Winter Garden, FL homes for sale & real estate

1 hour on Rocket

$729,900

4 beds • 2.5 baths • 2,843 sqft

15300 Firelight Dr, Winter Garden, FL 34787

#O6326092, Matthew Matin, Listing office: CLOCK TOWER REALTY

1 hour on Rocket

$643,000

4 beds • 3 baths • 2,070 sqft

3227 Buoy Cir, Winter Garden, FL 34787

#O6325255, Tara Pintor, Listing office: CLOCK TOWER REALTY

Room to negotiate?

Median Sold Price

$563.6K

Avg. Sale Time

57 Days

Based on our June 2025 Market Report.

1 hour on Rocket

$859,000

4 beds • 3.5 baths • 2,935 sqft

15079 Guava Bay Dr, Winter Garden, FL 34787

#O6326421, Manuela Leon, Listing office: LPT REALTY, LLC

2 hours on Rocket

$895,000

4 beds • 3 baths • 2,933 sqft

657 Duff Dr, Winter Garden, FL 34787

#O6326292, Abby Greenberg, Listing office: COMPASS FLORIDA LLC

2 hours on Rocket

$1,000,000

4 beds • 3.5 baths • 3,211 sqft

9493 Emerald Berry Dr, Winter Garden, FL 34787

#O6325653, Jennifer Olmeda, Listing office: WRA BUSINESS & REAL ESTATE

2 hours on Rocket

$1,200,000

4 beds • 3 baths • 2,986 sqft

16071 Barkly Ridge Ct, Winter Garden, FL 34787

#O6326351, Jennifer Olmeda, Listing office: WRA BUSINESS & REAL ESTATE

13122 Faro Ct Unit 36, Winter Garden, FL 34787 - view of front facade featuring driveway, an attached garage, and roof with shingles

2 hours on Rocket

$790,842

5 beds • 4.5 baths • 3,719 sqft

13122 Faro Ct Unit 36, Winter Garden, FL 34787

#O6310713, Gretta Akellino, Listing office: K HOVNANIAN FLORIDA REALTY

2 hours on Rocket

$849,900

5 beds • 4 baths • 3,687 sqft

13996 Lanyard Way, Winter Garden, FL 34787

#O6324985, Megan Byers, Listing office: PREMIER SOTHEBY'S INTL. REALTY

2 hours on Rocket

$595,900

4 beds • 2 baths • 1,965 sqft

7518 Loon Ave, Winter Garden, FL 34787

#O6326204, Christine Patterson, Listing office: REALTY HUB

2 hours on RocketTour

$600,000

4 beds • 2 baths • 2,526 sqft

2018 Bay Clover Dr, Winter Garden, FL 34787

#O6325987, Christina Frucci, Listing office: RE/MAX TOWN & COUNTRY REALTY

8 hours on Rocket

$925,000

5 beds • 3 baths • 2,927 sqft

15113 Mayberry Dr, Winter Garden, FL 34787

#O6325190, Thomas Nickley, Jr, Listing office: KELLER WILLIAMS REALTY AT THE PARKS

8 hours on Rocket

$550,000

3 beds • 3.5 baths • 2,306 sqft

15283 Shonan Gold Dr, Winter Garden, FL 34787

#O6324409, Betsy Bayram, Listing office: SPHERA REALTY LLC

9 hours on Rocket

$899,000

5 beds • 4.5 baths • 4,182 sqft

14640 Porter Rd, Winter Garden, FL 34787

#S5130612, Vanessa Barnes, Listing office: KELLER WILLIAMS REALTY AT THE LAKES

10 hours on Rocket

$799,900

5 beds • 4.5 baths • 3,793 sqft

14037 Pecan Orchard Dr, Winter Garden, FL 34787

#O6325756, Nadya Stringham, Listing office: NEARBY REALTY

21 hours on RocketTour

$699,000

4 beds • 4 baths • 2,640 sqft

336 Courtlea Park Dr, Winter Garden, FL 34787

#V4943730, Cynthia Parrish, Listing office: LOKATION

1 day on RocketTour

$500,000

3 beds • 2.5 baths • 1,788 sqft

14329 Braemar St, Winter Garden, FL 34787

#O6326114, Sean Popat, Listing office: BUYER REBATES REALTY

1 day on RocketTour

$250,000

Land • 0.62 Acres

17137 Arrow Head Blvd, Winter Garden, FL 34787

#G5099424, Tamara Quilling, Listing office: COLDWELL BANKER HUBBARD HANSEN

1 day on RocketTour

$799,000

4 beds • 3.5 baths • 3,267 sqft

15641 Shore Walk Dr, Winter Garden, FL 34787

#S5130403, Pablo Fernandez, Listing office: LA ROSA REALTY KISSIMMEE

1 day on Rocket

$569,000

3 beds • 2 baths • 2,066 sqft

15366 Sugar Citrus Dr, Winter Garden, FL 34787

#O6325516, Tiffany Pantozzi, Listing office: ALIGN REAL ESTATE LLC

1 day on Rocket

$960,000

5 beds • 5.5 baths • 4,014 sqft

10732 Petrillo Way, Winter Garden, FL 34787

#G5099434, Lonnel Dragus, Listing office: WEICHERT, REALTORS-HALLMARK PR

1 day on RocketTour

$975,000

12 beds • 12 baths • 2,628 sqft

510 Ave K NW, Winter Haven, FL 33881

#L4954333, Kylie Berry, Listing office: BERRY REALTY & APPRAISAL SERVICES PA

1 day on RocketTour

$524,900

3 beds • 3.5 baths • 2,148 sqft

5539 Bowman Dr, Winter Garden, FL 34787

#O6325948, Antonio Luca Cardoso Desmarais, Listing office: TALENT REALTY SOLUTIONS

