Windermere Single Family Homes for sale by Neighborhood

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ASHLIN PARK PH 1 homes for sale BELLARIA homes for sale
CASA DEL LAGO REP homes for sale DAVIS SHORES homes for sale
ENCLAVE homes for sale GLENMUIR 48 39 homes for sale
HARBOR ISLE homes for sale ISLEWORTH homes for sale
ISLEWORTH WEST homes for sale KEENES POINTE homes for sale
KEENES POINTE 46/104 homes for sale KEENES POINTE UNIT 01 homes for sale
KEENES POINTE UNIT 03 46/104 homes for sale KEENES POINTE UNIT 1 homes for sale
KEENES POINTE UNIT 7 homes for sale KEENES POINTE UT 04 SEC 31 48 82 homes for sale
KELSO ON LAKE BUTLER homes for sale LAKE BUTLER ESTATES homes for sale
LAKE BUTLER PARK PT REP homes for sale LAKE BUYNAK ESTATES homes for sale
LAKE CAWOOD ESTATES homes for sale LAKE CRESCENT RESERVE homes for sale
LAKE DOWN ESTATES homes for sale LAKE DOWN POINTE 50 42 homes for sale
LAKE OLIVIA RESERVE homes for sale LAKE ROPER POINTE homes for sale
LAKE SAWYER SOUTH PH 01 homes for sale LAKE SAWYER SOUTH PH 04 homes for sale
LAKE SAWYER SOUTH PH 1 homes for sale LAKES homes for sale
LAKES OF WINDERMERE homes for sale LAKES WINDERMERE PH 01 49 108 homes for sale
LAKES/WINDERMERE homes for sale LAKES/WINDERMERE PH 01 49 108 homes for sale
LAKES/WINDERMERE PH 02A homes for sale LAKES/WINDERMERE PH 04 homes for sale
LAKES/WINDERMERE-PEACHTREE homes for sale LANDINGS AT LAKE SAWYER homes for sale
MARINA BAY ESTATES homes for sale METCALF PARK REP homes for sale
N/A homes for sale NA homes for sale
NONE homes for sale PALMS AT WINDERMERE homes for sale
PEACHTREE PARK homes for sale PRESTON SQUARE homes for sale
PROVIDENCE homes for sale PROVIDENCE PH 01 50 03 homes for sale
RESERVE AT BELMERE homes for sale RESERVE AT BELMERE PH 02 48 144 homes for sale
RESERVE AT LAKE BUTLER SOUND homes for sale RESERVE AT LAKE BUTLER SOUND UT 2 homes for sale
ROBERTS LANDING homes for sale ROSSER RESERVE REP homes for sale
SANCTUARY/LKS/WINDERMERE homes for sale SAWYER SHORES SUB homes for sale
SAWYER SOUND homes for sale SILVER WOODS homes for sale
SILVER WOODS PH 01 homes for sale SUMMERPORT homes for sale
SUMMERPORT PH 03 homes for sale TILDENS GROVE PH 01 47/65 homes for sale
TILDENS GROVE PH 02 homes for sale VINEYARDS/HORIZONS WEST PH 1B homes for sale
WATERSTONE homes for sale WESTSIDE VILLAGE homes for sale
WINDERMERE homes for sale WINDERMERE ISLE homes for sale
WINDERMERE ISLE PH 2 homes for sale WINDERMERE REP homes for sale
WINDERMERE TERRACE homes for sale WINDERMERE TOWN homes for sale
WINDERMERE TRLS PH 1C homes for sale WINDERMERE TRLS PH 3B homes for sale
WINDSOR HILL homes for sale

