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 Winter Harbor, ME

93 results
Winter Harbor, ME
2025 Chevrolet Silverado 1500 Work Truck Regular Cab LB RWD

2025 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

10,477 miles

$35,250

Fair Deal
Waldoboro, ME
68 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
10,477
Stock number:
P2438
VIN:
3GCNAAED9SG367353

Sponsored

2022 GMC Sierra 3500HD Pro Regular Cab LB 4WD

2022 GMC Sierra 3500HD

Pro Regular Cab LB 4WD

54,745 miles

$41,750

Fair Deal
Waldoboro, ME
68 mi away
Year:
2022
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
54,745
Stock number:
P2386A
VIN:
1GT39SE78NF225906

Sponsored

2022 RAM 1500 Classic SLT LB RWD

2022 RAM 1500

Classic SLT LB RWD

82,766 miles

$18,950

Great Deal
Waldoboro, ME
68 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
305 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
82,766
Stock number:
P2413
VIN:
3C6JR6EG3NG374664

Sponsored

2018 Chevrolet Silverado 1500 Work Truck RWD

2018 Chevrolet Silverado 1500

Work Truck RWD

120,475 miles

$13,995

Fair Deal
Clinton, ME
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:
Red Hot
Combined gas mileage:
21 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Ash W/ Jet Black Accents
Transmission:
6-Speed Automatic Overdrive
Mileage:
120,475
Stock number:
128048
VIN:
1GCNCNEH7JZ242192

2022 RAM 3500 Tradesman LB 4WD

2022 RAM 3500

Tradesman LB 4WD

23,580 miles

$41,999

Good Deal
Newcastle, ME
77 mi away
Year:
2022
Make:
RAM
Model:
3500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Billet Silver Metallic Clearcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
23,580
Stock number:
D1937A
VIN:
3C63R3AL8NG435064

Preparing for a close up...

Photos coming soon

2014 RAM 1500

Express 4WD

96,784 miles

$13,900

Great Deal
Waterville, ME
78 mi away
Year:
2014
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Black Clearcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
6-Speed Automatic
Mileage:
96,784
Stock number:
SCU575B
VIN:
3C6JR7ATXEG255146

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Tradesman LB RWD

128,001 miles

$7,500

Great Deal
Waldoboro, ME
68 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
128,001
Stock number:
P2272A
VIN:
3C6JR6DT6HG675271

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Classic SLT LB RWD

82,766 miles

$18,950

Great Deal
Waldoboro, ME
68 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
305 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
82,766
Stock number:
P2413
VIN:
3C6JR6EG3NG374664

Preparing for a close up...

Photos coming soon

2018 Ford F-250 Super Duty

XL LB 4WD

100,214 miles

$22,995

Good Deal
Windsor, ME
76 mi away
Year:
2018
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Transmission:
Automatic
Mileage:
100,214
Stock number:
10129
VIN:
1FTBF2B61JEB55911

Preparing for a close up...

Photos coming soon

2014 RAM 1500

Tradesman LB 4WD

147,863 miles

$9,450

Good Deal
Waldoboro, ME
68 mi away
Year:
2014
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Flex Fuel Vehicle
Transmission:
Automatic
Mileage:
147,863
Stock number:
T146B
VIN:
3C6JR7DG8EG304004

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 3500HD

Pro Regular Cab LB 4WD

54,745 miles

$41,750

Fair Deal
Waldoboro, ME
68 mi away
Year:
2022
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
54,745
Stock number:
P2386A
VIN:
1GT39SE78NF225906

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

10,477 miles

$35,250

Fair Deal
Waldoboro, ME
68 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
10,477
Stock number:
P2438
VIN:
3GCNAAED9SG367353

Preparing for a close up...

Photos coming soon

2025 Ford F-350 Super Duty

XL Regular Cab LB 4WD

1,681 miles

$56,977

Fair Deal
Certified Pre-Owned
Waterville, ME
78 mi away
Year:
2025
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
430 hp 7.3L V8
Exterior color:
Carbonized Gray
Fuel type:
Gasoline
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
1,681
Stock number:
TC0127A
VIN:
1FTRF3BN5SED82807

Preparing for a close up...

Photos coming soon

2018 Ford F-350 Super Duty Chassis

XL DRW 4WD

99,050 miles

$33,995

Fair Deal
Harpswell, ME
98 mi away
Year:
2018
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:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
6-Speed Automatic
Mileage:
99,050
Stock number:
D03393
VIN:
1FDRF3H62JED03393

Preparing for a close up...

