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3 beds New construction With a pool

Homes with a Pool in Winter Garden, FL

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11 of 179 Listings

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11 of 179 Listings

Price Reduced83Active

Homes with a Pool in Winter Garden, FL — Page 8

179 listings

Homes with a Pool in Winter Garden, FL

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11 of 179 Listings

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Homes with a Pool in Winter Garden, FL

11 of 179 Listings

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced83Active

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

$699,000

4 bd · 3 ba · 2,117 sqft

9605 Lost Creek Drive, Winter Garden, FL

Jennifer Matacale · PREMIER SOTHEBYS INTL REALTY

Price Reduced56Active

$960,000

4 bd · 4 ba · 2,921 sqft

10007 Little Alcove Loop, Winter Garden, FL

Victor Barroeta · MBT REALTY LLC

Price Reduced56Active

$960,000

4 bd · 4 ba · 2,921 sqft

10007 Little Alcove Loop, Winter Garden, FL

Victor Barroeta · MBT REALTY LLC

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

9Active

$5,995,000

5 bd · 6 ba · 6,000 sqft

13377 Lake Butler Blvd, Winter Garden, FL

Dawn Briggs · BLUE MAGNOLIA REALTY LLC

9Active

$5,995,000

5 bd · 6 ba · 6,000 sqft

13377 Lake Butler Boulevard, Winter Garden, FL

Dawn Briggs · BLUE MAGNOLIA REALTY LLC

Price Reduced24Active

$289,000

2 bd · 2 ba · 1,375 sqft

14501 Grove Resort Avenue 3714, Winter Garden, FL

Arturo DelFierro PA · UNITED REALTY GROUP INC

Price Reduced24Active

$289,000

2 bd · 2 ba · 1,375 sqft

14501 Grove Resort Ave #3714, Winter Garden, FL

Arturo DelFierro PA · UNITED REALTY GROUP INC

Price Reduced29Active

$359,000

3 bd · 2 ba · 1,396 sqft

14501 Grove Resort Ave #2129, Winter Garden, FL

Arturo DelFierro PA · UNITED REALTY GROUP INC

Price Reduced29Active

$359,000

3 bd · 2 ba · 1,396 sqft

14501 Grove Resort Avenue 2129, Winter Garden, FL

Arturo DelFierro PA · UNITED REALTY GROUP INC

28Active

$2,500,000

4 bd · 5 ba · 4,961 sqft

13377 Lake Butler Boulevard, Winter Garden, FL

Dawn Briggs · BLUE MAGNOLIA REALTY LLC

28Active

$2,500,000

4 bd · 5 ba · 4,961 sqft

13377 Lake Butler Blvd, Winter Garden, FL

Dawn Briggs · BLUE MAGNOLIA REALTY LLC

1…7 8

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

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

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

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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.

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

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.