Recently Sold Windermere, FL Homes

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  $1,400,000 Sold May 07, 2026

  17521 Black Rail St, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 5,316 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $263/SF
  • 96 Days On Market

  Current Estimated Value $1,467,458

  Last Listing Agent Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

  17521 Black Rail St, Windermere, FL 34786
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  $1,045,000 Sold Jan 20, 2026

  8764 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,423 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 71 Days On Market

  Current Estimated Value $1,031,311

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  8764 Lookout Pointe Dr, Windermere, FL 34786
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  $670,000 Sold Sep 09, 2025

  9473 Palm Tree Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $321/SF
  • 7 Days On Market

  Current Estimated Value $652,976

  Last Listing Agent Mike Long COLDWELL BANKER REALTY

  9473 Palm Tree Dr, Windermere, FL 34786
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  $475,000 Sold Oct 23, 2025

  9375 Woodbreeze Blvd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1986

  Last Sold Summary

  • 23% Below List Price
  • $318/SF
  • 136 Days On Market

  Current Estimated Value $475,600

  Last Listing Agent Jackie Victoria Patellis COLDWELL BANKER REALTY

  9375 Woodbreeze Blvd, Windermere, FL 34786
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  $1,172,945 Sold Nov 19, 2025

  14342 Crest Palm Ave, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 4,084 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $287/SF
  • 20 Days On Market

  Current Estimated Value $1,085,995

  Dream Finders Homes Palms at Windermere

  14342 Crest Palm Ave, Windermere, FL 34786
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  $925,000 Sold Jun 12, 2025

  9502 Hempel Cove Blvd, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,524 Sq Ft
  • Built 1998

  Last Sold Summary

  • 26% Below List Price
  • $204/SF
  • 319 Days On Market

  Current Estimated Value $1,033,045

  Last Listing Agent Jason Braddock EXP REALTY LLC

  9502 Hempel Cove Blvd, Windermere, FL 34786
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  $365,000 Sold Aug 29, 2025

  8031 Enchantment Dr Unit GE, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft
  • Built 2007

  Last Sold Summary

  • 9% Below List Price
  • $200/SF
  • 84 Days On Market

  Current Estimated Value $361,745

  Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

  8031 Enchantment Dr Unit GE, Windermere, FL 34786
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  $900,000 Sold Jan 12, 2026

  11025 Ledgement Ln, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,024 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $298/SF
  • 222 Days On Market

  Current Estimated Value $889,759

  Last Listing Agent Christina Fata REAL BROKER, LLC

  11025 Ledgement Ln, Windermere, FL 34786
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  $680,000 Sold Aug 28, 2025

  4445 Blue Major Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,620 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $260/SF
  • 8 Days On Market

  Current Estimated Value $676,466

  Last Listing Agent Candace Tulensru LPT REALTY, LLC

  4445 Blue Major Dr, Windermere, FL 34786
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  $940,000 Sold Aug 29, 2025

  11474 Claymont Cir, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,318 Sq Ft
  • Built 2001

  Last Sold Summary

  • 25% Below List Price
  • $283/SF
  • 174 Days On Market

  Current Estimated Value $1,332,540

  Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  11474 Claymont Cir, Windermere, FL 34786
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  $600,000 Sold Jul 02, 2025

  11878 Via Lucerna Cir, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,295 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $261/SF
  • 24 Days On Market

  Current Estimated Value $594,359

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  11878 Via Lucerna Cir, Windermere, FL 34786
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  $755,000 Sold Jan 30, 2026

  7167 Beek St, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,425 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $311/SF
  • 24 Days On Market

  Current Estimated Value $749,014

  Last Listing Agent Ron Hernquist RE/MAX CENTRAL REALTY

  7167 Beek St, Windermere, FL 34786
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  $1,400,000 Sold Jul 16, 2025

  12848 Jacob Grace Ct, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 4,079 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $343/SF
  • 48 Days On Market

  Current Estimated Value $1,426,681

  Last Listing Agent Thad Czapka COLDWELL BANKER REALTY

  12848 Jacob Grace Ct, Windermere, FL 34786
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  $380,000 Sold Mar 13, 2026

  12214 Langstaff Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $246/SF
  • 18 Days On Market

  Last Listing Agent Paulo Alves COMPASS FLORIDA LLC

  12214 Langstaff Dr, Windermere, FL 34786
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  $1,140,000 Sold Jul 03, 2025

