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1,639 listings
- 73,569 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in San Antonio, TX / 1,380 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX4MD145330
Stock: 2003379382
Certified Pre-Owned: No
Listed since: 12-24-2024- $23,998fair price$323 above market
- 40,094 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to VA*
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Located in Huntsville, AL / 602 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX2MD228798
Stock: 27326720
Certified Pre-Owned: No - Price Drop
- 51,660 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Cincinnati, OH / 480 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX9MD206460
Stock: 2003877321
Certified Pre-Owned: No
Listed since: 07-10-2025 - New Listing
- 67,205 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CO to VA*
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Located in Littleton, CO / 1,568 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDXXMD218651
Stock: 27165875
Certified Pre-Owned: No - New Listing
- 38,416 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- CarMax (In-stock online)
- Transfer available from CO to VA*
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Located in Colorado Springs, CO / 1,556 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJMMN4MD139636
Stock: 27637049
Certified Pre-Owned: No - New Listing
- 47,628 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Preston Nissan (137 mi away)
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Located in Hurlock, MD / 137 miles away from Chesapeake, VA
19/27 City/Highway MPGFounded in 1975, Preston has been providing a friendly, no-hassle car buying experience for more than 45 years. We have been fam...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX3MD165288
Stock: M250053A
Certified Pre-Owned: No
Listed since: 06-20-2025 - Price Drop
- 67,533 miles
- 1 accident, 3 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Glen Burnie DriveTime (169 mi away)
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Located in Glen Burnie, MD / 169 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB4KD199033
Stock: 1630093756
Certified Pre-Owned: No
Listed since: 06-17-2025 - 53,483 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Rocky Mount Chrysler Dodge Jeep Ram FIAT (105 mi away)
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Located in Rocky Mount, NC / 105 miles away from Chesapeake, VA
Clean CARFAX. Hydro Blue Pearlcoat 2023 Jeep Cherokee Altitude 4WD 9-Speed 948TE Automatic 2.4L I4 Recent Arrival! Odometer is 705 miles below market ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB9PD113155
Stock: P14770
Certified Pre-Owned: No
Listed since: 07-11-2025- New Listing
- 59,056 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to VA*
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Located in Knoxville, TN / 445 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX2MD208812
Stock: 27216237
Certified Pre-Owned: No - New Listing
- 47,904 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Atlanta, GA / 506 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX2MD128040
Stock: 2003898753
Certified Pre-Owned: No
Listed since: 07-16-2025 - 55,610 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram of Smyrna (181 mi away)
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Located in Smyrna, DE / 181 miles away from Chesapeake, VA
Cherokee Altitude, 4D Sport Utility, 2.4L I4, 9-Speed 948TE Automatic, 4WD, Bright White Clearcoat, Black Leather, Quick Order Package 2BT. 2023 Jeep ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB5PD114111
Stock: NP25065
Certified Pre-Owned: No
Listed since: 04-14-2025- New Listing
- 44,787 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Dick Myers Chrysler Dodge Jeep Ram (187 mi away)
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Located in Harrisonburg, VA / 187 miles away from Chesapeake, VA
2021 Jeep Cherokee Latitude Lux Bright White Clearcoat 4WD 3.2L V6BALANCE OF FACTORY WARRANTY, CLEAN CARFAX NO DAMAGE, ONE OWNER, LOCAL TRADE-IN, FU...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX5MD208884
Stock: U-07409
Certified Pre-Owned: No
Listed since: 06-29-2025 - 94,556 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Midland, TX / 1,509 miles away from Chesapeake, VA
CarFax No Accidents Reported,High Demand,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lan...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLDX2MD187308
Stock: MD187308P
Certified Pre-Owned: No- New Listing
- 31,836 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Deacon Jones Chevrolet of La Grange (133 mi away)
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Located in La Grange, NC / 133 miles away from Chesapeake, VA
Recent Arrival! CARFAX One-Owner. Bright White Clearcoat 2021 Jeep Cherokee Latitude Lux 2.0L I4 DOHC 9-Speed 948TE Automatic FWD 115V Auxiliary Power...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJLMN6MD134741
Stock: FL20432
Certified Pre-Owned: No
Listed since: 05-11-2025 - New Listing$21,998fair price$132 above market
- 21,150 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Doral, FL / 794 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX6MD130951
Stock: 27634882
Certified Pre-Owned: No - New Listing
- 27,828 miles
- Issue reported, 1 owner, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in San Angelo, TX / 1,439 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Lane Keeping Assist,4 Cylin...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB6MD150364
Stock: MD150364P
Certified Pre-Owned: No - New Listing
