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Homes for Sale with a Pool in Windermere, FL

175 homes
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5939 Blakeford Dr, Windermere, FL 34786

This Beautiful Victorian style home with gorgeous pond and golf views has been nicely updated...and it’s ready for a new family to enjoy!!!! This home is located overlooking the 13th hole in the des...
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14237 Desert Haven St, Windermere, FL 34786

WELCOME HOME TO THIS BEAUTIFUL CONDOMINIUM IN THE DESIREABLE OASIS COVE COMMUNITY. This home is a RARE FIND IN THIS COMMUNITY WITH TWO MASTER SUITES, A THIRD BEDROOM, THREE AND A HALF BATHS AND A L...
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12682 Langstaff Dr, Windermere, FL 34786

This beautiful corner unit townhome offers modern amenities, ample natural light, and flexible living spaces, all in a prime location near Walt Disney World and Orlando attractions. You can see Disn...
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9036 Arbors Edge Trl, Windermere, FL 34786

Located in Windermere and 2 miles from Disney Attractions, this inviting ENERGY STAR Certified home features 4 Bedrooms, 3 Baths, LOFT, Covered Lanai and 2 Car Garage. First floor bedroom perfect for...
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6963 Northwich Dr, Windermere, FL 34786

Welcome to this spacious 3,068 square foot two-story single-family home, located in the highly desirable community Lakes of Windermere! This home has 4 bedrooms and 2.5 bathrooms, with an attached 2-...
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7426 Bentonshire Ave, Windermere, FL 34786

Discover this ideal 3-bedroom, 2.5-bath townhome in the heart of Windermere! The home features a spacious, open kitchen complete with stainless steel appliances. Step through the sliding glass doors ...
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13330 Abuela Aly, Windermere, FL 34786

A great opportunity to own a beautiful corner unit townhome in Windermere, Florida. This home sits on a well manicured green space lawn with hometown charm and front porch living. The Coastal Charm e...
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9792 Wild Oak Dr, Windermere, FL 34786

Discover this exquisite 3-bedroom, 3.5-bathroom pool home nestled on a lush 1/3-acre lot in the prestigious Windermere Downs community. Spanning 3,100 square feet, this property combines sophisticate...
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4011 Isabella Cir, Windermere, FL 34786

This exceptional residence, built by Toll Brothers in 2019, is nestled within Casabella, which is located in the prestigious Windermere. This exclusive neighborhood combines privacy, expansive homes...
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4236 Isabella Cir, Windermere, FL 34786

Welcome to 4236 Isabella Circle, an exquisite estate located in the Casabella community in Windermere. This luxurious home combines elegance, comfort, and sophistication, providing a tranquil retreat...
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6102 S Hampshire Ct, Windermere, FL 34786

Nestled on an unparalleled lot within the exclusive, guard-gated Keene's Pointe community, this rare one-story custom residence by renowned builder Rick Watson offers the ultimate in luxury living. O...
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9700 Pleasance Cir, Windermere, FL 34786

Welcome to 9700 Pleasant Circle, a stunning property nestled on one of the most picturesque lots in Windermere Downs. This beautiful corner lot spans nearly 3/4 of an acre and sits just across from a...
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8265 Maritime Flag St Unit S, Windermere, FL 34786

Discover the perfect blend of comfort and convenience at this NEW stunning 3-bedroom, 2.5-bathroom townhome-style residence. You'll have a nice-sized SECOND BEDROOM, SECOND FULL BATH, and IN-unIT LAU...
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98 10Th Ave, Windermere, FL 34786

Stunning, thoughtfully designed, contemporary pool home, NEW (completed in 2024). Bright, open floor plan boasting 4 spacious bedrooms, two with en-suite bathrooms, and an office or 5th bedroom. Step...
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5410 Monterrey Club Ct, Windermere, FL 34786

PRICED TO SELL!!!! Your family simply must see this heavenly retreat! Nestled on a tranquil cul-de-sac, this Isleworth estate will steal your heart. From every corner of the house, you'll be captivat...
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5856 Marleon Dr, Windermere, FL 34786

Welcome to this luxurious 5-bedroom, 6.5-bathroom pool home, nestled in the highly sought-after Windermere community. Located within a top-rated school zone and just a short walk to Windermere Prep a...
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13303 Fernow St, Windermere, FL 34786

Gorgeous two-story home on corner lot, 5 bedrooms and 5.5 bathrooms, each bedroom with private bathroom, with first floor bedroom suite, open floor plan with newly remodeled gourmet kitchen and new a...
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1548 Lake Rhea Dr, Windermere, FL 34786

Presenting a stunning luxury residence in the highly sought-after Belmere Reserve of Windermere, FL ??. Impeccably crafted by ABD, this custom-built 4-bedroom, 4 Bath, 1 Office masterpiece offers 3,4...