  11345 Preserve View Dr, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,342 Sq Ft
  • Built 2005

  Last Sold Summary

  • 12% Below List Price
  • $341/SF
  • 69 Days On Market

  Current Estimated Value $1,158,349

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  11345 Preserve View Dr, Windermere, FL 34786
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  $499,000 Sold Jul 28, 2025

  13768 Bluebird Pond Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 2003

  Last Sold Summary

  • $295/SF
  • 3 Days On Market

  Current Estimated Value $496,284

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  13768 Bluebird Pond Rd, Windermere, FL 34786
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  $850,000 Sold Oct 21, 2025

  720 Main St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,778 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $306/SF
  • 4 Days On Market

  Current Estimated Value $866,640

  Last Listing Agent Deedee Sherman UPSIDE REAL ESTATE INC

  720 Main St, Windermere, FL 34786
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  $562,500 Sold Jul 07, 2025

  12641 Arley Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft
  • Built 2004

  Last Sold Summary

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

  Current Estimated Value $548,949

  Last Listing Agent Alan Bird REAL ESTATE FIRM OF ORLANDO

  12641 Arley Dr, Windermere, FL 34786
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  $555,000 Sold Nov 07, 2025

  5148 Sun Palm Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $305/SF
  • 33 Days On Market

  Current Estimated Value $546,620

  Last Listing Agent Amanda Salazar PREMIER SOTHEBYS INT'L REALTY

  5148 Sun Palm Dr, Windermere, FL 34786
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  $5,200,000 Sold Jul 29, 2025

  5174 Vardon Dr, Windermere, FL 34786

  • 6 Beds
  • 9 Baths
  • 10,701 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Below List Price
  • $486/SF
  • 237 Days On Market

  Current Estimated Value $5,269,605

  Last Listing Agent Jennie Ho MAY HO REALTY

  5174 Vardon Dr, Windermere, FL 34786
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  $347,500 Sold Jan 08, 2026

  13907 Ancilla Blvd, Windermere, FL 34786

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft
  • Built 2006

  Last Sold Summary

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

  Current Estimated Value $347,555

  Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  13907 Ancilla Blvd, Windermere, FL 34786
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  $1,040,000 Sold Oct 22, 2025

  9197 Outlook Rock Trail, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 4,056 Sq Ft
  • Built 2015

  Last Sold Summary

  • $256/SF
  • 27 Days On Market

  Current Estimated Value $1,016,793

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  9197 Outlook Rock Trail, Windermere, FL 34786
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  $1,300,000 Sold Dec 18, 2025

  9649 Weatherstone Ct, Windermere, FL 34786

  • 5 Beds
  • 6 Baths
  • 4,226 Sq Ft
  • Built 1999

  Last Sold Summary

  • 18% Below List Price
  • $308/SF
  • 77 Days On Market

  Current Estimated Value $1,303,413

  Last Listing Agent Newton Hieda SUMMERHILL REALTY GROUP LLC

  9649 Weatherstone Ct, Windermere, FL 34786
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  $4,800,000 Sold Oct 10, 2025

  9139 Tibet Pointe Cir, Windermere, FL 34786

  • 6 Beds
  • 9 Baths
  • 10,341 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $464/SF
  • 0 Days On Market

  Current Estimated Value $5,079,805

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  9139 Tibet Pointe Cir, Windermere, FL 34786
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  $2,500,000 Sold Sep 05, 2025

  2624 Midsummer Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 4,667 Sq Ft
  • Built 1977

  Last Sold Summary

  • $536/SF
  • 0 Days On Market

  Current Estimated Value $2,479,729

  Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

  2624 Midsummer Dr, Windermere, FL 34786
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  $385,000 Sold May 30, 2025

  9615 Gotha Rd, Windermere, FL 34786

  • Land
  • 32,670 Sq Ft
  • $513,333 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 14 Days On Market

  Current Estimated Value $382,467

  Last Listing Agent James Umstead, PA FOLIO REALTY LLC

  9615 Gotha Rd, Windermere, FL 34786
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  $615,000 Sold Nov 21, 2025

  7132 Beek St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 2,943 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $209/SF
  • 3 Days On Market

