Jeep Cherokee for Sale in Winter Haven, FL

Get the latest listings by email

You have created an alert for this search

When a new relevant car is added to our site, we will email you!

See all 62 photos
Jeep Certified
$18,998 25,531 mi.

2019 Jeep Cherokee Latitude Plus

Good Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX 1-Owner Report
Lake Wales Chrysler Dodge Jeep Ram
() -
(866) 983-9914
5 (35 reviews)
9 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Service Manager David Is Amazing!
by Kali from Lake Wales, Fl
November 6, 2018
5 5 5 5 5 5 (35 reviews)
David Hires, the service manager, was so helpful when I needed repairs on my 2015 Chevy Malibu. He was kind, courteous, and an absolute pleasure to work with. He made getting my car repairs a breeze and kept me informed throughout the entire process! I highly recommend this dealership to anyone!
4th Jeep I’ve owned and I’m loving it
by Kayd44129 from Parma, Ohio
May 10, 2019
5
Roomy with a nice ride. Lots of great tech features. I have the TrailHawk edition and the exterior detailing is sharp. I love this ride.
PRICE DROP
See all 30 photos
Used
$18,636 $19,136 19,922 mi.

2018 Jeep Cherokee Limited

Good Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • CARFAX Report
Lakeland Chrysler Dodge Jeep RAM
() -
(863) 808-1804
3.7 (375 reviews)
15 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Great Customer Service
by Chuck Hahn from Plant City, FL
November 6, 2018
5 5 5 5 5 3.7 (375 reviews)
If anyone has left a bad review, they are mistaken! I was met on 9/7/2017 in the HOT Florida heat by Josh "The Journey" Johnson. After visiting many dealerships that day, Josh was the only sales professionals that met me the moment that I arrived on the HOT asphalt. I told Josh that I would return on 8/9/2017 with my wife to look at Jeep Wranglers. My wife and I were originally interested in purchasing a Jeep Wrangler that was primarily going to be driven by her. She test drove a Wrangler and stated that she couldn't see driving the Jeep everyday back and forth to work. Telling Josh of the change in vehicles. He was excited to hear that we were also interested in the Dodge Journey. Josh said when he began this was the only vehicle that he could sell to customers and he know virtually everything about them, hence the name Josh "The Journey" Johnson. (Hope you like it!) Seeing the excitement in Josh's face. I gave him the opportunity to impress my wife and I. Well, what can I say!! We are happy and proud owners of a 2017 Dodge Journey!! Josh knew his stuff about this vehicle and showed all the bells and whistles that the Journey had to offer. The story does not end there and may get a bit weird from here. I ran into the Financial Service writer "Al" in the bathroom and he began telling jokes while I wore my NY Giants hat. The comedy continued while finishing up the paperwork for our new vehicle. The staff, facility, and the people at Lakeland Dodge JEEP Chrysler are a great group and want to make you happy, comfortable, and pleased with the vehicle that you are purchasing. Josh stopped many times during the process and of looking and test driving making sure that as we continued this was the vehicle that fit our needs. Well Josh!! We are happy that we got a brand new vehicle and will send as many people your way!! As for AL, enjoy your trip to Denver and I will also send people your way!! Thanks Again!! And PEOPLE!! Ask for JJJ (Josh "The Journey" Johnson) and tell him Chuck sent you!! As I side note!! I do not work for any car dealerships.. Just wanted a nice, safe, affordable, and spacious vehicle for my wife to purchase!!
So far so good no complaints
by Lenny(9ERFAN) from Reseda,C.A.
April 19, 2019
5
Plenty of room for a family of 4 also very reliable. It’s good on gas it fits all the family needs money well spent I would definitely recommend this car
PRICE DROP
See all 27 photos
Used
$15,399 $15,899 22,520 mi.

