2,244

Recently Sold Winter Garden, FL Homes

Section Image Section Image
  • /2

    $1,250,000

    Sold Sep 02, 2025

    10180 Merrymeeting Bay Dr, Winter Garden, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,910 Sq Ft
    • Built 2020

    Last Sold Summary

    • 13% Below List Price
    • $320/SF
    • 37 Days On Market

    Current Estimated Value $1,257,952

    Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

    10180 Merrymeeting Bay Dr, Winter Garden, FL 34787
  • /2

    $515,000

    Sold Dec 17, 2025

    14214 Shocklach Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,218 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $232/SF
    • 82 Days On Market

    Current Estimated Value $525,913

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    14214 Shocklach Dr, Winter Garden, FL 34787
  • /2

    $740,000

    Sold Dec 01, 2025

    349 Morning View Dr, Winter Garden, FL 34787

    • 7 Beds
    • 4 Baths
    • 4,693 Sq Ft
    • Built 2013

    Last Sold Summary

    • 16% Below List Price
    • $158/SF
    • 392 Days On Market

    Current Estimated Value $761,801

    Last Listing Agent Sarah Gholami THE FLORIDA PROPERTY SHOP SALE

    349 Morning View Dr, Winter Garden, FL 34787
  • /2

    $1,070,000

    Sold Dec 23, 2025

    15732 Shorebird Ln, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,881 Sq Ft
    • Built 2020

    Last Sold Summary

    • 24% Below List Price
    • $276/SF
    • 266 Days On Market

    Current Estimated Value $1,087,941

    Last Listing Agent Karen Ledet EXP REALTY LLC

    15732 Shorebird Ln, Winter Garden, FL 34787
  • /2

    $190,000

    Sold Feb 20, 2026

    14501 Grove Resort Ave Unit 2709, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 2018

    Last Sold Summary

    • 40% Below List Price
    • $132/SF
    • 637 Days On Market

    Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    14501 Grove Resort Ave Unit 2709, Winter Garden, FL 34787
  • /2

    $600,000

    Sold Dec 19, 2025

    14325 Cedar Hill Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,218 Sq Ft
    • Built 2016

    Last Sold Summary

    • $271/SF
    • 2 Days On Market

    Current Estimated Value $602,621

    Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC

    14325 Cedar Hill Dr, Winter Garden, FL 34787
  • /2

    $712,000

    Sold Oct 15, 2025

    12863 Harvest Rain Ave, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,858 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $249/SF
    • 120 Days On Market

    Current Estimated Value $701,000

    Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    12863 Harvest Rain Ave, Winter Garden, FL 34787
  • /2

    $880,000

    Sold Jan 29, 2026

    2320 Wintermere Pointe Dr, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,290 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Above List Price
    • $267/SF
    • 4 Days On Market

    Current Estimated Value $859,487

    Last Listing Agent Alexis Jacobsen EXP REALTY LLC

    2320 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /2

    $415,000

    Sold Oct 22, 2025

    13526 Pearl Beach St, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $263/SF
    • 24 Days On Market

    Current Estimated Value $425,456

    Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    13526 Pearl Beach St, Winter Garden, FL 34787
  • /26

    $849,990

    Sold May 22, 2026

    11217 Hollow Bay Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,327 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Below List Price
    • $255/SF
    • 29 Days On Market

    Current Estimated Value $865,000

    D.R. Horton Waterleigh

    11217 Hollow Bay Dr, Winter Garden, FL 34787
  • /2

    $830,000

    Sold Jul 24, 2026

    15162 Canopy Cover Dr, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 2,049 Sq Ft
    • Built 2023

    Last Sold Summary

    • 17% Below List Price
    • $405/SF
    • 223 Days On Market

    Current Estimated Value $853,489

    Last Listing Agent Angela Camacho LA ROSA REALTY LLC

    15162 Canopy Cover Dr, Winter Garden, FL 34787
  • /2

    $545,000

    Sold Jul 24, 2026

    2200 Romanum Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 2,561 Sq Ft
    • Built 2015

    Last Sold Summary

    • 3% Below List Price
    • $213/SF
    • 45 Days On Market

    Current Estimated Value $553,457

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    2200 Romanum Dr, Winter Garden, FL 34787
  • /11

    $718,799

    Sold May 15, 2026

    17006 Seville Orange Rd, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 2,224 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $323/SF
    • 42 Days On Market

