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Windermere, FL Homes for Sale | Realty.com

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Homes for Sale in Windermere, FL

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24 of 223 Listings

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24 of 223 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

56Active
$1,999,000
4 bd · 4 ba · 3,912 sqft
8229 Tibet Butler Dr, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
93Active
$4,350,000
5 bd · 5 ba · 5,305 sqft
9602 Maywood Dr, Windermere, FL
Tiphany Weeks · DIAMOND REAL ESTATE GROUP
65Active
$649,000
4 bd · 3 ba · 2,455 sqft
7030 Mapperton Dr, Windermere, FL
Keith Conklin, LLC · FOLIO REALTY LLC

4Active
$1,280,000
4 bd · 3 ba · 2,441 sqft
104 E 1st Ave, Windermere, FL
Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC
35Active
$950,000
4 bd · 3 ba · 2,680 sqft
8524 Vivaro Isle Way, Windermere, FL
Vincent Cordaro · SERHANT
96Active
$2,400,000
5 bd · 4 ba · 5,139 sqft
12722 S Lake Sawyer Ln, Windermere, FL
Padgett McCormick · KELLY PRICE & COMPANY LLC
63Active
$8,500,000
4 bd · 5 ba · 7,100 sqft
5092 Isleworth Country Club Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
37Active
$875,000
4 bd · 3 ba · 2,704 sqft
11727 Delwick Dr, Windermere, FL
Catherine Lambert PA · BHHS FLORIDA REALTY
100Active
$6,950,000
7 bd · 8 ba · 8,722 sqft
6113 Grosvenor Shore Dr, Windermere, FL
Gwen Flynn · COLDWELL BANKER REALTY
74Active
$2,350,000
4 bd · 6 ba · 4,169 sqft
11532 Waterstone Loop Dr, Windermere, FL
Andrew Kincaid · BHHS FLORIDA REALTY
100Active
$3,850,000
4 bd · 6 ba · 6,605 sqft
4906 Aviva Garden Ct, Windermere, FL
Simon Simaan · THE SIMON SIMAAN GROUP
51Active
$3,595,000
3 bd · 5 ba · 4,333 sqft
9310 Isleworth Gardens Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Open house Wed, Oct 7 · 9:00 AM47Active
$565,000
3 bd · 2 ba · 1,855 sqft
7271 Londale Blvd, Windermere, FL
Karen Albright · OPENDOOR BROKERAGE LLC
74Active
$3,999,000
5 bd · 6 ba · 5,580 sqft
6120 Greatwater Dr, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
51Active
$1,488,000
4 bd · 4 ba · 3,763 sqft
12721 Jacob Grace Ct, Windermere, FL
Cathy Williams · LAKE NONA REALTY LLC
32Active
$295,000
2 bd · 2 ba · 1,161 sqft
11446 Jasper Kay Terrace #202, Windermere, FL
Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS
27Active
$405,000
4 bd · 3 ba · 2,294 sqft
14350 Bridgewater Crossings Blvd, Windermere, FL
Dawn Briggs · BLUE MAGNOLIA REALTY LLC
25Active
$560,000
4 bd · 3 ba · 2,214 sqft
11543 Charnock Dr, Windermere, FL
Angela Mavarez Suarez · PM ELITE REALTY LLC
38Active
$3,250,000
3 bd · 4 ba · 2,848 sqft
6126 Payne Stewart Dr, Windermere, FL
Jill Irwin · IRWIN REALTY GROUP LLC
97Active
$769,000
5 bd · 3 ba · 2,773 sqft
6727 Merrick Landing Blvd, Windermere, FL
Stephanie Demantova Correa · AUTHENTIC REAL ESTATE TEAM
52Active
$4,395,000
6 bd · 6 ba · 4,739 sqft
5186 Vardon Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
Price Reduced47Active
$530,000
4 bd · 2 ba · 2,020 sqft
13738 Eden Isle Blvd, Windermere, FL
Kathryn Shevlin · THE PROPERTY FIRM
Price Reduced20Active
$549,990
3 bd · 3 ba · 1,699 sqft
13317 Lush Lime Aly, Windermere, FL
Reed Williams · ASHTON WOODS FLORIDA REALTY LLC
100Active
$625,000
4 bd · 3 ba · 2,683 sqft
12809 Holdenbury Ln, Windermere, FL
Lois Ann Cox, PA · WATSON REALTY CORP

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Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Windermere housing market

September 2026 · This period is still settling

Selling at 97.1% of asking price

Buyers here are paying below asking. MLS · 46 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $780,000$532,450–$1,125,000 typical range
Price per sq. ft.: $285
Sales: 39
Paid in cash: 41.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,090,000
Homes for sale: 248
Median days on market: 32 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -20.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,645 sq. ft.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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Nearby areas

ZIP codes

34747 (2,311)
34746 (1,657)
33837 (1,447)
34787 (1,383)
33896 (1,136)
34771 (948)
33897 (893)
34748 (843)

Cities

Orlando (7,348)
Kissimmee (5,463)
Davenport (3,432)
St. Cloud (2,004)
Clermont (1,407)
Winter Garden (1,334)
Apopka (994)
LEESBURG (865)

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

Windermere housing market

September 2026 · This period is still settling

Selling at 97.1% of asking price

Buyers here are paying below asking. MLS · 46 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $780,000$532,450–$1,125,000 typical range
Price per sq. ft.: $285
Sales: 39
Paid in cash: 41.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,090,000
Homes for sale: 248
Median days on market: 32 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -20.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,645 sq. ft.

Nearby areas

ZIP codes

34747 (2,311)
34746 (1,657)
33837 (1,447)
34787 (1,383)
33896 (1,136)
34771 (948)
33897 (893)
34748 (843)

Cities

Orlando (7,348)
Kissimmee (5,463)
Davenport (3,432)
St. Cloud (2,004)
Clermont (1,407)
Winter Garden (1,334)
Apopka (994)
LEESBURG (865)