4 Bedroom Homes in Windermere, FL

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24 of 39 Listings

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4 Bedroom Homes in Windermere, FL

24 of 39 Listings

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39 listings

4 Bedroom Homes in Windermere, FL

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24 of 39 Listings

Map

4 Bedroom Homes in Windermere, FL

24 of 39 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

74

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Active

$2,350,000

4 bd · 6 ba · 4,169 sqft

11532 Waterstone Loop Dr, Windermere, FL

Andrew Kincaid · BHHS FLORIDA REALTY

New100Active

$3,850,000

4 bd · 6 ba · 6,605 sqft

4906 Aviva Garden Ct, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

51Active

$1,488,000

4 bd · 4 ba · 3,763 sqft

12721 Jacob Grace Ct, Windermere, FL

Cathy Williams · LAKE NONA REALTY LLC

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

74Active

$3,300,000

4 bd · 6 ba · 3,966 sqft

515 W 2nd Ave, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

23Active

$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

53Active

$2,240,000

4 bd · 6 ba · 4,812 sqft

6102 S Hampshire Ct, Windermere, FL

Teresa Stewart · SOUTHERN REALTY GROUP LLC

74Active

$3,100,000

4 bd · 5 ba · 4,296 sqft

12102 Montalcino Cir, Windermere, FL

Kristy Cook · EXP REALTY LLC

Price Reduced84Active

$1,740,000

4 bd · 4 ba · 3,680 sqft

8241 Tibet Butler Dr, Windermere, FL

Robert Guidice · GOLFPARK PROPERTIES

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.

81Active

$3,500,000

4 bd · 6 ba · 7,669 sqft

5524 Worsham Ct, Windermere, FL

Ayoub Aitelhaj · ATLIS REALTY GROUP LLC

74Active

$1,289,000

4 bd · 3 ba · 3,793 sqft

5746 Oxford Moor Blvd, Windermere, FL

Kyle Madorin PA · UPWELL REALTY LLC

100Active

$1,595,000

4 bd · 4 ba · 3,166 sqft

12417 Montalcino Cir, Windermere, FL

Aziz Elbrak · LA ROSA REALTY LLC

Price Reduced44Active

$1,065,000

4 bd · 4 ba · 3,646 sqft

8344 Bowden Way, Windermere, FL

Immu Korvenmaa · ALIGN REAL ESTATE LLC

Price Reduced43Active

$1,150,000

4 bd · 3 ba · 3,540 sqft

2009 Woody Dr, Windermere, FL

Rebekkah Boskovich · REVEL REALTY LLC

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

Price Reduced77Active

$2,450,000

4 bd · 5 ba · 4,136 sqft

4205 Clarice Estates Dr, Windermere, FL

Cynthia Casola · DALTON WADE INC

Price Reduced48Active

$1,250,000

4 bd · 3 ba · 2,887 sqft

6124 Foxfield Ct, Windermere, FL

Bo Julian · JULIAN PROPERTIES, INC.

Price Reduced34Active

$2,800,000

4 bd · 6 ba · 4,706 sqft

5073 Latrobe Dr, Windermere, FL

Michelle Corbin · ISLEWORTH REALTY LLC

4Active

$1,500,000

4 bd · 3 ba · 3,517 sqft

11035 Schooner Way, Windermere, FL

Channing Harrison · LAKESIDE REALTY WINDERMERE INC

Price Reduced98Active

$1,750,000

4 bd · 3 ba · 3,297 sqft

2503 Butler Bay Dr N, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

95Active

$1,090,000

4 bd · 3 ba · 2,842 sqft

1407 Hempel Ave, Windermere, FL

Lina Abi Hanna De El Bonney · MY REALTY GROUP, LLC.

Price Reduced48Active

$1,090,990

4 bd · 4 ba · 3,153 sqft

14341 Crest Palm Ave, Windermere, FL

Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

Price Reduced41Active

$1,395,000

4 bd · 4 ba · 3,997 sqft

9548 Crown Prince Ln, Windermere, FL

Dianna Desboyaux · DOUGLAS ELLIMAN

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 housing market

August 2026

Selling at 95.7% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $835,000$498,000–$1,800,000 typical range
Price per sq. ft.: $299
Sales: 57
Paid in cash: 29.8%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 57 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -9.5%

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

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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

August 2026

Selling at 95.7% of asking price

Buyers here are paying below asking. MLS · 54 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $835,000$498,000–$1,800,000 typical range
Price per sq. ft.: $299
Sales: 57
Paid in cash: 29.8%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 57 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -9.5%

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your Windermere agent

Your Windermere agent

Your Windermere agent

Listing data & MLS disclosures

Windermere housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Windermere, FL community profile

Your Windermere agent

Listing data & MLS disclosures

Windermere, FL community profile

Windermere housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026