



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.




The Jeep CJ or Civilian Jeep was born out of a corporate need to survive. Willys-Overland used to supply the US Military with Jeeps for World War II. In 1944, they realized that with the War due to end, their lucrative orders would also dry up. So, they turned their attention to an America that was soon due to experience an agricultural and industrial boom, and decided to adapt the military Jeep into the CJ. This proved tougher said than done, because military Jeeps had lifespans of months or even weeks. They were throw-away items. A civilian Jeep, on the other hand, would also experience harsh use but be expected to last for years and even decades. Nevertheless, they did it, and the Jeep CJ was made from 1945 until 1986 across several iterations. Then, the successor gained a name that we know to this day; Wrangler. So, why not celebrate that glorious legacy and buy this 1978 Jeep CJ-5 that’s up for sale in Florida? With a 258ci straight six, a custom paint job, Bilstein performance shocks and more goodies, this is an off-road buddy that will never let you down.



A fun-loving off-roader for those who truly enjoy exploring the great outdoors, Jeep’s Wrangler can directly trace its lineage to the Jeep CJ line-up from 1948 onwards. In fact, it’s not hard to see the family resemblance between the Jeep CJ and the latest JL-Series Wrangler. Case in point, we have a nicely modified 2018 Jeep Wrangler Unlimited Sport for sale from Slidell, Louisiana for sale today. With a mere 55,850 miles, this four-wheel drive off-road beast could be yours if you desire a machine that can keep up with your thirst to explore the unexplored, the desire to traverse the wilderness, the will to create new paths.



The Civilian Jeep, or Willys Jeep CJ is what eventually became the Wrangler that we know and love to this day. Conceived in 1948 as a civilian variant to the popular military Jeep, the CJ ran until 1986. The CJ-7 variant was one of the latest at the time, made between 1976 and 1986. That’s what we have here today, a 1985 Jeep CJ-7 for sale from Burnsville, Minnesota. This Jeep packs around 91,747 miles on the clock and has received a 327ci V8 engine upgrade, with a Holley 4-barrel carburetor. It’s also got the Heavy-Duty Suspension Package, making it fantastic for someone who is seeking a fun but tough and capable off-road machine for weekend forays into the wilderness.




The Land Rover Defender is an off-road champion with a fine legacy that dates back to 1948 and the Land Rover Series. It’s rare that you find a model that’s endured for decades without much change in terms of exterior appearance, albeit with hundreds of refinements under the skin, and within the interior. That’s what the Defender – the classic one, that is – is all about. This 1996 Land Rover Defender 90 is a fine example of that statement, and you can get it from Sturbridge, Massachusetts if you wish. With just over 10,000 miles on the clock, this off-road beast packs the formidable 300Tdi powertrain, a manual transmission and a custom interior with air con and Bluetooth!



The Chevrolet Silverado’s corporate cousin is the GMC Sierra. It’s a smart move by General Motors to broaden their line-up across their various brands by sharing synergies. In fact, the Silverado and Sierra have been like this since 1999, when the Silverado became a separate nameplate. Hence, the first generation Silverado/Sierra was made between 1999 and 2007. In fact, variants like this 2002 GMC Sierra 2500 SLT were only made up to 2004, as the heavy-duty line. This particular truck has done a light 64,000 miles and is up for sale in Orange, California. It’s got a 6.6-liter Duramax diesel under the hood, a 62-gallon fuel tank, and is four-wheel drive. That makes it ideal for someone who wants a sturdy truck that can venture off-road when needed.



The RAM Pickup was originally known as the Dodge RAM, before Chrysler Corporation (now Stellantis) spun RAM off into a separate, pickup truck-only brand. The half-ton variant in RAM’s range has been the RAM 1500, which remains to this day. However, if you want a RAM 1500 that can really knock your socks off, try a TRX variant like this 2022 RAM 1500 TRX Crew Cab 4x4 Ignition Edition. With its 6.2-liter supercharged V8 banging out over 1,100 horsepower at the crank thanks to several modifications, this super-truck is definitely something to behold. We’re told that it’s got a vertical door conversion, the TRX Level 2 Equipment Group, and being an Ignition Edition, is one of just 875 produced.

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