Newest Single Family Homes for Sale in Windermere by Neighborhood

View all Windermere Single Family Homes for Sale

  • 6857 VALHALLA WAY, WINDERMERE, FL - MLS# S5147781

    KEENES POINTE - S5147781 - 6857 VALHALLA WAY, WINDERMERE, FL 34786
    Just Added on 04/14/2026 1:37PM

    $3,700,000 | Single Family Home | 5 beds | 6.0 baths | 3 gar

    Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room overlooking a stunning balcony. Invest in quality in this Rick Watson built masterpiece offering a detailed office with coffered ceiling and built-ins, gourmet kitchen with Wolf appliances, and an abundance of custom features. Come experience the peaceful setting of this lovely home with a beautiful view of the golf course and the perfect floor plan for entertainment with its integrated sound system all over the house. An expansive master suite offers lanai access, two spacious walk-in closets with custom organization system, a spa-like bath with stone-top jetted tub, a travertine-covered wrap around walk-in shower with multiple shower heads, and separate vanities. Year-round outdoor activity is possible on the lanai with a summer kitchen and generous outdoor living space that includes covered seating areas, a gas fireplace, space for an outdoor TV, and a gorgeous pool and spa. Watch cinematic masterpieces in your very own home theater, or host game nights in your very own game room with a wet bar diso style. Additional Features include but are not limited to: 5 A/C units with an upgraded air filtration system, a stone-paver driveway, an over-sized 3-car garage, elegant landscaping, and a hand crafted wood and iron front door. Located within 24-HR guard gated Keene’s Pointe and zoned for top-rated schools, this home is a true pleasure to experience.

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    Listing is courtesy of: EMPIRE NETWORK REALTY

  • 1002 OAKDALE ST, WINDERMERE, FL - MLS# TB8495717

    WINDERMERE TOWN - TB8495717 - 1002 OAKDALE ST, WINDERMERE, FL 34786
    Just Added on 04/14/2026 11:48AM

    $975,000 | Single Family Home | 4 beds | 3.0 baths | 4 gar

    Set on a prominent corner lot in one of Windermere’s most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining. The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations. A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs. Positioned along historic Windermere’s signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home. A compelling combination of location, scale, and thoughtful updates—this is Windermere living at its best.

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    Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA

  • 11226 MACAW CT, WINDERMERE, FL - MLS# O6393210

    KEENES POINTE - O6393210 - 11226 MACAW CT, WINDERMERE, FL 34786
    1 Day on yellowkey

    $1,825,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor lifestyle. The expansive outdoor patio overlooks the sparkling pool, providing the perfect setting for hosting guests or enjoying peaceful Florida evenings in your own private retreat. Inside, the home showcases spacious, thoughtfully designed living areas, including a dedicated movie theater for an elevated at-home experience and a versatile separate living space complete with a full bathroom—ideal for guests, in-laws, or multi-generational living. A generously sized loft adds flexibility for a home office, game room, or additional lounge space. At the heart of the home, the gourmet kitchen is a true chef’s delight. Featuring a premium Sub-Zero refrigerator, gas cooktop, and built-in oven and microwave, this space blends high-end functionality with timeless design. Abundant counter space, a spacious breakfast bar, and soaring two-story ceilings create an open and inviting atmosphere perfect for both entertaining and everyday living. The luxurious primary suite serves as a private sanctuary, offering ample space and a spa-like bathroom designed for ultimate relaxation and comfort. Combining custom craftsmanship, elegant design, and resort-style amenities, this one-of-a-kind home delivers an unparalleled lifestyle in Windermere, just moments from premier dining, shopping, and convenient access to major roadways. Opportunity awaits in the highly coveted guard-gate community of Keenes Pointe. Expansive W.J. Sauerwine custom home offering the best value in the community.

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    Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC

  • 12411 MONTALCINO CIR, WINDERMERE, FL - MLS# O6398677

    CASA DEL LAGO - O6398677 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786
    1 Day on yellowkey

    $1,550,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!

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    Listing is courtesy of: CORCORAN PREMIER REALTY

  • 4301 DOWN POINT LN, WINDERMERE, FL - MLS# O6398366

    DOWN POINT SUB - O6398366 - 4301 DOWN POINT LN, WINDERMERE, FL 34786
    3 Days on yellowkey

    $2,950,000 | Single Family Home | 5 beds | 4.0 baths | 6 gar

    Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

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    Listing is courtesy of: EXP REALTY LLC

  • 715 MAGNOLIA ST, WINDERMERE, FL - MLS# S5147648

    WINDERMERE TOWN - S5147648 - 715 MAGNOLIA ST, WINDERMERE, FL 34786
    3 Days on yellowkey

    $1,250,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws, guests, or use as a private office. Located minutes from boat ramps and local amenities. Please schedule your viewing today.

