Windermere 12-month median sale price trend

42 listings

Homes for Sale in Windermere, FL

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24 of 42 Listings

Map

Homes for Sale in Windermere, FL

24 of 42 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

93Active

$4,350,000

5 bd · 5 ba · 5,305 sqft

9602 Maywood Dr, Windermere, FL

Tiphany Weeks · DIAMOND REAL ESTATE GROUP

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

100Active

$6,950,000

7 bd · 8 ba · 8,722 sqft

6113 Grosvenor Shore Dr, Windermere, FL

Gwen Flynn · COLDWELL BANKER REALTY

100Active

$3,850,000

4 bd · 6 ba · 6,605 sqft

4906 Aviva Garden Ct, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

100Active

$625,000

4 bd · 3 ba · 2,683 sqft

12809 Holdenbury Ln, Windermere, FL

Lois Ann Cox, PA · WATSON REALTY CORP

60Active

$7,450,000

7 bd · 10 ba · 8,362 sqft

9343 Tibet Pointe Cir, Windermere, FL

Juliana Jardini Da Cunha Igayara De So · NOVA REAL ESTATE SERVICES INC

51Active

$19,500,000

6 bd · 10 ba · 13,494 sqft

5192 Vardon Dr, Windermere, FL

Jill Irwin · IRWIN REALTY GROUP LLC

13Active

$18,750,000

6 bd · 9 ba · 15,337 sqft

5036 Latrobe Dr, Windermere, FL

Monica Lochmandy · ISLEWORTH REALTY LLC

61Active

$2,950,000

5 bd · 4 ba · 7,153 sqft

4301 Down Point Ln, Windermere, FL

Yuliya Mariani · MARIANI REALTY GROUP

74Active

$3,300,000

4 bd · 6 ba · 3,966 sqft

515 W 2nd Ave, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

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

74Active

$3,100,000

4 bd · 5 ba · 4,296 sqft

12102 Montalcino Cir, Windermere, FL

Kristy Cook · EXP REALTY LLC

Price Reduced20Active

$1,499,000

4 bd · 2 ba · 2,627 sqft

212 W 1st Ave, Windermere, FL

Eric Powell · HOME WISE REALTY GROUP, INC.

Price Reduced82Active

$6,900,000

5 bd · 6 ba · 7,158 sqft

6055 Louise Cove Dr, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

100Active

$3,400,000

6 bd · 7 ba · 5,666 sqft

9679 Westover Roberts Rd, Windermere, FL

Tony Davids · TONYDAVIDSHOMES.COM, LLC

Price Reduced41Active

$2,999,996

6 bd · 5 ba · 4,282 sqft

7720 Ficquette Rd, Windermere, FL

Ruthanne Martin · REVEL REALTY LLC

Price Reduced73Active

$2,250,000

5 bd · 5 ba · 4,504 sqft

9904 Brentford Ct, Windermere, FL

Kevin Sullivan · LAKESIDE REALTY WINDERMERE INC

78Active

$5,999,000

5 bd · 5 ba · 5,511 sqft

800 W 2nd Ave, Windermere, FL

Julie Christensen · ONE LUXURY INTERNATIONAL LLC

99Active

$2,800,000

6 bd · 8 ba · 6,781 sqft

13250 Bellaria Cir, Windermere, FL

Scarllet Lettre · CHARLES RUTENBERG REALTY INC

97Active

$15,900,000

8 bd · 11 ba · 14,068 sqft

6119 Grosvenor Shore Dr, Windermere, FL

Alison Mosley · PREMIER SOTHEBY'S INTL. REALTY

89Active

$2,500,000

6 bd · 4 ba · 4,858 sqft

1629 Hempel Ave, Windermere, FL

Mike Borah · COLDWELL BANKER REALTY

93Active

$6,700,000

8 bd · 10 ba · 8,133 sqft

8342 Boyla Ct, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

Price Reduced55Active

$1,900,000

4 bd · 6 ba · 5,515 sqft

1238 Lake Whitney Dr, Windermere, FL

Jason Crane · JASON CRANE REAL ESTATE LLC

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

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

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

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

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.