Classic Trucks for Sale in Connecticut (2024)

Find great deals on classic trucks with CarGurus, from vintage American icons to classic Japanese trucks, hotrods and everything in between. We've got a huge selection to choose from, whether you’re a collector or looking for a bargain.

1990 Chevrolet C/K 1500 454SS RWD 103,658 mi 230 hp 7.4L V8 $32,499 FAIR DEAL Steel Wheels + more New Britain, CT (10 mi away) Year: 1990 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 230 hp 7.4L V8 Exterior color: Black Combined gas mileage: 9 MPG Fuel type: Gasoline Interior color: Red Transmission: Automatic Mileage: 103,658 NHTSA overall safety rating: Not Rated Stock number: 2435 VIN: 1GCDC14N0LZ249435
1996 Chevrolet C/K 1500 113,105 mi 5.7L V8 $24,999 Steel Wheels + more Ansonia, CT (36 mi away) Year: 1996 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Engine: 5.7L V8 Exterior color: Blue Metallic Fuel type: Gasoline Interior color: Black Transmission: 4-Speed Automatic Overdrive Mileage: 113,105 NHTSA overall safety rating: Not Rated Stock number: 10453 VIN: 1GCEK14R6TE155819
1995 Ford Ranger XL Standard Cab 4WD SB 145,000 mi 112 hp 2.3L I4 $5,550 Steel Wheels + more Sturbridge, MA (39 mi away) Year: 1995 Make: Ford Model: Ranger Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 112 hp 2.3L I4 Exterior color: Black Combined gas mileage: 21 MPG Fuel type: Gasoline Interior color: Brown (Tan) Transmission: 5-Speed Manual Mileage: 145,000 NHTSA overall safety rating: Not Rated VIN: 1FTCR11A7STA34003
1987 Toyota Pickup 2 Dr STD Standard Cab SB 119,475 mi 103 hp 2.4L I4 $7,500 Sturbridge, MA (39 mi away) Year: 1987 Make: Toyota Model: Pickup Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 103 hp 2.4L I4 Exterior color: Blue Fuel type: Gasoline Interior color: Blue Transmission: 4-Speed Automatic Mileage: 119,475 NHTSA overall safety rating: Not Rated VIN: JT4RN50R0H0266652
1995 Chevrolet C/K 2500 165,444 mi 6.5L V8 Diesel $6,999 Steel Wheels + more Webster, MA (46 mi away) Year: 1995 Make: Chevrolet Model: C/K 2500 Body type: Pickup Truck Engine: 6.5L V8 Diesel Exterior color: White Fuel type: Diesel Transmission: Automatic Mileage: 165,444 NHTSA overall safety rating: Not Rated Stock number: 11174 VIN: 1GCGK24F4SE215020
1987 GMC S-15 Standard Cab SB 105,240 mi 2.8L V6 $9,309 Charlton, MA (47 mi away) Year: 1987 Make: GMC Model: S-15 Body type: Pickup Truck Doors: 2 doors Drivetrain: Rear-Wheel Drive Engine: 2.8L V6 Exterior color: Brown (Tan) Fuel type: Gasoline Interior color: Brown (Tan) Mileage: 105,240 NHTSA overall safety rating: Not Rated Stock number: P511903 VIN: 1GTCS14R5H8511903
Preparing for a close up... Photos coming soon 1985 Chevrolet C/K 20 LB 4WD 50,060 mi 160 hp 5.7L V8 $11,995 Shelton, CT (39 mi away) Year: 1985 Make: Chevrolet Model: C/K 20 Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 160 hp 5.7L V8 Exterior color: Blue Fuel type: Gasoline Transmission: 4-Speed Automatic Mileage: 50,060 NHTSA overall safety rating: Not Rated VIN: 2GCGK24M6F1121680
Preparing for a close up... Photos coming soon 1995 Chevrolet C/K 1500 Cheyenne 4WD 107,447 mi 5.7L V8 $11,499 Steel Wheels + more Waterbury, CT (23 mi away) Year: 1995 Make: Chevrolet Model: C/K 1500 Body type: Pickup Truck Doors: 2 doors Drivetrain: Four-Wheel Drive Engine: 5.7L V8 Exterior color: Blue Fuel type: Gasoline Interior color: Blue Transmission: 4-Speed Automatic Mileage: 107,447 NHTSA overall safety rating: Not Rated Stock number: 48765AQ VIN: 1GBEK19K2SE116790
Preparing for a close up... Photos coming soon 1995 Ford F-150 95,942 mi 5L V8 $29,995 Lifted Steel Wheels + more Plantsville, CT (18 mi away) Year: 1995 Make: Ford Model: F-150 Body type: Pickup Truck Engine: 5L V8 Exterior color: Black Fuel type: Gasoline Interior color: Gray Transmission: Automatic Mileage: 95,942 NHTSA overall safety rating: Not Rated Stock number: xB19588 VIN: 1FTEF14N9SNB19588
Preparing for a close up... Photos coming soon 1996 Ford F-150 159,855 mi 5L V8 $34,995 Steel Wheels + more Plantsville, CT (18 mi away) Year: 1996 Make: Ford Model: F-150 Body type: Pickup Truck Engine: 5L V8 Exterior color: Oxford White (CC) Fuel type: Gasoline Interior color: Opal Gray Transmission: Automatic Mileage: 159,855 NHTSA overall safety rating: Not Rated Stock number: xA18396 VIN: 1FTEF14N8TNA18396
Preparing for a close up... Photos coming soon 1984 Chevrolet C/K 10 79,075 mi 5L V8 $35,000 Oxford, CT (32 mi away) Year: 1984 Make: Chevrolet Model: C/K 10 Body type: Pickup Truck Engine: 5L V8 Exterior color: Yellow Fuel type: Gasoline Interior color: Black Transmission: Automatic Mileage: 79,075 NHTSA overall safety rating: Not Rated Stock number: 323021 VIN: 1GCEK14H7EF323021
Classic Trucks for Sale in Connecticut (2024)