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    Listing is courtesy of: IRIS INTERNATIONAL

  • 2806 WINDSOR HILL DR, WINDERMERE, FL - MLS# O6385977

    WINDSOR HILL - O6385977 - 2806 WINDSOR HILL DR, WINDERMERE, FL 34786
    5 Days on yellowkey

    $1,150,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • 6133 S HAMPSHIRE CT, WINDERMERE, FL - MLS# O6397043

    KEENES POINTE - O6397043 - 6133 S HAMPSHIRE CT, WINDERMERE, FL 34786
    5 Days on yellowkey

    $3,150,000 | Single Family Home | 5 beds | 6.0 baths | 3 gar

    Under contract-accepting backup offers. Sophisticated Elegance best describes this stunning remodeled 5 Bedroom/5FULL Bath/2 Half bath Golf Course Estate Home in Keene’s Pointe. Upon entering this residence built by master custom builder J. Richard Watson, you will discover the seamless beauty of the 48 x 24 tiles that grace the entire main floor and set the tone for this gorgeous interior space filled with abundant natural light. Your eyes are drawn to the impressive living and dining rooms that meld together in this open concept while already eyeing the dramatic Family Room view through a graceful arched cast stone passage into the “heart of the home”. The remodeled kitchen and family room display an elevated level of design rarely seen today, equipped with new cabinetry and accent lighting accentuating the Cambrian custom countertops and back splash areas and new appliances by Wolf, Sub-Zero and Cove. The adjacent Family Room has a clever hospitality bar hidden behind tall double doors so discreet and refined that you are delightfully surprised when you open them to see the mirrored walls and lighted cabinets storing sparkling glasses and a wine refrigerator! Attractive fireplace framed out in a custom Cambria surround is flanked by matching accent walls to feature your most cherished collectibles. From the foyer to the kitchen, you note several coordinated glass and gold chandeliers that highlight the ivory walls, fresh interior paint and new can lighting and ceiling fans throughout. You will also find a large study, the primary retreat and a guest-ensuite bedroom on the main floor. Just off the kitchen, a lovely staircase beckons you up to a mid-level reimagined home theatre with the latest in sight, sound and special effects. New plush red leather recliners are enhanced with vibrations that mimic the main event on the screen to make you feel like you are in it – not just watching! Other rewards include the private half bath, beverage bar, professional popcorn machine and extra seating to enjoy the ambiance without leaving the room! Continuing up the staircase you will discover the second floor featuring 3 bedrooms, 2 Full Baths: (1 ensuite and 2 bedrooms sharing an oversized bathroom with dual vanities, and soaring ceiling with skylight!) Both the enormous bonus room and the ensuite bedroom open to a screened balcony overlooking the pool, golf course and the nature preserve in the distance. Second floor is all engineered hardwood throughout and all bathrooms are renovated. The spacious outdoor screened living area is impressive as well, with a large pool with pebble tec finish tucked within so easy to maintain its pristine sparkle keeping nearby oak tree leaves out of bounds! Enjoy the built-in fire pit and conversation area, along with a separate wet bar under the covered lanai. There is an additional summer kitchen featuring a natural gas grill and built in “Green Egg” allowing you to manage most any cookout gathering! Finally, light up any event you host any day of the year with the custom Massey Outdoor Landscape Lighting color carousel that allows you to choose your color for any seasonal holiday simply by pressing your app! So, sit back and enjoy the view of the wide eighth fairway of the renown Jack Nicklaus Signature Golf Course in Keene’s Pointe. Come live the lifestyle for which Keene’s Pointe is famous and add just an extra splash of refined elegance to the mix!

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    Listing is courtesy of: KEENE'S POINTE REALTY

  • 8520 GREENBANK BLVD, WINDERMERE, FL - MLS# O6396673

    LAKES/WINDERMERE-PEACHTREE - O6396673 - 8520 GREENBANK BLVD, WINDERMERE, FL 34786
    6 Days on yellowkey

    $549,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 5106 TILDENS GROVE BLVD, WINDERMERE, FL - MLS# O6397273

    TILDENS GROVE PH 02 - O6397273 - 5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786
    6 Days on yellowkey