    Current Estimated Value $655,948

    Ashton Woods Northlake at Ovation - Traditional

    17006 Seville Orange Rd, Winter Garden, FL 34787
  • /2

    $335,000

    Sold Aug 03, 2026

    14090 Avenue of the Groves, Winter Garden, FL 34787

    • 2 Beds
    • 2.5 Baths
    • 1,116 Sq Ft
    • Built 2011

    Last Sold Summary

    • 1% Below List Price
    • $300/SF
    • 44 Days On Market

    Current Estimated Value $331,116

    Last Listing Agent Fernando Barragan RE/MAX TOWN CENTRE

    14090 Avenue of the Groves, Winter Garden, FL 34787
  • /2

    $724,900

    Sold Apr 13, 2026

    8119 Pond Apple Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,517 Sq Ft
    • Built 2015

    Last Sold Summary

    • $288/SF
    • 1 Day On Market

    Current Estimated Value $719,817

    Last Listing Agent Amy Moline EXP REALTY LLC

    8119 Pond Apple Dr, Winter Garden, FL 34787
  • /2

    $485,000

    Sold Sep 12, 2025

    956 Glenview Cir, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft
    • Built 1987

    Last Sold Summary

    • $262/SF
    • 3 Days On Market

    Current Estimated Value $487,342

    Last Listing Agent Brook Denmon COLDWELL BANKER REALTY

    956 Glenview Cir, Winter Garden, FL 34787
  • /2

    $880,000

    Sold Apr 21, 2026

    326 Crystal Wood Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,643 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $242/SF
    • 7 Days On Market

    Current Estimated Value $886,846

    Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    326 Crystal Wood Dr, Winter Garden, FL 34787
  • /2

    $820,000

    Sold Jun 10, 2026

    16331 Taliesin St, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,104 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $264/SF
    • 59 Days On Market

    Current Estimated Value $819,741

    Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    16331 Taliesin St, Winter Garden, FL 34787
  • /2

    $1,240,000

    Sold Apr 27, 2026

    11714 Flynn Ct, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 4,370 Sq Ft
    • Built 1994

    Last Sold Summary

    • 20% Below List Price
    • $284/SF
    • 142 Days On Market

    Current Estimated Value $1,232,568

    Last Listing Agent Veronica Cole THE REAL ESTATE COLLECTION LLC

    11714 Flynn Ct, Winter Garden, FL 34787
  • /2

    $550,000

    Sold Dec 03, 2025

    1035 Harbor Hill St, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,242 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $245/SF
    • 55 Days On Market

    Current Estimated Value $570,659

    Last Listing Agent Angela Jaspon UNITED REAL ESTATE PREFERRED

    1035 Harbor Hill St, Winter Garden, FL 34787
  • /2

    $510,000

    Sold Nov 24, 2025

    14708 Masthead Landing Cir, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,190 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $233/SF
    • 65 Days On Market

    Current Estimated Value $519,112

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    14708 Masthead Landing Cir, Winter Garden, FL 34787
  • /2

    $1,585,480

    Sold Jan 05, 2026

    17378 Glossy Pomelo Way, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 4,475 Sq Ft
    • Built 2025

    Last Sold Summary

    • $354/SF

    Current Estimated Value $1,576,000

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

    17378 Glossy Pomelo Way, Winter Garden, FL 34787
  • /2

    $407,000

    Sold Sep 15, 2025

    14433 Pleach St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $248/SF
    • 139 Days On Market

    Current Estimated Value $402,825

    Last Listing Agent Thomas Longmoore SELLSTATE INNOVATION REALTY

    14433 Pleach St, Winter Garden, FL 34787
  • /2

    $548,000

    Sold Oct 27, 2025

    1319 Castleport Rd, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,518 Sq Ft
    • Built 2001

    Last Sold Summary

    • 5% Below List Price
    • $218/SF
    • 118 Days On Market

    Current Estimated Value $558,617

    Last Listing Agent Kristi Matthew CENTURY 21 CARIOTI

    1319 Castleport Rd, Winter Garden, FL 34787
  • /2

    $479,000

    Sold Sep 10, 2025

    15513 Honey Mandarin Way, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $290/SF
    • 1 Day On Market

    Current Estimated Value $475,944

    Last Listing Agent Daniel Coombs FLORIDA REAL ESTATE & LAND CO.

