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Used 2020 Jeep Gladiator for Sale in Winter Haven, FL

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Jeep Certified

2020 Jeep Gladiator Overland

6,038 mi.
$45,698
GREAT DEAL $1,976 Under
DELIVERY AVAILABLE
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Thunder Chrysler Dodge Jeep Ram
() -
(863) 226-6098
4.5 (45 reviews)
9 mi. from 33880
Authorized Jeep Dealer
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Thunder Chrysler Dodge Jeep Ram Review
Went above & behind.. happy customer
by Jeff from Bartow, Florida
December 3, 2018
5 5 5 5 5 4.5 (45 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.
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Used

2020 Jeep Gladiator Rubicon

9,123 mi.
$59,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
2016 Sahara Unlimited, Lifted w/35's
by Tim B. from Central Florida
November 6, 2018
5 5 5 5 5 4.8 (257 reviews)
Kevin and April are awesome to deal with. I originally contacted another Florida Jeep modifier and wasn't taken seriously. This was not the case with Kevin at Bayshore Automotive. He promptly returned calls and texts. The pictures on the website, although very good, just didn't do justice to the actual appearance of the Jeep. Because I live in Florida, I was able to view the Jeep before buying. Luckily I did as it was obvious once seeing in person my wife would not be able to get in it as it was built. We worked out a price with the installation of Amp Research PowerStep running boards. Kevin ordered them and coordinated the installation with 48 hours. I picked it up the next day. The Jeep runs and drives great and man does it ever look bad a**! Many compliments already. Great purchase experience.
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Used

2020 Jeep Gladiator Sport

6,446 mi.
$62,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Gray
  • Int. Color: Red
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
2016 Jeep from FL to MI
by Wendi She Dune from Silver Lake Sand Dunes, MI
November 6, 2018
5 5 5 5 5 4.8 (257 reviews)
What a WOW experience! I monitored the custom Jeep inventory for several months, then one day there it was, it was like they took the images out of my head and made them real, and I had never spoke with anyone! They had built the Jeep that I was looking for, so I immediately called and April answered the phone. I worked with April through the whole transaction and it was seamless, fun and exciting. We did all the paper work electronically and before I knew it the Jeep was right at my front door! I feel like a movie star driving it, everyone looks at it and some even take pictures. I can't wait to get it out onto the sand dunes! Thank you Bayshore Automotive for such a wonderful fun experience! If I'm ever in the market again, you are my go to!
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Used

2020 Jeep Gladiator Sport

24,025 mi.
$35,999
GREAT DEAL $5,554 Under
  • Ext. Color: White
  • Int. Color: Other
  • Transmission: Other / Unknown
  • Drivetrain: 4x4/4-wheel drive
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Jenkins Lincoln
() -
(863) 450-3352
4.9 (54 reviews)
12 mi. from 33880
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Jenkins Lincoln Review
Refreshing Service Department
by Bobby Thompson from Knoxville ,Tn
December 10, 2018
5 5 5 5 5 4.9 (54 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.
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Used

2020 Jeep Gladiator Overland

13,212 mi.
$56,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
Amazing customer service
by sander43 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (257 reviews)
We traded a Yukon with 130k mi for a newer one with about 40k. We had just purchased 4 brand new Michelins for about $1200. We told Bayshore about it and they said no problem well just mount your tires on the new Yukon. We'll swap them out. (Their idea) They gave us a great price on the new Yukon and we were very happy with our new Yukon with almost brand new tires. Very satisfied! Thank you, Scott & Kim
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Used

2020 Jeep Gladiator Sport

10,822 mi.
$57,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Green
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
Outstanding customer service & an amazing jeep
by crs_kli from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (257 reviews)
My husband & I decided we wanted a fun 3rd weekend vehicle and decided on a Jeep. We live in Texas & had trouble finding a custom Jeep dealership that seemed reputable. We did research on the Internet & came across Bayshore. Our attention was caught when we saw the awesome custom jeeps as well as the positive reviews we read. Given that Bayshore was in Florida & we live in Texas we were nervous to purchase a vehicle for several reasons. Of which one was we truly didn???t know anything about Bayshore. From the moment we contacted Bayshore to after the Jeep was delivered we had the most outstanding customer service. Responses were quick, attention to detail was given, & Kevin was so nice. Bayshore far exceeded our expectations & our Jeep is exactly what we asked for. For any additional Jeep purchases we may have in the future we will 100% go back to Bayshore!
JUST ADDED
Used

