Recently Sold Winter Garden, FL Homes

/2
$640,000

Sold Aug 15, 2025

724 Grassy Stone Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,756 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $232/SF
- 9 Days On Market
Current Estimated Value $641,256

Last Listing Agent Alex Medal EXP REALTY LLC

724 Grassy Stone Dr, Winter Garden, FL 34787
/26
$459,353

Sold Feb 23, 2026

13299 Peaceful Melody Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,729 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $266/SF
- 17 Days On Market
Current Estimated Value $991,500

Dream Finders Homes Serenade at Ovation - Townhomes

13299 Peaceful Melody Dr, Winter Garden, FL 34787
/2
$880,000

Sold Nov 24, 2025

11063 Hollow Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $273/SF
- 131 Days On Market
Current Estimated Value $879,000

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

11063 Hollow Bay Dr, Winter Garden, FL 34787
/2
$640,000

Sold Apr 23, 2026

337 Sunset Oaks Rd, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,186 Sq Ft
- Built 2003
Last Sold Summary
- 7% Above List Price
- $293/SF
- 3 Days On Market
Current Estimated Value $624,741

Last Listing Agent Tony Marino REAL LIVING R E SOLUTIONS

337 Sunset Oaks Rd, Winter Garden, FL 34787
/2
$765,000

Sold Apr 27, 2026

10241 Merrymeeting Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 2,840 Sq Ft
- Built 2019
Last Sold Summary
- 4% Below List Price
- $269/SF
- 19 Days On Market
Current Estimated Value $769,088

Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

10241 Merrymeeting Bay Dr, Winter Garden, FL 34787
/57
$954,990

Sold Feb 20, 2026

17401 Honeybell Tangelo Ct, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,542 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $270/SF
- 111 Days On Market
Current Estimated Value $940,000

Ashton Woods Northlake at Ovation - Traditional

17401 Honeybell Tangelo Ct, Winter Garden, FL 34787
/15
$521,000

Sold Sep 23, 2025

16484 Silver Brook Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $291/SF
- 175 Days On Market
Current Estimated Value $487,766

16484 Silver Brook Way, Winter Garden, FL 34787
/2
$1,570,500

Sold Jul 10, 2026

5526 Tiny Rd, Winter Garden, FL 34787
- 3 Beds
- 4 Baths
- 2,474 Sq Ft
- Built 2007
Last Sold Summary
- 15% Below List Price
- $635/SF
- 302 Days On Market
Current Estimated Value $1,162,802

Last Listing Agent Sean Popat BUYER REBATES REALTY

5526 Tiny Rd, Winter Garden, FL 34787
/2
$150,000

Sold Jul 27, 2026

14501 Grove Resort Ave Unit 2315, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Built 2018
Last Sold Summary
- 17% Below List Price
- $119/SF
- 53 Days On Market
Last Listing Agent Sandrine Sanchez KELLER WILLIAMS CLASSIC

14501 Grove Resort Ave Unit 2315, Winter Garden, FL 34787
/2
$465,000

Sold May 22, 2026

1035 Chase Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,793 Sq Ft
- Built 1995
Last Sold Summary
- $259/SF
- 5 Days On Market
Current Estimated Value $461,921

Last Listing Agent Kyle Madorin UPWELL REALTY LLC

1035 Chase Dr, Winter Garden, FL 34787
/2
$399,500

Sold Jan 08, 2026

10097 Memoir Ave, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,636 Sq Ft
- Built 2018
Last Sold Summary
- $244/SF
- 10 Days On Market
Current Estimated Value $401,068

Last Listing Agent Stacy Wayne FLORIDA HOME TEAM REALTY LLC

10097 Memoir Ave, Winter Garden, FL 34787
/2
$265,000

Sold Oct 14, 2025

1312 Azalea Way, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
- Built 1991
Last Sold Summary
- $218/SF
- 101 Days On Market
Current Estimated Value $256,829

Last Listing Agent Jackie Unterreiner CORCORAN CONNECT LLC

1312 Azalea Way, Winter Garden, FL 34787
/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 $1,148,312

Last Listing Agent Carolina Fortes Ribeiro EMPIRE NETWORK REALTY

14507 Winter Stay Dr, Winter Garden, FL 34787
/2
$1,118,005

Sold Jun 01, 2026

Unlisted Address
- 5 Beds
- 4.5 Baths
- 3,542 Sq Ft
- Built 2026
Last Sold Summary
- $316/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address
/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 $890,486

M/I Homes Lake Star at Ovation - Cottage Collection

16765 Muskgrass Dr, Winter Garden, FL 34787
/5
$487,752

Sold May 12, 2026

17013 Haggerty Hollow Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,729 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $282/SF
- 44 Days On Market
Current Estimated Value $455,000

