Recently Sold Windermere, FL Homes

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$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 $392,415

Last Listing Agent Jay Wells COMPASS FLORIDA LLC

7752 Moser Ave, Windermere, FL 34786
/2
$317,000

Sold Mar 09, 2026

8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $218/SF
- 107 Days On Market
Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786
/2
$1,289,000

Sold Jul 28, 2025

1265 Estancia Woods Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,314 Sq Ft
- Built 2018
Last Sold Summary
- 5% Below List Price
- $389/SF
- 11 Days On Market
Current Estimated Value $1,313,292

Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

1265 Estancia Woods Loop, Windermere, FL 34786
/2
$285,000

Sold Feb 12, 2026

11565 Mizzon Dr Unit 101/808, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2006
Last Sold Summary
- 10% Below List Price
- $198/SF
- 38 Days On Market
Current Estimated Value $302,741

Last Listing Agent Erica Diaz HOMEVEST REALTY

11565 Mizzon Dr Unit 101/808, Windermere, FL 34786
/2
$310,000

Sold Mar 05, 2026

14242 Desert Haven St Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,534 Sq Ft
- Built 2012
Last Sold Summary
- 10% Below List Price
- $202/SF
- 238 Days On Market
Last Listing Agent James Goodyear COMPASS FLORIDA LLC

14242 Desert Haven St Unit GE, Windermere, FL 34786
/2
$831,000

Sold May 28, 2026

1412 Glenheather Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,903 Sq Ft
- Built 2002
Last Sold Summary
- 1% Above List Price
- $286/SF
- 2 Days On Market
Current Estimated Value $823,174

Last Listing Agent Kim Arena COLDWELL BANKER REALTY

1412 Glenheather Dr, Windermere, FL 34786
/2
$430,000

Sold Jul 17, 2025

7629 Ripplepointe Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $229/SF
- 5 Days On Market
Current Estimated Value $437,706

Last Listing Agent Kris Ibrahim HOME WISE REALTY GROUP, INC.

7629 Ripplepointe Way, Windermere, FL 34786
/50
$3,275,000

Sold Sep 05, 2025

4065 Isabella Cir, Windermere, FL 34786
- 6 Beds
- 7.5 Baths
- 8,047 Sq Ft
- Built 2020
Last Sold Summary
- 11% Below List Price
- $407/SF
- 67 Days On Market
Current Estimated Value $3,347,838

Last Listing Agent Tala Watkins Local Real Estate LLC

4065 Isabella Cir, Windermere, FL 34786
/2
$865,000

Sold Mar 31, 2026

9106 Panzani Place, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,610 Sq Ft
- Built 2007
Last Sold Summary
- 9% Below List Price
- $240/SF
- 126 Days On Market
Current Estimated Value $875,105

Last Listing Agent Caitlin De Oliveira EXP REALTY LLC

9106 Panzani Place, Windermere, FL 34786
/2
$3,100,000

Sold Sep 02, 2025

11018 Lake Butler Blvd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,923 Sq Ft
- Built 2001
Last Sold Summary
- 11% Below List Price
- $790/SF
- 58 Days On Market
Current Estimated Value $3,058,206

Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

11018 Lake Butler Blvd, Windermere, FL 34786
/2
$1,300,000

Sold May 22, 2026

8375 Bowden Way, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,809 Sq Ft
- Built 1999
Last Sold Summary
- 19% Below List Price
- $341/SF
- 158 Days On Market
Current Estimated Value $1,355,488

Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

8375 Bowden Way, Windermere, FL 34786
/2
$6,700,000

Sold Jun 09, 2026

6507 Rosella Ct, Windermere, FL 34786
- 7 Beds
- 7.5 Baths
- 10,485 Sq Ft
- Built 2007
Last Sold Summary
- 14% Below List Price
- $639/SF
- 143 Days On Market
Current Estimated Value $7,173,090

Last Listing Agent DeAnna Sechrest DEANNA MARIE SECHREST

6507 Rosella Ct, Windermere, FL 34786
/2
$2,800,000

Sold Feb 13, 2026

8222 Stone Mason Ct, Windermere, FL 34786
- 6 Beds
- 6.5 Baths
- 6,834 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $410/SF
- 36 Days On Market
Current Estimated Value $2,781,956

Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

8222 Stone Mason Ct, Windermere, FL 34786
/2
$625,000

Sold Sep 08, 2025

12867 Woodmere Close Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,837 Sq Ft
- Built 2012
Last Sold Summary
- 11% Below List Price
- $220/SF
- 85 Days On Market
Current Estimated Value $635,525

