252

Recently Sold Windermere Homes

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  • /2

    $3,350,000

    Sold Jul 15, 2025

    5801 Marleon Dr, Windermere, FL 34786

    • 6 Beds
    • 6.5 Baths
    • 6,968 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $481/SF
    • 5 Days On Market

    Current Estimated Value $3,394,089

    Last Listing Agent Michelle Brierley COLDWELL BANKER REALTY

    5801 Marleon Dr, Windermere, FL 34786
  • /2

    $1,560,000

    Sold Aug 11, 2025

    8437 Lake Burden Cir, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,797 Sq Ft
    • Built 2005

    Last Sold Summary

    • 16% Below List Price
    • $411/SF
    • 105 Days On Market

    Current Estimated Value $1,563,989

    Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

    8437 Lake Burden Cir, Windermere, FL 34786
  • /2

    $837,000

    Sold Jun 05, 2025

    6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 3,282 Sq Ft
    • Built 2002

    Last Sold Summary

    • 8% Below List Price
    • $255/SF
    • 14 Days On Market

    Current Estimated Value $881,067

    Last Listing Agent Cheryl Roda-Wu CENTURY 21 BE3

    6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786
  • /2

    $2,460,000

    Sold Dec 18, 2025

    11019 Ullswater Ln, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 5,916 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $416/SF
    • 23 Days On Market

    Current Estimated Value $2,455,129

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    11019 Ullswater Ln, Windermere, FL 34786
  • /2

    $880,000

    Sold Mar 16, 2026

    11314 Ledgement Ln Unit 1, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Below List Price
    • $286/SF
    • 125 Days On Market

    Current Estimated Value $878,557

    Last Listing Agent Mark Vescio MARK SPAIN REAL ESTATE

    11314 Ledgement Ln Unit 1, Windermere, FL 34786
  • /2

    $965,000

    Sold Mar 16, 2026

    2046 Westover Reserve Blvd, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,516 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $274/SF
    • 55 Days On Market

    Current Estimated Value $967,105

    Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

    2046 Westover Reserve Blvd, Windermere, FL 34786
  • /2

    $9,000,000

    Sold Oct 06, 2025

    9832 Laurel Valley Dr, Windermere, FL 34786

    • 6 Beds
    • 10 Baths
    • 11,100 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $811/SF
    • 0 Days On Market

    Current Estimated Value $8,668,822

    Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

    9832 Laurel Valley Dr, Windermere, FL 34786
  • /2

    $1,700,000

    Sold Oct 10, 2025

    830 Oakdale St, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,670 Sq Ft
    • Built 2019

    Last Sold Summary

    • 13% Below List Price
    • $463/SF
    • 320 Days On Market

    Current Estimated Value $1,723,375

    Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

    830 Oakdale St, Windermere, FL 34786
  • /2

    $1,710,000

    Sold Jan 16, 2026

    7417 Lake Albert Dr, Windermere, FL 34786

    • 6 Beds
    • 6.5 Baths
    • 5,006 Sq Ft
    • Built 2014

    Last Sold Summary

    • 1% Above List Price
    • $342/SF
    • 80 Days On Market

    Current Estimated Value $1,732,588

    Last Listing Agent Dan Palmer TEAM DONOVAN

    7417 Lake Albert Dr, Windermere, FL 34786
  • /2

    $710,000

    Sold Nov 25, 2025

    9631 Hollyglen Place, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,854 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $249/SF
    • 14 Days On Market

    Current Estimated Value $725,447

    Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

    9631 Hollyglen Place, Windermere, FL 34786
  • /2

    $835,000

    Sold Jul 03, 2025

    2538 Carter Grove Cir, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,523 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Below List Price
    • $331/SF
    • 8 Days On Market

    Current Estimated Value $846,549

    Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

    2538 Carter Grove Cir, Windermere, FL 34786
  • /2

    $2,835,000

    Sold Nov 12, 2025

    12151 Walker Pond Rd, Winter Garden, FL 34787

    • Land
    • 12.36 Acres
    • $229,369 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 54 Days On Market

    Current Estimated Value $2,378,598

    Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

    12151 Walker Pond Rd, Winter Garden, FL 34787
  • /2

    $292,000

    Sold Oct 03, 2025

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 2007

    Last Sold Summary

    • 20% Below List Price
    • $201/SF
    • 348 Days On Market

    Current Estimated Value $297,256

    Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
  • /2

    $490,000

    Sold May 11, 2026

    6310 Golden Dewdrop Trail, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,977 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Below List Price
    • $248/SF
    • 107 Days On Market

