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

White 2019 GMC Sierra 1500 Denali for sale in South Boston, VAPhotos of 2019 GMC Sierra 1500 Denali for sale in South Boston, VA at Smart FordAnother view of 2019 GMC Sierra 1500 Denali for sale in South Boston, VA at Smart FordMore photos of 2019 GMC Sierra 1500 Denali at Smart Ford, VAMore photos of 2019 GMC Sierra 1500 Denali at Smart Ford, VA
Stock # 324826

2019 GMC Sierra 1500

Denali
81,075 miles
Condition:
Pre-owned
Smart Buy Price
$37,499
$553 / mo. est.
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 # D11770

2026 Ford F-150

STX
4 miles
MSRP: $51,370
Save $2,728
Smart Buy Price
$48,642
$718 / mo. est.
Brown 2022 Ford F-150 King Ranch for sale in South Boston, VAPhotos of 2022 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordAnother view of 2022 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordMore photos of 2022 Ford F-150 King Ranch at Smart Ford, VAMore photos of 2022 Ford F-150 King Ranch at Smart Ford, VA
Stock # A00067

2022 Ford F-150

King Ranch
80,371 miles
Condition:
Pre-owned
Smart Buy Price
$44,999
$664 / mo. est.
White 2026 Ford Maverick XL for sale in South Boston, VAPhotos of 2026 Ford Maverick XL for sale in South Boston, VA at Smart FordAnother view of 2026 Ford Maverick XL for sale in South Boston, VA at Smart FordMore photos of 2026 Ford Maverick XL at Smart Ford, VAMore photos of 2026 Ford Maverick XL at Smart Ford, VA
Stock # A50203

2026 Ford Maverick

XL
5 miles
MSRP: $31,530
Save $608
Smart Buy Price
$30,922
$456 / mo. est.
Brown 2020 Ford F-150 King Ranch for sale in South Boston, VAPhotos of 2020 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordAnother view of 2020 Ford F-150 King Ranch for sale in South Boston, VA at Smart FordMore photos of 2020 Ford F-150 King Ranch at Smart Ford, VAMore photos of 2020 Ford F-150 King Ranch at Smart Ford, VA
Stock # A37663

2020 Ford F-150

King Ranch
102,609 miles
Condition:
Pre-owned
Smart Buy Price
$35,498
$524 / mo. est.
Blue 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 # A06278

2026 Ford F-150

STX
21 miles
MSRP: $52,390
Save $2,569
Smart Buy Price
$49,821
$735 / mo. est.
Hot
Gray 2019 Toyota Tacoma TRD Sport for sale in Madison, NCPhotos of 2019 Toyota Tacoma TRD Sport for sale in Madison, NC at Smart ChevroletAnother view of 2019 Toyota Tacoma TRD Sport for sale in Madison, NC at Smart ChevroletMore photos of 2019 Toyota Tacoma TRD Sport at Smart Chevrolet, NCMore photos of 2019 Toyota Tacoma TRD Sport at Smart Chevrolet, NC
Stock # 277577

2019 Toyota Tacoma

TRD Sport
65,725 miles
Condition:
Pre-owned
Smart Buy Price
$32,998
$487 / 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

2026 Ford Maverick

Lobo High
13 miles
MSRP: $43,980
Save $1,523
Smart Buy Price
$42,457
$627 / 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

2026 Ford F-150

XLT
1 miles
MSRP: $68,545
Save $4,483
Smart Buy Price
$64,062
$946 / mo. est.
White 2020 Chevrolet Silverado 1500 Custom Trail Boss for sale in South Boston, VAPhotos of 2020 Chevrolet Silverado 1500 Custom Trail Boss for sale in South Boston, VA at Smart FordAnother view of 2020 Chevrolet Silverado 1500 Custom Trail Boss for sale in South Boston, VA at Smart FordMore photos of 2020 Chevrolet Silverado 1500 Custom Trail Boss at Smart Ford, VAMore photos of 2020 Chevrolet Silverado 1500 Custom Trail Boss at Smart Ford, VA
Stock # 371159A

2020 Chevrolet Silverado 1500

Custom Trail Boss
65,029 miles
Condition:
Pre-owned
Smart Buy Price
$33,499
$494 / mo. est.
White 2026 Ford Ranger XL for sale in South Boston, VAPhotos of 2026 Ford Ranger XL for sale in South Boston, VA at Smart FordAnother view of 2026 Ford Ranger XL for sale in South Boston, VA at Smart FordMore photos of 2026 Ford Ranger XL at Smart Ford, VAMore photos of 2026 Ford Ranger XL at Smart Ford, VA
Stock # E18692

2026 Ford Ranger

XL
1 miles
MSRP: $42,025
Save $1,236
Smart Buy Price
$40,789
$602 / mo. est.
White 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 # A32209

2026 Ford Maverick

XLT
11 miles
MSRP: $34,015
Save $1,167
Smart Buy Price
$32,848
$485 / mo. est.
Black 2023 Nissan Frontier SV for sale in South Boston, VAPhotos of 2023 Nissan Frontier SV for sale in South Boston, VA at Smart FordAnother view of 2023 Nissan Frontier SV for sale in South Boston, VA at Smart FordMore photos of 2023 Nissan Frontier SV at Smart Ford, VAMore photos of 2023 Nissan Frontier SV at Smart Ford, VA
Stock # 613553

2023 Nissan Frontier

SV
51,175 miles
Condition:
Pre-owned
Smart Buy Price
$29,799
$440 / mo. est.