    $1,700,000 | Single Family Home | 6 beds | 4.5 baths | 3 gar

    PARADISE…FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this gorgeous home sits on a large lot measuring ½ acre with endless views of beautiful greenspace & water, mature trees & extensive landscaping…peace, privacy & serenity are all yours. Live the Florida lifestyle OUTDOORS in your fully screened resort style saltwater pool & spa with an oversized travertine lanai patio complete with summer kitchen…an incredible outdoor living space ideal for entertaining or enjoying in solitude. The fantastic & flexible floor plan begins with solid wood six lite double entry doors into a grand welcoming foyer which flows directly into the large living spaces. Extremely tall ceilings on both first & second floors with stunning coffered trim details in each room and TONS of gorgeous windows & natural light throughout. The incredible gourmet kitchen is the HEART of this home featuring a large center island, custom cabinetry, recently upgraded quartz countertops & backsplash, built-in appliances including wood-panel refrigerator, wine/beverage cooler, Fisher and Paykel double dishdrawers, walk-in pantry…for the professional chef or amateur, you couldn’t ask for more! Interior & Exterior Neutral Paint in 2022. Custom Closet Built-ins. Plantation Shutters Throughout. This functional floor plan features SIX (6) large bedrooms, FOUR (4) full bathrooms and ONE (1) half bath (four bedrooms & three full baths on first floor -- two bedrooms & one full bath PLUS huge bonus room with half bath & wet bar plumbing on second floor). Large laundry room with tons of built-in cabinets & storage spaces, desk area plus full-sized fridge/freezer. Oversized three car garage with built-in storage and large paver driveway for plenty of parking space. Whole House Aquasana Water Filtration System. Pet-Free Home. The PERFECT location -- you can be tucked AWAY FROM IT ALL, yet located just minutes from shopping, dining, golf and major highways and roadways for easy access to anywhere in Central Florida & beyond -- 18 miles to Downtown Orlando, 25 miles to Orlando International Airport (MCO), 9 miles to world-famous “Restaurant Row” and Arnold Palmer’s Bay Hill, 7 miles to Walt Disney World. In addition to the 24-hour guard gated security (one gate only for entry/exit), Tildens Grove offers a beautiful community park area with large playground, tennis & pickleball courts, basketball court & soccer field. A+ public schools plus options for Windermere Prep & Foundation Academy within minutes. This is THE ONE you have been waiting for…WELCOME HOME!

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    Listing is courtesy of: TARA MOORE REAL ESTATE

  • 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL - MLS# O6396835

    WINDERMERE LNDGS FD-1 - O6396835 - 6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
    6 Days on yellowkey

    $1,130,000 | Single Family Home | 8 beds | 5.0 baths | 2 gar

    More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and privacy.

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    Listing is courtesy of: VESTI LLC

  • 8355 TORCELLO ISLE DR, WINDERMERE, FL - MLS# O6396948

    WINDERMERE ISLE - O6396948 - 8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $925,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented exterior and charming front porch overlook a peaceful conservation area, creating a serene first impression. Inside, the open floor plan showcases elegant finishes, including wood and tile flooring, custom lighting, and ceiling fans. The gourmet kitchen features quartz countertops, a breakfast bar, double oven, gas cooktop, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The home includes two downstairs bedrooms, ideal for a home office and guest suite. Upstairs, enjoy a versatile loft, PLUS theater/game room, two bedrooms with a Jack-and-Jill bath, and a spacious primary suite with a luxurious ensuite and walk-in closet. Step outside to a large fenced yard with room for a pool, and unwind on the patio with nightly views of Disney fireworks. Additional highlights include energy-efficient features, LED lighting, tankless gas water heater, oversized upstairs laundry, ample storage, and an attached garage. Ideally located near top schools, Hamlin shopping & dining, major highways (HWY 429), and Disney World theme parks—this home offers the perfect blend of comfort, convenience, and lifestyle. Hamlin, a vibrant town center offering walkable lakefront living, dining, shopping, entertainment, movie theater and year-round events in the heart of Horizon West.

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    Listing is courtesy of: REALTY LYNK INC

  • 825 OAKDALE ST, WINDERMERE, FL - MLS# O6396351

    WINDERMERE TOWN - O6396351 - 825 OAKDALE ST, WINDERMERE, FL 34786
    7 Days on yellowkey

    $792,500 | Single Family Home | 3 beds | 2.0 baths | 1 car

    THE ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

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    Listing is courtesy of: EXP REALTY LLC

  • 14371 CREST PALM AVE, WINDERMERE, FL - MLS# G5110664

    PALMS AT WINDERMERE - G5110664 - 14371 CREST PALM AVE, WINDERMERE, FL 34786
    8 Days on yellowkey

    $1,114,989 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.4 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden,—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 14377 CREST PALM AVE, WINDERMERE, FL - MLS# G5110662

