Recently Sold Windermere, FL Homes

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$670,000

Sold Jul 30, 2025

13943 Caywood Pond Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,755 Sq Ft
- Built 2003
Last Sold Summary
- 1% Above List Price
- $243/SF
- 3 Days On Market
Current Estimated Value $673,779

Last Listing Agent Greg Traub COMPLETE FLORIDA REALTY LLC

13943 Caywood Pond Dr, Windermere, FL 34786
/2
$645,000

Sold Apr 23, 2026

6613 Merrick Landing Blvd, Windermere, FL 34786
- 3 Beds
- 3.5 Baths
- 2,641 Sq Ft
- Built 2014
Last Sold Summary
- 4% Below List Price
- $244/SF
- 1 Day On Market
Current Estimated Value $650,773

Last Listing Agent Andy Neal THE AGENCY FL

6613 Merrick Landing Blvd, Windermere, FL 34786
/2
$5,000,000

Sold May 31, 2026

5104 Isleworth Country Club Dr, Windermere, FL 34786
- 4 Beds
- 7 Baths
- 9,636 Sq Ft
- Built 2002
Last Sold Summary
- $519/SF
- 0 Days On Market
Current Estimated Value $6,009,162

Last Listing Agent Erin Wanner STOCKWORTH REALTY GROUP LLC

5104 Isleworth Country Club Dr, Windermere, FL 34786
/2
$430,000

Sold Jun 16, 2026

7644 Ripplepointe Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $229/SF
- 59 Days On Market
Current Estimated Value $441,543

Last Listing Agent Kelly Zannini HOMEVEST REALTY

7644 Ripplepointe Way, Windermere, FL 34786
/2
$465,000

Sold May 11, 2026

7432 Leighside Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,898 Sq Ft
- Built 2014
Last Sold Summary
- 2% Below List Price
- $245/SF
- 28 Days On Market
Current Estimated Value $467,489

Last Listing Agent Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

7432 Leighside Dr, Windermere, FL 34786
/2
$1,775,000

Sold Jan 06, 2026

9070 Ron Den Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,384 Sq Ft
- Built 1965
Last Sold Summary
- 6% Below List Price
- $745/SF
- 149 Days On Market
Current Estimated Value $1,728,652

Last Listing Agent Brynn Munro CORCORAN PREMIER REALTY

9070 Ron Den Ln, Windermere, FL 34786
/2
$710,000

Sold Mar 23, 2026

9047 Reflection Pointe Dr, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,019 Sq Ft
- Built 2014
Last Sold Summary
- 6% Below List Price
- $235/SF
- 19 Days On Market
Current Estimated Value $714,339

Last Listing Agent Yogini Bhave CHARLES RUTENBERG REALTY ORLANDO

9047 Reflection Pointe Dr, Windermere, FL 34786
/2
$2,750,000

Sold Sep 08, 2025

5524 Sail Ct, Orlando, FL 32819
- 4 Beds
- 4.5 Baths
- 3,316 Sq Ft
- Built 1990
Last Sold Summary
- 8% Below List Price
- $829/SF
- 169 Days On Market
Current Estimated Value $2,729,865

Last Listing Agent Miguel Osorio CENTURY 21 CARIOTI

5524 Sail Ct, Orlando, FL 32819
/2
$1,255,677

Sold Jul 24, 2025

14255 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $283/SF
- 30 Days On Market
Dream Finders Homes Palms at Windermere

14255 Crest Palm Ave, Windermere, FL 34786
/2
$2,900,000

Sold Mar 19, 2026

6186 Louise Cove Dr, Windermere, FL 34786
- 4 Beds
- 5.5 Baths
- 4,849 Sq Ft
- Built 2002
Last Sold Summary
- 11% Below List Price
- $598/SF
- 0 Days On Market
Current Estimated Value $2,934,788

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

6186 Louise Cove Dr, Windermere, FL 34786
/2
$520,000

Sold Sep 17, 2025

12915 Cragside Ln, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,151 Sq Ft
- Built 2005
Last Sold Summary
- 5% Below List Price
- $242/SF
- 17 Days On Market
Current Estimated Value $518,355

Last Listing Agent Nicole Shweky MEP REALTY INVESTMENTS LLC

12915 Cragside Ln, Windermere, FL 34786
/2
$1,267,500

Sold Jun 08, 2026

1515 Lake Whitney Dr, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 3,931 Sq Ft
- Built 2005
Last Sold Summary
- 6% Below List Price
- $322/SF
- 5 Days On Market
Current Estimated Value $1,510,904

