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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

Show registered offenders

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?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

3 beds With a pool

Homes Under $2M in Windermere, FL

151 listings

Homes Under $2M in Windermere, FL

Homes Under $2M in Windermere, FL

24 of 151 Listings

Homes Under $2M in Windermere, FL

24 of 151 Listings

4Active

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp 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

$875,000

4 bd · 3 ba · 2,704 sqft

11727 Delwick Dr, Windermere, FL

Catherine Lambert PA · BHHS FLORIDA REALTY

Open house Fri, Oct 2 · 9:00 AM47Active

$565,000

3 bd · 2 ba · 2,147 sqft

7271 Londale Blvd, Windermere, FL

Karen Albright · OPENDOOR BROKERAGE LLC

$1,488,000

4 bd · 4 ba · 3,763 sqft

12721 Jacob Grace Ct, Windermere, FL

Cathy Williams · LAKE NONA 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

$405,000

4 bd · 3 ba · 2,294 sqft

14350 Bridgewater Crossings Blvd, Windermere, FL

Dawn Briggs · BLUE MAGNOLIA REALTY LLC

$560,000

4 bd · 3 ba · 2,214 sqft

11543 Charnock Dr, Windermere, FL

Angela Mavarez Suarez · PM ELITE REALTY LLC

$769,000

5 bd · 3 ba · 2,773 sqft

6727 Merrick Landing Blvd, Windermere, FL

Stephanie Demantova Correa · AUTHENTIC REAL ESTATE TEAM

$586,846

3 bd · 3 ba · 1,699 sqft

13317 Lush Lime Aly, Windermere, FL

Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

Price Reduced47Active

$530,000

4 bd · 2 ba · 2,020 sqft

13738 Eden Isle Blvd, Windermere, FL

Kathryn Shevlin · THE PROPERTY FIRM

$489,900

3 bd · 2 ba · 1,820 sqft

13535 Bramham Ln, Windermere, FL

Scarlett Williams, PA · CENTURY 21 CARIOTI

$945,000

4 bd · 4 ba · 3,264 sqft

9010 Reflection Pointe Dr, Windermere, FL

Dawn Giachetti · PREMIER SOTHEBYS INT'L REALTY

$369,000

3 bd · 3 ba · 1,680 sqft

12934 Vennetta Way, Windermere, FL

Karen Grau · REVEL REALTY LLC

$1,100,000

5 bd · 4 ba · 3,557 sqft

11021 Hawkshead Ct, Windermere, FL

Heather Unger, PA · ACME REAL ESTATE FLORIDA LLC

$645,000

4 bd · 3 ba · 2,214 sqft

7252 Backwoods Trl, Windermere, FL

Eliza Hawash · REALSOURCE PROPERTY MANGNT LLC

$1,395,000

5 bd · 4 ba · 4,186 sqft

101 Lee St, Windermere, FL

Julie Bettosini, PA · STOCKWORTH REALTY GROUP

$379,900

3 bd · 3 ba · 1,480 sqft

8608 Brookvale Dr, Windermere, FL

Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION

$649,000

4 bd · 4 ba · 2,750 sqft

13324 Jervey St, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

$700,000

1 bd · 1 ba · 750 sqft

628 Forest St, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

$775,000

3 bd · 2 ba · 1,774 sqft

611 Butler St, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

$449,000

3 bd · 3 ba · 1,919 sqft

12333 Via Derna Pl, Windermere, FL

Marco Romero · KARDOSH REALTY

$500,000

4 bd · 2 ba · 2,190 sqft

13424 Hopkinton Ct, Windermere, FL

Jenny Wemert · WEMERT GROUP REALTY LLC

$639,500

4 bd · 3 ba · 2,460 sqft

12909 Cragside Ln, Windermere, FL

Ashlee Hawk · FLORIDA IN MOTION REALTY INC

1 2…7

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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.