Recently Sold Winter Garden, FL Homes

/2
$595,000 Sold Dec 01, 2025

693 Caterpillar Run, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,027 Sq Ft
- Built 2019
Last Sold Summary
- $197/SF
Current Estimated Value $591,235

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

693 Caterpillar Run, Winter Garden, FL 34787
/11
Sold Aug 21, 2025

652 Royal Oak Dr E Unit 241, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1992
Last Sold Summary
- 131 Days On Market
Last Listing Agent Sandra Bergman Cove Communities

652 Royal Oak Dr E Unit 241, Winter Garden, FL 34787
/2
$375,000 Sold Jul 25, 2025

1470 Daniels Cove Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,371 Sq Ft
- Built 1999
Last Sold Summary
- 1% Below List Price
- $274/SF
- 25 Days On Market
Current Estimated Value $365,747

Last Listing Agent Sherri Palmer EXP REALTY LLC

1470 Daniels Cove Dr, Winter Garden, FL 34787
/2
$575,000 Sold May 30, 2025

15450 Lebeau Loop, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,972 Sq Ft
- Built 2024
Last Sold Summary
- 9% Below List Price
- $292/SF
- 98 Days On Market
Current Estimated Value $569,526

Last Listing Agent Kaleb Shaw SHAW SIGNATURE RE

15450 Lebeau Loop, Winter Garden, FL 34787
/2
$1,200,000 Sold Feb 27, 2026

16740 Turtle Hatch Dr, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,615 Sq Ft
- Built 2018
Last Sold Summary
- 4% Below List Price
- $332/SF
- 11 Days On Market
Current Estimated Value $1,195,116

Last Listing Agent Dayse Grillo COLDWELL BANKER REALTY

16740 Turtle Hatch Dr, Winter Garden, FL 34787
/2
$353,000 Sold Feb 03, 2026

1428 Scarlet Oak Loop, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,592 Sq Ft
- Built 2013
Last Sold Summary
- 5% Below List Price
- $222/SF
- 55 Days On Market
Current Estimated Value $354,733

Last Listing Agent Eric Bress, Jr ERIC BRESS REAL ESTATE LLC

1428 Scarlet Oak Loop, Winter Garden, FL 34787
/2
$780,000 Sold Dec 15, 2025

7519 Mandarin Grove Way, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,097 Sq Ft
- Built 2018
Last Sold Summary
- 8% Below List Price
- $252/SF
- 69 Days On Market
Current Estimated Value $785,770

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

7519 Mandarin Grove Way, Winter Garden, FL 34787
/2
$789,900 Sold Jun 26, 2025

15707 Cutter Sail Place, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,285 Sq Ft
- Built 2020
Last Sold Summary
- 1% Below List Price
- $346/SF
- 39 Days On Market
Current Estimated Value $775,277

Last Listing Agent Alex Galitsky TOP ORLANDO REALTY

15707 Cutter Sail Place, Winter Garden, FL 34787
/2
$546,500 Sold Mar 31, 2025

5027 Lake Hamlin Trail, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,038 Sq Ft
- Built 2023
Last Sold Summary
- 4% Below List Price
- $268/SF
- 80 Days On Market
Current Estimated Value $539,465

Last Listing Agent Sheila Robinson EXP REALTY LLC

5027 Lake Hamlin Trail, Winter Garden, FL 34787
$517,000 Sold Sep 23, 2025

12037 Bracco St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,678 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $308/SF
- 1,088 Days On Market
Current Estimated Value $498,195

12037 Bracco St, Winter Garden, FL 34787
/2
$650,000 Sold Aug 22, 2025

2051 Sandy Garden Ln, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 2,860 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $227/SF
- 35 Days On Market
Current Estimated Value $643,849

Last Listing Agent Brigitte Knott CHARLES RUTENBERG REALTY ORLANDO

2051 Sandy Garden Ln, Winter Garden, FL 34787
/2
$1,490,000 Sold Jul 24, 2025

10303 Atwater Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,910 Sq Ft
- Built 2018
Last Sold Summary
- 12% Below List Price
- $381/SF
- 104 Days On Market
Current Estimated Value $1,463,576

Last Listing Agent JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

10303 Atwater Bay Dr, Winter Garden, FL 34787
/2
$470,000 Sold Nov 21, 2025

13536 Autumn Harvest Ave, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 1,785 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $263/SF
- 214 Days On Market
Current Estimated Value $466,306

Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

13536 Autumn Harvest Ave, Winter Garden, FL 34787
/2
$895,000 Sold Mar 11, 2026

1004 Vinsetta Cir, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 4,898 Sq Ft
- Built 2013
Last Sold Summary
- 4% Below List Price
- $183/SF
- 76 Days On Market
Current Estimated Value $923,897

