Recently Sold Windermere, FL Homes

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$580,000 Sold Aug 18, 2025

9006 Via di Canti Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 2,393 Sq Ft
- Built 2020
Last Sold Summary
- $242/SF
- 0 Days On Market
Current Estimated Value $576,933

Last Listing Agent Cindy Brads KELLER WILLIAMS CLASSIC

9006 Via di Canti Dr, Windermere, FL 34786
/2
$1,475,000 Sold Sep 11, 2025

8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 3,983 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $370/SF
- 81 Days On Market
Current Estimated Value $1,476,967

Last Listing Agent Emily Lewis LAKESIDE REALTY WINDERMERE INC

8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
/2
$900,000 Sold Jun 05, 2025

2218 Ridgewind Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,634 Sq Ft
- Built 1999
Last Sold Summary
- 10% Below List Price
- $342/SF
- 31 Days On Market
Current Estimated Value $918,783

Last Listing Agent Matt McKee COMPASS FLORIDA LLC

2218 Ridgewind Way, Windermere, FL 34786
/2
$345,000 Sold Jul 31, 2025

12359 Langstaff Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
- Built 2013
Last Sold Summary
- 10% Below List Price
- $227/SF
- 11 Days On Market
Current Estimated Value $356,510

Last Listing Agent Jing Yue INTEREALTY SERVICE

12359 Langstaff Dr, Windermere, FL 34786
/2
$530,000 Sold Jul 09, 2025

13422 Exbury Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,745 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $193/SF
- 83 Days On Market
Current Estimated Value $556,591

Last Listing Agent Carmen Vazquez REALTY TECH INC

13422 Exbury Ln, Windermere, FL 34786
/2
$455,000 Sold Jun 25, 2025

13727 Bressler Aly, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,001 Sq Ft
- Built 2019
Last Sold Summary
- 5% Below List Price
- $227/SF
- 86 Days On Market
Current Estimated Value $460,529

Last Listing Agent Nicholas Vaseloff PRIMEFIT PROPERTIES LLC

13727 Bressler Aly, Windermere, FL 34786
/2
$540,000 Sold Mar 07, 2025

11615 Snail Kite Way, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
- Built 2012
Last Sold Summary
- 2% Below List Price
- $252/SF
- 34 Days On Market
Current Estimated Value $543,158

Last Listing Agent Felipe Apude CREEGAN GROUP

11615 Snail Kite Way, Windermere, FL 34786
/2
$410,000 Sold Apr 15, 2025

14143 Ancilla Blvd, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,629 Sq Ft
- Built 2006
Last Sold Summary
- 4% Below List Price
- $252/SF
- 10 Days On Market
Current Estimated Value $409,768

Last Listing Agent Michael Didomenico, Jr DIDOMENICO REALTY GROUP

14143 Ancilla Blvd, Windermere, FL 34786
/2
$880,000 Sold Jan 28, 2025

11640 Hampstead St, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,951 Sq Ft
- Built 2016
Last Sold Summary
- 2% Below List Price
- $298/SF
- 3 Days On Market
Current Estimated Value $885,657

Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

11640 Hampstead St, Windermere, FL 34786
/2
$1,225,000 Sold Aug 03, 2025

505 Jennifer Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,259 Sq Ft
- Built 1989
Last Sold Summary
- 2% Below List Price
- $376/SF
- 0 Days On Market
Current Estimated Value $1,240,085

Last Listing Agent Ayoub Aitelhaj THE SIMON SIMAAN GROUP

505 Jennifer Ln, Windermere, FL 34786
/2
$1,390,000 Sold Feb 28, 2025

2523 Tryon Place, Windermere, FL 34786
- 5 Beds
- 6 Baths
- 4,028 Sq Ft
- Built 1994
Last Sold Summary
- 2% Below List Price
- $345/SF
- 122 Days On Market
Current Estimated Value $1,360,234

Last Listing Agent Jay Kendall KENDALL REAL ESTATE FIRM

2523 Tryon Place, Windermere, FL 34786
/2
$785,000 Sold Feb 21, 2025

6321 Clearmeadow Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,560 Sq Ft
- Built 2002
Last Sold Summary
- $307/SF
- 2 Days On Market
Current Estimated Value $840,468

Last Listing Agent Ken Pozek REAL BROKER, LLC

6321 Clearmeadow Ct, Windermere, FL 34786
/2
$490,000 Sold Sep 04, 2025

12751 Calderdale Ave, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,696 Sq Ft
- Built 2012
Last Sold Summary
- 4% Below List Price
- $289/SF
- 102 Days On Market
Current Estimated Value $486,099

Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

12751 Calderdale Ave, Windermere, FL 34786
/2
$1,137,874 Sold Mar 25, 2025

14273 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,663 Sq Ft
- Built 2024
Last Sold Summary
- 4% Above List Price
- $311/SF
- 142 Days On Market
Current Estimated Value $1,114,844

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14273 Crest Palm Ave, Windermere, FL 34786
/2
$2,160,000 Sold Jun 19, 2025

11227 Macaw Ct, Windermere, FL 34786
- 6 Beds
- 5 Baths
- 5,030 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $429/SF
- 231 Days On Market
Current Estimated Value $2,170,468

Last Listing Agent Shane Croft COLDWELL BANKER RESIDENTIAL RE

11227 Macaw Ct, Windermere, FL 34786
/2
$1,000,000 Sold Feb 24, 2025

10404 Down Lakeview Cir, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,009 Sq Ft
- Built 1984
Last Sold Summary
- 20% Below List Price
- $332/SF
- 168 Days On Market
Current Estimated Value $1,012,715

Last Listing Agent Matthew Yoder KELLER WILLIAMS ELITE PARTNERS III REALTY

10404 Down Lakeview Cir, Windermere, FL 34786
/2
$1,400,000 Sold Aug 26, 2025

13710 Lake Cawood Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 4,075 Sq Ft
- Built 2004
Last Sold Summary
- $344/SF
- 72 Days On Market
Current Estimated Value $1,370,241

Last Listing Agent Jules Carneir PREMIER SOTHEBYS INT'L REALTY

13710 Lake Cawood Dr, Windermere, FL 34786
/2
$293,000 Sold Oct 09, 2025

8256 Maritime Flag St Unit 109, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Built 2009
Last Sold Summary
- 1% Below List Price
- $252/SF
- 6 Days On Market
Last Listing Agent Helana Renfroe RED DOOR INVESTMENT GRP LLC

8256 Maritime Flag St Unit 109, Windermere, FL 34786
/2
$815,000 Sold Oct 08, 2025

13242 Orange Isle Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,062 Sq Ft
- Built 2022
Last Sold Summary
- 8% Below List Price
- $266/SF
- 140 Days On Market
Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

13242 Orange Isle Dr, Windermere, FL 34786
/2
$2,400,000 Sold Aug 20, 2025

3412 Lilas Ct, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 4,712 Sq Ft
- Built 2007
Last Sold Summary
- 6% Below List Price
- $509/SF
- 96 Days On Market
Current Estimated Value $2,375,051

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

3412 Lilas Ct, Windermere, FL 34786
/2
$655,000 Sold Sep 30, 2025

11457 Arborside Bend Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,184 Sq Ft
- Built 2002
Last Sold Summary
- 1% Above List Price
- $300/SF
- 3 Days On Market
Last Listing Agent Jeffrey Funk EXP REALTY LLC

11457 Arborside Bend Way, Windermere, FL 34786
/2
$1,250,000 Sold Apr 07, 2025

6424 Cartmel Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,211 Sq Ft
- Built 2004
Last Sold Summary
- 7% Below List Price
- $389/SF
- 6 Days On Market
Current Estimated Value $1,261,497

Last Listing Agent Jay Kendall KENDALL REAL ESTATE FIRM

6424 Cartmel Ln, Windermere, FL 34786
/2
$595,000 Sold Oct 28, 2025

11313 Via Andiamo, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,727 Sq Ft
- Built 2002
Last Sold Summary
- 10% Below List Price
- $218/SF
- 242 Days On Market
Last Listing Agent Sean Popat BUYER REBATES REALTY

11313 Via Andiamo, Windermere, FL 34786
/2
$1,075,000 Sold May 16, 2025

11359 Willow Gardens Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,968 Sq Ft
- Built 1990
Last Sold Summary
- 2% Below List Price
- $362/SF
- 45 Days On Market
Current Estimated Value $1,070,726

Last Listing Agent Steven Horner RE/MAX PRIME PROPERTIES

11359 Willow Gardens Dr, Windermere, FL 34786
/2
$384,900 Sold Dec 31, 2024

12682 Langstaff Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,338 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $288/SF
- 35 Days On Market
Current Estimated Value $376,070

Last Listing Agent Belinda Santos EXP REALTY LLC

12682 Langstaff Dr, Windermere, FL 34786
/2
$675,000 Sold Jul 01, 2025

13822 Darchance Rd, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,769 Sq Ft
- Built 2007
Last Sold Summary
- $244/SF
- 12 Days On Market
Current Estimated Value $673,558

Last Listing Agent Phillip Mariani EXP REALTY LLC

13822 Darchance Rd, Windermere, FL 34786
/2
$830,000 Sold Oct 30, 2025

1638 Whitney Isles Dr, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,151 Sq Ft
- Built 2004
Last Sold Summary
- 7% Below List Price
- $263/SF
- 136 Days On Market
Last Listing Agent Morgan Horsley THE REAL ESTATE COLLECTION LLC

