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Cars & Trucks for Sale in Winter Haven, Florida

Browse 0 cars & trucks for sale in Winter Haven, Florida. 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.

Browse all Cars & Trucks in Florida →

Cars & Trucks for Sale near

2012 Ford Expedition

2012 Ford Expedition

WINTER HAVEN, FL

2022 RAM 1500

2022 RAM 1500

WINTER HAVEN, FL

2026 RAM 1500

2026 RAM 1500

WINTER HAVEN, FL

2014 Chevrolet Equinox

2014 Chevrolet Equinox

WINTER HAVEN, FL

2019 Chevrolet Silverado 1500

2019 Chevrolet Silverado 1500

WINTER HAVEN, FL

2024 Chevrolet Corvette Z06

2024 Chevrolet Corvette Z06

WINTER HAVEN, FL

2025 GMC Sierra 1500

2025 GMC Sierra 1500

WINTER HAVEN, FL

2025 GMC Sierra 1500

2025 GMC Sierra 1500

WINTER HAVEN, FL

2026 RAM 1500

2026 RAM 1500

$79,999

WINTER HAVEN, FL

2026 Mercedes-Benz GLS

2026 Mercedes-Benz GLS

$86,272

WINTER HAVEN, FL

2025 GMC Sierra 2500 HD

2025 GMC Sierra 2500 HD

$81,544

WINTER HAVEN, FL

2026 Ford Super Duty F-250 SRW

2026 Ford Super Duty F-250 SRW

$99,999

WINTER HAVEN, FL

2023 Cadillac Escalade ESV

2023 Cadillac Escalade ESV

$71,446

WINTER HAVEN, FL

2026 Chevrolet Tahoe

2026 Chevrolet Tahoe

$84,994

WINTER HAVEN, FL

2023 Cadillac Escalade

2023 Cadillac Escalade

$71,980

WINTER HAVEN, FL

2024 GMC Yukon XL

2024 GMC Yukon XL

$75,983

WINTER HAVEN, FL

2025 Ford Super Duty F-350 SRW

2025 Ford Super Duty F-350 SRW

$83,419

WINTER HAVEN, FL

2021 Chevrolet Corvette Stingray

2021 Chevrolet Corvette Stingray

$66,762

WINTER HAVEN, FL

2021 GMC Sierra 2500 HD

2021 GMC Sierra 2500 HD

$64,930

WINTER HAVEN, FL

2024 GMC Sierra 1500

2024 GMC Sierra 1500

$57,983

WINTER HAVEN, FL

2024 Chevrolet Tahoe

2024 Chevrolet Tahoe

$65,932

WINTER HAVEN, FL

2023 Ford Super Duty F-250 SRW

2023 Ford Super Duty F-250 SRW

$65,263

WINTER HAVEN, FL

2020 RAM 3500

2020 RAM 3500

$59,999

WINTER HAVEN, FL

2023 GMC Yukon

2023 GMC Yukon

$58,383

WINTER HAVEN, FL

Updating results…
355 Cars & TrucksNationwide

Auto Insurance

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Deal badges compare each price to the market.Browse 355 listings — deal badges show how each is priced against comparable inventory.
Updating results…
355 Cars & TrucksNationwide

Auto Insurance

Compare quotes from top-rated providers and start saving in minutes.

Insurance partnersInsurify insuranceRoamly insurance

We may earn a commission, at no extra cost to you. Affiliate disclosure.

Compare quotes
Deal badges compare each price to the market.Browse 355 listings — deal badges show how each is priced against comparable inventory.
2012 Ford Expedition 4WD 4dr XLT — front three-quarter view
Used

2012 Ford Expedition 4WD 4dr XLT

Call for Price
194,364 mi
WINTER HAVEN, FL
2022 RAM 1500 Laramie 4x4 Crew Cab 5'7" Box — front three-quarter view
Used

2022 RAM 1500 Laramie 4x4 Crew Cab 5'7" Box

Call for Price
32,686 mi
WINTER HAVEN, FL
2026 RAM 1500 Tungsten 4x4 Crew Cab 5'7" Box — front three-quarter view
Used

2026 RAM 1500 Tungsten 4x4 Crew Cab 5'7" Box

Call for Price
3,165 mi
WINTER HAVEN, FL
2014 Chevrolet Equinox LTZ — front three-quarter view
Used

2014 Chevrolet Equinox LTZ

Call for Price
93,174 mi
WINTER HAVEN, FL
2019 Chevrolet Silverado 1500 High Country — front three-quarter view
Used