2016 Jeep Cherokee Latitude

Great Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Lakeland Toyota
() -
(863) 852-1708
4 (297 reviews)
15 mi. from 33880
Check Availability
Call
Dealer Review
Alex was excellent!!!!
by Rob W from Davenport, FL
December 3, 2018
5 5 5 5 5 4 (297 reviews)
We just bought a 2013 Toyota Sienna. The salesman, Alex, was beyond good to us. He worked with us on the price to get us into a similar payment from our previous car. It was quick and easy. Alex wasn’t pushy and he definitely listened to our needs. We would easily come back again. Lakeland Toyota will have our business again.
Sturdy vehicle that's not boxy
by AnJMom from Fords, NJ
May 5, 2019
4
Nice sized SUV with lots of amenities. Solid interior to stow all my stuff. Comfortable for the adult family of four. A great upgrade from my 200K ride. Looking forward to beach season.
See all 61 photos
Jeep Certified
$17,398 15,512 mi.

2018 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX 1-Owner Report
Lake Wales Chrysler Dodge Jeep Ram
() -
(866) 983-9914
5 (35 reviews)
9 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Best price
by Judy from Sebring, florida
November 6, 2018
5 5 5 5 5 5 (35 reviews)
Oil change package you can not beat! I can get two oil changes for the price of one almost. Customer service by far like no other! I will be back
Worst car I have ever owned
by Disappointed Customer from Virginia
April 16, 2019
3
I have had so many problems with this car. I have had in 5 times for the same issue. Shutting off at 65 mph or 25 mph. They can't seem to figure out why. Up date computer to changing parts out. I'm not getting anywhere with Chrysler or the dealer ship. Very, very disappointed with everyone I have had to deal with over this vehichle. Would recommend never buy a jeep.
See all 30 photos
Used
$19,000 30,161 mi.

2019 Jeep Cherokee Latitude Plus

Good Deal
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free AutoCheck Report
Regal Lakeland Northside Acura GMC Honda
() -
(888) 747-6574
4.8 (789 reviews)
13 mi. from 33880
Check Availability
Call
Dealer Review
Johann is the man
by J Clarke from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (789 reviews)
I found a Jeep Liberty on the internet, I called the number and it was Regal Auto in Lakeland Florida about 80 miles from where I lived in South Sebring Florida. The internet sales associate was named Troy, Troy is the reason I drove 80 miles to see the car he was very helpful and called me a couple of times to see if I was still interested. When I got to Lakeland Troy met me and introduce me to Johann the sales associate on the lot. I was not crazy about the car I initially went to Lakeland to see... I was very disappointed, Yohann took off on foot looking through the lot (I was looking for a car $5,000 or less in their wholesale lot) Johann motioned for me to come over to look at a car four lanes away.(another Jeep Liberty) ! we took a test drive I even checked out the four-wheel-drive, everything was great so I wound up buying the car, a 2005 Jeep Liberty 4x4. Everyone at Regal especially Johann we're great... They treated me as if I was as important as someone buying a $30,000 car! They actually did not want me to take the car until the following day because they wanted to detail it and check it to make sure it was a good car since it was in the wholesale lot. I am a 69 year old guy on Social Security ....they treated me like royalty! THANK YOU EVERYONE AT REGAL LAKELAND. Jeff Clarke
Spacious, gorgeous, perfect!
by PennyK from Chicago, IL
May 9, 2019
5
Plenty of interior room, looks great, drives like a dream! Highly recommended. The jeep brand, to me, is the best value for your money. I was a Ford girl until I bought my first Jeep!
See all 62 photos
Jeep Certified
$14,888 38,890 mi.

2016 Jeep Cherokee Latitude

Great Deal
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX 1-Owner Report
Lake Wales Chrysler Dodge Jeep Ram
() -
(866) 983-9914
5 (35 reviews)
9 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Great Sales and Service from Nice People
by Jeff from Vero Beach, FL.
December 3, 2018
5 5 5 5 5 5 (35 reviews)
Lake Wales turned out to be above and beyond any expectations. I just wanted to buy a certian Jeep, and wanted this to go smooth. My Salesman was Great in every aspect, and I was surprised how friendly and helpful everyone was too. Good Place to buy a Vehicle.
Best vehicle ever!
by Beth@1955 from Trenton, NJ
April 27, 2019
5
Met all of our wants and needs, beautifully maintained, clean as a whistle. Has all the bells and whistles I never thought I wanted! Comfort, value and reliability.
See all 7 photos
Used
$12,798 88,695 mi.