FAQs

How old does a vehicle have to be to be considered a classic in CT? ›

A car is considered a classic in Connecticut if it's at least 20 years old, registered in Connecticut, preserved due to historic interest, and not altered or modified from the original manufacturer's specifications.

What is the most sought after vintage truck? ›

Top 10 Classic Pickup Trucks of All Time
  1. 1978-1979 Dodge Li'l Red Express. The 1978-1979 Dodge Li'l Red Express is one of today's most widely recognized and sought-after classic trucks.
  2. Ford F-250 Highboy. ...
  3. 1946 Dodge Power Wagon. ...
  4. 1991-1992 GMC Syclone. ...
  5. 1963 Jeep Gladiator. ...
  6. Chevrolet C/K. ...
  7. 1947 Chevy 3100. ...
  8. Chevrolet Cameo. ...
Jul 26, 2023

Are older trucks worth buying? ›

There are a lot of pickups with high reliability ratings, and many of them are a few years old. Pickup trucks are built to last for a long time, so reliability is usually high for them. You might find a truck with higher mileage than you might want, but that type of mileage should not deter you entirely.

Do classic vehicles need inspection in CT? ›

The following vehicles are exempt from the Connecticut emissions testing requirements: Vehicles younger than four model-years old from the current year. Model year 1997 and older vehicles.

What are the benefits of classic car registration in CT? ›

Classic plates don't actually provide special benefits. It's mostly about bragging rights. But there is one perk: Connecticut caps the taxable value of classic cars at $500. That translates into a tax break for collectors with more expensive automobiles.

Are old trucks going up in value? ›

Over the past few years, we've seen a lot of excitement built around classic trucks. Whether your definition of “classic truck” is a one-ton hauler from the thirties or the remarkable Chevrolet 454SS on the now-venerated “OBS” GMT400 platform, the values are soaring to match.

How many miles should you not buy a used truck? ›

The 100,000-mile mark is often cited as the point at which you should no longer consider purchasing a used truck.

Why do people buy old trucks? ›

Some of the older pickups are extremely reliable and easy for a modest home mechanic to maintain. Many of the new trucks are extremely difficult and costly to maintain and repair. Insurance, parts, and even big repairs are cheaper than buying a new truck and making payments.

Can a 20 year old truck be reliable? ›

Regularly maintained it most certainly can be. Granted it's to be expected that most rubber boots, seals, gaskets and the like are nearing or over their intended lifespan, but a well taken care of older vehicle can easily exceed the 20 year mark and still perform.

What is the most sought after truck? ›

Well when you consider 6 entirely different vehicles to be one truck I guess it's easy to win.

Why are used trucks so cheap? ›

Used Trucks Going Down in Price

Several key factors are contributing to this trend. For example, there has been a notable increase in the availability of used trucks due to higher production volumes in recent years. This influx of supply creates a more competitive market, potentially driving prices downward.

Why are GMC trucks so expensive? ›

GMC models are more expensive because the brand tends to target the luxury market. Chevy is aimed at the mass market while the message offered by GMC is to stand apart and not be “one of the herd.” The more exclusive vibes and luxurious touches of GMC models mean the cost of the vehicles tend to be higher as well.

Does Connecticut issue titles for cars over 20 years old? ›

Connecticut does not title vehicles 20 model years and older per Connecticut General Statute title 14, section 14-166.

Does a 25 year old car need emissions in CT? ›

All vehicles with gross vehicle weights above 10,000 pounds are exempt from the Connecticut emissions inspection program. All vehicles that are 25 or more years old, including trucks, are also exempt.

How old does a car have to be to avoid emissions in CT? ›

Vehicles younger than four model-years old; Model year 1998 and older vehicles; Vehicles with a gross vehicle weight rating of 10,001 pounds or more; Composite Vehicles (vehicle must be titled as a composite vehicle);

Is a 20 year old car considered classic? ›

For insurance and registration purposes, the age of a classic car, in most cases, is at least 20 years old but not more than 40 years old.

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