Windermere Florida Homes for Sale

Discover Windermere, Florida: Where Luxury Meets Lake Life

Welcome to Windermere, one of Central Florida’s most prestigious and picturesque communities. Nestled among pristine lakes and rolling hills just 20 minutes from downtown Orlando, Windermere offers an exclusive blend of natural beauty, top-rated schools, and small-town charm that’s increasingly rare in the Sunshine State.

Known for its stunning lakefront estates and tree-lined streets, Windermere has become the address of choice for professionals, families, and those seeking a refined Florida lifestyle. The town’s unique character is defined by its 21 sparkling lakes, including the expansive Butler Chain of Lakes, which provide residents with world-class boating, fishing, and watersports opportunities right in their backyard.

Award-Winning Education

Families are drawn to Windermere’s exceptional educational opportunities. The area is served by highly-rated Orange County Public Schools, including Windermere Elementary and Windermere High School, both consistently earning “A” ratings. The Windermere Preparatory School, a prestigious private institution, offers world-class education from pre-K through 12th grade with an international focus.

Community & Lifestyle

Despite its growth, Windermere maintains its welcoming community spirit. The town center features charming local shops, restaurants, and the beloved town of Windermere hosts regular events throughout the year, including seasonal festivals and the popular farmers market. Residents enjoy easy access to world-renowned theme parks, while the nearby Orange County Parks system offers countless outdoor recreation opportunities.

Whether you’re seeking a waterfront estate, a family-friendly neighborhood, or a luxury golf course community, Windermere delivers an unparalleled Central Florida living experience. At Holiday Realty Florida, we’re proud to help you find your perfect home in this exceptional lakeside paradise.

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8264 Maritime Flag Street #1422, Windermere, Florida 34786

Residential Lease For Rent

BELLA VIEW REALTY LLC
Make this beautiful 2 bedroom, 2 bath condo the perfect space for your family. Located at Lakeside at Lakes of Windermere. This gated community is coveted for their amenities that includes a community pool, play area, fitness center, recreational facilities and more. It is close location to Orlando attractions such as Disney World and Universal. No pets and non-smoking unit, please.
$2,100
2Bedroom(s)
2Bathroom(s)
AssignedParking(s)
1,161Sqft
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8168 Boat Hook Loop #107, Windermere, Florida 34786

Residential Lease For Rent

WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
A beautiful 3-bedroom ground-floor condo located conveniently opposite the clubhouse which has all the luxury amenities you could ask for. Inside, you'll be wowed by the size of the living space, which includes a large living room with a separate dining area, as well as a large kitchen with a breakfast bar, stone countertops, and newer stainless steel appliances.
$2,100
3Bedroom(s)
2Bathroom(s)
GuestParking(s)
1,455Sqft
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8168 Boat Hook Loop #725, Windermere, Florida 34786

Residential Lease For Rent

REALSOURCE PROPERTY MANGNT LLC
MOVE IN SPECIAL: FIRST TWO WEEKS ARE FREE
$2,100
3Bedroom(s)
2Bathroom(s)
1,332Sqft
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11446 Jasper Kay Ter #1009, Windermere, Florida 34786

Residential Lease For Rent

CINO INTERNATIONAL INC
This is a wonderful community offering the ultimate in resort style living with concrete block construction, elevators in every building, 4,500 sq. ft. Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, bbq area & cozy outdoor fireplace! 2BR/2BA well taken care of and ready for availability around Dec 1st.
$1,950
2Bedroom(s)
2Bathroom(s)
1,161Sqft
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