Recently Sold Windermere, FL Homes

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  $704,000 Sold Sep 18, 2025

  1220 Glenheather Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,695 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $261/SF
  • 22 Days On Market

  Current Estimated Value $713,253

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

  1220 Glenheather Dr, Windermere, FL 34786
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  $2,460,000 Sold Dec 18, 2025

  11019 Ullswater Ln, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,916 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $416/SF
  • 23 Days On Market

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11019 Ullswater Ln, Windermere, FL 34786
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  $315,000 Sold Apr 30, 2025

  11564 Mizzon Dr Unit 309, Windermere, FL 34786

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $271/SF
  • 135 Days On Market

  Current Estimated Value $311,516

  Last Listing Agent Matthew DeClue BROKER BRYANT REALTY

  11564 Mizzon Dr Unit 309, Windermere, FL 34786
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  $650,000 Sold Jun 16, 2025

  7036 Mapperton Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,777 Sq Ft
  • Built 2003

  Last Sold Summary

  • 14% Below List Price
  • $234/SF
  • 209 Days On Market

  Current Estimated Value $640,980

  Last Listing Agent Leila Ferrara WRA BUSINESS & REAL ESTATE

  7036 Mapperton Dr, Windermere, FL 34786
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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

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  9832 Laurel Valley Dr, 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

  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

  Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

  830 Oakdale St, 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 $382,546

  Last Listing Agent Rafael Fernandez AGENT TRUST REALTY CORPORATION

  8612 Brookvale 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 $351,790

  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

  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

  Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

  9631 Hollyglen Place, 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 $816,202

  Last Listing Agent Andy Neal THE AGENCY ORLANDO

  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 $842,333

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  2538 Carter Grove Cir, Windermere, FL 34786
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  $1,349,000 Sold May 02, 2025

  11748 Waterstone Loop Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,235 Sq Ft
  • Built 2012

  Last Sold Summary

  • 10% Below List Price
  • $417/SF
  • 59 Days On Market

  Current Estimated Value $1,358,811

  Last Listing Agent Immu Korvenmaa ALIGN REAL ESTATE LLC

  11748 Waterstone Loop Dr, 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

  Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
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  $665,000 Sold Mar 27, 2025

  12706 Bideford Ave, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 2,967 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $224/SF
  • 47 Days On Market

  Current Estimated Value $661,339

  Last Listing Agent Sangita Khatri BRIC REALTY LLC

  12706 Bideford Ave, Windermere, FL 34786
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  $415,000 Sold Mar 10, 2025

  14237 Desert Haven St, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 1,861 Sq Ft
  • Built 2012

  Last Sold Summary

  • $223/SF
  • 71 Days On Market

  Current Estimated Value $412,947

  Last Listing Agent Pam Eddy COLDWELL BANKER HUBBARD HANSEN

  14237 Desert Haven St, Windermere, FL 34786
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  $850,000 Sold Jan 08, 2025

  9700 Pleasance Cir, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,733 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $311/SF
  • 21 Days On Market

  Current Estimated Value $840,113

  Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  9700 Pleasance Cir, Windermere, FL 34786
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  $585,000 Sold Apr 09, 2025

  8468 Powder Ridge Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,633 Sq Ft
  • Built 2016

  Last Sold Summary

  • 5% Below List Price
  • $222/SF
  • 30 Days On Market

  Current Estimated Value $603,907

  Last Listing Agent Thomas Weclew THE REALTY MEDICS

  8468 Powder Ridge Trail, 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

  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 $1,437,232

  Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  11521 Camden Park Dr, 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 $1,438,025

  Last Listing Agent Brian Hyser THE AGENCY ORLANDO

  11402 Camden Loop Way, Windermere, FL 34786
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  $2,750,000 Sold Jan 15, 2025

  11018 Lake Butler Blvd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,923 Sq Ft
  • Built 2001

  Last Sold Summary

  • 11% Below List Price
  • $701/SF
  • 58 Days On Market

  Current Estimated Value $3,125,596

  Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

  11018 Lake Butler Blvd, Windermere, FL 34786
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  $1,500,000 Sold Apr 25, 2025

  3606 Lake Buynak Rd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,083 Sq Ft
  • Built 1989

  Last Sold Summary

  • 25% Below List Price
  • $487/SF
  • 195 Days On Market

  Current Estimated Value $1,466,389

  Last Listing Agent Narda Miranda EXP REALTY LLC

  3606 Lake Buynak Rd, 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 $294,544

  Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

  8277 Maritime Flag St Unit 205, Windermere, FL 34786
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  $700,000 Sold Apr 17, 2025

  9058 Reflection Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,651 Sq Ft
  • Built 2015

  Last Sold Summary

  • 7% Below List Price
  • $192/SF
  • 280 Days On Market

  Current Estimated Value $719,746

  Last Listing Agent Marcos Del Nero LA ROSA REALTY KISSIMMEE

  9058 Reflection Pointe Dr, 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 $535,017

  Last Listing Agent Victor Nawrocki VISION HOME REAL ESTATE, LLC

  12868 Holdenbury Ln, 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 $583,170

  Last Listing Agent Stefany Marcelino DJ & LINDSEY REAL ESTATE

  12867 Penshurst Ln, Windermere, FL 34786
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  $393,000 Sold Mar 24, 2025

  12202 Langstaff Dr, Windermere, FL 34786

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

  Last Sold Summary

  • $254/SF
  • 8 Days On Market

  Current Estimated Value $384,725

  Last Listing Agent Milagros Agostini-Prado AK GLOBAL REALTY LLC

  12202 Langstaff Dr, 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 $714,615

  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 $311,640

  Last Listing Agent Evan Caulfield STOCKWORTH REALTY GROUP

  8276 Maritime Flag St Unit 110, Windermere, FL 34786
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  $653,250 Sold Mar 28, 2025

  12761 Westside Village Loop, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $265/SF
  • 9 Days On Market

  Current Estimated Value $645,212

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12761 Westside Village Loop, 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 $819,234

  Last Listing Agent Crystal Washington Booth CENTURY 21 BE3

  8738 Iron Mountain Trail, Windermere, FL 34786
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  $920,000 Sold Jan 15, 2025

  9323 Westover Club Cir, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,923 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 45 Days On Market

  Current Estimated Value $931,108

  Last Listing Agent Brigitte Knott CHARLES RUTENBERG REALTY ORLANDO

  9323 Westover Club Cir, Windermere, FL 34786
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  $1,240,000 Sold May 02, 2025

  7587 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 5,149 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 40 Days On Market

  Current Estimated Value $1,224,086

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  7587 Lake Albert 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 $579,899

  Last Listing Agent Jared Dunn LIVE MVRK LLC

  5063 Carillon Ln, Windermere, FL 34786
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  $535,000 Sold Feb 13, 2025

  5230 Lemon Twist Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 2005

  Last Sold Summary

  • $244/SF
  • 0 Days On Market

  Current Estimated Value $540,226

  Last Listing Agent Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  5230 Lemon Twist Ln, 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

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  4108 Downeast Ln, Windermere, FL 34786
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  $4,000,000 Sold Apr 07, 2025

  5183 Isleworth Country Club Dr, Windermere, FL 34786

  • Land
  • 0.71 Acre
  • $5,633,803 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $3,925,252

  Last Listing Agent Michelle Corbin ISLEWORTH REALTY LLC

  5183 Isleworth Country Club Dr, 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

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11425 Claymont Cir, Windermere, FL 34786

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