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153 new and used pickup trucks for sale in Madison, NC & South Boston, VA

Gray 2022 GMC Sierra 1500 SLT for sale in Madison, NCPhotos of 2022 GMC Sierra 1500 SLT for sale in Madison, NC at Smart ChevroletAnother view of 2022 GMC Sierra 1500 SLT for sale in Madison, NC at Smart ChevroletMore photos of 2022 GMC Sierra 1500 SLT at Smart Chevrolet, NCMore photos of 2022 GMC Sierra 1500 SLT at Smart Chevrolet, NC
Stock # 548620

2022 GMC Sierra 1500

SLT
124,750 miles
Condition:
Pre-owned
Smart Buy Price
$32,285
$477 / mo. est.
Unknown 2023 Chevrolet Silverado 1500 Custom for sale in South Boston, VAPhotos of 2023 Chevrolet Silverado 1500 Custom for sale in South Boston, VA at Smart FordAnother view of 2023 Chevrolet Silverado 1500 Custom for sale in South Boston, VA at Smart FordMore photos of 2023 Chevrolet Silverado 1500 Custom at Smart Ford, VAMore photos of 2023 Chevrolet Silverado 1500 Custom at Smart Ford, VA
Stock # 206295A

2023 Chevrolet Silverado 1500

Custom
32,000 miles
Condition:
Pre-owned
Smart Buy Price
$35,999
$531 / mo. est.
Silver 2023 Rivian R1T Adventure for sale in South Boston, VAPhotos of 2023 Rivian R1T Adventure for sale in South Boston, VA at Smart FordAnother view of 2023 Rivian R1T Adventure for sale in South Boston, VA at Smart FordMore photos of 2023 Rivian R1T Adventure at Smart Ford, VAMore photos of 2023 Rivian R1T Adventure at Smart Ford, VA
Stock # 024078

2023 Rivian R1T

Adventure
23,266 miles
Condition:
Pre-owned
Smart Buy Price
$61,499
$908 / mo. est.
White 2019 Ram 2500 Limited for sale in South Boston, VAPhotos of 2019 Ram 2500 Limited for sale in South Boston, VA at Smart FordAnother view of 2019 Ram 2500 Limited for sale in South Boston, VA at Smart FordMore photos of 2019 Ram 2500 Limited at Smart Ford, VAMore photos of 2019 Ram 2500 Limited at Smart Ford, VA
Stock # 642017

2019 Ram 2500

Limited
85,082 miles
Condition:
Pre-owned
Smart Buy Price
$48,797
$720 / mo. est.
Silver 2021 Ford F-150 Lariat for sale in South Boston, VAPhotos of 2021 Ford F-150 Lariat for sale in South Boston, VA at Smart FordAnother view of 2021 Ford F-150 Lariat for sale in South Boston, VA at Smart FordMore photos of 2021 Ford F-150 Lariat at Smart Ford, VAMore photos of 2021 Ford F-150 Lariat at Smart Ford, VA
Stock # B25309

2021 Ford F-150

Lariat
109,289 miles
Condition:
Pre-owned
Smart Buy Price
$33,499
$494 / mo. est.
Blue 2021 GMC Sierra 2500HD SLE for sale in Madison, NCPhotos of 2021 GMC Sierra 2500HD SLE for sale in Madison, NC at Smart ChevroletAnother view of 2021 GMC Sierra 2500HD SLE for sale in Madison, NC at Smart ChevroletMore photos of 2021 GMC Sierra 2500HD SLE at Smart Chevrolet, NCMore photos of 2021 GMC Sierra 2500HD SLE at Smart Chevrolet, NC
Stock # 231646

2021 GMC Sierra 2500HD

SLE
85,114 miles
Condition:
Pre-owned
Smart Buy Price
$45,998
$679 / mo. est.
Brown 2022 Ford F-150 King Ranch for sale in South Boston, VAPhotos of 2022 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordAnother view of 2022 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordMore photos of 2022 Ford F-150 King Ranch at Smart Ford, VAMore photos of 2022 Ford F-150 King Ranch at Smart Ford, VA
Stock # A00067

2022 Ford F-150

King Ranch
80,371 miles
Condition:
Pre-owned
Smart Buy Price
$44,999
$664 / mo. est.

