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Homes Under $1.5M in Windermere, FL

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24 of 134 Listings

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24 of 134 Listings

Homes Under $1.5M in Windermere, FL — Page 3

134 listings

Homes Under $1.5M in Windermere, FL

Hide Map

24 of 134 Listings

Map

Homes Under $1.5M in Windermere, FL

24 of 134 Listings

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

Active

$870,000

4 bd · 3 ba · 3,746 sqft

9043 Horizon Pointe Trl, Windermere, FL

Matine Pawlicki · CENTURY 21 CARIOTI

Price Reduced33Active

$1,450,000

7 bd · 5 ba · 4,443 sqft

14274 Crest Palm Ave, Windermere, FL

Trenton Eldridge · DOUGLAS ELLIMAN

Open house Sat, Oct 24 · 12:00 PM79Active

$775,000

4 bd · 3 ba · 2,224 sqft

8291 Procida Isle Ln, Windermere, FL

Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced55Active

$950,000

4 bd · 3 ba · 2,728 sqft

1243 Dingens Ave, Windermere, FL

Peter Useche · REALMULTIPROPERTY LLC

21Active

$575,000

4 bd · 3 ba · 2,064 sqft

6828 Helmsley Cir, Windermere, FL

Abdallah Fawaz · LPT REALTY, LLC

Price Reduced40Active

$939,000

5 bd · 5 ba · 3,797 sqft

9609 Westover Club Cir, Windermere, FL

John Petit · ALPHA R.E. OF CENTRAL FL LLC

Price Reduced35Active

$410,000

3 bd · 3 ba · 1,881 sqft

11425 Brownstone St, Windermere, FL

Nicole Dege · REDFIN CORPORATION

Price Reduced31Active

$528,000

3 bd · 3 ba · 1,853 sqft

8630 Powder Ridge Trail, Windermere, FL

Marwa Benyahia · SUNCOAST CHOICE REALTY

Price Reduced35Active

$673,000

4 bd · 3 ba · 2,754 sqft

5421 Gemgold Ct, Windermere, FL

Maria Poleo · IRM INVEST., REAL EST.& MGMT.

Price Reduced30Active

$398,000

3 bd · 3 ba · 1,547 sqft

8860 Herencia Aly, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

95Active

$1,500,000

5 bd · 4 ba · 3,656 sqft

17526 Black Rail St, Windermere, FL

Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced20Active

$1,488,000

4 bd · 2 ba · 2,627 sqft

212 W 1st Ave, Windermere, FL

Eric Powell · HOME WISE REALTY GROUP, INC.

Price Reduced6Active

$525,000

3 bd · 2 ba · 1,926 sqft

6679 Duncaster St, Windermere, FL

Cliff Glansen · FLATFEE.COM

Price Reduced69Active

$675,000

5 bd · 5 ba · 2,963 sqft

7236 Penkridge Ln, Windermere, FL

Amine Berrada · ATLAS BLUE REALTY INC

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 ReducedOpen house Sat, Oct 24 · 10:00 AM23Active

$395,000

3 bd · 3 ba · 1,335 sqft

7752 Rigby St, Windermere, FL

Ayoub Aitelhaj · ATLIS REALTY GROUP LLC

Price Reduced50Active

$379,900

3 bd · 3 ba · 1,644 sqft

12914 Vennetta Way, Windermere, FL

Lucy Gacioch · BHHS FLORIDA REALTY

Price Reduced33Active

$394,900

3 bd · 3 ba · 1,369 sqft

12744 Langstaff Dr, Windermere, FL

Veronica Martinez · MY REALTY GROUP, LLC.

Price ReducedOpen house Fri, Oct 23 · 1:00 PM3Active

$1,289,770

6 bd · 5 ba · 4,564 sqft

14213 Crest Palm Ave, Windermere, FL

Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

Price Reduced49Active

$438,000

4 bd · 3 ba · 1,631 sqft

8386 Iron Mountain Trl, Windermere, FL

Hilda Teran Nava · MY REALTY GROUP, LLC.

Price Reduced42Active

$579,000

3 bd · 2 ba · 1,706 sqft

13231 Roxboro Rd, Windermere, FL

Shannon Tichenor · LA ROSA REALTY KISSIMMEE

Price Reduced30Active

$659,000

4 bd · 4 ba · 2,610 sqft

7537 Brofield Ave, Windermere, FL

Ping Song · SUNSHINE GROUP USA, INC

Price Reduced44Active

$1,065,000

4 bd · 4 ba · 3,646 sqft

8344 Bowden Way, Windermere, FL

Immu Korvenmaa · ALIGN REAL ESTATE LLC

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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

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.