- 82,903 miles
- 1 accident, 3 owners, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB7KD261587
Stock: 2003870015
Certified Pre-Owned: No
Listed since: 07-19-2025 - New Listing
Photos not available- Not provided
- No accidents, 2 owners, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- CMA's Honda of Lynchburg (172 mi away)
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Located in Lynchburg, VA / 172 miles away from Chesapeake, VA
Thank you for choosing CMA's Honda of Lynchburg, this Blue Shade Pearlcoat 2019 Jeep Cherokee Latitude is a great choice! Check out the following:No A...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMCB5KD477762
Stock: P8563A
Certified Pre-Owned: No
Listed since: 07-18-2025 - Not Priced
- 57,435 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
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Located in Westminster, MD / 199 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB9PD110921
Stock: PD110921
Certified Pre-Owned: No
Listed since: 07-10-2025 - New Listing
- 68,705 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Don White's Timonium Chrysler Jeep Dodge Ram (191 mi away)
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Located in Cockeysville, MD / 191 miles away from Chesapeake, VA
Dealer Sting-Gray Clearcoat 2021 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6 7 & 4 Pin Wiring Harness, Apple CarPlay/Android Auto, Auto...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX3MD110145
Stock: 4384
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop
- 32,176 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- DriveTime Woodbridge (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB2KD466695
Stock: 1630089879
Certified Pre-Owned: No
Listed since: 03-17-2025
Showing 295 - 315 out of 1,639 listings
Consumer Reviews for the Jeep Cherokee
Read recent reviews for the Jeep Cherokee
My new Jeep
bmwcharlie, 02/01/2021
2021 Jeep Cherokee Limited 4dr SUV (3.2L 6cyl 9A)
Time for a new lease as my Tiguan went back. I looked at a new Tiguan, Subaru Outback, Jeep Cherokee and the Volvo X 40. I chose the Jeep Cherokee.
The Jeep felt the most substantial by far. I was surprised by the cheap plastic center in the Subaru and the Volvo. The Tiguan was all plastic but for 289.00 a month all in (including all taxes and fees) the Tiguan Se was the least … expensive vehicle I have ever leased. The same equipped Tiguan was 370.00 a month. I really missed the heated steering wheel from my previous BMW so it was a must for my new lease. A Tiguan with a heated steering wheel was 407.00 a month. I set out for a new compact SUV for 350.00 a month. I never thought of leasing a Jeep but in my budget it kept coming up so I test drove it. I knew instantly this would be my next vehicle. I leased a Jeep Cherokee V6 Limited with Elite Pkg. for 381.00 a month including taxes and all fees. This was the most equipped car I ever had. Cooled seats front and back it even can parallel park. I love the remote start which automatically turns on the heated seats and steering wheel. This Jeep is on par with my X3. Which was 500.00 a month a new one 700. a month to lease. Value wise this is the best vehicle you will find. It took months of tracking prices and negotiating for me to get this price.
The Jeep ride is great, acceleration is great too. The Volvo was slightly better but the Jeep was pretty close. It rides more like the X3. The info entertainment is easy to use intuitive and fast which really makes for a great driving experience. The Jeep is compact unlike the Tiguan which felt like you had so much space in the cabin. Handling is sharp seats are comfortable. Since it mainly me and one other person most of the time I can live with the snug cabin. I took Delivery at the end of November and have had no problems. Fit and finish is great so I am thinking it should be pretty reliable.
Update: I still love my Cherokee. The Adaptive cruise control is amazing. Life changing feature. The stop and go really takes the sting out of heavy traffic. The automatic high beams are amazing. The ride is great it really takes any size pot hole no problem. Well not quite the razor sharp handle of a BMW it’s much more comfortable. The ride, handling, and acceleration strike a great balance. The lane keep assist is the cars big down fall. It’s will pull slightly at the wheel for no reason. Less on the highway than around town. It feels like you hit a piece of ice. I doesn’t bother me as much now but at first it was annoying as hell. I tried to disable it but couldn’t. I just put it on the lowest setting. Hopefully they will use a lane centering on the next update. The car feels so high tech it’s quite unexpected.. I am so glad I got this Jeep. I would have never considered it, if not for the chip shortage. Inventories were starting to get tight and they had the inventory. I got this lease at such a great deal.I am so grateful as prices are skyrocketing on leases. Blown away by the luxury driving experience from a Jeep, Who knew!
Used 2021 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Cherokee Trailhawk 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,857 | $20,847 | $22,842 |
| Clean | $18,456 | $20,392 | $22,332 |
| Average | $17,787 | $19,635 | $21,484 |
| Rough | $16,917 | $18,651 | $20,380 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $22,123. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 50,644. Based on the average mileage of 50,644 for used 2021 Jeep Cherokee for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Jeep Cherokee 2021 in Chesapeake, Virginia to be $17,787.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.