265

Recently Sold Windermere Homes

Section Image
  • /2

    $2,350,000

    Sold Oct 14, 2025

    1003 Oakdale St, Windermere, FL 34786

    • 6 Beds
    • 5.5 Baths
    • 4,599 Sq Ft
    • Built 2003

    Last Sold Summary

    • 22% Below List Price
    • $511/SF
    • 280 Days On Market

    Current Estimated Value $2,356,824

    Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

    1003 Oakdale St, Windermere, FL 34786
  • /2

    $849,000

    Sold Dec 09, 2025

    11108 Ledgement Ln Unit 2, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft
    • Built 2003

    Last Sold Summary

    • $281/SF
    • 3 Days On Market

    Current Estimated Value $846,438

    Last Listing Agent Terrie Giles KELLER WILLIAMS CLASSIC

    11108 Ledgement Ln Unit 2, Windermere, FL 34786
  • /2

    $862,000

    Sold Jan 08, 2026

    299 W 4th Ave, Mount Dora, FL 32757

    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $358/SF
    • 35 Days On Market

    Current Estimated Value $859,216

    Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

    299 W 4th Ave, Mount Dora, FL 32757
  • /2

    $1,000,000

    Sold Oct 27, 2025

    5235 W Lake Butler Rd, Windermere, FL 34786

    • Land
    • 29,620 Sq Ft
    • $1,470,588 per Acre

    Last Sold Summary

    • 53% Below List Price
    • 211 Days On Market

    Current Estimated Value $1,025,956

    Last Listing Agent Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5235 W Lake Butler Rd, Windermere, FL 34786
  • /2

    $2,400,000

    Sold May 05, 2026

    8402 Lake Burden Cir Unit 2, Windermere, FL 34786

    • 5 Beds
    • 6.5 Baths
    • 6,248 Sq Ft
    • Built 2004

    Last Sold Summary

    • 16% Below List Price
    • $384/SF
    • 163 Days On Market

    Current Estimated Value $2,643,663

    Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

    8402 Lake Burden Cir Unit 2, Windermere, FL 34786
  • /2

    $975,000

    Sold Apr 01, 2026

    7545 Lake Albert Dr, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 3,425 Sq Ft
    • Built 2008

    Last Sold Summary

    • 11% Below List Price
    • $285/SF
    • 158 Days On Market

    Current Estimated Value $957,976

    Last Listing Agent Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

    7545 Lake Albert Dr, Windermere, FL 34786
  • /2

    $670,000

    Sold Nov 14, 2025

    2015 Woody Dr, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $328/SF
    • 28 Days On Market

    Current Estimated Value $670,279

    Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

    2015 Woody Dr, Windermere, FL 34786
  • /2

    $1,318,000

    Sold May 01, 2026

    1625 Down Lake Dr, Windermere, FL 34786

    • 5 Beds
    • 5.5 Baths
    • 3,383 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Below List Price
    • $390/SF
    • 48 Days On Market

    Current Estimated Value $1,366,171

    Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

    1625 Down Lake Dr, Windermere, FL 34786
  • /2

    $2,404,000

    Sold Jan 15, 2026

    1724 Windermeredown Place, Windermere, FL 34786

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $401/SF
    • 46 Days On Market

    Current Estimated Value $2,363,359

    Last Listing Agent Chad Going SERHANT

    1724 Windermeredown Place, Windermere, FL 34786
  • /2

    $1,655,000

    Sold Aug 15, 2025

    1424 Kelso Blvd, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 3,104 Sq Ft
    • Built 1975

    Last Sold Summary

    • 12% Below List Price
    • $533/SF
    • 112 Days On Market

    Current Estimated Value $1,789,339

    Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

    1424 Kelso Blvd, Windermere, FL 34786
  • /2

    $825,000

    Sold Feb 11, 2026

    1735 Maple Leaf Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,771 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 3 Days On Market

    Current Estimated Value $825,460

    Last Listing Agent Frank Del Toro REVEL REALTY LLC

    1735 Maple Leaf Dr, Windermere, FL 34786
  • /2

    $1,500,000

    Sold Apr 29, 2026

    11821 Waterstone Loop Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,447 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $435/SF
    • 7 Days On Market

    Current Estimated Value $1,514,934

    Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

    11821 Waterstone Loop Dr, Windermere, FL 34786
  • /2

    $330,000

    Sold Oct 22, 2025

    11565 Mizzon Dr Unit 208, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2006

    Last Sold Summary

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

    Current Estimated Value $327,103

    Last Listing Agent Gisele Abrantes Trautman DALTON WADE INC

    11565 Mizzon Dr Unit 208, Windermere, FL 34786
  • /2

    $2,335,000

    Sold Jun 10, 2026

    105 Pine St, Windermere, FL 34786

    • 5 Beds
    • 5.5 Baths
    • 5,696 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $410/SF
    • 9 Days On Market

    Current Estimated Value $2,291,802

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    105 Pine St, 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

    Current Estimated Value $740,623

    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 $1,085,749

    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 $929,264

    Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

    235 Oakdale St, 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 $937,019

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    5141 Autumn Ridge Ln, 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 $784,311

    Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

    9676 Wild Oak Dr, 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 $1,981,648

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1020 Oakdale St, 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

    Current Estimated Value $1,200,767

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    2828 Ingeborg Ct, Windermere, FL 34786
  • /2