Last Listing Agent Ellyn Siviglia THE REAL ESTATE COLLECTION LLC

1004 Vinsetta Cir, Winter Garden, FL 34787
/2
$235,000 Sold Dec 01, 2025

364 N West Crown Point Rd, Winter Garden, FL 34787
- 2 Beds
- 1 Bath
- 920 Sq Ft
- Built 1973
Last Sold Summary
- 6% Below List Price
- $255/SF
- 25 Days On Market
Current Estimated Value $234,445

Last Listing Agent Vincent Robinson POWERHOUSE REALTY FLORIDA

364 N West Crown Point Rd, Winter Garden, FL 34787
/2
$530,000 Sold Sep 12, 2025

13224 Fox Glove St, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,535 Sq Ft
- Built 2005
Last Sold Summary
- 3% Below List Price
- $209/SF
- 18 Days On Market
Current Estimated Value $530,048

Last Listing Agent Sarah Gholami THE FLORIDA PROPERTY SHOP SALE

13224 Fox Glove St, Winter Garden, FL 34787
/2
$711,626 Sold Jun 11, 2025

13106 Dendy Way Unit 19, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 3,243 Sq Ft
- Built 2025
Last Sold Summary
- 8% Below List Price
- $219/SF
- 63 Days On Market
Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

13106 Dendy Way Unit 19, Winter Garden, FL 34787
/2
$535,000 Sold May 23, 2025

15636 Expedition St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,148 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $249/SF
- 7 Days On Market
Current Estimated Value $529,435

Last Listing Agent Ken Pozek REAL BROKER, LLC

15636 Expedition St, Winter Garden, FL 34787
/2
$445,000 Sold Apr 30, 2025

16027 Juniper Inlet Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,814 Sq Ft
- Built 2019
Last Sold Summary
- 4% Below List Price
- $245/SF
- 28 Days On Market
Last Listing Agent Yosseff Roman KELLER WILLIAMS ADVANTAGE III

16027 Juniper Inlet Aly, Winter Garden, FL 34787
/2
$260,000 Sold Jun 02, 2025

608 S Lakeview Ave, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,566 Sq Ft
- Built 1957
Last Sold Summary
- 33% Below List Price
- $166/SF
- 86 Days On Market
Current Estimated Value $272,442

Last Listing Agent Romelia Pina Chavez DELUX ROYAL REAL ESTATE, LLC

608 S Lakeview Ave, Winter Garden, FL 34787
/2
$2,159,000 Sold Apr 25, 2025

7233 Wild Blackberry Trail, Winter Garden, FL 34787
- 5 Beds
- 5.5 Baths
- 5,500 Sq Ft
- Built 2024
Last Sold Summary
- 10% Below List Price
- $393/SF
- 100 Days On Market
Current Estimated Value $2,182,547

Last Listing Agent Bob McNelis KELLER WILLIAMS HERITAGE REALTY

7233 Wild Blackberry Trail, Winter Garden, FL 34787
/2
$588,624 Sold Jan 13, 2026

17669 Japonica Bloom Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,791 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $329/SF
- 51 Days On Market
Last Listing Agent Reed Williams ASHTON WOODS FLORIDA REALTY LLC

17669 Japonica Bloom Dr, Winter Garden, FL 34787
/2
$595,000 Sold Aug 22, 2025

14460 Orchard Hills Blvd, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,614 Sq Ft
- Built 2016
Last Sold Summary
- 8% Below List Price
- $228/SF
- 41 Days On Market
Current Estimated Value $586,602

Last Listing Agent Erica Diaz HOMEVEST REALTY

14460 Orchard Hills Blvd, Winter Garden, FL 34787
/2
$633,915 Sold Aug 28, 2025

11182 Hollow Bay Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,494 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $254/SF
- 75 Days On Market
Current Estimated Value $686,000

Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

11182 Hollow Bay Dr, Winter Garden, FL 34787
/2
$780,000 Sold Apr 09, 2025

17792 Adrift Rd, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,227 Sq Ft
- Built 2023
Last Sold Summary
- $242/SF
- 0 Days On Market
Current Estimated Value $794,239

Last Listing Agent Vanessa Baltacioglu FLORIDA REALTY INVESTMENTS

17792 Adrift Rd, Winter Garden, FL 34787
/2
$545,346 Sold Jun 13, 2025

13012 Serene Glade Rd, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 2,083 Sq Ft
- Built 2024
Last Sold Summary
- 2% Below List Price
- $262/SF
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

