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

White 2025 Toyota Tundra SR5 for sale in South Boston, VAPhotos of 2025 Toyota Tundra SR5 for sale in South Boston, VA at Smart FordAnother view of 2025 Toyota Tundra SR5 for sale in South Boston, VA at Smart FordMore photos of 2025 Toyota Tundra SR5 at Smart Ford, VAMore photos of 2025 Toyota Tundra SR5 at Smart Ford, VA
Stock # 241651
SR5
22,701 miles
Condition:
Pre-owned
Smart Buy Price
$48,495
$716 / 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
Laramie Longhorn
98,539 miles
Condition:
Pre-owned
Smart Buy Price
$47,018
$694 / mo. est.
Black 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 # E22486
MSRP: $72,045
Save $6,353
Smart Buy Price
$65,692
$970 / mo. est.
White 2025 Ford F-150 Platinum for sale in South Boston, VAPhotos of 2025 Ford F-150 Platinum for sale in South Boston, VA at Smart FordAnother view of 2025 Ford F-150 Platinum for sale in South Boston, VA at Smart FordMore photos of 2025 Ford F-150 Platinum at Smart Ford, VAMore photos of 2025 Ford F-150 Platinum at Smart Ford, VA
Stock # A54275Certified Pre-Owned
Platinum
20,492 miles
Condition:
Certified Pre-owned
Smart Buy Price
$67,997
$1,004 / 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
MSRP: $60,313
Save $3,001
Smart Buy Price
$57,312
$846 / 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
Tradesman
20,135 miles
Condition:
Pre-owned
Smart Buy Price
$41,633
$614 / mo. est.
Gray 2026 Ford F-150 Lariat for sale in South Boston, VAPhotos of 2026 Ford F-150 Lariat for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 Lariat for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 Lariat at Smart Ford, VAMore photos of 2026 Ford F-150 Lariat at Smart Ford, VA
Stock # D21706
Lariat
13 miles
MSRP: $73,935
Save $8,378
Smart Buy Price
$65,557
$968 / mo. est.

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White 2025 Ford Ranger Lariat for sale in Madison, NCPhotos of 2025 Ford Ranger Lariat for sale in Madison, NC at Smart ChevroletAnother view of 2025 Ford Ranger Lariat for sale in Madison, NC at Smart ChevroletMore photos of 2025 Ford Ranger Lariat at Smart Chevrolet, NCMore photos of 2025 Ford Ranger Lariat at Smart Chevrolet, NC
Stock # E10914
Lariat
30,212 miles
Condition:
Pre-owned
Smart Buy Price
$43,596
$643 / mo. est.
White 2019 Ram 2500 Laramie for sale in Madison, NCPhotos of 2019 Ram 2500 Laramie for sale in Madison, NC at Smart ChevroletAnother view of 2019 Ram 2500 Laramie for sale in Madison, NC at Smart ChevroletMore photos of 2019 Ram 2500 Laramie at Smart Chevrolet, NCMore photos of 2019 Ram 2500 Laramie at Smart Chevrolet, NC
Stock # 684746
Laramie
98,862 miles
Condition:
Pre-owned
Smart Buy Price
$44,701
$660 / mo. est.
Gray 2026 Ford Ranger Raptor for sale in South Boston, VAPhotos of 2026 Ford Ranger Raptor for sale in South Boston, VA at Smart FordAnother view of 2026 Ford Ranger Raptor for sale in South Boston, VA at Smart FordMore photos of 2026 Ford Ranger Raptor at Smart Ford, VAMore photos of 2026 Ford Ranger Raptor at Smart Ford, VA
Stock # E00491
Raptor
415 miles
Condition:
Pre-owned
Smart Buy Price
$56,996
$841 / 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
39,510 miles
Condition:
Pre-owned
Smart Buy Price
$41,684
$615 / mo. est.
White 2020 Chevrolet Silverado 2500HD LT for sale in Madison, NCPhotos of 2020 Chevrolet Silverado 2500HD LT for sale in Madison, NC at Smart ChevroletAnother view of 2020 Chevrolet Silverado 2500HD LT for sale in Madison, NC at Smart ChevroletMore photos of 2020 Chevrolet Silverado 2500HD LT at Smart Chevrolet, NCMore photos of 2020 Chevrolet Silverado 2500HD LT at Smart Chevrolet, NC
Stock # 262191
Condition:
Pre-owned
Smart Buy Price
$37,420
$552 / 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
AT4
57,378 miles
Condition:
Pre-owned
Smart Buy Price
$50,499
$745 / mo. est.

