Recently Sold Winter Garden, FL Homes

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  $980,000 Sold Apr 21, 2025

  1338 Union Club Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,637 Sq Ft
  • Built 2014

  Last Sold Summary

  • 9% Above List Price
  • $372/SF
  • 142 Days On Market

  Current Estimated Value $937,622

  Last Listing Agent Simon Azarnia EOLA REALTY LLC

  1338 Union Club Dr, Winter Garden, FL 34787
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  $525,000 Sold Jun 02, 2025

  4233 Mistwood St, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,342 Sq Ft
  • Built 2021

  Last Sold Summary

  • 5% Below List Price
  • $224/SF
  • 32 Days On Market

  Current Estimated Value $530,975

  Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

  4233 Mistwood St, Winter Garden, FL 34787
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  $430,000 Sold Sep 10, 2025

  705 Sunburst Cove Ln, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 1,626 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $264/SF
  • 43 Days On Market

  Current Estimated Value $426,508

  Last Listing Agent Matt McKee COMPASS FLORIDA LLC

  705 Sunburst Cove Ln, Winter Garden, FL 34787
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  $429,990 Sold Jul 30, 2025

  9338 Bolshoi Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,693 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $254/SF
  • 54 Days On Market

  Current Estimated Value $430,256

  Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  9338 Bolshoi Aly, Winter Garden, FL 34787
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  $2,100,000 Sold Jun 10, 2025

  15168 Shonan Gold Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 5,030 Sq Ft
  • Built 2018

  Last Sold Summary

  • 24% Below List Price
  • $417/SF
  • 273 Days On Market

  Current Estimated Value $2,097,614

  Last Listing Agent Drew Ross LAKEFIELD REALTY GROUP LLC

  15168 Shonan Gold Dr, Winter Garden, FL 34787
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  $850,000 Sold Jan 05, 2026

  1016 Huntspoint St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,421 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Below List Price
  • $351/SF
  • 11 Days On Market

  Last Listing Agent John Crescenti LOKATION

  1016 Huntspoint St, Winter Garden, FL 34787
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  $930,000 Sold Mar 21, 2025

  15944 Citrus Knoll Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,417 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $272/SF
  • 11 Days On Market

  Current Estimated Value $925,364

  Last Listing Agent Babi Hennemann WRA BUSINESS & REAL ESTATE

  15944 Citrus Knoll Dr, Winter Garden, FL 34787
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  $677,000 Sold Mar 25, 2025

  3228 Sailing Pier Ave, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,894 Sq Ft
  • Built 2023

  Last Sold Summary

  • 5% Below List Price
  • $234/SF
  • 154 Days On Market

  Current Estimated Value $690,661

  Last Listing Agent Joseph Andorful FATHOM REALTY FL LLC

  3228 Sailing Pier Ave, Winter Garden, FL 34787
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  $455,000 Sold Apr 17, 2025

  1627 E Spring Ridge Cir, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 130 Days On Market

  Current Estimated Value $451,264

  Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

  1627 E Spring Ridge Cir, Winter Garden, FL 34787
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  $610,000 Sold Sep 17, 2025

  3158 Sailing Pier Ave, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,298 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $265/SF
  • 149 Days On Market

  Current Estimated Value $618,272

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  3158 Sailing Pier Ave, Winter Garden, FL 34787
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  $440,000 Sold Aug 19, 2025

  6331 Breeze Filled Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Built 2024

  Last Sold Summary

  • 31% Below List Price
  • $261/SF
  • 31 Days On Market

  Current Estimated Value $440,815

  Last Listing Agent Anna Snyder CFL REAL ESTATE LLC

  6331 Breeze Filled Ln, Winter Garden, FL 34787
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  $385,000 Sold Feb 27, 2025

  15203 Starleigh Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $230/SF
  • 6 Days On Market

  Current Estimated Value $401,480

  Last Listing Agent Mark D'Italia PROPERTY LOGIC RE

  15203 Starleigh Rd, Winter Garden, FL 34787
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  $413,266 Sold Jul 28, 2025

