4 Bedroom Homes in Windermere, FL

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3 beds New construction With a pool

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11 Listings

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4 Bedroom Homes in Windermere, FL

11 Listings

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11 listings

4 Bedroom Homes in Windermere, FL

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11 Listings

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4 Bedroom Homes in Windermere, FL

11 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

New100Active

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

$3,850,000

4 bd · 6 ba · 6,605 sqft

4906 Aviva Garden Ct, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

85Active

$720,000

4 bd · 2 ba · 2,516 sqft

6243 Andreozzi Ln, Windermere, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

74Active

$3,300,000

4 bd · 6 ba · 3,966 sqft

515 W 2nd Ave, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

74Active

$3,100,000

4 bd · 5 ba · 4,296 sqft

12102 Montalcino Cir, Windermere, FL

Kristy Cook · EXP REALTY LLC

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.

74Active

$1,289,000

4 bd · 3 ba · 3,793 sqft

5746 Oxford Moor Blvd, Windermere, FL

Kyle Madorin PA · UPWELL 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 Reduced98Active

$1,750,000

4 bd · 3 ba · 3,297 sqft

2503 Butler Bay Dr N, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

Price Reduced4Active

$1,572,000

4 bd · 2 ba · 2,130 sqft

33 Main St, Windermere, FL

Bruce Higgins · SAND DOLLAR REALTY GROUP INC

Price Reduced43Active

$2,275,000

4 bd · 3 ba · 3,004 sqft

9620 Maywood Dr, Windermere, FL

Linda O'Grady · PREMIER SOTHEBYS INT'L REALTY

Price Reduced31Active

$780,000

4 bd · 4 ba · 3,124 sqft

5413 Walsh Pond Ct, Windermere, FL

Brenda Jebailey · HAVEN PROPERTY GROUP 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 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

Explore Windermere homes

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

Explore Windermere homes

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