Dream Finders Homes Hamlin Meadows - Townhomes

17013 Haggerty Hollow 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 $561,409

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 $633,000

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 $941,865

Last Listing Agent Maria Maraboto LAKEFIELD REALTY GROUP LLC

15420 Southern Martin St, 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 $714,360

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 $800,374

Last Listing Agent Helen Thompson RE/MAX SELECT GROUP

1061 Spring Mill Dr, Winter Garden, FL 34787
/2
$565,000

Sold May 06, 2026

5561 Cypress Hill Rd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,470 Sq Ft
- Built 2016
Last Sold Summary
- 5% Below List Price
- $229/SF
- 46 Days On Market
Current Estimated Value $568,078

Last Listing Agent Kathy McDonald WATSON REALTY CORP

5561 Cypress Hill Rd, 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 $549,101

Last Listing Agent Cristian Cen Chen SIMPSON REALTY LLC

8261 Purple Sandpiper Ave, Winter Garden, FL 34787
/2
$506,215

Sold Apr 29, 2026

5648 Westview Park Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 2026
Last Sold Summary
- $274/SF
Current Estimated Value $502,273

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

5648 Westview Park Dr, 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
Current Estimated Value $1,352,000

M/I Homes Lake Star at Ovation - Lakefront Series

17360 Glossy Pomelo Way, Winter Garden, FL 34787
/2
$809,990

Sold Jun 09, 2026

11223 Hollow Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 2,866 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 2% Below List Price
- $283/SF
- 26 Days On Market
Current Estimated Value $824,000

D.R. Horton Waterleigh

11223 Hollow Bay Dr, Winter Garden, FL 34787
/13
$599,990

Sold Aug 06, 2026

16822 Hobe Sound Ct, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,489 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $241/SF
- 27 Days On Market
D.R. Horton Waterleigh

16822 Hobe Sound Ct, Winter Garden, FL 34787
/2
$840,000

Sold Mar 30, 2026

6360 Flat Lemon Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,077 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $273/SF
- 153 Days On Market
Current Estimated Value $826,365

Last Listing Agent Moacyr ???? WRA BUSINESS & REAL ESTATE

6360 Flat Lemon Dr, 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 $538,715

Last Listing Agent Lou Forges VALIANT REALTY GROUP LLC

615 Groves End Ln, Winter Garden, FL 34787
/2
$520,000

Sold Jun 22, 2026

14834 Bahama Swallow Blvd, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 2014
Last Sold Summary
- 5% Below List Price
- $254/SF
- 40 Days On Market
Current Estimated Value $522,121

Last Listing Agent Vanessa Scotland, PA SERHANT

14834 Bahama Swallow Blvd, Winter Garden, FL 34787
/42
$682,990

Sold May 18, 2026

12481 Clear Sapphire Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,980 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $229/SF
- 16 Days On Market
K. Hovnanian Homes Osprey Ranch

12481 Clear Sapphire Dr, 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 $462,478

Last Listing Agent Adam Schott DRB GROUP REALTY, LLC

5771 Citrus Park Dr, Winter Garden, FL 34787
/2
$491,241

Sold Jul 23, 2026

12949 Eureka Lemon Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,675 Sq Ft
- Built 2026
Last Sold Summary
- $293/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

12949 Eureka Lemon Dr, Winter Garden, FL 34787
/13
$1,151,440

Sold Jun 26, 2026

207 Lake Star Rd, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 4,340 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $265/SF
- 7 Days On Market
M/I Homes Lake Star at Ovation - Manor Series

207 Lake Star Rd, Winter Garden, FL 34787
/2
$550,000

Sold Jul 27, 2026

5460 Bowman Dr, Winter Garden, FL 34787
- 3 Beds
- 3.5 Baths
- 2,474 Sq Ft
- Built 2016
Last Sold Summary
- 12% Below List Price
- $222/SF
- 47 Days On Market
Current Estimated Value $579,341

Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

5460 Bowman Dr, Winter Garden, FL 34787
/2
$935,000

Sold May 28, 2026

12463 Westfield Lakes Cir, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 3,021 Sq Ft
- Built 2004
Last Sold Summary
- $310/SF
- 2 Days On Market
Current Estimated Value $930,012

Last Listing Agent Mark Hide CLOCK TOWER REALTY

12463 Westfield Lakes Cir, 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 $1,243,055

Last Listing Agent Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

17117 Heartwood Loop, 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 $833,016

Last Listing Agent Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

15245 Blue Peacock Ln, Winter Garden, FL 34787
/2
$675,702

Sold Jul 21, 2026

6007 Flowering Cherry Bend, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,235 Sq Ft
- Built 2026
Last Sold Summary
- $302/SF
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

6007 Flowering Cherry Bend, Winter Garden, FL 34787
/12
$799,990

Sold Jul 17, 2026

11253 Hollow Bay Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,113 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 2% Below List Price
- $379/SF
- 15 Days On Market
Current Estimated Value $828,000

D.R. Horton Waterleigh

11253 Hollow Bay Dr, Winter Garden, FL 34787

Showing Results 601 - 640, Page 16 of 18

Florida Orange County

How to Buy a Home How to Finance a Home How to Sell a Home

Winter Garden Types of Homes for Sale

Winter Garden Real Estate

Newest Listings in Winter Garden

Winter Garden Homes by Price

More About Living in Winter Garden

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage