Recently Sold Windermere, FL Homes

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$600,000

Sold May 08, 2026

11578 Ashlin Park Blvd, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 2,396 Sq Ft
- Built 2016
Last Sold Summary
- 5% Below List Price
- $250/SF
- 85 Days On Market
Current Estimated Value $614,887

Last Listing Agent Erika Garcia CENTURY 21 CARIOTI

11578 Ashlin Park Blvd, Windermere, FL 34786
/2
$770,000

Sold Jan 30, 2026

13327 Fernow St, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 3,600 Sq Ft
- Built 2007
Last Sold Summary
- 9% Below List Price
- $214/SF
- 50 Days On Market
Current Estimated Value $769,593

Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

13327 Fernow St, Windermere, FL 34786
/2
$630,000

Sold May 01, 2026

7264 Backwoods Trail, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,214 Sq Ft
- Built 2017
Last Sold Summary
- 3% Below List Price
- $285/SF
- 15 Days On Market
Current Estimated Value $640,723

Last Listing Agent Lafa Britto NOVA REAL ESTATE SERVICES INC

7264 Backwoods Trail, Windermere, FL 34786
/2
$1,175,000

Sold Jul 10, 2025

11335 Winston Willow Ct, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 2,885 Sq Ft
- Built 1990
Last Sold Summary
- 2% Below List Price
- $407/SF
- 10 Days On Market
Current Estimated Value $1,149,444

Last Listing Agent Valerie Winch REALTY HUB

11335 Winston Willow Ct, Windermere, FL 34786
/2
$832,500

Sold May 19, 2026

9639 Westover Club Cir, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 3,248 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $256/SF
- 12 Days On Market
Current Estimated Value $842,150

Last Listing Agent Brad Young HOMEVEST REALTY

9639 Westover Club Cir, Windermere, FL 34786
/2
$1,999,000

Sold Jun 23, 2026

2804 Marquesas Ct, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,649 Sq Ft
- Built 1983
Last Sold Summary
- $548/SF
- 3 Days On Market
Current Estimated Value $1,618,261

Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

2804 Marquesas Ct, Windermere, FL 34786
/2
$6,700,000

Sold May 11, 2026

6013 Greatwater Dr, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 7,607 Sq Ft
- Built 2004
Last Sold Summary
- 8% Below List Price
- $881/SF
- 11 Days On Market
Current Estimated Value $6,820,600

Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

6013 Greatwater Dr, Windermere, FL 34786
/2
$2,500,000

Sold Sep 24, 2025

5138 Fairway Oaks Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,330 Sq Ft
- Built 1994
Last Sold Summary
- 22% Below List Price
- $577/SF
- 169 Days On Market
Current Estimated Value $2,505,402

Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

5138 Fairway Oaks Dr, Windermere, FL 34786
/2
$315,000

Sold Jun 25, 2026

8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $218/SF
- 144 Days On Market
Last Listing Agent Erin Aaron EXP REALTY LLC

8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786
/2
$365,000

Sold Mar 14, 2026

7768 Moser Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
- Built 2010
Last Sold Summary
- 3% Below List Price
- $222/SF
- 51 Days On Market
Current Estimated Value $371,961

Last Listing Agent Glenn Brunskill, LLC COLDWELL BANKER REALTY

7768 Moser Ave, Windermere, FL 34786
/2
$812,000

Sold Jul 25, 2025

8330 Vivaro Isle Way, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,465 Sq Ft
- Built 2018
Last Sold Summary
- 7% Below List Price
- $234/SF
- 112 Days On Market
Current Estimated Value $825,001

Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

8330 Vivaro Isle Way, Windermere, FL 34786
/2
$1,050,000

Sold May 14, 2026

414 E 5th Ave, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,521 Sq Ft
- Built 2000
Last Sold Summary
- 12% Below List Price
- $417/SF
- 26 Days On Market
Current Estimated Value $1,137,591

Last Listing Agent Kathie Glass BHHS FLORIDA REALTY

414 E 5th Ave, Windermere, FL 34786
/2
$770,000

Sold Jun 11, 2026

825 Oakdale St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,664 Sq Ft
- Built 1935
Last Sold Summary
- 3% Below List Price
- $463/SF
- 46 Days On Market
Current Estimated Value $784,182

