Recently Sold Windermere, FL Homes

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$429,000

Sold Aug 14, 2026

11472 Center Lake Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,898 Sq Ft
- Built 2014
Last Sold Summary
- 10% Below List Price
- $226/SF
- 30 Days On Market
Current Estimated Value $438,531

Last Listing Agent Erika Gao RC GROUP REALTY LLC

11472 Center Lake Dr, Windermere, FL 34786
/2
$370,000

Sold Aug 29, 2025

14430 Desert Haven St Unit 4302, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,067 Sq Ft
- Built 2013
Last Sold Summary
- 11% Below List Price
- $179/SF
- 102 Days On Market
Current Estimated Value $378,452

Last Listing Agent Pam Eddy COLDWELL BANKER HUBBARD HANSEN

14430 Desert Haven St Unit 4302, Windermere, FL 34786
/2
$305,000

Sold Mar 30, 2026

8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Built 2006
Last Sold Summary
- 11% Below List Price
- $210/SF
- 39 Days On Market
Current Estimated Value $308,594

Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
/2
$645,000

Sold Mar 09, 2026

6139 Andreozzi Ln, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,555 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $252/SF
- 172 Days On Market
Current Estimated Value $636,001

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

6139 Andreozzi Ln, Windermere, FL 34786
/2
$715,000

Sold Sep 26, 2025

11514 Via Lucerna Cir, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 2,871 Sq Ft
- Built 2006
Last Sold Summary
- 8% Below List Price
- $249/SF
- 483 Days On Market
Current Estimated Value $710,617

Last Listing Agent Humberto Cuevas LA ROSA REALTY LLC

11514 Via Lucerna Cir, Windermere, FL 34786
/56
$1,099,989

Sold Jan 19, 2026

14421 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,722 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $296/SF
- 12 Days On Market
Current Estimated Value $1,064,206

Dream Finders Homes Palms at Windermere

14421 Crest Palm Ave, Windermere, FL 34786
/2
$350,000

Sold Jul 13, 2026

12555 Cruxbury Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 2005
Last Sold Summary
- $289/SF
- 18 Days On Market
Current Estimated Value $346,129

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

12555 Cruxbury Dr, Windermere, FL 34786
/2
$635,000

Sold Dec 31, 2025

6331 Little Lake Sawyer Dr, Windermere, FL 34786
- Land
- 1.55 Acres
- $409,677 per Acre
Last Sold Summary
- 0 Days On Market
Current Estimated Value $830,746

Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

6331 Little Lake Sawyer Dr, Windermere, FL 34786
/2
$506,000

Sold Jan 15, 2026

12136 Canyon Sun Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,149 Sq Ft
- Built 2016
Last Sold Summary
- 4% Below List Price
- $235/SF
- 47 Days On Market
Current Estimated Value $505,175

Last Listing Agent Karan Wienker COLDWELL BANKER REALTY

12136 Canyon Sun Trail, Windermere, FL 34786
/2
$475,000

Sold Feb 17, 2026

13757 Bressler Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,113 Sq Ft
- Built 2019
Last Sold Summary
- 3% Below List Price
- $225/SF
- 163 Days On Market
Current Estimated Value $475,551

Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

13757 Bressler Aly, Windermere, FL 34786
/2
$1,265,000

Sold Jun 29, 2026

5837 Caymus Loop, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,937 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $431/SF
- 38 Days On Market
Current Estimated Value $1,296,133

Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

5837 Caymus Loop, Windermere, FL 34786
/2
$575,000

Sold May 05, 2026

11531 Vicolo Loop, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,280 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $252/SF
- 93 Days On Market
Current Estimated Value $579,911

Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

11531 Vicolo Loop, Windermere, FL 34786
/2
$3,250,000

Sold Sep 26, 2025

9743 Chestnut Ridge Dr, Windermere, FL 34786
- 5 Beds
- 6.5 Baths
- 6,328 Sq Ft
- Built 1987
Last Sold Summary
- $514/SF
- 6 Days On Market
Current Estimated Value $3,279,934

Last Listing Agent Carey Sheffield ISLEWORTH REALTY LLC

9743 Chestnut Ridge Dr, Windermere, FL 34786
/2
$835,000

Sold May 11, 2026

1329 Glenheather Dr, Windermere, FL 34786
- 3 Beds
- 3 Baths
- 2,519 Sq Ft
- Built 2002
Last Sold Summary
- 2% Above List Price
- $331/SF
- 13 Days On Market
Current Estimated Value $828,286

