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Windermere, FL Homes for Sale — Page 10 | Realty.com

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Homes for Sale in Windermere, FL

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16 of 232 Listings

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16 of 232 Listings

Price Reduced71

Homes for Sale in Windermere, FL

Hide Map

16 of 232 Listings

Map

Homes for Sale in Windermere, FL

16 of 232 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced71

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Active

$7,250,000

5 bd · 7 ba · 7,099 sqft

5074 Isleworth Country Club Dr, Windermere, FL

Armaan Memarpouri · MEM REALTY GROUP

Price Reduced59Active

$679,999

4 bd · 3 ba · 2,947 sqft

13339 Roskin Ln, Windermere, FL

Karla Price · COLDWELL BANKER REALTY

91Active

$560,000

4 bd · 3 ba · 1,840 sqft

8225 Bryce Canyon Ave, Windermere, FL

Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced54Active

$5,975,000

7 bd · 7 ba · 8,000 sqft

9725 Chestnut Ridge Dr, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

Price ReducedOpen house Sun, Nov 15 · 3:30 PM73Active

$1,999,000

6 bd · 6 ba · 5,031 sqft

713 Main St, Windermere, FL

Kari Fleck · THE REAL ESTATE COLLECTION LLC

Price Reduced52Active

$2,950,000

4 bd · 5 ba · 4,676 sqft

6130 Grosvenor Shore Dr, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

Price Reduced95Active

$4,750,000

7 bd · 8 ba · 8,931 sqft

9575 Westover Roberts Rd, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

Price Reduced46Active

$779,900

5 bd · 3 ba · 3,211 sqft

4415 Blue Major Dr, Windermere, FL

Renata Vieira · M2M REALTY

Price Reduced21Active

$9,250,000

5 bd · 3 ba · 5,316 sqft

4226 Downeast Ln, Windermere, FL

Thad Czapka · COLDWELL BANKER RESIDENTIAL RE

Price Reduced49Active

$1,100,000

4 bd · 4 ba · 2,787 sqft

1361 Whitney Isles Dr, Windermere, FL

Gabriel Mantovani · ALVES AND HOWELL REALTY

Price Reduced26Active

$800,000

4 bd · 4 ba · 3,315 sqft

8724 Peachtree Park Ct, Windermere, FL

Marcelo Machado · VESTI LLC

38Active

$1,775,000

3 bd · 3 ba · 3,135 sqft

12001 Lake Butler Blvd, Windermere, FL

Bo Julian · JULIAN PROPERTIES, INC.

Price Reduced81Active

$4,778,000

6 bd · 9 ba · 8,305 sqft

9721 Carillon Park Dr, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

44Active

$3,200,000

4 bd · 5 ba · 3,745 sqft

4819 Alexandra Garden Ct, Windermere, FL

Michelle Corbin · ISLEWORTH REALTY LLC

31Active

$1,630,000

3 bd · 2 ba · 2,238 sqft

11923 Lake Butler Blvd, Windermere, FL

Bo Julian · JULIAN PROPERTIES, INC.

Price Reduced71Active

$3,950,000

5 bd · 8 ba · 6,248 sqft

11002 Lake Butler Blvd, Windermere, FL

Sean Oakley · SERENDIPITY REALTY LLC

1…9 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 96.8% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 27, 2026

Median sale price: $631,034$548,956–$1,030,000 typical range
Price per sq. ft.: $278
Sales: 65
Paid in cash: 53.9%

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

Median list price: $1,139,950

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

Explore Windermere homes

By price

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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 96.8% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 27, 2026

Median sale price: $631,034$548,956–$1,030,000 typical range
Price per sq. ft.: $278
Sales: 65
Paid in cash: 53.9%

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: -24.1%

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)