    Current Estimated Value $492,515

    Last Listing Agent Mengshi Lu JOY ESTATE ENTERPRISE INC

    6310 Golden Dewdrop Trail, Windermere, FL 34786
  • /2

    $812,000

    Sold Apr 20, 2026

    2641 Hempel Ave, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,404 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $338/SF
    • 11 Days On Market

    Current Estimated Value $815,913

    Last Listing Agent Frank Mediavilla KNIGHTS REALTY

    2641 Hempel Ave, Windermere, FL 34786
  • /2

    $11,500,000

    Sold May 15, 2026

    5525 Isleworth Country Club Dr, Windermere, FL 34786

    • 5 Beds
    • 5.5 Baths
    • 9,511 Sq Ft
    • Built 1999

    Last Sold Summary

    • 19% Below List Price
    • $1,209/SF
    • 333 Days On Market

    Current Estimated Value $4,145,820

    Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

    5525 Isleworth Country Club Dr, Windermere, FL 34786
  • /2

    $1,460,000

    Sold Jul 07, 2025

    11521 Camden Park Dr, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 3,483 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $419/SF
    • 54 Days On Market

    Current Estimated Value $1,415,726

    Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    11521 Camden Park Dr, Windermere, FL 34786
  • /2

    $430,000

    Sold Feb 06, 2026

    7411 Ripplepointe Way, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,948 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $221/SF
    • 55 Days On Market

    Current Estimated Value $428,946

    Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

    7411 Ripplepointe Way, Windermere, FL 34786
  • /2

    $1,450,000

    Sold Aug 18, 2025

    11402 Camden Loop Way, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 3,880 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $374/SF
    • 60 Days On Market

    Current Estimated Value $1,442,039

    Last Listing Agent Brian Hyser THE AGENCY FL

    11402 Camden Loop Way, Windermere, FL 34786
  • /2

    $1,540,000

    Sold May 08, 2026

    8438 Tibet Butler Dr, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,464 Sq Ft
    • Built 1999

    Last Sold Summary

    • 7% Below List Price
    • $445/SF
    • 33 Days On Market

    Current Estimated Value $1,502,270

    Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

    8438 Tibet Butler Dr, Windermere, FL 34786
  • /2

    $285,000

    Sold Sep 19, 2025

    8277 Maritime Flag St Unit 205, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $196/SF
    • 39 Days On Market

    Current Estimated Value $293,518

    Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

    8277 Maritime Flag St Unit 205, Windermere, FL 34786
  • /2

    $695,000

    Sold Jun 13, 2025

    116 Main St, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 1958

    Last Sold Summary

    • $548/SF
    • 91 Days On Market

    Current Estimated Value $724,304

    Last Listing Agent Adam Judd METROPOLIS R.E. SOLUTIONS, LLC

    116 Main St, Windermere, FL 34786
  • /2

    $305,000

    Sold Jun 06, 2025

    8276 Maritime Flag St Unit 110, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $212/SF
    • 62 Days On Market

    Current Estimated Value $308,716

    Last Listing Agent Evan Caulfield STOCKWORTH REALTY GROUP

    8276 Maritime Flag St Unit 110, Windermere, FL 34786
  • /2

    $820,000

    Sold Mar 06, 2026

    416 Magnolia St, Windermere, FL 34786

    • 2 Beds
    • 1.5 Baths
    • 2,115 Sq Ft
    • Built 1915

    Last Sold Summary

    • 7% Below List Price
    • $388/SF
    • 74 Days On Market

    Current Estimated Value $829,422

    Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

    416 Magnolia St, Windermere, FL 34786
  • /2

    $1,650,000

    Sold Sep 29, 2025

    4108 Downeast Ln, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,150 Sq Ft
    • Built 1979

    Last Sold Summary

    • 50% Below List Price
    • $524/SF
    • 208 Days On Market

    Current Estimated Value $1,637,220

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    4108 Downeast Ln, Windermere, FL 34786
  • /2

    $1,030,000

    Sold Apr 27, 2026

    6569 Crestmont Glen Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Above List Price
    • $334/SF
    • 2 Days On Market

    Current Estimated Value $962,100

    Last Listing Agent Kim Gilbert THE AGENCY FL

    6569 Crestmont Glen Ln, Windermere, FL 34786
  • /2

    $1,350,000

    Sold Oct 30, 2025

    11425 Claymont Cir, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,684 Sq Ft
    • Built 1999

    Last Sold Summary

    • 10% Below List Price
    • $366/SF
    • 99 Days On Market

    Current Estimated Value $1,372,643

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    11425 Claymont Cir, Windermere, FL 34786
  • /2

    $815,000

    Sold Jul 21, 2025

    9601 Ambleside Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 3,018 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Above List Price
    • $270/SF
    • 5 Days On Market