2019 Chevrolet Silverado 1500 High Country

Call for Price
56,268 mi
WINTER HAVEN, FL
2024 Chevrolet Corvette Z06 3LZ — front three-quarter view
Used

2024 Chevrolet Corvette Z06 3LZ

Call for Price
6,779 mi
WINTER HAVEN, FL
2025 GMC Sierra 1500 AT4 — front three-quarter view
Used

2025 GMC Sierra 1500 AT4

Call for Price
37,490 mi
WINTER HAVEN, FL
2025 GMC Sierra 1500 Denali — front three-quarter view
Used

2025 GMC Sierra 1500 Denali

Call for Price
17,036 mi
WINTER HAVEN, FL
2026 RAM 1500 Big Horn 4x4 Crew Cab 5'7" Box — front three-quarter view
Used

2026 RAM 1500 Big Horn 4x4 Crew Cab 5'7" Box

$79,999
Est. $1,143.06/mo*
5,171 mi
WINTER HAVEN, FL
2026 Mercedes-Benz GLS GLS 450 — front three-quarter view
Used

2026 Mercedes-Benz GLS GLS 450

$86,272
Est. $1,232.69/mo*
1,800 mi
WINTER HAVEN, FL
2025 GMC Sierra 2500 HD Crew Cab Standard Box 4-Wheel Drive AT4X — front three-quarter view
Used

2025 GMC Sierra 2500 HD Crew Cab Standard Box 4-Wheel Drive AT4X

$81,544
Est. $1,165.14/mo*
26,348 mi
WINTER HAVEN, FL
2026 Ford Super Duty F-250 SRW Platinum 4WD Crew Cab 6.75' Box — front three-quarter view
Used

2026 Ford Super Duty F-250 SRW Platinum 4WD Crew Cab 6.75' Box

$99,999
Est. $1,428.83/mo*
3,672 mi
WINTER HAVEN, FL
2023 Cadillac Escalade ESV Sport Platinum — front three-quarter view
Used

2023 Cadillac Escalade ESV Sport Platinum

$71,446
Est. $1,020.85/mo*
64,823 mi
WINTER HAVEN, FL
2026 Chevrolet Tahoe High Country — front three-quarter view
Used

2026 Chevrolet Tahoe High Country

$84,994
Est. $1,214.43/mo*
13,426 mi
WINTER HAVEN, FL
2023 Cadillac Escalade Sport Platinum — front three-quarter view
Used

2023 Cadillac Escalade Sport Platinum

$71,980
Est. $1,028.48/mo*
55,994 mi
WINTER HAVEN, FL
2024 GMC Yukon XL Denali Ultimate — front three-quarter view
Used

2024 GMC Yukon XL Denali Ultimate

$75,983
Est. $1,085.68/mo*
27,935 mi
WINTER HAVEN, FL
2025 Ford Super Duty F-350 SRW XL — front three-quarter view
Used

2025 Ford Super Duty F-350 SRW XL

$83,419
Est. $1,191.93/mo*
17,725 mi
WINTER HAVEN, FL
2021 Chevrolet Corvette Stingray 3LT — front three-quarter view
Used

2021 Chevrolet Corvette Stingray 3LT

$66,762
Est. $953.92/mo*
11,337 mi
WINTER HAVEN, FL
2012 Ford Expedition 4WD 4dr XLT — front three-quarter view
Used

2012 Ford Expedition 4WD 4dr XLT

Call for Price
194,364 mi
WINTER HAVEN, FL
2022 RAM 1500 Laramie 4x4 Crew Cab 5'7" Box — front three-quarter view
Used

2022 RAM 1500 Laramie 4x4 Crew Cab 5'7" Box

Call for Price
32,686 mi
WINTER HAVEN, FL
2026 RAM 1500 Tungsten 4x4 Crew Cab 5'7" Box — front three-quarter view
Used

2026 RAM 1500 Tungsten 4x4 Crew Cab 5'7" Box

Call for Price
3,165 mi
WINTER HAVEN, FL
2014 Chevrolet Equinox LTZ — front three-quarter view
Used

2014 Chevrolet Equinox LTZ

Call for Price
93,174 mi
WINTER HAVEN, FL
2019 Chevrolet Silverado 1500 High Country — front three-quarter view
Used

2019 Chevrolet Silverado 1500 High Country

Call for Price
56,268 mi
WINTER HAVEN, FL
2024 Chevrolet Corvette Z06 3LZ — front three-quarter view
Used

