Recently Sold Windermere, FL Homes

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  $4,029,999 Sold Apr 10, 2026

  6109 Orta Ct, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,895 Sq Ft
  • Built 2016

  Last Sold Summary

  • 10% Below List Price
  • $684/SF
  • 70 Days On Market

  Current Estimated Value $4,435,459

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  6109 Orta Ct, Windermere, FL 34786
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  $660,000 Sold Nov 14, 2025

  4837 Indian Deer Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $250/SF
  • 22 Days On Market

  Current Estimated Value $654,533

  Last Listing Agent Michael Chen LA ROSA REALTY LLC

  4837 Indian Deer Rd, Windermere, FL 34786
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  $2,500,000 Sold Mar 17, 2026

  12923 Water Point Blvd, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,005 Sq Ft
  • Built 2005

  Last Sold Summary

  • 17% Below List Price
  • $500/SF
  • 142 Days On Market

  Current Estimated Value $2,635,247

  Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  12923 Water Point Blvd, Windermere, FL 34786
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  $3,100,000 Sold Apr 30, 2026

  5024 Sawyer Cove Way, Windermere, FL 34786

  • 5 Beds
  • 6.5 Baths
  • 5,501 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Below List Price
  • $564/SF
  • 187 Days On Market

  Current Estimated Value $3,381,954

  Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

  5024 Sawyer Cove Way, Windermere, FL 34786
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  $3,200,000 Sold Jun 03, 2025

  2505 Windermere Reserve Ct, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,218 Sq Ft
  • Built 2021

  Last Sold Summary

  • $613/SF
  • 0 Days On Market

  Current Estimated Value $2,841,420

  Last Listing Agent Mauro Costa VISTA CAY REALTY COMPANY

  2505 Windermere Reserve Ct, Windermere, FL 34786
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  $2,750,000 Sold Feb 12, 2026

  4047 Isabella Cir, Windermere, FL 34786

  • 6 Beds
  • 7.5 Baths
  • 8,372 Sq Ft
  • Built 2019

  Last Sold Summary

  • 15% Below List Price
  • $328/SF
  • 178 Days On Market

  Current Estimated Value $2,817,919

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  4047 Isabella Cir, Windermere, FL 34786
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  $1,675,000 Sold Apr 15, 2026

  11056 Clipper Ct, Windermere, FL 34786

  • 5 Beds
  • 6 Baths
  • 6,375 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $263/SF
  • 319 Days On Market

  Current Estimated Value $1,845,775

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  11056 Clipper Ct, Windermere, FL 34786
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  $515,000 Sold Aug 07, 2025

  12795 Bosworth Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Below List Price
  • $304/SF
  • 13 Days On Market

  Current Estimated Value $501,428

  Last Listing Agent Michelle Dunkley RE/MAX PRIME PROPERTIES

  12795 Bosworth Ave, Windermere, FL 34786
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  $550,000 Sold Oct 14, 2025

  6266 Golden Dewdrop Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 2012

  Last Sold Summary

  • 4% Below List Price
  • $277/SF
  • 33 Days On Market

  Current Estimated Value $539,062

  Last Listing Agent Margot Villacinda WRA BUSINESS & REAL ESTATE

  6266 Golden Dewdrop Trail, Windermere, FL 34786
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  $799,000 Sold Aug 22, 2025

  9538 Lavill Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft
  • Built 1983

  Last Sold Summary

  • 11% Below List Price
  • $291/SF
  • 112 Days On Market

  Current Estimated Value $872,830

  Last Listing Agent Jim Kernohan SOUTHERN HERITAGE REALTY, INC

  9538 Lavill Ct, Windermere, FL 34786
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  $1,330,000 Sold Mar 03, 2026

  7135 Horizon Cir, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,359 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Below List Price
  • $396/SF
  • 195 Days On Market

  Current Estimated Value $1,380,064

  Last Listing Agent Sarah Bosch THE BOSCH GROUP

  7135 Horizon Cir, Windermere, FL 34786
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  $2,075,000 Sold Sep 15, 2025

  1404 Kelso Blvd, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 4,197 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Below List Price
  • $494/SF
  • 142 Days On Market

  Current Estimated Value $2,085,416

  Last Listing Agent Corinne Defilippis EXP REALTY LLC

  1404 Kelso Blvd, Windermere, FL 34786
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  $1,300,824 Sold Jun 20, 2025

