, while each bedroom includes a walk-in closet with a private sink. Designed for efficiency and comfort, this home features dual AC systems, a whole-house dehumidifier, and dual-pane storm windows. Residents enjoy resort-style amenities a community pool, walking trails, and parks within the sought-after Windermere school district, just minutes from dining, shopping, and Disney.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Keren Reyes (407-219-0105)
11339 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,490,00048 Days on yellowkey MLS ID: O6388110
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3492 Built: 2004Community: Keenes PointeSingle Family
Remarks: Luxury Pond-View Home in Keene’s Pointe – Windermere Located in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings. The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas perfect for both everyday living and entertaining. Large windows and sliding doors allow natural light to flow throughout the home while showcasing the peaceful pond views. The spacious kitchen opens to the family room and overlooks the outdoor living area, creating the perfect setting for gatherings and family time. Step outside to enjoy your private screened pool and spa, ideal for relaxing while enjoying the tranquil waterfront setting. Additional highlights include: 5 spacious bedrooms 4 full bathrooms Private den / home office Formal living and dining rooms 3-car garage Beautiful pond views Private pool and spa Brand new roof (2024) Situated in the prestigious Keenes Pointe community, residents enjoy 24-hour guard-gated security, tree-lined streets, and proximity to world-class golf, shopping, dining, and top-rated schools. This is a rare opportunity to own a spacious home with water views in one of Windermere’s most desirable communities.
Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)
Listing Agent: Martonio Pinto (407-466-0256)
6569 CRESTMONT GLEN LN, WINDERMERE, FL 34786
$985,00035 Days on yellowkey MLS ID: O6390271
1 Days Off yellowkey (back on 3/22/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3080 Built: 2002Community: Glenmuir 48 39Single Family
Remarks: Under contract-accepting backup offers. Located in the gated community of Glenmuir, this beautifully renovated 3,080 SF pool residence offers 4 bedrooms + office and 3.5 bathrooms on an over 1/3-acre lot. Thoughtfully designed with both elegance and everyday functionality in mind, the home features a highly desirable split floorplan and seamless indoor-outdoor living. Upon entering, a welcoming foyer introduces the home’s meticulously finished interiors. A private office at the front of the home overlooks the front patio, providing an ideal space for work or study. Just beyond, the formal dining room, eat-in kitchen nook, kitchen, and family room flow effortlessly together, creating an open yet well-defined layout suited for both daily living and entertaining. Wood-look tile flooring runs throughout the main living areas, complementing the home’s neutral palette and elevated design selections. The fully reimagined chef’s kitchen features floor-to-ceiling cabinetry, a sizable center island with additional storage, a custom hood over the cooktop, double pantry closets, and a dedicated bar area. Designer lighting from Visual Comfort and Restoration Hardware enhances the main living spaces, adding warmth and refinement. Large windows and multiple sliding glass doors flood the home with natural light while providing direct access to the lanai and pool area, creating a seamless connection between indoor and outdoor spaces. The primary suite serves as a private retreat, thoughtfully renovated with transitional finishes, natural stone-looking porcelain tile, and a custom-designed closet. Additional conveniences include a spacious, light-filled laundry room with warm cabinetry and a utility sink. The secondary bedrooms are well-positioned within the split floorplan and enjoy convenient access to private bathrooms. Step outside to your private outdoor oasis, featuring a deep rear patio, sparkling pool, and privacy fence, ideal for relaxing or entertaining. Ideally located, the home offers easy access to Central Florida’s premier attractions, including the back entrance to Walt Disney World, Disney Springs, Universal Orlando, CityWalk, SeaWorld, ICON Park, and the renowned dining destinations along Restaurant Row. If you are looking for a renovated home with space, style, and an exceptional location, this outstanding Glenmuir property truly checks all the boxes.