    $1,175,000

    Sold May 22, 2026

    3138 Seigneury Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,831 Sq Ft
    • Built 1997

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 25 Days On Market

    Current Estimated Value $1,306,023

    Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

    3138 Seigneury Dr, 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 $974,536

    Last Listing Agent Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

    635 Butler St, 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 $709,012

    Last Listing Agent Omar Sousan LPT REALTY, LLC

    415 E 6th Ave, 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 $503,886

    Last Listing Agent Mahmoud Mango DALTON WADE INC

    7673 Ripplepointe Way, Windermere, FL 34786
  • /2

    $6,000,000

    Sold May 06, 2026

    1002 Down Reserve Ct, Windermere, FL 34786

    • 6 Beds
    • 5.5 Baths
    • 6,706 Sq Ft
    • Built 2021

    Last Sold Summary

    • 13% Below List Price
    • $895/SF
    • 42 Days On Market

    Current Estimated Value $6,100,714

    Last Listing Agent Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

    1002 Down Reserve Ct, 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 $1,024,348

    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 $996,195

    Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    1947 Broadleaf Ct, Windermere, FL 34786
  • /2

    $315,000

    Sold Nov 14, 2025

    8271 Maritime Flag St Unit 109, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,363 Sq Ft
    • Built 2011

    Last Sold Summary

    • 12% Below List Price
    • $231/SF
    • 155 Days On Market

    Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

    8271 Maritime Flag St Unit 109, Windermere, FL 34786
  • /2

    $2,075,000

    Sold Feb 09, 2026

    647 Ridgewood Dr, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 2,681 Sq Ft
    • Built 1974

    Last Sold Summary

    • 12% Below List Price
    • $774/SF
    • 373 Days On Market

    Current Estimated Value $2,078,534

    Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    647 Ridgewood Dr, Windermere, FL 34786
  • /2

    $830,000

    Sold Feb 27, 2026

    9495 Westover Club Cir, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,773 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $299/SF
    • 3 Days On Market

    Current Estimated Value $827,786

    Last Listing Agent Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

    9495 Westover Club Cir, Windermere, FL 34786
  • /2

    $2,100,000

    Sold Jun 10, 2026

    505 Jennifer Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,525 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $596/SF
    • 72 Days On Market

    Current Estimated Value $2,144,363

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    505 Jennifer Ln, Windermere, FL 34786
  • /2

    $1,900,000

    Sold Apr 23, 2026

    6330 Lake Burden View Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 4,460 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $426/SF
    • 30 Days On Market

    Current Estimated Value $1,901,541

    Last Listing Agent Karla Ryan WATSON REALTY CORP

    6330 Lake Burden View Dr, Windermere, FL 34786
  • /2

    $692,000

    Sold May 22, 2026

    17514 Black Rail St, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,373 Sq Ft
    • Built 2014

    Last Sold Summary

    • 13% Below List Price
    • $292/SF
    • 86 Days On Market

    Current Estimated Value $722,529

    Last Listing Agent He Gao U S GLORY REALTY

    17514 Black Rail St, Windermere, FL 34786
  • /2

    $3,250,000

    Sold Jun 24, 2026

    8340 Lake Burden Cir, Windermere, FL 34786

    • 6 Beds
    • 7 Baths
    • 6,848 Sq Ft
    • Built 2008

    Last Sold Summary

    • $475/SF
    • 7 Days On Market

    Current Estimated Value $3,246,588

    Last Listing Agent Jill Davis CHARLES RUTENBERG REALTY ORLANDO

    8340 Lake Burden Cir, Windermere, FL 34786
  • /2

    $1,400,000

    Sold Jan 09, 2026

    11474 Claymont Cir, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,238 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Above List Price
    • $432/SF
    • 5 Days On Market

    Current Estimated Value $1,345,139

    Last Listing Agent Sue Webb WATSON REALTY CORP.

    11474 Claymont Cir, Windermere, FL 34786
  • /2

    $849,000

    Sold Jul 01, 2026

    111 Main St, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $374/SF
    • 12 Days On Market

    Current Estimated Value $878,843

    Last Listing Agent Sammy Nakhleh CENTURY 21 CARIOTI

    111 Main St, Windermere, FL 34786
  • /2

    $2,500,000

    Sold Jan 05, 2026

    2828 Marquesas Ct, Windermere, FL 34786

    • 6 Beds
    • 5.5 Baths
    • 6,819 Sq Ft
    • Built 1989

    Last Sold Summary

    • 33% Below List Price
    • $367/SF
    • 207 Days On Market

    Current Estimated Value $2,542,828

    Last Listing Agent Carolyn Cook DALTON WADE INC

    2828 Marquesas Ct, Windermere, FL 34786
  • /2

    $6,200,000

    Sold Sep 15, 2025

    11019 Bridge House Rd Unit R, Windermere, FL 34786

    • 7 Beds
    • 11 Baths
    • 9,376 Sq Ft
    • Built 2008

    Last Sold Summary

    • $661/SF
    • 0 Days On Market

    Current Estimated Value $5,928,363

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    11019 Bridge House Rd Unit R, Windermere, FL 34786
  • /2

    $2,250,000

    Sold Mar 09, 2026

    409 W 2nd Ave, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 4,688 Sq Ft
    • Built 1995

    Last Sold Summary

    • 15% Below List Price
    • $480/SF
    • 338 Days On Market

    Current Estimated Value $2,214,247

    Last Listing Agent Amanda Black PA UPSIDE REAL ESTATE INC

    409 W 2nd Ave, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 7

Frequently Asked Questions

What is the average time to sell a house in Windermere, FL?
The houses for sale in Windermere, FL spend an average of 79 days on the market.
What is the number of active homes for sale in Windermere, FL?
There are 107 active homes for sale in Windermere, FL.

Home Price Trends

Median Sale Price
$1,215,000
Median Single Family Sale Price
$1,455,000
Median Townhouse Sale Price
$430,000
Median 2 Bedroom Sale Price
$299,500
Average Price Per Sq Ft
$425
Number of Homes for Sale
107
Last 12 months Home Sales
262
Months of Supply
4.90
Median List Price
$1,462,500
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home