Recently Sold Windermere, FL Homes

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$315,000

Sold Nov 14, 2025

8271 Maritime Flag St Unit 109, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,363 Sq Ft
- Built 2011
Last Sold Summary
- 12% Below List Price
- $231/SF
- 155 Days On Market
Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

8271 Maritime Flag St Unit 109, Windermere, FL 34786
/2
$2,075,000

Sold Feb 09, 2026

647 Ridgewood Dr, Windermere, FL 34786
- 3 Beds
- 3 Baths
- 2,681 Sq Ft
- Built 1974
Last Sold Summary
- 12% Below List Price
- $774/SF
- 373 Days On Market
Current Estimated Value $2,075,286

Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

647 Ridgewood Dr, Windermere, FL 34786
/2
$610,000

Sold Jul 02, 2026

5224 Lemon Twist Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,812 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $217/SF
- 24 Days On Market
Current Estimated Value $624,092

Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

5224 Lemon Twist Ln, Windermere, FL 34786
/2
$370,000

Sold Feb 03, 2026

5235 Keenes Pheasant Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,462 Sq Ft
- Built 2004
Last Sold Summary
- 14% Below List Price
- $253/SF
- 186 Days On Market
Current Estimated Value $369,864

Last Listing Agent Ronda Shively COMPASS FLORIDA LLC

5235 Keenes Pheasant Dr, Windermere, FL 34786
/2
$665,000

Sold Aug 10, 2026

13836 Bluebird Pond Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,108 Sq Ft
- Built 2004
Last Sold Summary
- 5% Below List Price
- $315/SF
- 63 Days On Market
Current Estimated Value $666,185

Last Listing Agent Keith Gordon GET MORE OFFERS

13836 Bluebird Pond Rd, Windermere, FL 34786
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$830,000

Sold Feb 27, 2026

9495 Westover Club Cir, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,773 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $299/SF
- 3 Days On Market
Current Estimated Value $823,957

Last Listing Agent Jeff Powell ALL FLORIDA PREMIER REALTY GROUP LLC

9495 Westover Club Cir, Windermere, FL 34786
/2
$1,435,000

Sold Nov 12, 2025

1450 Belfiore Way, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,477 Sq Ft
- Built 2007
Last Sold Summary
- 4% Below List Price
- $321/SF
- 109 Days On Market
Current Estimated Value $1,423,596

Last Listing Agent Laura Teixeira NOBSKA REAL ESTATE LLC

1450 Belfiore Way, Windermere, FL 34786
/2
$960,000

Sold Aug 13, 2026

2125 Kane Park Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,743 Sq Ft
- Built 1992
Last Sold Summary
- 11% Below List Price
- $350/SF
- 213 Days On Market
Current Estimated Value $968,647

Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

2125 Kane Park Way, Windermere, FL 34786
/2
$13,200,000

Sold Jun 05, 2026

9121 Tibet Pointe Cir, Windermere, FL 34786
- 6 Beds
- 11 Baths
- 11,071 Sq Ft
- Built 2006
Last Sold Summary
- 9% Below List Price
- $1,192/SF
- 5 Days On Market
Current Estimated Value $7,444,648

Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

9121 Tibet Pointe Cir, Windermere, FL 34786
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$405,000

Sold Dec 22, 2025

12838 Strode Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,748 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $232/SF
- 58 Days On Market
Current Estimated Value $411,095

Last Listing Agent Luis Leon Medina LA ROSA REALTY LLC

12838 Strode Ln, Windermere, FL 34786
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$2,600,000

Sold Aug 07, 2026

13304 Bellaria Cir, Windermere, FL 34786
- 6 Beds
- 6 Baths
- 4,920 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $528/SF
- 116 Days On Market
Current Estimated Value $2,702,221

Last Listing Agent Caroline De Castro Marcellini COMPASS FLORIDA, LLC

13304 Bellaria Cir, Windermere, FL 34786
/2
$2,100,000

Sold Jun 10, 2026

505 Jennifer Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,525 Sq Ft
- Built 1989
Last Sold Summary
- 7% Below List Price
- $596/SF
- 72 Days On Market
Current Estimated Value $2,040,862

Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

505 Jennifer Ln, Windermere, FL 34786
/2
$1,900,000

Sold Apr 23, 2026

6330 Lake Burden View Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,460 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $426/SF
- 30 Days On Market
Current Estimated Value $1,890,117

Last Listing Agent Karla Ryan WATSON REALTY CORP

6330 Lake Burden View Dr, Windermere, FL 34786
/2
$360,000

Sold Jun 22, 2026

14368 Desert Haven St Unit 4106, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
- Built 2013
Last Sold Summary
- $196/SF
- 38 Days On Market
Current Estimated Value $360,193

Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

14368 Desert Haven St Unit 4106, Windermere, FL 34786
/2
$692,000

Sold May 22, 2026

17514 Black Rail St, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,373 Sq Ft
- Built 2014
Last Sold Summary
- 13% Below List Price
- $292/SF
- 86 Days On Market
Current Estimated Value $701,057

Last Listing Agent He Gao U S GLORY REALTY

17514 Black Rail St, Windermere, FL 34786
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$3,250,000

Sold Jun 24, 2026

8340 Lake Burden Cir, Windermere, FL 34786
- 6 Beds
- 7 Baths
- 6,848 Sq Ft
- Built 2008
Last Sold Summary
- $475/SF
- 7 Days On Market
Current Estimated Value $3,263,218

Last Listing Agent Jill Davis CHARLES RUTENBERG REALTY ORLANDO

8340 Lake Burden Cir, Windermere, FL 34786
/2
$390,000

Sold Aug 25, 2025

12884 Calderdale Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $249/SF
- 26 Days On Market
Current Estimated Value $387,519

Last Listing Agent Shirley Botansky RE/MAX PRIME PROPERTIES

12884 Calderdale Ave, Windermere, FL 34786
/2
$1,085,000

Sold Dec 03, 2025

14389 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2024
Last Sold Summary
- 10% Below List Price
- $244/SF
- 10 Days On Market
Current Estimated Value $1,097,851

Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

14389 Crest Palm Ave, Windermere, FL 34786
/2
$1,800,000

Sold Aug 13, 2026

5421 Tildens Grove Blvd, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 5,922 Sq Ft
- Built 2005
Last Sold Summary
- 10% Below List Price
- $304/SF
- 75 Days On Market
Current Estimated Value $1,986,970

Last Listing Agent Mike Derenthal DERENTHAL REALTY

5421 Tildens Grove Blvd, Windermere, FL 34786
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$1,122,346

Sold Aug 28, 2025

14378 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4 Baths
- 4,222 Sq Ft
- Built 2025
Last Sold Summary
- $266/SF
- 0 Days On Market
Current Estimated Value $1,095,667

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14378 Crest Palm Ave, Windermere, FL 34786
/2
$1,400,000

Sold Jan 09, 2026

11474 Claymont Cir, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,238 Sq Ft
- Built 2001
Last Sold Summary
- 4% Above List Price
- $432/SF
- 5 Days On Market
Current Estimated Value $1,331,797

Last Listing Agent Sue Webb WATSON REALTY CORP.

11474 Claymont Cir, Windermere, FL 34786
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$849,000

Sold Jul 01, 2026

111 Main St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,272 Sq Ft
- Built 1984
Last Sold Summary
- 4% Below List Price
- $374/SF
- 12 Days On Market
Current Estimated Value $874,882

Last Listing Agent Sammy Nakhleh CENTURY 21 CARIOTI

111 Main St, Windermere, FL 34786
/2
$2,500,000

Sold Jan 05, 2026

2828 Marquesas Ct, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 6,819 Sq Ft
- Built 1989
Last Sold Summary
- 33% Below List Price
- $367/SF
- 207 Days On Market
Current Estimated Value $2,548,325

Last Listing Agent Carolyn Cook DALTON WADE INC

2828 Marquesas Ct, Windermere, FL 34786
/2
$560,000

Sold Jun 16, 2026

13430 Hopkinton Ct, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,732 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $323/SF
- 216 Days On Market
Current Estimated Value $541,354

Last Listing Agent Lynn London EXP REALTY LLC

13430 Hopkinton Ct, Windermere, FL 34786
/2
$1,395,000

Sold Jul 20, 2026

11413 Camden Park Dr, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,840 Sq Ft
- Built 2005
Last Sold Summary
- $363/SF
- 0 Days On Market
Current Estimated Value $1,296,587

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

11413 Camden Park Dr, Windermere, FL 34786
/2
$6,200,000

Sold Sep 15, 2025

11019 Bridge House Rd Unit R, Windermere, FL 34786
- 7 Beds
- 11 Baths
- 9,376 Sq Ft
- Built 2008
Last Sold Summary
- $661/SF
- 0 Days On Market
Current Estimated Value $5,984,900

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

11019 Bridge House Rd Unit R, Windermere, FL 34786
/2
$370,000

Sold Nov 06, 2025

13550 Carroway St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,471 Sq Ft
- Built 2003
Last Sold Summary
- 3% Below List Price
- $252/SF
- 26 Days On Market
Current Estimated Value $369,071

