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

White 2021 Ford F-250SD Lariat for sale in Madison, NCPhotos of 2021 Ford F-250SD Lariat for sale in Madison, NC at Smart ChevroletAnother view of 2021 Ford F-250SD Lariat for sale in Madison, NC at Smart ChevroletMore photos of 2021 Ford F-250SD Lariat at Smart Chevrolet, NCMore photos of 2021 Ford F-250SD Lariat at Smart Chevrolet, NC
Stock # D69023
Lariat
69,420 miles
Condition:
Pre-owned
Smart Buy Price
$54,064
$797 / mo. est.
Black 2025 Chevrolet Colorado Z71 for sale in Madison, NCPhotos of 2025 Chevrolet Colorado Z71 for sale in Madison, NC at Smart ChevroletAnother view of 2025 Chevrolet Colorado Z71 for sale in Madison, NC at Smart ChevroletMore photos of 2025 Chevrolet Colorado Z71 at Smart Chevrolet, NCMore photos of 2025 Chevrolet Colorado Z71 at Smart Chevrolet, NC
Stock # 199610
Condition:
Pre-owned
Smart Buy Price
$41,205
$608 / mo. est.
White 2023 Ford F-250SD XL for sale in Madison, NCPhotos of 2023 Ford F-250SD XL for sale in Madison, NC at Smart ChevroletAnother view of 2023 Ford F-250SD XL for sale in Madison, NC at Smart ChevroletMore photos of 2023 Ford F-250SD XL at Smart Chevrolet, NCMore photos of 2023 Ford F-250SD XL at Smart Chevrolet, NC
Stock # C11442
XL
128,261 miles
Condition:
Pre-owned
Smart Buy Price
$42,797
$631 / mo. est.
Orange 2026 Ford Maverick XLT for sale in South Boston, VAPhotos of 2026 Ford Maverick XLT for sale in South Boston, VA at Smart FordAnother view of 2026 Ford Maverick XLT for sale in South Boston, VA at Smart FordMore photos of 2026 Ford Maverick XLT at Smart Ford, VAMore photos of 2026 Ford Maverick XLT at Smart Ford, VA
Stock # A20126
XLT
14 miles
MSRP: $41,125
Smart Buy Price
$41,125
$606 / mo. est.
Gray 2025 Ford Ranger Raptor for sale in South Boston, VAPhotos of 2025 Ford Ranger Raptor for sale in South Boston, VA at Smart FordAnother view of 2025 Ford Ranger Raptor for sale in South Boston, VA at Smart FordMore photos of 2025 Ford Ranger Raptor at Smart Ford, VAMore photos of 2025 Ford Ranger Raptor at Smart Ford, VA
Stock # E62952
Raptor
1 miles
MSRP: $59,825
Smart Buy Price
$59,825
$882 / mo. est.
Gray 2021 Jeep Gladiator Willys for sale in Madison, NCPhotos of 2021 Jeep Gladiator Willys for sale in Madison, NC at Smart ChevroletAnother view of 2021 Jeep Gladiator Willys for sale in Madison, NC at Smart ChevroletMore photos of 2021 Jeep Gladiator Willys at Smart Chevrolet, NCMore photos of 2021 Jeep Gladiator Willys at Smart Chevrolet, NC
Stock # 527638
Willys
41,187 miles
Condition:
Pre-owned
Smart Buy Price
$31,998
$472 / mo. est.
Gray 2025 Ram 2500 Laramie for sale in South Boston, VAPhotos of 2025 Ram 2500 Laramie for sale in South Boston, VA at Smart FordAnother view of 2025 Ram 2500 Laramie for sale in South Boston, VA at Smart FordMore photos of 2025 Ram 2500 Laramie at Smart Ford, VAMore photos of 2025 Ram 2500 Laramie at Smart Ford, VA
Stock # 558573A
Laramie
8,794 miles
Condition:
Pre-owned
Smart Buy Price
$58,998
$870 / mo. est.

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White 2026 Ford Maverick Lobo High for sale in South Boston, VAPhotos of 2026 Ford Maverick Lobo High for sale in South Boston, VA at Smart FordAnother view of 2026 Ford Maverick Lobo High for sale in South Boston, VA at Smart FordMore photos of 2026 Ford Maverick Lobo High at Smart Ford, VAMore photos of 2026 Ford Maverick Lobo High at Smart Ford, VA
Stock # A18512
Lobo High
10 miles
MSRP: $43,980
Smart Buy Price
$43,980
$649 / mo. est.
