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3 bedsWith a pool
Waterfront Homes in Windermere, FL — Page 2
40 listings

Waterfront Homes in Windermere, FL

Waterfront Homes in Windermere, FL

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16 of 40 Listings
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Waterfront Homes in Windermere, FL

16 of 40 Listings

  1. 9061 Ron Den Ln — photoPrice Reduced100Active

Your Windermere agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$6,800,000

5 bd · 7 ba · 6,300 sqft

9061 Ron Den Ln, Windermere, FL

Brynn Allen · CORCORAN PREMIER REALTY

  • 2503 Butler Bay Dr N — photoPrice ReducedOpen house Sat, Oct 24 · 10:00 AM98Active

    $1,725,000

    4 bd · 3 ba · 3,297 sqft

    2503 Butler Bay Dr N, Windermere, FL

    Simon Simaan · THE SIMON SIMAAN GROUP

  • 6462 Deacon Cir — photoPrice Reduced46Active

    $6,595,000

    5 bd · 6 ba · 7,178 sqft

    6462 Deacon Cir, Windermere, FL

    Monica Lochmandy · ISLEWORTH REALTY LLC

  • 5603 Marleon Dr — photo92Active

    $27,000,000

    7 bd · 10 ba · 22,108 sqft

    5603 Marleon Dr, Windermere, FL

    Llin Lu, PA · PREMIER SOTHEBYS INT'L REALTY

  • 33 Main St — photoPrice Reduced4Active

    $1,572,000

    4 bd · 2 ba · 2,130 sqft

    33 Main St, Windermere, FL

    Bruce Higgins · SAND DOLLAR REALTY GROUP INC

  • 9620 Maywood Dr — photoPrice Reduced43Active

    $2,275,000

    4 bd · 3 ba · 3,004 sqft

    9620 Maywood Dr, Windermere, FL

    Linda O'Grady · PREMIER SOTHEBYS INT'L REALTY

  • 9648 Weatherstone Ct — photoPrice Reduced65Active

    $2,290,000

    6 bd · 4 ba · 4,482 sqft

    9648 Weatherstone Ct, Windermere, FL

    Andy Neal · THE AGENCY FL

  • 12488 Park Ave — photo68Active

    $15,500,000

    10 bd · 17 ba · 13,425 sqft

    12488 Park Ave, Windermere, FL

    Julie Christensen · ONE LUXURY INTERNATIONAL LLC

  • 5413 Walsh Pond Ct — photoPrice Reduced31Active

    $780,000

    4 bd · 4 ba · 3,124 sqft

    5413 Walsh Pond Ct, Windermere, FL

    Brenda Jebailey · HAVEN PROPERTY GROUP LLC

  • 9057 Balmoral Mews Sq — photoPrice ReducedOpen house Sat, Oct 17 · 1:00 PM63Active

    $1,795,000

    6 bd · 6 ba · 5,430 sqft

    9057 Balmoral Mews Sq, Windermere, FL

    Ryan Rogers · REAL BROKER, LLC

  • 5070 Down Point Ln — photoPrice Reduced57Active

    $4,945,000

    6 bd · 7 ba · 7,349 sqft

    5070 Down Point Ln, Windermere, FL

    Isis Sarcos · EXP REALTY LLC

  • 9725 Chestnut Ridge Dr — photoPrice Reduced54Active

    $5,975,000

    7 bd · 7 ba · 8,000 sqft

    9725 Chestnut Ridge Dr, Windermere, FL

    Dianna Desboyaux · DOUGLAS ELLIMAN

  • 9575 Westover Roberts Rd — photoPrice Reduced95Active

    $4,750,000

    7 bd · 8 ba · 8,931 sqft

    9575 Westover Roberts Rd, Windermere, FL

    Rob Rahter · STOCKWORTH REALTY GROUP

  • 4226 Downeast Ln — photoPrice Reduced21Active

    $9,750,000

    5 bd · 3 ba · 5,316 sqft

    4226 Downeast Ln, Windermere, FL

    Thad Czapka · COLDWELL BANKER RESIDENTIAL RE

  • 9721 Carillon Park Dr — photoPrice Reduced81Active

    $4,778,000

    6 bd · 9 ba · 8,305 sqft

    9721 Carillon Park Dr, Windermere, FL

    Dianna Desboyaux · DOUGLAS ELLIMAN

  • 11002 Lake Butler Blvd — photoPrice Reduced71Active

    $3,950,000

    5 bd · 8 ba · 6,248 sqft

    11002 Lake Butler Blvd, Windermere, FL

    Sean Oakley · SERENDIPITY REALTY LLC

  • 12

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    By price

    • Homes Under $500K
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    • Homes Under $1M
    • Homes Under $1.25M
    • Homes Under $1.5M
    • Homes Under $1.75M
    • Homes Under $2M
    • Homes Under $2.25M
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    • Luxury Homes

    By bedrooms

    • 3 Bedroom Homes
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    By type

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    • Homes with a Pool
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    Your Windermere agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall 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

    September 2026 · This period is still settling

    Windermere 12-month median sale price trend

    Selling at 97.1% of asking price

    Buyers here are paying below asking. MLS · 44 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $780,000$532,450–$1,219,535 typical range
    Price per sq. ft.
    $303
    Sales
    51
    Paid in cash
    47.1%

    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
    31 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.