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108 used pickup trucks for sale in Madison, NC & South Boston, VA

White 2020 Chevrolet Silverado 1500 Custom Trail Boss for sale in South Boston, VAPhotos of 2020 Chevrolet Silverado 1500 Custom Trail Boss for sale in South Boston, VA at Smart FordAnother view of 2020 Chevrolet Silverado 1500 Custom Trail Boss for sale in South Boston, VA at Smart FordMore photos of 2020 Chevrolet Silverado 1500 Custom Trail Boss at Smart Ford, VAMore photos of 2020 Chevrolet Silverado 1500 Custom Trail Boss at Smart Ford, VA
Stock # 181899

2020 Chevrolet Silverado 1500

Custom Trail Boss
85,119 miles
Condition:
Pre-owned
Smart Buy Price
$29,995
$443 / mo. est.
Green 2023 Toyota Tacoma TRD Off-Road for sale in South Boston, VAPhotos of 2023 Toyota Tacoma TRD Off-Road for sale in South Boston, VA at Smart FordAnother view of 2023 Toyota Tacoma TRD Off-Road for sale in South Boston, VA at Smart FordMore photos of 2023 Toyota Tacoma TRD Off-Road at Smart Ford, VAMore photos of 2023 Toyota Tacoma TRD Off-Road at Smart Ford, VA
Stock # 107151

2023 Toyota Tacoma

TRD Off-Road
41,446 miles
Condition:
Pre-owned
Smart Buy Price
$39,997
$590 / mo. est.
White 2023 GMC Sierra 1500 SLT for sale in South Boston, VAPhotos of 2023 GMC Sierra 1500 SLT for sale in South Boston, VA at Smart FordAnother view of 2023 GMC Sierra 1500 SLT for sale in South Boston, VA at Smart FordMore photos of 2023 GMC Sierra 1500 SLT at Smart Ford, VAMore photos of 2023 GMC Sierra 1500 SLT at Smart Ford, VA
Stock # 101349

2023 GMC Sierra 1500

SLT
85,974 miles
Condition:
Pre-owned
Smart Buy Price
$39,997
$590 / mo. est.
Hot
Unknown 2019 Chevrolet Silverado 3500HD LTZ for sale in Madison, NCPhotos of 2019 Chevrolet Silverado 3500HD LTZ for sale in Madison, NC at Smart ChevroletAnother view of 2019 Chevrolet Silverado 3500HD LTZ for sale in Madison, NC at Smart ChevroletMore photos of 2019 Chevrolet Silverado 3500HD LTZ at Smart Chevrolet, NCMore photos of 2019 Chevrolet Silverado 3500HD LTZ at Smart Chevrolet, NC
Stock # 144754

2019 Chevrolet Silverado 3500HD

LTZ
119,715 miles
Condition:
Pre-owned
Smart Buy Price
$43,723
$645 / mo. est.
Red 2020 Ram 1500 Laramie for sale in Madison, NCPhotos of 2020 Ram 1500 Laramie for sale in Madison, NC at Smart ChevroletAnother view of 2020 Ram 1500 Laramie for sale in Madison, NC at Smart ChevroletMore photos of 2020 Ram 1500 Laramie at Smart Chevrolet, NCMore photos of 2020 Ram 1500 Laramie at Smart Chevrolet, NC
Stock # 212759A

2020 Ram 1500

Laramie
144,949 miles
Condition:
Pre-owned
Smart Buy Price
$27,594
$407 / mo. est.
Beige 2022 Chevrolet Colorado Z71 for sale in Madison, NCPhotos of 2022 Chevrolet Colorado Z71 for sale in Madison, NC at Smart ChevroletAnother view of 2022 Chevrolet Colorado Z71 for sale in Madison, NC at Smart ChevroletMore photos of 2022 Chevrolet Colorado Z71 at Smart Chevrolet, NCMore photos of 2022 Chevrolet Colorado Z71 at Smart Chevrolet, NC
Stock # 236161

2022 Chevrolet Colorado

Z71
103,899 miles
Condition:
Pre-owned
Smart Buy Price
$26,906
$397 / mo. est.
White 2024 Jeep Gladiator Willys for sale in South Boston, VAPhotos of 2024 Jeep Gladiator Willys for sale in South Boston, VA at Smart FordAnother view of 2024 Jeep Gladiator Willys for sale in South Boston, VA at Smart FordMore photos of 2024 Jeep Gladiator Willys at Smart Ford, VAMore photos of 2024 Jeep Gladiator Willys at Smart Ford, VA
Stock # 115443A

2024 Jeep Gladiator

Willys
22,802 miles
Condition:
Pre-owned
Smart Buy Price
$35,495
$524 / mo. est.