Last Listing Agent Michelle Dunkley RE/MAX PRIME PROPERTIES

1515 Lake Whitney Dr, Windermere, FL 34786
/2
$700,000

Sold Sep 24, 2025

12779 Westside Village Loop, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,689 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $190/SF
- 48 Days On Market
Current Estimated Value $1,224,751

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12779 Westside Village Loop, Windermere, FL 34786
/2
$458,900

Sold Oct 14, 2025

8500 Iron Mountain Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,818 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $252/SF
- 122 Days On Market
Current Estimated Value $458,112

Last Listing Agent Lilivette Vasquez BROKER HUB REALTY GROUP LLC

8500 Iron Mountain Trail, Windermere, FL 34786
/2
$889,288

Sold Aug 28, 2025

14366 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,687 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $331/SF
- 25 Days On Market
Current Estimated Value $924,421

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14366 Crest Palm Ave, Windermere, FL 34786
/2
$1,200,000

Sold Jul 26, 2025

9020 Tavolini Terrace, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,202 Sq Ft
- Built 2005
Last Sold Summary
- $286/SF
- 0 Days On Market
Current Estimated Value $1,199,744

Last Listing Agent Rodrigo Nobre FLORIDA CONNEXION PROPERTIES

9020 Tavolini Terrace, Windermere, FL 34786
/2
$637,000

Sold Mar 20, 2026

13826 Eden Isle Blvd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,078 Sq Ft
- Built 2003
Last Sold Summary
- $207/SF
- 202 Days On Market
Current Estimated Value $640,928

Last Listing Agent XieChan Xiao BLUE CHIP INTERNATIONAL REALTY LLC

13826 Eden Isle Blvd, Windermere, FL 34786
/2
$1,185,861

Sold Dec 29, 2025

7013 Windy Palm Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
- Built 2025
Last Sold Summary
- $383/SF
Current Estimated Value $1,158,667

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

7013 Windy Palm Way, Windermere, FL 34786
/2
$1,040,000

Sold Jun 12, 2026

2806 Windsor Hill Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,181 Sq Ft
- Built 1989
Last Sold Summary
- 10% Below List Price
- $327/SF
- 38 Days On Market
Current Estimated Value $1,114,052

Last Listing Agent Candace Hebert KELLER WILLIAMS REALTY AT THE PARKS

2806 Windsor Hill Dr, Windermere, FL 34786
/2
$580,000

Sold May 15, 2026

11675 Snail Kite Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $271/SF
- 81 Days On Market
Current Estimated Value $584,901

Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

11675 Snail Kite Way, Windermere, FL 34786
/2
$470,000

Sold Sep 05, 2025

12109 Silverlake Park Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,063 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $228/SF
- 14 Days On Market
Current Estimated Value $484,190

Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES

12109 Silverlake Park Dr, Windermere, FL 34786
/2
$2,550,000

Sold Jun 22, 2026

11303 Windermere Rd, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 5,277 Sq Ft
- Built 2026
Last Sold Summary
- 9% Below List Price
- $483/SF
- 36 Days On Market
Current Estimated Value $2,757,870

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

11303 Windermere Rd, Windermere, FL 34786
/2
$1,180,000

Sold Mar 06, 2026

11947 Lake Butler Blvd, Windermere, FL 34786
- Land
- 1.2 Acres
- $983,333 per Acre
Last Sold Summary
- 21% Below List Price
- 110 Days On Market
Current Estimated Value $1,166,651

Last Listing Agent Garth Robertson REAL BROKER, LLC

11947 Lake Butler Blvd, Windermere, FL 34786
/2
$960,000

Sold Oct 16, 2025

11646 Hampstead St, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,798 Sq Ft
- Built 2015
Last Sold Summary
- 9% Below List Price
- $343/SF
- 12 Days On Market
Current Estimated Value $959,256

Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

11646 Hampstead St, Windermere, FL 34786
/2
$844,000

Sold Jan 26, 2026

13212 Swansea Ave, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,365 Sq Ft
- Built 2004
Last Sold Summary
- 3% Above List Price
- $251/SF
- 9 Days On Market
Current Estimated Value $832,389

Last Listing Agent Kaitlin LaMacchia DENIZ REALTY PARTNERS LLC

13212 Swansea Ave, Windermere, FL 34786
/2
$5,150,000

Sold Aug 29, 2025

1455 Kelso Blvd, Windermere, FL 34786
- 6 Beds
- 6.5 Baths
- 6,448 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $799/SF
- 65 Days On Market
Current Estimated Value $4,851,578

Last Listing Agent Julie Sanchez THE REAL ESTATE COLLECTION LLC

1455 Kelso Blvd, Windermere, FL 34786
/2
$1,480,000

Sold Aug 18, 2025

11213 Camden Park Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,902 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $510/SF
- 9 Days On Market
Current Estimated Value $1,430,517

