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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

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Registered offenders on the map

Show registered offenders

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

3 beds New construction With a pool

4 Bedroom Homes in Winter Garden, FL

44 listings

4 Bedroom Homes in Winter Garden, FL

4 Bedroom Homes in Winter Garden, FL

24 of 44 Listings

4 Bedroom Homes in Winter Garden, FL

24 of 44 Listings

68

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

Active

$1,500,000

4 bd · 4 ba · 3,728 sqft

261 Zachary Wade St, Winter Garden, FL

Michael Kushner · BALDWIN PARK REALTY LLC

$1,175,000

4 bd · 4 ba · 2,914 sqft

8836 Lakeshore Pointe Dr, Winter Garden, FL

Kathryn King · THE AGENCY FL

$1,199,000

4 bd · 4 ba · 3,022 sqft

15594 Shorebird Ln, Winter Garden, FL

Linda O'Grady · PREMIER SOTHEBYS INT'L REALTY

$1,075,000

4 bd · 4 ba · 3,101 sqft

17336 Lake Star Rd, Winter Garden, FL

Flavia Bazzon · PREMIER SOTHEBYS INT'L REALTY

$1,550,000

4 bd · 4 ba · 3,487 sqft

7031 Billie Ct, Winter Garden, FL

Marcia Castro Socas · CASTRO REALTY GROUP

$1,924,999

4 bd · 3 ba · 3,789 sqft

15210 E Oakland Avenue, Winter Garden, FL

Drew Kousaie · EXP REALTY LLC

$1,924,999

4 bd · 3 ba · 3,789 sqft

15210 E Oakland Ave, Winter Garden, FL

Drew Kousaie · EXP REALTY LLC

$1,089,000

4 bd · 5 ba · 2,701 sqft

526 First Cape Coral Dr, Winter Garden, FL

Daniel Vilela · JOHN SILVA REALTY & ASSOCIATES

$1,089,000

4 bd · 5 ba · 2,701 sqft

526 First Cape Coral Drive, Winter Garden, FL

Daniel Vilela · JOHN SILVA REALTY & ASSOCIATES

Price Reduced22Active

$1,295,000

4 bd · 3 ba · 2,464 sqft

14048 Larkspur Lake Drive, Winter Garden, FL

Valentina Axelsson Ogden · EXP REALTY LLC

Price Reduced23Active

$1,255,000

4 bd · 3 ba · 2,464 sqft

14048 Larkspur Lake Dr, Winter Garden, FL

Valentina Axelsson Ogden · EXP REALTY LLC

$1,750,000

4 bd · 4 ba · 3,388 sqft

7573 Green Mountain Way, Winter Garden, FL

Ursula Garcia Moraes · PRISTINE INTERNATIONAL REALTY LLC

$1,750,000

4 bd · 4 ba · 3,388 sqft

7573 Green Mountain Way, Winter Garden, FL

Ursula Garcia Moraes · PRISTINE INTERNATIONAL REALTY LLC

$1,157,190

4 bd · 3 ba · 2,902 sqft

650 Medora Way, Winter Garden, FL

Tatiana Souza · DAVILA HOMES

$1,137,150

4 bd · 4 ba · 2,995 sqft

642 Medora Way, Winter Garden, FL

Tatiana Souza · DAVILA HOMES

$1,157,190

4 bd · 3 ba · 2,902 sqft

650 Medora Way, Winter Garden, FL

Tatiana Souza · DAVILA HOMES

$1,137,150

4 bd · 4 ba · 2,995 sqft

642 Medora Way, Winter Garden, FL

Tatiana Souza · DAVILA HOMES

$1,100,000

4 bd · 3 ba · 2,929 sqft

17854 Hither Hills Cir, Winter Garden, FL

Danny Nguyen · CHARLES RUTENBERG REALTY ORLANDO

$1,100,000

4 bd · 3 ba · 2,929 sqft

17854 Hither Hills Circle, Winter Garden, FL

Danny Nguyen · CHARLES RUTENBERG REALTY ORLANDO

$2,325,000

4 bd · 5 ba · 4,219 sqft

15217 Farm Stand Court, Winter Garden, FL

Julie Bettosini, PA · STOCKWORTH REALTY GROUP

Price Reduced50Active

$1,089,000

4 bd · 5 ba · 3,562 sqft

4708 Weatherbell Road, Winter Garden, FL

Jill Tebeau · EXP REALTY LLC

Price Reduced47Active

$1,075,000

4 bd · 4 ba · 2,667 sqft

925 Easley Ave, Winter Garden, FL

Matthew McKee · COMPASS FLORIDA LLC

Price Reduced47Active

$1,125,000

4 bd · 4 ba · 2,667 sqft

925 Easley Avenue, Winter Garden, FL

Matthew McKee · COMPASS FLORIDA LLC

$1,080,000

4 bd · 5 ba · 3,881 sqft

1651 Amsel Falls Park Terrace, Winter Garden, FL

Jennifer Dollar · FOLIO REALTY LLC

1 2

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Garden, FL community profile

Population: 50,261
Median income: $102,195
Housing units: 18,962
People per sq. mi.: 562.2
Area: 89.4 sq. mi.

Source: HJN community data

Winter Garden housing market

September 2026 · This period is still settling

Selling at 98.1% of asking price

Buyers here are paying below asking. MLS · 221 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $632,500$500,125–$1,055,625 typical range
Price per sq. ft.: $259
Sales: 194
Paid in cash: 39.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $565,000
Homes for sale: 795
Median days on market: 37 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 11.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,211 sq. ft.