683

Recently Sold Windermere, FL Homes

Section Image
  • 7608 Billingham St, Windermere, FL 34786
    7608 Billingham St, Windermere, FL 34786
    7608 Billingham St, Windermere, FL 34786
    /25

    $393,000 Sold Mar 07, 2025

    7608 Billingham St, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft
    • Built 2011

    Last Sold Summary

    • 4% Below List Price
    • $252/SF
    • 72 Days On Market

    Current Estimated Value $393,173

    Last Listing Agent Abigail Padro EXP REALTY LLC

    7608 Billingham St, Windermere, FL 34786
  • 10986 Ledgement Ln Unit 2, Windermere, FL 34786
    10986 Ledgement Ln Unit 2, Windermere, FL 34786
    /2

    $960,000 Sold May 30, 2025

    10986 Ledgement Ln Unit 2, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $312/SF
    • 30 Days On Market

    Current Estimated Value $953,642

    Last Listing Agent Mandy Morgan TEAM DONOVAN

    10986 Ledgement Ln Unit 2, Windermere, FL 34786
  • 12919 Holdenbury Ln, Windermere, FL 34786
    12919 Holdenbury Ln, Windermere, FL 34786
    /2

    $530,000 Sold Feb 28, 2025

    12919 Holdenbury Ln, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 1,904 Sq Ft
    • Built 2014

    Last Sold Summary

    • 5% Below List Price
    • $278/SF
    • 23 Days On Market

    Current Estimated Value $534,291

    Last Listing Agent Michele VanTuyl REAL BROKER, LLC

    12919 Holdenbury Ln, Windermere, FL 34786
  • 7837 Berkshire Oak Aly, Windermere, FL 34786
    7837 Berkshire Oak Aly, Windermere, FL 34786
    /2

    $485,000 Sold Sep 24, 2025

    7837 Berkshire Oak Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $255/SF
    • 3 Days On Market

    Current Estimated Value $484,940

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    7837 Berkshire Oak Aly, Windermere, FL 34786
  • 11306 Bridge House Rd, Windermere, FL 34786
    11306 Bridge House Rd, Windermere, FL 34786
    /2

    $3,600,000 Sold May 12, 2025

    11306 Bridge House Rd, Windermere, FL 34786

    • 5 Beds
    • 7 Baths
    • 6,742 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $534/SF
    • 52 Days On Market

    Current Estimated Value $3,752,873

    Last Listing Agent Loren Williams LAKESIDE REALTY WINDERMERE INC

    11306 Bridge House Rd, Windermere, FL 34786
  • 12971 Westside Village Loop, Windermere, FL 34786
    12971 Westside Village Loop, Windermere, FL 34786
    /2

    $742,000 Sold Jun 02, 2025

    12971 Westside Village Loop, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,694 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $201/SF
    • 72 Days On Market

    Current Estimated Value $769,148

    Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

    12971 Westside Village Loop, Windermere, FL 34786
  • 65 Oakdale St, Windermere, FL 34786
    65 Oakdale St, Windermere, FL 34786
    /2

    $1,050,000 Sold Oct 31, 2025

    65 Oakdale St, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,191 Sq Ft
    • Built 1959

    Last Sold Summary

    • 12% Below List Price
    • $479/SF
    • 34 Days On Market

    Current Estimated Value $1,098,474

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    65 Oakdale St, Windermere, FL 34786
  • 9792 Wild Oak Dr, Windermere, FL 34786
    9792 Wild Oak Dr, Windermere, FL 34786
    /2

    $700,000 Sold Feb 13, 2026

    9792 Wild Oak Dr, Windermere, FL 34786

    • 3 Beds
    • 3.5 Baths
    • 3,102 Sq Ft
    • Built 1982

    Last Sold Summary

    • 26% Below List Price
    • $226/SF
    • 106 Days On Market

    Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

    9792 Wild Oak Dr, Windermere, FL 34786
  • 14207 Crest Palm Ave, Windermere, FL 34786
    14207 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,295,922 Sold Mar 31, 2025

    14207 Crest Palm Ave, Windermere, FL 34786

    • 6 Beds
    • 4 Baths
    • 4,222 Sq Ft
    • Built 2024

    Last Sold Summary

    • $307/SF
    • 0 Days On Market

    Current Estimated Value $1,264,500

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14207 Crest Palm Ave, Windermere, FL 34786
  • 235 Oakdale St, Windermere, FL 34786
    235 Oakdale St, Windermere, FL 34786
    /2

