Recently Sold Windermere, FL Homes

• 

  

  /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

  Current Estimated Value $747,901

  Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

  9792 Wild Oak Dr, 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 $1,089,673

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  65 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 $913,375

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  235 Oakdale St, 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

  Current Estimated Value $686,491

  Last Listing Agent Jacquie Sosa EXP REALTY LLC

  12880 Holdenbury Ln, 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 $8,232,855

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5271 Isleworth Country Club Dr, 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 $480,017

  Last Listing Agent Irene Calderon PREFERRED REAL ESTATE BROKERS

  13715 Bressler Aly, 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 $907,353

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  5141 Autumn Ridge Ln, 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 $526,119

  Last Listing Agent Hong Lu CHARLES RUTENBERG REALTY ORLANDO

  5014 Wise Bird Dr, Windermere, FL 34786
• 

  /2

  $390,000 Sold Apr 28, 2026

  8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $192/SF
  • 28 Days On Market

  Current Estimated Value $395,382

  Last Listing Agent Garrett Turner EXP REALTY LLC

  8226 Serenity Spring Dr Unit 2402, 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 $774,277

  Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

  9676 Wild Oak 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 $583,372

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

  8359 Lookout Pointe Dr, Windermere, FL 34786
• 

  /2

  $760,000 Sold Apr 10, 2026

  12676 Salomon Cove Dr, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 3,667 Sq Ft
  • Built 2018

  Last Sold Summary

  • 15% Below List Price
  • $207/SF
  • 120 Days On Market

  Current Estimated Value $790,934

  Last Listing Agent Anna Shi LPT REALTY, LLC

  12676 Salomon Cove Dr, 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

  Current Estimated Value $3,975,236

  Last Listing Agent Janet Allen PREMIER SOTHEBYS INT'L REALTY

  9151 Tibet Pointe Cir, Windermere, FL 34786
• 

  /2

  $2,171,470 Sold Apr 29, 2026

  1020 Oakdale St, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,994 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $544/SF
  • 107 Days On Market

  Current Estimated Value $2,153,636

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1020 Oakdale St, 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 $378,423

  Last Listing Agent Roland Cotardo THE SIMON SIMAAN GROUP

  5219 Keenes Pheasant 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 $487,479

  Last Listing Agent Elle Walters JASON MITCHELL REAL ESTATE FLO

  5130 Sun Palm Dr, Windermere, FL 34786
• 

  /2

  $675,000 Sold Apr 15, 2026

  6990 Smithshire Ln, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,986 Sq Ft
  • Built 2007

  Last Sold Summary

  • $226/SF
  • 10 Days On Market

  Current Estimated Value $672,114

  Last Listing Agent Beverly Brown RE/MAX PRIME PROPERTIES

  6990 Smithshire Ln, Windermere, FL 34786
• 

  /2

  $1,220,000 Sold Jan 23, 2026

  2828 Ingeborg Ct, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,190 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $382/SF
  • 40 Days On Market

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  2828 Ingeborg Ct, Windermere, FL 34786
• 

  /2

  $384,900 Sold Apr 09, 2026

  7711 Fairgrove Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 127 Days On Market

  Current Estimated Value $380,762

  Last Listing Agent Lindsay Kaye Voss VOSS REALTY INC

  7711 Fairgrove Ave, Windermere, FL 34786
• 

  /2

  $1,310,000 Sold May 01, 2026

  8447 Woburn Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,945 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $445/SF
  • 4 Days On Market

  Current Estimated Value $1,177,242

  Last Listing Agent Amy Seelman FLORIDA REALTY INVESTMENTS

  8447 Woburn Ct, Windermere, FL 34786
• 

  /2

  $585,000 Sold Apr 30, 2026

  6626 Bridgewater Village Rd, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 2,720 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $215/SF
  • 150 Days On Market

  Current Estimated Value $592,738

  Last Listing Agent David Dorman CENTURY 21 CARIOTI

  6626 Bridgewater Village Rd, 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 $491,452

  Last Listing Agent Erin Legler CHARLES RUTENBERG REALTY ORLANDO

  12285 Joshua Tree Trail, 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 $536,315

  Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

  11091 Bagley Aly, 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 $555,316

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

  6539 Chagford Ln, 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 $583,724

  Last Listing Agent Ariel Vargas EXP REALTY LLC

  5263 Beach River Rd, 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 $970,758

  Last Listing Agent Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

  635 Butler St, 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 $634,528

  Last Listing Agent Sean Popat BUYER REBATES REALTY

  13978 Darchance Rd, 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

  Current Estimated Value $720,819

  Last Listing Agent Omar Sousan LPT REALTY, LLC

  415 E 6th Ave, 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
• 

  /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 $1,073,321

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14365 Crest Palm Ave, 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 $891,034

  Last Listing Agent Joey Feeser WEICHERT REALTORS HALLMARK PR

  6607 Crestmont Glen 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 $607,678

  Last Listing Agent Nadia Eggers FUTURE HOME REALTY INC

  13260 Penshurst 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 $374,802

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  13730 Lensdale Ln, 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 $672,592

  Last Listing Agent Chris Bunnell EXP REALTY LLC

  1412 Glenwick Dr, Windermere, FL 34786
• 

  /2

  $960,000 Sold Feb 23, 2026

  11550 Delwick Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 2,843 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $338/SF
  • 6 Days On Market

  Current Estimated Value $954,767

  Last Listing Agent Constantino Trimarcchi TRIMARCHI REALTY CORP

  11550 Delwick Dr, Windermere, FL 34786
• 

  /2

  $460,000 Sold Dec 01, 2025

  7673 Ripplepointe Way, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,212 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $208/SF
  • 19 Days On Market

  Current Estimated Value $465,310

  Last Listing Agent Mahmoud Mango DALTON WADE INC

  7673 Ripplepointe Way, Windermere, FL 34786
• 

  /2

  $1,143,000 Sold May 16, 2025

  2008 Water Key Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,273 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $349/SF
  • 29 Days On Market

  Current Estimated Value $1,131,613

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  2008 Water Key Dr, Windermere, FL 34786
• 

  /2

  $1,060,000 Sold Sep 11, 2025

  76 Oakdale St, Windermere, FL 34786

  • 3 Beds
  • 1.5 Baths
  • 2,011 Sq Ft
  • Built 1957

  Last Sold Summary

  • 18% Below List Price
  • $527/SF
  • 82 Days On Market

  Current Estimated Value $1,021,956

  Last Listing Agent Bill Martini BHHS FLORIDA REALTY

  76 Oakdale St, Windermere, FL 34786
• 

  /2

  $1,000,000 Sold Sep 03, 2025

  1947 Broadleaf Ct, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,646 Sq Ft
  • Built 1989

  Last Sold Summary

  • 20% Below List Price
  • $274/SF
  • 64 Days On Market

  Current Estimated Value $987,092

  Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  1947 Broadleaf Ct, Windermere, FL 34786
• 

  /2

  $840,000 Sold Oct 17, 2025

  4509 Indian Deer Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,412 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $348/SF
  • 10 Days On Market

  Current Estimated Value $819,718

  Last Listing Agent Clementine Costantini KELLER WILLIAMS REALTY AT THE LAKES

  4509 Indian Deer Rd, Windermere, FL 34786

Showing Results 41 - 80, Page 2 of 17