2014 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
Posner Park Chrysler Dodge Jeep Ram Fiat
() -
(866) 982-9719
4.6 (157 reviews)
16 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Extremely User Friendly
by Larry Ross from Haines City, Florida 33844
November 6, 2018
5 5 5 5 5 4.6 (157 reviews)
I've owned three (3) different Dodge Durangos, 1999 SLT.., a 2001 SLT I still have and also I currently have a 2012 Citadel. I mention the history of my auto ownership so that maybe my review will not be viewed as just another random one time review of a Dodge dealership. I've experienced Dodge dealerships from North Carolina to the northern part of Connecticut to Florida roughly a 1,200 mile span. I can truly say everyone of the dealerships were clean, professionally situated to accommodate customers and efficient in their service. In April of 2017 I took my Dodge Citadel to Posner Park Chrysler Dodge for a oil change. That was the very first time I frequent this facility but by the time my auto was finished I felt like I had been there many times. It wasn't just the service representative that interacted with me, but the service tech, and service representative that greets every customer, and that behavior extended to other service techs as well. In other words everyone at this facility treated me as though I was their client. Would I recommend Posner Park Chrysler to anyone else...? I would recommend Posner Park Chrysler to EVERYONE ESLE...! I am completely elated that it is the closest dealer to my home that will be servicing my auto.
Familiar with Jeep Product
by Ken M from Fall River, Ma
April 27, 2019
5
Great second vehicle with style and comfort. Have owned many Jeeps, one of my last jeeps had over 250,000 miles and was still running well.
See all 65 photos
Jeep Certified
$15,997 44,420 mi.

2016 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX 1-Owner Report
Posner Park Chrysler Dodge Jeep Ram Fiat
() -
(855) 223-7076
4.6 (157 reviews)
16 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Best CSR ever!!!
by Giselle G. "AirMax Queen" from Haines City, FL.
November 6, 2018
5 5 5 5 5 4.6 (157 reviews)
I've had my share of poor service at dealers. Mr. Ken Littlefield is absolutely the BEST TOP NOTCH service center repair rep I have EVER dealt with in my 14yrs of owning a car. Always professional, knowledgeable and NEVER misquotes a price. Stays in communication while my car is in the shop. I always go to him if I have any issues with my car. Getting service on any car is not fast nor do you want a poor service on your car. I have always left the dealership very pleased and will continue to come here while I own my Chrysler T&C and continue to speak with Ken. Absolutely a 10 when it comes to scores...200% is more like it!! Thank you very much for making me feel that this is a one stop shop and for not taking advantage because I am a female. Places are known for that, Not at Posner Park CJDRF!!!! Thank you again!
Most Car Dependable Jeep
by Jeep Cherokee from Georgetown,Sc
April 27, 2019
5
This Jeep Meet My Needs,My Son Loves it,I Love My Jeep It Rides So Smooth .I'm Finally At Peace Cause I finally Got What Always Wanted!!!
See all 29 photos
Used
$18,000 23,920 mi.

2016 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Carvana
() -
(866) 878-1931
Online seller
Check Availability
Call

Vehicle available to be shipped to your home. Contact the dealership for details.

Below Expectations
by Gearhead from Boston, MA
April 25, 2019
3
My Jeep was a real looker. Black on black. Very comfortable. Needed more options, especially a 6 instead of a 4. The 4 strained too much, and mileage was not good, as well as a buzz from the engine. I didn't keep the Jeep very long.
PRICE DROP
See all 3 photos
Used
$15,799 $16,399 46,451 mi.

2016 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX Report
Posner Park Chrysler Dodge Jeep Ram Fiat
() -
(866) 982-9719
4.6 (157 reviews)
16 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
My new home
by Misty Jones from Clermont Florida
November 5, 2018
5 5 5 5 5 4.6 (157 reviews)
I went to service and spoke with Tony, he was knowledgeable about my crazy electrical problem I was having. I took my PT Cruiser to 3 other dealership and spent over $1500.00 in repairs, and the problem still not fixed! Tony was honest and they found a wire that was half broken. I paid $300.00 and my car has been fine with no issues for 2 months now! Pisner Park is the only dealership I will go to! Great service, everyone is happy and you always feel welcomed!!
A great vehicle for our family of 4!
by New Jeep Owner from Danville, IL
April 22, 2019
5
I love the interior and exterior of my Jeep! The size is perfect for what I need. Plenty of space for my 2 children and groceries or camping gear in the back. I just wish it was better on gas.
See all 24 photos
Used
$14,650 62,339 mi.

