Recently Sold Windermere, FL Homes

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  $1,200,000

  Sold Jul 01, 2026

  2127 Lilypad Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,349 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $358/SF
  • 13 Days On Market

  Current Estimated Value $1,221,340

  Last Listing Agent Angela Jaspon UNITED REAL ESTATE PREFERRED

  2127 Lilypad Ln, Windermere, FL 34786
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  /2

  $9,000,000

  Sold Oct 06, 2025

  9832 Laurel Valley Dr, Windermere, FL 34786

  • 6 Beds
  • 10 Baths
  • 11,100 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $811/SF
  • 0 Days On Market

  Current Estimated Value $8,792,066

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  9832 Laurel Valley Dr, Windermere, FL 34786
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  /2

  $390,000

  Sold Apr 30, 2026

  12879 Emersondale Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $249/SF
  • 37 Days On Market

  Current Estimated Value $390,069

  Last Listing Agent Kyle Li UNIONE REALTY INC

  12879 Emersondale Ave, Windermere, FL 34786
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  $2,350,000

  Sold Oct 21, 2025

  10121 Lone Tree Ln, Orlando, FL 32836

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $1,001/SF
  • 0 Days On Market

  Current Estimated Value $2,397,870

  Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

  10121 Lone Tree Ln, Orlando, FL 32836
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  /2

  $1,700,000

  Sold Oct 10, 2025

  830 Oakdale St, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,670 Sq Ft
  • Built 2019

  Last Sold Summary

  • 13% Below List Price
  • $463/SF
  • 320 Days On Market

  Current Estimated Value $1,764,274

  Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

  830 Oakdale St, Windermere, FL 34786
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  /2

  $716,000

  Sold Mar 31, 2026

  13912 Darchance Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,699 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 5 Days On Market

  Current Estimated Value $706,060

  Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

  13912 Darchance Rd, Windermere, FL 34786
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  /2

  $1,710,000

  Sold Jan 16, 2026

  7417 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 5,006 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Above List Price
  • $342/SF
  • 80 Days On Market

  Current Estimated Value $1,789,630

  Last Listing Agent Dan Palmer TEAM DONOVAN

  7417 Lake Albert Dr, Windermere, FL 34786
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  /2

  $799,000

  Sold May 21, 2026

  5427 Nagami Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,493 Sq Ft
  • Built 2005

  Last Sold Summary

  • $229/SF
  • 6 Days On Market

  Current Estimated Value $795,466

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

  5427 Nagami Dr, Windermere, FL 34786
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  /2

  $710,000

  Sold Nov 25, 2025

  9631 Hollyglen Place, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,854 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 14 Days On Market

  Current Estimated Value $743,694

  Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

  9631 Hollyglen Place, Windermere, FL 34786
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  /2

  $573,350

  Sold Apr 17, 2026

  9056 Woodbreeze Blvd, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $278/SF
  • 2 Days On Market

  Current Estimated Value $571,488

  Last Listing Agent Ryan Solberg MAXLIFE REALTY LLC

  9056 Woodbreeze Blvd, Windermere, FL 34786
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  /2

  $435,000

  Sold Jan 01, 2026

  13775 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $217/SF
  • 84 Days On Market

  Current Estimated Value $440,727

  Last Listing Agent Sonia Frederick BAHIA INTERNATIONAL REALTY

  13775 Bressler Aly, Windermere, FL 34786
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  /2

  $900,000

  Sold Jun 02, 2026

  4 Chase Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft
  • Built 1971

  Last Sold Summary

  • $377/SF
  • 62 Days On Market

  Current Estimated Value $868,040

  Last Listing Agent Matthew Hughes REAL BROKER, LLC

  4 Chase Rd, Windermere, FL 34786
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  /2

  $835,000

  Sold Jul 03, 2025

  2538 Carter Grove Cir, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,523 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $331/SF
  • 8 Days On Market

  Current Estimated Value $847,586

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  2538 Carter Grove Cir, Windermere, FL 34786
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  $1,375,000

  Sold Jun 12, 2026

  2635 Tryon Place, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,027 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $341/SF
  • 7 Days On Market

