Recently Sold Windermere, FL Homes

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  $545,000

  Sold Apr 27, 2026

  7885 Berkshire Oak Aly, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $246/SF
  • 64 Days On Market

  Current Estimated Value $548,651

  Last Listing Agent Rui Gao U S GLORY REALTY

  7885 Berkshire Oak Aly, Windermere, FL 34786
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  /2

  $680,000

  Sold Jan 20, 2026

  3241 Downs Cove Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,095 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $325/SF
  • 192 Days On Market

  Current Estimated Value $689,120

  Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  3241 Downs Cove Rd, Windermere, FL 34786
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  /2

  $498,000

  Sold Dec 29, 2025

  12621 Salomon Cove Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft
  • Built 2018

  Last Sold Summary

  • 15% Below List Price
  • $191/SF
  • 125 Days On Market

  Current Estimated Value $530,262

  Last Listing Agent Jun Zhou MAGICMIND REALTY LLC

  12621 Salomon Cove Dr, Windermere, FL 34786
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  /2

  $328,490

  Sold Jun 08, 2026

  8256 Maritime Flag St Unit 103| 1710, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $228/SF
  • 8 Days On Market

  Last Listing Agent Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

  8256 Maritime Flag St Unit 103| 1710, Windermere, FL 34786
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  /2

  $1,750,000

  Sold Sep 04, 2025

  5137 Tildens Grove Blvd, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 5,284 Sq Ft
  • Built 2004

  Last Sold Summary

  • $331/SF
  • 2 Days On Market

  Current Estimated Value $1,754,460

  Last Listing Agent Laura Senzamici ENGEL & VOELKERS LAKELAND

  5137 Tildens Grove Blvd, Windermere, FL 34786
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  /2

  $393,000

  Sold Mar 12, 2026

  7712 Moser Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 26 Days On Market

  Current Estimated Value $391,575

  Last Listing Agent Stacey Siciliano DOUGLAS ELLIMAN

  7712 Moser Ave, Windermere, FL 34786
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  /2

  $2,400,000

  Sold Sep 05, 2025

  800 W 2nd Ave, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,111 Sq Ft
  • Built 1993

  Last Sold Summary

  • 48% Below List Price
  • $470/SF
  • 708 Days On Market

  Current Estimated Value $3,004,667

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  800 W 2nd Ave, Windermere, FL 34786
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  /2

  $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 $580,414

  Last Listing Agent Cindy Brads COLDWELL BANKER REALTY

  9006 Via di Canti Dr, Windermere, FL 34786
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  /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 $1,477,957

  Last Listing Agent Emily Lewis LAKESIDE REALTY WINDERMERE INC

  8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
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  /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 $354,386

  Last Listing Agent Jing Yue INTEREALTY SERVICE

  12359 Langstaff Dr, Windermere, FL 34786
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  /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 $566,871

  Last Listing Agent Carmen Vazquez REALTY TECH INC

  13422 Exbury Ln, Windermere, FL 34786
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  $402,000

  Sold Dec 30, 2025

  7628 Billingham St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $272/SF
  • 87 Days On Market

  Current Estimated Value $401,626

  Last Listing Agent Nelia Perez Urdaneta MY REALTY GROUP, LLC.

  7628 Billingham St, Windermere, FL 34786
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  $580,000

  Sold Apr 15, 2026

  12980 Holdenbury Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $232/SF
  • 5 Days On Market

  Current Estimated Value $583,295

  Last Listing Agent Jared Dunn LIVE MVRK LLC

  12980 Holdenbury Ln, Windermere, FL 34786
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  /2

  $1,975,000

  Sold Jun 08, 2026

  3413 Lilas Ct, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 5,084 Sq Ft
  • Built 1996

  Last Sold Summary

  • $388/SF
  • 0 Days On Market

  Current Estimated Value $2,315,658

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  3413 Lilas Ct, Windermere, FL 34786
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  /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 $2,144,363

  Last Listing Agent Ayoub Aitelhaj ATLIS REALTY GROUP LLC

  505 Jennifer Ln, Windermere, FL 34786
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  /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 $494,353

  Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

  12751 Calderdale Ave, Windermere, FL 34786
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  $1,750,000

  Sold Jun 23, 2026

  84 Oakdale St, Windermere, FL 34786

  • 4 Beds
  • 6 Baths
  • 3,519 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $497/SF
  • 126 Days On Market

  Current Estimated Value $1,763,840

  Last Listing Agent Carolina Dumit CORCORAN PREMIER REALTY

  84 Oakdale St, Windermere, FL 34786
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  $1,058,989

  Sold Jul 01, 2026

  14347 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,138 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 5% Below List Price
  • $337/SF
  • 12 Days On Market

  Current Estimated Value $1,102,000

  Dream Finders Homes Palms at Windermere

  14347 Crest Palm Ave, Windermere, FL 34786
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  /2

  $352,500

  Sold Apr 30, 2026

  5317 Keenes Pheasant Dr, Windermere, FL 34786

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $305/SF
  • 6 Days On Market

  Current Estimated Value $352,899

  Last Listing Agent Matthew Gordon COLDWELL BANKER REALTY

  5317 Keenes Pheasant Dr, Windermere, FL 34786
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  $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 $1,376,169

  Last Listing Agent Jules Carneir PREMIER SOTHEBYS INT'L REALTY

  13710 Lake Cawood Dr, Windermere, FL 34786
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  /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

  Current Estimated Value $292,907

  Last Listing Agent Helana Renfroe RED DOOR INVESTMENT GRP LLC

  8256 Maritime Flag St Unit 109, Windermere, FL 34786
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  /2

  $630,000

  Sold Apr 24, 2026

  12989 Westside Village Loop, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,665 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $236/SF
  • 4 Days On Market

