Recently Sold Windermere, FL Homes

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  $425,000 Sold Jan 29, 2026

  7545 Ripplepointe Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $262/SF
  • 5 Days On Market

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  7545 Ripplepointe Way, Windermere, FL 34786
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  $770,000 Sold Jan 30, 2026

  13327 Fernow St, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 3,600 Sq Ft
  • Built 2007

  Last Sold Summary

  • 9% Below List Price
  • $214/SF
  • 50 Days On Market

  Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  13327 Fernow St, Windermere, FL 34786
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  $845,000 Sold May 15, 2025

  6244 Little Lake Sawyer Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $256/SF
  • 42 Days On Market

  Current Estimated Value $841,796

  Last Listing Agent Michael Spina INDEPENDENCE REALTY LLC

  6244 Little Lake Sawyer Dr, Windermere, FL 34786
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  $1,175,000 Sold Jul 10, 2025

  11335 Winston Willow Ct, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 2,885 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $407/SF
  • 10 Days On Market

  Current Estimated Value $1,153,063

  Last Listing Agent Valerie Winch REALTY HUB

  11335 Winston Willow Ct, Windermere, FL 34786
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  $2,500,000 Sold Sep 24, 2025

  5138 Fairway Oaks Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,330 Sq Ft
  • Built 1994

  Last Sold Summary

  • 22% Below List Price
  • $577/SF
  • 169 Days On Market

  Current Estimated Value $2,536,214

  Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

  5138 Fairway Oaks Dr, Windermere, FL 34786
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  $1,133,431 Sold Jul 02, 2025

  14415 Crest Palm Ave, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,764 Sq Ft
  • Built 2025

  Last Sold Summary

  • $301/SF
  • 0 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14415 Crest Palm Ave, Windermere, FL 34786
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  $812,000 Sold Jul 25, 2025

  8330 Vivaro Isle Way, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,465 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $234/SF
  • 112 Days On Market

  Current Estimated Value $694,644

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  8330 Vivaro Isle Way, Windermere, FL 34786
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  $1,040,000 Sold Mar 19, 2025

  14243 Crest Palm Ave, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,550 Sq Ft
  • Built 2025

  Last Sold Summary

  • $293/SF

  Current Estimated Value $1,051,001

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

  14243 Crest Palm Ave, Windermere, FL 34786
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  $655,000 Sold Apr 29, 2025

  7343 Derexa Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,612 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $251/SF
  • 77 Days On Market

  Current Estimated Value $646,999

  Last Listing Agent Phillip Mariani EXP REALTY LLC

  7343 Derexa Dr, Windermere, FL 34786
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  $986,000 Sold Oct 10, 2025

  6905 Cucamelon Ct, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,232 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $305/SF
  • 61 Days On Market

  Current Estimated Value $963,044

  Last Listing Agent Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

  6905 Cucamelon Ct, Windermere, FL 34786
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  $1,400,000 Sold Jul 17, 2025

  3326 Butler Bay Dr N, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,650 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Below List Price
  • $384/SF
  • 43 Days On Market

  Current Estimated Value $1,420,559

  Last Listing Agent Marc Holland BOARDWALK REALTY, LLC

  3326 Butler Bay Dr N, Windermere, FL 34786
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  $435,000 Sold Jun 06, 2025

  13330 Abuela Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,663 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $262/SF
  • 174 Days On Market

  Current Estimated Value $437,520

  Last Listing Agent Paul Richards CORCORAN PREMIER REALTY

  13330 Abuela Aly, Windermere, FL 34786
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  $1,450,000 Sold Jun 20, 2025

  5950 Blakeford Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,996 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Below List Price
  • $484/SF
  • 11 Days On Market

  Current Estimated Value $1,449,297

  Last Listing Agent Jared Jones REVEL REALTY LLC

  5950 Blakeford Dr, Windermere, FL 34786
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  $432,500 Sold Oct 30, 2025

  8942 Matriarca Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,686 Sq Ft
  • Built 2020

  Last Sold Summary

  • 6% Below List Price
  • $257/SF
  • 38 Days On Market

  Current Estimated Value $436,283

  Last Listing Agent Alexandra Lattuf ANCHOR REAL ESTATE

  8942 Matriarca Aly, Windermere, FL 34786
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  $1,510,000 Sold Jul 10, 2025

