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

Single Cab Pickup Trucks for Sale in Southold, NY

1,352 results
Southold, NY
2015 RAM 2500 Tradesman 4WD AutoWright Motor company

2015 RAM 2500

Tradesman 4WD

151,045 miles

$16,900

Fair Deal
West Boylston, MA
94 mi away
Year:
2015
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
410 hp 6.4L V8
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
151,045
Stock number:
10290
VIN:
3C7WR5AJ0FG592219

Sponsored

2024 Chevrolet Silverado 1500 Work Truck Regular Cab LB RWD

2024 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

17,321 miles

$25,990

Great Deal
Litchfield, CT
62 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,321
Stock number:
U28217
VIN:
3GCNAAED0RG344733

Sponsored

2024 Ford F-250 Super Duty XL LB 4WD

2024 Ford F-250 Super Duty

XL LB 4WD

11,271 miles

$43,990

Great Deal
Litchfield, CT
62 mi away
Year:
2024
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
405 hp 6.8L V8 Flex Fuel Vehicle
Exterior color:
Iconic Silver Metallic
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
11,271
Stock number:
U28086
VIN:
1FTBF2BA7REC51199

Sponsored

2024 Chevrolet Silverado 1500 Work Truck Regular Cab LB RWD

2024 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

17,321 miles

$25,990

Great Deal
Litchfield, CT
62 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,321
Stock number:
U28217
VIN:
3GCNAAED0RG344733

2022 Ford F-150 XL 4WD

2022 Ford F-150

XL 4WD

57,189 miles

$26,399

Fair Deal
Avon, CT
56 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

2016 Ford F-350 Super Duty Chassis XL DRW 4WD

2016 Ford F-350 Super Duty Chassis

XL DRW 4WD

102,725 miles

$23,995

Great Deal
Upton, MA
88 mi away
Year:
2016
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Green
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
102,725
Stock number:
1185
VIN:
1FDRF3H65GEA16512

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 3500HD

Pro Regular Cab LB RWD

35,170 miles

$38,900

Good Deal
Berlin, CT
43 mi away
Year:
2022
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
401 hp 6.6L V8
Exterior color:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
35,170
Stock number:
G13333A
VIN:
1GT38PE71NF312269

Preparing for a close up...

Photos coming soon

2022 Ford F-150

XL 4WD

56,183 miles

$26,299

Fair Deal
Avon, CT
56 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

2024 Ford F-250 Super Duty

XL LB 4WD

11,271 miles

$43,990

Great Deal
Litchfield, CT
62 mi away
Year:
2024
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
405 hp 6.8L V8 Flex Fuel Vehicle
Exterior color:
Iconic Silver Metallic
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
11,271
Stock number:
U28086
VIN:
1FTBF2BA7REC51199

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

Work Truck RWD

60,933 miles

$18,995

Fair Deal
Certified Pre-Owned
West Springfield, MA
72 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Gray (Graphite Metallic)
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Ash With Jet Black Interior Accents, Cloth Se
Transmission:
6-Speed Automatic
Mileage:
60,933
Stock number:
5611A
VIN:
1GCNCNEH5JZ289253

Preparing for a close up...

Photos coming soon

2017 Ford F-250 Super Duty

XL LB

98,444 miles

$19,995

Good Deal
Johnston, RI
73 mi away
Year:
2017
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Camel
Transmission:
Automatic
Mileage:
98,444
Stock number:
C81721
VIN:
1FDBF2A62HEC81721

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Sport 4WD

87,331 miles

$22,500

Good Deal
Watertown, CT
51 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Flame Red Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,331
Stock number:
X70758
VIN:
3C6JR7CT6HG770758

Preparing for a close up...

Photos coming soon

2016 Chevrolet Silverado 2500HD

Work Truck LB 4WD

150,601 miles

$13,495

Great Deal
Upton, MA
88 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
150,601
Stock number:
1184
VIN:
1GC0KUEG5GZ194943

Preparing for a close up...

Photos coming soon

2015 GMC Sierra 1500

Base 4WD

161,236 miles

$12,900

Good Deal
New Bedford, MA
88 mi away
Year:
2015
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
161,236
Stock number:
11054
VIN:
1GTN2TEC0FZ446688

Preparing for a close up...

Photos coming soon

2005 Ford Ranger

2 Dr XLT 4WD Extended Cab SB

135,900 miles

$10,499

Fair Deal
Warwick, RI
71 mi away
Year:
2005
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
207 hp 4L V6
Exterior color:
Gray (Dark Shadow Grey Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black (Solid Ebony)
Transmission:
Automatic
Mileage:
135,900
Stock number:
104651-RM
VIN:
1FTZR15E35PA81971

Preparing for a close up...

Photos coming soon

2017 Ford F-150

XL LB 4WD

126,000 miles

$14,900

Fair Deal
Worcester, MA
87 mi away
Year:
2017
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
126,000
VIN:
1FTMF1EP1HKC21568

Preparing for a close up...

