Recently Sold Winter Garden, FL Homes

/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

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