Last Listing Agent nicoletta buonaccordo ALTIS REALTY

12867 Woodmere Close Dr, Windermere, FL 34786
/2
$570,000

Sold Aug 22, 2025

12724 Bideford Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,072 Sq Ft
- Built 2006
Last Sold Summary
- 16% Below List Price
- $186/SF
- 93 Days On Market
Current Estimated Value $602,168

Last Listing Agent Philip Bellacicco CHARLES RUTENBERG REALTY ORLANDO

12724 Bideford Ave, Windermere, FL 34786
/2
$649,000

Sold Oct 17, 2025

13225 Charfield St, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,628 Sq Ft
- Built 2008
Last Sold Summary
- $247/SF
- 4 Days On Market
Current Estimated Value $657,421

Last Listing Agent Karlene Grimes KELLER WILLIAMS ADVANTAGE III

13225 Charfield St, Windermere, FL 34786
/2
$625,000

Sold Mar 20, 2026

6841 Helmsley Cir, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,371 Sq Ft
- Built 2010
Last Sold Summary
- 4% Below List Price
- $264/SF
- 28 Days On Market
Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

6841 Helmsley Cir, Windermere, FL 34786
/2
$526,050

Sold Feb 24, 2026

11813 Via Lucerna Cir, Windermere, FL 34786
- 5 Beds
- 2.5 Baths
- 2,521 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $209/SF
- 15 Days On Market
Current Estimated Value $545,688

Last Listing Agent Andrea Butcher Thomas REALHOME SERVICE & SOLUTIONS INC

11813 Via Lucerna Cir, Windermere, FL 34786
/2
$4,330,000

Sold Jul 25, 2025

9724 Chestnut Ridge Dr, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 5,557 Sq Ft
- Built 1990
Last Sold Summary
- 10% Below List Price
- $779/SF
- 37 Days On Market
Current Estimated Value $4,340,229

Last Listing Agent Carey Sheffield ISLEWORTH REALTY LLC

9724 Chestnut Ridge Dr, Windermere, FL 34786
/2
$350,000

Sold Dec 17, 2025

7504 Bentonshire Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,440 Sq Ft
- Built 2009
Last Sold Summary
- $243/SF
- 11 Days On Market
Current Estimated Value $347,728

Last Listing Agent Jared Dunn LIVE MVRK LLC

7504 Bentonshire Ave, Windermere, FL 34786
/2
$480,000

Sold Nov 21, 2025

7214 Tattant Blvd, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,211 Sq Ft
- Built 2010
Last Sold Summary
- 30% Below List Price
- $217/SF
- 159 Days On Market
Current Estimated Value $519,840

Last Listing Agent Rebeca Lima VERANDAH PROPERTIES INC

7214 Tattant Blvd, Windermere, FL 34786
/2
$1,980,000

Sold Nov 24, 2025

5909 Oxford Moor Blvd, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 5,457 Sq Ft
- Built 2011
Last Sold Summary
- 14% Below List Price
- $363/SF
- 174 Days On Market
Current Estimated Value $1,956,951

Last Listing Agent Soraya Tamaddon EMPIRE NETWORK REALTY

5909 Oxford Moor Blvd, Windermere, FL 34786
/2
$536,000

Sold Oct 08, 2025

13252 Vennetta Way, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,413 Sq Ft
- Built 2008
Last Sold Summary
- 7% Below List Price
- $222/SF
- 42 Days On Market
Current Estimated Value $562,721

Last Listing Agent Kelly Roth ELEVATE REAL ESTATE BROKERS

13252 Vennetta Way, Windermere, FL 34786
/4
$1,375,000

Sold Dec 17, 2025

11019 Kentmere Ct, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,813 Sq Ft
- Built 2005
Last Sold Summary
- 31% Below List Price
- $361/SF
- 188 Days On Market
Current Estimated Value $1,364,555

Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

11019 Kentmere Ct, Windermere, FL 34786
/2
$780,000

Sold May 15, 2026

8337 Vivaro Isle Way, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,294 Sq Ft
- Built 2018
Last Sold Summary
- 8% Below List Price
- $237/SF
- 205 Days On Market
Current Estimated Value $808,106

Last Listing Agent Laurel Kellett CORCORAN PREMIER REALTY

8337 Vivaro Isle Way, Windermere, FL 34786
/2
$649,900

Sold Feb 09, 2026

6368 Sedona Leaf Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,285 Sq Ft
- Built 2003
Last Sold Summary
- $284/SF
- 15 Days On Market
Current Estimated Value $653,409

Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

6368 Sedona Leaf Ct, Windermere, FL 34786
/2
$385,000

Sold Sep 15, 2025

7715 Anselmo Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
- Built 2008
Last Sold Summary
- 6% Below List Price
- $234/SF
- 56 Days On Market
Current Estimated Value $386,336