1 day on RocketTour

$1,150,000

4 beds • 3 baths • 2,935 sqft

17838 Hither Hills Cir, Winter Garden, FL 34787

#O6324755, David Penney, Listing office: REDFIN CORPORATION

1 day on RocketTour

$895,000

4 beds • 4 baths • 3,940 sqft

1331 Marble Crest Way, Winter Garden, FL 34787

#O6325561, Robert Schott, Listing office: TEAMCONNECT REALTY LLC

1 day on RocketTour

$549,999

4 beds • 2.5 baths • 2,204 sqft

14954 Guava Bay Dr, Winter Garden, FL 34787

#O6324753, Lindsay Hatton, Listing office: EMANORS

1 day on RocketTour

$229,900

3 beds • 2 baths • 984 sqft

1010 Stucki Ter, Winter Garden, FL 34787

#O6325708, Andrew Philippone, Listing office: INDEPENDENCE REALTY GROUP LLC

2 days on RocketTour

$607,745

4 beds • 2.5 baths • 2,114 sqft

16418 Silver Brook Way, Winter Garden, FL 34787

#O6323599, Tatiana Souza, Listing office: MERITAGE HOMES OF FL REALTY

2 days on RocketTour

$582,065

4 beds • 2.5 baths • 2,114 sqft

16496 Silver Brook Way, Winter Garden, FL 34787

#O6323604, Tatiana Souza, Listing office: MERITAGE HOMES OF FL REALTY

2 days on RocketTour

$669,000

5 beds • 3 baths • 3,690 sqft

14481 Breakwater Way, Winter Garden, FL 34787

#S5130541, Eric Jia, Listing office: NUMBER 1 BROKER, LLC

2 days on Rocket

$575,000

3 beds • 2 baths • 2,115 sqft

3225 Irish Peach Dr, Winter Garden, FL 34787

#O6325541, Jared Dunn, Listing office: LPT REALTY, LLC

2 days on RocketTour

$629,000

4 beds • 3.5 baths • 2,853 sqft

15150 Evergreen Oak Loop, Winter Garden, FL 34787

#S5130530, Eric Jia, Listing office: NUMBER 1 BROKER, LLC

2 days on RocketTour

$219,900

2 beds • 2 baths • 814 sqft

1230 Westside Dr, Winter Garden, FL 34787

#O6325452, Andrew Philippone, Listing office: INDEPENDENCE REALTY GROUP LLC

2 days on Rocket

$329,000

3 beds • 2.5 baths • 1,422 sqft

1551 Scarlet Oak Loop Unit B, Winter Garden, FL 34787

#O6325567, Jose Navarro, Listing office: EPIQUE REALTY, INC.

2 days on RocketTour

$499,000

3 beds • 2.5 baths • 1,720 sqft

14099 Lochend Way, Winter Garden, FL 34787

#O6325563, Anahi Rosario, Listing office: INTERNATIONAL REAL ESTATE LLC

2 days on Rocket

$799,000

3 beds • 2 baths • 2,502 sqft

205 S Woodland St, Winter Garden, FL 34787

#G5099379, Gypsy Jones, Listing office: COLDWELL BANKER HUBBARD HANSEN

3 days on RocketTour

$520,000

4 beds • 2 baths • 1,950 sqft

14548 Black Cherry Trl, Winter Garden, FL 34787

#O6324964, Emilson Phanor, Listing office: EXP REALTY LLC

3 days on RocketTour

$720,000

4 beds • 2.5 baths • 2,617 sqft

2454 Black Lake Blvd, Winter Garden, FL 34787

#O6323556, Kristi Matthew, Listing office: CENTURY 21 CARIOTI

3 days on RocketTour

$849,000

5 beds • 3.5 baths • 2,935 sqft

14728 Scott Key Dr, Winter Garden, FL 34787

#S5130358, Christopher Silberlight, Listing office: KELLER WILLIAMS REALTY AT THE LAKES

3 days on RocketTour

$207,900

2 beds • 2 baths • 918 sqft

96 Windtree Ln Unit 203, Winter Garden, FL 34787

#O6324888, Max Parsons LLC, Listing office: FLORIDA REALTY INVESTMENTS

4 days on RocketTour

$555,000

4 beds • 2 baths • 2,238 sqft

218 Black Springs Ln, Winter Garden, FL 34787

#O6324650, Theresa Choo Sau, PA, Listing office: CENTURY 21 CARIOTI

Winter Garden, FL Real Estate Market Overview

There are 747 homes for sale in Winter Garden, FL. The following market insights reflect all property types in the Winter Garden, FL real estate market. The inventory of homes for sale in Winter Garden, FL between May 2025 and June 2025 decreased by 1.9%. In June 2025, listings were on the market for 57 days. During the same period, the median list price in this real estate market was $563,670. In June 2025, from all listings sold in Winter Garden, FL there were more than 14 sold above asking price, over 106 sold below and more than 24 were sold right at the asked price.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Winter Garden, FL

Overview

Winter Garden is located in Orange County, Florida. There are roughly 26,418 residents, living in 9,132 households. The average temperature for Winter Garden this time of the year is low of 72F and high of 92F. On average, Winter Garden gets about 7.24 inches of precipitation in July. Most residents are home owners (69%), have a post secondary degree (51%) and are single, no kids (33%).

Data provided by Home Junction

Schools near Winter Garden, FL

Elementary Schools

United Cerebral Palsy West Orange Charter
1297 Winter Garden Vineland Rd Ste 110
Public Charter PK-5
Dillard Street Elementary School
311 N Dillard St
Public District PK-5
Whispering Oak Elementary School
15300 Stoneybrook West Pkwy
Public District PK-5

Middle Schools