Last Listing Agent Mildred Hershiser EXP REALTY LLC

825 Oakdale St, Windermere, FL 34786
/2
$8,500,000

Sold May 12, 2026

4200 Down Point Ln, Windermere, FL 34786
- 6 Beds
- 9 Baths
- 14,435 Sq Ft
- Built 2001
Last Sold Summary
- 14% Below List Price
- $589/SF
- 8 Days On Market
Current Estimated Value $9,686,066

Last Listing Agent Frank Del Toro REVEL REALTY LLC

4200 Down Point Ln, Windermere, FL 34786
/2
$986,000

Sold Oct 10, 2025

6905 Cucamelon Ct, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,232 Sq Ft
- Built 2021
Last Sold Summary
- 10% Below List Price
- $305/SF
- 61 Days On Market
Current Estimated Value $976,865

Last Listing Agent Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

6905 Cucamelon Ct, Windermere, FL 34786
/2
$1,400,000

Sold Jul 17, 2025

3326 Butler Bay Dr N, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,650 Sq Ft
- Built 1987
Last Sold Summary
- 12% Below List Price
- $384/SF
- 43 Days On Market
Current Estimated Value $1,437,400

Last Listing Agent Marc Holland BOARDWALK REALTY, LLC

3326 Butler Bay Dr N, Windermere, FL 34786
/2
$525,000

Sold May 21, 2026

12784 Garridan Ave, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,970 Sq Ft
- Built 2012
Last Sold Summary
- 5% Below List Price
- $266/SF
- 26 Days On Market
Current Estimated Value $545,452

Last Listing Agent Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

12784 Garridan Ave, Windermere, FL 34786
/2
$2,250,000

Sold Mar 13, 2026

9204 Tibet Pointe Cir, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 5,291 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $425/SF
- 137 Days On Market
Current Estimated Value $2,221,770

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

9204 Tibet Pointe Cir, Windermere, FL 34786
/2
$432,500

Sold Oct 30, 2025

8942 Matriarca Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,686 Sq Ft
- Built 2020
Last Sold Summary
- 6% Below List Price
- $257/SF
- 38 Days On Market
Current Estimated Value $436,132

Last Listing Agent Alexandra Gomez Lattuf LLC ANCHOR REAL ESTATE

8942 Matriarca Aly, Windermere, FL 34786
/2
$725,000

Sold May 08, 2026

8737 Iron Mountain Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Built 2014
Last Sold Summary
- $321/SF
- 7 Days On Market
Current Estimated Value $714,596

Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

8737 Iron Mountain Trail, Windermere, FL 34786
/2
$1,510,000

Sold Jul 10, 2025

6241 Blakeford Dr, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,556 Sq Ft
- Built 1999
Last Sold Summary
- 5% Below List Price
- $425/SF
- 114 Days On Market
Current Estimated Value $1,508,699

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

6241 Blakeford Dr, Windermere, FL 34786
/2
$945,000

Sold May 21, 2026

2702 Carter Grove Cir, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,292 Sq Ft
- Built 1988
Last Sold Summary
- $412/SF
- 3 Days On Market
Current Estimated Value $938,074

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

2702 Carter Grove Cir, Windermere, FL 34786
/2
$370,000

Sold Jul 01, 2026

14215 Desert Haven St Unit 3507, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,028 Sq Ft
- Built 2012
Last Sold Summary
- 5% Below List Price
- $182/SF
- 24 Days On Market
Current Estimated Value $385,063

Last Listing Agent Brandi Crain IRON VALLEY REAL ESTATE OSCEOLA

14215 Desert Haven St Unit 3507, Windermere, FL 34786
/2
$731,000

Sold Apr 30, 2026

13320 Fernow St, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,745 Sq Ft
- Built 2007
Last Sold Summary
- $266/SF
- 4 Days On Market
Current Estimated Value $721,719

Last Listing Agent Erica Diaz HOMEVEST REALTY

13320 Fernow St, Windermere, FL 34786
/2
$470,000

Sold Nov 03, 2025

6864 Helmsley Cir, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,609 Sq Ft
- Built 2009
Last Sold Summary
- 3% Below List Price
- $292/SF
- 18 Days On Market
Current Estimated Value $480,371

Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

6864 Helmsley Cir, Windermere, FL 34786
/2
$797,000

Sold Oct 17, 2025

1932 Reed Hill Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,867 Sq Ft
- Built 2002
Last Sold Summary
- 10% Below List Price
- $278/SF
- 101 Days On Market
Current Estimated Value $810,814