  2628 Balforn Tower Way, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Below List Price
  • $301/SF
  • 6 Days On Market

  Current Estimated Value $426,732

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  2628 Balforn Tower Way, Winter Garden, FL 34787
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  $900,000 Sold Dec 26, 2025

  11224 Pixie Mandarin Ct, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  Last Sold Summary

  • $290/SF
  • 1 Day On Market

  Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  11224 Pixie Mandarin Ct, Winter Garden, FL 34787
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  $395,000 Sold Nov 20, 2025

  18 W Vining St, Winter Garden, FL 34787

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft
  • Built 1938

  Last Sold Summary

  • 7% Below List Price
  • $417/SF
  • 45 Days On Market

  Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

  18 W Vining St, Winter Garden, FL 34787
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  $3,200,000 Sold May 09, 2025

  15080 W Colonial Dr, Winter Garden, FL 34787

  • Land
  • 2.81 Acres
  • $1,138,790 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 1 Day On Market

  Current Estimated Value $857,000

  Last Listing Agent Melissa Rodriguez LEGACY PLUS REALTY

  15080 W Colonial Dr, Winter Garden, FL 34787
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  $570,000 Sold Dec 29, 2025

  13025 Serene Glade Rd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,083 Sq Ft
  • Built 2025

  Last Sold Summary

  • $274/SF

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

  13025 Serene Glade Rd, Winter Garden, FL 34787
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  $1,675,000 Sold Nov 21, 2025

  16761 Broadwater Ave, Winter Garden, FL 34787

  • 5 Beds
  • 5.5 Baths
  • 3,513 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $477/SF
  • 152 Days On Market

  Last Listing Agent Ben Whidden COMPASS FLORIDA LLC

  16761 Broadwater Ave, Winter Garden, FL 34787
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  $540,000 Sold Feb 26, 2025

  4990 Railroad Vine Aly, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft
  • Built 2025

  Last Sold Summary

  • $252/SF
  • 0 Days On Market

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

  4990 Railroad Vine Aly, Winter Garden, FL 34787
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  $740,000 Sold Dec 30, 2025

  9434 Jaywood Rd, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,316 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $223/SF
  • 27 Days On Market

  Last Listing Agent Shawn McCormick ERA GRIZZARD REAL ESTATE

  9434 Jaywood Rd, Winter Garden, FL 34787
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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 $817,083

  Last Listing Agent Andy Neal THE AGENCY FL

  2151 Tillman Ave, Winter Garden, FL 34787
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  $593,714 Sold Mar 03, 2025

  13172 Dendy Way Unit 9, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $269/SF
  • 44 Days On Market

  Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  13172 Dendy Way Unit 9, Winter Garden, FL 34787
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  $495,000 Sold Jul 10, 2025

  9425 Holliston Creek Place, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Above List Price
  • $269/SF
  • 12 Days On Market

  Current Estimated Value $492,290

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  9425 Holliston Creek Place, Winter Garden, FL 34787
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  $1,170,000 Sold Jun 30, 2025

  1071 Kershaw Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,822 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $415/SF
  • 13 Days On Market

  Current Estimated Value $1,146,316

  Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

  1071 Kershaw Dr, Winter Garden, FL 34787
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  $210,000 Sold Dec 26, 2025

  355 Douglas Way Unit 53, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $226/SF
  • 39 Days On Market

  Last Listing Agent Kamille Luck LUCK REALTY GROUP, INC.

  355 Douglas Way Unit 53, Winter Garden, FL 34787
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  $499,000 Sold Apr 01, 2025

  5989 Painted Leaf Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $265/SF
  • 60 Days On Market

  Current Estimated Value $495,848

  Last Listing Agent Sherry Gao CHARLES RUTENBERG REALTY ORLANDO

  5989 Painted Leaf Dr, Winter Garden, FL 34787
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  $585,000 Sold Jan 08, 2026

  5518 Thomas Square Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 2,775 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $211/SF
  • 68 Days On Market

  Last Listing Agent Bo Zhang CENTURY 21 CARIOTI

  5518 Thomas Square Dr, Winter Garden, FL 34787
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  $2,835,000 Sold Nov 12, 2025

