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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

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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

Homes with a Pool in Winter Garden, FL

44 listings

Homes with a Pool in Winter Garden, FL

Homes with a Pool in Winter Garden, FL

23 of 44 Listings

Homes with a Pool in Winter Garden, FL

23 of 44 Listings

New67

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLC

Active

$1,199,000

5 bd · 4 ba · 3,910 sqft

10048 Beach Port Dr, Winter Garden, FL

JoAnn Best · CHARLES RUTENBERG REALTY ORLANDO

$1,500,000

4 bd · 4 ba · 3,728 sqft

261 Zachary Wade St, Winter Garden, FL

Michael Kushner · BALDWIN PARK REALTY LLC

$4,300,000

6 bd · 7 ba · 6,601 sqft

15614 Espalier Way, Winter Garden, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

$1,075,000

4 bd · 4 ba · 3,101 sqft

17336 Lake Star Rd, Winter Garden, FL

Flavia Bazzon · PREMIER SOTHEBYS INT'L REALTY

$1,924,999

4 bd · 3 ba · 3,789 sqft

15210 E Oakland Ave, Winter Garden, FL

Drew Kousaie · EXP REALTY LLC

$1,090,000

5 bd · 5 ba · 3,878 sqft

9845 Emerald Berry Dr, Winter Garden, FL

Eduardo Pavone · ON ME REALTY

$2,399,000

5 bd · 5 ba · 4,213 sqft

15675 Panther Lake Dr, Winter Garden, FL

Laura Teixeira, PA · NOBSKA REAL ESTATE LLC

$1,399,999

5 bd · 5 ba · 4,919 sqft

1720 Lake Roberts Landing Dr, Winter Garden, FL

Daniel Maia Lins de Albuquerque Maia · ACCORD REAL ESTATE SERVICES

$1,950,000

5 bd · 6 ba · 4,329 sqft

15680 Panther Lake Dr, Winter Garden, FL

Christina Cannon · KELLER WILLIAMS CLASSIC

$1,089,000

4 bd · 5 ba · 2,701 sqft

526 First Cape Coral Dr, Winter Garden, FL

Daniel Vilela · JOHN SILVA REALTY & ASSOCIATES

$2,250,000

5 bd · 5 ba · 4,132 sqft

16870 Sanctuary Dr, Winter Garden, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

$2,600,000

6 bd · 6 ba · 5,115 sqft

7693 Green Mountain Way, Winter Garden, FL

Thomas Nickley, Jr · KELLER WILLIAMS REALTY AT THE PARKS

Price Reduced64Active

$2,125,000

5 bd · 6 ba · 4,253 sqft

15475 Shorebird Ln, Winter Garden, FL

Ken Pozek · REAL BROKER, LLC

$2,050,000

5 bd · 5 ba · 4,832 sqft

9056 Morgana Ct, Winter Garden, FL

Steve Healy · CORCORAN PREMIER REALTY

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

Price Reduced55Active

$2,600,000

6 bd · 6 ba · 5,403 sqft

7301 Wild Blackberry Trl, Winter Garden, FL

Catherine Winters · BERKSHIRE HATHAWAY FLORIDA REA

$1,150,000

5 bd · 4 ba · 3,897 sqft

9225 Holliston Creek Pl, Winter Garden, FL

Michael Bouchard · GLOBAL FLORIDA REALTY

Price Reduced100Active

$2,099,000

5 bd · 5 ba · 4,139 sqft

16038 Johns Lake Overlook Dr, Winter Garden, FL

Drew Belani · COMPASS FLORIDA LLC

Price Reduced54Active

$1,790,000

6 bd · 4 ba · 4,396 sqft

16945 W Phil C Peters Rd, Winter Garden, FL

Dennis Conklin · WINDERMERE COCOA BEACH CENTER

$1,500,000

5 bd · 4 ba · 3,781 sqft

2010 Boss Hewett St, Winter Garden, FL

Vilmari Caraballo · RE/MAX ASSURED

Price Reduced90Active

$1,020,000

5 bd · 4 ba · 3,617 sqft

16044 Citrus Knoll Dr, Winter Garden, FL

Kaitlin Sidders · HOGAN REALTY GROUP INC

Price Reduced51Active

$1,060,000

5 bd · 4 ba · 4,225 sqft

14312 Sunbridge Cir, Winter Garden, FL

Karen Vasquez Rodriguez · REALTY ONE GROUP MAGIC CITY

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.