CommunityWindermere

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For luxury living at its best, look no further than the town of Windermere. Pristine sand bottom lakes surround this small West Orange community. The boating enthusiast will revel in the system of canals that connects eight lakes known as the Butler Chain of Lakes.



Community credit & Research to OCGF

Listings Windermere


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Residential For Sale

13125 CASABELLA DRIVE, WINDERMERE, Florida 34786

Smart Mansion at Casabella. Welcome to the Toll Brothers "The Marcello", a 7,561SF home is fully automated and integrated with Alexa you can control the entire home through an IPAD or on your phone anywhere in the world. This 5 Bedroom home sits on a prime half acre lot with a pond in the front and rear for your privacy.

Residential For Sale

4088 ISABELLA CIRCLE, WINDERMERE, Florida 34786

"The Masterpiece" at Casabella at Windermere can now be yours. Open floor plan built by the renowned builder Toll Brothers. CASABELLA at WINDERMERE is a Luxury gated community in upscale Windermere.

Residential For Sale

12500 CLIMBING VINE COURT, WINDERMERE, Florida 34786

This beautiful 2 Story home is located in the highly coveted community of Winderstone in Windermere. Built in 2019 with 5 bedrooms, 3.5 bathrooms, 2-car garage and a backyard patio, this well-maintained home is perfect for family and friends to gather.

Residential For Sale

12872 PENSHURST LANE, WINDERMERE, Florida 34786

Beautiful home with an inviting front porch, located in the Lakes of Windermere within distance to schools, shopping, restaurants and so much more. This spacious 3/2 split floor plan has been well maintained inside and out. Once you enter there is a living room/dining combo style to the right and there is a bonus room in the front of the home to the left.

Residential For Sale

4818 PALM TREE COURT, WINDERMERE, Florida 34786

Look no further, highly sought out Windermere home located on a cul-de-sac in the Silver Woods community. Home has renovated kitchen and bathrooms, upgraded flooring, textured ceiling and new stove arriving soon. Kitchen features a breakfast bar and eat in area. Split plan, the other 2 bedrooms are spacious with a lot of closet space.

Residential For Sale

12713 WATER POINT BOULEVARD, WINDERMERE, Florida 34786

***MULTIPLE OFFERS - Best & Final due by end of day Sunday March 27, 2022*** Welcome to this incredibly updated POOL home in Waterford Pointe, a beautiful, private, 24 hour guard gated, lakeside community. There is so much to love about this stunning home and the neighborhood. Once you pull in to the grand, circular drive, you will be impressed.

Residential For Sale

11947 LAKE BUTLER BOULEVARD, WINDERMERE, Florida 34786

Pre-Construction. To be built. Stunning energy efficient contemporary estate home with location! Location! Location! Located on 1.2acre lot on Lake Butler Boulevard in the town of Windermere with water views of Lake Butler. Don’t miss this opportunity to for a brand new luxury build designed and constructed by Supreme International custom home builders.

Residential For Sale

5552 REMSEN CAY LANE, WINDERMERE, Florida 34786

LAKEFRONT! Gorgeous 4 BR, 3.5 BA TWO STORY, POOL HOME on a wide LAKEFRONT lot on LAKE Speer in WINDERMERE. This gorgeous lake front home is a rear and wonderful opportunity. The home has unobstructed views to a natural shoreline across the lake. The travertine patio is plumbed and ready for an outdoor kitchen. As you enter the home, you are greeted with exquisite views of Lake Speer.

Residential For Sale

1484 HEMPEL AVENUE, WINDERMERE, Florida 34786

Come and see this magnificent home located in Windermere, big lot of almost half acre, this is not easy to find, pool, big parking space area, new floors. All major roads are close, restaurants, shopping. Make this your dream house with no HOA!!!!!.

Residential For Sale

8345 LAKE BURDEN CIRCLE, WINDERMERE, Florida 34786

Elegant finishes pair effortlessly with an intentional modern design in this Winderemere stunner. This dreamy, uniquely designed courtyard home with over 3,500 sq. ft. of total privacy, 4 bedrooms, and 4.

Residential For Sale

8923 BLUE MESA DRIVE, WINDERMERE, Florida 34786

This absolutely charming home offers spectacular views and is located in the desirable Windermere Trails. With a pond front location, this home offers 6 bedrooms, 4.

Residential For Sale

1516 HEMPEL AVENUE, WINDERMERE, Florida 34786

Rare Opportunity to find a vacant lot in Windermere or Gotha that has a small efficiency style air conditioned metal storage room with full bath that can be used for so many purposes - Guest Apartment - Casita that could be a Gameroom by the future pool and plenty of space to build your dream home in front of it - The Land is over 210 feet deep and 100 feet wide - Bring your own Builder - No HOA
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