  7225 Sangalla Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,797 Sq Ft
  • Built 2013

  Last Sold Summary

  • $343/SF
  • 0 Days On Market

  Current Estimated Value $1,255,170

  Last Listing Agent Lily Lassalle EXP REALTY LLC

  7225 Sangalla Dr, Windermere, FL 34786
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  $657,000 Sold Apr 23, 2026

  1369 Glenwick Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $274/SF
  • 72 Days On Market

  Last Listing Agent Mae Wang FL SUNSHINE STATE REALTY

  1369 Glenwick Dr, Windermere, FL 34786
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  $512,000 Sold Apr 17, 2026

  8533 Greenbank Blvd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,551 Sq Ft
  • Built 2004

  Last Sold Summary

  • 24% Below List Price
  • $201/SF
  • 163 Days On Market

  Current Estimated Value $560,382

  Last Listing Agent Faneeza Mohamed CENTURY 21 CARIOTI

  8533 Greenbank Blvd, Windermere, FL 34786
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  $975,000 Sold Sep 02, 2025

  6084 Caymus Loop, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,455 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $282/SF
  • 7 Days On Market

  Current Estimated Value $1,021,927

  Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

  6084 Caymus Loop, Windermere, FL 34786
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  $1,025,000 Sold Sep 18, 2025

  11401 Willow Stowe Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,951 Sq Ft
  • Built 1992

  Last Sold Summary

  • 7% Below List Price
  • $347/SF
  • 37 Days On Market

  Current Estimated Value $1,014,245

  Last Listing Agent David Fraser KELLER WILLIAMS ADVANTAGE III

  11401 Willow Stowe Ln, Windermere, FL 34786
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  $3,150,000 Sold Dec 22, 2025

  3426 Cocard Ct, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 7,222 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $436/SF
  • 172 Days On Market

  Current Estimated Value $3,087,451

  Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

  3426 Cocard Ct, Windermere, FL 34786
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  $2,250,000 Sold Dec 19, 2025

  9905 Lanai View Ct, Windermere, FL 34786

  • 5 Beds
  • 8 Baths
  • 7,621 Sq Ft
  • Built 2011

  Last Sold Summary

  • 22% Below List Price
  • $295/SF
  • 152 Days On Market

  Current Estimated Value $2,317,340

  Last Listing Agent Bent Danholm DANHOLM COLLECTION

  9905 Lanai View Ct, Windermere, FL 34786
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  $720,000 Sold Jun 23, 2025

  9227 Outlook Rock Trail, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,239 Sq Ft
  • Built 2016

  Last Sold Summary

  • 13% Below List Price
  • $222/SF
  • 69 Days On Market

  Current Estimated Value $727,613

  Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

  9227 Outlook Rock Trail, Windermere, FL 34786
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  $3,975,000 Sold Jul 02, 2025

  10845 Bayshore Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,665 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $852/SF
  • 5 Days On Market

  Current Estimated Value $3,902,138

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  10845 Bayshore Dr, Windermere, FL 34786
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  $390,000 Sold May 21, 2025

  14042 Sparkling Cove Ln Unit 606, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,647 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $237/SF
  • 136 Days On Market

  Current Estimated Value $379,696

  Last Listing Agent Alena Kolyadchik REALTY HUB

  14042 Sparkling Cove Ln Unit 606, Windermere, FL 34786
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  $480,000 Sold Nov 05, 2025

  10600 Reams Rd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $260/SF
  • 25 Days On Market

  Current Estimated Value $479,947

  Last Listing Agent Chris Winn BLOOM HOME GROUP REALTY LLC

  10600 Reams Rd, Windermere, FL 34786
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  $325,000 Sold Aug 08, 2025

  14231 Desert Haven St Unit GE, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 2012

  Last Sold Summary

  • $215/SF
  • 36 Days On Market

  Current Estimated Value $324,611

  Last Listing Agent Mercia Sousa ACCORD REAL ESTATE SERVICES

  14231 Desert Haven St Unit GE, Windermere, FL 34786
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  $1,875,000 Sold Dec 29, 2025

  13036 Lake Roper Ct, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 4,044 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $464/SF
  • 18 Days On Market

  Current Estimated Value $1,840,729

  Last Listing Agent Leslie Heimer PREMIER SOTHEBYS INT'L REALTY

  13036 Lake Roper Ct, Windermere, FL 34786
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  $507,500 Sold Dec 10, 2025

  8575 Lookout Pointe Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft
  • Built 2015

  Last Sold Summary

  • 8% Below List Price
  • $236/SF
  • 119 Days On Market

  Current Estimated Value $509,780

  Last Listing Agent Thomas Weclew THE REALTY MEDICS

  8575 Lookout Pointe Dr, Windermere, FL 34786
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  $680,000 Sold Oct 03, 2025