White 2021 Ram 2500 Big Horn for sale in South Boston, VAPhotos of 2021 Ram 2500 Big Horn for sale in South Boston, VA at Smart FordAnother view of 2021 Ram 2500 Big Horn for sale in South Boston, VA at Smart FordMore photos of 2021 Ram 2500 Big Horn at Smart Ford, VAMore photos of 2021 Ram 2500 Big Horn at Smart Ford, VA
Stock # 605299
Big Horn
72,672 miles
Condition:
Pre-owned
Smart Buy Price
$42,494
$627 / mo. est.
White 2019 Ford F-250SD Platinum for sale in South Boston, VAPhotos of 2019 Ford F-250SD Platinum for sale in South Boston, VA at Smart FordAnother view of 2019 Ford F-250SD Platinum for sale in South Boston, VA at Smart FordMore photos of 2019 Ford F-250SD Platinum at Smart Ford, VAMore photos of 2019 Ford F-250SD Platinum at Smart Ford, VA
Stock # C95526
Platinum
18,097 miles
Condition:
Pre-owned
Smart Buy Price
$66,990
$988 / mo. est.
Red 2022 Ram 2500 Limited for sale in Madison, NCPhotos of 2022 Ram 2500 Limited for sale in Madison, NC at Smart ChevroletAnother view of 2022 Ram 2500 Limited for sale in Madison, NC at Smart ChevroletMore photos of 2022 Ram 2500 Limited at Smart Chevrolet, NCMore photos of 2022 Ram 2500 Limited at Smart Chevrolet, NC
Stock # 402455A
Limited
30,177 miles
Condition:
Pre-owned
Smart Buy Price
$59,998
$885 / mo. est.
Black 2024 GMC Sierra 2500HD Denali for sale in Madison, NCPhotos of 2024 GMC Sierra 2500HD Denali for sale in Madison, NC at Smart ChevroletAnother view of 2024 GMC Sierra 2500HD Denali for sale in Madison, NC at Smart ChevroletMore photos of 2024 GMC Sierra 2500HD Denali at Smart Chevrolet, NCMore photos of 2024 GMC Sierra 2500HD Denali at Smart Chevrolet, NC
Stock # 356049
Denali
16,497 miles
Condition:
Pre-owned
Smart Buy Price
$71,998
$1,062 / mo. est.
Blue 2026 Ford Maverick Lariat for sale in South Boston, VAPhotos of 2026 Ford Maverick Lariat for sale in South Boston, VA at Smart FordAnother view of 2026 Ford Maverick Lariat for sale in South Boston, VA at Smart FordMore photos of 2026 Ford Maverick Lariat at Smart Ford, VAMore photos of 2026 Ford Maverick Lariat at Smart Ford, VA
Stock # A18381
Lariat
13 miles
MSRP: $44,265
Smart Buy Price
$44,265
$653 / mo. est.

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Black 2021 Jeep Gladiator Willys for sale in Madison, NCPhotos of 2021 Jeep Gladiator Willys for sale in Madison, NC at Smart ChevroletAnother view of 2021 Jeep Gladiator Willys for sale in Madison, NC at Smart ChevroletMore photos of 2021 Jeep Gladiator Willys at Smart Chevrolet, NCMore photos of 2021 Jeep Gladiator Willys at Smart Chevrolet, NC
Stock # 595143A
Willys
46,218 miles
Condition:
Pre-owned
Smart Buy Price
$30,998
$457 / mo. est.
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
Denali Ultimate
39,991 miles
Condition:
Pre-owned
Smart Buy Price
$57,998
$856 / 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
Work Truck
39,393 miles
Condition:
Pre-owned
Smart Buy Price
$54,998
$811 / mo. est.
White 2026 Ford F-350SD XL for sale in South Boston, VAPhotos of 2026 Ford F-350SD XL for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-350SD XL for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-350SD XL at Smart Ford, VAMore photos of 2026 Ford F-350SD XL at Smart Ford, VA
Stock # D63968
MSRP: $73,050
Smart Buy Price
$73,050
$1,078 / mo. est.
