Used pickup for Sale near Windsor, MA

Save search
Used
pickup
search within 250 miles
2022 Chevrolet Silverado 1500 Custom's photo

2022 Chevrolet Silverado 1500 Custom

21,493 mi.

129 days on market

1GCPDBEK8NZ542801

$39,950
Good DealClean title
Auto Express
Dalton, MA
4.9
2024 Chevrolet Silverado 1500 LT's photo

2024 Chevrolet Silverado 1500 LT

26,725 mi.

102 days on market

1GCRDKEK6RZ103434

$39,850
Great DealClean title
Auto Express
Dalton, MA
4.9
2024 RAM Ram 1500 Classic Warlock's photo

2024 RAM Ram 1500 Classic Warlock

27,170 mi.

129 days on market

1C6RR7LG7RS125259

$35,950
Great DealClean title
Auto Express
Dalton, MA
4.9
2023 Chevrolet Silverado 1500 Custom's photo

2023 Chevrolet Silverado 1500 Custom

23,944 mi.

102 days on market

1GCPDBEK8PZ325056

$39,950
Great DealClean title
Auto Express
Dalton, MA
4.9
2022 RAM Ram 1500 Pickup Big Horn/Lone Star's photo

2022 RAM Ram 1500 Pickup Big Horn/Lone Star

29,856 mi.

3 days on market

1C6RRFBG0NN439162

$31,500
Fair Deal
Auto Express
Dalton, MA
4.9
2024 GMC Sierra 1500 Elevation's photo

2024 GMC Sierra 1500 Elevation

38,684 mi.

77 days on market

3GTUUCE80RG101344

$44,981
Good DealSingle owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2019 GMC Sierra 1500 Denali Denali's photo

2019 GMC Sierra 1500 Denali Denali

46,853 mi.

49 days on market

3GTU9FEL4KG264432

$39,998
Great Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2023 Chevrolet Silverado 1500 LT's photo

2023 Chevrolet Silverado 1500 LT

25,262 mi.

10 days on market

3GCPDKEKXPG148350

$36,995
Great Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2023 RAM Ram 1500 Pickup Big Horn/Lone Star's photo

2023 RAM Ram 1500 Pickup Big Horn/Lone Star

17,981 mi.

5 days on market

1C6RRFFG5PN519957

$33,995
Great DealSingle owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2022 Honda Ridgeline RTL-E's photo

2022 Honda Ridgeline RTL-E

42,737 mi.

144 days on market

5FPYK3F77NB031152

$30,457
Good DealSingle owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2025 Chevrolet Colorado Z71's photo

2025 Chevrolet Colorado Z71

6,313 mi.

5 days on market

1GCPTDEK9S1174735

$40,995
Single owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2023 GMC Sierra 1500 Elevation's photo

2023 GMC Sierra 1500 Elevation

19,269 mi.

101 days on market

1GTRUJEKXPZ226886

$37,690
Great Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2023 Honda Ridgeline RTL-E's photo

2023 Honda Ridgeline RTL-E

19,945 mi.

84 days on market

5FPYK3F77PB046012

$34,803
Great DealSingle owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2023 Chevrolet Silverado 1500 High Country's photo

2023 Chevrolet Silverado 1500 High Country

16,795 mi.

5 days on market

1GCUDJED1PZ221362

$50,995
Great DealSingle owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2023 Hyundai Santa Cruz Night's photo

2023 Hyundai Santa Cruz Night

7,284 mi.

34 days on market

5NTJCDAF7PH061107

$28,995
Good DealSingle owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2022 Chevrolet Silverado 1500 LT's photo

2022 Chevrolet Silverado 1500 LT

35,123 mi.

10 days on market

1GCPDKEK7NZ588586

$33,995
Great Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2020 Chevrolet Silverado 1500 Custom's photo

2020 Chevrolet Silverado 1500 Custom

87,592 mi.

17 days on market

3GCPYCEH8LG199807

$29,995
Good Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2020 Honda Ridgeline Black Edition's photo

2020 Honda Ridgeline Black Edition

42,437 mi.

66 days on market

5FPYK3F83LB025175

$30,261
Good Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2022 Chevrolet Silverado 1500 LT Trail Boss's photo

2022 Chevrolet Silverado 1500 LT Trail Boss

65,376 mi.

46 days on market

3GCUDFED3NG594543

$39,745
Single owner
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2022 Chevrolet Silverado 1500 Limited RST's photo

2022 Chevrolet Silverado 1500 Limited RST

65,199 mi.

29 days on market

3GCUYEED3NG120364

$36,579
Good Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2021 GMC Sierra 1500 Elevation's photo

2021 GMC Sierra 1500 Elevation

53,262 mi.

29 days on market

3GTU9CED9MG187423

$36,995
Good Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
2022 Chevrolet Silverado 1500 LT's photo

2022 Chevrolet Silverado 1500 LT

45,337 mi.

19 days on market

1GCUDDEDXNZ621273

$36,995
Great Deal
Bedard Bros Chrysler Jeep Dodge Ram
Cheshire, MA
4.6
New listing
2024 Chevrolet Silverado 1500 ZR2's photo

2024 Chevrolet Silverado 1500 ZR2

12,293 mi.

