Homes Under $500K in Winter Garden, FL

3 beds New construction With a pool

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Homes Under $500K in Winter Garden, FL

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23 of 30 Listings

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Homes Under $500K in Winter Garden, FL

23 of 30 Listings

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

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23Active
$129,900
3 bd · — ba · 1,344 sqft
16632 LaTrina Ct 5138, Winter Garden, FL
20Active
$139,900
3 bd · — ba · 1,344 sqft
16620 La Trina Ct 5141, Winter Garden, FL
29Active
$480,000
3 bd · 3 ba · — sqft
14501 Grove Resort Ave 3626, Winter Garden, FL
Larissa Ortiz · Real Estate Sales Force

Listing data & MLS disclosures

Florida Gulf Coast Multiple Listing Service: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
NY State MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-08-26 22:26:19 UTC

Winter Garden housing market

July 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 107 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 6, 2026

Median sale price: $529,900$430,000–$775,000 typical range
Price per sq. ft.: $263
Sales: 45
Paid in cash: 37.8%

Homes on the market · MLS, as of Jul 20, 2026

Median list price: $574,900
Homes for sale: 785
Median days on market: 33 days

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

Year-over-year: -10.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 2,200 sq. ft.

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

Listing data & MLS disclosures

Florida Gulf Coast Multiple Listing Service: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
NY State MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-08-26 22:26:19 UTC

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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

July 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 107 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 6, 2026

Median sale price: $529,900$430,000–$775,000 typical range
Price per sq. ft.: $263
Sales: 45
Paid in cash: 37.8%

Homes on the market · MLS, as of Jul 20, 2026

Median list price: $574,900
Homes for sale: 785
Median days on market: 33 days

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

Year-over-year: -10.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 2,200 sq. ft.

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Your Winter Garden agent

Listing data & MLS disclosures

Winter Garden housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Winter Garden, FL community profile

Explore Winter Garden homes

Listing data & MLS disclosures

Your Winter Garden agent

Your Winter Garden agent

Winter Garden, FL community profile

Winter Garden housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026