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

Gray 2024 GMC Sierra 2500HD Denali for sale in South Boston, VAPhotos of 2024 GMC Sierra 2500HD Denali for sale in South Boston, VA at Smart FordAnother view of 2024 GMC Sierra 2500HD Denali for sale in South Boston, VA at Smart FordMore photos of 2024 GMC Sierra 2500HD Denali at Smart Ford, VAMore photos of 2024 GMC Sierra 2500HD Denali at Smart Ford, VA
Stock # 460471A
Denali
53,549 miles
Condition:
Pre-owned
Smart Buy Price
$67,498
$996 / 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 # C40621
XL
232 miles
MSRP: $84,854
Save $4,797
Smart Buy Price
$80,057
$1,182 / mo. est.
White 2026 Chevrolet Silverado 2500HD LT for sale in Madison, NCPhotos of 2026 Chevrolet Silverado 2500HD LT for sale in Madison, NC at Smart ChevroletAnother view of 2026 Chevrolet Silverado 2500HD LT for sale in Madison, NC at Smart ChevroletMore photos of 2026 Chevrolet Silverado 2500HD LT at Smart Chevrolet, NCMore photos of 2026 Chevrolet Silverado 2500HD LT at Smart Chevrolet, NC
Stock # 190856
MSRP: $81,080
Save $9,723
Smart Buy Price
$71,357
$1,053 / mo. est.
Silver 2024 Ram 3500 Tradesman for sale in Madison, NCPhotos of 2024 Ram 3500 Tradesman for sale in Madison, NC at Smart ChevroletAnother view of 2024 Ram 3500 Tradesman for sale in Madison, NC at Smart ChevroletMore photos of 2024 Ram 3500 Tradesman at Smart Chevrolet, NCMore photos of 2024 Ram 3500 Tradesman at Smart Chevrolet, NC
Stock # 113483
Tradesman
28,069 miles
Condition:
Pre-owned
Smart Buy Price
$52,998
$782 / mo. est.
White 2017 Ram 5500HD Tradesman for sale in Madison, NCPhotos of 2017 Ram 5500HD Tradesman for sale in Madison, NC at Smart ChevroletAnother view of 2017 Ram 5500HD Tradesman for sale in Madison, NC at Smart ChevroletMore photos of 2017 Ram 5500HD Tradesman at Smart Chevrolet, NCMore photos of 2017 Ram 5500HD Tradesman at Smart Chevrolet, NC
Stock # 632760
Tradesman
72,315 miles
Condition:
Pre-owned
Smart Buy Price
$46,897
$692 / mo. est.
White 2026 Chevrolet Silverado 3500HD LTZ for sale in Madison, NCPhotos of 2026 Chevrolet Silverado 3500HD LTZ for sale in Madison, NC at Smart ChevroletAnother view of 2026 Chevrolet Silverado 3500HD LTZ for sale in Madison, NC at Smart ChevroletMore photos of 2026 Chevrolet Silverado 3500HD LTZ at Smart Chevrolet, NCMore photos of 2026 Chevrolet Silverado 3500HD LTZ at Smart Chevrolet, NC
Stock # 223602
MSRP: $89,998
Save $9,541
Smart Buy Price
$80,457
$1,187 / mo. est.
Gray 2020 Ford F-250SD Lariat for sale in South Boston, VAPhotos of 2020 Ford F-250SD Lariat for sale in South Boston, VA at Smart FordAnother view of 2020 Ford F-250SD Lariat for sale in South Boston, VA at Smart FordMore photos of 2020 Ford F-250SD Lariat at Smart Ford, VAMore photos of 2020 Ford F-250SD Lariat at Smart Ford, VA
Stock # E67852
Lariat
85,492 miles
Condition:
Pre-owned
Smart Buy Price
$54,797
$809 / mo. est.

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White 2024 Chevrolet Silverado 3500HD LT for sale in South Boston, VAPhotos of 2024 Chevrolet Silverado 3500HD LT for sale in South Boston, VA at Smart FordAnother view of 2024 Chevrolet Silverado 3500HD LT for sale in South Boston, VA at Smart FordMore photos of 2024 Chevrolet Silverado 3500HD LT at Smart Ford, VAMore photos of 2024 Chevrolet Silverado 3500HD LT at Smart Ford, VA
Stock # 251887
Condition:
Pre-owned
Smart Buy Price
$51,999
$767 / mo. est.
Gray 2024 Ford F-350SD King Ranch for sale in South Boston, VAPhotos of 2024 Ford F-350SD King Ranch for sale in South Boston, VA at Smart Ford
Stock # D23179
King Ranch
89,864 miles
Condition:
Pre-owned
Call for price
--
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
Denali Ultimate
10,278 miles
Condition:
Pre-owned
Smart Buy Price
$70,297
$1,038 / 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 # C08055
XLT
20,054 miles
Condition:
Pre-owned
Smart Buy Price
$61,995
$915 / mo. est.
Blue 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 # B14010
XLT
1 miles
MSRP: $68,545
Save $7,902
Smart Buy Price
$60,643
$895 / mo. est.
Black 2025 Ram 3500 Laramie for sale in South Boston, VAPhotos of 2025 Ram 3500 Laramie for sale in South Boston, VA at Smart FordAnother view of 2025 Ram 3500 Laramie for sale in South Boston, VA at Smart FordMore photos of 2025 Ram 3500 Laramie at Smart Ford, VAMore photos of 2025 Ram 3500 Laramie at Smart Ford, VA
Stock # 500975A
Laramie
15,253 miles
Condition:
Pre-owned
Smart Buy Price
$72,997
$1,077 / mo. est.