    Current Estimated Value $849,579

    Last Listing Agent Matt Davies COLDWELL BANKER REALTY

    9601 Ambleside Dr, Windermere, FL 34786
  • /2

    $1,025,000

    Sold Feb 19, 2026

    1804 Maple Leaf Dr, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,971 Sq Ft
    • Built 1989

    Last Sold Summary

    • $345/SF
    • 3 Days On Market

    Current Estimated Value $1,012,787

    Last Listing Agent Anna McIntyre LAKESIDE REALTY WINDERMERE INC

    1804 Maple Leaf Dr, Windermere, FL 34786
  • /2

    $2,400,000

    Sold Nov 24, 2025

    11106 Coniston Way, Windermere, FL 34786

    • 5 Beds
    • 7 Baths
    • 5,934 Sq Ft
    • Built 2008

    Last Sold Summary

    • 9% Below List Price
    • $404/SF
    • 153 Days On Market

    Current Estimated Value $2,378,682

    Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

    11106 Coniston Way, Windermere, FL 34786
  • /2

    $850,000

    Sold Aug 27, 2025

    6321 Clearmeadow Ct, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,560 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $332/SF
    • 64 Days On Market

    Current Estimated Value $845,092

    Last Listing Agent Kiran Khan KELLER WILLIAMS CLASSIC

    6321 Clearmeadow Ct, Windermere, FL 34786
  • /2

    $1,275,000

    Sold Nov 07, 2025

    11612 Camden Park Dr, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 3,617 Sq Ft
    • Built 2005

    Last Sold Summary

    • 15% Below List Price
    • $353/SF
    • 38 Days On Market

    Current Estimated Value $1,268,019

    Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

    11612 Camden Park Dr, Windermere, FL 34786
  • /2

    $1,625,000

    Sold Oct 15, 2025

    8424 Lake Burden Cir, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,810 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $427/SF
    • 50 Days On Market

    Current Estimated Value $1,589,468

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    8424 Lake Burden Cir, Windermere, FL 34786
  • /2

    $2,470,000

    Sold Jun 05, 2025

    4011 Isabella Cir, Windermere, FL 34786

    • 5 Beds
    • 7 Baths
    • 5,418 Sq Ft
    • Built 2019

    Last Sold Summary

    • 15% Below List Price
    • $456/SF
    • 153 Days On Market

    Current Estimated Value $2,501,894

    Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

    4011 Isabella Cir, Windermere, FL 34786
  • /2

    $1,470,000

    Sold Jun 16, 2025

    5530 Oxford Moor Blvd, Windermere, FL 34786

    • 5 Beds
    • 5 Baths
    • 5,188 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $283/SF
    • 2 Days On Market

    Current Estimated Value $1,530,709

    Last Listing Agent Marcy Walsh REAL BROKER, LLC

    5530 Oxford Moor Blvd, Windermere, FL 34786
  • /2

    $1,325,000

    Sold Jun 12, 2025

    9501 Hempel Cove Blvd, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 4,789 Sq Ft
    • Built 1996

    Last Sold Summary

    • 12% Below List Price
    • $277/SF
    • 100 Days On Market

    Current Estimated Value $1,334,120

    Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

    9501 Hempel Cove Blvd, Windermere, FL 34786
  • /2

    $1,258,250

    Sold May 29, 2025

    1825 Lake Roberts Ct, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,754 Sq Ft
    • Built 1995

    Last Sold Summary

    • $335/SF
    • 27 Days On Market

    Current Estimated Value $1,246,746

    Last Listing Agent Daniel Ryan EXP REALTY LLC

    1825 Lake Roberts Ct, Windermere, FL 34786
  • /2

    $305,000

    Sold May 12, 2026

    11434 Jasper Kay Terrace Unit 1120, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $229/SF
    • 63 Days On Market

    Current Estimated Value $307,199

    Last Listing Agent alonso delgado REALTY ONE GROUP MVP

    11434 Jasper Kay Terrace Unit 1120, Windermere, FL 34786
  • /2

    $830,000

    Sold Jan 16, 2026

    11031 Ledgement Ln, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 2,788 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $298/SF
    • 178 Days On Market

    Current Estimated Value $846,968

    Last Listing Agent Billy Wygle THE WILKINS WAY LLC

    11031 Ledgement Ln, Windermere, FL 34786
  • /2

    $1,535,000

    Sold Sep 19, 2025

    11755 Waterstone Loop Dr, Windermere, FL 34786

    • 5 Beds
    • 5 Baths
    • 3,665 Sq Ft
    • Built 2012

    Last Sold Summary

    • 4% Below List Price
    • $419/SF
    • 97 Days On Market

    Current Estimated Value $1,538,261

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    11755 Waterstone Loop Dr, Windermere, FL 34786

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