White 2024 GMC Sierra 2500HD SLT for sale in Madison, NCPhotos of 2024 GMC Sierra 2500HD SLT for sale in Madison, NC at Smart ChevroletAnother view of 2024 GMC Sierra 2500HD SLT for sale in Madison, NC at Smart ChevroletMore photos of 2024 GMC Sierra 2500HD SLT at Smart Chevrolet, NCMore photos of 2024 GMC Sierra 2500HD SLT at Smart Chevrolet, NC
Stock # 460208
SLT
20,451 miles
Condition:
Pre-owned
Smart Buy Price
$65,229
$962 / mo. est.
White 2026 Chevrolet Colorado ZR2 for sale in Madison, NCPhotos of 2026 Chevrolet Colorado ZR2 for sale in Madison, NC at Smart ChevroletAnother view of 2026 Chevrolet Colorado ZR2 for sale in Madison, NC at Smart ChevroletMore photos of 2026 Chevrolet Colorado ZR2 at Smart Chevrolet, NCMore photos of 2026 Chevrolet Colorado ZR2 at Smart Chevrolet, NC
Stock # 138409
MSRP: $56,559
Save $4,189
Smart Buy Price
$52,370
$772 / mo. est.

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Gray 2024 Chevrolet Silverado 2500HD High Country for sale in South Boston, VAPhotos of 2024 Chevrolet Silverado 2500HD High Country for sale in South Boston, VA at Smart FordAnother view of 2024 Chevrolet Silverado 2500HD High Country for sale in South Boston, VA at Smart FordMore photos of 2024 Chevrolet Silverado 2500HD High Country at Smart Ford, VAMore photos of 2024 Chevrolet Silverado 2500HD High Country at Smart Ford, VA
Stock # 117542
High Country
37,474 miles
Condition:
Pre-owned
Smart Buy Price
$67,990
$1,003 / mo. est.
White 2026 Ford F-350SD XL READING SERVICE BODY for sale in South Boston, VAPhotos of 2026 Ford F-350SD XL READING SERVICE BODY for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-350SD XL READING SERVICE BODY for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-350SD XL READING SERVICE BODY at Smart Ford, VAMore photos of 2026 Ford F-350SD XL READING SERVICE BODY at Smart Ford, VA
Stock # C26087
XL READING SERVICE BODY
4 miles
MSRP: $73,629
Save $1,000
Smart Buy Price
$72,629
$1,071 / mo. est.
Gray 2025 Ford F-150 XLT for sale in South Boston, VAPhotos of 2025 Ford F-150 XLT for sale in South Boston, VA at Smart FordAnother view of 2025 Ford F-150 XLT for sale in South Boston, VA at Smart FordMore photos of 2025 Ford F-150 XLT at Smart Ford, VAMore photos of 2025 Ford F-150 XLT at Smart Ford, VA
Stock # A30284
XLT
215 miles
MSRP: $67,965
Save $8,538
Smart Buy Price
$59,427
$877 / mo. est.
Black 2024 GMC Hummer EV Pickup 3X for sale in South Boston, VAPhotos of 2024 GMC Hummer EV Pickup 3X for sale in South Boston, VA at Smart FordAnother view of 2024 GMC Hummer EV Pickup 3X for sale in South Boston, VA at Smart FordMore photos of 2024 GMC Hummer EV Pickup 3X at Smart Ford, VAMore photos of 2024 GMC Hummer EV Pickup 3X at Smart Ford, VA
Stock # 113054
Condition:
Pre-owned
Smart Buy Price
$74,992
$1,106 / mo. est.
Red 2024 Chevrolet Silverado 2500HD High Country for sale in South Boston, VAPhotos of 2024 Chevrolet Silverado 2500HD High Country for sale in South Boston, VA at Smart FordAnother view of 2024 Chevrolet Silverado 2500HD High Country for sale in South Boston, VA at Smart FordMore photos of 2024 Chevrolet Silverado 2500HD High Country at Smart Ford, VAMore photos of 2024 Chevrolet Silverado 2500HD High Country at Smart Ford, VA
Stock # 241462
High Country
41,144 miles
Condition:
Pre-owned
Smart Buy Price
$67,994
$1,003 / mo. est.
White 2026 Ford F-250SD XLT for sale in South Boston, VAPhotos of 2026 Ford F-250SD XLT for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-250SD XLT for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-250SD XLT at Smart Ford, VAMore photos of 2026 Ford F-250SD XLT at Smart Ford, VA
Stock # D30750
MSRP: $68,745
Save $1,500
Smart Buy Price
$67,245
$992 / mo. est.
Showing 101-125 of 178 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.