CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Best Pickup Trucks For Sale in Southampton, MA

723 results
Southampton, MA
2022 Chevrolet Silverado 1500 LT Crew Cab 4WD Terryville Chevrolet

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

30,092 miles

$35,110

Fair Deal
Terryville, CT
41 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
30,092
Stock number:
9672
VIN:
1GCPDKEK5NZ549379

Sponsored

2022 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

32,172 miles

$45,988

Fair Deal
Torrington, CT
34 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
32,172
Stock number:
N5514
VIN:
1GCUDJET8NZ638742

Sponsored

2022 Chevrolet Colorado Work Truck Crew Cab 4WD

2022 Chevrolet Colorado

Work Truck Crew Cab 4WD

40,432 miles

$27,000

Fair Deal
Pittsfield, MA
29 mi away
Year:
2022
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
308 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Dark Ash
Transmission:
8-Speed Automatic
Mileage:
40,432
Stock number:
S1890AA
VIN:
1GCGTBEN3N1254616

Sponsored

2023 Toyota Tacoma TRD Sport Double Cab 4WD

2023 Toyota Tacoma

TRD Sport Double Cab 4WD

24,104 miles

$39,250

Good Deal
Certified Pre-Owned
West Simsbury, CT
29 mi away
Year:
2023
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement Black Fabric
Transmission:
6-Speed Automatic
Mileage:
24,104
Stock number:
11583TB
VIN:
3TMCZ5AN4PM588292

2021 RAM 1500 Limited Crew Cab 4WD

2021 RAM 1500

Limited Crew Cab 4WD

61,141 miles

$37,995

Good Deal
Worcester, MA
49 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
White (Ivory Tri-Coat Pearl)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
61,141
Stock number:
65136
VIN:
1C6SRFHT9MN514963

2023 Chevrolet Silverado 1500 LT Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

14,894 miles

$37,977

Fair Deal
Certified Pre-Owned
Charlton, MA
38 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Dark Ash Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
14,894
Stock number:
U237801
VIN:
3GCPDKEK6PG207801

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 1500

Elevation Crew Cab 4WD

41,161 miles

$41,297

Good Deal
Certified Pre-Owned
Chicopee, MA
9 mi away
Year:
2022
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Desert Sand Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
41,161
Stock number:
G263111A
VIN:
1GTUUCED3NZ641259

Preparing for a close up...

Photos coming soon

2023 GMC Sierra 1500

AT4 Crew Cab 4WD

53,736 miles

$46,548

Good Deal
Greenfield, MA
25 mi away
Year:
2023
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Summit White
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
53,736
Stock number:
F1102A
VIN:
3GTUUEE88PG307715

Preparing for a close up...

Photos coming soon

2023 Chevrolet Colorado

Z71 Crew Cab 4WD

40,448 miles

$33,990

Good Deal
Northampton, MA
9 mi away
Year:
2023
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
40,448
Stock number:
515591A
VIN:
1GCPTDEK3P1150826

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Overland Crew Cab 4WD

38,088 miles

$31,995

Fair Deal
Worcester, MA
49 mi away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearl
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
38,088
Stock number:
66122
VIN:
1C6HJTFG3NL148534

Preparing for a close up...

Photos coming soon

2022 Ford F-150

XL 4WD

57,189 miles

$26,399

Fair Deal
Avon, CT
29 mi away
Year:
2022
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
Oxford White
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
57,189
Stock number:
25245B
VIN:
1FTMF1EB0NKE75532

Preparing for a close up...

Photos coming soon

2023 Ford F-150

XLT SuperCrew 4WD

4,539 miles

$42,683

Good Deal
New Britain, CT
40 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 3.5L V6 Hybrid
Exterior color:
Agate Black Metallic - UM
Combined gas mileage:
23 MPG
Fuel type:
Hybrid
Interior color:
Black - FB
Transmission:
Automatic
Mileage:
4,539
Stock number:
H10317A
VIN:
1FTFW1ED8PFD08714

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

69,381 miles

$36,995

Fair Deal
Certified Pre-Owned
West Springfield, MA
11 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Leather-Appointed Front Seat Trim
Transmission:
Automatic
Mileage:
69,381
Stock number:
5612A
VIN:
3GCPYFED1MG419336

Preparing for a close up...

Photos coming soon

2023 Ford F-150

Tremor SuperCrew 4WD

42,662 miles

$47,990

Good Deal
Certified Pre-Owned
Litchfield, CT
42 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
450 hp 3.5L V6
Exterior color:
Antimatter Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,662
Stock number:
U28194
VIN:
1FTEW1E87PFA67582

Preparing for a close up...

