The Jeep Cherokee turns 50 and in that time, each generation has satisfied the wants and needs of their custodians. Present today is a lovely example of what is the Jeep Cherokee’s most popular model and takes shape with this 1999 Jeep Cherokee Sport. This 90s icon features a complete restoration and has reportedly run 1000 miles since its glow up.
Dressed in a Black exterior, this 1999 Jeep Cherokee Sport is built to stand out and be a practical way of getting about. The current owner reports that the paint is brand new and features a host of uber cool upgrades that adds aesthetic value and usability, in place is new LED headlights and foglights, new smoked marker lights, tinted windows, new tow hitch, roof rack and a set of 275/70/16 all-terrain tires giving you better grip when off the beaten path. Step into the black interior of this 1999 Jeep Cherokee Sport and you are treated to a brand new interior that features completely refurbished build leather seats for added comfort and new Polk DB 6.5" front and rear speakers in place for your tunes.
The iconic 90s Cherokee styling is lovely to look at, but once you're down, it's time to dive deep into the impressive performance this 1999 Jeep Cherokee Sport has to offer. Pop open the hood of this 90s classic and what you will find is a 4.0L inline 6 powertrain that is reported to be new and ready for action. The current owner reports a host of new components in place for reliable performance, in place is a new high volume oil pump, timing chain kit, Davis AutoSports cooling package, double core dual fan radiator, polished crankshaft, performance cylinder head, valves & springs, camshaft, lifters, a new K&N intake system, new Delta FlowMaster exhaust, rocker arms, gaskets & seals. The upgraded performance is matched with a major step up in handling thanks to a host of fresh upgrades which include, a Davis AutoSport stage 2 suspension and steering Kit, 3" full suspension lift, stage 2 coils, stage 2 control arms, stage 2 heavy duty adjustable track bar, stage 2 sway bar end links & bushings, stage 2 steering stabilizer and stage 2 front & rear shocks. In terms of power delivery, this performance off roader channels all its performance to all four of its wheels through an automatic transmission.
1999 Jeep Cherokee Sport
4.0L I6
4-Speed Automatic
RWD w/ 4x4
Black Exterior
Black Interior
Brand New Engine/Brakes/Suspension
Brand New Interior
Brand New Exterior Paint
Completely Refurbished Build
Leather Seats
Boss Audio With Bluetooth
Backup Camera
Navigation System
276/70/16 All Terrain Tires With Very Low Mileage
Tinted Windows
New Tow Hitch
Roof Rack
New LED Headlights And Foglights
New Smoked Marker Lights
Current Owner Reports All Restoration Work Completed In 2022
Rebuilt Less Than 1,000 Miles Ago
Polished Crankshaft
New Performance Cylinder Head
New Valves & Springs
New Camshaft
New Lifters
New Rocker Arms
New Bolts, Gaskets & Seals
New Wheel Bearings
New High Volume Oil Pump
New Timing Chain Kit
Davis Autosport Cooling Package
Davis Autosport Brake Package
Davis Autosport Stage 2 Suspension & Steering Kit
New Double Core Dual Fan Radiator
New Flex-A-Lite Radiator Controle Module
New High Flow Water Pump
New Thermostat
New Radiator Hoses & Cap
New Front Rotors, Calipers, Pads, Drums & Shoes
New Front & Rear Brake Lines
New 3" Full Suspension Lift
New Stage 2 Coils
New Stage 2 Control Arms
New Stage 2 Heavy Duty Adjustable Track Bar
New Stage 2 Sway Bar End Links & Bushings
New Stage 2 Steering Stabilizer
New Stage 2 Front & Rear Shocks
New Stage 2 Full Leaf Springs
New Stage 2 Front & Rear Bump Stops
New Stage 2 Heavy Duty Tie Rod Bar & Ends
New Transfercase Drop Down Kit
New Grade 10 Hardware
New K&N Intake System
New Delta Flowmaster Exhaust
New Polk DB 6.5" Front & Rear Speakers
Current Owner Reports Rebuilt Less Than 2K Miles Ago
The Jeep Cherokee was Jeep’s bread-and-butter SUV for decades, running between 1974 and 2023. The vehicle started off as a body-on-frame design, and transitioned into a unibody type with the introduction of the second generation in 1984. This particular 1999 Jeep Cherokee is a fine second-generation variant that’s undergone an extensive built to turn it into what you see here. As if a standard Cherokee wasn’t potent enough, this one’s got everything turned up to eleven. It comes with just 500 miles since the build and the owner reportedly has receipts too.
The Jeep Cherokee turns 50 and in that time, each generation has satisfied the wants and needs of their custodians. Present today is a lovely example of what is the Jeep Cherokee’s most popular model and takes shape with this 1999 Jeep Cherokee Sport. This 90s icon features a complete restoration and has reportedly run 1000 miles since its glow up.