  6241 Blakeford Dr, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,556 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Below List Price
  • $425/SF
  • 114 Days On Market

  Current Estimated Value $1,515,229

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  6241 Blakeford Dr, Windermere, FL 34786
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  $2,800,000 Sold Mar 26, 2025

  9632 Weatherstone Ct, Windermere, FL 34786

  • 5 Beds
  • 8 Baths
  • 7,239 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Below List Price
  • $387/SF
  • 18 Days On Market

  Current Estimated Value $2,701,323

  Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

  9632 Weatherstone Ct, Windermere, FL 34786
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  $1,004,000 Sold Jun 09, 2025

  1912 Westover Reserve Blvd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,937 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $255/SF
  • 11 Days On Market

  Current Estimated Value $1,025,948

  Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

  1912 Westover Reserve Blvd, Windermere, FL 34786
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  $1,600,000 Sold May 31, 2025

  3414 Cocard Ct, Windermere, FL 34786

  • 6 Beds
  • 5 Baths
  • 6,098 Sq Ft
  • Built 1998

  Last Sold Summary

  • 16% Below List Price
  • $262/SF
  • 58 Days On Market

  Current Estimated Value $1,797,819

  Last Listing Agent Zoheb Sajan RUSSU REALTY & ASSOCIATES PA

  3414 Cocard Ct, Windermere, FL 34786
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  $840,000 Sold Jun 30, 2025

  9036 Arbors Edge Trail, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,835 Sq Ft
  • Built 2017

  Last Sold Summary

  • 16% Below List Price
  • $296/SF
  • 168 Days On Market

  Current Estimated Value $830,404

  Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC

  9036 Arbors Edge Trail, Windermere, FL 34786
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  $470,000 Sold Nov 03, 2025

  6864 Helmsley Cir, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $292/SF
  • 18 Days On Market

  Current Estimated Value $474,119

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

  6864 Helmsley Cir, Windermere, FL 34786
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  $1,350,000 Sold Apr 18, 2025

  Unlisted Address

  • 4 Beds
  • 4.5 Baths
  • 3,785 Sq Ft
  • Built 2005

  Last Sold Summary

  • $357/SF

  Current Estimated Value $1,372,719

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

  Unlisted Address
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  $670,000 Sold May 30, 2025

  8272 Procida Isle Ln, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 2,224 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $301/SF
  • 3 Days On Market

  Current Estimated Value $676,459

  Last Listing Agent Oscar Brea LA ROSA RTY WINTER GARDEN LLC

  8272 Procida Isle Ln, Windermere, FL 34786
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  $1,131,350 Sold Mar 03, 2025

  1548 Lake Rhea Dr, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,413 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $331/SF
  • 83 Days On Market

  Current Estimated Value $1,137,084

  Last Listing Agent Joshua Torres LIFESTYLE INTERNATIONAL REALTY

  1548 Lake Rhea Dr, Windermere, FL 34786
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  $797,000 Sold Oct 17, 2025

  1932 Reed Hill Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,867 Sq Ft
  • Built 2002

  Last Sold Summary

  • 10% Below List Price
  • $278/SF
  • 101 Days On Market

  Current Estimated Value $805,486

  Last Listing Agent Michael blank FL PRO BROKERS LLC

  1932 Reed Hill Dr, Windermere, FL 34786
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  $1,280,000 Sold May 15, 2025

  13628 Lake Cawood Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,505 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Below List Price
  • $284/SF
  • 1 Day On Market

  Current Estimated Value $1,325,021

  Last Listing Agent Hector Leon LPT REALTY, LLC

  13628 Lake Cawood Dr, Windermere, FL 34786
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  $465,000 Sold Jan 31, 2026

  10750 Reams Rd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft
  • Built 2015

  Last Sold Summary

  • 14% Below List Price
  • $255/SF
  • 165 Days On Market

  Last Listing Agent Robert Larkan THE AGENCY FL

  10750 Reams Rd, Windermere, FL 34786
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  $505,000 Sold Apr 18, 2025

  13832 Summerport Trail Loop, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,245 Sq Ft
  • Built 2016

  Last Sold Summary

  • 9% Below List Price
  • $225/SF
  • 91 Days On Market

  Current Estimated Value $545,540

  Last Listing Agent Patricia Schraiber DENIZ REALTY PARTNERS LLC

  13832 Summerport Trail Loop, Windermere, FL 34786
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  $1,225,000 Sold Jun 30, 2025

