Recently Sold Windermere, FL Homes

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  $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 $8,655,081

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  9832 Laurel Valley Dr, Windermere, FL 34786
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  $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 $393,469

  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 $2,365,234

  Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

  10121 Lone Tree Ln, Orlando, FL 32836
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  $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 $1,721,874

  Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

  830 Oakdale St, Windermere, FL 34786
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  $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 $699,745

  Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

  13912 Darchance Rd, Windermere, FL 34786
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  $387,000 Sold May 15, 2025

  8612 Brookvale Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,516 Sq Ft
  • Built 2013

  Last Sold Summary

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

  Current Estimated Value $378,808

  Last Listing Agent Rafael Fernandez AGENT TRUST REALTY CORPORATION

  8612 Brookvale Dr, Windermere, FL 34786
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  $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 $1,704,460

  Last Listing Agent Dan Palmer TEAM DONOVAN

  7417 Lake Albert Dr, Windermere, FL 34786
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  $355,000 Sold Jun 13, 2025

  8933 Newmarket Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,336 Sq Ft
  • Built 2006

  Last Sold Summary

  • 10% Below List Price
  • $266/SF
  • 74 Days On Market

  Current Estimated Value $346,917

  Last Listing Agent Jenna Palmero COLDWELL BANKER REALTY

  8933 Newmarket Dr, Windermere, FL 34786
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  $3,315,000 Sold May 16, 2025

  2844 Marquesas Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 5,365 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Below List Price
  • $618/SF
  • 4 Days On Market

  Current Estimated Value $3,468,638

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  2844 Marquesas Ct, Windermere, FL 34786
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  $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 $727,567

  Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

  9631 Hollyglen Place, Windermere, FL 34786
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  $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 $563,347

  Last Listing Agent Ryan Solberg MAXLIFE REALTY LLC

  9056 Woodbreeze Blvd, Windermere, FL 34786
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  $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 $440,733

  Last Listing Agent Sonia Frederick BAHIA INTERNATIONAL REALTY

  13775 Bressler Aly, Windermere, FL 34786
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  $819,500 Sold Jun 13, 2025

  2151 Tillman Ave, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,506 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Below List Price
  • $234/SF
  • 41 Days On Market

  Current Estimated Value $818,872

  Last Listing Agent Andy Neal THE AGENCY FL

  2151 Tillman Ave, Winter Garden, FL 34787
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  $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 $827,674

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  2538 Carter Grove Cir, 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 $602,038

  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 $296,633

  Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

  11434 Jasper Kay Terrace Unit 306, 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 $815,913

  Last Listing Agent Frank Mediavilla KNIGHTS REALTY

  2641 Hempel Ave, 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 $1,245,333

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  13527 Lake Cawood Dr, Windermere, FL 34786
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  $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 $1,408,224

  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 $428,267

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

  7411 Ripplepointe Way, Windermere, FL 34786
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  $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 $1,409,442

  Last Listing Agent Brian Hyser THE AGENCY FL

  11402 Camden Loop Way, Windermere, FL 34786
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  $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 $292,018

  Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

  8277 Maritime Flag St Unit 205, Windermere, FL 34786
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  $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 $537,755

  Last Listing Agent Victor Nawrocki VISION HOME REAL ESTATE, LLC

  12868 Holdenbury Ln, Windermere, FL 34786
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  $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 $370,524

  Last Listing Agent Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES

  12683 Langstaff Dr, Windermere, FL 34786
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  $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 $576,335

  Last Listing Agent Stefany Marcelino RE/MAX INNOVATION

  12867 Penshurst Ln, Windermere, FL 34786
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  $695,000 Sold Jun 13, 2025

  116 Main St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1958

  Last Sold Summary

  • $548/SF
  • 91 Days On Market

  Current Estimated Value $711,444

  Last Listing Agent Adam Judd METROPOLIS R.E. SOLUTIONS, LLC

  116 Main St, Windermere, FL 34786
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  $305,000 Sold Jun 06, 2025

  8276 Maritime Flag St Unit 110, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Below List Price
  • $212/SF
  • 62 Days On Market

  Current Estimated Value $302,777

  Last Listing Agent Evan Caulfield STOCKWORTH REALTY GROUP

  8276 Maritime Flag St Unit 110, Windermere, FL 34786
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  $825,000 Sold May 15, 2025

  8738 Iron Mountain Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,127 Sq Ft
  • Built 2013

  Last Sold Summary

  • 13% Below List Price
  • $264/SF
  • 313 Days On Market

  Current Estimated Value $823,644

  Last Listing Agent Crystal Washington Booth CENTURY 21 BE3

  8738 Iron Mountain Trail, Windermere, FL 34786
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  $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 $1,505,095

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  6023 Blakeford Dr, Windermere, FL 34786
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  $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 $586,010

  Last Listing Agent Jared Dunn LIVE MVRK LLC

  5063 Carillon Ln, Windermere, FL 34786
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  $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 $865,781

  Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

  416 Magnolia 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 $1,610,875

  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 $645,437

  Last Listing Agent Richard Alpizar IVRE ORLANDO

  9426 Palm Tree Dr, Windermere, FL 34786
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  $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

  Last Listing Agent Kim Gilbert THE AGENCY FL

  6569 Crestmont Glen Ln, Windermere, FL 34786
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  $1,350,000 Sold Oct 30, 2025

  11425 Claymont Cir, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,684 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $366/SF
  • 99 Days On Market

  Current Estimated Value $1,365,749

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11425 Claymont Cir, Windermere, FL 34786
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  $800,000 Sold Jan 09, 2026

  6905 Nobleton Dr, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,345 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 46 Days On Market

  Current Estimated Value $790,638

  Last Listing Agent Tony Tate LPT REALTY, LLC

  6905 Nobleton Dr, Windermere, FL 34786
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  $535,000 Sold Sep 04, 2025

  6830 Mapperton Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $240/SF
  • 25 Days On Market

  Current Estimated Value $534,243

  Last Listing Agent Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

  6830 Mapperton Dr, Windermere, FL 34786
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  $815,000 Sold Jul 21, 2025

  9601 Ambleside Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 3,018 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $270/SF
  • 5 Days On Market

  Current Estimated Value $838,402

  Last Listing Agent Matt Davies COLDWELL BANKER REALTY

  9601 Ambleside Dr, Windermere, FL 34786
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  $1,025,000 Sold Feb 19, 2026

  1804 Maple Leaf Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,971 Sq Ft
  • Built 1989

  Last Sold Summary

  • $345/SF
  • 3 Days On Market

  Current Estimated Value $1,002,928

  Last Listing Agent Anna McIntyre LAKESIDE REALTY WINDERMERE INC

  1804 Maple Leaf Dr, Windermere, FL 34786
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  $2,400,000 Sold Nov 24, 2025

  11106 Coniston Way, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,934 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Below List Price
  • $404/SF
  • 153 Days On Market

  Current Estimated Value $2,366,063

  Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

  11106 Coniston Way, Windermere, FL 34786

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