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1,593 listings
- Price Drop$22,999fair price$43 above market
- 49,735 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Virginia Beach (11 mi away)
- Home delivery*
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 1C4PJMMBXPD109731
Stock: 7W81J3
Certified Pre-Owned: No
Listed since: 06-02-2025 - $25,590fair price$282 above market
- 24,147 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Indianapolis, IN / 579 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: 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: 1C4PJMDXXMD236695
Stock: 2003774139
Certified Pre-Owned: No
Listed since: 05-31-2025 - Price Drop$22,999fair price$45 above market
- 49,771 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Newport News (28 mi away)
- Home delivery*
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Located in Newport News, VA / 28 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 1C4PJMMB8PD112997
Stock: 7W1C5S
Certified Pre-Owned: No
Listed since: 05-28-2025 - $21,454good price$1,886 below market
- 50,305 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Bleecker Chrysler Dodge Jeep Ram (165 mi away)
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Located in Dunn, NC / 165 miles away from Chesapeake, VA
Heated Leather Seats, NAV, Remote Engine Start, Onboard Communications System, iPod/MP3 Input, Satellite Radio, 4x4, Power Liftgate KEY FEATURES INC...
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: 1C4PJMMB6PD115249
Stock: P9477
Certified Pre-Owned: No
Listed since: 03-05-2025 - Price Drop$15,995good price$1,141 below market
- 88,643 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Westgate Mitsubishi (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
2019 Jeep Cherokee Limited Under that iconic seven-slot grille is power you can feel. Smooth on pavement, confident in the snow, and always ready fo...
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: 1C4PJMDX8KD282684
Stock: M5922XP
Certified Pre-Owned: No
Listed since: 05-21-2025 - $22,998fair price$298 below market
- 24,332 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IL to VA*
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Located in Algonquin, IL / 746 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB8MD237201
Stock: 27000498
Certified Pre-Owned: No - New Listing$16,300fair price$171 below market
- 98,883 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
Clean CARFAX. Granite Crystal Metallic Clearcoat 2019 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6 Cherokee Limited, 4D Sport Utility, 3....
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: 1C4PJMDX0KD423392
Stock: 1025778A
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$19,799good price$1,125 below market
- 32,515 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Klamath Falls, OR / 2,425 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steer...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB6MD183848
Stock: MD183848C
Certified Pre-Owned: Yes - New Listing$15,999great price$2,710 below market
- 105,434 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Gateway Auto US (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX4KD132199
Stock: 132199-18
Certified Pre-Owned: No - $15,995fair price$621 below market
- 83,043 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Vineland Hyundai (197 mi away)
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Located in Millville, NJ / 197 miles away from Chesapeake, VA
LOCAL TRADE, CLEAN CAR FAX, BLIND SPOT MONITORING SYSTEM, BACK-UP CAMERA, APPLE CAR PLAY, ANDROID AUTO, 4X4, BLUETOOTH. 2019 Jeep Cherokee Latitude Pl...
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: 1C4PJMLX2KD223762
Stock: V01214A
Certified Pre-Owned: No
Listed since: 06-27-2025 - $14,499fair price$835 below market
- 68,660 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Metri Motors (154 mi away)
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Located in Raleigh, NC / 154 miles away from Chesapeake, VA
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB9KD301596
Stock: 301596
Certified Pre-Owned: No - $22,498fair price$388 below market
- 51,092 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Hampton Chevrolet (23 mi away)
- Home delivery*
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Located in Hampton, VA / 23 miles away from Chesapeake, VA
Bright White Clearcoat 2023 Jeep Cherokee AltitudeThis vehicle comes complimentary with a 99 DAY OR 3,000 MILE POWERTRAIN WARRANTY., LOCAL TRADE, A...
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: 1C4PJMMB7PD111081
Stock: Z2522508A
Certified Pre-Owned: No
Listed since: 06-26-2025 - $19,500good price$1,521 below market
- 46,249 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 2,153 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyle...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB1MD120320
Stock: MD120320P
Certified Pre-Owned: Yes - $22,590fair price$506 above market
- 42,321 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
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: 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: 1C4PJMMX1MD221471
Stock: 2003778560
Certified Pre-Owned: No
Listed since: 06-03-2025 - $25,998fair price
- 14,105 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Fort Worth, TX / 1,232 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: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX9MD228717
Stock: 27599307
Certified Pre-Owned: No - New Listing$16,499fair price$794 below market
- 82,591 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Safford Brown Honda Glen Burnie (170 mi away)
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Located in Glen Burnie, MD / 170 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Diamond Black Crystal Pearlcoat 2019 Jeep Cherokee Limited 4D Sport Utility 4x4 4WD 9-Speed 948TE Automatic 3.2L V6*...
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: 1C4PJMDX2KD372476
Stock: B120070A
Certified Pre-Owned: No
Listed since: 04-01-2025 - $16,320good price$1,846 below market
- 78,950 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Capital Chrysler Jeep Dodge Ram (148 mi away)
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Located in Garner, NC / 148 miles away from Chesapeake, VA
Recent Arrival! Capital Chrysler Jeep Dodge - NC is excited to offer this handsome 2019 Jeep Cherokee Bright White Clearcoat Limited.FACTORY CERTIFI...
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: 1C4PJLDX2KD190593
Stock: RC37508B
Certified Pre-Owned: Yes
Listed since: 07-04-2025 - New Listing$18,990fair price$810 above market
- 68,893 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMCB8MD133054
Stock: 2003733498
Certified Pre-Owned: No
Listed since: 05-23-2025 - $18,995fair price$831 below market
- 65,269 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Exclusive Motor Cars (186 mi away)
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Located in Randallstown, MD / 186 miles away from Chesapeake, VA
This 2019 Billet Silver Metallic Clearcoat Jeep Cherokee Trailhawk 4WD is well equipped and includes these features and benefits:. 4WD Clean CARFAX....
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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX0KD427252
Stock: D427252
Certified Pre-Owned: No
Listed since: 05-14-2024 - $15,999fair price$368 below market
- 92,405 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Haley Chrysler Dodge Jeep Ram (82 mi away)
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Located in Richmond, VA / 82 miles away from Chesapeake, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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: 1C4PJLLN8KD247122
Stock: C538876A
Certified Pre-Owned: No
Listed since: 06-30-2025 - $18,760good price$770 below market
- 67,000 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Mazda of New Bern (123 mi away)
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Located in New Bern, NC / 123 miles away from Chesapeake, VA
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: 1C4PJMLB6MD110422
Stock: 2235Q
Certified Pre-Owned: No
Listed since: 05-17-2025
Showing 127 - 147 out of 1,593 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 2023 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2023 Jeep Cherokee Altitude Lux 4dr SUV 4WD (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,984 | $18,116 | $19,393 |
| Clean | $16,772 | $17,870 | $19,110 |
| Average | $16,417 | $17,460 | $18,637 |
| Rough | $15,956 | $16,927 | $18,022 |
The average list price of a used 2023 Jeep Cherokee in Chesapeake, Virginia is $19,561. The average mileage on a used Jeep Cherokee 2023 for sale in Chesapeake, Virginia is 61,159. Based on the average mileage of 61,159 for used 2023 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 2023 in Chesapeake, Virginia to be $16,417.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.