Last Listing Agent Daniela Galvao LA ROSA REALTY LLC

11213 Camden Park Dr, Windermere, FL 34786
/2
$1,210,000

Sold Jun 29, 2026

1849 Watermere Ln, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,934 Sq Ft
- Built 2005
Last Sold Summary
- 13% Below List Price
- $308/SF
- 72 Days On Market
Current Estimated Value $1,281,389

Last Listing Agent Susana Stutsman SUSANA JORDAN STUTSMAN

1849 Watermere Ln, Windermere, FL 34786
/2
$1,084,557

Sold Dec 03, 2025

14395 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,722 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $291/SF
- 34 Days On Market
Current Estimated Value $1,083,439

Dream Finders Homes Palms at Windermere

14395 Crest Palm Ave, Windermere, FL 34786
/67
$1,250,402

Sold Aug 13, 2025

14249 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $281/SF
- 25 Days On Market
Current Estimated Value $1,171,000

Dream Finders Homes Palms at Windermere

14249 Crest Palm Ave, Windermere, FL 34786
/2
$3,025,000

Sold Mar 31, 2026

6161 Grosvenor Shore Dr, Windermere, FL 34786
- Land
- 2.4 Acres
- $1,260,417 per Acre
Last Sold Summary
- 2% Below List Price
- 714 Days On Market
Current Estimated Value $3,030,750

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

6161 Grosvenor Shore Dr, Windermere, FL 34786
/2
$295,000

Sold Nov 25, 2025

11446 Jasper Kay Terrace Unit 309 (1022), Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Built 2007
Last Sold Summary
- 1% Below List Price
- $254/SF
- 47 Days On Market
Current Estimated Value $291,219

Last Listing Agent Amanda Volence CHARLES RUTENBERG REALTY ORLANDO

11446 Jasper Kay Terrace Unit 309 (1022), Windermere, FL 34786
/2
$910,000

Sold Aug 12, 2025

13838 Bluebird Park Rd, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,897 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $314/SF
- 5 Days On Market
Current Estimated Value $899,090

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

13838 Bluebird Park Rd, Windermere, FL 34786
/2
$1,550,000

Sold May 20, 2026

11952 Camden Park Dr, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,337 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $464/SF
- 34 Days On Market
Current Estimated Value $1,619,727

Last Listing Agent Laura Teixeira NOBSKA REAL ESTATE LLC

11952 Camden Park Dr, Windermere, FL 34786
/2
$459,000

Sold Jan 14, 2026

11692 Water Run Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,712 Sq Ft
- Built 2017
Last Sold Summary
- 1% Above List Price
- $268/SF
- 24 Days On Market
Current Estimated Value $454,327

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

11692 Water Run Aly, Windermere, FL 34786
/2
$1,600,000

Sold Jan 13, 2026

6161 Blakeford Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 5,704 Sq Ft
- Built 2000
Last Sold Summary
- 27% Below List Price
- $281/SF
- 190 Days On Market
Current Estimated Value $1,735,890

Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

6161 Blakeford Dr, Windermere, FL 34786
/2
$1,250,000

Sold May 12, 2026

11658 Hampstead St, Windermere, FL 34786
- 7 Beds
- 4.5 Baths
- 4,563 Sq Ft
- Built 2015
Last Sold Summary
- 13% Below List Price
- $274/SF
- 68 Days On Market
Current Estimated Value $1,322,042

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

11658 Hampstead St, Windermere, FL 34786
/2
$4,287,500

Sold May 27, 2026

6113 Payne Stewart Dr, Windermere, FL 34786
- 3 Beds
- 3.5 Baths
- 2,983 Sq Ft
- Built 1987
Last Sold Summary
- 13% Below List Price
- $1,437/SF
- 30 Days On Market
Current Estimated Value $4,759,364

Last Listing Agent Jill Irwin IRWIN REALTY GROUP LLC

6113 Payne Stewart Dr, Windermere, FL 34786
/2
$300,000

Sold Jan 20, 2026

8180 Boat Hook Loop Unit 321, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2006
Last Sold Summary
- 8% Below List Price
- $208/SF
- 7 Days On Market
Last Listing Agent Patricia Balabu Stredel DOUG STEWART REALTY, INC

8180 Boat Hook Loop Unit 321, Windermere, FL 34786
/2
$370,000

Sold Jul 29, 2025

14344 Desert Haven St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $201/SF
- 23 Days On Market
Current Estimated Value $363,722

Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

14344 Desert Haven St, Windermere, FL 34786

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