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Cars & Trucks for Sale in Winchester, Massachusetts

Browse 0 cars & trucks for sale in Winchester, Massachusetts. 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 Massachusetts →

Cars & Trucks for Sale near

2026 Ford Bronco

2026 Ford Bronco

Winchester, MA

2026 Ford F-350SD

2026 Ford F-350SD

Winchester, MA

2026 Ford F-250SD

2026 Ford F-250SD

Winchester, MA

2026 Ford F-250SD

2026 Ford F-250SD

Winchester, MA

2026 Ford F-150

2026 Ford F-150

Winchester, MA

2026 Ford F-250SD

2026 Ford F-250SD

Winchester, MA

2026 Ford F-350SD

2026 Ford F-350SD

Winchester, MA

2026 Ford Bronco

2026 Ford Bronco

Winchester, MA

2026 Ford Expedition

2026 Ford Expedition

Winchester, MA

2026 Ford F-250SD

2026 Ford F-250SD

Winchester, MA

2025 Ford Transit-350

2025 Ford Transit-350

Winchester, MA

2026 Ford Expedition

2026 Ford Expedition

Winchester, MA

2026 Ford Expedition

2026 Ford Expedition

Winchester, MA

2026 Ford Mustang

2026 Ford Mustang

Winchester, MA

2026 Ford F-250SD

2026 Ford F-250SD

Winchester, MA

2026 Ford F-350SD

2026 Ford F-350SD

Winchester, MA

2026 Ford Expedition

2026 Ford Expedition

Winchester, MA

2025 Ford Transit-350

2025 Ford Transit-350

Winchester, MA

2026 Ford F-150

2026 Ford F-150

Winchester, MA

2026 Ford Bronco

2026 Ford Bronco

Winchester, MA

2026 Ford F-250SD

2026 Ford F-250SD

Winchester, MA

2026 Ford Expedition

2026 Ford Expedition

Winchester, MA

2026 Ford F-150

2026 Ford F-150

Winchester, MA

2026 Ford Super Duty

2026 Ford Super Duty

Winchester, MA

Updating results…
209 Cars & TrucksNationwide

Auto Insurance

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Deal badges compare each price to the market.Browse 209 listings — deal badges show how each is priced against comparable inventory.
Updating results…
209 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 209 listings — deal badges show how each is priced against comparable inventory.
2026 Ford Bronco Outer Banks — front three-quarter view
New

2026 Ford Bronco Outer Banks

Call for Price
49 mi
Winchester, MA
2026 Ford F-350SD Lariat — front three-quarter view
New

2026 Ford F-350SD Lariat

Call for Price
5 mi
Winchester, MA
2026 Ford F-250SD Lariat — front three-quarter view
New

2026 Ford F-250SD Lariat

Call for Price
7 mi
Winchester, MA
2026 Ford F-250SD XLT — front three-quarter view
New

2026 Ford F-250SD XLT

Call for Price
5 mi
Winchester, MA
2026 Ford F-150 Lariat — front three-quarter view
New

2026 Ford F-150 Lariat

Call for Price
121 mi
Winchester, MA
2026 Ford F-250SD XLT — front three-quarter view
New

2026 Ford F-250SD XLT

Call for Price
26 mi
Winchester, MA
2026 Ford F-350SD Lariat — front three-quarter view
New

2026 Ford F-350SD Lariat

Call for Price
6 mi
Winchester, MA
2026 Ford Bronco Outer Banks — front three-quarter view
New

2026 Ford Bronco Outer Banks

Call for Price
7 mi
Winchester, MA
2026 Ford Expedition Tremor — front three-quarter view
New

2026 Ford Expedition Tremor

Call for Price
9 mi
Winchester, MA
2026 Ford F-250SD XLT — front three-quarter view
New

2026 Ford F-250SD XLT

Call for Price
10 mi
Winchester, MA
2025 Ford Transit-350 Base — front three-quarter view
New

2025 Ford Transit-350 Base

Call for Price
10 mi
Winchester, MA
2026 Ford Expedition Active — front three-quarter view
New

2026 Ford Expedition Active

Call for Price
4 mi
Winchester, MA
2026 Ford Expedition Active — front three-quarter view
New

2026 Ford Expedition Active

Call for Price
3 mi
Winchester, MA
2026 Ford Mustang GT Premium — front three-quarter view
New

2026 Ford Mustang GT Premium

Call for Price
10 mi
Winchester, MA
2026 Ford F-250SD Platinum — front three-quarter view
New