1638 Whitney Isles Dr, Windermere, FL 34786
/2
$3,040,000 Sold Sep 05, 2025

2937 Butler Bay Dr N, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 5,874 Sq Ft
- Built 1990
Last Sold Summary
- 5% Below List Price
- $518/SF
- 65 Days On Market
Current Estimated Value $2,996,867

Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

2937 Butler Bay Dr N, Windermere, FL 34786
/2
$3,650,000 Sold Apr 30, 2025

904 Main St, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 6,079 Sq Ft
- Built 2003
Last Sold Summary
- 25% Below List Price
- $600/SF
- 195 Days On Market
Current Estimated Value $3,582,823

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

904 Main St, Windermere, FL 34786
/2
$485,000 Sold Dec 22, 2025

14211 Bridgewater Crossings Blvd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,749 Sq Ft
- Built 2006
Last Sold Summary
- $277/SF
- 3 Days On Market
Last Listing Agent John Berry FATHOM REALTY FL LLC

14211 Bridgewater Crossings Blvd, Windermere, FL 34786
/2
$368,500 Sold Apr 04, 2025

8253 Maritime Flag St Unit 125, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,476 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $250/SF
- 177 Days On Market
Last Listing Agent Micaela Navarra M2M REALTY

8253 Maritime Flag St Unit 125, Windermere, FL 34786
/2
$2,000,000 Sold Jul 30, 2025

10433 Trout Rd, Orlando, FL 32836
- 1 Bed
- 1 Bath
- 1,124 Sq Ft
- Built 1966
Last Sold Summary
- 11% Below List Price
- $1,779/SF
- 137 Days On Market
Current Estimated Value $1,934,349

Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

10433 Trout Rd, Orlando, FL 32836
/2
$2,250,000 Sold Oct 06, 2025

6761 Valhalla Way, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,929 Sq Ft
- Built 2005
Last Sold Summary
- 10% Below List Price
- $456/SF
- 81 Days On Market
Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

6761 Valhalla Way, Windermere, FL 34786
/2
$930,000 Sold Feb 26, 2025

2045 Woody Dr, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 2,831 Sq Ft
- Built 1973
Last Sold Summary
- 7% Below List Price
- $329/SF
- 31 Days On Market
Current Estimated Value $920,563

Last Listing Agent Carla Rivera CARLA RIVERA REALTY

2045 Woody Dr, Windermere, FL 34786
/2
$292,500 Sold Jul 29, 2025

14257 Desert Haven St Unit GE, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,512 Sq Ft
- Built 2012
Last Sold Summary
- 13% Below List Price
- $193/SF
- 131 Days On Market
Last Listing Agent Victor Barroeta MBT REALTY LLC

14257 Desert Haven St Unit GE, Windermere, FL 34786
/2
$1,407,279 Sold Mar 14, 2025

14416 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2024
Last Sold Summary
- 9% Above List Price
- $317/SF
- 0 Days On Market
Current Estimated Value $1,352,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14416 Crest Palm Ave, Windermere, FL 34786
/2
$875,000 Sold Jul 08, 2025

14038 Bluebird Park Rd, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,348 Sq Ft
- Built 2006
Last Sold Summary
- $261/SF
- 2 Days On Market
Current Estimated Value $877,811

Last Listing Agent Angela Magac THE PROPERTY STOP LLC

14038 Bluebird Park Rd, Windermere, FL 34786
/2
$320,000 Sold Apr 21, 2025

11562 Amidship Ln Unit 105, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 2006
Last Sold Summary
- 7% Below List Price
- $240/SF
- 376 Days On Market
Current Estimated Value $321,063

Last Listing Agent Jose Paradas EARTHLINK REALTY GROUP INC

11562 Amidship Ln Unit 105, Windermere, FL 34786
/2
$5,200,000 Sold Feb 24, 2025

11030 Bridge House Rd, Windermere, FL 34786
- 7 Beds
- 9 Baths
- 8,107 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $641/SF
- 4 Days On Market
Current Estimated Value $4,733,478

Last Listing Agent Nathan Alexander KELLER WILLIAMS CLASSIC

11030 Bridge House Rd, Windermere, FL 34786
/2
$2,870,000 Sold Jul 08, 2025

11261 Macaw Ct, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 5,649 Sq Ft
- Built 2003
Last Sold Summary
- 18% Below List Price
- $508/SF
- 314 Days On Market
Current Estimated Value $2,830,593

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

11261 Macaw Ct, Windermere, FL 34786

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