Recently Sold Homes near Windermere High School

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  $625,000 Sold Feb 03, 2026

  4360 Old Sycamore Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,548 Sq Ft
  • Built 2014

  Last Sold Summary

  • $245/SF
  • 1 Day On Market

  Current Estimated Value $619,782

  Last Listing Agent Chris Bunnell EXP REALTY LLC

  4360 Old Sycamore Loop, Winter Garden, FL 34787
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  $835,000 Sold Jun 25, 2025

  9843 Nokay Dr, Orlando, FL 32836

  • 4 Beds
  • 3 Baths
  • 2,723 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Above List Price
  • $307/SF
  • 0 Days On Market

  Current Estimated Value $818,031

  Last Listing Agent Richard Aybar KELLER WILLIAMS ADVANTAGE III

  9843 Nokay Dr, Orlando, FL 32836
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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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  $550,000 Sold Sep 04, 2025

  8827 Arrabida Ln, Orlando, FL 32836

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $242/SF
  • 30 Days On Market

  Current Estimated Value $563,501

  Last Listing Agent Candice Collins COLDWELL BANKER REALTY

  8827 Arrabida Ln, Orlando, FL 32836
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  $699,000 Sold Nov 25, 2025

  11604 Acosta Ave, Orlando, FL 32836

  • 3 Beds
  • 3.5 Baths
  • 2,853 Sq Ft
  • Built 2014

  Last Sold Summary

  • 13% Below List Price
  • $245/SF
  • 249 Days On Market

  Current Estimated Value $711,792

  Last Listing Agent Marie A. Collins, PA FLORIDA REALTY RESULTS LLC

  11604 Acosta Ave, Orlando, FL 32836
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  $595,000 Sold Aug 22, 2025

  14460 Orchard Hills Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $228/SF
  • 41 Days On Market

  Current Estimated Value $587,596

  Last Listing Agent Erica Diaz HOMEVEST REALTY

  14460 Orchard Hills Blvd, Winter Garden, FL 34787
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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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  $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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  $705,000 Sold Apr 15, 2026

  13649 Zori Ln, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,129 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $225/SF
  • 61 Days On Market

  Current Estimated Value $718,712

  Last Listing Agent Anamaria Marquez PREMIER SOTHEBYS INT'L REALTY

  13649 Zori Ln, Windermere, FL 34786
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  $850,000 Sold Aug 27, 2025

  6321 Clearmeadow Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $332/SF
  • 64 Days On Market

  Current Estimated Value $830,838

  Last Listing Agent Kiran Khan KELLER WILLIAMS CLASSIC

  6321 Clearmeadow Ct, Windermere, FL 34786
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  $1,275,000 Sold Nov 07, 2025

  11612 Camden Park Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 3,617 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $353/SF
  • 38 Days On Market

  Current Estimated Value $1,265,002

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  11612 Camden Park Dr, Windermere, FL 34786
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  $1,625,000 Sold Oct 15, 2025

  8424 Lake Burden Cir, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,810 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $427/SF
  • 50 Days On Market

  Current Estimated Value $1,589,776

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  8424 Lake Burden Cir, Windermere, FL 34786
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  $665,000 Sold Dec 17, 2025

  12654 Cragside Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,072 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 82 Days On Market

  Current Estimated Value $663,492

  Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

  12654 Cragside Ln, Windermere, FL 34786
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  $8,500,000 Sold Jul 18, 2025

  10237 Cottrell Way, Orlando, FL 32836

  • 5 Beds
  • 7 Baths
  • 4,948 Sq Ft
  • Built 2017

  Last Sold Summary

  • $1,718/SF

  Current Estimated Value $8,210,998

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

  10237 Cottrell Way, Orlando, FL 32836
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  $2,470,000 Sold Jun 05, 2025

  4011 Isabella Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,418 Sq Ft
  • Built 2019

  Last Sold Summary

  • 15% Below List Price
  • $456/SF
  • 153 Days On Market

  Current Estimated Value $2,496,289

  Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

  4011 Isabella Cir, Windermere, FL 34786
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  $1,100,000 Sold Apr 10, 2026

  11325 Fenimore Ct, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,658 Sq Ft
  • Built 2002

  Last Sold Summary

  • 15% Below List Price
  • $414/SF
  • 149 Days On Market

  Current Estimated Value $1,163,848

  Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

  11325 Fenimore Ct, Windermere, FL 34786
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  $1,830,000 Sold Mar 06, 2026

  6564 Lagoon St, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,685 Sq Ft
  • Built 2025

  Last Sold Summary

  • 22% Below List Price
  • $497/SF
  • 359 Days On Market

  Current Estimated Value $1,683,412

  Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  6564 Lagoon St, Windermere, FL 34786
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  $676,500 Sold Jun 16, 2025

  8498 Powder Ridge Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,393 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $283/SF
  • 38 Days On Market

