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Windermere, FL Homes for Sale | Realty.com

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Homes for Sale in Windermere, FL

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24 of 221 Listings

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24 of 221 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

65Active
$1,100,000
4 bd · 4 ba · 3,348 sqft
14038 Bluebird Park Rd, Windermere, FL
Allison Day · RE/MAX TOWN & COUNTRY REALTY
New56Active
$2,695,000
5 bd · 7 ba · 6,105 sqft
11209 Macaw Ct, Windermere, FL
Jay Martin · CORCORAN PREMIER REALTY
New80Active
$6,750,000
5 bd · 8 ba · 9,403 sqft
11103 Bridge House Rd, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP

44Active
$799,900
4 bd · 3 ba · 3,038 sqft
8325 Vivaro Isle Way, Windermere, FL
Alex Vastardis · COLDWELL BANKER REALTY
New47Active
$2,700,000
5 bd · 6 ba · 4,430 sqft
105 Forest St, Windermere, FL
Tiffany Pantozzi · ALIGN REAL ESTATE LLC
68Active
$1,550,000
5 bd · 5 ba · 3,612 sqft
5638 Nectarine Dr, Windermere, FL
Aziz Elbrak · LA ROSA REALTY LLC
63Active
$1,100,000
4 bd · 4 ba · 2,892 sqft
7230 Sangalla Dr, Windermere, FL
Nataly Duarte · RESOURCE ONE REALTY
73Active
$3,450,000
4 bd · 5 ba · 5,152 sqft
703 E 6th Ave, Windermere, FL
Sandy Harvey · PREMIER SOTHEBYS INT'L REALTY
44Active
$350,000
3 bd · 3 ba · 1,512 sqft
8214 Serenity Spring Dr #2405, Windermere, FL
Paul Darlington · THE SIMON SIMAAN GROUP
24Active
$580,000
3 bd · 3 ba · 1,984 sqft
6206 Golden Dewdrop Trl, Windermere, FL
AJ Stagg, III · ATRIUM REALTY, LLC
38Active
$3,600,000
5 bd · 7 ba · 7,223 sqft
11066 Ullswater Ln, Windermere, FL
Steven Tavarez · MILA REALTY
53Active
$465,000
3 bd · 3 ba · 2,113 sqft
13731 Calera Aly, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
32Active
$369,990
3 bd · 3 ba · 1,398 sqft
7663 Bramwell St, Windermere, FL
Robert Seidler · LOKATION
46Active
$625,000
4 bd · 3 ba · 2,427 sqft
5021 Carillon Ln, Windermere, FL
Elizabeth Stephenson · REALTY OF AMERICA
20Active
$559,900
4 bd · 4 ba · 2,311 sqft
5231 Lemon Twist Ln, Windermere, FL
Yulimar Betancourt Caldera · AGENT TRUST REALTY CORPORATION
Price Reduced35Active
$630,000
4 bd · 4 ba · 2,454 sqft
8582 Powder Ridge Trl, Windermere, FL
Mariana Rondon · LPT REALTY, LLC
20Active
$669,000
4 bd · 4 ba · 2,686 sqft
8631 Greenbank Blvd, Windermere, FL
Diana Blake · CLASSIC 1 REALTY INC
45Active
$400,000
4 bd · 3 ba · 1,706 sqft
14500 Bridgewater Crossings Blvd, Windermere, FL
Tiffany Hall, PA · NOVA REAL ESTATE SERVICES INC
Price Reduced23Active
$6,999,999
9 bd · 16 ba · 20,445 sqft
9621 Windy Ridge Rd, Windermere, FL
Natalie Citarelli · CITARELLI REALTY GROUP LLC
36Active
$350,000
2 bd · 3 ba · 1,280 sqft
8516 Danforth Dr, Windermere, FL
Kim Hogan · HOGAN REALTY GROUP INC
47Active
$365,000
2 bd · 3 ba · 1,380 sqft
8634 Danforth Dr, Windermere, FL
Jennifer Ibarra · REAL ESTATE HOUSE FL INC
67Active
$1,475,000
5 bd · 5 ba · 3,612 sqft
5650 Nectarine Dr, Windermere, FL
Aziz Elbrak · LA ROSA REALTY LLC
Open house Sun, Nov 8 · 12:00 PM69Active
$1,160,000
4 bd · 3 ba · 3,018 sqft
9601 Ambleside Dr, Windermere, FL
David Dorman · CENTURY 21 CARIOTI
94Active
$3,250,000
4 bd · 6 ba · 4,200 sqft
12620 S Lake Sawyer Ln, Windermere, FL
Benjamin Attwood · SERHANT

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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 · This period is still settling

Selling at 97.6% of asking price

Buyers here are paying below asking. MLS · 40 sales · as of Oct 23, 2026

Homes that sold · County records, as of Oct 12, 2026

Median sale price: $605,000$510,694–$1,054,166 typical range
Price per sq. ft.: $269
Sales: 32
Paid in cash: 56.3%

Homes on the market · MLS, as of Oct 18, 2026–Oct 23, 2026

Median list price: $1,139,950
Homes for sale: 222
Median days on market: 41 days

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

Year-over-year: -33.0%

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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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.

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.

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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Nearby areas

ZIP codes

34747 (1,270)
34746 (869)
33837 (781)
34787 (755)
33896 (590)
34771 (488)
34748 (446)
33897 (443)

Cities

Orlando (3,922)
Kissimmee (2,964)
Davenport (1,778)
St. Cloud (1,043)
Clermont (739)
Winter Garden (728)
Apopka (495)
Leesburg (447)

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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 · This period is still settling

Selling at 97.6% of asking price

Buyers here are paying below asking. MLS · 40 sales · as of Oct 23, 2026

Homes that sold · County records, as of Oct 12, 2026

Median sale price: $605,000$510,694–$1,054,166 typical range
Price per sq. ft.: $269
Sales: 32
Paid in cash: 56.3%

Homes on the market · MLS, as of Oct 18, 2026–Oct 23, 2026

Median list price: $1,139,950
Homes for sale: 222
Median days on market: 41 days

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

Year-over-year: -33.0%

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 (1,270)
34746 (869)
33837 (781)
34787 (755)
33896 (590)
34771 (488)
34748 (446)
33897 (443)

Cities

Orlando (3,922)
Kissimmee (2,964)
Davenport (1,778)
St. Cloud (1,043)
Clermont (739)
Winter Garden (728)
Apopka (495)
Leesburg (447)