Homes with a Pool in Winter Garden, FL

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3 beds New construction With a pool

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23 of 45 Listings

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Homes with a Pool in Winter Garden, FL

23 of 45 Listings

New37

45 listings

Homes with a Pool in Winter Garden, FL

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23 of 45 Listings

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Homes with a Pool in Winter Garden, FL

23 of 45 Listings

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

New37

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Active

$4,300,000

5 bd · 7 ba · 6,601 sqft

15614 Espalier Way, Winter Garden, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

52Active

$1,075,000

4 bd · 4 ba · 3,101 sqft

17336 Lake Star Rd, Winter Garden, FL

Flavia Bazzon · PREMIER SOTHEBYS INT'L REALTY

49Active

$1,924,999

4 bd · 3 ba · 3,789 sqft

15210 E Oakland Ave, Winter Garden, FL

Drew Kousaie · EXP REALTY LLC

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

35Active

$1,090,000

5 bd · 5 ba · 3,878 sqft

9845 Emerald Berry Dr, Winter Garden, FL

Eduardo Pavone · ON ME REALTY

60Active

$2,399,000

5 bd · 5 ba · 4,213 sqft

15675 Panther Lake Dr, Winter Garden, FL

Laura Teixeira, PA · NOBSKA REAL ESTATE LLC

90Active

$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

88Active

$1,950,000

5 bd · 6 ba · 4,329 sqft

15680 Panther Lake Dr, Winter Garden, FL

Christina Cannon · KELLER WILLIAMS CLASSIC

41Active

$1,089,000

4 bd · 5 ba · 2,701 sqft

526 First Cape Coral Dr, Winter Garden, FL

Daniel Vilela · JOHN SILVA REALTY & ASSOCIATES

97Active

$2,250,000

5 bd · 5 ba · 4,132 sqft

16870 Sanctuary Dr, Winter Garden, FL

Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

66Active

$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

56Active

$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

98Active

$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

44Active

$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

56Active

$2,325,000

4 bd · 5 ba · 4,219 sqft

15217 Farm Stand Ct, Winter Garden, FL

Julie Bettosini, PA · STOCKWORTH REALTY GROUP

Price Reduced50Active

$1,089,000

4 bd · 5 ba · 3,562 sqft

4708 Weatherbell Rd, Winter Garden, FL

Jill Tebeau · EXP REALTY LLC

94Active

$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

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 housing market

August 2026

Selling at 99.1% of asking price

Buyers here are paying below asking. MLS · 226 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $637,500$482,250–$915,575 typical range
Price per sq. ft.: $263
Sales: 252
Paid in cash: 39.7%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 33 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -4.0%

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

Explore Winter Garden homes

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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

August 2026

Selling at 99.1% of asking price

Buyers here are paying below asking. MLS · 226 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $637,500$482,250–$915,575 typical range
Price per sq. ft.: $263
Sales: 252
Paid in cash: 39.7%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 33 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -4.0%

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your Winter Garden agent

Your Winter Garden agent

Your Winter Garden agent

Listing data & MLS disclosures

Winter Garden housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Winter Garden, FL community profile

Explore Winter Garden homes

Your Winter Garden agent

Listing data & MLS disclosures

Winter Garden, FL community profile

Winter Garden housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026