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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
Big Horn
79,523 miles
Condition:
Pre-owned
Smart Buy Price
$50,167
$740 / mo. est.
Black 2023 GMC Sierra 2500HD Denali for sale in Madison, NCPhotos of 2023 GMC Sierra 2500HD Denali for sale in Madison, NC at Smart ChevroletAnother view of 2023 GMC Sierra 2500HD Denali for sale in Madison, NC at Smart ChevroletMore photos of 2023 GMC Sierra 2500HD Denali at Smart Chevrolet, NCMore photos of 2023 GMC Sierra 2500HD Denali at Smart Chevrolet, NC
Stock # 157097
Denali
76,888 miles
Condition:
Pre-owned
Smart Buy Price
$58,347
$861 / mo. est.
White 2023 Toyota Tundra Hybrid TRD Pro for sale in Madison, NCPhotos of 2023 Toyota Tundra Hybrid TRD Pro for sale in Madison, NC at Smart ChevroletAnother view of 2023 Toyota Tundra Hybrid TRD Pro for sale in Madison, NC at Smart ChevroletMore photos of 2023 Toyota Tundra Hybrid TRD Pro at Smart Chevrolet, NCMore photos of 2023 Toyota Tundra Hybrid TRD Pro at Smart Chevrolet, NC
Stock # 018123
TRD Pro
77,695 miles
Condition:
Pre-owned
Smart Buy Price
$52,893
$781 / 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 # D52102
XL
408 miles
MSRP: $66,585
Save $5,727
Smart Buy Price
$60,858
$898 / mo. est.
Black 2024 Ford F-350SD Platinum for sale in South Boston, VAPhotos of 2024 Ford F-350SD Platinum for sale in South Boston, VA at Smart FordAnother view of 2024 Ford F-350SD Platinum for sale in South Boston, VA at Smart FordMore photos of 2024 Ford F-350SD Platinum at Smart Ford, VAMore photos of 2024 Ford F-350SD Platinum at Smart Ford, VA
Stock # G00533Certified Pre-Owned
Platinum
45,961 miles
Condition:
Certified Pre-owned
Smart Buy Price
$81,499
$1,203 / mo. est.
Brown 2025 Ford F-150 King Ranch for sale in South Boston, VAPhotos of 2025 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordAnother view of 2025 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordMore photos of 2025 Ford F-150 King Ranch at Smart Ford, VAMore photos of 2025 Ford F-150 King Ranch at Smart Ford, VA
Stock # A41868BCertified Pre-Owned
King Ranch
25,201 miles
Condition:
Certified Pre-owned
Smart Buy Price
$64,997
$959 / 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
Platinum
64,262 miles
Condition:
Pre-owned
Call for price
--
White 2026 Chevrolet Silverado 3500HD LTZ for sale in Madison, NCPhotos of 2026 Chevrolet Silverado 3500HD LTZ for sale in Madison, NC at Smart ChevroletAnother view of 2026 Chevrolet Silverado 3500HD LTZ for sale in Madison, NC at Smart ChevroletMore photos of 2026 Chevrolet Silverado 3500HD LTZ at Smart Chevrolet, NCMore photos of 2026 Chevrolet Silverado 3500HD LTZ at Smart Chevrolet, NC
Stock # 223821
MSRP: $86,630
Save $7,462
Smart Buy Price
$79,168
$1,168 / mo. est.
Black 2024 Ford F-250SD Limited for sale in South Boston, VAPhotos of 2024 Ford F-250SD Limited for sale in South Boston, VA at Smart FordAnother view of 2024 Ford F-250SD Limited for sale in South Boston, VA at Smart FordMore photos of 2024 Ford F-250SD Limited at Smart Ford, VAMore photos of 2024 Ford F-250SD Limited at Smart Ford, VA
Stock # C36518Certified Pre-Owned
Limited
31,339 miles
Condition:
Certified Pre-owned
Smart Buy Price
$84,999
$1,255 / mo. est.
Black 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 # E49341
MSRP: $85,495
Save $8,159
Smart Buy Price
$77,336
$1,141 / mo. est.
Brown 2026 Ford F-250SD King Ranch for sale in South Boston, VAPhotos of 2026 Ford F-250SD King Ranch for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-250SD King Ranch for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-250SD King Ranch at Smart Ford, VAMore photos of 2026 Ford F-250SD King Ranch at Smart Ford, VA
Stock # D61770
King Ranch
378 miles
MSRP: $97,225
Save $5,269
Smart Buy Price
$91,956
$1,357 / mo. est.
White 2026 Ford F-450SD XL for sale in South Boston, VAPhotos of 2026 Ford F-450SD XL for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-450SD XL for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-450SD XL at Smart Ford, VAMore photos of 2026 Ford F-450SD XL at Smart Ford, VA
Stock # A05239
XL
262 miles
MSRP: $82,325
Save $4,909
Smart Buy Price
$77,416
$1,143 / mo. est.
Showing 126-150 of 171 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.