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245 new and certified and used pickup trucks for sale in Crestview, FL

Gray 2025 Jeep Gladiator Sport S for sale in Fort Walton Beach, FLPhotos of 2025 Jeep Gladiator Sport S for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2025 Jeep Gladiator Sport S for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2025 Jeep Gladiator Sport S at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2025 Jeep Gladiator Sport S at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ASL549892
Sport S
7 miles
MSRP: $46,055
Save $7,156
Step One Upfront price
$38,899
$574 / mo. est.
White 2024 Ram 2500 Big Horn for sale in Fort Walton Beach, FLPhotos of 2024 Ram 2500 Big Horn for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2024 Ram 2500 Big Horn for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2024 Ram 2500 Big Horn at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2024 Ram 2500 Big Horn at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # 01X154136
Big Horn
72,639 miles
Retail Price: $47,590
Save $6,390
Step One Upfront price
$41,200
$608 / mo. est.
White 2022 Ram 2500 Tradesman for sale in Fort Walton Beach, FLPhotos of 2022 Ram 2500 Tradesman for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachAnother view of 2022 Ram 2500 Tradesman for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachMore photos of 2022 Ram 2500 Tradesman at Step One Cadillac Fort Walton Beach, FLMore photos of 2022 Ram 2500 Tradesman at Step One Cadillac Fort Walton Beach, FL
Stock # 05P324159
Tradesman
90,088 miles
Retail Price: $38,149
Save $2,159
Step One Upfront price
$35,990
$531 / mo. est.
White 2014 Chevrolet Silverado 1500 Work Truck for sale in Fort Walton Beach, FLPhotos of 2014 Chevrolet Silverado 1500 Work Truck for sale in Fort Walton Beach, FL at Step One Volkswagen Fort Walton BeachAnother view of 2014 Chevrolet Silverado 1500 Work Truck for sale in Fort Walton Beach, FL at Step One Volkswagen Fort Walton BeachMore photos of 2014 Chevrolet Silverado 1500 Work Truck at Step One Volkswagen Fort Walton Beach, FLMore photos of 2014 Chevrolet Silverado 1500 Work Truck at Step One Volkswagen Fort Walton Beach, FL
Stock # TEG116986
Work Truck
232,455 miles
Step One Upfront price
$10,527
$155 / mo. est.
Red 2023 Chevrolet Silverado 1500 RST for sale in Pensacola, FLPhotos of 2023 Chevrolet Silverado 1500 RST for sale in Pensacola, FL at Step One Cadillac PensacolaAnother view of 2023 Chevrolet Silverado 1500 RST for sale in Pensacola, FL at Step One Cadillac PensacolaMore photos of 2023 Chevrolet Silverado 1500 RST at Step One Cadillac Pensacola, FLMore photos of 2023 Chevrolet Silverado 1500 RST at Step One Cadillac Pensacola, FL
Stock # XP1106923
Retail Price: $40,493
Save $1,500
Step One Upfront price
$38,993
$575 / mo. est.
New arrival - photos coming soon
Stock # CTN214283
Big Horn/Lone Star
1 miles
MSRP: $64,680
Save $9,351
Step One Upfront price
$55,329
$816 / mo. est.
Silver 2022 Ford F-150 Lariat for sale in Fort Walton Beach, FLPhotos of 2022 Ford F-150 Lariat for sale in Fort Walton Beach, FL at Step One Volkswagen Fort Walton BeachAnother view of 2022 Ford F-150 Lariat for sale in Fort Walton Beach, FL at Step One Volkswagen Fort Walton BeachMore photos of 2022 Ford F-150 Lariat at Step One Volkswagen Fort Walton Beach, FLMore photos of 2022 Ford F-150 Lariat at Step One Volkswagen Fort Walton Beach, FL
Stock # 02PA72362
Lariat
80,533 miles
Step One Upfront price
$38,099
$562 / mo. est.

