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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

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What's my home worth?
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Get an instant cash offer
Buy before you sell

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3 beds With a pool

Homes Under $2.5M in Windermere, FL — Page 3

162 listings

Homes Under $2.5M in Windermere, FL

Homes Under $2.5M in Windermere, FL

24 of 162 Listings

Homes Under $2.5M in Windermere, FL

24 of 162 Listings

53Active

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

$2,240,000

4 bd · 6 ba · 4,812 sqft

6102 S Hampshire Ct, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced33Active

$2,299,000

5 bd · 6 ba · 4,094 sqft

11113 Lake Butler Blvd, Windermere, FL

Stella Freeman · QUATTRO R E SOLUTIONS LLC

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.

$409,900

3 bd · 3 ba · 1,547 sqft

8860 Herencia Aly, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

$1,870,000

6 bd · 7 ba · 5,140 sqft

7467 Lake Albert Dr, Windermere, FL

Ana Duarte Ferreira · NOVA REAL ESTATE SERVICES INC

$1,500,000

5 bd · 4 ba · 3,656 sqft

17526 Black Rail St, Windermere, FL

Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced71Active

$1,895,000

6 bd · 6 ba · 5,869 sqft

4282 McKinnon Rd, Windermere, FL

Shelley Dawson · COMPASS FLORIDA LLC

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 Reduced84Active

$1,740,000

4 bd · 4 ba · 3,680 sqft

8241 Tibet Butler Dr, Windermere, FL

Robert Guidice · GOLFPARK PROPERTIES

Price Reduced36Active

$485,000

4 bd · 3 ba · 1,866 sqft

7668 Fairgrove Ave, Windermere, FL

Andrea Munoz · VESTI LLC

Price Reduced6Active

$525,000

3 bd · 2 ba · 1,926 sqft

6679 Duncaster St, Windermere, FL

Cliff Glansen · FLATFEE.COM

Price ReducedOpen house Sun, Oct 4 · 11:00 AM69Active

$675,000

5 bd · 5 ba · 2,963 sqft

7236 Penkridge Ln, Windermere, FL

Amine Berrada · ATLAS BLUE REALTY INC

$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 Reduced23Active

$399,000

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 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

Price Reduced42Active

$579,000

3 bd · 2 ba · 1,706 sqft

13231 Roxboro Rd, Windermere, FL

Shannon Tichenor · LA ROSA REALTY KISSIMMEE

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 Reduced28Active

$740,000

5 bd · 4 ba · 2,989 sqft

8931 Lookout Pointe Dr, Windermere, FL

Lilly Vazquez · SPECIALIZED PROPERTY MANAGEMENT

$1,595,000

4 bd · 4 ba · 3,166 sqft

12417 Montalcino Cir, Windermere, FL

Aziz Elbrak · LA ROSA REALTY LLC

1 2 3 4…7

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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.

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Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

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, 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.