    15513 Honey Mandarin Way, Winter Garden, FL 34787
  • /2

    $573,000

    Sold Aug 03, 2026

    14372 Breda Center Loop, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $212/SF
    • 7 Days On Market

    Current Estimated Value $575,886

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    14372 Breda Center Loop, Winter Garden, FL 34787
  • /2

    $490,000

    Sold Sep 19, 2025

    15370 Burgtheater Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,835 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 21 Days On Market

    Current Estimated Value $484,945

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15370 Burgtheater Dr, Winter Garden, FL 34787
  • /2

    $455,000

    Sold Aug 20, 2025

    15420 Blackbead St, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 1,853 Sq Ft
    • Built 2018

    Last Sold Summary

    • $246/SF
    • 9 Days On Market

    Current Estimated Value $463,325

    Last Listing Agent Francisco Chavez, Jr DENIZ REALTY PARTNERS LLC

    15420 Blackbead St, Winter Garden, FL 34787
  • /8

    $416,990

    Sold Jan 14, 2026

    16593 Barbours Creek Way, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $266/SF
    • 8 Days On Market

    D.R. Horton Waterleigh - Townhomes

    16593 Barbours Creek Way, Winter Garden, FL 34787
  • /2

    $715,000

    Sold Dec 15, 2025

    14373 Black Lake Preserve St, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,690 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Below List Price
    • $194/SF
    • 31 Days On Market

    Current Estimated Value $737,996

    Last Listing Agent James Parsons REALTY ONE GROUP INSPIRATION

    14373 Black Lake Preserve St, Winter Garden, FL 34787
  • /2

    $749,000

    Sold Jan 29, 2026

    15641 Shore Walk Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,267 Sq Ft
    • Built 2021

    Last Sold Summary

    • 6% Below List Price
    • $229/SF
    • 152 Days On Market

    Current Estimated Value $749,161

    Last Listing Agent Pablo Fernandez LA ROSA REALTY KISSIMMEE

    15641 Shore Walk Dr, Winter Garden, FL 34787
  • /2

    $856,990

    Sold Dec 23, 2025

    5123 Citrus Leaf Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft
    • Built 2025

    Last Sold Summary

    • $279/SF

    Current Estimated Value $863,076

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

    5123 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /2

    $569,000

    Sold Jun 05, 2026

    8066 Bowery Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,579 Sq Ft
    • Built 2017

    Last Sold Summary

    • 5% Below List Price
    • $221/SF
    • 72 Days On Market

    Current Estimated Value $577,453

    Last Listing Agent Michael blank FL PRO BROKERS LLC

    8066 Bowery Dr, Winter Garden, FL 34787
  • /2

    $540,000

    Sold Jul 22, 2026

    503 First Cape Coral Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,365 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 90 Days On Market

    Current Estimated Value $547,802

    Last Listing Agent Heather Spirazza REGENCY REAL ESTATE LLC

    503 First Cape Coral Dr, Winter Garden, FL 34787
  • /2

    $930,000

    Sold May 29, 2026

    16975 Wingspread Loop, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,557 Sq Ft
    • Built 2021

    Last Sold Summary

    • 7% Below List Price
    • $261/SF
    • 120 Days On Market

    Current Estimated Value $933,973

    Last Listing Agent Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

    16975 Wingspread Loop, Winter Garden, FL 34787
  • /2

    $549,000

    Sold Dec 05, 2025

    6531 Orange Cream Aly, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft
    • Built 2018

    Last Sold Summary

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

    Current Estimated Value $550,063

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    6531 Orange Cream Aly, Winter Garden, FL 34787
  • /2

    $785,000

    Sold Mar 17, 2026

    7883 Bowery Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,179 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Below List Price
    • $247/SF
    • 114 Days On Market

    Current Estimated Value $783,583

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    7883 Bowery Dr, Winter Garden, FL 34787
  • /2

    $1,665,000

    Sold Dec 01, 2025

    1224 Union Club Dr, Winter Garden, FL 34787

    • 5 Beds
    • 5.5 Baths
    • 5,441 Sq Ft
    • Built 2016

    Last Sold Summary

    • 16% Below List Price
    • $306/SF
    • 109 Days On Market

    Current Estimated Value $1,715,546

    Last Listing Agent Amy Moline EXP REALTY LLC

    1224 Union Club Dr, Winter Garden, FL 34787
  • /2

    $665,000

    Sold May 14, 2026

    8256 Bayview Crossing Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 2,557 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Below List Price
    • $260/SF
    • 193 Days On Market

    Current Estimated Value $667,709

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    8256 Bayview Crossing Dr, Winter Garden, FL 34787
  • /2

    $349,900

    Sold Oct 30, 2025

    14531 Pleach St, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,496 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 133 Days On Market

    Current Estimated Value $353,775

    Last Listing Agent Blanca Sanchez WATSON REALTY CORP

    14531 Pleach St, Winter Garden, FL 34787

Showing Results 641 - 680, Page 17 of 18

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