2024 Chevrolet Corvette Z06 3LZ

Call for Price
6,779 mi
WINTER HAVEN, FL
2025 GMC Sierra 1500 AT4 — front three-quarter view
Used

2025 GMC Sierra 1500 AT4

Call for Price
37,490 mi
WINTER HAVEN, FL
2025 GMC Sierra 1500 Denali — front three-quarter view
Used

2025 GMC Sierra 1500 Denali

Call for Price
17,036 mi
WINTER HAVEN, FL
2026 RAM 1500 Big Horn 4x4 Crew Cab 5'7" Box — front three-quarter view
Used

2026 RAM 1500 Big Horn 4x4 Crew Cab 5'7" Box

$79,999
Est. $1,143.06/mo*
5,171 mi
WINTER HAVEN, FL
2026 Mercedes-Benz GLS GLS 450 — front three-quarter view
Used

2026 Mercedes-Benz GLS GLS 450

$86,272
Est. $1,232.69/mo*
1,800 mi
WINTER HAVEN, FL
2025 GMC Sierra 2500 HD Crew Cab Standard Box 4-Wheel Drive AT4X — front three-quarter view
Used

2025 GMC Sierra 2500 HD Crew Cab Standard Box 4-Wheel Drive AT4X

$81,544
Est. $1,165.14/mo*
26,348 mi
WINTER HAVEN, FL
2026 Ford Super Duty F-250 SRW Platinum 4WD Crew Cab 6.75' Box — front three-quarter view
Used

2026 Ford Super Duty F-250 SRW Platinum 4WD Crew Cab 6.75' Box

$99,999
Est. $1,428.83/mo*
3,672 mi
WINTER HAVEN, FL
2023 Cadillac Escalade ESV Sport Platinum — front three-quarter view
Used

2023 Cadillac Escalade ESV Sport Platinum

$71,446
Est. $1,020.85/mo*
64,823 mi
WINTER HAVEN, FL
2026 Chevrolet Tahoe High Country — front three-quarter view
Used

2026 Chevrolet Tahoe High Country

$84,994
Est. $1,214.43/mo*
13,426 mi
WINTER HAVEN, FL
2023 Cadillac Escalade Sport Platinum — front three-quarter view
Used

2023 Cadillac Escalade Sport Platinum

$71,980
Est. $1,028.48/mo*
55,994 mi
WINTER HAVEN, FL
2024 GMC Yukon XL Denali Ultimate — front three-quarter view
Used

2024 GMC Yukon XL Denali Ultimate

$75,983
Est. $1,085.68/mo*
27,935 mi
WINTER HAVEN, FL
2025 Ford Super Duty F-350 SRW XL — front three-quarter view
Used

2025 Ford Super Duty F-350 SRW XL

$83,419
Est. $1,191.93/mo*
17,725 mi
WINTER HAVEN, FL
2021 Chevrolet Corvette Stingray 3LT — front three-quarter view
Used

2021 Chevrolet Corvette Stingray 3LT

$66,762
Est. $953.92/mo*
11,337 mi
WINTER HAVEN, FL

Market Overview

Total Listings

379

Average Price

$45,808

Price Range

$4,499 - $259,969

Avg Mileage

26,662 mi

Popular Year

2026

Dealers

2

Discover 379 vehicles for sale in Winter Haven, Florida. With an average price of $45,808, you'll find options from $4,499 to $259,969. Shop from 2 trusted dealerships.

Frequently Asked Questions

How many vehicles are for sale in Winter Haven, Florida?

There are currently 379 vehicles listed for sale in Winter Haven, Florida. Our inventory is updated daily to ensure you see the latest available options.

What is the average price of vehicles in Winter Haven, Florida?

The average price for vehicles in Winter Haven, Florida is $45,808. Prices range from $4,499 to $259,969.

What is the typical mileage on vehicles for sale?

The average mileage on vehicles currently for sale in Winter Haven, Florida is approximately 26,662 miles. Lower mileage vehicles are available if you're looking for less wear.

How many dealers sell vehicles in Winter Haven, Florida?

Popular Makes
Ford5,423Chevrolet4,780Kia4,610Toyota4,146Jeep3,623Honda2,562BMW2,269Nissan2,251Hyundai1,961Mazda1,886Ram1,531Cadillac1,521

Last updated: October 29, 2026

There are 2 dealerships offering vehicles in Winter Haven, Florida. This gives you the opportunity to compare offers and find the best deal.

Can I finance a vehicles?

Yes, many dealers offer financing options for vehicles. You can use our Build My Deal tool to explore financing options, calculate monthly payments, and get pre-qualified before visiting the dealership.