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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

Save search Advertise Sign In

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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Find a seller's agent

3 beds With a pool

2 Bedroom Homes in Windermere, FL

7 listings

2 Bedroom Homes in Windermere, FL

2 Bedroom Homes in Windermere, FL

7 Listings

2 Bedroom Homes in Windermere, FL

7 Listings

32Active

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

$295,000

2 bd · 2 ba · 1,161 sqft

11446 Jasper Kay Terrace #202, Windermere, FL

Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS

$360,000

2 bd · 3 ba · 1,311 sqft

12417 Cruxbury Dr, Windermere, FL

Christopher Govatos · CHARLES RUTENBERG REALTY ORLANDO

$450,000

2 bd · 1 ba · 1,216 sqft

9764 Gotha Rd, Windermere, FL

Erica Diaz · HOMEVEST REALTY

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

$330,000

2 bd · 3 ba · 1,232 sqft

14030 Sparkling Cove Ln #603, Windermere, FL

Shane Jordan · COLDWELL BANKER REALTY

$295,000

2 bd · 2 ba · 1,161 sqft

8180 Boat Hook Loop #102, Windermere, FL

Robert Christiano · COLDWELL BANKER REALTY

$399,000

2 bd · 3 ba · 1,429 sqft

12405 Cruxbury Dr, Windermere, FL

Steve Lang · HOMEVEST REALTY

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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.

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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

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.