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

1329 Glenheather Dr, Windermere, FL 34786
/2
$355,500

Sold Jan 14, 2026

13833 Ancilla Blvd, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,155 Sq Ft
- Built 2006
Last Sold Summary
- $308/SF
- 5 Days On Market
Current Estimated Value $345,801

Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

13833 Ancilla Blvd, Windermere, FL 34786
/2
$1,140,000

Sold Oct 22, 2025

8420 Vivaro Isle Way, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,061 Sq Ft
- Built 2018
Last Sold Summary
- 3% Below List Price
- $281/SF
- 28 Days On Market
Current Estimated Value $1,139,623

Last Listing Agent Tyler Labod REAL BROKER, LLC

8420 Vivaro Isle Way, Windermere, FL 34786
/2
$765,000

Sold Sep 10, 2025

9447 Westover Club Cir, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,568 Sq Ft
- Built 2001
Last Sold Summary
- 4% Below List Price
- $298/SF
- 30 Days On Market
Current Estimated Value $774,768

Last Listing Agent Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

9447 Westover Club Cir, Windermere, FL 34786
/2
$480,000

Sold Jun 30, 2026

5225 Lemon Twist Ln, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 2006
Last Sold Summary
- 4% Below List Price
- $282/SF
- 5 Days On Market
Current Estimated Value $492,619

Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

5225 Lemon Twist Ln, Windermere, FL 34786
/2
$440,000

Sold Sep 05, 2025

11420 Center Lake Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $234/SF
- 9 Days On Market
Current Estimated Value $422,350

Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION

11420 Center Lake Dr, Windermere, FL 34786
/2
$450,000

Sold Sep 04, 2025

11037 Bagley Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,904 Sq Ft
- Built 2018
Last Sold Summary
- 10% Below List Price
- $236/SF
- 74 Days On Market
Current Estimated Value $469,432

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

11037 Bagley Aly, Windermere, FL 34786
/2
$789,000

Sold Oct 29, 2025

13413 Hopkinton Ct, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,642 Sq Ft
- Built 2005
Last Sold Summary
- 17% Below List Price
- $299/SF
- 224 Days On Market
Current Estimated Value $775,965

Last Listing Agent Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

13413 Hopkinton Ct, Windermere, FL 34786
/2
$11,100,000

Sold Dec 02, 2025

9935 Lake Louise Dr, Windermere, FL 34786
- 7 Beds
- 10 Baths
- 16,257 Sq Ft
- Built 2012
Last Sold Summary
- 15% Below List Price
- $683/SF
- 59 Days On Market
Current Estimated Value $8,106,307

Last Listing Agent Jill Irwin IRWIN REALTY GROUP LLC

9935 Lake Louise Dr, Windermere, FL 34786
/2
$1,350,000

Sold Apr 17, 2026

11802 Waterstone Loop Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 3,396 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $398/SF
- 20 Days On Market
Current Estimated Value $1,362,370

Last Listing Agent Catherine Lambert BHHS FLORIDA REALTY

11802 Waterstone Loop Dr, Windermere, FL 34786
/2
$722,500

Sold Dec 02, 2025

8626 Crescendo Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,399 Sq Ft
- Built 2014
Last Sold Summary
- 7% Below List Price
- $213/SF
- 55 Days On Market
Current Estimated Value $737,922

Last Listing Agent Milena Valle VIVA ORLANDO REALTY INC.

8626 Crescendo Ave, Windermere, FL 34786
/2
$1,150,000

Sold May 15, 2026

6012 Roseate Spoonbill Dr, Windermere, FL 34786
- 8 Beds
- 5 Baths
- 4,758 Sq Ft
- Built 2013
Last Sold Summary
- 4% Below List Price
- $242/SF
- 3 Days On Market
Current Estimated Value $1,159,014

Last Listing Agent Nicole Dege REDFIN CORPORATION

6012 Roseate Spoonbill Dr, Windermere, FL 34786
/2
$450,000

Sold Sep 29, 2025

5897 Soter Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,128 Sq Ft
- Built 2019
Last Sold Summary
- 12% Below List Price
- $211/SF
- 104 Days On Market
Current Estimated Value $466,579

Last Listing Agent Deuselena Nandelstadt D FLORIDA HOMES

5897 Soter Ln, Windermere, FL 34786
/2
$528,000

Sold May 15, 2026

13312 Longacre Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
- Built 2013
Last Sold Summary
- 7% Below List Price
- $257/SF
- 113 Days On Market
Current Estimated Value $529,183

