Recently Sold Winter Garden, FL Homes

/2
$1,150,000 Sold Nov 05, 2025

14507 Winter Stay Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,950 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $291/SF
- 82 Days On Market
Current Estimated Value $1,125,579

Last Listing Agent Carolina Fortes Ribeiro EMPIRE NETWORK REALTY

14507 Winter Stay Dr, Winter Garden, FL 34787
/2
$1,058,290 Sold Jul 07, 2025

16311 Bright Leaf Rd, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,643 Sq Ft
- Built 2024
Last Sold Summary
- $290/SF
Current Estimated Value $987,500

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

16311 Bright Leaf Rd, Winter Garden, FL 34787
/13
$879,990 Sold Sep 08, 2025

16765 Muskgrass Dr, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,610 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $244/SF
- 48 Days On Market
Current Estimated Value $857,063

M/I Homes Lake Star at Ovation - Cottage Collection

16765 Muskgrass Dr, Winter Garden, FL 34787
/2
$670,000 Sold Jun 02, 2025

15863 Citrus Grove Loop, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 3,086 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $217/SF
- 29 Days On Market
Current Estimated Value $675,382

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

15863 Citrus Grove Loop, Winter Garden, FL 34787
/2
$435,001 Sold Jul 07, 2025

13233 Peaceful Melody Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
- Built 2025
Last Sold Summary
- $265/SF
- 0 Days On Market
Current Estimated Value $421,621

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

13233 Peaceful Melody Dr, Winter Garden, FL 34787
/2
$561,000 Sold Feb 12, 2026

15445 Pebble Ridge St, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,375 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $236/SF
- 8 Days On Market
Current Estimated Value $568,349

Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

15445 Pebble Ridge St, Winter Garden, FL 34787
/33
$674,990 Sold Aug 29, 2025

11158 Hollow Bay Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,489 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $271/SF
- 8 Days On Market
Current Estimated Value $643,000

D.R. Horton Waterleigh

11158 Hollow Bay Dr, Winter Garden, FL 34787
/2
$935,000 Sold Nov 10, 2025

15420 Southern Martin St, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,782 Sq Ft
- Built 2018
Last Sold Summary
- 15% Below List Price
- $247/SF
- 135 Days On Market
Current Estimated Value $917,143

Last Listing Agent Maria Maraboto LAKEFIELD REALTY GROUP LLC

15420 Southern Martin St, Winter Garden, FL 34787
/2
$615,000 Sold May 30, 2025

14675 Scott Key Dr, Winter Garden, FL 34787
- 3 Beds
- 3.5 Baths
- 2,444 Sq Ft
- Built 2017
Last Sold Summary
- 1% Below List Price
- $252/SF
- 26 Days On Market
Current Estimated Value $617,977

Last Listing Agent Jennifer Vilayvong VYLLA HOME

14675 Scott Key Dr, Winter Garden, FL 34787
/2
$720,000 Sold Dec 18, 2025

6024 Sunset Isle Dr, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,559 Sq Ft
- Built 2013
Last Sold Summary
- 3% Below List Price
- $202/SF
- 41 Days On Market
Current Estimated Value $711,137

Last Listing Agent Monique McGuire MONIQUE MCGUIRE REALTY INC

6024 Sunset Isle Dr, Winter Garden, FL 34787
/2
$800,000 Sold Feb 02, 2026

1061 Spring Mill Dr, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,502 Sq Ft
- Built 2000
Last Sold Summary
- 10% Below List Price
- $228/SF
- 68 Days On Market
Current Estimated Value $805,764

Last Listing Agent Helen Thompson RE/MAX SELECT GROUP

1061 Spring Mill Dr, Winter Garden, FL 34787
/2
$540,000 Sold May 19, 2025

38 Lakeview Reserve Blvd, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,038 Sq Ft
- Built 2001
Last Sold Summary
- 6% Below List Price
- $265/SF
- 43 Days On Market
Current Estimated Value $541,209

Last Listing Agent Carmelo Nuccio RE/MAX EXCLUSIVE COLLECTION

38 Lakeview Reserve Blvd, Winter Garden, FL 34787
/2
$530,000 Sold Dec 10, 2025

8261 Purple Sandpiper Ave, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,438 Sq Ft
- Built 2017
Last Sold Summary
- 7% Below List Price
- $217/SF
- 46 Days On Market
Current Estimated Value $536,199

Last Listing Agent Cristian Cen Chen SIMPSON REALTY LLC

8261 Purple Sandpiper Ave, Winter Garden, FL 34787
/42
$1,354,990 Sold Jan 20, 2026

17360 Glossy Pomelo Way, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 4,728 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $287/SF
- 7 Days On Market
M/I Homes Lake Star at Ovation - Lakefront Series