    PALMS AT WINDERMERE - G5110662 - 14377 CREST PALM AVE, WINDERMERE, FL 34786
    8 Days on yellowkey

    $970,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. | 4 Beds | 2.5 Baths | 2-Car Garage | Oversized Lot | Move-In ReadyWelcome to the Tidewater– a thoughtfully designed, single-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,687 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.2.5 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2-Car Garage: Ample space for two vehicles plus additional storage or hobby area.: Extra space for a future pool, garden, or play area—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required. Price reduced, no incentives apply.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 1329 GLENHEATHER DR, WINDERMERE, FL - MLS# O6395704

    RESERVE AT BELMERE - O6395704 - 1329 GLENHEATHER DR, WINDERMERE, FL 34786
    8 Days on yellowkey

    $821,000 | Single Family Home | 3 beds | 3.0 baths | 3 gar

    Impeccably maintained one-story pool home in the 24/7 guard gated community of Reserve at Belmere in Windermere. This move-in-ready residence offers peaceful pond views and stunning postcard-worthy sunsets from the expansive screened lanai overlooking the stocked pond in the backyard. Step inside to discover elegant one-story living with soaring high ceilings, an updated kitchen featuring a natural gas cooktop, built-in double convection ovens, abundant cabinet storage, and a walk-in pantry. The spacious family room includes an entertainment system with the TV conveying. A large dedicated home office provides flexibility and could easily serve as a fourth bedroom if desired. The primary suite is a true retreat, complete with two walk-in closets, a luxurious jacuzzi garden tub, separate walk-in shower, and dual vanities. The oversized premium lot backs directly to the serene pond, creating a private oasis designed for the ultimate Florida lifestyle. Enjoy the sparkling screened pool, deep covered lanai, and custom summer kitchen—perfect for outdoor entertaining while watching nightly western sunsets. A pocketing glass wall opens to.the lanai and extended pool deck, the outdoor shower is perfect to rinse off. Additional highlights include a three-car garage with a large paver driveway, mature landscaping that enhances incredible curb appeal, a tile roof, and a full hurricane shutter system on all windows and entries. The Reserve at Belmere delivers resort-style living with 24/7 guarded entry, a state-of-the-art fitness center, tennis courts, basketball courts, beach volleyball, and a fishing pier on Lake Reams. Families appreciate the sought-after A-rated K-12 schools in the area, along with convenient access to top private school campuses. Endless shopping and dining options are just minutes away in every direction, with quick commutes via the 429, Florida turnpike, 408 ,I-4, Winter Garden Village, and Downtown Orlando. Pride of ownership shines throughout this lovingly cared-for home, making it one of the best values in the community. Don't miss the opportunity to call this exceptional pond-view pool home yours.

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    Listing is courtesy of: RE/MAX PRIME PROPERTIES

  • 6550 CARTMEL LN, WINDERMERE, FL - MLS# O6396111

    RESERVE AT LAKE BUTLER SOUND - O6396111 - 6550 CARTMEL LN, WINDERMERE, FL 34786
    10 Days on yellowkey

    $2,300,000 | Single Family Home | 4 beds | 4.5 baths | 3 gar

    This is a rare, one of a kind stunning Luxury Contemporary Home in Windermere – Over Half Acre with Private Pound View Welcome to 6550 Cartmel Ln, located in the exclusive community of Reserve at Lake Butler Sound — one of the most desirable gated neighborhoods in Windermere. This beautifully renovated, modern-contemporary residence sits on an oversized lot with over half an acre and features its own private lake view, offering a rare combination of luxury, privacy, and breathtaking outdoor living. The home offers 4 bedrooms, 4 full bathrooms, and 1 half bath across a spacious two-story layout with an open-concept design. The interior showcases elegant finishes throughout, including luxury vinyl flooring (no carpet), high ceilings, and abundant natural light. The gourmet kitchen is fully equipped with stainless steel appliances, quartz countertops, and custom cabinetry—perfect for both everyday living and entertaining. Step outside to your private backyard oasis, featuring a covered lanai with outdoor kitchen/grill area, a beautiful pool, and expansive lakefront space ideal for relaxing or hosting guests. Exterior furniture is included, making this home move-in ready. Additional highlights include a 3-car garage and partially furnished interiors. The community offers a lifestyle centered on privacy and lakefront living, featuring 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained green spaces. Prime location just minutes from: Walt Disney World Resort Downtown Winter Garden The Mall at Millenia Top-rated schools, fine dining, shopping, and major highways This is a rare opportunity to own a fully upgraded luxury home in one of Central Florida’s premier communities. Don’t miss your chance—schedule your private showing today!