    $890,000 Sold Jul 31, 2025

    235 Oakdale St, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,562 Sq Ft
    • Built 1971

    Last Sold Summary

    • 11% Below List Price
    • $347/SF
    • 274 Days On Market

    Current Estimated Value $991,728

    Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

    235 Oakdale St, Windermere, FL 34786
  • 12880 Holdenbury Ln, Windermere, FL 34786
    12880 Holdenbury Ln, Windermere, FL 34786
    /2

    $520,000 Sold Jun 26, 2025

    12880 Holdenbury Ln, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 3,103 Sq Ft
    • Built 2006

    Last Sold Summary

    • 13% Below List Price
    • $168/SF
    • 67 Days On Market

    Last Listing Agent Jacquie Sosa EXP REALTY LLC

    12880 Holdenbury Ln, Windermere, FL 34786
  • 4801 Breezy Palms Ct, Windermere, FL 34786
    4801 Breezy Palms Ct, Windermere, FL 34786
    /2

    $650,000 Sold May 05, 2025

    4801 Breezy Palms Ct, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 1,996 Sq Ft
    • Built 1986

    Last Sold Summary

    • $326/SF
    • 1 Day On Market

    Current Estimated Value $658,725

    Last Listing Agent Luana Oliveira ORANGE SLICE PROPERTIES

    4801 Breezy Palms Ct, Windermere, FL 34786
  • 5271 Isleworth Country Club Dr, Windermere, FL 34786
    5271 Isleworth Country Club Dr, Windermere, FL 34786
    /2

    $8,500,000 Sold Sep 05, 2025

    5271 Isleworth Country Club Dr, Windermere, FL 34786

    • 7 Beds
    • 13 Baths
    • 11,403 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $745/SF
    • 206 Days On Market

    Current Estimated Value $8,279,824

    Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

    5271 Isleworth Country Club Dr, Windermere, FL 34786
  • 13715 Bressler Aly, Windermere, FL 34786
    13715 Bressler Aly, Windermere, FL 34786
    /2

    $480,000 Sold Sep 26, 2025

    13715 Bressler Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $224/SF
    • 215 Days On Market

    Current Estimated Value $479,950

    Last Listing Agent Irene Fort PREFERRED REAL ESTATE BROKERS

    13715 Bressler Aly, Windermere, FL 34786
  • 11769 Hampstead St, Windermere, FL 34786
    11769 Hampstead St, Windermere, FL 34786
    /2

    $1,500,000 Sold Mar 03, 2025

    11769 Hampstead St, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 4,979 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $301/SF
    • 12 Days On Market

    Current Estimated Value $1,518,635

    Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

    11769 Hampstead St, Windermere, FL 34786
  • 5141 Autumn Ridge Ln, Windermere, FL 34786
    5141 Autumn Ridge Ln, Windermere, FL 34786
    /2

    $930,000 Sold Nov 10, 2025

    5141 Autumn Ridge Ln, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft
    • Built 1990

    Last Sold Summary

    • 2% Below List Price
    • $389/SF
    • 91 Days On Market

    Current Estimated Value $928,408

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    5141 Autumn Ridge Ln, Windermere, FL 34786
  • 5014 Wise Bird Dr, Windermere, FL 34786
    5014 Wise Bird Dr, Windermere, FL 34786
    /2

    $518,000 Sold May 14, 2025

    5014 Wise Bird Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft
    • Built 2004

    Last Sold Summary

    • 13% Below List Price
    • $221/SF
    • 102 Days On Market

    Current Estimated Value $531,909

    Last Listing Agent Hong Lu CHARLES RUTENBERG REALTY ORLANDO

    5014 Wise Bird Dr, Windermere, FL 34786
  • 6518 Sawyer Shores Ln, Windermere, FL 34786
    6518 Sawyer Shores Ln, Windermere, FL 34786
    /2

    $590,000 Sold Feb 27, 2025

    6518 Sawyer Shores Ln, Windermere, FL 34786

    • Land
    • 0.39 Acre
    • $1,512,821 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 28 Days On Market

    Last Listing Agent Jodi Knapp REVEL REALTY LLC

    6518 Sawyer Shores Ln, Windermere, FL 34786
  • 9676 Wild Oak Dr, Windermere, FL 34786
    9676 Wild Oak Dr, Windermere, FL 34786
    /2

    $745,000 Sold Jul 28, 2025

    9676 Wild Oak Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft
    • Built 1977

    Last Sold Summary

    • 21% Below List Price
    • $261/SF
    • 102 Days On Market

    Current Estimated Value $788,469

    Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

    9676 Wild Oak Dr, Windermere, FL 34786
  • 8359 Lookout Pointe Dr, Windermere, FL 34786
    8359 Lookout Pointe Dr, Windermere, FL 34786
    /2

