Homes for Sale in Windermere

Mediterranean-style home with terracotta roof tiles, arched windows, landscaped lawn and a black convertible.

Property Listings

Price

Living Area

Aerial view of lakeside homes with green lawns and mature trees along a broad lake.

Active Under Contract

$7,500,000

724 W 2ND AVE, WINDERMERE, FL 34786

6 Beds 7.5 Baths 6,874 Sq.Ft.

Waterfront home at dusk with a white dock and oak trees reflected in the water.

$5,600,000

800 W 2ND AVE, WINDERMERE, FL 34786

5 Beds 4.5 Baths 5,511 Sq.Ft.

Two-story home with glowing windows and a covered porch at sunset

$3,950,000

11002 LAKE BUTLER BLVD, WINDERMERE, FL 34786

5 Beds 7 Baths 6,248 Sq.Ft.

Screened pool patio overlooking a lake, with a covered dock and waterfront homes beyond.

$3,300,000

515 W 2ND AVE, WINDERMERE, FL 34786

4 Beds 5.5 Baths 3,966 Sq.Ft.

Aerial view of a gray-roofed home and landscaped lot, with a lake beyond the surrounding neighborhood.

$3,000,000

11539 LAKE BUTLER BLVD, WINDERMERE, FL 34786

5 Beds 5 Baths 5,018 Sq.Ft.

Modern two-story white house with a three-car garage and wide paved driveway.

$2,175,000

436 E 7TH AVE, WINDERMERE, FL 34786

4 Beds 5 Baths 3,136 Sq.Ft.

Two-story home with a stone facade, arched entrance, and landscaped front yard.

$2,170,000

1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

5 Beds 6.5 Baths 5,448 Sq.Ft.

Modern white two-story home with black-framed windows, balcony, and attached garage.

$2,150,000

11113 LAKE BUTLER BLVD, WINDERMERE, FL 34786

5 Beds 5.5 Baths 4,094 Sq.Ft.

Two-story house with stone accents, three wooden garage doors, and a broad paver driveway.

$2,099,000

713 MAIN ST, WINDERMERE, FL 34786

6 Beds 5 Baths 5,031 Sq.Ft.

Two-story home with a broad paver driveway, attached garages, and palm landscaping.

Active Under Contract

$1,985,000

1118 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786

5 Beds 5 Baths 4,228 Sq.Ft.

Aerial view of a Windermere waterfront home with a pool beside a broad lake.

Active Under Contract

$1,895,000

930 EAST BLVD, WINDERMERE, FL 34786

4 Beds 4.5 Baths 2,868 Sq.Ft.

Modern white two-story house with black-trimmed windows, palm trees, and a broad lawn.

$1,775,000

12001 LAKE BUTLER BLVD, WINDERMERE, FL 34786

3 Beds 3 Baths 3,135 Sq.Ft.

Single-story home with a broad driveway, lawn, and mature Spanish moss–draped trees.

$1,630,000

11923 LAKE BUTLER BLVD, WINDERMERE, FL 34786

3 Beds 2 Baths 2,238 Sq.Ft.

Single-story blue house with an attached garage beneath a large oak draped in Spanish moss.

$1,572,000

33 MAIN ST, WINDERMERE, FL 34786

4 Beds 2 Baths 2,130 Sq.Ft.

Pale yellow home with a two-car garage, tall palms, and a broad front lawn.

$1,500,000

11035 SCHOONER WAY, WINDERMERE, FL 34786

4 Beds 3 Baths 3,517 Sq.Ft.

Aerial view of homes, grassy open land, and a winding waterway beside a broad lake.

$1,499,000

10948 DOWN PARK LN, WINDERMERE, FL 34786

White ranch-style house with a long covered porch, dark shutters, and a curved driveway across the front lawn.

$1,488,000

212 W 1ST AVE, WINDERMERE, FL 34786

4 Beds 2 Baths 2,627 Sq.Ft.

Modern white house with a stone chimney, landscaped lawn, and screened pool.

$1,395,000

101 LEE ST, WINDERMERE, FL 34786

5 Beds 4 Baths 4,186 Sq.Ft.

White modern home behind a broad driveway, framed by mature moss-draped trees.

$1,280,000

104 E 1ST AVE, WINDERMERE, FL 34786

4 Beds 2.5 Baths 2,441 Sq.Ft.

Aerial view of a tree-lined lakeside parcel outlined beside a large lake and neighboring docks.

$1,250,000

1221 OAKDALE ST, WINDERMERE, FL 34786

White single-story house with arched windows, palm trees, and a broad front lawn.

$1,089,000

715 MAGNOLIA ST, WINDERMERE, FL 34786

4 Beds 3 Baths 3,390 Sq.Ft.

Single-story stucco home with a terracotta tile roof, palm trees, manicured landscaping, and a wide driveway.

$1,075,000

11217 WILLOW GARDENS DR, WINDERMERE, FL 34786

4 Beds 3 Baths 2,824 Sq.Ft.

Aerial view of a vacant lot between homes, with lakes behind the Windermere neighborhood.

$1,000,000

11544 WILLOW GARDENS DR, WINDERMERE, FL 34786

Single-story cream home with a gray roof, red shutters, and a broad green lawn.

Active Under Contract

$949,000

2512 TRYON PL, WINDERMERE, FL 34786

4 Beds 3 Baths 3,478 Sq.Ft.

Sports framing storefront with a coral-red door and brick facade.

$900,000

0 USA, WINDERMERE, FL 34786

Single-story home with an attached garage, shaded by a large tree, with a red pickup in the driveway.

$825,000

11155 LAKE BUTLER BLVD, WINDERMERE, FL 34786

3 Beds 2 Baths 1,935 Sq.Ft.

622 Ridgewood Dr

$700,000

622 RIDGEWOOD DR, WINDERMERE, FL 34786

Gray cottage with red shutters, a shaded lawn, and a brick-paved driveway.

$700,000

628 FOREST ST, WINDERMERE, FL 34786

1 Bed 1 Bath 750 Sq.Ft.

Aerial view of homes and a grassy lot along a large lake.

$675,000

609 E 6TH AVE, WINDERMERE, FL 34786

615 E 6th Ave

$650,000

615 E 6TH AVE, WINDERMERE, FL 34786

611 E 6th Ave

$650,000

611 E 6TH AVE, WINDERMERE, FL 34786

613 E 6th Ave

$650,000

613 E 6TH AVE, WINDERMERE, FL 34786

Windermere Listings & Sales

For Sale

Under Contract

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Neighborhood Guides

Lake Nona Central

Lake Nona Central

Davenport

Davenport

Kissimmee

Kissimmee

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