Last Listing Agent Ken Pozek REAL BROKER, LLC

7715 Anselmo Ln, Windermere, FL 34786
/2
$3,840,000

Sold Oct 31, 2025

9253 Tibet Pointe Cir, Windermere, FL 34786
- 4 Beds
- 7 Baths
- 6,265 Sq Ft
- Built 2008
Last Sold Summary
- 10% Below List Price
- $613/SF
- 99 Days On Market
Current Estimated Value $4,012,560

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

9253 Tibet Pointe Cir, Windermere, FL 34786
/2
$580,000

Sold Jun 12, 2026

8323 Lookout Pointe Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,633 Sq Ft
- Built 2016
Last Sold Summary
- 3% Below List Price
- $220/SF
- 27 Days On Market
Current Estimated Value $589,226

Last Listing Agent Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

8323 Lookout Pointe Dr, Windermere, FL 34786
/2
$515,000

Sold May 15, 2026

11355 Arborside Bend Way Unit 1, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,044 Sq Ft
- Built 2002
Last Sold Summary
- 14% Below List Price
- $252/SF
- 69 Days On Market
Current Estimated Value $555,907

Last Listing Agent Jeffrey Funk EXP REALTY LLC

11355 Arborside Bend Way Unit 1, Windermere, FL 34786
/2
$487,000

Sold May 18, 2026

14014 Eden Isle Blvd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,794 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $271/SF
- 2 Days On Market
Current Estimated Value $506,054

Last Listing Agent MARCELLA REGINATO SELECTA REALTY LLC

14014 Eden Isle Blvd, Windermere, FL 34786
/2
$375,000

Sold Mar 12, 2026

8162 Serenity Spring Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,028 Sq Ft
- Built 2013
Last Sold Summary
- 5% Below List Price
- $185/SF
- 7 Days On Market
Last Listing Agent Fernando Teixeira WOODSTONE INVESTMENTS LLC

8162 Serenity Spring Dr, Windermere, FL 34786
/2
$350,000

Sold Mar 30, 2026

7422 Bentonshire Ave, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,360 Sq Ft
- Built 2007
Last Sold Summary
- $257/SF
- 14 Days On Market
Current Estimated Value $345,845

Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

7422 Bentonshire Ave, Windermere, FL 34786
/2
$560,000

Sold Oct 15, 2025

7266 Penkridge Ln, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,971 Sq Ft
- Built 2015
Last Sold Summary
- 1% Above List Price
- $284/SF
- 6 Days On Market
Current Estimated Value $556,417

Last Listing Agent Dennis Raffeo REALTY EXECUTIVES IN THE VILLAGES

7266 Penkridge Ln, Windermere, FL 34786
/2
$1,125,970

Sold Feb 26, 2026

14201 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4 Baths
- 4,222 Sq Ft
- Built 2026
Last Sold Summary
- $267/SF
Current Estimated Value $1,232,000

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

14201 Crest Palm Ave, Windermere, FL 34786
/2
$1,185,000

Sold Jan 30, 2026

11318 Fenimore Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,523 Sq Ft
- Built 2002
Last Sold Summary
- 7% Below List Price
- $470/SF
- 63 Days On Market
Current Estimated Value $1,170,013

Last Listing Agent Simone Esteves FSM REALTY INVESTMENTS

11318 Fenimore Ct, Windermere, FL 34786
/2
$925,000

Sold Jan 05, 2026

1209 Main St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,095 Sq Ft
- Built 1979
Last Sold Summary
- 2% Below List Price
- $442/SF
- 2 Days On Market
Current Estimated Value $918,141

Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

1209 Main St, Windermere, FL 34786
/2
$999,000

Sold Jul 29, 2025

6037 Caymus Loop, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,614 Sq Ft
- Built 2000
Last Sold Summary
- 5% Below List Price
- $382/SF
- 49 Days On Market
Current Estimated Value $1,023,332

Last Listing Agent Ken Pozek REAL BROKER, LLC

6037 Caymus Loop, Windermere, FL 34786
/2
$315,000

Sold May 19, 2026

6343 Merrick Landing Blvd, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 2003
Last Sold Summary
- 7% Below List Price
- $295/SF
- 127 Days On Market
Current Estimated Value $304,437

Last Listing Agent Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

6343 Merrick Landing Blvd, Windermere, FL 34786
/2
$392,000

Sold Oct 24, 2025

12975 Calderdale Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,645 Sq Ft
- Built 2008
Last Sold Summary
- 4% Below List Price
- $238/SF
- 91 Days On Market
Current Estimated Value $393,492

Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

12975 Calderdale Ave, Windermere, FL 34786

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