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

White 2026 Ford F-150 STX for sale in South Boston, VAPhotos of 2026 Ford F-150 STX for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 STX for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 STX at Smart Ford, VAMore photos of 2026 Ford F-150 STX at Smart Ford, VA
Stock # A78970
STX
190 miles
MSRP: $59,605
Save $5,739
Smart Buy Price
$53,866
$795 / mo. est.
Gray 2023 Ford F-250SD Platinum for sale in South Boston, VAPhotos of 2023 Ford F-250SD Platinum for sale in South Boston, VA at Smart FordAnother view of 2023 Ford F-250SD Platinum for sale in South Boston, VA at Smart FordMore photos of 2023 Ford F-250SD Platinum at Smart Ford, VAMore photos of 2023 Ford F-250SD Platinum at Smart Ford, VA
Stock # D14368A
Platinum
61,098 miles
Condition:
Pre-owned
Smart Buy Price
$69,798
$1,030 / 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 # 179690
High Country
58,982 miles
Condition:
Pre-owned
Smart Buy Price
$68,797
$1,015 / 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
TRD Off-Road
41,446 miles
Condition:
Pre-owned
Smart Buy Price
$40,498
$598 / mo. est.
Gray 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 # 220657
MSRP: $66,975
Save $7,342
Smart Buy Price
$59,633
$880 / mo. est.
Black 2022 Ram 3500 Laramie for sale in Madison, NCPhotos of 2022 Ram 3500 Laramie for sale in Madison, NC at Smart ChevroletAnother view of 2022 Ram 3500 Laramie for sale in Madison, NC at Smart ChevroletMore photos of 2022 Ram 3500 Laramie at Smart Chevrolet, NCMore photos of 2022 Ram 3500 Laramie at Smart Chevrolet, NC
Stock # 103212
Laramie
75,909 miles
Condition:
Pre-owned
Smart Buy Price
$59,815
$883 / mo. est.
White 2021 Chevrolet Silverado 2500HD LT for sale in Madison, NCPhotos of 2021 Chevrolet Silverado 2500HD LT for sale in Madison, NC at Smart ChevroletAnother view of 2021 Chevrolet Silverado 2500HD LT for sale in Madison, NC at Smart ChevroletMore photos of 2021 Chevrolet Silverado 2500HD LT at Smart Chevrolet, NCMore photos of 2021 Chevrolet Silverado 2500HD LT at Smart Chevrolet, NC
Stock # 301120
Condition:
Pre-owned
Smart Buy Price
$41,406
$611 / mo. est.

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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
Limited
85,254 miles
Condition:
Pre-owned
Smart Buy Price
$50,999
$753 / mo. est.
Blue 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 # C19593
XLT
200 miles
MSRP: $81,735
Save $10,692
Smart Buy Price
$71,043
$1,049 / mo. est.
White 2026 Ford F-250SD Lariat for sale in South Boston, VAPhotos of 2026 Ford F-250SD Lariat for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-250SD Lariat for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-250SD Lariat at Smart Ford, VAMore photos of 2026 Ford F-250SD Lariat at Smart Ford, VA
Stock # E60725
Lariat
6 miles
MSRP: $88,900
Save $4,962
Smart Buy Price
$83,938
$1,239 / 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 # C91084
XL
257 miles
MSRP: $75,875
Save $4,746
Smart Buy Price
$71,129
$1,050 / mo. est.
Blue 2023 Ford F-150 Raptor for sale in South Boston, VAPhotos of 2023 Ford F-150 Raptor for sale in South Boston, VA at Smart FordAnother view of 2023 Ford F-150 Raptor for sale in South Boston, VA at Smart FordMore photos of 2023 Ford F-150 Raptor at Smart Ford, VAMore photos of 2023 Ford F-150 Raptor at Smart Ford, VA
Stock # C25382ACertified Pre-Owned
Raptor
48,905 miles
Condition:
Certified Pre-owned
Smart Buy Price
$66,997
$989 / mo. est.
Orange 2009 Hummer H3T Luxury for sale in Madison, NCPhotos of 2009 Hummer H3T Luxury for sale in Madison, NC at Smart ChevroletAnother view of 2009 Hummer H3T Luxury for sale in Madison, NC at Smart ChevroletMore photos of 2009 Hummer H3T Luxury at Smart Chevrolet, NCMore photos of 2009 Hummer H3T Luxury at Smart Chevrolet, NC
Stock # 136810
Luxury
107,677 miles
Condition:
Pre-owned
Smart Buy Price
$21,576
$318 / mo. est.

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Green 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
Mojave
7,016 miles
Condition:
Pre-owned
Smart Buy Price
$52,496
$775 / mo. est.
Black 2026 Ford F-150 Raptor for sale in South Boston, VAPhotos of 2026 Ford F-150 Raptor for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 Raptor for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 Raptor at Smart Ford, VAMore photos of 2026 Ford F-150 Raptor at Smart Ford, VA
Stock # A68144
Raptor
229 miles
MSRP: $83,750
Smart Buy Price
$83,750
$1,236 / 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.
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.
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
Platinum
124,367 miles
Condition:
Pre-owned
Smart Buy Price
$48,553
$717 / mo. est.
Gray 2026 Ford F-150 Platinum for sale in South Boston, VAPhotos of 2026 Ford F-150 Platinum for sale in South Boston, VA at Smart FordAnother view of 2026 Ford F-150 Platinum for sale in South Boston, VA at Smart FordMore photos of 2026 Ford F-150 Platinum at Smart Ford, VAMore photos of 2026 Ford F-150 Platinum at Smart Ford, VA
Stock # A58506
Platinum
153 miles
MSRP: $86,260
Save $9,753
Smart Buy Price
$76,507
$1,129 / mo. est.

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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.
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.
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 # A03352
MSRP: $78,740
Save $4,820
Smart Buy Price
$73,920
$1,091 / 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.
White 2015 Ram 5500HD Tradesman for sale in Madison, NCPhotos of 2015 Ram 5500HD Tradesman for sale in Madison, NC at Smart ChevroletAnother view of 2015 Ram 5500HD Tradesman for sale in Madison, NC at Smart ChevroletMore photos of 2015 Ram 5500HD Tradesman at Smart Chevrolet, NCMore photos of 2015 Ram 5500HD Tradesman at Smart Chevrolet, NC
Stock # 530958
Tradesman
62,829 miles
Condition:
Pre-owned
Smart Buy Price
$43,698
$645 / mo. est.
White 2019 Ram 3500 Big Horn for sale in Madison, NCPhotos of 2019 Ram 3500 Big Horn for sale in Madison, NC at Smart ChevroletAnother view of 2019 Ram 3500 Big Horn for sale in Madison, NC at Smart ChevroletMore photos of 2019 Ram 3500 Big Horn at Smart Chevrolet, NCMore photos of 2019 Ram 3500 Big Horn at Smart Chevrolet, NC
Stock # 701468
Big Horn
59,719 miles
Condition:
Pre-owned
Smart Buy Price
$54,658
$807 / mo. est.
Showing 101-125 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.