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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

57Active

$4,995,000

6 bd · 7 ba · 7,349 sqft

5070 Down Point Ln, Windermere, FL

Isis Sarcos · EXP REALTY LLC

Price Reduced41Active

$554,555

4 bd · 2 ba · 1,798 sqft

9319 Woodbreeze Blvd, Windermere, FL

Steven Looper · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced27Active

$1,030,000

6 bd · 4 ba · 4,176 sqft

8236 Procida Isle Ln, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

Price Reduced36Active

$1,799,000

4 bd · 4 ba · 3,687 sqft

6560 Lake Burden View Dr, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

Price Reduced73Active

$2,949,000

4 bd · 5 ba · 4,512 sqft

5145 Latrobe Dr, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced84Active

$11,900,000

6 bd · 10 ba · 9,770 sqft

9323 Gladys Garden Ct, Windermere, FL

Steve Healy · CORCORAN PREMIER REALTY

63Active

$444,900

3 bd · 3 ba · 1,997 sqft

13712 Summerport Village Pkwy, Windermere, FL

Carines Hernandez Bustillo · AGENT TRUST REALTY CORPORATION

Price Reduced40Active

$930,000

5 bd · 4 ba · 3,820 sqft

6752 Trellis Vine Loop, Windermere, FL

Candice Liceaga · COLDWELL BANKER REALTY

Price Reduced26Active

$1,396,000

6 bd · 5 ba · 3,794 sqft

13596 Gorgona Isle Dr, Windermere, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

Price Reduced70Active

$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

Price Reduced34Active

$639,000

5 bd · 3 ba · 2,511 sqft

13232 Longacre Dr, Windermere, FL

Lucia Kronenberg · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced54Active

$689,000

4 bd · 4 ba · 2,594 sqft

13519 Bicton Ln, Windermere, FL

Tiphany Weeks · DIAMOND REAL ESTATE GROUP

91Active

$560,000

4 bd · 3 ba · 1,840 sqft

8225 Bryce Canyon Ave, Windermere, FL

Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced54Active

$5,975,000

7 bd · 7 ba · 8,000 sqft

9725 Chestnut Ridge Dr, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

Price Reduced65Active

$2,099,000

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

Mariana Micheti · M2M REALTY

Price Reduced21Active

$9,750,000

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 Reduced50Active

$680,000

5 bd · 4 ba · 2,976 sqft

6712 Thornhill Cir, Windermere, FL

Brad Young · HOMEVEST REALTY

Price Reduced30Active

$2,175,000

4 bd · 5 ba · 3,136 sqft

436 E 7th Ave, Windermere, FL

Deniley Valdes · TALENT REALTY SOLUTIONS

Price Reduced26Active

$809,500

4 bd · 4 ba · 3,315 sqft

8724 Peachtree Park Ct, Windermere, FL

Marcelo Machado · VESTI LLC

1…8 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

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

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)

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 (2,317)
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)

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 9 | Realty.com