  Current Estimated Value $1,337,487

  Last Listing Agent Nipul Shah REIKI REALTY LLC

  2635 Tryon Place, Windermere, FL 34786
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  /2

  $444,980

  Sold May 15, 2026

  13369 Gorgona Isle Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 92 Days On Market

  Current Estimated Value $445,143

  Last Listing Agent Wendy Fischer PREMIER SOTHEBYS INT'L REALTY

  13369 Gorgona Isle Dr, Windermere, FL 34786
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  $590,000

  Sold Feb 24, 2026

  4533 River Gem Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $245/SF
  • 49 Days On Market

  Current Estimated Value $590,809

  Last Listing Agent George Stringer COLDWELL BANKER REALTY

  4533 River Gem Ave, Windermere, FL 34786
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  $292,000

  Sold Oct 03, 2025

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $201/SF
  • 348 Days On Market

  Current Estimated Value $301,441

  Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
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  $490,000

  Sold May 11, 2026

  6310 Golden Dewdrop Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft
  • Built 2012

  Last Sold Summary

  • 7% Below List Price
  • $248/SF
  • 107 Days On Market

  Current Estimated Value $487,562

  Last Listing Agent Mengshi Lu JOY ESTATE ENTERPRISE INC

  6310 Golden Dewdrop Trail, Windermere, FL 34786
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  $812,000

  Sold Apr 20, 2026

  2641 Hempel Ave, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $338/SF
  • 11 Days On Market

  Current Estimated Value $809,021

  Last Listing Agent Frank Mediavilla KNIGHTS REALTY

  2641 Hempel Ave, Windermere, FL 34786
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  $512,200

  Sold May 12, 2026

  5130 Sun Palm Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $297/SF
  • 4 Days On Market

  Current Estimated Value $521,145

  Last Listing Agent Elle Walters JASON MITCHELL REAL ESTATE FLO

  5130 Sun Palm Dr, Windermere, FL 34786
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  $1,290,000

  Sold Oct 24, 2025

  13527 Lake Cawood Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,379 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Above List Price
  • $382/SF
  • 6 Days On Market

  Current Estimated Value $1,274,130

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  13527 Lake Cawood Dr, Windermere, FL 34786
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  /2

  $11,500,000

  Sold May 15, 2026

  5525 Isleworth Country Club Dr, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 9,511 Sq Ft
  • Built 1999

  Last Sold Summary

  • 19% Below List Price
  • $1,209/SF
  • 333 Days On Market

  Current Estimated Value $4,330,324

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5525 Isleworth Country Club Dr, Windermere, FL 34786
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  /2

  $1,460,000

  Sold Jul 07, 2025

  11521 Camden Park Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,483 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $419/SF
  • 54 Days On Market

  Current Estimated Value $1,413,378

  Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  11521 Camden Park Dr, Windermere, FL 34786
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  $430,000

  Sold Feb 06, 2026

  7411 Ripplepointe Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $221/SF
  • 55 Days On Market

  Current Estimated Value $429,879

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

  7411 Ripplepointe Way, Windermere, FL 34786
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  /2

  $1,550,000

  Sold Jun 11, 2026

  6001 Caymus Loop, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,520 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $440/SF
  • 7 Days On Market

  Current Estimated Value $1,391,686

  Last Listing Agent Stella Freeman QUATTRO R E SOLUTIONS LLC

  6001 Caymus Loop, Windermere, FL 34786
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  /2

  $1,450,000

  Sold Aug 18, 2025

  11402 Camden Loop Way, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,880 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $374/SF
  • 60 Days On Market

  Current Estimated Value $1,436,727

  Last Listing Agent Brian Hyser THE AGENCY FL

  11402 Camden Loop Way, Windermere, FL 34786
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  /2

  $1,540,000

  Sold May 08, 2026

  8438 Tibet Butler Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,464 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $445/SF
  • 33 Days On Market