    $585,000 Sold Aug 19, 2025

    8359 Lookout Pointe Dr, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 2,604 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $225/SF
    • 3 Days On Market

    Current Estimated Value $547,621

    Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

    8359 Lookout Pointe Dr, Windermere, FL 34786
  • 9151 Tibet Pointe Cir, Windermere, FL 34786
    9151 Tibet Pointe Cir, Windermere, FL 34786
    /2

    $2,700,000 Sold Feb 09, 2026

    9151 Tibet Pointe Cir, Windermere, FL 34786

    • Land
    • 2.21 Acres
    • $1,221,719 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 341 Days On Market

    Last Listing Agent Janet Allen PREMIER SOTHEBYS INT'L REALTY

    9151 Tibet Pointe Cir, Windermere, FL 34786
  • 5219 Keenes Pheasant Dr, Windermere, FL 34786
    5219 Keenes Pheasant Dr, Windermere, FL 34786
    /2

    $380,000 Sold Nov 13, 2025

    5219 Keenes Pheasant Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,461 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 6 Days On Market

    Current Estimated Value $376,845

    Last Listing Agent Roland Cotardo THE SIMON SIMAAN GROUP

    5219 Keenes Pheasant Dr, Windermere, FL 34786
  • 5130 Sun Palm Dr, Windermere, FL 34786
    5130 Sun Palm Dr, Windermere, FL 34786
    /2

    $475,000 Sold Sep 23, 2025

    5130 Sun Palm Dr, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft
    • Built 1987

    Last Sold Summary

    • 16% Below List Price
    • $276/SF
    • 23 Days On Market

    Current Estimated Value $489,999

    Last Listing Agent Elle Walters JASON MITCHELL REAL ESTATE FLO

    5130 Sun Palm Dr, Windermere, FL 34786
  • 12285 Joshua Tree Trail, Windermere, FL 34786
    12285 Joshua Tree Trail, Windermere, FL 34786
    /2

    $484,000 Sold Jun 16, 2025

    12285 Joshua Tree Trail, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,149 Sq Ft
    • Built 2015

    Last Sold Summary

    • 15% Below List Price
    • $225/SF
    • 161 Days On Market

    Current Estimated Value $497,262

    Last Listing Agent Erin Legler CHARLES RUTENBERG REALTY ORLANDO

    12285 Joshua Tree Trail, Windermere, FL 34786
  • 14291 Crest Palm Ave, Windermere, FL 34786
    14291 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,080,813 Sold Feb 28, 2025

    14291 Crest Palm Ave, Windermere, FL 34786

    • 6 Beds
    • 4 Baths
    • 4,222 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 0 Days On Market

    Current Estimated Value $1,096,388

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14291 Crest Palm Ave, Windermere, FL 34786
  • 11091 Bagley Aly, Windermere, FL 34786
    11091 Bagley Aly, Windermere, FL 34786
    /2

    $539,900 Sold Nov 20, 2025

    11091 Bagley Aly, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 123 Days On Market

    Current Estimated Value $533,733

    Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

    11091 Bagley Aly, Windermere, FL 34786
  • 6539 Chagford Ln, Windermere, FL 34786
    6539 Chagford Ln, Windermere, FL 34786
    /2

    $560,000 Sold Aug 13, 2025

    6539 Chagford Ln, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,265 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $247/SF
    • 19 Days On Market

    Current Estimated Value $555,847

    Last Listing Agent Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

    6539 Chagford Ln, Windermere, FL 34786
  • 5263 Beach River Rd, Windermere, FL 34786
    5263 Beach River Rd, Windermere, FL 34786
    /2

    $590,000 Sold Aug 06, 2025

    5263 Beach River Rd, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $243/SF
    • 26 Days On Market

    Current Estimated Value $596,652

    Last Listing Agent Ariel Vargas EXP REALTY LLC

    5263 Beach River Rd, Windermere, FL 34786
  • 635 Butler St, Windermere, FL 34786
    635 Butler St, Windermere, FL 34786
    /2

    $975,000 Sold Oct 20, 2025

    635 Butler St, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 2,353 Sq Ft
    • Built 1924

    Last Sold Summary

    • 2% Below List Price
    • $414/SF
    • 0 Days On Market

    Current Estimated Value $972,244

    Last Listing Agent Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

    635 Butler St, Windermere, FL 34786
  • 13978 Darchance Rd, Windermere, FL 34786
    13978 Darchance Rd, Windermere, FL 34786
    /2

