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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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Registered offenders on the map

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Selling Options

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

Resources

How selling works
When should I sell?
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Pricing your home
What's worth fixing first
Find a seller's agent

3 beds With a pool

4 Bedroom Homes in Windermere, FL

46 listings

4 Bedroom Homes in Windermere, FL

4 Bedroom Homes in Windermere, FL

24 of 46 Listings

4 Bedroom Homes in Windermere, FL

24 of 46 Listings

65Active

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

$649,000

4 bd · 3 ba · 2,455 sqft

7030 Mapperton Dr, Windermere, FL

Keith Conklin, LLC · FOLIO REALTY LLC

$1,280,000

4 bd · 3 ba · 2,441 sqft

104 E 1st Ave, Windermere, FL

Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC

$950,000

4 bd · 3 ba · 2,680 sqft

8524 Vivaro Isle Way, Windermere, FL

Vincent Cordaro · SERHANT

$8,500,000

4 bd · 5 ba · 7,100 sqft

5092 Isleworth Country Club Dr, Windermere, FL

Michelle Corbin · ISLEWORTH REALTY LLC

$875,000

4 bd · 3 ba · 2,704 sqft

11727 Delwick Dr, Windermere, FL

Catherine Lambert PA · BHHS FLORIDA REALTY

$3,850,000

4 bd · 6 ba · 6,605 sqft

4906 Aviva Garden Ct, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

$2,350,000

4 bd · 6 ba · 4,169 sqft

11532 Waterstone Loop Dr, Windermere, FL

Andrew Kincaid · BHHS FLORIDA REALTY

$1,488,000

4 bd · 4 ba · 3,763 sqft

12721 Jacob Grace Ct, Windermere, FL

Cathy Williams · LAKE NONA REALTY LLC

Price Reduced47Active

$530,000

4 bd · 2 ba · 2,020 sqft

13738 Eden Isle Blvd, Windermere, FL

Kathryn Shevlin · THE PROPERTY FIRM

$945,000

4 bd · 4 ba · 3,264 sqft

9010 Reflection Pointe Dr, Windermere, FL

Dawn Giachetti · PREMIER SOTHEBYS INT'L REALTY

$3,300,000

4 bd · 6 ba · 3,966 sqft

515 W 2nd Ave, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

$3,189,000

4 bd · 5 ba · 3,365 sqft

5050 Isleworth Country Club Dr, Windermere, FL

Toni Cafferty · COMPASS FLORIDA 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

$880,000

4 bd · 3 ba · 2,648 sqft

6309 Earthgold Dr, Windermere, FL

Vanessa Bruno Juca · REALTY HUB

$870,000

4 bd · 3 ba · 3,746 sqft

9043 Horizon Pointe Trl, Windermere, FL

Matine Pawlicki · CENTURY 21 CARIOTI

$775,000

4 bd · 3 ba · 2,224 sqft

8291 Procida Isle Ln, Windermere, FL

Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES

$2,240,000

4 bd · 6 ba · 4,812 sqft

6102 S Hampshire Ct, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced84Active

$1,740,000

4 bd · 4 ba · 3,680 sqft

8241 Tibet Butler Dr, Windermere, FL

Robert Guidice · GOLFPARK PROPERTIES

$3,100,000

4 bd · 5 ba · 4,296 sqft

12102 Montalcino Cir, Windermere, FL

Kristy Cook · EXP REALTY LLC

$3,500,000

4 bd · 6 ba · 7,669 sqft

5524 Worsham Ct, Windermere, FL

Ayoub Aitelhaj · ATLIS REALTY GROUP LLC

$1,595,000

4 bd · 4 ba · 3,166 sqft

12417 Montalcino Cir, Windermere, FL

Aziz Elbrak · LA ROSA REALTY LLC

Price Reduced43Active

$1,150,000

4 bd · 3 ba · 3,540 sqft

2009 Woody Dr, Windermere, FL

Rebekkah Boskovich · REVEL REALTY LLC

Price Reduced65Active

$980,000

4 bd · 3 ba · 3,478 sqft

2512 Tryon Pl, Windermere, FL

Jamie Stolinas Crame, LLC · CENTURY 21 CARIOTI

Price Reduced55Active

$1,900,000

4 bd · 6 ba · 5,515 sqft

1238 Lake Whitney Dr, Windermere, FL

Jason Crane · JASON CRANE REAL ESTATE LLC

1 2

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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 97.1% of asking price

Buyers here are paying below asking. MLS · 46 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $780,000$532,450–$1,125,000 typical range
Price per sq. ft.: $285
Sales: 39
Paid in cash: 41.0%

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: 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.