Used Toyota Highlander for Sale in Jamaica Plain, MA
Buy a versatile Toyota Highlander in JP, Massachusetts
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1,245 listings
- $32,000great price$5,035 below market
- 44,958 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- AutoMax PreOwned Framingham (16 mi away)
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Located in Framingham, MA / 16 miles away from Jamaica Plain, MA
8-Passenger AWD - Magnetic Gray exterior on Black interior with Apple CarPlay / Android Auto, Backup Camera, Steering Wheel Mounted Media Controls, Ac...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS039708
Stock: 039708
Certified Pre-Owned: No
Listed since: 04-24-2025 - Price Drop$33,999good price$4,055 below market
- 41,011 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- McGovern Chrysler Jeep Dodge Ram (6 mi away)
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Located in Newton, MA / 6 miles away from Jamaica Plain, MA
Recent Arrival! McGovern CDJR of Newton is proud to present this... CARFAX One-Owner.Black 2023 Toyota Highlander L AWD 2.4L I4 PDI Turbocharged DOHC...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH3PS030637
Stock: JN7517A
Certified Pre-Owned: No
Listed since: 03-08-2025 - $34,500great price$2,816 below market
- 33,143 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- AutoMax PreOwned Framingham (16 mi away)
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Located in Framingham, MA / 16 miles away from Jamaica Plain, MA
AWD XLE Edition - Midnight Black exterior on Black Leatherette interior with Sunroof / Moonroof, Heated Seats, Apple CarPlay / Android Auto, Steering ...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH2NS220367
Stock: 220367T
Certified Pre-Owned: No
Listed since: 05-06-2025 - Price Drop$39,998great price$2,553 below market
- 21,968 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Herb Chambers Honda (4 mi away)
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Located in Boston, MA / 4 miles away from Jamaica Plain, 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: 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/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS508991
Stock: BH84412A
Certified Pre-Owned: No
Listed since: 07-15-2025 - Price Drop$25,988good price$1,430 below market
- 58,326 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Ira Lexus (20 mi away)
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Located in Danvers, MA / 20 miles away from Jamaica Plain, MA
Ooh La La Rouge Mica exterior and Black interior. Heated Leather Seats, Third Row Seat, Navigation, Moonroof, Captains Chairs, All Wheel Drive, ROOF R...
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH7JS890779
Stock: JS890779
Certified Pre-Owned: No
Listed since: 06-26-2025 - $25,625good price$1,287 below market
- 82,491 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- McGee Toyota of Hanover (19 mi away)
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Located in Hanover, MA / 19 miles away from Jamaica Plain, MA
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFHXKS590719
Stock: 66197B
Certified Pre-Owned: No
Listed since: 06-23-2025 - $21,900fair price$626 below market
- 95,622 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 19 City / 26 Hwy MPG
- McGovern Hyundai (17 mi away)
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Located in Brockton, MA / 17 miles away from Jamaica Plain, 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH1KS990396
Stock: HY15531A
Certified Pre-Owned: No
Listed since: 06-16-2025 - $40,449good price$1,079 below market
- 40,026 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Hertz Car Sales Lynn (14 mi away)
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Located in Lynn, MA / 14 miles away from Jamaica Plain, MA
*All prices plus government fees and taxes, any finance charges, any electronic filing charge, and any emission testing charge. The price includes a d...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH7RS553596
Stock: 55247
Certified Pre-Owned: No
Listed since: 06-20-2025 - $33,000fair price$676 below market
- 36,501 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Automax Pre Owned Marlborough (21 mi away)
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Located in Marlborough, MA / 21 miles away from Jamaica Plain, MA
Only 36k Miles - AWD XLE Edition - Midnight Black exterior on Beige Leatherette interior with Navigation / GPS / NAV, Sunroof / Moonroof, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH0LS515887
Stock: 515887
Certified Pre-Owned: No
Listed since: 06-20-2025 - Price Drop$28,987fair price$160 below market
- 67,199 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- McGee Toyota of Hanover (19 mi away)
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Located in Hanover, MA / 19 miles away from Jamaica Plain, MA
At McGee Toyota of Hanover, all our vehicles go through an extensive safety check.Equipment & Safety features include: Dynamic Radar Cruise Control,...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH0MS551182
Stock: 66278A
Certified Pre-Owned: No
Listed since: 06-26-2025 - Price Drop$37,987fair price$297 below market