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 11455 CLAYMONT CIR, WINDERMERE, FL - MLS# O6396381

    KEENES POINTE - O6396381 - 11455 CLAYMONT CIR, WINDERMERE, FL 34786
    10 Days on yellowkey

    $1,249,000 | Single Family Home | 3 beds | 3.0 baths | 3 gar

    Better-Than-New Fully Renovated Pool Home in 24-hour gated/attended Keene's Pointe. Home to The Golden Bear Club an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming. Welcome to your dream home—completely renovated and truly move-in ready! This stunning residence offers the perfect blend of modern upgrades, thoughtful design, and luxurious indoor-outdoor living. Step inside to discover a spacious, light-filled layout featuring three bedrooms, three full bathrooms, formal dining room, and a dedicated office, ideal for working from home or creating a private retreat. A formal dining room with arched window greets you at the entrance, while the heart of the home opens into an expansive great room with an open-concept floor plan, seamlessly connecting the living, dining, and kitchen areas—perfect for entertaining. The low maintenance wood-look tile carries throughout the home.The beautifully updated kitchen boasts a large island that seats 6 comfortably and provides additional storage. White and oak shaker cabinets, Verona quartz on the counters and backsplash, and new stainless steel appliances, create a warm and inviting atmosphere for gatherings both large and small.The primary suite offers two custom closets and bathroom with dual vanities, free-standing tub and zero entry shower. On each side of the kitchen are the two additional bedrooms with full baths to service each offering custom tile detailing and decorative free-standing vanities. From the great room through the triple-panel sliding door you enter the patio overlooking your own private oasis with an oversized pool and spa, recently resurfaced and enhanced with a new pool motor and heater—perfect for year-round relaxation and entertaining. Throughout this home you will find quality features such as designer lighting, crown moldings, and coffered and tray ceilings. Additional highlights include: 3-car garage with ample storage space, tankless gas water heater for energy efficiency and endless hot water, new roof (2022), professionally designed landscaping and much more. Every detail has been thoughtfully updated, offering the feel of new construction without the wait. Located in close proximity to shopping, dining, major tourist attractions, expressways and top-rated public and private schools - space, style and upgrades in every corner, this home truly has it all!

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    Listing is courtesy of: SOUTHERN REALTY GROUP LLC

  • 9237 SABAL PALM CIR, WINDERMERE, FL - MLS# G5110005

    SILVER WOODS PH 01 - G5110005 - 9237 SABAL PALM CIR, WINDERMERE, FL 34786
    10 Days on yellowkey

    $789,995 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Nestled in the charming and highly desirable Silverwood subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwood is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere. Residents enjoy access to tennis courts and the ease of walkable surroundings, all while being just minutes from shopping, dining, grocery stores, churches, and everyday conveniences. This inviting residence provides three bedrooms and two bathrooms in a thoughtfully designed layout. Originally built in 1985, the home has been tastefully updated, including a modernized kitchen that serves as the heart of the home. A standout feature is the expansive Florida room, added by the current owners, creating a bright and versatile living space perfect for entertaining, relaxing, or enjoying views of the backyard year-round.Whether you’re drawn to the peaceful neighborhood setting or the unbeatable location close to everything Windermere has to share, this home presents a wonderful opportunity to enjoy both charm and convenience in one of the area’s most appealing communities.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 6953 TETTENHALL LN, WINDERMERE, FL - MLS# O6396363

    LAKES/WINDERMERE PH 04 - O6396363 - 6953 TETTENHALL LN, WINDERMERE, FL 34786
    10 Days on yellowkey

