Active Listings in Winter Garden, FL
Search homes, rentals, and properties in Winter Garden, FL. Filter by price, bedrooms, square feet, and features.
Winter Garden, FL offers an active real estate market with 685 available listings, including 538 homes for sale and 147 rentals based on the current property database.
Winter Garden, FL stands out for combining active inventory, varied housing styles, and opportunities across different budgets. It is a useful city for comparing buy, rent, and investment options based on lifestyle, location, and property type.
Visible property types in this market include Single Family Residence, Townhouse, Condo - Hotel, giving buyers, renters, and investors a practical way to compare different housing styles.
The database also shows activity in local areas and communities such as WATERLEIGH, GROVE RESIDENCE & SPA HOTEL CONDO II, HAMLIN RESERVE, which can help narrow the search within the city.
Listings with MLS details show an approximate 3.6 bedroom average and about 3,045 average square feet.
Updated from active MLS data
Market Velocity & Pricing Dynamics in Winter Garden, FL
As of May 15, 2026, the real estate market in Winter Garden is characterized by a dynamic and fast-moving environment, as indicated by the following key metrics:
- Average Days on Market: 28 days
- Median Price per Square Foot: $249.19
- Trailing 30-Day Price Drop Percentage: 6.0%
- Sale-to-List Price Ratio: 98.81%
With a total of 655 active listings and 516 sales recently recorded, the market demonstrates a remarkable velocity. The strong demand is reflected in the short average days on the market, alongside a healthy sale-to-list price ratio, suggesting that homes in Winter Garden are selling close to their listed prices. Despite a slight percentage of price drops in the past month, the overall trends remain favorable for both buyers and sellers.
Neighborhood schema mapped from active MLS inventory
Winter Garden: Top local areas are ranked by active MLS inventory, with quick links into the city search.