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

13550 Carroway St, Windermere, FL 34786
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$2,250,000

Sold Mar 09, 2026

409 W 2nd Ave, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,688 Sq Ft
- Built 1995
Last Sold Summary
- 15% Below List Price
- $480/SF
- 338 Days On Market
Current Estimated Value $2,225,718

Last Listing Agent Amanda Black PA UPSIDE REAL ESTATE INC

409 W 2nd Ave, Windermere, FL 34786
/2
$340,000

Sold Feb 06, 2026

12716 Langstaff Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,181 Sq Ft
- Built 2003
Last Sold Summary
- 9% Below List Price
- $288/SF
- 85 Days On Market
Current Estimated Value $331,376

Last Listing Agent Ann Wargo UPSIDE REAL ESTATE INC

12716 Langstaff Dr, Windermere, FL 34786
/2
$740,000

Sold Jan 08, 2026

11849 Cave Run Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,414 Sq Ft
- Built 2014
Last Sold Summary
- 11% Below List Price
- $217/SF
- 86 Days On Market
Current Estimated Value $737,577

Last Listing Agent Any Alves WRA BUSINESS & REAL ESTATE

11849 Cave Run Ave, Windermere, FL 34786
/2
$1,210,000

Sold May 22, 2026

13734 Lake Cawood Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 4,437 Sq Ft
- Built 2006
Last Sold Summary
- 34% Below List Price
- $273/SF
- 64 Days On Market
Current Estimated Value $1,252,026

Last Listing Agent Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

13734 Lake Cawood Dr, Windermere, FL 34786
/2
$290,000

Sold May 21, 2026

11564 Mizzon Dr Unit 202 (919), Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $250/SF
- 35 Days On Market
Current Estimated Value $289,607

Last Listing Agent Nilufer Rohleder COLDWELL BANKER REALTY

11564 Mizzon Dr Unit 202 (919), Windermere, FL 34786
/2
$704,000

Sold Sep 18, 2025

1220 Glenheather Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,695 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $261/SF
- 22 Days On Market
Current Estimated Value $720,405

Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

1220 Glenheather Dr, Windermere, FL 34786
/2
$4,475,000

Sold Mar 25, 2026

6474 Deacon Cir, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 5,853 Sq Ft
- Built 1989
Last Sold Summary
- $765/SF
Current Estimated Value $4,515,323

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

6474 Deacon Cir, Windermere, FL 34786
/2
$1,400,000

Sold Jul 09, 2026

2509 Ridgewind Way, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,844 Sq Ft
- Built 1998
Last Sold Summary
- 4% Below List Price
- $364/SF
- 30 Days On Market
Current Estimated Value $1,450,836

Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

2509 Ridgewind Way, Windermere, FL 34786
/2
$3,500,000

Sold Jun 30, 2026

12812 Jacob Grace Ct, Windermere, FL 34786
- 4 Beds
- 5.5 Baths
- 6,054 Sq Ft
- Built 2007
Last Sold Summary
- 8% Below List Price
- $578/SF
- 326 Days On Market
Current Estimated Value $3,373,184

Last Listing Agent Alireza Partovi EXP REALTY LLC

12812 Jacob Grace Ct, Windermere, FL 34786
/2
$2,460,000

Sold Dec 18, 2025

11019 Ullswater Ln, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 5,916 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $416/SF
- 23 Days On Market
Current Estimated Value $2,475,910

Last Listing Agent Ken Pozek REAL BROKER, LLC

11019 Ullswater Ln, Windermere, FL 34786
/2
$880,000

Sold Mar 16, 2026

11314 Ledgement Ln Unit 1, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,080 Sq Ft
- Built 2002
Last Sold Summary
- 7% Below List Price
- $286/SF
- 125 Days On Market
Current Estimated Value $880,873

Last Listing Agent Mark Vescio MARK SPAIN REAL ESTATE

11314 Ledgement Ln Unit 1, Windermere, FL 34786
/2
$1,330,000

Sold Jun 18, 2026

5825 Oxford Moor Blvd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 4,319 Sq Ft
- Built 2002
Last Sold Summary
- 11% Below List Price
- $308/SF
- 28 Days On Market
Current Estimated Value $1,415,049

Last Listing Agent Jeffrey Funk EXP REALTY LLC

5825 Oxford Moor Blvd, Windermere, FL 34786
/2
$965,000

Sold Mar 16, 2026

2046 Westover Reserve Blvd, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,516 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $274/SF
- 55 Days On Market
Current Estimated Value $959,986

Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

2046 Westover Reserve Blvd, Windermere, FL 34786

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