    $605,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. This beautifully POND view and well maintained 4-bedroom, 2.5-bath Corner home in the desirable Lakes of Windermere community?Featuring a brand-NEW roof installed in 2025, 2025 AC ,newer kitchen hood .this home offers both peace of mind and long-term value. Situated on a premium corner lot, the home enjoys serene pond views from the front porch—perfect for relaxing evenings, watching sunsets, and even Disney fireworks. Newer exterior paint and updated landscaping Inside, you’re welcomed by a bright, airy feel with Newer interior paint and light ceramic tile throughout the main living areas. 2025 luxury vinyl floor, NO carpet at whole house!! The open-concept kitchen features solid surface countertops, ample cabinetry, a breakfast bar, and a walk-in pantry, flowing seamlessly into the dinette and family room. The split floor plan provides privacy, with the owner’s suite tucked away at the rear of the home, while three additional bedrooms are located at the front. A screened rear porch and rear-entry 2-car garage add both functionality and charm. Additional upgrades include crown molding, garage storage shelving. Great school zone! Residents of Lakes of Windermere enjoy resort-style amenities including a community pool, playground, tennis courts, beach volleyball, open green spaces, and a fishing pier on Lake Sawyer. Conveniently located near shopping and dining at Winter Garden Village, just 2 miles from Windermere Preparatory School, 9.7 miles to Disney, and 26 miles to Orlando International Airport. Don’t miss this exceptional opportunity—schedule your private showing today.

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    Listing is courtesy of: RC GROUP REALTY LLC

  • 4309 SALTMARSH SPARROW DR, WINDERMERE, FL - MLS# O6396295

    STILLWATER XINGS PRCL SC-13 PH - O6396295 - 4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786
    11 Days on yellowkey

    $825,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully fenced in backyard, creating defined outdoor space. This property includes updated finishes and functional living spaces. Included 100-Day Home Warranty with buyer activation

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    Listing is courtesy of: OPENDOOR BROKERAGE LLC

  • 14217  BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL - MLS# O6396155

    SUMMERPORT - O6396155 - 14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786
    11 Days on yellowkey

    $600,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Don't miss out on this 4 bedroom 3 bathrooms in the tranquil Summerport community in Windermere. The first floor consists of the Kitchen, dining, family room, living room, the Master bedroom and the 3 other bedrooms and the guest bathroom. The second floor consists of the large loft, closets and a full bathroom. Don’t miss your chance to experience exceptional living very close to Keenes Crossing Elementary, Bridgewater Middle and Windermere high

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    Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO

  • 8350 BOWDEN WAY, WINDERMERE, FL - MLS# O6395966

    KEENES POINTE - O6395966 - 8350 BOWDEN WAY, WINDERMERE, FL 34786
    11 Days on yellowkey

    $1,199,000 | Single Family Home | 3 beds | 3.5 baths | 2 gar

    Under contract-accepting backup offers. Gated/24-hour attended Keene's Pointe. Home of The Golden Bear Club, a private membership club offering golf, tennis, fitness, dining and swimming. This thoughtfully designed home offers both space and functionality for modern living. Upon entry, you’re welcomed by a spacious formal dining room, formal living room, and a private office featuring classic French doors—perfect for working from home. Wood-look tile flooring flows seamlessly throughout the entire first floor, adding warmth and durability.The private primary suite is a true retreat, complete with a large walk-in closet featuring custom shelving and an en suite bathroom. The updated kitchen boasts white shaker cabinets, stainless appliances, ample storage, and a cozy breakfast nook that opens to the inviting family room—ideal for everyday living and entertaining.The first floor also includes two additional bedrooms, a fully renovated bathroom, and bonus space for work or play, offering flexibility for family or guests. Upstairs, you’ll find a spacious bonus room that can easily serve as a fourth bedroom along with a full bathroom—perfect for a guest suite or multi-purpose space.The back yard provides plenty of space for a future pool or entertaining area. There is also a garage with 2 spaces for cars and a tandem third space for golf cart or storage.Tankless gas water heater, water softner system, NEW ROOF in 2022, updated HVAC units (2026 and 2021), new paver driveway in 2026, designer touches throughout, and much more! This home combines comfort, style, and versatility—ready for you to move in and make it your own.

