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Windermere, FL Homes for Sale — Page 7 | 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

1Active
$3,750,000
5 bd · 6 ba · 6,182 sqft
9960 6th St, Windermere, FL
Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC
64Active
$5,300,000
6 bd · 7 ba · 4,665 sqft
5199 Latrobe Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
100Active
$2,899,000
7 bd · 6 ba · 5,122 sqft
4303 Isabella Cir, Windermere, FL
Gaby Sadler · SERHANT

19Active
$359,900
3 bd · 3 ba · 1,534 sqft
14442 Desert Haven St #4305, Windermere, FL
Umberto Da Cunha Neto · WRA BUSINESS & REAL ESTATE
Price Reduced39Active
$499,990
4 bd · 3 ba · 2,221 sqft
7867 Berkshire Oak Aly, Windermere, FL
James Song · MULTI CHOICE REALTY LLC
Price Reduced48Active
$1,169,900
5 bd · 4 ba · 3,064 sqft
2230 Ridgewind Way, Windermere, FL
Tim Frush · COLDWELL BANKER REALTY
Price Reduced63Active
$879,000
5 bd · 4 ba · 3,182 sqft
11326 Ledgement Ln, Windermere, FL
Jingjing Guan · AAA GLOBAL VENTURES PA
Price Reduced44Active
$1,375,000
5 bd · 6 ba · 5,378 sqft
9527 Queensbury Ct, Windermere, FL
Tamar Hill · THE PROPERTY PROS REAL ESTATE, INC
Price Reduced42Active
$1,450,000
5 bd · 5 ba · 3,868 sqft
11015 Hawkshead Ct, Windermere, FL
Julie Davis, LLC · COLDWELL BANKER REALTY
Price Reduced48Active
$1,090,990
4 bd · 4 ba · 3,153 sqft
14341 Crest Palm Ave, Windermere, FL
Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC
Price Reduced41Active
$1,395,000
4 bd · 4 ba · 3,997 sqft
9548 Crown Prince Ln, Windermere, FL
Dianna Desboyaux · DOUGLAS ELLIMAN
Price Reduced46Active
$6,595,000
5 bd · 6 ba · 7,178 sqft
6462 Deacon Cir, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced31Active
$415,000
3 bd · 3 ba · 1,577 sqft
8866 Herencia Aly, Windermere, FL
Priscila Lima · WRA BUSINESS & REAL ESTATE
Price Reduced4Active
$1,572,000
4 bd · 2 ba · 2,130 sqft
33 Main St, Windermere, FL
Bruce Higgins · SAND DOLLAR REALTY GROUP INC
92Active
$27,000,000
7 bd · 10 ba · 22,108 sqft
5603 Marleon Dr, Windermere, FL
Llin Lu, PA · PREMIER SOTHEBYS INT'L REALTY
Price Reduced57Active
$1,275,000
4 bd · 3 ba · 3,427 sqft
1554 Lake Rhea Dr, Windermere, FL
Adam Shuler, II · PREMIER SOTHEBYS INT'L REALTY
33Active
$440,000
3 bd · 3 ba · 1,742 sqft
7612 Fairgrove Ave, Windermere, FL
Maribel Minarro · FLORIDA FANTASY REAL ESTATE INC
Price Reduced44Active
$940,000
4 bd · 3 ba · 2,357 sqft
8525 Bowden Way, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
Price Reduced90Active
$6,995,000
5 bd · 8 ba · 7,529 sqft
9349 Tibet Pointe Cir, Windermere, FL
Jay Martin · CORCORAN PREMIER REALTY
Price Reduced35Active
$5,390,000
4 bd · 7 ba · 7,872 sqft
12264 Montalcino Cir, Windermere, FL
Jennifer Olmeda · WRA BUSINESS & REAL ESTATE
Price Reduced65Active
$1,375,000
4 bd · 4 ba · 4,052 sqft
9119 Balmoral Mews Sq, Windermere, FL
Seana Abdelmajid · LA ROSA REALTY BEACHES LLC
Price Reduced43Active
$2,275,000
4 bd · 3 ba · 3,004 sqft
9620 Maywood Dr, Windermere, FL
Linda O'Grady · PREMIER SOTHEBYS INT'L REALTY
Price Reduced50Active
$349,000
3 bd · 3 ba · 1,644 sqft
12966 Vennetta Way, Windermere, FL
Mae Stigell · JASON MITCHELL REAL ESTATE FLO
Price Reduced66Active
$1,795,000
5 bd · 6 ba · 3,728 sqft
11051 Hawkshead Ct, Windermere, FL
Ken Pozek · REAL BROKER, LLC

1…6 7 8…10

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

August 2026

Selling at 95.7% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $835,000$498,000–$1,800,000 typical range
Price per sq. ft.: $299
Sales: 57
Paid in cash: 29.8%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 57 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -9.5%

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

Co-ops

By feature

New construction
With a pool

Nearby areas

ZIP codes

34747 (2,317)
34746 (1,674)
33837 (1,459)
34787 (1,396)
33896 (1,135)
34771 (975)
33897 (896)
34748 (778)

Cities

Orlando (3,749)
ORLANDO (3,684)
Kissimmee (2,801)
KISSIMMEE (2,718)
Davenport (1,724)
DAVENPORT (1,723)
St Cloud (1,046)
ST CLOUD (1,033)

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

August 2026

Selling at 95.7% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $835,000$498,000–$1,800,000 typical range
Price per sq. ft.: $299
Sales: 57
Paid in cash: 29.8%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 57 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -9.5%

Nearby areas

ZIP codes

34747 (2,317)
34746 (1,674)
33837 (1,459)
34787 (1,396)
33896 (1,135)
34771 (975)
33897 (896)
34748 (778)

Cities

Orlando (3,749)
ORLANDO (3,684)
Kissimmee (2,801)
KISSIMMEE (2,718)
Davenport (1,724)
DAVENPORT (1,723)
St Cloud (1,046)
ST CLOUD (1,033)