  Current Estimated Value $1,569,808

  Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

  8438 Tibet Butler Dr, Windermere, FL 34786
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  /2

  $285,000

  Sold Sep 19, 2025

  8277 Maritime Flag St Unit 205, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $196/SF
  • 39 Days On Market

  Current Estimated Value $296,733

  Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

  8277 Maritime Flag St Unit 205, Windermere, FL 34786
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  /2

  $530,000

  Sold Aug 15, 2025

  12868 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $215/SF
  • 39 Days On Market

  Current Estimated Value $540,489

  Last Listing Agent Victor Nawrocki VISION HOME REAL ESTATE, LLC

  12868 Holdenbury Ln, Windermere, FL 34786
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  /2

  $455,000

  Sold Jun 29, 2026

  13733 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,002 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $227/SF
  • 93 Days On Market

  Current Estimated Value $455,837

  Last Listing Agent Robert Welker, III CORCORAN PREMIER REALTY

  13733 Bressler Aly, Windermere, FL 34786
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  /2

  $375,000

  Sold Apr 27, 2026

  12683 Langstaff Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,428 Sq Ft
  • Built 2003

  Last Sold Summary

  • $263/SF
  • 3 Days On Market

  Current Estimated Value $370,058

  Last Listing Agent Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES

  12683 Langstaff Dr, Windermere, FL 34786
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  /2

  $580,000

  Sold Sep 22, 2025

  12867 Penshurst Ln, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 3 Days On Market

  Current Estimated Value $585,342

  Last Listing Agent Stefany Marcelino RE/MAX INNOVATION

  12867 Penshurst Ln, Windermere, FL 34786
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  /2

  $1,050,000

  Sold May 21, 2026

  316 E 5th Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,412 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $435/SF
  • 22 Days On Market

  Current Estimated Value $1,074,637

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  316 E 5th Ave, Windermere, FL 34786
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  /2

  $1,400,000

  Sold Apr 08, 2026

  6023 Blakeford Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 3,013 Sq Ft
  • Built 1999

  Last Sold Summary

  • 8% Below List Price
  • $465/SF
  • 9 Days On Market

  Current Estimated Value $1,403,806

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  6023 Blakeford Dr, Windermere, FL 34786
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  /2

  $600,000

  Sold Jul 09, 2025

  5063 Carillon Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2004

  Last Sold Summary

  • $249/SF
  • 7 Days On Market

  Current Estimated Value $598,718

  Last Listing Agent Jared Dunn LIVE MVRK LLC

  5063 Carillon Ln, Windermere, FL 34786
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  /2

  $820,000

  Sold Mar 06, 2026

  416 Magnolia St, Windermere, FL 34786

  • 2 Beds
  • 1.5 Baths
  • 2,115 Sq Ft
  • Built 1915

  Last Sold Summary

  • 7% Below List Price
  • $388/SF
  • 74 Days On Market

  Current Estimated Value $829,735

  Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

  416 Magnolia St, Windermere, FL 34786
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  /2

  $685,000

  Sold May 20, 2026

  13243 Charfield St, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,794 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $245/SF
  • 6 Days On Market

  Current Estimated Value $695,668

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  13243 Charfield St, Windermere, FL 34786
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  $1,650,000

  Sold Sep 29, 2025

  4108 Downeast Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,150 Sq Ft
  • Built 1979

  Last Sold Summary

  • 50% Below List Price
  • $524/SF
  • 208 Days On Market

  Current Estimated Value $1,636,348

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  4108 Downeast Ln, Windermere, FL 34786
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  $655,000

  Sold Apr 16, 2026

  9426 Palm Tree Dr, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $317/SF
  • 54 Days On Market

  Current Estimated Value $648,542

  Last Listing Agent Richard Alpizar IVRE ORLANDO

  9426 Palm Tree Dr, Windermere, FL 34786
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  /2

  $1,030,000

  Sold Apr 27, 2026

  6569 Crestmont Glen Ln, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Above List Price
  • $334/SF
  • 2 Days On Market

  Current Estimated Value $987,270

  Last Listing Agent Kim Gilbert THE AGENCY FL

  6569 Crestmont Glen Ln, Windermere, FL 34786

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