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223 listings

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

46Active

$379,900

3 bd · 3 ba · 1,480 sqft

8608 Brookvale Dr, Windermere, FL

Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION

45Active

$689,900

5 bd · 3 ba · 3,006 sqft

6614 Bridgewater Village Rd, Windermere, FL

Khristian Padilla · MY REALTY GROUP, LLC.

61Active

$649,000

4 bd · 4 ba · 2,750 sqft

13324 Jervey St, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

13Active

$18,750,000

6 bd · 9 ba · 15,337 sqft

5036 Latrobe Dr, Windermere, FL

Monica Lochmandy · ISLEWORTH REALTY LLC

33Active

$700,000

1 bd · 1 ba · 750 sqft

628 Forest St, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

1Active

$775,000

3 bd · 2 ba · 1,774 sqft

611 Butler St, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

53Active

$449,000

3 bd · 3 ba · 1,919 sqft

12333 Via Derna Pl, Windermere, FL

Marco Romero · KARDOSH REALTY

38Active

$500,000

4 bd · 2 ba · 2,190 sqft

13424 Hopkinton Ct, Windermere, FL

Jenny Wemert · WEMERT GROUP REALTY LLC

38Active

$639,500

4 bd · 3 ba · 2,460 sqft

12909 Cragside Ln, Windermere, FL

Ashlee Hawk · FLORIDA IN MOTION REALTY INC

54Active

$1,270,000

6 bd · 5 ba · 4,585 sqft

14360 Crest Palm Ave, Windermere, FL

Jonathan Cole · KELLER WILLIAMS WINTER PARK

81Active

$3,290,000

5 bd · 7 ba · 5,502 sqft

4243 Isabella Cir, Windermere, FL

John Silva · JOHN SILVA REALTY & ASSOCIATES

20Active

$327,000

3 bd · 2 ba · 1,455 sqft

8156 Boat Hook Loop #623, Windermere, FL

Walter Taylor, III · KELLER WILLIAMS REALTY AT THE PARKS

79Active

$2,685,000

5 bd · 7 ba · 5,747 sqft

8142 Tibet Butler Dr, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

62Active

$7,200,000

5 bd · 6 ba · 5,993 sqft

5373 Isleworth Country Club Dr, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

61Active

$2,950,000

5 bd · 4 ba · 7,153 sqft

4301 Down Point Ln, Windermere, FL

Yuliya Mariani · MARIANI REALTY GROUP

85Active

$720,000

4 bd · 2 ba · 2,516 sqft

6243 Andreozzi Ln, Windermere, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

74Active

$3,300,000

4 bd · 6 ba · 3,966 sqft

515 W 2nd Ave, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

60Active

$360,000

2 bd · 3 ba · 1,311 sqft

12417 Cruxbury Dr, Windermere, FL

Christopher Govatos · CHARLES RUTENBERG REALTY ORLANDO

16Active

$450,000

2 bd · 1 ba · 1,216 sqft

9764 Gotha Rd, Windermere, FL

Erica Diaz · HOMEVEST REALTY

23Active

$3,189,000

4 bd · 5 ba · 3,365 sqft

5050 Isleworth Country Club Dr, Windermere, FL

Toni Cafferty · COMPASS FLORIDA LLC

22Active

$641,681

3 bd · 3 ba · 1,714 sqft

13325 Lush Lime Aly, Windermere, FL

Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

34Active

$1,500,000

5 bd · 7 ba · 5,312 sqft

13503 Lake Cawood Dr, Windermere, FL

Nick Horton · BANNER INT'L REAL ESTATE

70Active

$1,399,900

5 bd · 3 ba · 3,356 sqft

2540 Hempel Cove Ct, Windermere, FL

Tiffany Pantozzi · ALIGN REAL ESTATE LLC

24Active

$445,000

3 bd · 3 ba · 1,748 sqft

13048 Garridan Ave, Windermere, FL

Isabel Sirizzotti · SUNNY 365 REALTY GROUP

1 2 3…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

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.

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Co-ops

By feature

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Nearby areas

ZIP codes

34747 (2,314)
34746 (1,679)
33837 (1,452)
34787 (1,398)
33896 (1,132)
34771 (963)
33897 (898)
34772 (747)

Cities

Orlando (3,713)
ORLANDO (3,652)
Kissimmee (2,835)
KISSIMMEE (2,745)
DAVENPORT (1,723)

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Nearby areas

ZIP codes

34747 (2,314)
34746 (1,679)
33837 (1,452)
34787 (1,398)
33896 (1,132)
34771 (963)
33897 (898)
34772 (747)

Cities

Orlando (3,713)
ORLANDO (3,652)
Kissimmee (2,835)
KISSIMMEE (2,745)
DAVENPORT (1,723)

Davenport (1,717)

St Cloud (1,013)

ST CLOUD (1,010)

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

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 Homes for Sale — Page 2 | Realty.com