2,045

Recently Sold Winter Garden, FL Homes

Section Image Section Image
  • /2

    $775,000 Sold Sep 30, 2025

    405 Courtlea Park Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 2,686 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $289/SF
    • 93 Days On Market

    Current Estimated Value $749,851

    Last Listing Agent Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

    405 Courtlea Park Dr, Winter Garden, FL 34787
  • /2

    $1,350,000 Sold Jan 30, 2026

    15332 Johns Lake Pointe Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 4,123 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $327/SF
    • 22 Days On Market

    Current Estimated Value $1,353,953

    Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

    15332 Johns Lake Pointe Blvd, Winter Garden, FL 34787
  • /2

    $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 $941,715

    Last Listing Agent Simon Azarnia EOLA REALTY LLC

    1338 Union Club Dr, Winter Garden, FL 34787
  • /2

    $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 $517,731

    Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

    4233 Mistwood St, Winter Garden, FL 34787
  • /2

    $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 $420,651

    Last Listing Agent Matt McKee COMPASS FLORIDA LLC

    705 Sunburst Cove Ln, Winter Garden, FL 34787
  • /2

    $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 $421,491

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    9338 Bolshoi Aly, Winter Garden, FL 34787
  • /2

    $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 $2,076,878

    Last Listing Agent Drew Ross LAKEFIELD REALTY GROUP LLC

    15168 Shonan Gold Dr, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $841,079

    Last Listing Agent John Crescenti LOKATION

    1016 Huntspoint St, Winter Garden, FL 34787
  • /2

    $650,000 Sold Mar 17, 2026

    8818 Bismarck Palm Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,493 Sq Ft
    • Built 2017

    Last Sold Summary

    • $261/SF

    Current Estimated Value $629,117

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

    8818 Bismarck Palm Dr, Winter Garden, FL 34787
  • /2

    $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 $453,881

    Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

    1627 E Spring Ridge Cir, Winter Garden, FL 34787
  • /2

    $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 $616,490

    Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

    3158 Sailing Pier Ave, Winter Garden, FL 34787
  • /2

    $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 $433,043

    Last Listing Agent Anna Snyder CFL REAL ESTATE LLC

    6331 Breeze Filled Ln, Winter Garden, FL 34787
  • /2

    $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 $404,919

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    2628 Balforn Tower Way, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $901,520

    Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    11224 Pixie Mandarin Ct, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $428,728

    Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

    18 W Vining St, Winter Garden, FL 34787
  • /2

    $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

    Last Listing Agent Melissa Rodriguez LEGACY PLUS REALTY

    15080 W Colonial Dr, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $565,871

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

    13025 Serene Glade Rd, Winter Garden, FL 34787
  • /2

    $580,000 Sold Feb 10, 2026

    15042 Night Heron Dr, Winter Garden, FL 34787

    • 6 Beds
    • 3 Baths
    • 2,626 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $221/SF
    • 78 Days On Market

    Current Estimated Value $596,316

    Last Listing Agent Aarohi Shah ALIGN REAL ESTATE LLC

    15042 Night Heron Dr, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $1,680,355

    Last Listing Agent Ben Whidden COMPASS FLORIDA LLC

    16761 Broadwater Ave, Winter Garden, FL 34787
  • /31

    $469,990 Sold Mar 25, 2026

    17341 Beachgrass Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $311/SF
    • 41 Days On Market

    M/I Homes Lake Star at Ovation - Avenue Collection

    17341 Beachgrass Aly, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $741,905

    Last Listing Agent Shawn McCormick ERA GRIZZARD REAL ESTATE

    9434 Jaywood Rd, Winter Garden, FL 34787
  • /2

    $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 $800,551

    Last Listing Agent Andy Neal THE AGENCY FL

    2151 Tillman Ave, Winter Garden, FL 34787
  • /2

    $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 $483,784

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    9425 Holliston Creek Place, Winter Garden, FL 34787
  • /2

    $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 $1,117,641

    Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

    1071 Kershaw Dr, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $210,756

    Last Listing Agent Kamille Luck LUCK REALTY GROUP, INC.

    355 Douglas Way Unit 53, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $585,865

    Last Listing Agent Bo Zhang CENTURY 21 CARIOTI

    5518 Thomas Square Dr, Winter Garden, FL 34787
  • /2

    $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 $498,019

    Last Listing Agent Sherry Gao CHARLES RUTENBERG REALTY ORLANDO

    5989 Painted Leaf Dr, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $2,360,618

    Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

    12151 Walker Pond Rd, Winter Garden, FL 34787
  • /2

    $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 $622,469

    Last Listing Agent Amy Moline EXP REALTY LLC

    14955 Speer Lake Dr, Winter Garden, FL 34787
  • /33

    $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

    Current Estimated Value $434,368

    15523 Bay Bridge St, Winter Garden, FL 34787
  • /2

    $482,000 Sold Mar 12, 2026

    214 Meljane Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $381/SF
    • 6 Days On Market

    Current Estimated Value $397,849

    Last Listing Agent Matthew Sutton BERGER REALTY & INVESTMENTS

    214 Meljane Dr, Winter Garden, FL 34787
  • /2

    $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 $435,738

    Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    15813 Gem View St, Winter Garden, FL 34787
  • /2

    $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 $681,136

    Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

    16217 Honey Harvest St, Winter Garden, FL 34787
  • /2

    $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 $767,202

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

    14640 Porter Rd, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $687,701

    Last Listing Agent Maria Rojas MY Q REALTY, LLC

    9374 Bolero Rd, Winter Garden, FL 34787
  • /2

    $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 $573,285

    Last Listing Agent Alex Lopez TITAN REALTY GROUP LLC

    16059 Hampton Crossing Dr, Winter Garden, FL 34787
  • /2

    $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 $2,189,023

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

    16719 Broadwater Ave, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $618,284

    Last Listing Agent Richard Cazeau EXP REALTY LLC

    1005 Chase Dr, Winter Garden, FL 34787
  • /2

    $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

    Current Estimated Value $561,353

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    14580 Cedar Hill Dr, Winter Garden, FL 34787
  • /2

    $710,000 Sold Dec 23, 2025

    17313 Bal Harbour Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 3,046 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $233/SF
    • 22 Days On Market

    Current Estimated Value $711,490

    Last Listing Agent Deep Mehta EXP REALTY LLC

    17313 Bal Harbour Dr, Winter Garden, FL 34787

Showing Results 321 - 360, Page 9 of 18

How to Buy a Home How to Finance a Home How to Sell a Home