  Current Estimated Value $635,678

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12989 Westside Village Loop, Windermere, FL 34786
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  /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

  Current Estimated Value $816,106

  Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  13242 Orange Isle Dr, Windermere, FL 34786
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  /2

  $2,175,000

  Sold Jun 18, 2026

  606 E 6th Ave, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,471 Sq Ft
  • Built 2016

  Last Sold Summary

  • 7% Below List Price
  • $486/SF
  • 54 Days On Market

  Current Estimated Value $2,303,046

  Last Listing Agent Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

  606 E 6th Ave, Windermere, FL 34786
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  /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 $2,342,760

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  3412 Lilas Ct, Windermere, FL 34786
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  /2

  $1,290,376

  Sold Feb 27, 2026

  14201 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • Built 2025

  Last Sold Summary

  • 15% Above List Price
  • $416/SF
  • 0 Days On Market

  Current Estimated Value $1,232,000

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14201 Crest Palm Ave, Windermere, FL 34786
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  /2

  $5,000,000

  Sold Mar 12, 2026

  9733 Carillon Park Dr, Windermere, FL 34786

  • 5 Beds
  • 6.5 Baths
  • 7,600 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $658/SF
  • 84 Days On Market

  Current Estimated Value $4,715,672

  Last Listing Agent Emily Lewis LAKESIDE REALTY WINDERMERE INC

  9733 Carillon Park Dr, Windermere, FL 34786
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  /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

  Current Estimated Value $665,254

  Last Listing Agent Jeffrey Funk EXP REALTY LLC

  11457 Arborside Bend Way, Windermere, FL 34786
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  /2

  $350,000

  Sold Mar 23, 2026

  12335 Cruxbury Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,510 Sq Ft
  • Built 2006

  Last Sold Summary

  • 12% Below List Price
  • $232/SF
  • 259 Days On Market

  Current Estimated Value $353,953

  Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  12335 Cruxbury Dr, Windermere, FL 34786
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  /2

  $495,000

  Sold Jan 15, 2026

  12142 Canyon Sun Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft
  • Built 2015

  Last Sold Summary

  • 5% Below List Price
  • $244/SF
  • 29 Days On Market

  Current Estimated Value $497,660

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

  12142 Canyon Sun Trail, Windermere, FL 34786
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  /2

  $1,035,000

  Sold Feb 03, 2026

  11738 Camden Park Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,635 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $393/SF
  • 15 Days On Market

  Current Estimated Value $1,043,175

  Last Listing Agent Sherri Palmer EXP REALTY LLC

  11738 Camden Park Dr, Windermere, FL 34786
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  /2

  $420,000

  Sold Mar 16, 2026

  11209 Grander Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,893 Sq Ft
  • Built 2013

  Last Sold Summary

  • 4% Below List Price
  • $222/SF
  • 41 Days On Market

  Current Estimated Value $422,944

  Last Listing Agent Marti Purdy MARTI PURDY PROPERTIES INC

  11209 Grander Dr, Windermere, FL 34786
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  /2

  $515,000

  Sold Mar 03, 2026

  11322 Rapallo Ln, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,159 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $239/SF
  • 207 Days On Market

  Current Estimated Value $526,908

  Last Listing Agent John Callahan REDFIN CORPORATION

  11322 Rapallo Ln, Windermere, FL 34786
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  /2

  $4,898,000

  Sold Jul 02, 2026

  6117 Louise Cove Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 5,752 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Below List Price
  • $852/SF
  • 132 Days On Market

  Current Estimated Value $5,018,444

  Last Listing Agent Sarah Longwell ISLEWORTH REALTY LLC

  6117 Louise Cove Dr, Windermere, FL 34786
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  /2

  $1,395,000

  Sold Jun 30, 2026

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747

  • 5 Beds
  • 5.5 Baths
  • 3,837 Sq Ft
  • Built 2018

  Last Sold Summary

  • 20% Below List Price
  • $364/SF
  • 321 Days On Market

  Current Estimated Value $1,564,045

  Last Listing Agent Penny Stokes Hilton TOP VILLAS REALTY LLC

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747
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  /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

  Current Estimated Value $620,671

  Last Listing Agent Sean Popat BUYER REBATES REALTY

  11313 Via Andiamo, Windermere, FL 34786
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  /2

  $945,000

  Sold Jun 30, 2026

  11866 Camden Park Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,337 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $283/SF
  • 83 Days On Market

  Current Estimated Value $970,202

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  11866 Camden Park Dr, Windermere, FL 34786
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  /2

  $705,000

  Sold Apr 22, 2026

  13240 Roskin Ln, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,108 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $227/SF
  • 19 Days On Market

  Current Estimated Value $705,837

  Last Listing Agent Juan Martinez Cortes HOMESMART

  13240 Roskin Ln, Windermere, FL 34786
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  /2

  $3,000,000

  Sold Jun 29, 2026

  9940 Grosvenor Pointe Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,071 Sq Ft
  • Built 2014

  Last Sold Summary

  • 6% Below List Price
  • $592/SF
  • 81 Days On Market

  Current Estimated Value $3,046,416

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  9940 Grosvenor Pointe Cir, Windermere, FL 34786
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  /2

  $399,000

  Sold Jun 10, 2026

  14155 Ancilla Blvd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,629 Sq Ft
  • Built 2006

  Last Sold Summary

  • $245/SF
  • 0 Days On Market

  Current Estimated Value $395,471

  Last Listing Agent Maritza Saint Hilaire COMPASS FLORIDA LLC

  14155 Ancilla Blvd, Windermere, FL 34786

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