The Jeep Cherokee is an epic line-up of SUVs from Jeep. The latest generation bowed out this year amidst some calls over the use of the Cherokee nameplate. Controversy aside, the Cherokee started life as a full-sizer, moving into the compact category with the second generation, where it has remained ever since. This 2001 Jeep Cherokee XJ Sport comes from the second generation, known as the XJ. The XJ ran from 1984 to 2002 and was produced outside the United States as well. Up for grabs is a nice 2001 Jeep Cherokee XJ Sport with just 59,633 reportedly original miles.
Classic Jeeps have quickly become a serious contender in the world of classic machines sought after by collectors. With a host of trims and body styles leaving factory floors during the good old days, finding the right machine makes for not just a savvy investment but also an off-road capable machine that breezes through off-road trails in style. Present today is your ticket into the world of classic Jeeps and takes shape with this 1985 Jeep CJ-7 Laredo. This off-road-friendly collectible classic has a reported 32,000 miles on its clock and sees some tasteful upgrades. Looking to bring it back to its original shape? Not to worry, the current owner reports that original parts are included in the sale.
Whatever happened to Jeep’s famous CJ or Civilian Jeep series from 1948 until 1986? Well, you see, it became the Wrangler! Yes, that’s why the two have some serious commonalities in terms of not only styling, but sheer off-road ability. The Wrangler nameplate took over in 1986, with some comprehensive re-engineering, but the basic principles have remained true to this day. That’s why today’s 1997 Jeep Wrangler Sport is a formidable off-road buddy to have. It’s got 118,000 miles and hails from Wichita, Kansas. Plus, it’s part of the TJ or second generation, which came for the 1997 model year.
The Jeep Gladiator is a pickup truck based on Jeep’s popular Wrangler off-roader. Thanks to being heavily based on the Wrangler, this midsize pickup truck looks much the same as its sibling from the front three quarters, comes with the same powertrain choices, and the same off-road hardware too. But it swaps the rear cargo compartment for a five-foot truck bed. That’s all well and good for most, but what if you want a Wrangler with some serious capabilities in case, you know, the world ends as we know it? That’s where a build like this 2023 Jeep Gladiator Apocalypse Hellfire 6x6 enters the scene. Built by SoFlo Customs, this mean machine is up for grabs in Utah with just 1,710 miles. It’s got a 3.0-liter turbodiesel, a custom leather interior and more. Oh, and it’s a true 6x6, meaning all six wheels are powered!
The GMC Sierra is the sister model of the Chevrolet Silverado, and it has been this way for several years now. But, the Sierra isn’t simply a badge-swap exercise. No, it’s sits a little higher than its Chevy sibling, thanks to offering more luxury interior appointments and better refinement. But, it retains the same purposeful ability to carry loads, tow trailers and even venture off-road if needed. So, if that sounds appealing, check out this 2024 GMC Sierra 2500 HD Crew Cab that’s for sale in Marina, California. This 12,536-mile truck has got a Duramax diesel under the hood, four-wheel drive and some tasteful modifications too.
In 2021, Ford reintroduced the Bronco with the launch of its sixth generation after a twenty-five-year hiatus, reviving one of the brand’s most celebrated nameplates. Originally introduced in 1966, the Bronco quickly built a loyal following for its capable off-road performance, practical design, and available V8 power. Its discontinuation in 1996 was met with widespread disappointment, making the modern Bronco’s return especially significant. The sixth-generation Bronco stands out as one of the only vehicles on the market—alongside the Jeep Wrangler—to offer both removable doors and a removable roof, reinforcing its authentic off-road character. A high-performance Raptor variant joined the lineup in 2022, offered exclusively in four-door form, and elevates the Bronco platform with Ford Performance engineering. This 2023 Ford Bronco Raptor, offered from Orlando, has covered just under 16,000 miles and is equipped with Vossen wheels, the Lux Package, the Raptor Series Package, Equipment Group 374A, and additional enhancements that further distinguish it from standard examples.
This 2021 GMC Sierra 1500 Crew Cab SLT stands out through a licensed Harley-Davidson Edition visual appearance package that transforms GMC’s refined full-size pickup into a bold, lifestyle-driven statement truck. Built on the SLT Premium Plus platform and powered by the 3.0L turbocharged Duramax inline-6 diesel, this configuration is notable for delivering 460 lb-ft of torque while achieving fuel economy figures that rival midsize trucks, making it one of the most efficient diesel half-tons of its era. The combination of the factory X31 Off-Road Package with a BDS suspension system and Fox performance shocks gives the truck a visibly elevated stance without compromising everyday drivability, while 22-inch Harley-Davidson “Fat-Boy” milled aluminum wheels and exclusive branding create an immediately recognizable presence. Applied post-production by a licensed upfitter, the Harley-Davidson Edition adds rarity and visual distinction, blending GMC’s durability and comfort with Harley-Davidson’s unmistakable design identity in a package that prioritizes character and long-distance capability over factory performance theatrics.
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