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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12609 Salomon Cove Dr, Windermere, Florida 34786

Residential Lease For Rent

KELLER WILLIAMS CORNERSTONE RE
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the desirable community of West Side Village in Windermere, FL! Offering 1,992 sq. ft. of open living space, this home combines comfort, elegance, and modern convenience.
$2,650
3Bedroom(s)
2Bathroom(s)
1,992Sqft
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7752 Moser Ave, Windermere, Florida 34786

Residential Lease For Rent

YORK MILLS REALTY LLC
PERFECT LOCATION IN WINDERMERE! CORNER LOT! Great school district! Fenced paved back courtyard! Fresh painting. Newer carpet. Newer lighting fixtures. Newer LG smart appliances. Ceiling fans. Well-maintained townhome with 3 bedroom, 2.5 bathroom, formal dinning, living room, 2 car garage, front covered patio. Only a few mins to schools, shopping, eatings, Disney world.
$2,650
3Bedroom(s)
3Bathroom(s)
Garage Door OpenerParking(s)
1,680Sqft
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11049 Bagley Aly, Windermere, Florida 34786

Residential Lease For Rent

MULTI CHOICE REALTY LLC
Beautiful Two-Story Home featuring 3 bedrooms, 2.5 baths. Spacious living, dining, and kitchen area. The loft and all bedrooms are located on the 2nd floor. The house offers stainless steel appliances. The laundry room is located on the 2nd floor as well. 1st floor all laminate and tile flooring, and new carpet on stairs, and new laminate flooring on 2nd floor. Home is approximately 2082 sq. Ft.
$2,600
3Bedroom(s)
3Bathroom(s)
1,880Sqft
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8210 Mystic View Way #2803, Windermere, Florida 34786

Residential Lease For Rent

GOLDEN SUN REALTY INC
Move right in! This spacious home features brand-new laminate flooring, fresh interior paint, and water included in rent! Located in the highly desired gated community of Oasis Cove, just minutes from Disney World, and surrounded by top-rated schools, shopping, and restaurants — including Windermere High School. ? Home Highlights: * Rare 4-bedroom layout with downstairs master suite * 2.
$2,600
4Bedroom(s)
3Bathroom(s)
2,067Sqft
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7332 Yoder Street, Windermere, Florida 34786

Residential Lease For Rent

FLORIDA CONNEXION PROPERTIES
Location, Location, Location. Gorgeous 3BR 2.5BA home move-in ready for new residents. No carpet throughout the bedrooms. stainless steel appliances, full of cabinets, and two pantries, 2 car garage. Deposit determined by credit score. Applicant to verify school. Renter insurance is required. Pest control is the occupant's responsibility.
$2,600
3Bedroom(s)
3Bathroom(s)
Garage Door OpenerParking(s)
1,484Sqft
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7452 Leighside Dr, Windermere, Florida 34786

Residential Lease For Rent

LJL REAL ESTATE, INC.
Fantastic Location! Well Maintained Windermere townhome located in Lake Burden. Conveniently, Located to some of the Orlandos finest dinning and shopping areas. Also a quick drive to Winter Garden village, Disney World, Golf Courses and the up and coming Hamlin at Independence parkway. Home with 3 bedrooms and 2.5 baths, master bedroom is located downstairs with a walk in closet.
$2,600
3Bedroom(s)
3Bathroom(s)
1,910Sqft
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11428 Center Lake Dr, Windermere, Florida 34786

Residential Lease For Rent

EAST PEARL REALTY
Text listing agent for lockbox number. Do not share lockbox number with your clients.
$2,600
3Bedroom(s)
3Bathroom(s)
1,910Sqft
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14242 Desert Haven St #ge, Windermere, Florida 34786

Residential Lease For Rent

REAL BROKER, LLC
Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home. The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces.
$2,550
3Bedroom(s)
3Bathroom(s)
1,534Sqft
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7230 Shadeview Aly, Windermere, Florida 34786

Residential Lease For Rent

SUNNY 365 REALTY GROUP
Beautiful 3/2.5 townhouse at Ashlin Park in the heart of Windermere. Community Pool, Club House, Playground, Conservation areas, ponds, access to bike trail and just at walking distance from Restaurants and market places. Right next to the 535 road, one mile away from Publix and commercial development with many new restaurants.
$2,550
3Bedroom(s)
3Bathroom(s)
1,724Sqft
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12910 Calderdale Ave, Windermere, Florida 34786

Residential Lease For Rent

SIMS REALTY LLC
Townhome in Wickham Park. End unit with Three Bedrooms, Two and one half baths. Kitchen has 42" wood cabinets, All Appliances, Granite Counter Tops and opens to the Living/Dinning area. All bedrooms are on the second floor, Master suite has a walk in closet with organizer, bath has double vanity and shower. Laundry closet on second floor. The Private courtyard leads to the two car garage.
$2,550
3Bedroom(s)
3Bathroom(s)
1,545Sqft
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7719 Maslin St, Windermere, Florida 34786

Residential Lease For Rent

SIMS REALTY LLC
Townhome in Wickham Park. Light and Bright End Unit has Three Bedroom, Two and One Half Bath. Kitchen has 42" wood cabinets, stainless steel appliances, breakfast bar and opens to the living/dining area. First floor has ceramic tile, second floor with new carpet and fresh paint. Two Bedroom are connected with a jack and jill bath. Master suite with a double vanity and shower.
$2,550
3Bedroom(s)
3Bathroom(s)
1,545Sqft
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7621 Sutherton Ln, Windermere, Florida 34786

Residential Lease For Rent

MY REALTY GROUP, LLC.
One or more photo(s) has been virtually staged. Discover your new home at 7621 Suthertone Lane, nestled in the heart of Windermere’s charming Wickham Park community.
$2,500
3Bedroom(s)
3Bathroom(s)
1,520Sqft
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