Recently Sold Winter Garden, FL Homes

/2
$900,000

Sold May 19, 2026

15324 Gilligan Ct, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,794 Sq Ft
- Built 2020
Last Sold Summary
- 5% Below List Price
- $322/SF
- 18 Days On Market
Current Estimated Value $900,883

Last Listing Agent Gretchen Carlson REAL ESTATE HOUSE FL INC

15324 Gilligan Ct, Winter Garden, FL 34787
/2
$162,500

Sold Jul 31, 2026

341 E Lafayette St, Winter Garden, FL 34787
- 2 Beds
- 1 Bath
- 1,106 Sq Ft
- Built 1948
Last Sold Summary
- 9% Below List Price
- $147/SF
- 7 Days On Market
Current Estimated Value $178,290

Last Listing Agent Nina Nguyen LA ROSA REALTY ORLANDO LLC

341 E Lafayette St, Winter Garden, FL 34787
/11
$1,050,560

Sold Jan 16, 2026

226 Woodfall Ln, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 4,442 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $237/SF
- 229 Days On Market
Current Estimated Value $1,023,000

Pulte Homes Winter Grove - Estate

226 Woodfall Ln, Winter Garden, FL 34787
/2
$1,100,000

Sold Jul 31, 2026

9976 Beach Port Dr, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,910 Sq Ft
- Built 2020
Last Sold Summary
- 14% Below List Price
- $281/SF
- 0 Days On Market
Current Estimated Value $1,001,840

Last Listing Agent JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

9976 Beach Port Dr, Winter Garden, FL 34787
/2
$929,500

Sold Dec 03, 2025

17234 Cork St, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,325 Sq Ft
- Built 1979
Last Sold Summary
- 2% Below List Price
- $400/SF
- 20 Days On Market
Current Estimated Value $929,601

Last Listing Agent Jaime Galeoto FLORIDA REALTY RESULTS LLC

17234 Cork St, Winter Garden, FL 34787
/2
$902,500

Sold Apr 08, 2026

149 S Park Ave, Winter Garden, FL 34787
- 3 Beds
- 3.5 Baths
- 2,938 Sq Ft
- Built 2019
Last Sold Summary
- 18% Below List Price
- $307/SF
- 222 Days On Market
Current Estimated Value $914,571

Last Listing Agent Brigitte Knott CHARLES RUTENBERG REALTY ORLANDO

149 S Park Ave, Winter Garden, FL 34787
/2
$485,000

Sold Apr 17, 2026

12272 Bracco St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
- Built 2024
Last Sold Summary
- 9% Below List Price
- $271/SF
- 315 Days On Market
Current Estimated Value $483,403

Last Listing Agent Dana Gold RE/MAX ASSURED

12272 Bracco St, Winter Garden, FL 34787
/2
$824,500

Sold Jun 29, 2026

1432 Marble Crest Way, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,734 Sq Ft
- Built 2005
Last Sold Summary
- $221/SF
- 1 Day On Market
Current Estimated Value $820,475

Last Listing Agent Ken Pozek REAL BROKER, LLC

1432 Marble Crest Way, Winter Garden, FL 34787
/2
$820,000

Sold Jul 29, 2026

8124 Red Crossbill St, Winter Garden, FL 34787
- 6 Beds
- 4 Baths
- 3,708 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $221/SF
- 288 Days On Market
Current Estimated Value $816,158

Last Listing Agent Juan Castro REDFIN CORPORATION

8124 Red Crossbill St, Winter Garden, FL 34787
/2
$772,500

Sold Feb 02, 2026

15485 Sandfield Loop, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 4,010 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $193/SF
- 53 Days On Market
Current Estimated Value $774,785

Last Listing Agent Angel Iglesia LUXE PROPERTIES

15485 Sandfield Loop, Winter Garden, FL 34787
/2
$1,070,000

Sold Dec 05, 2025

14400 Shocklach Dr, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,616 Sq Ft
- Built 2015
Last Sold Summary
- 5% Below List Price
- $296/SF
- 67 Days On Market
Current Estimated Value $1,042,980

Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

14400 Shocklach Dr, Winter Garden, FL 34787
/2
$742,475

Sold Jul 20, 2026

Unlisted Address
- 4 Beds
- 3.5 Baths
- 2,271 Sq Ft
- Built 2026
Last Sold Summary
- $327/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address
/2
$555,960