17360 Glossy Pomelo Way, Winter Garden, FL 34787
/2
$539,000 Sold Nov 05, 2025

615 Groves End Ln, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,523 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $214/SF
- 63 Days On Market
Current Estimated Value $536,812

Last Listing Agent Lou Forges VALIANT REALTY GROUP LLC

615 Groves End Ln, Winter Garden, FL 34787
/2
$557,000 Sold Mar 28, 2025

4996 Railroad Vine Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,985 Sq Ft
- Built 2025
Last Sold Summary
- 5% Below List Price
- $281/SF
- 52 Days On Market
Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

4996 Railroad Vine Aly, Winter Garden, FL 34787
/2
$459,690 Sold Jan 30, 2026

5771 Citrus Park Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 2025
Last Sold Summary
- $249/SF
- 70 Days On Market
Current Estimated Value $454,416

Last Listing Agent Adam Schott DRB GROUP REALTY, LLC

5771 Citrus Park Dr, Winter Garden, FL 34787
/2
$1,301,530 Sold Jun 23, 2025

17450 Glossy Pomelo Way, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 4,147 Sq Ft
- Built 2025
Last Sold Summary
- $314/SF
Current Estimated Value $1,266,117

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

17450 Glossy Pomelo Way, Winter Garden, FL 34787
/2
$1,249,000 Sold Mar 06, 2026

17117 Heartwood Loop, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,265 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $383/SF
- 70 Days On Market
Current Estimated Value $1,276,008

Last Listing Agent Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

17117 Heartwood Loop, Winter Garden, FL 34787
/2
$520,980 Sold Jun 18, 2025

11957 Bracco St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,985 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $262/SF
- 8 Days On Market
Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

11957 Bracco St, Winter Garden, FL 34787
/2
$840,000 Sold Feb 06, 2026

15245 Blue Peacock Ln, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,225 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $260/SF
- 113 Days On Market
Current Estimated Value $834,554

Last Listing Agent Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

15245 Blue Peacock Ln, Winter Garden, FL 34787
/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 $1,231,843

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 $526,063

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 $742,277

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 $1,083,436

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 $597,288

Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC

14325 Cedar Hill Dr, 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 $858,527

Last Listing Agent Alexis Bress EXP REALTY LLC

2320 Wintermere Pointe 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
Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

12863 Harvest Rain Ave, 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 $418,979

Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

13526 Pearl Beach St, Winter Garden, FL 34787
/2
$645,000 Sold Jun 04, 2025

14661 Old Thicket Trace, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,717 Sq Ft
- Built 2007
Last Sold Summary
- 1% Below List Price
- $237/SF
- 7 Days On Market
Current Estimated Value $635,820

Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

14661 Old Thicket Trace, Winter Garden, FL 34787
/2
$769,990 Sold Jun 27, 2025

16881 Muskgrass Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,856 Sq Ft
- Built 2024
Last Sold Summary
- $270/SF
- 41 Days On Market
Current Estimated Value $748,724

Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

16881 Muskgrass Dr, Winter Garden, FL 34787
/2
$535,000 Sold Jun 02, 2025

15174 Evergreen Oak Loop, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,216 Sq Ft
- Built 2015
Last Sold Summary
- 7% Below List Price
- $241/SF
- 101 Days On Market
Current Estimated Value $531,902

Last Listing Agent Abdullah Akel CHARLES RUTENBERG REALTY ORLANDO

15174 Evergreen Oak Loop, Winter Garden, FL 34787
/2
$585,000 Sold Jun 09, 2025

8883 Lakeshore Pointe Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,006 Sq Ft
- Built 2017
Last Sold Summary
- $292/SF
Current Estimated Value $570,654

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

8883 Lakeshore Pointe Dr, Winter Garden, FL 34787
/2
$611,000 Sold Jul 03, 2025

1667 Spring Loop Way, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,007 Sq Ft
- Built 1993
Last Sold Summary
- 6% Below List Price
- $304/SF
- 31 Days On Market
Current Estimated Value $580,529

Last Listing Agent Erica Diaz HOMEVEST REALTY

1667 Spring Loop Way, 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 $480,830

Last Listing Agent Brook Denmon COLDWELL BANKER REALTY

956 Glenview Cir, Winter Garden, FL 34787
/2
$489,900 Sold May 19, 2025

560 Garden Heights Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,385 Sq Ft
- Built 1984
Last Sold Summary
- $354/SF
- 2 Days On Market
Current Estimated Value $447,568

Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

560 Garden Heights Dr, 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 $562,483

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 $511,145

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

17378 Glossy Pomelo Way, Winter Garden, FL 34787

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