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Black 2022 Ford F-150 Raptor for sale in Madison, NCPhotos of 2022 Ford F-150 Raptor for sale in Madison, NC at Smart ChevroletAnother view of 2022 Ford F-150 Raptor for sale in Madison, NC at Smart ChevroletMore photos of 2022 Ford F-150 Raptor at Smart Chevrolet, NCMore photos of 2022 Ford F-150 Raptor at Smart Chevrolet, NC
Stock # C23731

2022 Ford F-150

Raptor
54,271 miles
Condition:
Pre-owned
Smart Buy Price
$65,998
$974 / mo. est.
White 2024 Ram 2500 Tradesman for sale in Madison, NCPhotos of 2024 Ram 2500 Tradesman for sale in Madison, NC at Smart ChevroletAnother view of 2024 Ram 2500 Tradesman for sale in Madison, NC at Smart ChevroletMore photos of 2024 Ram 2500 Tradesman at Smart Chevrolet, NCMore photos of 2024 Ram 2500 Tradesman at Smart Chevrolet, NC
Stock # 125913

2024 Ram 2500

Tradesman
20,126 miles
Condition:
Pre-owned
Smart Buy Price
$41,998
$620 / mo. est.
White 2026 Ford F-150 XLT for sale in South Boston, VAPhotos of 2026 Ford F-150 XLT for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 XLT for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 XLT at Smart Ford, VAMore photos of 2026 Ford F-150 XLT at Smart Ford, VA
Stock # D65051

2026 Ford F-150

XLT
1 miles
MSRP: $60,225
Save $5,860
Smart Buy Price
$54,365
$802 / mo. est.
White 2015 Chevrolet Silverado 3500HD Work Truck for sale in South Boston, VAPhotos of 2015 Chevrolet Silverado 3500HD Work Truck for sale in South Boston, VA at Smart FordAnother view of 2015 Chevrolet Silverado 3500HD Work Truck for sale in South Boston, VA at Smart FordMore photos of 2015 Chevrolet Silverado 3500HD Work Truck at Smart Ford, VAMore photos of 2015 Chevrolet Silverado 3500HD Work Truck at Smart Ford, VA
Stock # 123626

2015 Chevrolet Silverado 3500HD

Work Truck
113,975 miles
Condition:
Pre-owned
Smart Buy Price
$20,996
$310 / mo. est.
White 2023 GMC Sierra 2500HD Pro for sale in Madison, NCPhotos of 2023 GMC Sierra 2500HD Pro for sale in Madison, NC at Smart ChevroletAnother view of 2023 GMC Sierra 2500HD Pro for sale in Madison, NC at Smart ChevroletMore photos of 2023 GMC Sierra 2500HD Pro at Smart Chevrolet, NCMore photos of 2023 GMC Sierra 2500HD Pro at Smart Chevrolet, NC
Stock # 250511

2023 GMC Sierra 2500HD

Pro
83,645 miles
Condition:
Pre-owned
Smart Buy Price
$39,303
$580 / mo. est.
White 2026 Chevrolet Silverado 1500 RST for sale in Madison, NCPhotos of 2026 Chevrolet Silverado 1500 RST for sale in Madison, NC at Smart ChevroletAnother view of 2026 Chevrolet Silverado 1500 RST for sale in Madison, NC at Smart ChevroletMore photos of 2026 Chevrolet Silverado 1500 RST at Smart Chevrolet, NCMore photos of 2026 Chevrolet Silverado 1500 RST at Smart Chevrolet, NC
Stock # 164302

2026 Chevrolet Silverado 1500

RST
7 miles
MSRP: $60,313
Save $1,900
Smart Buy Price
$58,413
$862 / 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
$30,499
$450 / mo. est.
Red 2018 Ram 3500 Laramie Longhorn for sale in Madison, NCPhotos of 2018 Ram 3500 Laramie Longhorn for sale in Madison, NC at Smart ChevroletAnother view of 2018 Ram 3500 Laramie Longhorn for sale in Madison, NC at Smart ChevroletMore photos of 2018 Ram 3500 Laramie Longhorn at Smart Chevrolet, NCMore photos of 2018 Ram 3500 Laramie Longhorn at Smart Chevrolet, NC
Stock # 212610

2018 Ram 3500

Laramie Longhorn
98,535 miles
Condition:
Pre-owned
Smart Buy Price
$47,018
$694 / mo. est.
White 2021 Chevrolet Silverado 4500HD Work Truck for sale in Madison, NCPhotos of 2021 Chevrolet Silverado 4500HD Work Truck for sale in Madison, NC at Smart ChevroletAnother view of 2021 Chevrolet Silverado 4500HD Work Truck for sale in Madison, NC at Smart ChevroletMore photos of 2021 Chevrolet Silverado 4500HD Work Truck at Smart Chevrolet, NCMore photos of 2021 Chevrolet Silverado 4500HD Work Truck at Smart Chevrolet, NC
Stock # 645316

