Recently Sold Windermere Homes

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$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 $2,347,460

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

1003 Oakdale St, Windermere, FL 34786
Explore Windermere
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$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 $853,176

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 $852,950

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 $1,008,510

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 $2,440,830

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 $966,073

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 $682,535

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 $1,313,513

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 $2,305,261

Last Listing Agent Chad Going SERHANT

1724 Windermeredown Place, 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 $861,837

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 $1,498,480

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 $329,156

Last Listing Agent Gisele Abrantes Trautman LARTOK LLC

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 $2,330,481

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

105 Pine St, Windermere, FL 34786
/2
$280,000

Sold Jul 17, 2026

8179 Maritime Flag St Unit 206, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 2006
Last Sold Summary
- 1% Below List Price
- $210/SF
- 3 Days On Market
Current Estimated Value $289,030

Last Listing Agent Diana Perez PROFESSIONAL REAL ESTATE TEAM

8179 Maritime Flag St Unit 206, Windermere, FL 34786
/2
$1,245,000

Sold Jul 13, 2026

2219 Ridgewind Way, Windermere, FL 34786
- 6 Beds
- 3.5 Baths
- 3,364 Sq Ft
- Built 1997
Last Sold Summary
- 8% Below List Price
- $370/SF
- 25 Days On Market
Current Estimated Value $1,278,242

Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

2219 Ridgewind Way, 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 $745,381

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 $1,076,384

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

65 Oakdale St, Windermere, FL 34786
/2
$2,175,000

Sold Aug 20, 2026

4224 Clarice Estates Dr, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 4,793 Sq Ft
- Built 2018
Last Sold Summary
- 13% Below List Price
- $454/SF
- 407 Days On Market
Current Estimated Value $2,158,455

Last Listing Agent Paul Hickey FLORIDA GOLD REAL ESTATE LLC

4224 Clarice Estates Dr, Windermere, FL 34786
/2
$2,200,000

Sold Jul 31, 2026

81 Oakdale St, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,284 Sq Ft
- Built 2001
Last Sold Summary
- 12% Below List Price
- $514/SF
- 223 Days On Market
Current Estimated Value $2,306,749

Last Listing Agent David Warzycha COLDWELL BANKER REALTY

81 Oakdale St, Windermere, FL 34786
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$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 $927,065

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

5141 Autumn Ridge Ln, 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 $2,119,462

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 $1,181,767

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 $1,227,394

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 $983,298

Last Listing Agent Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

635 Butler St, 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 $482,026

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 $5,953,070

Last Listing Agent Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

1002 Down Reserve Ct, Windermere, FL 34786
/2
$1,300,000

Sold Aug 18, 2026

11537 Claymont Cir, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,164 Sq Ft
- Built 2002
Last Sold Summary
- 7% Below List Price
- $411/SF
- 95 Days On Market
Current Estimated Value $1,358,743

Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

11537 Claymont Cir, 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 $1,015,659

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 $1,008,624

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 $2,075,286

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 $823,957

Last Listing Agent Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

9495 Westover Club Cir, Windermere, FL 34786
/2
$960,000

Sold Aug 13, 2026

2125 Kane Park Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,743 Sq Ft
- Built 1992
Last Sold Summary
- 11% Below List Price
- $350/SF
- 213 Days On Market
Current Estimated Value $968,647

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

2125 Kane Park Way, 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 $2,040,862

Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

505 Jennifer Ln, Windermere, FL 34786
/2
$2,600,000

Sold Aug 07, 2026

13304 Bellaria Cir, Windermere, FL 34786
- 6 Beds
- 6 Baths
- 4,920 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $528/SF
- 116 Days On Market
Current Estimated Value $2,702,221

Last Listing Agent Caroline De Castro Marcellini COMPASS FLORIDA, LLC

13304 Bellaria Cir, 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 $1,890,117

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 $701,057

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 $3,263,218

Last Listing Agent Jill Davis CHARLES RUTENBERG REALTY ORLANDO

8340 Lake Burden Cir, Windermere, FL 34786
/2
$1,800,000

Sold Aug 13, 2026

5421 Tildens Grove Blvd, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 5,922 Sq Ft
- Built 2005
Last Sold Summary
- 10% Below List Price
- $304/SF
- 75 Days On Market
Current Estimated Value $1,986,970

Last Listing Agent Mike Derenthal DERENTHAL REALTY

5421 Tildens Grove Blvd, 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 $1,331,797

Last Listing Agent Sue Webb WATSON REALTY CORP.

11474 Claymont Cir, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 7

Florida Orange County Windermere

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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 76 days on the market.

What is the number of active homes for sale in Windermere, FL?

There are 104 active homes for sale in Windermere, FL.

Home Prices in Windermere, FL

The median home sale price in Windermere, FL is $1,200,000, down 3% year-over-year. Homes in Windermere sell in 76 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $1,200,000	Median Single Family Sale Price $1,400,000
Median Townhouse Sale Price $427,000	Median 2 Bedroom Sale Price $295,000
Average Price Per Sq Ft $416	Number of Homes for Sale 104
Last 12 months Home Sales 264	Months of Supply 4.70
Median List Price $1,400,000	Median Change From 1st List Price 6%
Median Home Sale Price YoY Change -3%

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