Cars & Trucks for Sale near
Browse 121 cars & trucks for sale in Winter Park, Florida. Prices range from $6,999 to $59,595. Median price is $29,030.59. Each listing includes pricing, high-resolution photos, and detailed specifications. Use the financing calculator on any listing page to estimate monthly payments before visiting the dealer.
All 121 cars & trucks listings in Winter Park come from a single dealer — expect a consistent inventory mix, but compare prices against the broader Florida market before committing.
Winter Park shows a wide price spread (8.5× from cheapest to most expensive), typical of a market with both budget pre-owned units and high-end new inventory in the same listings.
Winter Park skews heavily toward a few brands — Mitsubishi alone accounts for 74% of local inventory.
Buyers in Winter Park who don't find what they want locally regularly cross-shop Tampa, Fort Myers, Vero Beach — all within the same Florida dealer network.
Total Listings
121
Average Price
$29,331
Price Range
$6,999 - $59,595
Avg Mileage
17,622 mi
Popular Year
2026
Dealers
1
Discover 121 vehicles for sale in Winter Park, Florida. With an average price of $29,331, you'll find options from $6,999 to $59,595. Shop from 1 trusted dealerships.
Last updated: October 9, 2026