13012 Serene Glade Rd, Winter Garden, FL 34787
/2
$340,000 Sold Dec 02, 2025

1325 Broken Oak Dr Unit 51C, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,545 Sq Ft
- Built 2007
Last Sold Summary
- 8% Below List Price
- $220/SF
- 22 Days On Market
Current Estimated Value $340,499

Last Listing Agent Maria Castro-Aversano LPT REALTY, LLC

1325 Broken Oak Dr Unit 51C, Winter Garden, FL 34787
/2
$520,000 Sold Sep 29, 2025

7524 Summerlake Groves St, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 2,461 Sq Ft
- Built 2019
Last Sold Summary
- 11% Below List Price
- $211/SF
- 55 Days On Market
Current Estimated Value $529,507

Last Listing Agent Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

7524 Summerlake Groves St, Winter Garden, FL 34787
/2
$1,165,000 Sold Aug 07, 2025

15510 Lake Burnett Shore Ct, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,060 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $381/SF
- 24 Days On Market
Current Estimated Value $1,129,777

Last Listing Agent David Dorman CENTURY 21 CARIOTI

15510 Lake Burnett Shore Ct, Winter Garden, FL 34787
/2
$545,000 Sold May 29, 2025

16453 Hamlin View St, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 2,083 Sq Ft
- Built 2024
Last Sold Summary
- $262/SF
- 0 Days On Market
Current Estimated Value $525,628

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

16453 Hamlin View St, Winter Garden, FL 34787
/2
$813,390 Sold Nov 06, 2025

11027 Hollow Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 2,866 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $284/SF
- 120 Days On Market
Current Estimated Value $808,000

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

11027 Hollow Bay Dr, Winter Garden, FL 34787
/13
$738,990 Sold Dec 18, 2025

15221 Blue Peacock Ln Unit 37292445, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,834 Sq Ft
Last Sold Summary
- $261/SF
- 124 Days On Market
Current Estimated Value $778,167

15221 Blue Peacock Ln Unit 37292445, Winter Garden, FL 34787
/2
$905,000 Sold May 02, 2025

1041 Linehart Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,084 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $293/SF
- 64 Days On Market
Current Estimated Value $948,517

Last Listing Agent Lee Lackey OLYMPUS EXECUTIVE REALTY INC

1041 Linehart Dr, Winter Garden, FL 34787
/2
$450,585 Sold Jan 30, 2026

15262 Groveside Rd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 2025
Last Sold Summary
- 2% Above List Price
- $244/SF
- 42 Days On Market
Current Estimated Value $446,587

Last Listing Agent Adam Schott DRB GROUP REALTY, LLC

15262 Groveside Rd, Winter Garden, FL 34787
/2
$468,000 Sold Oct 24, 2025

14548 Black Cherry Trail, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 1,950 Sq Ft
- Built 2010
Last Sold Summary
- 10% Below List Price
- $240/SF
- 71 Days On Market
Current Estimated Value $470,193

Last Listing Agent Emilson Phanor EXP REALTY LLC

14548 Black Cherry Trail, Winter Garden, FL 34787
/2
$515,000 Sold Jan 18, 2026

1182 Orange Season Ln, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,224 Sq Ft
- Built 2017
Last Sold Summary
- 2% Below List Price
- $232/SF
- 13 Days On Market
Current Estimated Value $511,772

Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

1182 Orange Season Ln, Winter Garden, FL 34787
/2
$905,000 Sold Jan 21, 2026

873 Gayle Mill Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,677 Sq Ft
- Built 2012
Last Sold Summary
- 4% Below List Price
- $338/SF
- 2 Days On Market
Current Estimated Value $913,617

Last Listing Agent Kyle Gunter DENIZ REALTY PARTNERS LLC

873 Gayle Mill Dr, Winter Garden, FL 34787
/65
$792,192 Sold Jul 30, 2025

13187 Telsen St, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,719 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $213/SF
- 9,342 Days On Market
13187 Telsen St, Winter Garden, FL 34787
/2
$483,500 Sold Jul 16, 2025

2407 Oakington St, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 1,755 Sq Ft
- Built 2003
Last Sold Summary
- 3% Below List Price
- $275/SF
- 35 Days On Market
Current Estimated Value $467,281

Last Listing Agent Brenda Anglada COLDWELL BANKER REALTY

2407 Oakington St, Winter Garden, FL 34787
/2
$515,000 Sold May 07, 2025

17039 Quicksilver Ave, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,030 Sq Ft
- Built 2021
Last Sold Summary
- 10% Below List Price
- $254/SF
- 176 Days On Market
Current Estimated Value $505,312

Last Listing Agent Elisangela Degrange DOUBLE M GROUP COMPANY

17039 Quicksilver Ave, Winter Garden, FL 34787

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