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Gray 2025 Ford F-450SD XL for sale in South Boston, VAPhotos of 2025 Ford F-450SD XL for sale in South Boston, VA at Smart FordAnother view of 2025 Ford F-450SD XL for sale in South Boston, VA at Smart FordMore photos of 2025 Ford F-450SD XL at Smart Ford, VAMore photos of 2025 Ford F-450SD XL at Smart Ford, VA
Stock # E10392A
XL
7,843 miles
Condition:
Pre-owned
Smart Buy Price
$68,997
$1,018 / mo. est.
Silver 2017 Ford F-150 Raptor for sale in Madison, NCPhotos of 2017 Ford F-150 Raptor for sale in Madison, NC at Smart ChevroletAnother view of 2017 Ford F-150 Raptor for sale in Madison, NC at Smart ChevroletMore photos of 2017 Ford F-150 Raptor at Smart Chevrolet, NCMore photos of 2017 Ford F-150 Raptor at Smart Chevrolet, NC
Stock # A39926
Raptor
76,792 miles
Condition:
Pre-owned
Smart Buy Price
$39,300
$580 / 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
Denali
38,892 miles
Condition:
Pre-owned
Smart Buy Price
$49,799
$735 / mo. est.
Orange 2001 Ford F-250SD Lariat for sale in Madison, NCPhotos of 2001 Ford F-250SD Lariat for sale in Madison, NC at Smart ChevroletAnother view of 2001 Ford F-250SD Lariat for sale in Madison, NC at Smart ChevroletMore photos of 2001 Ford F-250SD Lariat at Smart Chevrolet, NCMore photos of 2001 Ford F-250SD Lariat at Smart Chevrolet, NC
Stock # A07822A
Lariat
302,237 miles
Condition:
Pre-owned
Smart Buy Price
$14,980
$221 / mo. est.
Gray 2023 GMC Sierra 1500 Denali for sale in Madison, NCPhotos of 2023 GMC Sierra 1500 Denali for sale in Madison, NC at Smart ChevroletAnother view of 2023 GMC Sierra 1500 Denali for sale in Madison, NC at Smart ChevroletMore photos of 2023 GMC Sierra 1500 Denali at Smart Chevrolet, NCMore photos of 2023 GMC Sierra 1500 Denali at Smart Chevrolet, NC
Stock # 150445
Denali
61,840 miles
Condition:
Pre-owned
Smart Buy Price
$49,998
$738 / 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
Willys
22,802 miles
Condition:
Pre-owned
Smart Buy Price
$36,498
$539 / mo. est.

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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
SLT
85,974 miles
Condition:
Pre-owned
Smart Buy Price
$40,998
$605 / mo. est.
Gray 2024 Ford F-150 Lightning Flash for sale in South Boston, VAPhotos of 2024 Ford F-150 Lightning Flash for sale in South Boston, VA at Smart FordAnother view of 2024 Ford F-150 Lightning Flash for sale in South Boston, VA at Smart FordMore photos of 2024 Ford F-150 Lightning Flash at Smart Ford, VAMore photos of 2024 Ford F-150 Lightning Flash at Smart Ford, VA
Stock # G01617
Flash
25,244 miles
Condition:
Pre-owned
Smart Buy Price
$49,999
$738 / mo. est.
Brown 2020 Chevrolet Silverado 2500HD High Country for sale in Madison, NCPhotos of 2020 Chevrolet Silverado 2500HD High Country for sale in Madison, NC at Smart ChevroletAnother view of 2020 Chevrolet Silverado 2500HD High Country for sale in Madison, NC at Smart ChevroletMore photos of 2020 Chevrolet Silverado 2500HD High Country at Smart Chevrolet, NCMore photos of 2020 Chevrolet Silverado 2500HD High Country at Smart Chevrolet, NC
Stock # 163342
High Country
63,779 miles
Condition:
Pre-owned
Smart Buy Price
$57,027
$842 / 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
Denali Ultimate
15,368 miles
Condition:
Pre-owned
Smart Buy Price
$69,997
$1,033 / mo. est.
Blue 2026 Ford F-150 Tremor for sale in South Boston, VAPhotos of 2026 Ford F-150 Tremor for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 Tremor for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 Tremor at Smart Ford, VAMore photos of 2026 Ford F-150 Tremor at Smart Ford, VA
Stock # B14286
Tremor
1 miles
MSRP: $80,560
Save $9,170
Smart Buy Price
$71,390
$1,054 / mo. est.
Blue 2026 Ford F-150 King Ranch for sale in South Boston, VAPhotos of 2026 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 King Ranch at Smart Ford, VAMore photos of 2026 Ford F-150 King Ranch at Smart Ford, VA
Stock # A53293
King Ranch
111 miles
MSRP: $80,965
Save $9,140
Smart Buy Price
$71,825
$1,060 / mo. est.
Showing 76-100 of 175 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.