2016 Jeep Cherokee Latitude

Great Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free AutoCheck Report
Jenkins Lincoln
() -
(863) 450-3352
5 (34 reviews)
12 mi. from 33880
Check Availability
Call
Dealer Review
Refreshing Service Department
by Bobby Thompson from Knoxville ,Tn
December 10, 2018
5 5 5 5 5 5 (34 reviews)
Service Writer was very nice. He showed me to the waiting area. He kept me informed on time. Free cokes, water coffee. Cam and got me when the work was done. I will be back here. I think the price was fair for the work done. It showed when a business cares about their customers.
Reliable Car
by Jaynee from Bothell, WA
April 19, 2019
5
I like my Jeep Cherokee Laredo, but I wish I could afford another less practical model, I would get the Renegade with all the extra features.
See all 27 photos
Used
$12,612 83,417 mi.

2016 Jeep Cherokee Latitude

Great Deal
HOT CAR
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • CARFAX Report
Mazda Lakeland
() -
(863) 825-4492
14 mi. from 33880
Check Availability
Call
Love this car.
by SUV. Jeep from Shakopee
April 10, 2019
4
This car fits me so well. Everything in in a logical place & is easy to use. They thought everything out when they designed this suv.
See all 26 photos
Used
$9,985 91,748 mi.

2015 Jeep Cherokee Sport

Great Deal
  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX Report
Thunder Chrysler Dodge Jeep Ram
() -
(863) 808-1572
4.4 (38 reviews)
9 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Went above & behind.. happy customer
by Jeff from Bartow, Florida
December 3, 2018
5 5 5 5 5 4.4 (38 reviews)
Met with Chris Lashley the Service Manager while in for a oil change. Not only was the oil change completed in minutes they took care of a recall that I was not aware of. Highly recommend Thunder CDJR service department and Chris. Thanks for the 5 star service.
So impressed with my Jeep!
by sminor from Rose Hill, VA
May 14, 2019
5
I’m a nurse living in an area with unpredictable winter weather, so I prioritized getting an SUV. I loved the look of the Cherokee and the interior design! I bought a 4 cyl model and have been so impressed with the vehicle! Excellent gas mileage, averaging at 27 mpg. I am 4 years in now, and love it as much as the day I bought it! I have never had any problems with it and have already placed nearly 100,000 miles on it. Would recommend this vehicle to anyone!
PRICE DROP
See all 29 photos
Used
$17,800 $18,500 32,109 mi.

2016 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Carvana
() -
(866) 878-1931
Online seller
Check Availability
Call

Vehicle available to be shipped to your home. Contact the dealership for details.

Wanted a change
by Toni Seeinghawk from Ledyard, CT
April 6, 2019
5
Found a vehicle that was useful and good looking with low mileage for a good price. This one fulfilled my needs for now. I hope I can save on gas now.
See all 30 photos
Used
$11,995 75,722 mi.

2014 Jeep Cherokee Sport

Good Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • CARFAX Report
Lakeland Chrysler Dodge Jeep RAM
() -
(863) 808-1804
3.7 (375 reviews)
15 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Great selection of Jeep Wrangler's! A must stop!
by Brian from Tampa, FL
December 3, 2018
5 5 5 5 5 3.7 (375 reviews)
We initially reached out by email to see this dealership's stock of Jeep Wrangler's. Very honest and forthcoming via email and even provided additional options. We agreed to stopp by to look at some Jeep Wrangler's with the 24C package and 1/2 metal doors (one of the few dealership's with this option). While we loved the options, we knew the JLU model was about to hit the dealerships, so we decided to wait. The staff here is great and we will probably end up returning to purchase our Jeep even though it's a 45 minutes drive (closer dealer 5 minutes away).
Love it!!
by Louisarob from MarysvilleMa,wa
April 21, 2019
5
We have the limited and we love all the features.gonna sell the cadillac!this jeep is very comfortable and nice to drive.Would buy another one,love it!
See all 26 photos
Used
$17,852 25,337 mi.

