Used Land Rover Discovery Sport for Sale in Pittsfield, MA
Shop for a luxurious Land Rover Discovery Sport in the county seat of Berkshire County, Massachusetts
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187 listings
- $43,798great price$6,003 below market
- 12,046 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 19 City / 23 Hwy MPG
- Land Rover Sudbury (96 mi away)
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Located in Sudbury, MA / 96 miles away from Pittsfield, MA
INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX3SH352920
Stock: XL352920
Certified Pre-Owned: Yes
Listed since: 06-27-2025 - Price Drop$41,390great price$4,208 below market
- 15,502 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Mt. Kisco (89 mi away)
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Located in Mount Kisco, NY / 89 miles away from Pittsfield, MA
Technology PackEiger Grey MetallicWheels: 20" Style 5089 Gloss BlackCold Climate PackPanoramic RoofPremium Interior Protection & Storage PackLea...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCL2FX0RH346710
Stock: RH346710
Certified Pre-Owned: Yes
Listed since: 06-27-2025 - $39,900good price$4,321 below market
- 8,163 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Albany (36 mi away)
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Located in Albany, NY / 36 miles away from Pittsfield, MA
Land Rover Albany is proud to present this Lightly Used Certified Pre Owned 2024 Land Rover Discovery Sport S 4-Cylinder. This former courtesy vehicle...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX5RH350998
Stock: L1526L
Certified Pre-Owned: Yes
Listed since: 06-18-2025 - $27,500good price$2,737 below market
- 20,386 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 23 Hwy MPG
- AutoMax PreOwned Framingham (93 mi away)
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Located in Framingham, MA / 93 miles away from Pittsfield, MA
Only 20k Miles - AWD / 4x4 Sport S Edition - Santorini Black Metallic exterior on Ebony Black Leather interior with Navigation / GPS / NAV, Panorama G...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX3NH910219
Stock: 910219
Certified Pre-Owned: No
Listed since: 05-29-2025 - $27,500fair price$1,323 below market
- 24,780 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 23 Hwy MPG
- AutoMax PreOwned Framingham (93 mi away)
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Located in Framingham, MA / 93 miles away from Pittsfield, MA
Only 24k Miles - AWD / 4x4 Sport SE Edition - Santorini Black Metallic exterior on Ebony Black Leather interior with Navigation / GPS / NAV, Panorama ...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCP2FX6NH913730
Stock: 913730
Certified Pre-Owned: No
Listed since: 04-03-2025 - Price Drop$27,498fair price$484 below market
- 34,276 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Sudbury (96 mi away)
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Located in Sudbury, MA / 96 miles away from Pittsfield, MA
INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX7NH906061
Stock: T906061
Certified Pre-Owned: Yes
Listed since: 07-15-2025 - $26,998fair price$566 above market
- 46,019 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- The Highline Group (98 mi away)
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Located in Lowell, MA / 98 miles away from Pittsfield, MA
CARFAX One-Owner. Clean CARFAX. 2021 Land Rover Discovery Sport SE Eiger Gray Metallic 4WD 9-Speed Automatic 2.0L I4 Turbocharged 12-Way Heated Electr...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCP2FXXMH884604
Stock: 25-221
Certified Pre-Owned: No - $21,999fair price$284 above market
- 42,885 miles
- No accidents, 1 owner, personal use
- 5 Seats, 21 City / 25 Hwy MPG
- Audi Shrewsbury (81 mi away)
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Located in Shrewsbury, MA / 81 miles away from Pittsfield, MA
Recent Arrival!Audi of Shrewsbury is proud to present this...2019 Land Rover Discovery Sport HSE White 2.0L I4 Turbocharged 9-Speed Automatic 4WD Cl...
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 (21 City/25 Highway)
Listing Information:
VIN: SALCR2FX0KH826556
Stock: AU3104
Certified Pre-Owned: No
Listed since: 07-10-2025 - $23,000fair price$746 above market
- 52,305 miles
- No accidents, personal use only
- 5 Seats, 19 City / 24 Hwy MPG
- Metro Ford Sales (39 mi away)
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Located in Schenectady, NY / 39 miles away from Pittsfield, MA