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White 2025 Ram 1500 Big Horn/Lone Star for sale in Pensacola, FLPhotos of 2025 Ram 1500 Big Horn/Lone Star for sale in Pensacola, FL at Step One Cadillac PensacolaAnother view of 2025 Ram 1500 Big Horn/Lone Star for sale in Pensacola, FL at Step One Cadillac PensacolaMore photos of 2025 Ram 1500 Big Horn/Lone Star at Step One Cadillac Pensacola, FLMore photos of 2025 Ram 1500 Big Horn/Lone Star at Step One Cadillac Pensacola, FL
Stock # XSN581584
Big Horn/Lone Star
37,792 miles
Retail Price: $40,022
Save $1,500
Step One Upfront price
$38,522
$568 / mo. est.
Black 2022 Chevrolet Silverado 2500HD Custom for sale in Fort Walton Beach, FLPhotos of 2022 Chevrolet Silverado 2500HD Custom for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachAnother view of 2022 Chevrolet Silverado 2500HD Custom for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachMore photos of 2022 Chevrolet Silverado 2500HD Custom at Step One Cadillac Fort Walton Beach, FLMore photos of 2022 Chevrolet Silverado 2500HD Custom at Step One Cadillac Fort Walton Beach, FL
Stock # TN1218662
Retail Price: $38,149
Save $2,159
Step One Upfront price
$35,990
$531 / mo. est.
Gray 2025 Jeep Gladiator Sport S for sale in Fort Walton Beach, FLPhotos of 2025 Jeep Gladiator Sport S for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2025 Jeep Gladiator Sport S for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2025 Jeep Gladiator Sport S at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2025 Jeep Gladiator Sport S at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ASL545706
Sport S
15 miles
MSRP: $47,175
Save $7,276
Step One Upfront price
$39,899
$588 / mo. est.
White 2025 Jeep Gladiator Rubicon for sale in Fort Walton Beach, FLPhotos of 2025 Jeep Gladiator Rubicon for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2025 Jeep Gladiator Rubicon for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2025 Jeep Gladiator Rubicon at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2025 Jeep Gladiator Rubicon at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ASL540951
Rubicon
1 miles
MSRP: $62,035
Save $13,540
Step One Upfront price
$48,495
$715 / mo. est.
New arrival - photos coming soon
Stock # CTG284315
Tradesman
1 miles
MSRP: $73,845
Save $6,169
Step One Upfront price
$67,676
$998 / mo. est.
New arrival - photos coming soon
Stock # CTL170570
Sahara
1 miles
MSRP: $50,495
Save $505
Step One Upfront price
$49,990
$737 / mo. est.

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White 2022 Chevrolet Silverado 1500 LTD LTZ for sale in Pensacola, FLPhotos of 2022 Chevrolet Silverado 1500 LTD LTZ for sale in Pensacola, FL at Step One Cadillac PensacolaAnother view of 2022 Chevrolet Silverado 1500 LTD LTZ for sale in Pensacola, FL at Step One Cadillac PensacolaMore photos of 2022 Chevrolet Silverado 1500 LTD LTZ at Step One Cadillac Pensacola, FLMore photos of 2022 Chevrolet Silverado 1500 LTD LTZ at Step One Cadillac Pensacola, FL
Stock # TNG184503Certified Pre-Owned
Retail Price: $43,285
Save $1,500
Step One Upfront price
$41,785
$616 / mo. est.
White 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FLPhotos of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ATN185198
Big Horn/Lone Star
12 miles
MSRP: $61,315
Save $7,320
Step One Upfront price
$53,995
$796 / mo. est.
Black 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FLPhotos of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ATN185201
Big Horn/Lone Star
11 miles
MSRP: $61,610
Save $7,615
Step One Upfront price
$53,995
$796 / mo. est.
Gray 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FLPhotos of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ATN185195
Big Horn/Lone Star
11 miles
MSRP: $61,610
Save $7,915
Step One Upfront price
$53,695
$792 / mo. est.
White 2024 Ford F-350SD XL for sale in Pensacola, FLPhotos of 2024 Ford F-350SD XL for sale in Pensacola, FL at Step One Cadillac PensacolaAnother view of 2024 Ford F-350SD XL for sale in Pensacola, FL at Step One Cadillac PensacolaMore photos of 2024 Ford F-350SD XL at Step One Cadillac Pensacola, FLMore photos of 2024 Ford F-350SD XL at Step One Cadillac Pensacola, FL
Stock # XREF21994
XL
4,097 miles
Retail Price: $49,200
Save $1,500
Step One Upfront price
$47,700
$704 / mo. est.
Blue 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FLPhotos of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ATN253666
Big Horn/Lone Star
11 miles
MSRP: $65,135
Save $10,340
Step One Upfront price
$54,795
$808 / mo. est.