2026 Ford F-250SD Platinum

Call for Price
8 mi
Winchester, MA
2026 Ford F-350SD King Ranch — front three-quarter view
New

2026 Ford F-350SD King Ranch

Call for Price
3 mi
Winchester, MA
2026 Ford Expedition Active — front three-quarter view
New

2026 Ford Expedition Active

Call for Price
6 mi
Winchester, MA
2025 Ford Transit-350 Base — front three-quarter view
New

2025 Ford Transit-350 Base

Call for Price
10 mi
Winchester, MA
2026 Ford Bronco Outer Banks — front three-quarter view
New

2026 Ford Bronco Outer Banks

Call for Price
49 mi
Winchester, MA
2026 Ford F-350SD Lariat — front three-quarter view
New

2026 Ford F-350SD Lariat

Call for Price
5 mi
Winchester, MA
2026 Ford F-250SD Lariat — front three-quarter view
New

2026 Ford F-250SD Lariat

Call for Price
7 mi
Winchester, MA
2026 Ford F-250SD XLT — front three-quarter view
New

2026 Ford F-250SD XLT

Call for Price
5 mi
Winchester, MA
2026 Ford F-150 Lariat — front three-quarter view
New

2026 Ford F-150 Lariat

Call for Price
121 mi
Winchester, MA
2026 Ford F-250SD XLT — front three-quarter view
New

2026 Ford F-250SD XLT

Call for Price
26 mi
Winchester, MA
2026 Ford F-350SD Lariat — front three-quarter view
New

2026 Ford F-350SD Lariat

Call for Price
6 mi
Winchester, MA
2026 Ford Bronco Outer Banks — front three-quarter view
New

2026 Ford Bronco Outer Banks

Call for Price
7 mi
Winchester, MA
2026 Ford Expedition Tremor — front three-quarter view
New

2026 Ford Expedition Tremor

Call for Price
9 mi
Winchester, MA
2026 Ford F-250SD XLT — front three-quarter view
New

2026 Ford F-250SD XLT

Call for Price
10 mi
Winchester, MA
2025 Ford Transit-350 Base — front three-quarter view
New

2025 Ford Transit-350 Base

Call for Price
10 mi
Winchester, MA
2026 Ford Expedition Active — front three-quarter view
New

2026 Ford Expedition Active

Call for Price
4 mi
Winchester, MA
2026 Ford Expedition Active — front three-quarter view
New

2026 Ford Expedition Active

Call for Price
3 mi
Winchester, MA
2026 Ford Mustang GT Premium — front three-quarter view
New

2026 Ford Mustang GT Premium

Call for Price
10 mi
Winchester, MA
2026 Ford F-250SD Platinum — front three-quarter view
New

2026 Ford F-250SD Platinum

Call for Price
8 mi
Winchester, MA
2026 Ford F-350SD King Ranch — front three-quarter view
New

2026 Ford F-350SD King Ranch

Call for Price
3 mi
Winchester, MA
2026 Ford Expedition Active — front three-quarter view
New

2026 Ford Expedition Active

Call for Price
6 mi
Winchester, MA
2025 Ford Transit-350 Base — front three-quarter view
New

2025 Ford Transit-350 Base

Call for Price
10 mi
Winchester, MA

Market Overview

Total Listings

209

Average Price

$50,388

Price Range

$12,490 - $95,620

Avg Mileage

9,052 mi

Popular Year

2026

Dealers

1

Discover 209 vehicles for sale in Winchester, Massachusetts. With an average price of $50,388, you'll find options from $12,490 to $95,620. Shop from 1 trusted dealerships.

Frequently Asked Questions

How many vehicles are for sale in Winchester, Massachusetts?

There are currently 209 vehicles listed for sale in Winchester, Massachusetts. Our inventory is updated daily to ensure you see the latest available options.

What is the average price of vehicles in Winchester, Massachusetts?

The average price for vehicles in Winchester, Massachusetts is $50,388. Prices range from $12,490 to $95,620.

What is the typical mileage on vehicles for sale?

The average mileage on vehicles currently for sale in Winchester, Massachusetts is approximately 9,052 miles. Lower mileage vehicles are available if you're looking for less wear.

Can I finance a vehicles?

Popular Makes
Hyundai589GMC550Honda496Mazda483Chevrolet470Nissan444Ford362Toyota328Kia220MINI204Jeep156Lexus136

Last updated: October 23, 2026

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.