    $635,000 Sold Sep 05, 2025

    13978 Darchance Rd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,884 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $220/SF
    • 43 Days On Market

    Current Estimated Value $633,755

    Last Listing Agent Sean Popat BUYER REBATES REALTY

    13978 Darchance Rd, Windermere, FL 34786
  • 415 E 6th Ave, Windermere, FL 34786
    415 E 6th Ave, Windermere, FL 34786
    /2

    $710,000 Sold Feb 19, 2026

    415 E 6th Ave, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $398/SF
    • 8 Days On Market

    Last Listing Agent Omar Sousan LPT REALTY, LLC

    415 E 6th Ave, Windermere, FL 34786
  • 5518 Oxford Moor Blvd, Windermere, FL 34786
    5518 Oxford Moor Blvd, Windermere, FL 34786
    /2

    $1,370,000 Sold Apr 15, 2025

    5518 Oxford Moor Blvd, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 5,260 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 1 Day On Market

    Current Estimated Value $1,457,330

    Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    5518 Oxford Moor Blvd, Windermere, FL 34786
  • 8625 Coventry Park Way, Windermere, FL 34786
    8625 Coventry Park Way, Windermere, FL 34786
    /2

    $385,000 Sold Jan 26, 2026

    8625 Coventry Park Way, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $248/SF
    • 146 Days On Market

    Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

    8625 Coventry Park Way, Windermere, FL 34786
  • 12662 Langstaff Dr, Windermere, FL 34786
    12662 Langstaff Dr, Windermere, FL 34786
    /2

    $365,000 Sold Mar 03, 2025

    12662 Langstaff Dr, Windermere, FL 34786

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $304/SF
    • 89 Days On Market

    Current Estimated Value $354,124

    Last Listing Agent Jane Sims SIMS REALTY LLC

    12662 Langstaff Dr, Windermere, FL 34786
  • 14365 Crest Palm Ave, Windermere, FL 34786
    14365 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,069,499 Sold Nov 18, 2025

    14365 Crest Palm Ave, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,628 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $295/SF
    • 0 Days On Market

    Current Estimated Value $1,077,320

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14365 Crest Palm Ave, Windermere, FL 34786
  • 6607 Crestmont Glen Ln, Windermere, FL 34786
    6607 Crestmont Glen Ln, Windermere, FL 34786
    /2

    $905,000 Sold Jun 16, 2025

    6607 Crestmont Glen Ln, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,199 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Below List Price
    • $283/SF
    • 126 Days On Market

    Current Estimated Value $917,393

    Last Listing Agent Joey Feeser WEICHERT REALTORS HALLMARK PR

    6607 Crestmont Glen Ln, Windermere, FL 34786
  • 13260 Penshurst Ln, Windermere, FL 34786
    13260 Penshurst Ln, Windermere, FL 34786
    /2

    $619,000 Sold Oct 31, 2025

    13260 Penshurst Ln, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,076 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $298/SF
    • 6 Days On Market

    Current Estimated Value $610,341

    Last Listing Agent Nadia Eggers FUTURE HOME REALTY INC

    13260 Penshurst Ln, Windermere, FL 34786
  • 13730 Lensdale Ln, Windermere, FL 34786
    13730 Lensdale Ln, Windermere, FL 34786
    /2

    $375,000 Sold Sep 22, 2025

    13730 Lensdale Ln, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 1,640 Sq Ft
    • Built 2007

    Last Sold Summary

    • $229/SF
    • 10 Days On Market

    Current Estimated Value $372,213

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    13730 Lensdale Ln, Windermere, FL 34786
  • 7236 Shadeview Aly, Windermere, FL 34786
    7236 Shadeview Aly, Windermere, FL 34786
    /2

    $423,000 Sold Feb 28, 2025

    7236 Shadeview Aly, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $270/SF
    • 9 Days On Market

    Current Estimated Value $427,918

    Last Listing Agent Natalie Jacoby RUSSU REALTY & ASSOCIATES PA

    7236 Shadeview Aly, Windermere, FL 34786
  • 1412 Glenwick Dr, Windermere, FL 34786
    1412 Glenwick Dr, Windermere, FL 34786
    /2

    $689,000 Sold Jul 08, 2025

    1412 Glenwick Dr, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $332/SF
    • 63 Days On Market

    Current Estimated Value $685,700

    Last Listing Agent Chris Bunnell EXP REALTY LLC

    1412 Glenwick Dr, Windermere, FL 34786

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