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White 2020 Jeep Gladiator Rubicon for sale in South Boston, VAPhotos of 2020 Jeep Gladiator Rubicon for sale in South Boston, VA at Smart FordAnother view of 2020 Jeep Gladiator Rubicon for sale in South Boston, VA at Smart FordMore photos of 2020 Jeep Gladiator Rubicon at Smart Ford, VAMore photos of 2020 Jeep Gladiator Rubicon at Smart Ford, VA
Stock # 194005

2020 Jeep Gladiator

Rubicon
87,225 miles
Condition:
Pre-owned
Smart Buy Price
$27,795
$410 / mo. est.
Gray 2023 GMC Sierra 1500 Denali for sale in South Boston, VAPhotos of 2023 GMC Sierra 1500 Denali for sale in South Boston, VA at Smart FordAnother view of 2023 GMC Sierra 1500 Denali for sale in South Boston, VA at Smart FordMore photos of 2023 GMC Sierra 1500 Denali at Smart Ford, VAMore photos of 2023 GMC Sierra 1500 Denali at Smart Ford, VA
Stock # 196181

2023 GMC Sierra 1500

Denali
38,892 miles
Condition:
Pre-owned
Smart Buy Price
$49,999
$738 / mo. est.
Silver 2020 Ford F-150 Platinum for sale in South Boston, VAPhotos of 2020 Ford F-150 Platinum for sale in South Boston, VA at Smart FordAnother view of 2020 Ford F-150 Platinum for sale in South Boston, VA at Smart FordMore photos of 2020 Ford F-150 Platinum at Smart Ford, VAMore photos of 2020 Ford F-150 Platinum at Smart Ford, VA
Stock # A41305

2020 Ford F-150

Platinum
109,106 miles
Condition:
Pre-owned
Smart Buy Price
$28,998
$428 / mo. est.
Gray 2025 GMC Sierra 1500 Denali Ultimate for sale in South Boston, VAPhotos of 2025 GMC Sierra 1500 Denali Ultimate for sale in South Boston, VA at Smart FordAnother view of 2025 GMC Sierra 1500 Denali Ultimate for sale in South Boston, VA at Smart FordMore photos of 2025 GMC Sierra 1500 Denali Ultimate at Smart Ford, VAMore photos of 2025 GMC Sierra 1500 Denali Ultimate at Smart Ford, VA
Stock # 222546

2025 GMC Sierra 1500

Denali Ultimate
15,368 miles
Condition:
Pre-owned
Smart Buy Price
$69,997
$1,033 / mo. est.
White 2021 Ford F-150 XLT for sale in Madison, NCPhotos of 2021 Ford F-150 XLT for sale in Madison, NC at Smart ChevroletAnother view of 2021 Ford F-150 XLT for sale in Madison, NC at Smart ChevroletMore photos of 2021 Ford F-150 XLT at Smart Chevrolet, NCMore photos of 2021 Ford F-150 XLT at Smart Chevrolet, NC
Stock # C73277

2021 Ford F-150

XLT
84,039 miles
Condition:
Pre-owned
Smart Buy Price
$29,753
$439 / mo. est.
Black 2023 GMC Sierra 1500 AT4 for sale in South Boston, VAPhotos of 2023 GMC Sierra 1500 AT4 for sale in South Boston, VA at Smart FordAnother view of 2023 GMC Sierra 1500 AT4 for sale in South Boston, VA at Smart FordMore photos of 2023 GMC Sierra 1500 AT4 at Smart Ford, VAMore photos of 2023 GMC Sierra 1500 AT4 at Smart Ford, VA
Stock # 245339A

2023 GMC Sierra 1500

AT4
57,378 miles
Condition:
Pre-owned
Smart Buy Price
$49,997
$738 / mo. est.