Last Listing Agent Mariesy Davila LA ROSA REALTY INTERNACIONAL L

13312 Longacre Dr, Windermere, FL 34786
/2
$4,125,000

Sold Sep 05, 2025

805 W 2nd Ave, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 4,783 Sq Ft
- Built 1999
Last Sold Summary
- 17% Below List Price
- $862/SF
- 103 Days On Market
Current Estimated Value $3,953,813

Last Listing Agent Nick Cotton FOREVER MAGIC REALTY INC

805 W 2nd Ave, Windermere, FL 34786
/2
$1,100,000

Sold Sep 30, 2025

5552 Remsen Cay Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,633 Sq Ft
- Built 2016
Last Sold Summary
- 14% Below List Price
- $303/SF
- 49 Days On Market
Current Estimated Value $1,100,990

Last Listing Agent Wenwen Wang JWJ REALTY LLC

5552 Remsen Cay Ln, Windermere, FL 34786
/2
$900,000

Sold Jan 15, 2026

13224 Swansea Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,662 Sq Ft
- Built 2004
Last Sold Summary
- 5% Below List Price
- $246/SF
- 38 Days On Market
Current Estimated Value $901,145

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

13224 Swansea Ave, Windermere, FL 34786
/2
$2,948,000

Sold Apr 07, 2026

11255 Macaw Ct, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 5,845 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $504/SF
- 24 Days On Market
Current Estimated Value $2,927,000

Last Listing Agent Ken Pozek REAL BROKER, LLC

11255 Macaw Ct, Windermere, FL 34786
/2
$1,950,000

Sold Apr 10, 2026

8160 Tibet Butler Dr, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 4,806 Sq Ft
- Built 2003
Last Sold Summary
- 2% Below List Price
- $406/SF
- 2 Days On Market
Current Estimated Value $1,949,890

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

8160 Tibet Butler Dr, Windermere, FL 34786
/2
$690,000

Sold Jun 30, 2026

8360 Vivaro Isle Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,224 Sq Ft
- Built 2019
Last Sold Summary
- $310/SF
- 2 Days On Market
Current Estimated Value $688,440

Last Listing Agent Monica Duran MD3 HOMES LLC

8360 Vivaro Isle Way, Windermere, FL 34786
/2
$1,230,000

Sold Dec 03, 2025

11721 Camden Park Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,014 Sq Ft
- Built 2005
Last Sold Summary
- 18% Below List Price
- $408/SF
- 5 Days On Market
Current Estimated Value $1,219,496

Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC

11721 Camden Park Dr, Windermere, FL 34786
/2
$1,295,000

Sold Aug 04, 2026

516 Jennifer Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 3,021 Sq Ft
- Built 1982
Last Sold Summary
- $429/SF
- 4 Days On Market
Current Estimated Value $1,220,605

Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

516 Jennifer Ln, Windermere, FL 34786
/2
$620,000

Sold Jun 16, 2026

6840 Helmsley Cir, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 2,847 Sq Ft
- Built 2009
Last Sold Summary
- 22% Below List Price
- $218/SF
- 96 Days On Market
Current Estimated Value $629,822

Last Listing Agent Eleanor DeSimone IAD REAL ESTATE

6840 Helmsley Cir, Windermere, FL 34786
/2
$470,000

Sold Mar 27, 2026

12060 Via Caselli Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 1,786 Sq Ft
- Built 2022
Last Sold Summary
- 6% Below List Price
- $263/SF
- 90 Days On Market
Current Estimated Value $443,181

Last Listing Agent Avani Shah COLDWELL BANKER REALTY

12060 Via Caselli Ln, Windermere, FL 34786
/2
$520,000

Sold Jan 15, 2026

13927 Bluebird Pond Rd, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,345 Sq Ft
- Built 2005
Last Sold Summary
- 3% Below List Price
- $222/SF
- 12 Days On Market
Current Estimated Value $528,995

Last Listing Agent Ayoub Aitelhaj ATLIS REALTY GROUP LLC

13927 Bluebird Pond Rd, Windermere, FL 34786
/2
$1,115,000

Sold May 11, 2026

8350 Bowden Way, Windermere, FL 34786
- 3 Beds
- 3.5 Baths
- 3,368 Sq Ft
- Built 2001
Last Sold Summary
- 7% Below List Price
- $331/SF
- 5 Days On Market
Current Estimated Value $1,118,184

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

8350 Bowden Way, Windermere, FL 34786
/2
$388,000

Sold Nov 05, 2025

7752 Moser Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
- Built 2010
Last Sold Summary
- 5% Below List Price
- $236/SF
- 83 Days On Market
Current Estimated Value $380,357

Last Listing Agent Jay Wells COMPASS FLORIDA LLC

7752 Moser Ave, Windermere, FL 34786

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