Photos coming soon

2011 Chevrolet Silverado 1500

Work Truck 4WD

42,451 miles

$11,495

Fair Deal
Middletown, NJ
99 mi away
Year:
2011
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
315 hp 5.3L V8 Flex Fuel Vehicle
Exterior color:
Gray (Steel Green Metallic)
Combined gas mileage:
18 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray (Dark Titanium)
Transmission:
6-Speed Automatic
Mileage:
42,451
Stock number:
A2937
VIN:
1GCNKPE0XBF198779

Preparing for a close up...

Photos coming soon

2022 RAM 3500 Chassis

Tradesman Regular Cab DRW 4WD

56,738 miles

$41,995

Great Deal
East Providence, RI
76 mi away
Year:
2022
Make:
RAM
Model:
3500 Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.4L V8
Exterior color:
Bright White
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
6-Speed Automatic
Mileage:
56,738
Stock number:
D66007A
VIN:
3C7WRTAJ1NG100719

Preparing for a close up...

Photos coming soon

2020 GMC Sierra 2500HD

Base LB 4WD

79,852 miles

$28,900

Good Deal
Worcester, MA
88 mi away
Year:
2020
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Silver
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
79,852
Stock number:
2914069
VIN:
1GT09LE78LF237933

Preparing for a close up...

Photos coming soon

2019 Ford F-350 Super Duty

XL LB 4WD

47,603 miles

$33,731

Good Deal
Thomaston, CT
53 mi away
Year:
2019
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Blue
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
6-Speed Automatic
Mileage:
47,603
Stock number:
P08412
VIN:
1FTRF3B66KEG08412

Preparing for a close up...

Photos coming soon

2013 Ford F-150

XL LB

133,885 miles

$7,888

Good Deal
Milford, CT
37 mi away
Year:
2013
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
302 hp 3.7L V6 Flex Fuel Vehicle
Exterior color:
Teal
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
133,885
Stock number:
032525 S-G
VIN:
1FTMF1CM0DKG37033

Preparing for a close up...

Photos coming soon

2017 RAM 3500

Tradesman RWD

121,581 miles

$17,450

Great Deal
Little Ferry, NJ
85 mi away
Year:
2017
Make:
RAM
Model:
3500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
410 hp 6.4L V8
Exterior color:
Bright Green
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
Automatic
Mileage:
121,581
Stock number:
10531
VIN:
3C7WR2AJ9HG717378

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Work Truck LB RWD

79,392 miles

$15,999

Good Deal
Exeter, RI
53 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
79,392
Stock number:
10994
VIN:
3GCNWAEH2KG203544

Preparing for a close up...

Photos coming soon

2016 RAM 1500

Tradesman LB RWD

60,674 miles

$13,900

Good Deal
Westfield, MA
74 mi away
Year:
2016
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
Automatic
Mileage:
60,674
VIN:
3C6JR6DT7GG217981

Sponsored

  • Toyota Trucks for Sale in Southold NY

  • Classic Trucks for Sale in Southold NY

  • Manual Transmission Trucks for Sale in Southold NY

  • OBS (1987 - 1997) Ford Trucks for Sale in Southold NY

  • 1980s-era Trucks for Sale in Southold NY

  • Manual Diesel Trucks for Sale in Southold NY

  • Used Electric Pickup Trucks for Sale

  • Single Cab Pickup Trucks for Sale in New Haven CT

  • Single Cab Pickup Trucks for Sale in Holtsville NY

  • Single Cab Pickup Trucks for Sale in Hartford CT

  • Single Cab Pickup Trucks for Sale in Stamford CT

  • Single Cab Pickup Trucks for Sale in Providence RI

  • Single Cab Pickup Trucks for Sale in Chicopee MA

  • Single Cab Pickup Trucks for Sale in New York NY

  • Single Cab Pickup Trucks for Sale in New Bedford MA

  • Single Cab Pickup Trucks for Sale in Newburgh NY

  • 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 Southold

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

  • Used Hatchbacks for Sale with Low Mileage in Southold

  • Used Convertibles for Sale with Low Mileage in Southold

  • Used Vans for Sale with Low Mileage in Southold

  • Used Minivans for Sale with Low Mileage in Southold

  • Used Pickup Trucks for Sale with Low Mileage in Southold

  • Used Coupes for Sale with Low Mileage in Southold

  • Used Wagons for Sale with Low Mileage in Southold

  • Blasius Pre-Owned Auto Sales

  • Road Ready Used Cars

  • Blasius South

  • Brustolon Buick GMC

  • Atlantic Chevrolet Cadillac

  • J&M Automotive

  • Nissan 112 Certified

  • DriveMax

  • Richard Chevrolet

  • Mercedes-Benz of North Haven

  • Sound Auto Wholesalers

  • Lincoln of Smithtown

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.