- 22,431 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Kia North Danvers (21 mi away)
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Located in Danvers, MA / 21 miles away from Jamaica Plain, MA
Explore comfort, versatility, and advanced features in this 2022 Toyota Highlander XLE with just 22,431 miles, available now at KIA North Danvers in D...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH2NS589200
Stock: 0654A
Certified Pre-Owned: No
Listed since: 06-28-2025 - New Listing$17,998good price$694 below market
- 101,728 miles
- 2 accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Herb Chambers Cadillac of Lynnfield (16 mi away)
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Located in Lynnfield, MA / 16 miles away from Jamaica Plain, 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: 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 (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH7FS216434
Stock: 317481A
Certified Pre-Owned: No
Listed since: 06-27-2025 - Price Drop$18,777fair price$620 below market
- 140,255 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Prestige Motor Sales (11 mi away)
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Located in Malden, MA / 11 miles away from Jamaica Plain, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH8JS902244
Stock: 902244
Certified Pre-Owned: No - $39,495fair price$22 above market
- 24,935 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Woburn Toyota (14 mi away)
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Located in Woburn, MA / 14 miles away from Jamaica Plain, MA
COME VISIT OUR INDOOR CLIMATE CONTROLLED SHOWROOM!, Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, 3rd row seats: split-bench...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH8NS224780
Stock: N37758A
Certified Pre-Owned: Yes
Listed since: 06-23-2025 - New Listing$24,498fair price$823 below market
- 65,896 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Jaguar Boston (4 mi away)
Close
Located in Boston, MA / 4 miles away from Jamaica Plain, 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: 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: 5TDJZRFH8HS469437
Stock: NB754010C
Certified Pre-Owned: No
Listed since: 05-30-2025 - New Listing$37,498fair price$186 above market
- 33,182 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Herb Chambers Volvo Cars Norwood (9 mi away)
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Located in Norwood, MA / 9 miles away from Jamaica Plain, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH1NS206749
Stock: XVP3717
Certified Pre-Owned: No
Listed since: 06-21-2025 - Price Drop$23,500good price$1,220 below market
- 62,828 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- McGovern Hyundai (17 mi away)
Close
Located in Brockton, MA / 17 miles away from Jamaica Plain, 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 (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH3FS190539
Stock: HY15755A
Certified Pre-Owned: No
Listed since: 07-14-2025 - Price Drop$25,999good price$934 below market
- 100,356 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- McGovern Chrysler Jeep Dodge Ram (6 mi away)
Close
Located in Newton, MA / 6 miles away from Jamaica Plain, MA
Recent Arrival! McGovern CDJR of Newton is proud to present this...Blue 2021 Toyota Highlander LE AWD 3.5L V6 DOHC 8-Speed Automatic CARFAX One-Owner...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH7MS095679
Stock: JN8042A
Certified Pre-Owned: No
Listed since: 06-03-2025 - Price Drop$26,889fair price$471 below market
- 74,742 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Lexus of Watertown (5 mi away)
- Home delivery*Five Star Dealer
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Located in Watertown, MA / 5 miles away from Jamaica Plain, MA
Blizzard Pearl exterior and ASH interior. Heated Leather Seats, 3rd Row Seat, NAV, Sunroof, Alloy Wheels, Quad Seats, All Wheel Drive, ALL-WEATHER FLO...
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH6KS599305
Stock: 1602304A
Certified Pre-Owned: No
Listed since: 07-08-2025 - New Listing$25,687good price$872 below market
- 67,388 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Ira Acura Westwood (6 mi away)
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Located in Westwood, MA / 6 miles away from Jamaica Plain, MA
Blizzard Pearl exterior and Ash interior. Heated Leather Seats, Third Row Seat, Nav System, Moonroof, Aluminum Wheels, Quad Bucket Seats, All Wheel Dr...
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH0JS859891
Stock: JS859891
Certified Pre-Owned: No
Listed since: 07-28-2025 - $40,959good price$1,126 below market
- 35,567 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Hertz Car Sales Lynn (14 mi away)
Close
Located in Lynn, MA / 14 miles away from Jamaica Plain, MA
*All prices plus government fees and taxes, any finance charges, any electronic filing charge, and any emission testing charge. The price includes a d...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH9RS547914
Stock: 55271
Certified Pre-Owned: No
Listed since: 06-30-2025
Showing 1 - 21 out of 1,245 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.