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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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What's my home worth?
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Get an instant cash offer
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3 beds With a pool

Homes with a Pool in Windermere, FL — Page 9

234 listings

Homes with a Pool in Windermere, FL

Homes with a Pool in Windermere, FL

24 of 234 Listings

Homes with a Pool in Windermere, FL

24 of 234 Listings

Price Reduced63

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

Active

$4,100,000

3 bd · 5 ba · 5,004 sqft

9144 Isleworth Gardens Drive, Windermere, FL

Megan Dowdy · MEGAN DOWDY REALTY, LLC

Price Reduced31Active

$780,000

4 bd · 4 ba · 3,124 sqft

5413 Walsh Pond Ct, Windermere, FL

Brenda Jebailey · HAVEN PROPERTY GROUP LLC

Price Reduced31Active

$780,000

4 bd · 4 ba · 3,124 sqft

5413 Walsh Pond Court, Windermere, FL

Brenda Jebailey · HAVEN PROPERTY GROUP LLC

Price Reduced57Active

$3,800,000

4 bd · 5 ba · 5,301 sqft

5151 Latrobe Dr, Windermere, FL

Monica Lochmandy · ISLEWORTH REALTY LLC

Price Reduced57Active

$3,800,000

4 bd · 5 ba · 5,301 sqft

5151 Latrobe Dr, Windermere, FL

Monica Lochmandy · ISLEWORTH REALTY LLC

Price Reduced10Active

$850,000

4 bd · 3 ba · 2,224 sqft

13542 Gorgona Isle Drive, Windermere, FL

Thiago De Ataide · WRA BUSINESS & REAL ESTATE

Price Reduced10Active

$850,000

4 bd · 3 ba · 2,224 sqft

13542 Gorgona Isle Dr, Windermere, FL

Thiago De Ataide · WRA BUSINESS & REAL ESTATE

$915,000

4 bd · 3 ba · 2,988 sqft

9150 Outlook Rock Trail, Windermere, FL

Andrea Munoz · MOSAIC PARTNERS GROUP

Price Reduced50Active

$1,270,000

5 bd · 4 ba · 3,694 sqft

12640 Salomon Cove Dr, Windermere, FL

Ramon Brandao · WEBB FLORIDA REALTY LLC

$1,490,000

5 bd · 4 ba · 3,492 sqft

11339 Camden Park Drive, Windermere, FL

Martonio Pinto · AMERICAN HORIZONS REALTY

$1,490,000

5 bd · 4 ba · 3,492 sqft

11339 Camden Park Dr, Windermere, FL

Martonio Pinto · AMERICAN HORIZONS REALTY

$4,995,000

6 bd · 7 ba · 7,349 sqft

5070 Down Point Lane, Windermere, FL

Isis Sarcos · EXP REALTY LLC

$4,995,000

6 bd · 7 ba · 7,349 sqft

5070 Down Point Ln, Windermere, FL

Isis Sarcos · EXP REALTY LLC

Price Reduced27Active

$1,030,000

6 bd · 4 ba · 4,176 sqft

8236 Procida Isle Lane, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

Price Reduced27Active

$1,010,000

6 bd · 4 ba · 4,176 sqft

8236 Procida Isle Ln, Windermere, FL

Babi Hennemann · WRA BUSINESS & REAL ESTATE

Price Reduced36Active

$1,799,000

4 bd · 4 ba · 3,687 sqft

6560 Lake Burden View Drive, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

Price Reduced36Active

$1,799,000

4 bd · 4 ba · 3,687 sqft

6560 Lake Burden View Dr, Windermere, FL

Rob Rahter · STOCKWORTH REALTY GROUP

Price Reduced73Active

$2,949,000

4 bd · 5 ba · 4,512 sqft

5145 Latrobe Drive, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced73Active

$2,949,000

4 bd · 5 ba · 4,512 sqft

5145 Latrobe Dr, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

Price Reduced84Active

$11,900,000

6 bd · 10 ba · 9,770 sqft

9323 Gladys Garden Ct, Windermere, FL

Steve Healy · CORCORAN PREMIER REALTY

Price Reduced84Active

$11,900,000

6 bd · 10 ba · 9,770 sqft

9323 Gladys Garden Court, Windermere, FL

Steve Healy · CORCORAN PREMIER REALTY

Price Reduced26Active

$1,396,000

6 bd · 5 ba · 3,794 sqft

13596 Gorgona Isle Drive, Windermere, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

Price Reduced26Active

$1,396,000

6 bd · 5 ba · 3,794 sqft

13596 Gorgona Isle Dr, Windermere, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

Price Reduced70Active

$7,250,000

5 bd · 7 ba · 7,099 sqft

5074 Isleworth Country Club Drive, Windermere, FL

Armaan Memarpouri · MEM REALTY GROUP

1…8 9 10

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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.