Last Listing Agent Michael blank FL PRO BROKERS LLC

1932 Reed Hill Dr, Windermere, FL 34786
/2
$465,000

Sold Jan 31, 2026

10750 Reams Rd, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,826 Sq Ft
- Built 2015
Last Sold Summary
- 14% Below List Price
- $255/SF
- 165 Days On Market
Current Estimated Value $465,868

Last Listing Agent Robert Larkan THE AGENCY FL

10750 Reams Rd, Windermere, FL 34786
/2
$1,200,000

Sold Nov 06, 2025

2938 Sunbittern Ct, Lake Butler, FL 34786
- Land
- 2.91 Acres
- $412,371 per Acre
Last Sold Summary
- 17% Below List Price
- 177 Days On Market
Current Estimated Value $1,159,080

Last Listing Agent Bobby Baldor EXP REALTY LLC

2938 Sunbittern Ct, Lake Butler, FL 34786
/2
$566,500

Sold Mar 19, 2026

7125 Beek St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,753 Sq Ft
- Built 2013
Last Sold Summary
- 1% Above List Price
- $323/SF
- 3 Days On Market
Current Estimated Value $561,305

Last Listing Agent Isabel Sirizzotti SUNNY 365 REALTY GROUP

7125 Beek St, Windermere, FL 34786
/2
$290,000

Sold Jul 28, 2025

8168 Boat Hook Loop Unit 707, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 2006
Last Sold Summary
- 13% Below List Price
- $218/SF
- 147 Days On Market
Current Estimated Value $294,220

Last Listing Agent Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

8168 Boat Hook Loop Unit 707, Windermere, FL 34786
/2
$1,330,000

Sold Apr 29, 2026

1826 Windermeredown Place, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,856 Sq Ft
- Built 1995
Last Sold Summary
- 3% Above List Price
- $345/SF
- 13 Days On Market
Current Estimated Value $1,289,277

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

1826 Windermeredown Place, Windermere, FL 34786
/2
$850,000

Sold Aug 15, 2025

0 Gladys Garden Ct, Windermere, FL 34786
- Land
- 11,325 Sq Ft
- $3,269,231 per Acre
Last Sold Summary
- 19 Days On Market
Last Listing Agent Wayne Sheffield ISLEWORTH REALTY LLC

0 Gladys Garden Ct, Windermere, FL 34786
/2
$925,000

Sold Dec 30, 2025

1451 Whitney Isles Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,938 Sq Ft
- Built 2003
Last Sold Summary
- 7% Below List Price
- $235/SF
- 102 Days On Market
Current Estimated Value $933,728

Last Listing Agent Odel Ximinies COLDWELL BANKER REALTY

1451 Whitney Isles Dr, Windermere, FL 34786
/2
$1,870,000

Sold Sep 02, 2025

6149 Blakeford Dr, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 4,351 Sq Ft
- Built 2002
Last Sold Summary
- 11% Below List Price
- $430/SF
- 20 Days On Market
Current Estimated Value $1,874,278

Last Listing Agent Brynn Munro CORCORAN PREMIER REALTY

6149 Blakeford Dr, Windermere, FL 34786
/2
$1,099,995

Sold Oct 24, 2025

9439 Westover Club Cir, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,445 Sq Ft
- Built 2001
Last Sold Summary
- $247/SF
- 9 Days On Market
Current Estimated Value $1,053,246

Last Listing Agent Sean Popat BUYER REBATES REALTY

9439 Westover Club Cir, Windermere, FL 34786
/2
$830,000

Sold Apr 13, 2026

6331 Little Lake Sawyer Dr, Windermere, FL 34786
- Land
- 1.55 Acres
- $535,484 per Acre
Last Sold Summary
- 13% Below List Price
- 54 Days On Market
Current Estimated Value $885,083

Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

6331 Little Lake Sawyer Dr, Windermere, FL 34786
/2
$3,075,000

Sold Feb 10, 2026

13125 Casabella Dr, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 7,561 Sq Ft
- Built 2018
Last Sold Summary
- 27% Below List Price
- $407/SF
- 275 Days On Market
Current Estimated Value $3,049,416

Last Listing Agent Eduardo Pavone ON ME REALTY

13125 Casabella Dr, Windermere, FL 34786
/2
$450,000

Sold Jul 05, 2025

11692 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,712 Sq Ft
- Built 2017
Last Sold Summary
- 3% Below List Price
- $263/SF
- 45 Days On Market
Current Estimated Value $454,327

Last Listing Agent Robert Larkan THE AGENCY FL

11692 Water Run Aly, Windermere, FL 34786

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