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White 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 # A67591

2026 Ford Maverick

Lariat
1 miles
MSRP: $42,195
Save $804
Smart Buy Price
$41,391
$611 / mo. est.
White 2022 Ford F-150 XLT for sale in South Boston, VAPhotos of 2022 Ford F-150 XLT for sale in South Boston, VA at Smart FordAnother view of 2022 Ford F-150 XLT for sale in South Boston, VA at Smart FordMore photos of 2022 Ford F-150 XLT at Smart Ford, VAMore photos of 2022 Ford F-150 XLT at Smart Ford, VA
Stock # B36492A

2022 Ford F-150

XLT
133,690 miles
Condition:
Pre-owned
Smart Buy Price
$33,999
$502 / mo. est.
White 2023 GMC Sierra 2500HD Pro for sale in Madison, NCPhotos of 2023 GMC Sierra 2500HD Pro for sale in Madison, NC at Smart ChevroletAnother view of 2023 GMC Sierra 2500HD Pro for sale in Madison, NC at Smart ChevroletMore photos of 2023 GMC Sierra 2500HD Pro at Smart Chevrolet, NCMore photos of 2023 GMC Sierra 2500HD Pro at Smart Chevrolet, NC
Stock # 250511

2023 GMC Sierra 2500HD

Pro
83,645 miles
Condition:
Pre-owned
Smart Buy Price
$39,303
$580 / mo. est.
Black 2018 Ford F-150 Platinum for sale in Madison, NCPhotos of 2018 Ford F-150 Platinum for sale in Madison, NC at Smart ChevroletAnother view of 2018 Ford F-150 Platinum for sale in Madison, NC at Smart ChevroletMore photos of 2018 Ford F-150 Platinum at Smart Chevrolet, NCMore photos of 2018 Ford F-150 Platinum at Smart Chevrolet, NC
Stock # A95134

2018 Ford F-150

Platinum
80,862 miles
Condition:
Pre-owned
Smart Buy Price
$33,998
$502 / mo. est.
Gray 2022 GMC Sierra 1500 SLT for sale in Madison, NCPhotos of 2022 GMC Sierra 1500 SLT for sale in Madison, NC at Smart ChevroletAnother view of 2022 GMC Sierra 1500 SLT for sale in Madison, NC at Smart ChevroletMore photos of 2022 GMC Sierra 1500 SLT at Smart Chevrolet, NCMore photos of 2022 GMC Sierra 1500 SLT at Smart Chevrolet, NC
Stock # 548620

2022 GMC Sierra 1500

SLT
124,750 miles
Condition:
Pre-owned
Smart Buy Price
$32,285
$477 / mo. est.
Gray 2018 Ford F-150 Raptor for sale in South Boston, VAPhotos of 2018 Ford F-150 Raptor for sale in South Boston, VA at Smart FordAnother view of 2018 Ford F-150 Raptor for sale in South Boston, VA at Smart FordMore photos of 2018 Ford F-150 Raptor at Smart Ford, VAMore photos of 2018 Ford F-150 Raptor at Smart Ford, VA
Stock # A35837

2018 Ford F-150

Raptor
84,454 miles
Condition:
Pre-owned
Smart Buy Price
$38,999
$576 / mo. est.

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Silver 2021 Ford F-150 Lariat for sale in South Boston, VAPhotos of 2021 Ford F-150 Lariat for sale in South Boston, VA at Smart FordAnother view of 2021 Ford F-150 Lariat for sale in South Boston, VA at Smart FordMore photos of 2021 Ford F-150 Lariat at Smart Ford, VAMore photos of 2021 Ford F-150 Lariat at Smart Ford, VA
Stock # B25309

2021 Ford F-150

Lariat
109,289 miles
Condition:
Pre-owned
Smart Buy Price
$33,499
$494 / mo. est.
Red 2019 Ford F-350SD Lariat for sale in South Boston, VAPhotos of 2019 Ford F-350SD Lariat for sale in South Boston, VA at Smart FordAnother view of 2019 Ford F-350SD Lariat for sale in South Boston, VA at Smart FordMore photos of 2019 Ford F-350SD Lariat at Smart Ford, VAMore photos of 2019 Ford F-350SD Lariat at Smart Ford, VA
Stock # C78646

2019 Ford F-350SD

Lariat
64,437 miles
Condition:
Pre-owned
Smart Buy Price
$53,999
$797 / mo. est.
Unknown 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

2026 Jeep Gladiator

Mojave
7,016 miles
Condition:
Pre-owned
Smart Buy Price
$54,999
$812 / mo. est.
White 2015 Chevrolet Silverado 3500HD Work Truck for sale in South Boston, VAPhotos of 2015 Chevrolet Silverado 3500HD Work Truck for sale in South Boston, VA at Smart FordAnother view of 2015 Chevrolet Silverado 3500HD Work Truck for sale in South Boston, VA at Smart FordMore photos of 2015 Chevrolet Silverado 3500HD Work Truck at Smart Ford, VAMore photos of 2015 Chevrolet Silverado 3500HD Work Truck at Smart Ford, VA
Stock # 123626

2015 Chevrolet Silverado 3500HD

Work Truck
113,975 miles
Condition:
Pre-owned
Smart Buy Price
$20,996
$310 / mo. est.
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

2026 Ford F-150

STX
190 miles
MSRP: $59,605
Save $2,700
Smart Buy Price
$56,905
$840 / mo. est.
Black 2021 Ram 2500 Laramie for sale in Madison, NCPhotos of 2021 Ram 2500 Laramie for sale in Madison, NC at Smart ChevroletAnother view of 2021 Ram 2500 Laramie for sale in Madison, NC at Smart ChevroletMore photos of 2021 Ram 2500 Laramie at Smart Chevrolet, NCMore photos of 2021 Ram 2500 Laramie at Smart Chevrolet, NC
Stock # 648734

2021 Ram 2500

Laramie
54,626 miles
Condition:
Pre-owned
Smart Buy Price
$51,999
$767 / mo. est.
Showing 26-50 of 153 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.