Sold Sep 19, 2025

13520 Autumn Harvest Ave, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 2,198 Sq Ft
- Built 2025
Last Sold Summary
- $253/SF
Current Estimated Value $555,706

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

13520 Autumn Harvest Ave, Winter Garden, FL 34787
/2
$750,000

Sold May 21, 2026

13001 Harvest Rain Ave, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,858 Sq Ft
- Built 2026
Last Sold Summary
- $262/SF
- 14 Days On Market
Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

13001 Harvest Rain Ave, Winter Garden, FL 34787
/2
$594,948

Sold Nov 18, 2025

12749 Harvest Rain Ave, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,441 Sq Ft
- Built 2025
Last Sold Summary
- $244/SF
Current Estimated Value $595,000

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

12749 Harvest Rain Ave, Winter Garden, FL 34787
/2
$645,000

Sold Sep 11, 2025

14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,701 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $239/SF
- 0 Days On Market
Current Estimated Value $647,499

Last Listing Agent Andreia Beraldo TALENT REALTY SOLUTIONS

14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
/27
$659,420

Sold Oct 31, 2025

12595 Grape Chardonnay Aly, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,693 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $245/SF
- 9 Days On Market
K. Hovnanian Homes Osprey Ranch

12595 Grape Chardonnay Aly, Winter Garden, FL 34787
/2
$575,000

Sold Dec 12, 2025

14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,340 Sq Ft
- Built 2014
Last Sold Summary
- $246/SF
- 5 Days On Market
Current Estimated Value $578,798

Last Listing Agent Eve Metlis WATSON REALTY CORP

14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787
/2
$1,650,000

Sold Mar 12, 2026

9 E Newell St, Winter Garden, FL 34787
- 4 Beds
- 4.5 Baths
- 3,686 Sq Ft
- Built 2025
Last Sold Summary
- $448/SF
- 11 Days On Market
Current Estimated Value $1,586,888

Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

9 E Newell St, Winter Garden, FL 34787
/25
$459,990

Sold Sep 03, 2025

9404 Bolshoi Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,833 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $251/SF
- 12 Days On Market
Current Estimated Value $452,926

9404 Bolshoi Aly, Winter Garden, FL 34787
/9
$866,865

Sold Jul 13, 2026

17673 Lake Star Rd, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 2,791 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $311/SF
- 39 Days On Market
Ashton Woods Northlake at Ovation - Traditional

17673 Lake Star Rd, Winter Garden, FL 34787
/2
$415,000

Sold Jan 12, 2026

8105 Red Stopper Ln, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,725 Sq Ft
- Built 2017
Last Sold Summary
- 2% Below List Price
- $241/SF
- 7 Days On Market
Current Estimated Value $418,311

Last Listing Agent Heather Carr, PA BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

8105 Red Stopper Ln, Winter Garden, FL 34787
/2
$540,000

Sold Dec 02, 2025

14342 White Moss Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,368 Sq Ft
- Built 2015
Last Sold Summary
- 9% Below List Price
- $228/SF
- 81 Days On Market
Current Estimated Value $534,803

Last Listing Agent Silvia Kinkela SERHANT

14342 White Moss Way, Winter Garden, FL 34787
/2
$584,000

Sold Oct 06, 2025

15249 Purple Martin St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,186 Sq Ft
- Built 2017
Last Sold Summary
- 3% Below List Price
- $267/SF
- 29 Days On Market
Current Estimated Value $574,764

Last Listing Agent Diana Basch Connery MS LAND & BUILDING LLC

15249 Purple Martin St, Winter Garden, FL 34787
/2
$1,700,000

Sold Jan 21, 2026

9072 Bradleigh Dr, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,750 Sq Ft
- Built 2019
Last Sold Summary
- 10% Below List Price
- $453/SF
- 74 Days On Market
Current Estimated Value $1,689,767

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

9072 Bradleigh Dr, Winter Garden, FL 34787
/2
$390,000

Sold Aug 18, 2025

15574 Murcott Blossom Blvd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,868 Sq Ft
- Built 2017
Last Sold Summary
- 13% Below List Price
- $209/SF
- 155 Days On Market
Current Estimated Value $394,315

Last Listing Agent Erica Diaz HOMEVEST REALTY

15574 Murcott Blossom Blvd, Winter Garden, FL 34787
/2
$1,700,000

Sold Sep 11, 2025

557 Lake Cove Pointe Cir, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 4,176 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $407/SF
- 90 Days On Market
Current Estimated Value $1,683,196