  7628 Brofield Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,610 Sq Ft
  • Built 2010

  Last Sold Summary

  • $261/SF
  • 8 Days On Market

  Current Estimated Value $653,444

  Last Listing Agent Mariana Rondon LPT REALTY, LLC

  7628 Brofield Ave, Windermere, FL 34786
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  $1,080,000 Sold Jan 26, 2026

  7019 Windy Palm Way, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,404 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $317/SF
  • 101 Days On Market

  Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

  7019 Windy Palm Way, Windermere, FL 34786
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  $1,150,000 Sold Nov 13, 2025

  10506 Down Lakeview Cir, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,888 Sq Ft
  • Built 1985

  Last Sold Summary

  • 18% Below List Price
  • $296/SF
  • 106 Days On Market

  Current Estimated Value $1,168,105

  Last Listing Agent Obdulia Dobbins LA ROSA REALTY LLC

  10506 Down Lakeview Cir, Windermere, FL 34786
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  $498,000 Sold May 20, 2025

  8624 Powder Ridge Trail, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 2014

  Last Sold Summary

  • $238/SF
  • 2 Days On Market

  Current Estimated Value $503,350

  Last Listing Agent Priscilla Triska FLORIDA CONNEXION PROPERTIES

  8624 Powder Ridge Trail, Windermere, FL 34786
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  $2,350,000 Sold Jul 07, 2025

  11055 Ullswater Ln, Windermere, FL 34786

  • 5 Beds
  • 6.5 Baths
  • 6,000 Sq Ft
  • Built 2007

  Last Sold Summary

  • 9% Below List Price
  • $392/SF
  • 36 Days On Market

  Current Estimated Value $2,361,082

  Last Listing Agent John Crescenti LOKATION

  11055 Ullswater Ln, Windermere, FL 34786
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  $4,400,000 Sold Dec 30, 2025

  5157 Latrobe Dr, Windermere, FL 34786

  • 6 Beds
  • 8.5 Baths
  • 5,721 Sq Ft
  • Built 1989

  Last Sold Summary

  • $769/SF
  • 0 Days On Market

  Current Estimated Value $4,219,238

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5157 Latrobe Dr, Windermere, FL 34786
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  $3,800,000 Sold Nov 24, 2025

  9915 Giffin Ct, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 6,008 Sq Ft
  • Built 1990

  Last Sold Summary

  • $632/SF

  Current Estimated Value $3,822,401

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

  9915 Giffin Ct, Windermere, FL 34786
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  $2,500,000 Sold Jun 25, 2025

  8148 Tibet Butler Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 5,118 Sq Ft
  • Built 2001

  Last Sold Summary

  • 17% Below List Price
  • $488/SF
  • 119 Days On Market

  Current Estimated Value $2,397,355

  Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

  8148 Tibet Butler Dr, Windermere, FL 34786
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  $415,000 Sold Nov 04, 2025

  13742 Beckman Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $217/SF
  • 26 Days On Market

  Current Estimated Value $419,765

  Last Listing Agent Heather Pascoe Walker HAMPTON WINDSOR REALTY LLC

  13742 Beckman Dr, Windermere, FL 34786
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  $1,330,000 Sold Sep 15, 2025

  17551 Black Rail St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,972 Sq Ft
  • Built 2016

  Last Sold Summary

  • 14% Below List Price
  • $335/SF
  • 25 Days On Market

  Current Estimated Value $1,258,771

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

  17551 Black Rail St, Windermere, FL 34786
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  $2,750,000 Sold Oct 31, 2025

  5067 Latrobe Dr, Windermere, FL 34786

  • 5 Beds
  • 8 Baths
  • 6,219 Sq Ft
  • Built 1997

  Last Sold Summary

  • 8% Below List Price
  • $442/SF
  • 123 Days On Market

  Current Estimated Value $2,966,376

  Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

  5067 Latrobe Dr, Windermere, FL 34786
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  $670,000 Sold Nov 10, 2025

  13055 Overstreet Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,827 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Below List Price
  • $237/SF
  • 139 Days On Market

  Current Estimated Value $673,314

  Last Listing Agent Luis Garcia HOMELUI REALTY

  13055 Overstreet Rd, Windermere, FL 34786
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  $325,000 Sold Dec 31, 2025

  11564 Mizzon Dr Unit 210/913, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $225/SF
  • 59 Days On Market

  Current Estimated Value $322,524

  Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

  11564 Mizzon Dr Unit 210/913, Windermere, FL 34786
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  $1,175,000 Sold Jun 30, 2025

  8530 Vivaro Isle Way, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,061 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $289/SF
  • 34 Days On Market

  Current Estimated Value $1,153,224

  Last Listing Agent Katherine Figueroa Santiago WATSON REALTY CORP., REALTORS

  8530 Vivaro Isle Way, Windermere, FL 34786

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