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Windermere, FL Homes for Sale — Page 5 | Realty.com

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Homes for Sale in Windermere, FL

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24 of 232 Listings

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24 of 232 Listings

74Active

Homes for Sale in Windermere, FL

Hide Map

24 of 232 Listings

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Homes for Sale in Windermere, FL

24 of 232 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

74Active

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

$3,300,000

4 bd · 6 ba · 3,966 sqft

515 W 2nd Ave, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

Price Reduced58Active

$349,900

2 bd · 3 ba · 1,311 sqft

12417 Cruxbury Dr, Windermere, FL

Christopher Govatos · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced16Active

$425,000

2 bd · 1 ba · 1,216 sqft

9764 Gotha Rd, Windermere, FL

Erica Diaz · HOMEVEST REALTY

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

23Active

$3,189,000

4 bd · 5 ba · 3,365 sqft

5050 Isleworth Country Club Dr, Windermere, FL

Toni Cafferty · COMPASS FLORIDA LLC

26Active

$646,428

3 bd · 3 ba · 1,714 sqft

13325 Lush Lime Aly, Windermere, FL

Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

Price Reduced70Active

$1,299,000

5 bd · 3 ba · 3,356 sqft

2540 Hempel Cove Ct, Windermere, FL

Tiffany Pantozzi · ALIGN REAL ESTATE LLC

98Active

$2,500,000

5 bd · 5 ba · 4,661 sqft

5526 Marleon Dr, Windermere, FL

Benjamin Attwood · SERHANT

Price Reduced33Active

$1,153,000

4 bd · 4 ba · 2,665 sqft

12989 Westside Village Loop, Windermere, FL

Ramon Brandao · WEBB FLORIDA REALTY LLC

20Active

$320,000

3 bd · 2 ba · 1,442 sqft

8168 Boat Hook Loop #303, Windermere, FL

Jay Stewart · SOUTHERN REALTY GROUP LLC

Open house Sun, Nov 22 · 12:00 PM70Active

$1,895,000

4 bd · 5 ba · 2,868 sqft

930 East Blvd, Windermere, FL

Steve Healy · CORCORAN PREMIER REALTY

Price Reduced90Active

$3,580,000

5 bd · 7 ba · 5,362 sqft

4302 Isabella Cir, Windermere, FL

Sean Rozanski · JC FLORIDA REALTY LLC

Price Reduced59Active

$354,000

2 bd · 3 ba · 1,412 sqft

7430 Bentonshire Ave, Windermere, FL

Chris Bunnell · EXP REALTY LLC

Price Reduced53Active

$1,450,000

7 bd · 5 ba · 4,443 sqft

14274 Crest Palm Ave, Windermere, FL

Trenton Eldridge · DOUGLAS ELLIMAN

Price Reduced55Active

$910,000

4 bd · 3 ba · 2,670 sqft

1243 Dingens Ave, Windermere, FL

Peter Useche · REALMULTIPROPERTY LLC

21Active

$575,000

4 bd · 3 ba · 2,064 sqft

6828 Helmsley Cir, Windermere, FL

Abdallah Fawaz · LPT REALTY, LLC

Price Reduced40Active

$939,000

5 bd · 5 ba · 3,797 sqft

9609 Westover Club Cir, Windermere, FL

John Petit · ALPHA R.E. OF CENTRAL FL LLC

Price Reduced35Active

$410,000

3 bd · 3 ba · 1,881 sqft

11425 Brownstone St, Windermere, FL

Nicole Dege · REDFIN CORPORATION

Price Reduced33Active

$2,050,000

5 bd · 6 ba · 4,094 sqft

11113 Lake Butler Blvd, Windermere, FL

Stella Freeman · QUATTRO R E SOLUTIONS LLC

Price Reduced53Active

$2,099,000

4 bd · 6 ba · 4,812 sqft

6102 S Hampshire Ct, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced31Active

$527,500

3 bd · 3 ba · 1,853 sqft

8630 Powder Ridge Trail, Windermere, FL

Marwa Benyahia · SUNCOAST CHOICE REALTY

Price Reduced35Active

$649,900

4 bd · 3 ba · 2,754 sqft

5421 Gemgold Ct, Windermere, FL

Maria Poleo · IRM INVEST., REAL EST.& MGMT.

Price Reduced30Active

$398,000

3 bd · 3 ba · 1,547 sqft

8860 Herencia Aly, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

58Active

$1,870,000

6 bd · 7 ba · 5,140 sqft

7467 Lake Albert Dr, Windermere, FL

Ana Duarte Ferreira · NOVA REAL ESTATE SERVICES INC

95Active

$1,500,000

5 bd · 4 ba · 3,656 sqft

17526 Black Rail St, Windermere, FL

Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO

1…4 5 6…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

October 2026

Selling at 96.7% of asking price

Buyers here are paying below asking. MLS · 55 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 30, 2026

Median sale price: $645,000$548,956–$1,030,000 typical range
Price per sq. ft.: $276
Sales: 77
Paid in cash: 50.7%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $1,139,950
Homes for sale: 222
Median days on market: 44 days

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

Year-over-year: -22.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 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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Nearby areas

ZIP codes

34747 (1,279)
34746 (864)
33837 (766)
34787 (753)
33896 (605)
34771 (456)
33897 (451)
34748 (415)

Cities

Orlando (3,935)
Kissimmee (2,981)
Davenport (1,787)
St. Cloud (1,007)
Winter Garden (729)
Clermont (728)
Apopka (488)
Leesburg (415)

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.

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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, 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

October 2026

Selling at 96.7% of asking price

Buyers here are paying below asking. MLS · 55 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 30, 2026

Median sale price: $645,000$548,956–$1,030,000 typical range
Price per sq. ft.: $276
Sales: 77
Paid in cash: 50.7%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $1,139,950
Homes for sale: 222
Median days on market: 44 days

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

Year-over-year: -22.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 2,645 sq. ft.

Nearby areas

ZIP codes

34747 (1,279)
34746 (864)
33837 (766)
34787 (753)
33896 (605)
34771 (456)
33897 (451)
34748 (415)

Cities

Orlando (3,935)
Kissimmee (2,981)
Davenport (1,787)
St. Cloud (1,007)
Winter Garden (729)
Clermont (728)
Apopka (488)
Leesburg (415)