Photos coming soon

2023 Ford F-150

XLT SuperCrew 4WD

43,715 miles

$40,000

Good Deal
Certified Pre-Owned
Putnam, CT
49 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Agate Black
Interior color:
Black
Transmission:
Automatic
Mileage:
43,715
Stock number:
R9103T
VIN:
1FTFW1ED4PFA85443

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

Elevation Crew Cab 4WD

82,937 miles

$31,977

Fair Deal
Certified Pre-Owned
Charlton, MA
38 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Pacific Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
8-Speed Automatic
Mileage:
82,937
Stock number:
U215178
VIN:
3GTU9CED5MG475178

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

65,376 miles

$38,694

Good Deal
Certified Pre-Owned
Cheshire, MA
31 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Brown
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
65,376
Stock number:
CT-6181A
VIN:
3GCUDFED3NG594543

Preparing for a close up...

Photos coming soon

2022 Ford F-150

XL 4WD

56,183 miles

$26,299

Fair Deal
Avon, CT
29 mi away
Year:
2022
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
Oxford White
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
56,183
Stock number:
25245C
VIN:
1FTMF1EB9NKF01139

Preparing for a close up...

Photos coming soon

2023 RAM 1500

Laramie Crew Cab 4WD

47,101 miles

$39,966

Good Deal
Certified Pre-Owned
Willimantic, CT
44 mi away
Year:
2023
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Delmonico Red Pearlcoat
Interior color:
Black
Transmission:
Automatic
Mileage:
47,101
Stock number:
12252T
VIN:
1C6SRFJT4PN668043

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Big Horn Crew Cab 4WD

22,925 miles

$38,985

Fair Deal
Willimantic, CT
44 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Bright White Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
22,925
Stock number:
8551
VIN:
1C6SRFFTXNN256571

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

80,598 miles

$24,119

Great Deal
Torrington, CT
34 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,598
Stock number:
N5229A
VIN:
1GCRYBEK6NZ222521

Preparing for a close up...

Photos coming soon

2023 Ford F-150

XL SuperCrew 4WD

37,135 miles

$36,721

Fair Deal
Wilbraham, MA
15 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Agate Black Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
37,135
Stock number:
W454076
VIN:
1FTEW1EP9PFA78042

Preparing for a close up...

Photos coming soon

2022 Toyota Tacoma

SR V6 Double Cab 4WD

37,679 miles

$32,349

Good Deal
Terryville, CT
41 mi away
Year:
2022
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement
Transmission:
6-Speed Automatic
Mileage:
37,679
Stock number:
9518
VIN:
3TMCZ5AN5NM466912

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

39,103 miles

$32,541

Great Deal
Torrington, CT
34 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Dark Ash Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,103
Stock number:
N5411
VIN:
1GCPDKEK9PZ124931

Sponsored

  • Best Pickup Trucks For Sale in Chicopee MA

  • Best Pickup Trucks For Sale in Pittsfield MA

  • Best Pickup Trucks For Sale in Hartford CT

  • Best Pickup Trucks For Sale in Brattleboro VT

  • Best Pickup Trucks For Sale in Worcester MA

  • Best Pickup Trucks For Sale in Albany NY

  • Best Pickup Trucks For Sale in New Haven CT

  • Best Pickup Trucks For Sale in Groton MA

  • Best Pickup Trucks For Sale in Providence RI

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage in Southampton

  • Used SUVs / Crossovers for Sale with Low Mileage in Southampton

  • Used Hatchbacks for Sale with Low Mileage in Southampton

  • Used Convertibles for Sale with Low Mileage in Southampton

  • Used Vans for Sale with Low Mileage in Southampton

  • Used Minivans for Sale with Low Mileage in Southampton

  • Used Pickup Trucks for Sale with Low Mileage in Southampton

  • Used Coupes for Sale with Low Mileage in Southampton

  • Used Wagons for Sale with Low Mileage in Southampton

  • Blasius Pre-Owned Auto Sales

  • Blasius North

  • DriveMax

  • Richard Chevrolet

  • Webster Auto Sales

  • Jim Juliani Motor Car Company

  • Tru Automall

  • Gale Toyota

  • Highline Car Connection

  • Gary-Jackson Motors

  • Orange Chrysler Dodge Jeep Ram

  • Vernon Auto Sales & Service

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.