2021 Chevrolet Silverado 4500HD

Work Truck
39,510 miles
Condition:
Pre-owned
Smart Buy Price
$45,998
$679 / mo. est.
Gray 2021 Ford F-350SD Lariat for sale in Madison, NCPhotos of 2021 Ford F-350SD Lariat for sale in Madison, NC at Smart ChevroletAnother view of 2021 Ford F-350SD Lariat for sale in Madison, NC at Smart ChevroletMore photos of 2021 Ford F-350SD Lariat at Smart Chevrolet, NCMore photos of 2021 Ford F-350SD Lariat at Smart Chevrolet, NC
Stock # C60052

2021 Ford F-350SD

Lariat
78,055 miles
Condition:
Pre-owned
Smart Buy Price
$53,998
$797 / mo. est.
White 2023 Ram 2500 Big Horn for sale in Madison, NCPhotos of 2023 Ram 2500 Big Horn for sale in Madison, NC at Smart ChevroletAnother view of 2023 Ram 2500 Big Horn for sale in Madison, NC at Smart ChevroletMore photos of 2023 Ram 2500 Big Horn at Smart Chevrolet, NCMore photos of 2023 Ram 2500 Big Horn at Smart Chevrolet, NC
Stock # 651287

2023 Ram 2500

Big Horn
52,765 miles
Condition:
Pre-owned
Smart Buy Price
$44,998
$664 / mo. est.
Black 2026 Ford F-250SD XL for sale in South Boston, VAPhotos of 2026 Ford F-250SD XL for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-250SD XL for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-250SD XL at Smart Ford, VAMore photos of 2026 Ford F-250SD XL at Smart Ford, VA
Stock # C43224

2026 Ford F-250SD

XL
81 miles
MSRP: $63,565
Save $5,528
Smart Buy Price
$58,037
$857 / mo. est.

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White 2022 GMC Sierra 1500 Denali Ultimate for sale in Madison, NCPhotos of 2022 GMC Sierra 1500 Denali Ultimate for sale in Madison, NC at Smart ChevroletAnother view of 2022 GMC Sierra 1500 Denali Ultimate for sale in Madison, NC at Smart ChevroletMore photos of 2022 GMC Sierra 1500 Denali Ultimate at Smart Chevrolet, NCMore photos of 2022 GMC Sierra 1500 Denali Ultimate at Smart Chevrolet, NC
Stock # 559714

2022 GMC Sierra 1500

Denali Ultimate
45,986 miles
Condition:
Pre-owned
Smart Buy Price
$51,694
$763 / mo. est.
Unknown 2026 Jeep Gladiator Mojave for sale in South Boston, VAPhotos of 2026 Jeep Gladiator Mojave for sale in South Boston, VA at Smart FordAnother view of 2026 Jeep Gladiator Mojave for sale in South Boston, VA at Smart FordMore photos of 2026 Jeep Gladiator Mojave at Smart Ford, VAMore photos of 2026 Jeep Gladiator Mojave at Smart Ford, VA
Stock # 153569

2026 Jeep Gladiator

Mojave
7,016 miles
Condition:
Pre-owned
Smart Buy Price
$54,999
$812 / mo. est.
White 2026 Ford F-250SD XL for sale in South Boston, VAPhotos of 2026 Ford F-250SD XL for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-250SD XL for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-250SD XL at Smart Ford, VAMore photos of 2026 Ford F-250SD XL at Smart Ford, VA
Stock # C76581

2026 Ford F-250SD

XL
60 miles
MSRP: $61,920
Save $4,110
Smart Buy Price
$57,810
$853 / mo. est.
Silver 2026 Ford F-150 XLT for sale in South Boston, VAPhotos of 2026 Ford F-150 XLT for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 XLT for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 XLT at Smart Ford, VAMore photos of 2026 Ford F-150 XLT at Smart Ford, VA
Stock # A70254

2026 Ford F-150

XLT
10 miles
MSRP: $66,135
Save $6,604
Smart Buy Price
$59,531
$879 / mo. est.
White 2018 Ram 2500 Tradesman for sale in Madison, NCPhotos of 2018 Ram 2500 Tradesman for sale in Madison, NC at Smart ChevroletAnother view of 2018 Ram 2500 Tradesman for sale in Madison, NC at Smart ChevroletMore photos of 2018 Ram 2500 Tradesman at Smart Chevrolet, NC
Stock # 297693

2018 Ram 2500

Tradesman
92,425 miles
Condition:
Pre-owned
Smart Buy Price
$32,998
$487 / 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
72,317 miles
Condition:
Pre-owned
Smart Buy Price
$46,912
$692 / mo. est.
Showing 51-75 of 153 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.