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White 2021 Ford F-150 Platinum for sale in Madison, NCPhotos of 2021 Ford F-150 Platinum for sale in Madison, NC at Smart ChevroletAnother view of 2021 Ford F-150 Platinum for sale in Madison, NC at Smart ChevroletMore photos of 2021 Ford F-150 Platinum at Smart Chevrolet, NCMore photos of 2021 Ford F-150 Platinum at Smart Chevrolet, NC
Stock # A34216

2021 Ford F-150

Platinum
64,279 miles
Condition:
Pre-owned
Smart Buy Price
$48,718
$719 / mo. est.
Unknown 2024 Ram 3500 Big Horn for sale in Madison, NCPhotos of 2024 Ram 3500 Big Horn for sale in Madison, NC at Smart ChevroletAnother view of 2024 Ram 3500 Big Horn for sale in Madison, NC at Smart ChevroletMore photos of 2024 Ram 3500 Big Horn at Smart Chevrolet, NCMore photos of 2024 Ram 3500 Big Horn at Smart Chevrolet, NC
Stock # 289468

2024 Ram 3500

Big Horn
79,523 miles
Condition:
Pre-owned
Smart Buy Price
$49,007
$723 / mo. est.
White 2020 Ford F-250SD XLT for sale in Madison, NCPhotos of 2020 Ford F-250SD XLT for sale in Madison, NC at Smart ChevroletAnother view of 2020 Ford F-250SD XLT for sale in Madison, NC at Smart ChevroletMore photos of 2020 Ford F-250SD XLT at Smart Chevrolet, NCMore photos of 2020 Ford F-250SD XLT at Smart Chevrolet, NC
Stock # D60390

2020 Ford F-250SD

XLT
99,389 miles
Condition:
Pre-owned
Smart Buy Price
$40,834
$603 / mo. est.
Blue 2021 Chevrolet Silverado 1500 LT for sale in South Boston, VAPhotos of 2021 Chevrolet Silverado 1500 LT for sale in South Boston, VA at Smart FordAnother view of 2021 Chevrolet Silverado 1500 LT for sale in South Boston, VA at Smart FordMore photos of 2021 Chevrolet Silverado 1500 LT at Smart Ford, VAMore photos of 2021 Chevrolet Silverado 1500 LT at Smart Ford, VA
Stock # 383933

2021 Chevrolet Silverado 1500

LT
110,810 miles
Condition:
Pre-owned
Smart Buy Price
$27,497
$406 / mo. est.
White 2024 Chevrolet Silverado 2500HD Work Truck for sale in Madison, NCPhotos of 2024 Chevrolet Silverado 2500HD Work Truck for sale in Madison, NC at Smart ChevroletAnother view of 2024 Chevrolet Silverado 2500HD Work Truck for sale in Madison, NC at Smart ChevroletMore photos of 2024 Chevrolet Silverado 2500HD Work Truck at Smart Chevrolet, NCMore photos of 2024 Chevrolet Silverado 2500HD Work Truck at Smart Chevrolet, NC
Stock # 234566

2024 Chevrolet Silverado 2500HD

Work Truck
365 miles
Condition:
Pre-owned
Smart Buy Price
$48,347
$714 / mo. est.
White 2022 Ford F-250SD XLT for sale in Madison, NCPhotos of 2022 Ford F-250SD XLT for sale in Madison, NC at Smart ChevroletAnother view of 2022 Ford F-250SD XLT for sale in Madison, NC at Smart ChevroletMore photos of 2022 Ford F-250SD XLT at Smart Chevrolet, NCMore photos of 2022 Ford F-250SD XLT at Smart Chevrolet, NC
Stock # G35194

2022 Ford F-250SD

XLT
72,336 miles
Condition:
Pre-owned
Smart Buy Price
$44,345
$655 / mo. est.