Last Listing Agent Erica Diaz HOMEVEST REALTY

557 Lake Cove Pointe Cir, Winter Garden, FL 34787
/5
$432,590

Sold Dec 24, 2025

16264 Merry Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,683 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $257/SF
- 11 Days On Market
Current Estimated Value $419,586

Pulte Homes Silverleaf Oaks - Townhome

16264 Merry Aly, Winter Garden, FL 34787
/2
$620,000

Sold Jul 15, 2026

8955 Lakeshore Pointe Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,539 Sq Ft
- Built 2018
Last Sold Summary
- 5% Below List Price
- $244/SF
- 304 Days On Market
Current Estimated Value $639,162

Last Listing Agent Ana Paula Teixeira ANA TEIXEIRA REALTY

8955 Lakeshore Pointe Dr, Winter Garden, FL 34787
/2
$650,000

Sold Feb 27, 2026

14525 Sabal Crest Way, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,527 Sq Ft
- Built 2017
Last Sold Summary
- $257/SF
- 5 Days On Market
Current Estimated Value $643,901

Last Listing Agent Fran Zvaigzne COLDWELL BANKER REALTY

14525 Sabal Crest Way, Winter Garden, FL 34787
/2
$875,000

Sold May 06, 2026

16554 Raven Rock Place, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 3,032 Sq Ft
- Built 2015
Last Sold Summary
- $289/SF
- 16 Days On Market
Current Estimated Value $878,995

Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

16554 Raven Rock Place, Winter Garden, FL 34787
/2
$1,000,000

Sold Aug 21, 2025

15900 Citrus Knoll Dr, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,844 Sq Ft
- Built 2015
Last Sold Summary
- 13% Below List Price
- $260/SF
- 48 Days On Market
Current Estimated Value $1,028,074

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

15900 Citrus Knoll Dr, Winter Garden, FL 34787
/2
$613,160

Sold May 19, 2026

6309 Wild Persimmon Way, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,515 Sq Ft
- Built 2026
Last Sold Summary
- 14% Below List Price
- $244/SF
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

6309 Wild Persimmon Way, Winter Garden, FL 34787
/2
$345,000

Sold Mar 25, 2026

282 E Newell St, Winter Garden, FL 34787
- Land
- 7,840 Sq Ft
- $1,916,667 per Acre
Last Sold Summary
- 14% Below List Price
- 195 Days On Market
Current Estimated Value $361,743

Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

282 E Newell St, Winter Garden, FL 34787
/2
$439,990

Sold Dec 30, 2025

15451 Bay Bridge St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,693 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $260/SF
- 35 Days On Market
Current Estimated Value $446,550

Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

15451 Bay Bridge St, Winter Garden, FL 34787
/2
$540,000

Sold Oct 28, 2025

660 Egret Place Dr, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,647 Sq Ft
- Built 2014
Last Sold Summary
- 10% Below List Price
- $204/SF
- 171 Days On Market
Current Estimated Value $559,090

Last Listing Agent Gilbert Ramos EXP REALTY LLC

660 Egret Place Dr, Winter Garden, FL 34787
/2
$510,000

Sold Jan 05, 2026

12259 Bracco St, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,082 Sq Ft
- Built 2024
Last Sold Summary
- 11% Below List Price
- $245/SF
- 176 Days On Market
Current Estimated Value $511,192

Last Listing Agent Khadija Webber EPIQUE REALTY INC.

12259 Bracco St, Winter Garden, FL 34787
/2
$485,000

Sold Sep 23, 2025

11960 Bracco St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,678 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $289/SF
- 326 Days On Market
Current Estimated Value $482,750

11960 Bracco St, Winter Garden, FL 34787
/2
$1,250,000

Sold Mar 30, 2026

14355 Black Lake Preserve St, Winter Garden, FL 34787
- 6 Beds
- 5 Baths
- 5,296 Sq Ft
- Built 2016
Last Sold Summary
- 5% Above List Price
- $236/SF
- 3 Days On Market
Current Estimated Value $1,213,106

Last Listing Agent Drew Belani COMPASS FLORIDA LLC

14355 Black Lake Preserve St, Winter Garden, FL 34787
/39
$465,990

Sold Nov 14, 2025

15429 Hamlin Park Dr, Winter Garden, FL 34787
- 3 Beds
- 3.5 Baths
- 2,072 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $225/SF
- 44 Days On Market
Current Estimated Value $503,236

15429 Hamlin Park Dr, Winter Garden, FL 34787

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