Photos coming soon

2024 GMC Sierra 2500HD

Pro Regular Cab LB 4WD

59,158 miles

$43,995

Fair Deal
Harpswell, ME
98 mi away
Year:
2024
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Onyx Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
59,158
Stock number:
289665
VIN:
1GT39LE78RF289665

Preparing for a close up...

Photos coming soon

2026 Toyota Tacoma

New car | MSRP $34,039

$34,039

Augusta, ME
85 mi away
Year:
2026
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
228 hp 2.4L I4
Exterior color:
Ice Cap
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black Fabric
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
12A556
VIN:
3TYJDAHN8TT12A556

Preparing for a close up...

Photos coming soon

2025 Ford F-350 Super Duty

New car | MSRP $60,075

$50,352

Thomaston, ME
55 mi away
Year:
2025
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Carbonized Gray Metallic
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
21
Stock number:
Z2722
VIN:
1FTRF3BN8SEE09918

Preparing for a close up...

Photos coming soon

2026 Ford F-250 Super Duty

New car | MSRP $52,805

$45,805

Thomaston, ME
55 mi away
Year:
2026
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:
Race Red
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
10
Stock number:
Z2773
VIN:
1FTBF2BA9TEC70666

Preparing for a close up...

Photos coming soon

2026 Ford F-350 Super Duty

New car | MSRP $57,405

$50,405

Thomaston, ME
55 mi away
Year:
2026
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Oxford White
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
37
Stock number:
Z2741
VIN:
1FTRF3BNXTEC34055

Preparing for a close up...

Photos coming soon

2024 Ford F-350 Super Duty

New car | MSRP $68,735

$63,945

Wiscasset, ME
83 mi away
Year:
2024
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Agate Black Metallic
Fuel type:
Biodiesel
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
784
Stock number:
W240236
VIN:
1FTRF3BT3REF23110

Preparing for a close up...

Photos coming soon

2024 Ford F-350 Super Duty

New car | MSRP $67,290

$62,630

Wiscasset, ME
83 mi away
Year:
2024
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Antimatter Blue Metallic
Fuel type:
Biodiesel
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
360
Stock number:
W240230
VIN:
1FTRF3BT4REF23715

Preparing for a close up...

Photos coming soon

2026 Ford F-350 Super Duty

New car | MSRP $58,950

$51,950

Thomaston, ME
55 mi away
Year:
2026
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Oxford White
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
4
Stock number:
Z2891
VIN:
1FTRF3BN3TED87649

Preparing for a close up...

Photos coming soon

2026 Ford F-350 Super Duty

New car | MSRP $54,140

$47,612

Wiscasset, ME
83 mi away
Year:
2026
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
405 hp 6.8L V8 Flex Fuel Vehicle
Exterior color:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
1
Stock number:
W260084
VIN:
1FTRF3BA4TEC84348

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Tradesman LB RWD

128,001 miles

$7,500

Great Deal
Waldoboro, ME
68 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
128,001
Stock number:
P2272A
VIN:
3C6JR6DT6HG675271

Sponsored

  • Toyota Trucks for Sale in Winter Harbor ME

  • Classic Trucks for Sale in Winter Harbor ME

  • Manual Transmission Trucks for Sale in Winter Harbor ME

  • OBS (1987 - 1997) Ford Trucks for Sale in Winter Harbor ME

  • 1980s-era Trucks for Sale in Winter Harbor ME

  • Manual Diesel Trucks for Sale in Winter Harbor ME

  • Used Electric Pickup Trucks for Sale

  • Single Cab Pickup Trucks for Sale in Augusta ME

  • Single Cab Pickup Trucks for Sale in Auburn ME

  • Single Cab Pickup Trucks for Sale in Portland ME

  • Single Cab Pickup Trucks for Sale in Portsmouth NH

  • Single Cab Pickup Trucks for Sale in Manchester NH

  • Single Cab Pickup Trucks for Sale in Boston MA

  • Single Cab Pickup Trucks for Sale in Plymouth MA

  • Single Cab Pickup Trucks for Sale in Groton MA

  • Single Cab Pickup Trucks for Sale in Montpelier VT

  • 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 Winter Harbor

  • Used SUVs / Crossovers for Sale with Low Mileage in Winter Harbor

  • Used Hatchbacks for Sale with Low Mileage in Winter Harbor

  • Used Convertibles for Sale with Low Mileage in Winter Harbor

  • Used Vans for Sale with Low Mileage in Winter Harbor

  • Used Minivans for Sale with Low Mileage in Winter Harbor

  • Used Pickup Trucks for Sale with Low Mileage in Winter Harbor

  • Used Coupes for Sale with Low Mileage in Winter Harbor

  • Used Wagons for Sale with Low Mileage in Winter Harbor

  • Right Way Auto Bangor

  • Whited Ford Truck Center

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.