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Black 2025 Ford F-150 Lightning Flash for sale in South Boston, VAPhotos of 2025 Ford F-150 Lightning Flash for sale in South Boston, VA at Smart FordAnother view of 2025 Ford F-150 Lightning Flash for sale in South Boston, VA at Smart FordMore photos of 2025 Ford F-150 Lightning Flash at Smart Ford, VAMore photos of 2025 Ford F-150 Lightning Flash at Smart Ford, VA
Stock # G05915

2025 Ford F-150 Lightning

Flash
4,668 miles
Condition:
Pre-owned
Smart Buy Price
$55,499
$819 / mo. est.
Black 2017 Ford F-350SD Platinum for sale in Madison, NCPhotos of 2017 Ford F-350SD Platinum for sale in Madison, NC at Smart ChevroletAnother view of 2017 Ford F-350SD Platinum for sale in Madison, NC at Smart ChevroletMore photos of 2017 Ford F-350SD Platinum at Smart Chevrolet, NCMore photos of 2017 Ford F-350SD Platinum at Smart Chevrolet, NC
Stock # B46624

2017 Ford F-350SD

Platinum
124,389 miles
Condition:
Pre-owned
Smart Buy Price
$47,911
$707 / mo. est.
Blue 2023 Ford F-150 Platinum for sale in South Boston, VAPhotos of 2023 Ford F-150 Platinum for sale in South Boston, VA at Smart FordAnother view of 2023 Ford F-150 Platinum for sale in South Boston, VA at Smart FordMore photos of 2023 Ford F-150 Platinum at Smart Ford, VAMore photos of 2023 Ford F-150 Platinum at Smart Ford, VA
Stock # A11244

2023 Ford F-150

Platinum
79,507 miles
Condition:
Pre-owned
Smart Buy Price
$47,999
$708 / mo. est.
Gray 2025 GMC Sierra 1500 Denali Ultimate for sale in South Boston, VAPhotos of 2025 GMC Sierra 1500 Denali Ultimate for sale in South Boston, VA at Smart FordAnother view of 2025 GMC Sierra 1500 Denali Ultimate for sale in South Boston, VA at Smart FordMore photos of 2025 GMC Sierra 1500 Denali Ultimate at Smart Ford, VAMore photos of 2025 GMC Sierra 1500 Denali Ultimate at Smart Ford, VA
Stock # 152805A

2025 GMC Sierra 1500

Denali Ultimate
10,278 miles
Condition:
Pre-owned
Smart Buy Price
$68,494
$1,011 / mo. est.
Silver 2018 Ram 1500 Lone Star for sale in Madison, NCPhotos of 2018 Ram 1500 Lone Star for sale in Madison, NC at Smart ChevroletAnother view of 2018 Ram 1500 Lone Star for sale in Madison, NC at Smart ChevroletMore photos of 2018 Ram 1500 Lone Star at Smart Chevrolet, NCMore photos of 2018 Ram 1500 Lone Star at Smart Chevrolet, NC
Stock # 355944

2018 Ram 1500

Lone Star
59,149 miles
Condition:
Pre-owned
Smart Buy Price
$27,587
$407 / mo. est.
Gray 2015 Chevrolet Silverado 1500 LT for sale in Madison, NCPhotos of 2015 Chevrolet Silverado 1500 LT for sale in Madison, NC at Smart ChevroletAnother view of 2015 Chevrolet Silverado 1500 LT for sale in Madison, NC at Smart ChevroletMore photos of 2015 Chevrolet Silverado 1500 LT at Smart Chevrolet, NCMore photos of 2015 Chevrolet Silverado 1500 LT at Smart Chevrolet, NC
Stock # 120798B

2015 Chevrolet Silverado 1500

LT
133,239 miles
Condition:
Pre-owned
Smart Buy Price
$16,723
$247 / mo. est.
Showing 26-50 of 108 results

Information deemed reliable, but not guaranteed. Interested parties should confirm all data before relying on it to make a purchase decision. All prices and specifications are subject to change without notice. Prices may not include additional fees such as government fees and taxes, title and registration fees, finance charges, dealer document preparation fees, processing fees, and emission testing and compliance charges.