2020 Jeep Gladiator Sport

3,560 mi.
Not Priced
VIRTUAL APPOINTMENTS
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Lakeland Chrysler Dodge Jeep RAM
() -
(863) 808-1804
2.8 (474 reviews)
15 mi. from 33880
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Lakeland Chrysler Dodge Jeep RAM Review
Great Customer Service
by Chuck Hahn from Plant City, FL
November 6, 2018
5 5 5 5 5 2.8 (474 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!!
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Jeep Certified

2020 Jeep Gladiator Sport

8,369 mi.
$37,329
GREAT DEAL $3,603 Under
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Posner Park Chrysler Dodge Jeep Ram Fiat
() -
(855) 223-7076
4.4 (212 reviews)
16 mi. from 33880
Authorized Jeep Dealer
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Posner Park Chrysler Dodge Jeep Ram Fiat Review
Extremely User Friendly
by Larry Ross from Haines City, Florida 33844
November 6, 2018
5 5 5 5 5 4.4 (212 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.
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Used

2020 Jeep Gladiator Rubicon

3,025 mi.
$51,999
GOOD DEAL
  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Stingray Chevrolet Bartow
() -
(863) 215-7570
4.7 (50 reviews)
9 mi. from 33880
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Stingray Chevrolet Bartow Review
Got EXACTLY what I wanted (and more!)
by JALEISCE WILLIAMS AIDOO from Saint Petersburg, FL
December 3, 2018
5 5 5 5 5 4.7 (50 reviews)
I was looking for a VERY specific car [New 2017 or 2018 SUMMIT WHITE CHEVY MALIBU PREMIER WITH BLACK LEATHER INTERIOR, EQUIPPED WITH THE SUN & WHEEL PACKAGE]. As simple as it sounds, the search for this car was LITERALLY like searching for a needle in a hay stack! Out of all the Chevy dealers near me, Stringray Bartow was the ONLY dealer that had this vehicle readily available for me to pick up ASAP. Granted I had to drive an hour and a half to get there, but it was well worth the trip! Plus the car came equipped with a few extras that I didn't ask for. With the help of my salesman Mitch Murphy and his team, I was able to drive off in my dream car! I highly recommend Stringray Chevy of Bartow to anyone in the market for a new (or used) Chevy!
Used

2020 Jeep Gladiator Overland

13,519 mi.
$43,920
GOOD DEAL $839 Under
  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Stingray Chevrolet Bartow
() -
(863) 215-7570
4.7 (50 reviews)
9 mi. from 33880
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Stingray Chevrolet Bartow Review
Nice Used Vehicle Inventory!
by George T from Montgomery County, MD
December 3, 2018
4 4 4 4 4 4.7 (50 reviews)
Contacted this dealership through Cars.com about a really sweet Dodge Viper that seems to be in good repair. I'm looking at a few vehicles, this one is nice, but since I already have a STUNNING '01 I would only buy something that truly knocked my socks off. The initial contact was very friendly, and they haven't kept calling me, so that is appreciated. I still like to wheel and deal, so might reach back to their sales staff.
JUST ADDED
Used

2020 Jeep Gladiator Rubicon

19,023 mi.
Not Priced
VIRTUAL APPOINTMENTS
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Lakeland Chrysler Dodge Jeep RAM
() -
(863) 808-1804
2.8 (474 reviews)
15 mi. from 33880
Authorized Jeep Dealer
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Lakeland Chrysler Dodge Jeep RAM Review
Great selection of Jeep Wrangler's! A must stop!
by Brian from Tampa, FL
December 3, 2018
5 5 5 5 5 2.8 (474 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).
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Used

2020 Jeep Gladiator Sport

31 mi.
$59,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: White
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
Loved our first one, had to buy another!
by jenellyn from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (257 reviews)
Flew to Tampa from GA in early May to pick up our new customized Jeep...loved it so much, had to have another! Less than 35 days after we discussed what we wanted on the new jeep, it was delivered with all the components (including RED leather seats) to our door in Georgia! The process could not be more simple and the quality could not be better. We love our jeeps from BA! Thank you for another wonderful experience.
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Used

