Used Toyota Grand Highlander for Sale in South Boston, MA
Buy a luxurious Toyota Grand Highlander in Southie, Massachusetts
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87 listings
- Price Drop$44,846good price$2,314 below market
- 13,351 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Hertz Car Sales Lynn (9 mi away)
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Located in Lynn, MA / 9 miles away from South Boston, 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: 5TDAAAA52RS017636
Stock: 55230
Certified Pre-Owned: No
Listed since: 06-17-2025 - Price Drop$46,529fair price$1,065 below market
- 17,521 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- McGee Toyota of Hanover (18 mi away)
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Located in Hanover, MA / 18 miles away from South Boston, 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: 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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB59RS045299
Stock: MR4895
Certified Pre-Owned: No
Listed since: 06-10-2025 - 137 miles
- No accidents, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Woburn Toyota (12 mi away)
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Located in Woburn, MA / 12 miles away from South Boston, MA
COME VISIT OUR INDOOR CLIMATE CONTROLLED SHOWROOM!, Grand Highlander XLE, 4D Sport Utility, 2.4L 4-Cylinder, 8-Speed Automatic, AWD, 3rd row seats: sp...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB56SS092280
Stock: N37496A
Certified Pre-Owned: No
Listed since: 06-18-2025- $46,995fair price$1,255 above market
- 21,675 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 27 Hwy MPG
- Colonial Chevrolet (22 mi away)
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Located in Acton, MA / 22 miles away from South Boston, MA
Highlights of this 2024 Toyota Grand Highlander include: Serviced here, Non-Smoker vehicle, Very Nice, CARFAX 1-Owner. JUST REPRICED FROM $47,988, EPA...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB54RS036851
Stock: C25109A
Certified Pre-Owned: No
Listed since: 04-04-2025 - $47,498fair price$20 above market
- 28,854 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Herb Chambers BMW of Sudbury (19 mi away)
- Home delivery*
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Located in Sudbury, MA / 19 miles away from South Boston, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB56RS006735
Stock: L34055A
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop
- 30,172 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Norwood (13 mi away)
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Located in Norwood, MA / 13 miles away from South Boston, 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
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB50RS017021
Stock: 27653569
Certified Pre-Owned: No - Price Drop$45,590great price$7,772 below market
- 18,783 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Cleveland, OH / 552 miles away from South Boston, MA
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB57RS063784
Stock: 2003627729
Certified Pre-Owned: No
Listed since: 04-09-2025 - $46,990great price
- 18,985 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Dallas, TX / 1,548 miles away from South Boston, MA
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB54RS060468
Stock: 2003754664
Certified Pre-Owned: No
Listed since: 05-21-2025 - $49,999good price$3,063 below market
- 2,285 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Farmington Hills, MI / 631 miles away from South Boston, MA
Low Mileage
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: 5TDAAAB56RS059628
Stock: RS059628P
Certified Pre-Owned: No - $43,495great price
- 26,496 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Grapevine, TX / 1,558 miles away from South Boston, MA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...
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: 5TDAAAA55RS002886
Stock: RS002886A
Certified Pre-Owned: No - New Listing$45,590great price$3,581 below market
- 13,886 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 2,627 miles away from South Boston, MA
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/28 Highway)
Listing Information:
VIN: 5TDAAAA55RS017372
Stock: 2003912080
Certified Pre-Owned: No
Listed since: 07-29-2025 - $46,898fair price$1,370 below market
- 21,575 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Faith's Toyota (In-stock online)
- Home delivery*
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Located in Westminster, VT / 89 miles away from South Boston, MA
*ALL DISCOUNTED PRICING REFLECTS FINANCING WITH TFS AT STANDARD RATES.Stop by Faith's Ford Toyota Located at 6896 US-5, Westminster, VT. We have 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB5XRS040743
Stock: T15694A
Certified Pre-Owned: Yes
Listed since: 06-20-2025 - Price Drop$50,590good price$1,461 below market
- 20,096 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Memphis, TN / 1,130 miles away from South Boston, MA
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB51RS044308
Stock: 2003671181
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$46,950good price$1,370 below market
- 10,532 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Atlantic Toyota (8 mi away)
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Located in Lynn, MA / 8 miles away from South Boston, MA
TOYOTA CERTIFIED!! **CLEAN CARFAX, ONE OWNER, NEW OIL, AIR & CABIN FILTERS** Equipped with Electronic Controlled AWD w/Trail mode, 18" ALLOY WHEELS, T...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB56RS060942
Stock: P21228
Certified Pre-Owned: No
Listed since: 06-20-2025 - $50,800good price$1,418 below market
- 10,103 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Atlantic Toyota (8 mi away)
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Located in Lynn, MA / 8 miles away from South Boston, MA
TOYOTA CERTIFIED!! **CLEAN CARFAX, ONE OWNER, ONLY 10K MILES!!** Equipped with Electronic Controlled AWD w/Trail mode, 18" ALLOY WHEELS, Temp Spare St...
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: 5TDAAAB58RS043513
Stock: P21247
Certified Pre-Owned: Yes
Listed since: 05-25-2025 - Price Drop
- 16,349 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 2,627 miles away from South Boston, MA
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA53RS004569
Stock: 2003811233
Certified Pre-Owned: No
Listed since: 06-26-2025 - $46,995good price$2,078 below market
- 16,213 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Copeland Toyota (20 mi away)
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Located in Brockton, MA / 20 miles away from South Boston, 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB55RS049169
Stock: 1546
Certified Pre-Owned: Yes
Listed since: 04-15-2025 - Price Drop$42,999good price$2,388 below market
- 35,896 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Parkway Toyota of Boston (9 mi away)
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Located in West Roxbury, MA / 9 miles away from South Boston, MA
CARFAX One-Owner.This Vehicle has the following FEATURES and OPTIONS: ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, F...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB53RS030149
Stock: RS030149P
Certified Pre-Owned: No
Listed since: 06-14-2025 - Price Drop$53,537fair price$515 below market
- 6,907 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Nucar Chevrolet Woburn (12 mi away)
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Located in Woburn, MA / 12 miles away from South Boston, MA
Storm Cloud exterior and BLACK interior. Heated Leather Seats, 3rd Row Seat, Sunroof, NAV, Turbo, Quad Seats, Panoramic Roof, WHEELS: 20 BLACK (TMS), ...
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: 5TDAAAB54RS006068
Stock: CW12091A
Certified Pre-Owned: No
Listed since: 06-13-2025 - Price Drop$53,998fair price$300 below market
- 7,981 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to MA*
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Located in Sacramento, CA / 2,626 miles away from South Boston, 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
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 (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB53RS003677
Stock: 27674066
Certified Pre-Owned: No - Price Drop$48,246fair price$41 above market
- 9,621 miles
- No accidents, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Billings, MT / 1,863 miles away from South Boston, MA
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB59RS050504
Stock: 54048
Certified Pre-Owned: No
Showing 1 - 21 out of 87 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.