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Homes Under $2.25M in Windermere, FL

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24 of 156 Listings

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24 of 156 Listings

Open house Sat, Oct 3 · 12:00 PM54

Homes Under $2.25M in Windermere, FL — Page 2

156 listings

Homes Under $2.25M in Windermere, FL

Hide Map

24 of 156 Listings

Map

Homes Under $2.25M in Windermere, FL

24 of 156 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Open house Sat, Oct 3 · 12:00 PM54

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Active

$1,270,000

6 bd · 5 ba · 4,585 sqft

14360 Crest Palm Ave, Windermere, FL

Jonathan Cole · KELLER WILLIAMS WINTER PARK

20Active

$327,000

3 bd · 2 ba · 1,455 sqft

8156 Boat Hook Loop #623, Windermere, FL

Walter Taylor, III · KELLER WILLIAMS REALTY AT THE PARKS

60Active

$360,000

2 bd · 3 ba · 1,311 sqft

12417 Cruxbury Dr, Windermere, FL

Christopher Govatos · CHARLES RUTENBERG REALTY ORLANDO

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

16Active

$450,000

2 bd · 1 ba · 1,216 sqft

9764 Gotha Rd, Windermere, FL

Erica Diaz · HOMEVEST REALTY

22Active

$645,178

3 bd · 3 ba · 1,714 sqft

13325 Lush Lime Aly, Windermere, FL

Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

34Active

$1,500,000

5 bd · 7 ba · 5,312 sqft

13503 Lake Cawood Dr, Windermere, FL

Nick Horton · BANNER INT'L REAL ESTATE

Price Reduced70Active

$1,349,900

5 bd · 3 ba · 3,356 sqft

2540 Hempel Cove Ct, Windermere, FL

Tiffany Pantozzi · ALIGN REAL ESTATE LLC

24Active

$445,000

3 bd · 3 ba · 1,748 sqft

13048 Garridan Ave, Windermere, FL

Isabel Sirizzotti · SUNNY 365 REALTY GROUP

Price Reduced56Active

$699,990

4 bd · 4 ba · 2,745 sqft

13239 Jervey St, Windermere, FL

Jay Winston · LPT REALTY, LLC

Price Reduced33Active

$1,159,000

4 bd · 4 ba · 2,665 sqft

12989 Westside Village Loop, Windermere, FL

Ramon Brandao · WEBB FLORIDA REALTY LLC

20Active

$320,000

3 bd · 2 ba · 1,442 sqft

8168 Boat Hook Loop #303, Windermere, FL

Jay Stewart · SOUTHERN REALTY GROUP LLC

30Active

$880,000

4 bd · 3 ba · 2,648 sqft

6309 Earthgold Dr, Windermere, FL

Vanessa Bruno Juca · REALTY HUB

Open house Sat, Oct 3 · 12:00 PM59Active

$354,900

2 bd · 3 ba · 1,412 sqft

7430 Bentonshire Ave, Windermere, FL

Chris Bunnell · EXP REALTY LLC

57Active

$445,000

3 bd · 3 ba · 1,727 sqft

11734 Water Run Aly, Windermere, FL

Blanca Armada · REMAX PREMIER PROPERTIES

53Active

$870,000

4 bd · 3 ba · 3,746 sqft

9043 Horizon Pointe Trl, Windermere, FL

Matine Pawlicki · CENTURY 21 CARIOTI

Price Reduced67Active

$998,999

6 bd · 5 ba · 4,507 sqft

8701 Iron Mountain Trl, Windermere, FL

Jorge Martinez, Jr · KELLER WILLIAMS CLASSIC

79Active

$775,000

4 bd · 3 ba · 2,224 sqft

8291 Procida Isle Ln, Windermere, FL

Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES

55Active

$990,000

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 Reduced43Active

$1,695,000

5 bd · 5 ba · 4,219 sqft

1480 Hempel Ave, Windermere, FL

Adriana Sanchez · AROD PARTNERS REALTY

40Active

$969,000

5 bd · 5 ba · 3,797 sqft

9609 Westover Club Cir, Windermere, FL

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

Price ReducedOpen house Sat, Oct 3 · 12:00 PM35Active

$410,000

3 bd · 3 ba · 1,881 sqft

11425 Brownstone St, Windermere, FL

Nicole Dege · REDFIN CORPORATION

53Active

$2,240,000

4 bd · 6 ba · 4,812 sqft

6102 S Hampshire Ct, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced31Active

$528,000

3 bd · 3 ba · 1,853 sqft

8630 Powder Ridge Trail, Windermere, FL

Marwa Benyahia · SUNCOAST CHOICE REALTY

1 2 3…7

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 · This period is still settling

Selling at 97.2% of asking price

Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 15, 2026

Median sale price: $767,500$548,400–$995,000 typical range
Price per sq. ft.: $285
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 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 · This period is still settling

Selling at 97.2% of asking price

Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 15, 2026

Median sale price: $767,500$548,400–$995,000 typical range
Price per sq. ft.: $285
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $1,090,000

Homes for sale

248

Median days on market

32 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.