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Start here

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Before you start looking
The buying timeline

Afford it

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Writing a winning offer
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Closing costs, itemized
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Commercial

132 listings

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Homes Under $1.5M in Windermere, FL

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24 of 132 Listings

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24 of 132 Listings

Price Reduced15

Homes Under $1.5M in Windermere, FL — Page 5

132 listings

Homes Under $1.5M in Windermere, FL

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24 of 132 Listings

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Homes Under $1.5M in Windermere, FL

24 of 132 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced15

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Active

$359,000

3 bd · 3 ba · 1,534 sqft

14442 Desert Haven St #4305, Windermere, FL

Umberto Da Cunha Neto · WRA BUSINESS & REAL ESTATE

Price Reduced39Active

$499,990

4 bd · 3 ba · 2,221 sqft

7867 Berkshire Oak Aly, Windermere, FL

James Song · MULTI CHOICE REALTY LLC

19Active

$299,500

2 bd · 2 ba · 1,161 sqft

8180 Boat Hook Loop #109, Windermere, FL

Reinaldo Roman · ROMAN'S PRO REALTY LLC

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced48Active

$1,070,990

4 bd · 4 ba · 3,153 sqft

14341 Crest Palm Ave, Windermere, FL

Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

Price Reduced41Active

$1,395,000

4 bd · 4 ba · 3,997 sqft

9548 Crown Prince Ln, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

Price Reduced31Active

$415,000

3 bd · 3 ba · 1,577 sqft

8866 Herencia Aly, Windermere, FL

Priscila Lima · WRA BUSINESS & REAL ESTATE

Price Reduced57Active

$1,275,000

4 bd · 3 ba · 3,427 sqft

1554 Lake Rhea Dr, Windermere, FL

Adam Shuler, II · PREMIER SOTHEBYS INT'L REALTY

33Active

$440,000

3 bd · 3 ba · 1,742 sqft

7612 Fairgrove Ave, Windermere, FL

Maribel Minarro · FLORIDA FANTASY REAL ESTATE INC

Price Reduced65Active

$1,375,000

4 bd · 4 ba · 4,052 sqft

9119 Balmoral Mews Sq, Windermere, FL

Seana Abdelmajid · LA ROSA REALTY BEACHES LLC

Price ReducedOpen house Sat, Oct 31 · 1:00 PM73Active

$919,990

4 bd · 3 ba · 2,740 sqft

14353 Crest Palm Ave, Windermere, FL

Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

Price Reduced65Active

$1,375,000

4 bd · 5 ba · 3,399 sqft

12411 Montalcino Cir, Windermere, FL

Mauro Costa · WILLIAM RAVEIS FLORIDA, LLC

Price Reduced30Active

$584,900

4 bd · 2 ba · 2,050 sqft

9011 Chapman Oak Ct, Windermere, FL

Shiran Moyal · TOWNE CENTER REALTY

Price Reduced44Active

$1,089,000

4 bd · 3 ba · 3,390 sqft

715 Magnolia St, Windermere, FL

Robert Trien · IRIS INTERNATIONAL

76Active

$1,130,000

8 bd · 5 ba · 4,830 sqft

6152 Golden Dewdrop Trl, Windermere, FL

Vitor Silva · VESTI LLC

Price ReducedOpen house Sat, Oct 31 · 1:00 PM67Active

$939,990

4 bd · 4 ba · 3,153 sqft

14371 Crest Palm Ave, Windermere, FL

Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

Price Reduced44Active

$749,995

3 bd · 2 ba · 2,469 sqft

9237 Sabal Palm Cir, Windermere, FL

Chelsea Murphy · OLYMPUS EXECUTIVE REALTY INC

24Active

$399,000

2 bd · 3 ba · 1,429 sqft

12405 Cruxbury Dr, Windermere, FL

Steve Lang · HOMEVEST REALTY

Price Reduced26Active

$445,900

3 bd · 3 ba · 1,974 sqft

12353 Via Derna Pl, Windermere, FL

Nathalya Ferreira da Silva · AUTHENTIC REAL ESTATE TEAM

Price Reduced31Active

$780,000

4 bd · 4 ba · 3,124 sqft

5413 Walsh Pond Ct, Windermere, FL

Brenda Jebailey · HAVEN PROPERTY GROUP LLC

Price Reduced30Active

$598,900

3 bd · 2 ba · 2,147 sqft

13622 Darchance Rd, Windermere, FL

Javin Lopez · AVANTI WAY REALTY LLC

Price Reduced44Active

$455,000

3 bd · 3 ba · 2,091 sqft

13755 Bravante Aly, Windermere, FL

Thomas Nickley, Jr · KELLER WILLIAMS REALTY AT THE PARKS

Price Reduced10Active

$850,000

4 bd · 3 ba · 2,224 sqft

13542 Gorgona Isle Dr, Windermere, FL

Thiago De Ataide · WRA BUSINESS & REAL ESTATE

Price Reduced50Active

$1,220,000

5 bd · 4 ba · 3,694 sqft

12640 Salomon Cove Dr, Windermere, FL

Ramon Brandao · WEBB FLORIDA REALTY LLC

Price Reduced41Active

$554,555

4 bd · 2 ba · 1,798 sqft

9319 Woodbreeze Blvd, Windermere, FL

Steven Looper · CHARLES RUTENBERG REALTY ORLANDO

1…4 5 6

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

Selling at 97.0% of asking price

Buyers here are paying below asking. MLS · 45 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 30, 2026

Median sale price: $780,000$556,950–$1,267,246 typical range
Price per sq. ft.: $303
Sales: 59
Paid in cash: 47.5%

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

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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

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

Selling at 97.0% of asking price

Buyers here are paying below asking. MLS · 45 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 30, 2026

Median sale price: $780,000$556,950–$1,267,246 typical range
Price per sq. ft.: $303
Sales: 59
Paid in cash: 47.5%

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

30 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.