  Current Estimated Value $611,087

  Last Listing Agent Matt McKee COMPASS FLORIDA LLC

  7132 Beek St, Windermere, FL 34786
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  $370,000 Sold Aug 29, 2025

  14430 Desert Haven St Unit 4302, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,067 Sq Ft
  • Built 2013

  Last Sold Summary

  • 11% Below List Price
  • $179/SF
  • 102 Days On Market

  Current Estimated Value $373,744

  Last Listing Agent Pam Eddy COLDWELL BANKER HUBBARD HANSEN

  14430 Desert Haven St Unit 4302, Windermere, FL 34786
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  $1,057,395 Sold May 22, 2025

  14422 Crest Palm Ave, Windermere, FL 34786

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

  Last Sold Summary

  • 2% Below List Price
  • $341/SF
  • 0 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14422 Crest Palm Ave, Windermere, FL 34786
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  $4,100,000 Sold Aug 13, 2025

  3428 Chaine Du Lac Blvd, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 6,196 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $662/SF
  • 41 Days On Market

  Current Estimated Value $4,057,651

  Last Listing Agent Mauro Costa VISTA CAY REALTY COMPANY

  3428 Chaine Du Lac Blvd, Windermere, FL 34786
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  $305,000 Sold Mar 30, 2026

  8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $210/SF
  • 39 Days On Market

  Current Estimated Value $315,711

  Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

  8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
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  $645,000 Sold Mar 09, 2026

  6139 Andreozzi Ln, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,555 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $252/SF
  • 172 Days On Market

  Current Estimated Value $641,652

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  6139 Andreozzi Ln, Windermere, FL 34786
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  $2,065,000 Sold Jul 14, 2025

  729 Main St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,950 Sq Ft
  • Built 2015

  Last Sold Summary

  • 10% Below List Price
  • $523/SF
  • 208 Days On Market

  Current Estimated Value $2,009,313

  Last Listing Agent Billinda Boldt COLDWELL BANKER REALTY

  729 Main St, Windermere, FL 34786
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  $715,000 Sold Sep 26, 2025

  11514 Via Lucerna Cir, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 2,871 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $249/SF
  • 483 Days On Market

  Current Estimated Value $704,450

  Last Listing Agent Humberto Cuevas LA ROSA REALTY LLC

  11514 Via Lucerna Cir, Windermere, FL 34786
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  $2,650,000 Sold Jul 01, 2025

  13025 Water Point Blvd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 5,764 Sq Ft
  • Built 2001

  Last Sold Summary

  • 5% Below List Price
  • $460/SF
  • 29 Days On Market

  Current Estimated Value $2,635,744

  Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

  13025 Water Point Blvd, Windermere, FL 34786
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  $1,099,989 Sold Jan 19, 2026

  14421 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,722 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $296/SF
  • 12 Days On Market

  Current Estimated Value $1,068,776

  Dream Finders Homes Palms at Windermere

  14421 Crest Palm Ave, Windermere, FL 34786
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  $635,000 Sold Dec 31, 2025

  6331 Little Lake Sawyer Dr, Windermere, FL 34786

  • Land
  • 1.55 Acres
  • $409,677 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $937,139

  Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

  6331 Little Lake Sawyer Dr, Windermere, FL 34786
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  $1,400,000 Sold Jul 29, 2025

  13112 Luntz Point Ln, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,694 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $379/SF
  • 97 Days On Market

  Current Estimated Value $1,381,762

  Last Listing Agent Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

  13112 Luntz Point Ln, Windermere, FL 34786
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  $799,000 Sold Jun 30, 2025

  8803 Peachtree Park Ct, Windermere, FL 34786

  • 5 Beds
  • 2.5 Baths
  • 2,772 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 34 Days On Market

  Current Estimated Value $770,849

  Last Listing Agent Janice Edwards-Diaz, PA PREMIER SOTHEBYS INT'L REALTY

  8803 Peachtree Park Ct, Windermere, FL 34786
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  $506,000 Sold Jan 15, 2026

  12136 Canyon Sun Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,149 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $235/SF
  • 47 Days On Market

  Current Estimated Value $506,386

  Last Listing Agent Karan Wienker COLDWELL BANKER REALTY

  12136 Canyon Sun Trail, Windermere, FL 34786

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