2020 Land Rover Discovery Sport S R-DynamicClean CARFAX.
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Title information not provided
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/24 Highway)
Listing Information:
VIN: SALCT2FX5LH837412
Stock: 65414
Certified Pre-Owned: No
Listed since: 06-27-2025 - 6,895 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Mt. Kisco (89 mi away)
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Located in Mount Kisco, NY / 89 miles away from Pittsfield, MA
Technology Pack,Santorini Black Metallic,Cold Climate Pack,Panoramic Roof,Premium Interior Protection & Storage Pack,Leather Seats,Navigation System,B...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX9RH346226
Stock: RH346226
Certified Pre-Owned: No
Listed since: 09-01-2024- 9,362 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Mt. Kisco (89 mi away)
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Located in Mount Kisco, NY / 89 miles away from Pittsfield, MA
Carpathian Gray Premium Metallic,Technology Pack,Cold Climate Pack,Panoramic Roof,Premium Interior Protection & Storage Pack,Black Locks & Lugs Wheel ...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX9RH350261
Stock: RH350261
Certified Pre-Owned: No
Listed since: 10-16-2024- $26,449good price$1,332 below market
- 31,757 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 23 Hwy MPG
- ACI Auto Group (52 mi away)
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Located in East Windsor, CT / 52 miles away from Pittsfield, MA
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCL2FX6MH904603
Stock: 904603
Certified Pre-Owned: No - Price Drop$10,458good price$1,120 below market
- 93,072 miles
- 2 accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 26 Hwy MPG
- Auto Care (57 mi away)
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Located in Vernon Rockville, CT / 57 miles away from Pittsfield, MA
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 (20 City/26 Highway)
Listing Information:
VIN: SALCR2BG1GH568500
Stock: 568500
Certified Pre-Owned: No - New Listing
- 49,434 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 24 Hwy MPG
- Wallingford Auto Park (72 mi away)
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Located in Wallingford, CT / 72 miles away from Pittsfield, MA
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 (19 City/24 Highway)
Listing Information:
VIN: SALCJ2FX1LH878738
Stock: 19335
Certified Pre-Owned: No
Listed since: 07-18-2025 - Price Drop$41,802great price$8,918 below market
- 8,916 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Darien (96 mi away)
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Located in Darien, CT / 96 miles away from Pittsfield, MA
2025 Land Rover Discovery Sport SLandrover Certified, Service Record Available, Good brakes, Good Tires, Factory Maintenance up to Date, Bought, Servi...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX3SH359270
Stock: H359270A
Certified Pre-Owned: Yes - $32,000great price$7,462 below market
- 14,306 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 23 Hwy MPG
- Brigham-Gill Chrysler Jeep Dodge Ram (98 mi away)
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Located in Natick, MA / 98 miles away from Pittsfield, MA
Brigham-Gill Village CDJR is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2023 Land Rover Discovery Sport SE R-Dynamic...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCL2FX9PH321284
Stock: J30628A
Certified Pre-Owned: No
Listed since: 04-05-2025 - Price Drop$32,890great price$4,233 below market
- 8,740 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Mission Viejo, CA / 2,461 miles away from Pittsfield, MA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCP2FX3PH338036
Stock: RPH338036
Certified Pre-Owned: No - Price Drop$39,848great price$6,140 below market
- 8,316 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Darien (96 mi away)
Close
Located in Darien, CT / 96 miles away from Pittsfield, MA
2024 Land Rover Discovery Sport SLandrover Certified, Service Record Available, Good brakes, Good Tires, Factory Maintenance up to Date, Bought, Servi...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX3RH351292
Stock: H351292A
Certified Pre-Owned: Yes - $44,194great price$5,450 below market
- 4,750 miles
- No accidents, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Fairfield (89 mi away)
Close
Located in Fairfield, CT / 89 miles away from Pittsfield, MA
Certified. Hakuba Silver Metallic 2025 Land Rover Discovery Sport SCLEAN CARFAX - NO ACCIDENTS, CERTIFIED, Discovery Sport S, 2.0L I4 Turbocharged, 9-...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX4SH356393
Stock: 3672L
Certified Pre-Owned: Yes - New Listing$39,998fair price$1,961 below market
- 8,535 miles
- 5 Seats, 19 City / 23 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to MA*
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Located in Mobile, AL / 1,155 miles away from Pittsfield, MA
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 Unavailable.
Features and Specs:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCL2FX9RH352649
Stock: 27608309
Certified Pre-Owned: No - $43,698good price$4,661 below market
- 5,010 miles
- No accidents, personal use only
- 5 Seats, 19 City / 23 Hwy MPG
- Land Rover Fairfield (89 mi away)
Close
Located in Fairfield, CT / 89 miles away from Pittsfield, MA
Certified. Fuji White 2025 Land Rover Discovery Sport SCLEAN CARFAX - NO ACCIDENTS, CERTIFIED, 2.0L I4 Turbocharged, 9-Speed Automatic, Ebony w/Lunar ...
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:
20 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: SALCJ2FX8SH353836
Stock: 3673L
Certified Pre-Owned: Yes
Showing 1 - 21 out of 187 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.