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    Listing is courtesy of: SOUTHERN REALTY GROUP LLC

  • 3130 BUTLER BAY DR N, WINDERMERE, FL - MLS# O6395307

    BUTLER BAY - O6395307 - 3130 BUTLER BAY DR N, WINDERMERE, FL 34786
    11 Days on yellowkey

    $1,725,000 | Single Family Home | 5 beds | 5.0 baths | 4 gar

    One or more photo(s) has been virtually staged. PALATIAL ESTATE in the heart of Windermere offers LUXURY living on an exclusive ONE ACRE LOT with mature landscaping among pines and palms for the ultimate in PRIVACY and SERENITY. A true estate in GATED Windermere Club, this pristine single story oasis offers extraordinary curb appeal with an expansive paver driveway, a grand drive through porte-cochere, three car garage, and professionally manicured grounds. This custom built home features true craftsmanship and offers quality details - a blank canvas just waiting for YOUR personal style AND PRICED BELOW APPRAISAL! You will feel like you are living in a Mediterranean villa in Windermere! The kitchen island was custom designed for the home with seating and two sinks so the chef can entertain while creating masterpieces with the 6 burner GAS cooktop, grill and double Monogram oven. The cabinets are truly a work of art custom made with rich wood planks. The pantry is elegantly hidden behind an artisan designed sliding door and is not only huge but well equipped with electrical outlets. The living and dining room share a double faced MASONRY FIREPLACE. Archways lead into every room and expertly finished plaster style walls make your palazzo a stylish retreat - DEFINITELY NOT A COOKIE CUTTER - THIS ESTATE IS SPECIAL. Lighting has been updated to give a bright, elegant and contemporary vibe. Each bedroom has its own ensuite bath! There is a finished “bonus room/in law suite” (2020) with a private exterior door and plenty of adjacent unfinished space, wired and plumbed for easy installation of a kitchen and bathroom - THIS WOULD BE AN IDEAL IN LAW OR TEEN SUITE! Three additional bedrooms, each with an ensuite bathroom are located in a wing of the home that can be closed from common area, creating privacy and comfort for family and guests. The Primary/Master suite, located on the other side of the home, is a private oasis overlooking the flower filled garden, resort style pool, pines and pristine green space on the sprawling ONE ACRE lot with NO REAR NEIGHBORS! There is a small office with a door connected to the primary suite. The primary/master bathroom has a walk around shower, an indulgent soaking tub, double vanities, high end finishes, TWO WALK IN CLOSETS with designer lighting and custom built ins, and a second hot water heater. The custom designed home has everything you’d expect for a LUXURY LIFESTYLE. The laundry room has granite, a sink, custom cabinets, and plenty of space. Likewise, the oversized three car garage has a sink, potting shed/room, epoxy floor and built in cabinets. No expense was spared as the owner installed thousands of dollars in exterior uplighting and two fountains creating a world class private resort ambience. Among meandering paver paths lined with flowers and bougainvillea arches, you’ll have an abundance of outdoor lounging space, including a sparkling heated pool and spa adjacent to a screen enclosed summer kitchen with commercial style built in grill, sink, built in refrigerator - all of this is steps from the pool cabana bath and outdoor shower. Windermere Club is zoned for award winning public and private schools. The Windermere Recreation Center is less than one mile away and features a boardwalk onto Lake Crescent, playground, kayak launch, pavilions, sand volleyball court, tennis courts and walking trails for residents. While all measurements are believed to be correct, buyer is encouraged to confirm all.

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    Listing is courtesy of: REVEL REALTY LLC

  • 5130 SUN PALM DR, WINDERMERE, FL - MLS# O6390875

    SILVER WOODS PH 04 - O6390875 - 5130 SUN PALM DR, WINDERMERE, FL 34786
    12 Days on yellowkey

    $525,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 5130 Sun Palm Drive, located in the heart of WINDERMERE! This beautifully maintained 3-bedroom, 2-bath home offers 1,723 sqft of living space on a spacious ¼-acre FULLY FENCED lot — perfect for outdoor enjoyment and privacy. Recent upgrades include a new ROOF (2022) and a new AC SYSTEM (2020). ALL FLOORING HAS BEEN UPDATED. The carpet was removed and replaced with Mohawk Pergo luxury vinyl plank. The original tile was replaced with fresh ceramic tile throughout the rest of the house—NO MORE POPCORN CEILING, all was removed, and now it has a beautiful finished ceiling. A brand NEW SLIDING GLASS DOOR opens to the NEW PATIO DECK recently installed. Ideal for indoor-outdoor living. Just minutes from the famous Sand Lake Restaurant Row, conveniently located near the distinguished Bay Hill Golf Community, and backing up to the exclusive Isleworth Court private community. Zoned for top-rated schools, and ideally situated just 20 MINUTES from Walt Disney World and 10 minutes from Universal Studios — this location truly offers the best of Central Florida living!

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    Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO





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