2016 Jeep Cherokee Limited

Great Deal
  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • CARFAX Report
Jenkins Nissan
() -
(888) 613-9625
4.5 (855 reviews)
13 mi. from 33880
Check Availability
Call
Dealer Review
Great people, great service. Will work with & for you to ge.
by Bwalk13 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.5 (855 reviews)
Great sales personnel that will fight to get you the best deal they can & very informative about your vehicle of course. No ???well take it or leave it??? gimmicks. The finance manager made sure we understood ever deal & options. 👍🏼👍🏼
Loved it
by Jess B from McConnellsburg, PA
March 29, 2019
5
I really liked this vehicle. It drove and handled very nicely. It was very stylish and roomy. I would recommend this vehicle to friends. I would definitely consider purchasing this vehicle!!
See all 25 photos
Used
$15,984 35,092 mi.

2017 Jeep Cherokee Latitude

Great Deal
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • CARFAX Report
Jenkins Mitsubishi
() -
(863) 588-2352
4.2 (21 reviews)
15 mi. from 33880
Check Availability
Call
So far so good, only had it for two days barely.
by Star75 from Oklahoma City
May 16, 2019
5
Great car! It has a lot of space. I never imagined myself in an SUV. I have always been a sedan woman. I love it, it’s very comfortable, spacious and drives just like a brand new car!
JUST ADDED
See all 29 photos
Used
$16,800 26,444 mi.

2016 Jeep Cherokee Latitude

Good Deal
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
  • Free CARFAX 1-Owner Report
Carvana
() -
(866) 878-1931
Online seller
Check Availability
Call

Vehicle available to be shipped to your home. Contact the dealership for details.

Little Gem
by BAM from Liverpool, NY
March 26, 2019
5
Love it! I always wanted a Jeep and it has lived up to my expectations. I'm hoping to have many happy years and fun adventures with it.
See all 64 photos
Jeep Certified
$19,913 28,760 mi.

2019 Jeep Cherokee Latitude Plus

Good Deal
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Lake Wales Chrysler Dodge Jeep Ram
() -
(866) 983-9914
5 (35 reviews)
9 mi. from 33880
Authorized Jeep Dealer
Check Availability
Call
Dealer Review
Great Customer Service!
by Debre from Cape Coral
December 3, 2018
5 5 5 5 5 5 (35 reviews)
Went in to look one day. Was provided information, not pressured to buy. Received email information quickly. Went back the next day to look again. Started the purchase process! Helpful, courteous, and not pushy! Thank you!
Only has 200 miles so check with me in a few month
by Johnson J from Auburndale MA
May 8, 2019
5
The car is Brand new. Hard not to like. Ask me in a few months but so far I am very pleased with look and performance
* Title, other fees, and incentives are not included in this calculation, which is an estimate only. Monthly payment estimates are for illustrative purposes only and do not represent a financing offer from the seller. Other taxes may apply.
The information on vehicles provided in this service is supplied by the seller or other third parties; Cars.com is not responsible for the accuracy of such information. Cars.com provides this service and materials without representations or warranties of any kind, either expressed or implied. See our terms of service for more details.
53 results
Save Search
  • Back
    Location
    • Search within
    • ?
  • Back
    New/Used
  • Back
    Year
    Min
     
    to
    Max
  • Back
    Model
  • Back
    Trim
  • Back
    Price
    Min
     
    to
    Max
  • Back
    Mileage
  • Back
    Deal Rating
  • Back
    Features
  • Back
    Body Style
  • Back
    Exterior Color
  • Back
    Interior Color
  • Back
    Drivetrain
  • Back
    Transmission
  • Back
    Cylinders
  • Back
    Photos
  • Back
    Fuel
  • Back
    Door Count
  • Back
    Dealer Ratings
  • Back
    Listing Date
  • Back
    Seller Type
  • Back
    Keywords
New Search