Listing Agent: Kimberly Gilbert (407-820-6877)
6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$585,000103 Days on yellowkey MLS ID: G5106279
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2139 Built: 2012Community: Windermere Lndgs Ph 02Single Family
Remarks: Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant courtyard, and much more. New refrigerator is 2022, water heater replaced in 2020, AC replaced in October 2021. This home is a great money saver! It is equipped with fully warranted solar panels that pays just $30.00 in electric bills. These panels are not your average solar panels; they are German technology USA made panels with top notch microinverter systems saving you thousands of dollars in utilities throughout the years!! Whether you are a first-time home buyer, investor, or a starter family this home checks all of the boxes. Wonderful Location, A Rated Schools, Shopping & Restaurants will meet all of your buyer's needs. Located within a short distance to Sunset Park Elementary, minutes to Windermere High School, CR 535, Windermere preparatory, Windermere villages, the Butler Chain of Lakes, and just 15 minutes to Disney. Book your showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yindy Reyes (732-277-2828)
13339 ROSKIN LN, WINDERMERE, FL 34786
$680,000103 Days on yellowkey MLS ID: S5141148
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2947 Built: 2012Community: Lake Sawyer South Ph 01Single Family
Remarks: Welcome to an exceptional opportunity in one of Central Florida’s most sought-after community, WINDERMERE. Sellers need to sell and are offering closing help! This ginormous 4 bedroom, 2.5 bath, two story home offers 2,947 square feet of versatile living space designed for comfort, entertaining, and everyday luxury. The layout is ideal, featuring a private den/office, a massive upstairs loft, and generously sized bedrooms throughout. The primary suite is a true luxury retreat, impressively oversized with room to relax, unwind, and recharge. Every room offers abundant space, perfect for families, remote work, or multi-generational living. Step outside to a fully fenced backyard oasis, complete with an outdoor kitchen and brick oven!!! ideal for entertaining, weekend gatherings, Pizza Nights, and Florida-style living year-round. Located in a highly desirable neighborhood with low HOA fees and NO CDD, this home is zoned for top-rated schools, including Windermere High School. Enjoy the convenience of being less than 15 minutes from Disney World, major attractions, world-class dining, shopping, and entertainment all while still tucked away in a peaceful residential setting. An added bonus: SOLAR PANEL HOME providing energy efficiency, lower utility costs, and long-term savings, an increasingly valuable feature for today’s buyers. Homes of this size, location, and value are rarely available. Centrally located, spacious, and priced to move, this is an outstanding opportunity to own in the Windermere area. Schedule your private showing today, this one will not last! Interior painting in progress. Professional photos coming this week!!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karla Price (407-761-7764)
12683 LANGSTAFF DR, WINDERMERE, FL 34786
$375,00038 Days on yellowkey MLS ID: O6391050
1 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1428 Built: 2003Community: Lakes/Windermere-Lk Reams TwnhTownhouse
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fantastic opportunity to own this exceptional END UNIT townhouse with a beautiful POND VIEW in Lake Reams Townhomes community near Disney World! This sought-after townhouse features an impressive 3 bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious paved patio where the best outdoor gatherings are guaranteed! This home is ideally designed for family entertainment & relaxing living and showcases an outstanding layout. Fall in love with an expansive, fully equipped kitchen featuring ample space to enjoy the cooking experience. The kitchen opens up into a family room. All bedrooms are located upstairs, offering maximum privacy. The primary bedroom offers high ceilings and a spacious walk-in closet. The primary bathroom boasts a soaking tub and a walk-in shower. The two other bedrooms are on the opposite end of the townhome, providing privacy to the primary suite. The laundry room is conveniently located upstairs. Once outside, you will reach a paved courtyard presenting a picture-perfect setting for relaxation and entertainment. Lake Ream Townhomes is a great community located near ALL Disney Attractions! Ideally located just minutes from Winter Garden Village, top-rated schools, and major highways, this home combines comfort, style, and location. This lovely home is ready for new owners to make it their own - we welcome you to schedule a private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Anastasiia Zbihla (813-992-3395)
11002 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$3,999,999382 Days on yellowkey MLS ID: O6284922
Bed: 5 Bath: 7.0 Liv Area Sq Ft: 6248 Built: 1954Community: Metcalf Park RepSingle Family
Remarks: Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.
