Recently Sold Winter Garden, FL Homes

/2
$488,800

Sold Apr 09, 2026

9360 Meadow Hunt Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,892 Sq Ft
- Built 2016
Last Sold Summary
- $258/SF
- 11 Days On Market
Current Estimated Value $483,439

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

9360 Meadow Hunt Way, Winter Garden, FL 34787
/2
$309,000

Sold Dec 23, 2025

224 Deepcove Rd, Winter Garden, FL 34787
- 2 Beds
- 2.5 Baths
- 1,293 Sq Ft
- Built 2005
Last Sold Summary
- $239/SF
- 15 Days On Market
Current Estimated Value $305,703

Last Listing Agent Andre Asselin REDFIN CORPORATION

224 Deepcove Rd, Winter Garden, FL 34787
/2
$1,167,000

Sold Apr 15, 2026

7389 John Hancock Dr, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 4,006 Sq Ft
- Built 2019
Last Sold Summary
- 3% Below List Price
- $291/SF
- 9 Days On Market
Current Estimated Value $1,195,707

Last Listing Agent Jason Asa LPT REALTY, LLC

7389 John Hancock Dr, Winter Garden, FL 34787
/43
$467,990

Sold Jan 26, 2026

5654 Westview Park Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $254/SF
- 9 Days On Market
Current Estimated Value $463,471

DRB Homes Parkview at Hamlin

5654 Westview Park Dr, Winter Garden, FL 34787
/2
$560,000

Sold Apr 22, 2026

374 Millwood Place, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $255/SF
- 16 Days On Market
Current Estimated Value $568,775

Last Listing Agent Yvonne Barrero PREFERRED REAL ESTATE BROKERS

374 Millwood Place, Winter Garden, FL 34787
/2
$904,245

Sold Oct 20, 2025

5289 Citrus Leaf Blvd, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,860 Sq Ft
- Built 2025
Last Sold Summary
- $234/SF
Current Estimated Value $904,124

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

5289 Citrus Leaf Blvd, Winter Garden, FL 34787
/2
$535,000

Sold Apr 09, 2026

530 Setting Sun Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,365 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $226/SF
- 10 Days On Market
Current Estimated Value $545,799

Last Listing Agent Kimberly Ducharme MORRIS REALTY AND INVESTMENTS

530 Setting Sun Dr, Winter Garden, FL 34787
/13
$624,990

Sold Jan 05, 2026

11840 Shine View Ln, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,494 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $251/SF
- 12 Days On Market
Current Estimated Value $600,000

D.R. Horton Waterleigh

11840 Shine View Ln, Winter Garden, FL 34787
/2
$1,025,000

Sold Dec 08, 2025

13120 Shore Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 3,213 Sq Ft
- Built 1967
Last Sold Summary
- 11% Below List Price
- $319/SF
- 66 Days On Market
Current Estimated Value $1,013,651

Last Listing Agent Desmond Garcia LLC ONE LUXURY INTERNATIONAL LLC

13120 Shore Dr, Winter Garden, FL 34787
/2
$400,000

Sold Aug 20, 2025

16162 Arbor Crest Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- Built 2019
Last Sold Summary
- 2% Below List Price
- $255/SF
- 59 Days On Market
Current Estimated Value $393,316

Last Listing Agent Any Alves WRA BUSINESS & REAL ESTATE

16162 Arbor Crest Aly, Winter Garden, FL 34787
/2
$444,732

Sold Sep 05, 2025

13223 Calming Breeze Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $271/SF
- 48 Days On Market
Current Estimated Value $398,336

Dream Finders Homes Serenade at Ovation - Townhomes

13223 Calming Breeze Way, Winter Garden, FL 34787
/2
$860,000

Sold Apr 21, 2026

1001 Vinsetta Cir, Winter Garden, FL 34787
- 6 Beds
- 4 Baths
- 3,988 Sq Ft
- Built 2015
Last Sold Summary
- 1% Below List Price
- $216/SF
- 11 Days On Market
Current Estimated Value $845,335

Last Listing Agent Alejandro Quiel, Jr PREMIER SOTHEBYS INT'L REALTY

1001 Vinsetta Cir, Winter Garden, FL 34787
/2
$790,746

Sold Oct 03, 2025

11111 Hollow Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 2,866 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $276/SF
- 8 Days On Market
Current Estimated Value $764,000

D.R. Horton Waterleigh

11111 Hollow Bay Dr, Winter Garden, FL 34787
/32
$669,012

Sold Dec 23, 2025

12555 Grape Chardonnay Aly, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $268/SF
- 10 Days On Market
K. Hovnanian Homes Osprey Ranch - 32'/40' Single Family

12555 Grape Chardonnay Aly, Winter Garden, FL 34787
/2
$180,000

Sold Feb 27, 2026

14501 Grove Resort Ave Unit 3540, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Built 2009
Last Sold Summary
- 28% Below List Price
- $142/SF
- 134 Days On Market
Last Listing Agent Blake Blahut REALTY ONE GROUP INSPIRATION

14501 Grove Resort Ave Unit 3540, Winter Garden, FL 34787
/2
$925,000

Sold Aug 29, 2025

15315 Gilligan Ct, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 4,014 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $230/SF
- 32 Days On Market
Current Estimated Value $964,782

Last Listing Agent Alexandra Pillat RE/MAX ASSURED

15315 Gilligan Ct, Winter Garden, FL 34787
/2
$440,000

Sold Apr 17, 2026

604 Bending Oak Trail, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 1,698 Sq Ft
- Built 2010
Last Sold Summary
- 4% Below List Price
- $259/SF
- 69 Days On Market
Current Estimated Value $453,325

Last Listing Agent Isabel Sirizzotti SUNNY 365 REALTY GROUP

604 Bending Oak Trail, Winter Garden, FL 34787
/2
$1,000,000

Sold Aug 01, 2025

14513 Winter Stay Dr, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 4,305 Sq Ft
- Built 2020
Last Sold Summary
- 9% Below List Price
- $232/SF
- 32 Days On Market
Current Estimated Value $988,257

Last Listing Agent Christina Greenslade FLORIDA PLUS REALTY, LLC

14513 Winter Stay Dr, Winter Garden, FL 34787
/2
$540,000

Sold Sep 30, 2025

16262 Firedragon Dr, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,128 Sq Ft
- Built 2019
Last Sold Summary
- 18% Below List Price
- $254/SF
- 57 Days On Market
Current Estimated Value $529,714

Last Listing Agent Mackenzie Barton MEMARPOURI REALTY LLC

16262 Firedragon Dr, Winter Garden, FL 34787
/2
$105,000

Sold Oct 17, 2025

136 W Morgan St, Winter Garden, FL 34787
- Land
- 8,712 Sq Ft
- $525,000 per Acre
Last Sold Summary
- 24% Below List Price
- 29 Days On Market
Current Estimated Value $112,806

Last Listing Agent Nicholas Fabricatore FLORIDA REALTY INVESTMENTS

136 W Morgan St, Winter Garden, FL 34787

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