  9138 Pinnacle Cir, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,808 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Below List Price
  • $322/SF
  • 7 Days On Market

  Current Estimated Value $1,287,140

  Last Listing Agent Frank Del Toro REVEL REALTY LLC

  9138 Pinnacle Cir, Windermere, FL 34786
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  $1,200,000 Sold Nov 06, 2025

  2938 Sunbittern Ct, Lake Butler, FL 34786

  • Land
  • 2.91 Acres
  • $412,371 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 177 Days On Market

  Current Estimated Value $1,184,851

  Last Listing Agent Bobby Baldor EXP REALTY LLC

  2938 Sunbittern Ct, Lake Butler, FL 34786
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  $290,000 Sold Jul 28, 2025

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Below List Price
  • $218/SF
  • 147 Days On Market

  Current Estimated Value $296,184

  Last Listing Agent Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786
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  $390,000 Sold Apr 18, 2025

  7426 Bentonshire Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,428 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Above List Price
  • $273/SF
  • 118 Days On Market

  Current Estimated Value $380,884

  Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC

  7426 Bentonshire Ave, Windermere, FL 34786
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  $1,220,000 Sold Apr 28, 2025

  1403 Lake Whitney Dr, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 4,041 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $302/SF
  • 14 Days On Market

  Current Estimated Value $1,247,210

  Last Listing Agent Peter Dang ALLIANCE REAL ESTATE GROUP

  1403 Lake Whitney Dr, Windermere, FL 34786
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  $680,000 Sold May 23, 2025

  9107 Reflection Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,390 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $285/SF
  • 120 Days On Market

  Current Estimated Value $683,615

  Last Listing Agent Rodolfo Renwick WEALTHY REALTY, LLC

  9107 Reflection Pointe Dr, Windermere, FL 34786
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  $850,000 Sold Aug 15, 2025

  0 Gladys Garden Ct, Windermere, FL 34786

  • Land
  • 0.26 Acre
  • $3,269,231 per Acre

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Wayne Sheffield ISLEWORTH REALTY LLC

  0 Gladys Garden Ct, Windermere, FL 34786
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  $925,000 Sold Dec 30, 2025

  1451 Whitney Isles Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,938 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $235/SF
  • 102 Days On Market

  Last Listing Agent Odel Ximinies COLDWELL BANKER RESIDENTIAL RE

  1451 Whitney Isles Dr, Windermere, FL 34786
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  $1,870,000 Sold Sep 02, 2025

  6149 Blakeford Dr, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 4,351 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $430/SF
  • 20 Days On Market

  Current Estimated Value $1,873,533

  Last Listing Agent Brynn Munro CORCORAN PREMIER REALTY

  6149 Blakeford Dr, Windermere, FL 34786
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  $915,000 Sold Apr 08, 2025

  12435 Montalcino Cir, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 2,345 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $390/SF
  • 50 Days On Market

  Current Estimated Value $922,447

  Last Listing Agent Mike Borah COLDWELL BANKER REALTY

  12435 Montalcino Cir, Windermere, FL 34786
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  $875,000 Sold May 28, 2025

  11733 Delwick Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,963 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $295/SF
  • 3 Days On Market

  Current Estimated Value $883,511

  Last Listing Agent Brigitte Elzarki COLDWELL BANKER REALTY

  11733 Delwick Dr, Windermere, FL 34786
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  $1,099,995 Sold Oct 24, 2025

  9439 Westover Club Cir, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,445 Sq Ft
  • Built 2001

  Last Sold Summary

  • $247/SF
  • 9 Days On Market

  Current Estimated Value $1,104,177

  Last Listing Agent Sean Popat BUYER REBATES REALTY

  9439 Westover Club Cir, Windermere, FL 34786
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  $670,000 Sold Apr 04, 2025

  8544 Greenbank Blvd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,610 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $257/SF
  • 136 Days On Market

  Current Estimated Value $678,607

  Last Listing Agent Shannon Musgrave COLDWELL BANKER RESIDENTIAL RE

  8544 Greenbank Blvd, Windermere, FL 34786

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