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Windermere, FL Homes for Sale — Page 4 | Realty.com

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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

13Active
$5,500,000
6 bd · 8 ba · 6,442 sqft
1330 Lake Olivia, Windermere, FL
Ana Rubio · EMPIRE NETWORK REALTY
Price Reduced71Active
$1,945,000
6 bd · 6 ba · 5,869 sqft
4282 McKinnon Rd, Windermere, FL
Shelley Dawson · COMPASS FLORIDA LLC
Price Reduced100Active
$3,990,000
6 bd · 7 ba · 6,896 sqft
4201 Isabella Cir, Windermere, FL
Any Alves · WRA BUSINESS & REAL ESTATE

74Active
$3,100,000
4 bd · 5 ba · 4,296 sqft
12102 Montalcino Cir, Windermere, FL
Kristy Cook · EXP REALTY LLC
Price Reduced84Active
$1,740,000
4 bd · 4 ba · 3,680 sqft
8241 Tibet Butler Dr, Windermere, FL
Robert Guidice · GOLFPARK PROPERTIES
Price Reduced20Active
$1,599,000
4 bd · 2 ba · 2,627 sqft
212 W 1st Ave, Windermere, FL
Eric Powell · HOME WISE REALTY GROUP, INC.
Price Reduced36Active
$485,000
4 bd · 3 ba · 1,866 sqft
7668 Fairgrove Ave, Windermere, FL
Andrea Munoz · VESTI LLC
Price Reduced82Active
$6,900,000
5 bd · 6 ba · 7,158 sqft
6055 Louise Cove Dr, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
Price Reduced6Active
$525,000
3 bd · 2 ba · 1,926 sqft
6679 Duncaster St, Windermere, FL
Cliff Glansen · FLATFEE.COM
100Active
$3,400,000
6 bd · 7 ba · 5,666 sqft
9679 Westover Roberts Rd, Windermere, FL
Tony Davids · TONYDAVIDSHOMES.COM, LLC
Price Reduced69Active
$675,000
5 bd · 5 ba · 2,963 sqft
7236 Penkridge Ln, Windermere, FL
Amine Berrada · ATLAS BLUE REALTY INC
81Active
$3,500,000
4 bd · 6 ba · 7,669 sqft
5524 Worsham Ct, Windermere, FL
Ayoub Aitelhaj · ATLIS REALTY GROUP LLC
36Active
$610,000
4 bd · 5 ba · 2,192 sqft
12749 Garridan Ave, Windermere, FL
Jose Ricardo Cerqueira · JR CERQUEIRA REALTY CORP
Price Reduced45Active
$519,900
4 bd · 3 ba · 2,074 sqft
11938 Silverlake Park Dr, Windermere, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
Price Reduced26Active
$399,000
3 bd · 3 ba · 1,335 sqft
7752 Rigby St, Windermere, FL
Ayoub Aitelhaj · ATLIS REALTY GROUP LLC
65Active
$6,650,000
5 bd · 7 ba · 6,970 sqft
9921 Lake Louise Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
41Active
$3,100,000
6 bd · 5 ba · 4,282 sqft
7720 Ficquette Rd, Windermere, FL
Ruthanne Martin · REVEL REALTY LLC
Price Reduced50Active
$379,900
3 bd · 3 ba · 1,644 sqft
12914 Vennetta Way, Windermere, FL
Lucy Gacioch · BHHS FLORIDA REALTY
74Active
$1,289,000
4 bd · 3 ba · 3,793 sqft
5746 Oxford Moor Blvd, Windermere, FL
Kyle Madorin PA · UPWELL REALTY LLC
Price Reduced33Active
$394,900
3 bd · 3 ba · 1,369 sqft
12744 Langstaff Dr, Windermere, FL
Veronica Martinez · MY REALTY GROUP, LLC.
Price Reduced73Active
$2,250,000
5 bd · 5 ba · 4,504 sqft
9904 Brentford Ct, Windermere, FL
Kevin Sullivan · LAKESIDE REALTY WINDERMERE INC
Price Reduced34Active
$395,000
4 bd · 4 ba · 1,792 sqft
8001 Enchantment Drive 1001, Windermere, FL
Misty Moody · RE/MAX of Stuart
38Active
$4,495,000
5 bd · 7 ba · 6,159 sqft
6719 Valhalla Way, Windermere, FL
Luis Martins · CELEBRITY GLOBAL REALTY LLC
Price Reduced42Active
$579,000
3 bd · 2 ba · 1,706 sqft
13231 Roxboro Rd, Windermere, FL
Shannon Tichenor · LA ROSA REALTY KISSIMMEE

1…3 4 5…10

Listing data & MLS disclosures

BeachesMLS: All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-23 12:15:15 UTC
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

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

Year-over-year: -9.5%

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

BeachesMLS: All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-23 12:15:15 UTC
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

Co-ops

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)
DAVENPORT (1,723)
St Cloud (1,046)
ST CLOUD (1,033)

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

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%

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)