Listing is courtesy of: SERENDIPITY REALTY LLC (407-790-1473)
Listing Agent: Sean Oakley (407-790-1473)
13240 ROSKIN LN, WINDERMERE, FL 34786
$724,00055 Days on yellowkey MLS ID: S5144759
2 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3108 Built: 2007Community: Lake Sawyer South Ph 1Single Family
Remarks: Under contract-accepting backup offers. Tucked within a beautiful Windermere community surrounded by nature, this welcoming residence offers the perfect balance of comfort, space, and everyday livability. Designed to accommodate both growing and established families, the home provides generous living areas, abundant natural light, and a layout that effortlessly blends functionality with warmth. With 3,108 square feet of thoughtfully designed living space, this two-story home features expansive gathering areas ideal for both daily life and entertaining. The main level hosts the heart of the home, including a spacious living room with custom built-in cabinetry, a formal dining area for special occasions, and an open kitchen that connects naturally with the home’s main living spaces. A versatile den near the entrance provides the perfect setting for a home office, study, or flex space. The primary suite, conveniently located on the first floor, serves as a peaceful retreat filled with natural light. The primary bathroom features a relaxing soaking tub, a separate glass-enclosed shower, generous counter space, and both a large closet and an additional walk-in closet. Upstairs, three spacious bedrooms and two full bathrooms provide privacy and comfort for family members or guests, while additional storage has been thoughtfully incorporated beneath the staircase. Peace of mind begins with major upgrades already completed, including a roof replaced in 2022 and two updated A/C systems, one serving each floor for optimal efficiency and year-round comfort. Beyond the home itself, residents enjoy convenient access to the community amenities located just down the road, including a community pool, playground, basketball court, and tennis courts, all included with the low HOA fee, offering a great lifestyle for families and outdoor living. With abundant natural light, a three-car garage, and a functional layout designed for modern living, this home delivers both immediate comfort and long-term value in one of Windermere’s most desirable communities.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Juan Martinez Cortes (407-784-4858)
735 OAKDALE ST, WINDERMERE, FL 34786
$975,00052 Days on yellowkey MLS ID: S5144907
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2475 Built: 1986Community: Windermere TownSingle Family
Remarks: Fully Renovated Windermere Home. Move-In Ready! Discover 735 Oakdale St, a beautifully updated 3-bedroom, 2.5-bathroom home in the heart of Windermere Town. Over the past four years, no detail has been overlooked: new roof, new gutters, marble flooring, resurfaced pool, new fence and shed, windows, two independent HVAC systems, water filtration system, water heater, well pump, renovated bathrooms, and a striking new façade with marble ledger panel. The backyard features new concrete slabs, perfect for entertaining or relaxing. Inside, the home is filled with natural light thanks to beautiful skylights, creating a warm, inviting atmosphere. Enjoy a functional kitchen, dedicated dining room, living room with cozy fireplace and a den, along with a spacious and versatile bonus room ready to become a music room, home office, playroom, media room, or craft studio, with and additional room for extra storage. The master bedroom is conveniently located downstairs, while the other two spacious bedrooms are upstairs, one featuring a private balcony overlooking the pool and backyard, perfect for morning coffee or morning sunrises. Nestled among sparkling lakes, this home offers a serene, private feel while keeping you close to convenience: just minutes to Restaurant Row, Winter Garden Village, boat ramps, tennis courts, farmers markets, food truck nights, and Orlando’s top theme parks. Enjoy the perfect balance of calm and accessibility in a lively, welcoming community. This isn’t just a house, it’s a place to create memories, pursue a charming lifestyle, and live fully. 735 Oakdale St is ready to welcome you home.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Nicoletta Buonaccordo (321-297-8266)
5837 CAYMUS LOOP, WINDERMERE, FL 34786
$1,349,00075 Days on yellowkey MLS ID: O6380732
3 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2937 Built: 2004Community: Keenes PointeSingle Family
Remarks: Under contract-accepting backup offers. Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Jay Stewart (407-913-2677)
11410 RAPALLO LN, WINDERMERE, FL 34786
$760,000489 Days on yellowkey MLS ID: O6265256
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 3336 Built: 2003Community: Belmere Village G2 48 65Single Family
Remarks: This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and spacious additional bedrooms. Located in the gated Belmere Village, residents benefit from low HOA fees and exceptional amenities, including a clubhouse, fitness center, resort-style pool, playground, basketball, volleyball courts and newly added pickleball courts. Conveniently near major highways and Orlando's theme parks, this home offers the perfect blend of luxury and location. Don't miss this opportunity—schedule a showing today!
Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)
Listing Agent: Rebeca Lima (407-800-5654)
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