  12151 Walker Pond Rd, Winter Garden, FL 34787

  • Land
  • 12.36 Acres
  • $229,369 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 54 Days On Market

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  12151 Walker Pond Rd, Winter Garden, FL 34787
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  $620,000 Sold Oct 23, 2025

  14955 Speer Lake Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,722 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $228/SF
  • 16 Days On Market

  Current Estimated Value $624,066

  Last Listing Agent Amy Moline EXP REALTY LLC

  14955 Speer Lake Dr, Winter Garden, FL 34787
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  $439,990 Sold Nov 25, 2025

  15523 Bay Bridge St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $260/SF
  • 12 Days On Market

  15523 Bay Bridge St, Winter Garden, FL 34787
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  $670,000 Sold Feb 27, 2025

  15515 Sandfield Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,788 Sq Ft
  • Built 2014

  Last Sold Summary

  • 19% Below List Price
  • $240/SF
  • 194 Days On Market

  Current Estimated Value $682,937

  Last Listing Agent Kelly Thompson CHARLES RUTENBERG REALTY ORLANDO

  15515 Sandfield Loop, Winter Garden, FL 34787
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  $429,000 Sold May 14, 2025

  15813 Gem View St, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • Built 2024

  Last Sold Summary

  • 12% Below List Price
  • $272/SF
  • 86 Days On Market

  Current Estimated Value $431,752

  Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  15813 Gem View St, Winter Garden, FL 34787
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  $705,000 Sold Apr 11, 2025

  16217 Honey Harvest St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $333/SF
  • 289 Days On Market

  Current Estimated Value $697,819

  Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

  16217 Honey Harvest St, Winter Garden, FL 34787
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  $760,000 Sold Sep 16, 2025

  14640 Porter Rd, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,182 Sq Ft
  • Built 2017

  Last Sold Summary

  • 15% Below List Price
  • $182/SF
  • 35 Days On Market

  Current Estimated Value $772,231

  Last Listing Agent Vanessa Franz Barnes KELLER WILLIAMS REALTY AT THE LAKES

  14640 Porter Rd, Winter Garden, FL 34787
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  $485,000 Sold Mar 19, 2025

  14694 Seton Creek Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 23 Days On Market

  Current Estimated Value $480,531

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  14694 Seton Creek Blvd, Winter Garden, FL 34787
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  $687,000 Sold Jan 28, 2026

  9374 Bolero Rd, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 2,840 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Above List Price
  • $242/SF
  • 12 Days On Market

  Last Listing Agent Maria Rojas MY Q REALTY, LLC

  9374 Bolero Rd, Winter Garden, FL 34787
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  $570,000 Sold Apr 02, 2025

  16059 Hampton Crossing Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,025 Sq Ft
  • Built 2017

  Last Sold Summary

  • 9% Below List Price
  • $281/SF
  • 67 Days On Market

  Current Estimated Value $578,426

  Last Listing Agent Alex Lopez TITAN REALTY GROUP LLC

  16059 Hampton Crossing Dr, Winter Garden, FL 34787
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  $2,315,625 Sold Jul 09, 2025

  16719 Broadwater Ave, Winter Garden, FL 34787

  • 6 Beds
  • 4.5 Baths
  • 4,462 Sq Ft
  • Built 2019

  Last Sold Summary

  • $519/SF

  Current Estimated Value $2,247,068

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

  16719 Broadwater Ave, Winter Garden, FL 34787
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  $385,000 Sold Oct 02, 2025

  1005 Chase Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,319 Sq Ft
  • Built 2005

  Last Sold Summary

  • 37% Below List Price
  • $166/SF
  • 257 Days On Market

  Last Listing Agent Richard Cazeau EXP REALTY LLC

  1005 Chase Dr, Winter Garden, FL 34787
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  $557,500 Sold Jan 16, 2026

  14580 Cedar Hill Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $276/SF
  • 43 Days On Market

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  14580 Cedar Hill Dr, Winter Garden, FL 34787

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