2020 Jeep Gladiator Sport

21 mi.
$59,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Beige
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
I stumbled across an adult candy store.
by AbsoluteInsanity from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (257 reviews)
I was searching online for already customized jeeps and I kept clicking on the adds for Bayshore Automotive. Their jeeps were the best looking and most bad @ss I could find online around Florida. We drove over an hour to Tampa and wow, we spent a few hours looking at all of the customizations that Bayshore had done to their many dozen Jeeps they had in stock. We narrowed it down to about 3 and left for lunch. Why build your own when its already done for you? Coming back, we made the decision and pulled the trigger. Kevin helped us with the paperwork and we were done within a few minutes. It couldn't have been an easier purchase. My only regret is that I couldn't buy all 3 of them!
Used

2020 Jeep Gladiator Sport

289 mi.
$58,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: White
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
We just bought our second jeep in 4 years from Bayshore
by T.H. White from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (257 reviews)
We bought our first jeep in 2015 from Kevin at Bayshore, he was very friendly and informative. We really loved our 2015 as it was all done up the Bayshore way. We saw a white one while browsing around and called Kevin. He was very accommodating as we sat with him and did our jeep made to order. It turned out better than we expected. We are so happy and the jeep is beautiful. I would highly recommend Kevin and the Bayshore staff.
We found additional vehicles that are close to your year range.
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Used

2021 Jeep Gladiator Rubicon

3,718 mi.
$55,000
GOOD DEAL
DELIVERY AVAILABLE
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Dodge Chrysler Jeep RAM of Winter Haven
() -
(863) 614-1404
4.5 (195 reviews)
1 mi. from 33880
Authorized Jeep Dealer
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Dodge Chrysler Jeep RAM of Winter Haven Review
Best Dealership I've ever dealt with!!
by AF TACT Team from Spring Hill, Fl
December 3, 2018
5 5 5 5 5 4.5 (195 reviews)
I found the Ram 3500 dually with all the features I was looking for and contacted the dealership to see the vehicle the next morning. David Ruiz was my salesman and was very professional and friendly. Phil Morton the sales manager was outstanding and is a very fair and reasonable businessman. Rod the finance person was outstanding as well, no hard selling of expensive add-ons. I loved his hunting photos on his desk as well. Everyone at this dealership was fantastic and this is the best car buying experience I've had in my 30+ years of car buying. I drove 2 hours to get there and it was worth the drive. If I'm in the market for another vehicle I will certainly return to this dealership. Feel free to shop around and do your homework like I did then go to this dealership. You will not be disappointed.
Used

2021 Jeep Gladiator Sport

34 mi.
$63,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
Loved our first one, had to buy another!
by jenellyn from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (257 reviews)
Flew to Tampa from GA in early May to pick up our new customized Jeep...loved it so much, had to have another! Less than 35 days after we discussed what we wanted on the new jeep, it was delivered with all the components (including RED leather seats) to our door in Georgia! The process could not be more simple and the quality could not be better. We love our jeeps from BA! Thank you for another wonderful experience.
Used

2021 Jeep Gladiator Sport

45 mi.
$59,890
FAIR PRICE
DELIVERY AVAILABLE
VIRTUAL APPOINTMENTS
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
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Bayshore Automotive
() -
(813) 305-7016
4.8 (257 reviews)
23 mi. from 33880
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Bayshore Automotive Review
???Best Adventure You???ll Seek Having Off Road Extreme???
by Tee from DealerRater.com
November 6, 2018
5 5 5 5 5 4.8 (257 reviews)
Wow!!! There is so much to say that it really makes you speechless. From the first genuine ???Hello??? to the bitter sweet farewell, Kevin, April and the rest of the team were constant professionals, kind and very personable. The quality of service this organization provides to meet your desires, go far beyond what one can even believe. This team remained in continuous communication throughout, keeping me abreast and updated on every step of the process. As well as educating me along the way. I am extremely pleased and overwhelmed by the end result of this production. Also I feel that I have gain new friends and have a brother in Christ (Kevin). Now since the purchase: Like a famous artist once said ???All Eyes on Me???. This beautiful and amazing Jeep dose not slip pass anyone???s attention. People are literally driving down the highway taking pictures and making videos as I pass by. I???ve received several compliments and I immediately give all the recognition to ???Bayshore Automotive??? spectacular personnel and services. This is an experience and journey you will have to take for yourself to get the full understanding. I highly recommend Bayshore Automotive to anyone seeking a customize Jeep or vehicle. You will not regret the decision.
* 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.
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