  Current Estimated Value $676,952

  Last Listing Agent Maried Jimenez OLYMPUS EXECUTIVE REALTY INC

  8498 Powder Ridge Trail, Windermere, FL 34786
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  $635,000 Sold Jun 10, 2025

  14642 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,909 Sq Ft
  • Built 2014

  Last Sold Summary

  • 14% Below List Price
  • $218/SF
  • 277 Days On Market

  Current Estimated Value $630,453

  Last Listing Agent James Song MULTI CHOICE REALTY LLC

  14642 Yellow Butterfly Rd, Windermere, FL 34786
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  $700,000 Sold Mar 03, 2026

  14588 Magnolia Ridge Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,284 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Below List Price
  • $213/SF
  • 13 Days On Market

  Current Estimated Value $698,651

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  14588 Magnolia Ridge Loop, Winter Garden, FL 34787
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  $764,000 Sold Mar 25, 2026

  13848 Peach Orchard Way, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,598 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $212/SF
  • 74 Days On Market

  Current Estimated Value $787,795

  Last Listing Agent Phillip Mariani EXP REALTY LLC

  13848 Peach Orchard Way, Winter Garden, FL 34787
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  $555,000 Sold Apr 06, 2026

  9036 Edenshire Cir, Orlando, FL 32836

  • 4 Beds
  • 3.5 Baths
  • 2,824 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $197/SF
  • 31 Days On Market

  Current Estimated Value $596,522

  Last Listing Agent Ed Parker PARKER REALTY GROUP

  9036 Edenshire Cir, Orlando, FL 32836
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  $495,000 Sold Nov 13, 2025

  9003 Pecky Cypress Way, Orlando, FL 32836

  • 4 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $284/SF
  • 113 Days On Market

  Current Estimated Value $490,448

  Last Listing Agent Kimberlee Frank SELL FAST REALTY, LLC

  9003 Pecky Cypress Way, Orlando, FL 32836
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  $1,470,000 Sold Jun 16, 2025

  5530 Oxford Moor Blvd, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 5,188 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 2 Days On Market

  Current Estimated Value $1,520,273

  Last Listing Agent Marcy Walsh REAL BROKER, LLC

  5530 Oxford Moor Blvd, Windermere, FL 34786
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  $302,500 Sold Dec 23, 2025

  12748 Langstaff Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $219/SF
  • 31 Days On Market

  Current Estimated Value $310,418

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  12748 Langstaff Dr, Windermere, FL 34786
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  $445,000 Sold Mar 27, 2026

  13752 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $225/SF
  • 70 Days On Market

  Current Estimated Value $446,987

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  13752 Bressler Aly, Windermere, FL 34786
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  $1,165,000 Sold Oct 27, 2025

  14404 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,565 Sq Ft
  • Built 2024

  Last Sold Summary

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

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14404 Crest Palm Ave, Windermere, FL 34786
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  $1,450,000 Sold Dec 15, 2025

  8117 Whitford Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,264 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $444/SF
  • 11 Days On Market

  Current Estimated Value $1,450,626

  Last Listing Agent Mary Tisdale Keller Williams Realty Emerald

  8117 Whitford Ct, Windermere, FL 34786
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  $700,000 Sold May 08, 2025

  13106 Orange Isle Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,312 Sq Ft
  • Built 2022

  Last Sold Summary

  • 14% Below List Price
  • $211/SF
  • 34 Days On Market

  Current Estimated Value $811,308

  Last Listing Agent Gladys Bezerra SERHANT

  13106 Orange Isle Dr, Windermere, FL 34786
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  $735,000 Sold Jul 14, 2025

  12880 Westside Village Loop, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,769 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $195/SF
  • 118 Days On Market

  Current Estimated Value $762,488

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12880 Westside Village Loop, Windermere, FL 34786
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  $615,000 Sold Jul 30, 2025

  12524 Aldershot Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 7 Days On Market

  Current Estimated Value $599,027

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  12524 Aldershot Ln, Windermere, FL 34786
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  $1,258,250 Sold May 29, 2025

  1825 Lake Roberts Ct, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,754 Sq Ft
  • Built 1995

  Last Sold Summary

  • $335/SF
  • 27 Days On Market

  Current Estimated Value $1,229,708

  Last Listing Agent Daniel Ryan EXP REALTY LLC

  1825 Lake Roberts Ct, Windermere, FL 34786
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  $362,500 Sold Jan 15, 2026

  12307 Langstaff Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 0 Days On Market

  Current Estimated Value $363,835

  Last Listing Agent Kim Hogan HOGAN REALTY GROUP INC

  12307 Langstaff Dr, Windermere, FL 34786
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  $375,000 Sold Oct 14, 2025

  7819 Hardenton St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2012

  Last Sold Summary

  • 11% Below List Price
  • $250/SF
  • 144 Days On Market

  Current Estimated Value $372,463

  Last Listing Agent Cory Prado COLDWELL BANKER REALTY

  7819 Hardenton St, Windermere, FL 34786

Showing Results 121 - 160, Page 4 of 16