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White 2023 GMC Sierra 2500HD Denali for sale in Fort Walton Beach, FLPhotos of 2023 GMC Sierra 2500HD Denali for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachAnother view of 2023 GMC Sierra 2500HD Denali for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachMore photos of 2023 GMC Sierra 2500HD Denali at Step One Cadillac Fort Walton Beach, FLMore photos of 2023 GMC Sierra 2500HD Denali at Step One Cadillac Fort Walton Beach, FL
Stock # YPF163895
Denali
56,816 miles
Retail Price: $64,013
Save $3,623
Step One Upfront price
$60,390
$891 / mo. est.
Black 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FLPhotos of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachAnother view of 2026 Ram 1500 Big Horn/Lone Star for sale in Fort Walton Beach, FL at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton BeachMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FLMore photos of 2026 Ram 1500 Big Horn/Lone Star at Step One Chrysler Dodge Jeep Ram Fiat Fort Walton Beach, FL
Stock # ATN185200
Big Horn/Lone Star
11 miles
MSRP: $61,610
Save $7,115
Step One Upfront price
$54,495
$804 / mo. est.
Gray 2025 GMC Sierra 1500 Elevation for sale in Fort Walton Beach, FLPhotos of 2025 GMC Sierra 1500 Elevation for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachAnother view of 2025 GMC Sierra 1500 Elevation for sale in Fort Walton Beach, FL at Step One Cadillac Fort Walton BeachMore photos of 2025 GMC Sierra 1500 Elevation at Step One Cadillac Fort Walton Beach, FLMore photos of 2025 GMC Sierra 1500 Elevation at Step One Cadillac Fort Walton Beach, FL
Stock # RSG136081Certified Pre-Owned
Elevation
8,326 miles
Retail Price: $53,519
Save $3,029
Step One Upfront price
$50,490
$745 / mo. est.
Yellow 2024 GMC Canyon AT4X for sale in Pensacola, FLPhotos of 2024 GMC Canyon AT4X for sale in Pensacola, FL at Step One Cadillac PensacolaAnother view of 2024 GMC Canyon AT4X for sale in Pensacola, FL at Step One Cadillac PensacolaMore photos of 2024 GMC Canyon AT4X at Step One Cadillac Pensacola, FLMore photos of 2024 GMC Canyon AT4X at Step One Cadillac Pensacola, FL
Stock # TR1119245
AT4X
16,440 miles
Retail Price: $48,525
Save $1,500
Step One Upfront price
$47,025
$694 / mo. est.
Black 2023 GMC Sierra 1500 AT4X for sale in Pensacola, FLPhotos of 2023 GMC Sierra 1500 AT4X for sale in Pensacola, FL at Step One Cadillac PensacolaAnother view of 2023 GMC Sierra 1500 AT4X for sale in Pensacola, FL at Step One Cadillac PensacolaMore photos of 2023 GMC Sierra 1500 AT4X at Step One Cadillac Pensacola, FLMore photos of 2023 GMC Sierra 1500 AT4X at Step One Cadillac Pensacola, FL
Stock # TPG296506
AT4X
84,197 miles
Retail Price: $50,170
Save $1,500
Step One Upfront price
$48,670
$718 / mo. est.
New arrival - photos coming soon
Stock # CTL170571
Sahara
1 miles
MSRP: $50,370
Save $504
Step One Upfront price
$49,866
$735 / mo. est.
Showing 101-125 of 245 results

Pricing excludes tax, tag, title, and registration fees. Advertised price does not include the $1,996 Step One Pro Package, our $995 customer processing fee, or any other dealer-installed options and accessories. All vehicle pricing and availability are subject to change without notice. Please confirm final vehicle price and features with the dealership directly.

Vehicle pricing, availability, and features listed on this site are subject to change without notice. While we strive for accuracy, third-party listing services may not reflect the most up-to-date information. Prices and offers advertised through external websites or lead providers may differ from those available directly through our dealership. For the most accurate and current details, please contact the dealership directly. *Forever Warranty excludes EV vehicles, European vehicles, Commercial vehicles, and any vehicle greater than 5 years old or has more than 50,000 miles.