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171 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.
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.
Unknown 2020 Ram 3500 Laramie for sale in Madison, NCPhotos of 2020 Ram 3500 Laramie for sale in Madison, NC at Smart ChevroletAnother view of 2020 Ram 3500 Laramie for sale in Madison, NC at Smart ChevroletMore photos of 2020 Ram 3500 Laramie at Smart Chevrolet, NCMore photos of 2020 Ram 3500 Laramie at Smart Chevrolet, NC
Stock # 299801
Laramie
92,869 miles
Condition:
Pre-owned
Call for price
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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.
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.
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.
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.

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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.
Gray 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 # A45474
Tremor
16 miles
MSRP: $81,735
Save $9,373
Smart Buy Price
$72,362
$1,068 / 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.
Red 2024 Ford F-350SD XL for sale in South Boston, VAPhotos of 2024 Ford F-350SD XL for sale in South Boston, VA at Smart FordAnother view of 2024 Ford F-350SD XL for sale in South Boston, VA at Smart FordMore photos of 2024 Ford F-350SD XL at Smart Ford, VAMore photos of 2024 Ford F-350SD XL at Smart Ford, VA
Stock # F75725
XL
40,629 miles
Condition:
Pre-owned
Smart Buy Price
$54,997
$812 / 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.
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.

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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-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.
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.
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.
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 Limited for sale in South Boston, VAPhotos of 2023 Ford F-150 Limited for sale in South Boston, VA at Smart FordAnother view of 2023 Ford F-150 Limited for sale in South Boston, VA at Smart FordMore photos of 2023 Ford F-150 Limited at Smart Ford, VAMore photos of 2023 Ford F-150 Limited at Smart Ford, VA
Stock # B18203Certified Pre-Owned
Limited
30,060 miles
Condition:
Certified Pre-owned
Smart Buy Price
$58,498
$863 / mo. est.

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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.
Black 2023 Ram 2500 Laramie for sale in South Boston, VAPhotos of 2023 Ram 2500 Laramie for sale in South Boston, VA at Smart FordAnother view of 2023 Ram 2500 Laramie for sale in South Boston, VA at Smart FordMore photos of 2023 Ram 2500 Laramie at Smart Ford, VAMore photos of 2023 Ram 2500 Laramie at Smart Ford, VA
Stock # 580683
Laramie
39,008 miles
Condition:
Pre-owned
Smart Buy Price
$55,497
$819 / 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
Limited
85,254 miles
Condition:
Pre-owned
Smart Buy Price
$50,999
$753 / 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.
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.
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.
Showing 101-125 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.