1 day on market

3GCUDHEL4RG138544

$58,877
Good Deal
Mcgee Automotive Family
Pittsfield, MA
New listing
2017 Ford F-150 XLT's photo

2017 Ford F-150 XLT

128,396 mi.

1 day on market

1FTEW1EP7HKE43150

Contact Dealer
Mcgee Automotive Family
Pittsfield, MA
New listing
2025 Toyota Tacoma SR5's photo

2025 Toyota Tacoma SR5

0 mi.

1 day on market

3TMLB5JN7SM109523

Contact Dealer
Mcgee Automotive Family
Pittsfield, MA
New listing
2015 Toyota Tacoma Base's photo

2015 Toyota Tacoma Base

91,731 mi.

1 day on market

5TFUX4EN7FX032937

$19,999
Great Deal
Mcgee Automotive Family
Pittsfield, MA
2003 Dodge Dakota SLT's photo

2003 Dodge Dakota SLT

62,071 mi.

3 days on market

1D7HG42X53S314872

Contact Dealer
Mcgee Automotive Family
Pittsfield, MA
2018 Chevrolet Silverado 1500 LT's photo

2018 Chevrolet Silverado 1500 LT

80,154 mi.

45 days on market

3GCUKREC4JG347301

$26,995
Good Deal
Haddad Gmc
Adams, MA
4.6

Showing 1 - 28 from 47,815 results

Nearby Cities

Used Cars in Hinsdale, MAUsed Cars in Savoy, MAUsed Cars in Cheshire, MAUsed Cars in Plainfield, MAUsed Cars in Dalton, MAUsed Cars in Cummington, MAUsed Cars in Berkshire, MAUsed Cars in Adams, MAUsed Cars in Lanesboro, MAUsed Cars in Worthington, MAUsed Cars in Drury, MAUsed Cars in Pittsfield, MAUsed Cars in Middlefield, MAUsed Cars in Charlemont, MAUsed Cars in North Adams, MAUsed Cars in Ashfield, MAUsed Cars in Becket, MAUsed Cars in Goshen, MAUsed Cars in Buckland, MAUsed Cars in Chesterfield, MAUsed Cars in West Chesterfield, MAUsed Cars in Rowe, MAUsed Cars in Chester, MAUsed Cars in Monroe Bridge, MAUsed Cars in Williamsburg, MAUsed Cars in Lenox Dale, MAUsed Cars in Williamstown, MAUsed Cars in Lenox, MAUsed Cars in Heath, MAUsed Cars in Shelburne Falls, MAUsed Cars in Conway, MAUsed Cars in Cherry Plain, NYUsed Cars in Berlin, NYUsed Cars in Lee, MAUsed Cars in Richmond, MAUsed Cars in Huntington, MAUsed Cars in New Lebanon, NYUsed Cars in Stamford, VTUsed Cars in Colrain, MAUsed Cars in Stephentown, NYUsed Cars in South Lee, MAUsed Cars in Tyringham, MAUsed Cars in Readsboro, VTUsed Cars in Haydenville, MAUsed Cars in Leeds, MAUsed Cars in Whitingham, VTUsed Cars in Canaan, NYUsed Cars in Pownal, VTUsed Cars in Stockbridge, MAUsed Cars in West Lebanon, NYUsed Cars in Northfield, MAUsed Cars in South Deerfield, MAUsed Cars in Whately, MAUsed Cars in East Nassau, NYUsed Cars in Petersburg, NYUsed Cars in Deerfield, MAUsed Cars in West Stockbridge, MAUsed Cars in Florence, MAUsed Cars in North Hatfield, MAUsed Cars in Jacksonville, VTUsed Cars in West Hatfield, MAUsed Cars in Monterey, MAUsed Cars in Blandford, MAUsed Cars in Otis, MAUsed Cars in Sand Lake, NYUsed Cars in North Pownal, VTUsed Cars in East Otis, MAUsed Cars in Brainard, NYUsed Cars in East Chatham, NYUsed Cars in West Halifax, VTUsed Cars in Hatfield, MAUsed Cars in Greenfield, MAUsed Cars in Housatonic, MAUsed Cars in Bennington, VTUsed Cars in Northampton, MAUsed Cars in Southampton, MAUsed Cars in Austerlitz, NYUsed Cars in Sunderland, MAUsed Cars in Averill Park, NYUsed Cars in Russell, MAUsed Cars in Turners Falls, MAUsed Cars in Easthampton, MAUsed Cars in Hadley, MAUsed Cars in Woronoco, MAUsed Cars in Old Chatham, NYUsed Cars in Bernardston, MAUsed Cars in Wilmington, VTUsed Cars in Grafton, NYUsed Cars in Lake Pleasant, MAUsed Cars in Spencertown, NYUsed Cars in Montague, MAUsed Cars in North Amherst, MAUsed Cars in Cropseyville, NYUsed Cars in Sandisfield, MAUsed Cars in Malden Bridge, NYUsed Cars in Hoosick, NYUsed Cars in Great Barrington, MAUsed Cars in Chatham, NYUsed Cars in Nassau, NY

All Makes in Windsor, MA

Car Body Types in Windsor, MA

Cars by Price in Windsor, MA