Recently Sold Windermere, FL Homes

/2
$619,000 Sold Dec 18, 2025

8776 Crescendo Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,072 Sq Ft
- Built 2016
Last Sold Summary
- $299/SF
- 4 Days On Market
Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

8776 Crescendo Ave, Windermere, FL 34786
/2
$565,000 Sold Sep 29, 2025

6545 Chagford Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,265 Sq Ft
- Built 2007
Last Sold Summary
- $249/SF
Current Estimated Value $556,914

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

6545 Chagford Ln, Windermere, FL 34786
/2
$805,000 Sold Feb 13, 2026

14551 Yellow Butterfly Rd, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,546 Sq Ft
- Built 2014
Last Sold Summary
- 2% Below List Price
- $227/SF
- 51 Days On Market
Last Listing Agent Silvia Odebrecht ICON REALTY ASSOCIATES INC

14551 Yellow Butterfly Rd, Windermere, FL 34786
/2
$1,535,000 Sold Sep 19, 2025

11755 Waterstone Loop Dr, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 3,665 Sq Ft
- Built 2012
Last Sold Summary
- 4% Below List Price
- $419/SF
- 97 Days On Market
Current Estimated Value $1,551,301

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

11755 Waterstone Loop Dr, Windermere, FL 34786
/2
$1,800,000 Sold Jan 15, 2026

5412 Water Creek Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,247 Sq Ft
- Built 2005
Last Sold Summary
- 10% Below List Price
- $424/SF
- 39 Days On Market
Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

5412 Water Creek Dr, Windermere, FL 34786
/2
$8,000,000 Sold Apr 21, 2025

12238 Park Ave, Windermere, FL 34786
- 3 Beds
- 3.5 Baths
- 4,110 Sq Ft
- Built 1962
Last Sold Summary
- $1,946/SF
Current Estimated Value $4,222,618

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

12238 Park Ave, Windermere, FL 34786
/2
$1,755,000 Sold Aug 15, 2025

11856 Vinci Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,680 Sq Ft
- Built 2011
Last Sold Summary
- 5% Below List Price
- $477/SF
- 108 Days On Market
Current Estimated Value $1,719,025

Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

11856 Vinci Dr, Windermere, FL 34786
/2
$1,045,000 Sold Jan 20, 2026

8764 Lookout Pointe Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,423 Sq Ft
- Built 2015
Last Sold Summary
- 4% Below List Price
- $305/SF
- 71 Days On Market
Last Listing Agent Ken Pozek REAL BROKER, LLC

8764 Lookout Pointe Dr, Windermere, FL 34786
/2
$670,000 Sold Sep 09, 2025

9473 Palm Tree Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,084 Sq Ft
- Built 1986
Last Sold Summary
- 3% Below List Price
- $321/SF
- 7 Days On Market
Current Estimated Value $671,958

Last Listing Agent Mike Long COLDWELL BANKER RESIDENTIAL RE

9473 Palm Tree Dr, Windermere, FL 34786
/2
$939,000 Sold Apr 16, 2025

315 E 6th Ave, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,869 Sq Ft
- Built 1964
Last Sold Summary
- $327/SF
- 13 Days On Market
Current Estimated Value $946,772

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

315 E 6th Ave, Windermere, FL 34786
/2
$475,000 Sold Oct 23, 2025

9375 Woodbreeze Blvd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,492 Sq Ft
- Built 1986
Last Sold Summary
- 23% Below List Price
- $318/SF
- 136 Days On Market
Current Estimated Value $480,544

Last Listing Agent Jackie Victoria Patellis COLDWELL BANKER REALTY

9375 Woodbreeze Blvd, Windermere, FL 34786
/2
$925,000 Sold Jun 12, 2025

9502 Hempel Cove Blvd, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,524 Sq Ft
- Built 1998
Last Sold Summary
- 26% Below List Price
- $204/SF
- 319 Days On Market
Current Estimated Value $1,023,411

Last Listing Agent Jason Braddock EXP REALTY LLC

9502 Hempel Cove Blvd, Windermere, FL 34786
$1,172,945 Sold Nov 19, 2025

14342 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 4,084 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $287/SF
- 20 Days On Market
Dream Finders Homes Palms at Windermere

14342 Crest Palm Ave, Windermere, FL 34786
/2
$365,000 Sold Aug 29, 2025

8031 Enchantment Dr Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,826 Sq Ft
- Built 2007
Last Sold Summary
- 9% Below List Price
- $200/SF
- 84 Days On Market
Current Estimated Value $365,891

Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

8031 Enchantment Dr Unit GE, Windermere, FL 34786
/2
$900,000 Sold Jan 12, 2026

11025 Ledgement Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,024 Sq Ft
- Built 2003
Last Sold Summary
- 9% Below List Price
- $298/SF
- 222 Days On Market
Last Listing Agent Christina Fata REAL BROKER, LLC

11025 Ledgement Ln, Windermere, FL 34786
/2
$1,665,000 Sold Apr 28, 2025

11931 Provincial Way, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 4,316 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $386/SF
- 20 Days On Market
Current Estimated Value $1,651,815

Last Listing Agent Brigitte Elzarki COLDWELL BANKER REALTY

11931 Provincial Way, Windermere, FL 34786
/2
$940,000 Sold Aug 29, 2025

11474 Claymont Cir, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,318 Sq Ft
- Built 2001
Last Sold Summary
- 25% Below List Price
- $283/SF
- 174 Days On Market
Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

11474 Claymont Cir, Windermere, FL 34786
/2
$600,000 Sold Jul 02, 2025

11878 Via Lucerna Cir, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,295 Sq Ft
- Built 2005
Last Sold Summary
- 7% Below List Price
- $261/SF
- 24 Days On Market
Current Estimated Value $602,490

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

11878 Via Lucerna Cir, Windermere, FL 34786
/2
$755,000 Sold Jan 30, 2026

7167 Beek St, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,425 Sq Ft
- Built 2013
Last Sold Summary
- 1% Below List Price
- $311/SF
- 24 Days On Market
Last Listing Agent Ron Hernquist RE/MAX CENTRAL REALTY

7167 Beek St, Windermere, FL 34786
/2
$846,500 Sold Mar 25, 2025

2119 Willow Brick Rd, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 2,728 Sq Ft
- Built 1990
Last Sold Summary
- 23% Below List Price
- $310/SF
- 254 Days On Market
Current Estimated Value $865,867

Last Listing Agent Stacey Jurek EXP REALTY LLC

2119 Willow Brick Rd, Windermere, FL 34786
/2
$2,400,000 Sold Apr 14, 2025

1140 Kelso Blvd, Windermere, FL 34786
- 6 Beds
- 6 Baths
- 6,003 Sq Ft
- Built 2009
Last Sold Summary
- 9% Below List Price
- $400/SF
- 80 Days On Market
Current Estimated Value $2,509,662

Last Listing Agent Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

1140 Kelso Blvd, Windermere, FL 34786
/2
$1,400,000 Sold Jul 16, 2025

12848 Jacob Grace Ct, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 4,079 Sq Ft
- Built 2003
Last Sold Summary
- 10% Below List Price
- $343/SF
- 48 Days On Market
Current Estimated Value $1,425,293

Last Listing Agent Thad Czapka COLDWELL BANKER RESIDENTIAL RE

12848 Jacob Grace Ct, Windermere, FL 34786
/2
$1,140,000 Sold Jul 03, 2025

11345 Preserve View Dr, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,342 Sq Ft
- Built 2005
Last Sold Summary
- 12% Below List Price
- $341/SF
- 69 Days On Market
Current Estimated Value $1,164,685

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

11345 Preserve View Dr, Windermere, FL 34786
/2
$499,000 Sold Jul 28, 2025

13768 Bluebird Pond Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,694 Sq Ft
- Built 2003
Last Sold Summary
- $295/SF
- 3 Days On Market
Current Estimated Value $499,880

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

13768 Bluebird Pond Rd, Windermere, FL 34786
/2
$850,000 Sold Oct 21, 2025

720 Main St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,778 Sq Ft
- Built 1980
Last Sold Summary
- 8% Below List Price
- $306/SF
- 4 Days On Market
Current Estimated Value $868,152

Last Listing Agent Deedee Sherman UPSIDE REAL ESTATE INC

720 Main St, Windermere, FL 34786
/2
$562,500 Sold Jul 07, 2025

12641 Arley Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,926 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $292/SF
- 10 Days On Market
Current Estimated Value $564,212

Last Listing Agent Alan Bird REAL ESTATE FIRM OF ORLANDO

12641 Arley Dr, Windermere, FL 34786
/2
$555,000 Sold Nov 07, 2025

5148 Sun Palm Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
- Built 1987
Last Sold Summary
- 3% Below List Price
- $305/SF
- 33 Days On Market
Current Estimated Value $546,463

Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

5148 Sun Palm Dr, Windermere, FL 34786
/2
$5,200,000 Sold Jul 29, 2025

5174 Vardon Dr, Windermere, FL 34786
- 6 Beds
- 9 Baths
- 10,701 Sq Ft
- Built 2008
Last Sold Summary
- 5% Below List Price
- $486/SF
- 237 Days On Market
Current Estimated Value $5,363,128

Last Listing Agent Jennie Ho MAY HO REALTY

5174 Vardon Dr, Windermere, FL 34786
/2
$750,000 Sold Mar 04, 2025

12507 Overstreet Rd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,768 Sq Ft
- Built 2008
Last Sold Summary
- 4% Below List Price
- $199/SF
- 53 Days On Market
Current Estimated Value $763,966

Last Listing Agent Pablo Gutierrez Ramirez LPT REALTY, LLC

12507 Overstreet Rd, Windermere, FL 34786
/2
$347,500 Sold Jan 08, 2026

13907 Ancilla Blvd, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,155 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $301/SF
- 3 Days On Market
Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

13907 Ancilla Blvd, Windermere, FL 34786
/2
$1,040,000 Sold Oct 22, 2025

9197 Outlook Rock Trail, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 4,056 Sq Ft
- Built 2015
Last Sold Summary
- $256/SF
- 27 Days On Market
Current Estimated Value $1,030,427

Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

9197 Outlook Rock Trail, Windermere, FL 34786
/2
$1,300,000 Sold Dec 18, 2025

9649 Weatherstone Ct, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 4,226 Sq Ft
- Built 1999
Last Sold Summary
- 18% Below List Price
- $308/SF
- 77 Days On Market
Last Listing Agent Newton Hieda SUMMERHILL REALTY GROUP LLC

9649 Weatherstone Ct, Windermere, FL 34786
/2
$860,000 Sold Apr 28, 2025

2544 Carter Grove Cir, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 2,802 Sq Ft
- Built 1997
Last Sold Summary
- 2% Below List Price
- $307/SF
- 4 Days On Market
Current Estimated Value $864,843

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

2544 Carter Grove Cir, Windermere, FL 34786
/2
$4,800,000 Sold Oct 10, 2025

9139 Tibet Pointe Cir, Windermere, FL 34786
- 6 Beds
- 9 Baths
- 10,341 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $464/SF
- 0 Days On Market
Current Estimated Value $5,063,866

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

9139 Tibet Pointe Cir, Windermere, FL 34786
/2
$2,500,000 Sold Sep 05, 2025

2624 Midsummer Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 4,667 Sq Ft
- Built 1977
Last Sold Summary
- $536/SF
- 0 Days On Market
Current Estimated Value $2,469,334

Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

2624 Midsummer Dr, Windermere, FL 34786
/2
$385,000 Sold May 30, 2025

9615 Gotha Rd, Windermere, FL 34786
- Land
- 0.75 Acre
- $513,333 per Acre
Last Sold Summary
- 10% Below List Price
- 14 Days On Market
Current Estimated Value $388,501

Last Listing Agent James Umstead, PA FOLIO REALTY LLC

9615 Gotha Rd, Windermere, FL 34786
/2
$615,000 Sold Nov 21, 2025

7132 Beek St, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 2,943 Sq Ft
- Built 2013
Last Sold Summary
- 1% Below List Price
- $209/SF
- 3 Days On Market
Current Estimated Value $611,596

Last Listing Agent Matt McKee COMPASS FLORIDA LLC

7132 Beek St, 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 $377,733

Last Listing Agent Pam Eddy COLDWELL BANKER HUBBARD HANSEN

14430 Desert Haven St Unit 4302, Windermere, FL 34786
/3
$1,233,197 Sold Mar 14, 2025

14410 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
- Built 2025
Last Sold Summary
- $398/SF
- 0 Days On Market
Current Estimated Value $1,173,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14410 Crest Palm Ave, Windermere, FL 34786
/18
$1,086,000 Sold Mar 19, 2025

14268 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
- Built 2025
Last Sold Summary
- 8% Below List Price
- $350/SF
- 38 Days On Market
Current Estimated Value $1,051,567

Last Listing Agent Mark Raumaker SERHANT

14268 Crest Palm Ave, Windermere, FL 34786

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