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1,771 listings
- Price Drop$31,492great price$5,055 below market
- 52,238 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Irwin Toyota (85 mi away)
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Located in Laconia, NH / 85 miles away from Boston, MA
AWD. Clean CARFAX. Certified. Midnight Black Metallic 2021 Toyota Highlander XLE XLE AWD 8-Speed Automatic 3.5L V6 DOHCDRIVE WORRY FREE Never worry wh...
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/27 Highway)
Listing Information:
VIN: 5TDHZRBH8MS126206
Stock: CHP223
Certified Pre-Owned: Yes
Listed since: 06-26-2025 - Price Drop$22,998great price$2,883 below market
- 112,821 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Planet Honda (80 mi away)
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Located in Tilton, NH / 80 miles away from Boston, MA
CLEAN CARFAX!!, REVERSE CAMERA!!, BLUETOOTH CONNECTIVITY!!, PUSH BUTTON START!!, XM RADIO READY!!, ANDROID AUTO!!, APPLE CARPLAY!!, ONE ORIGINAL 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: 5TDBZRBH7MS542656
Stock: MS542656T
Certified Pre-Owned: No
Listed since: 06-13-2025 - $36,829great price$2,773 below market
- 26,717 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- McGovern Toyota of Portsmouth (52 mi away)
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Located in Portsmouth, NH / 52 miles away from Boston, MA
McGovern Toyota of Portsmouth is proud to present this McGovern Certified... Gray 2021 Toyota Highlander Limited AWD 3.5L V6 DOHC 8-Speed Automatic CA...
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: 5TDDZRBH9MS541744
Stock: TU583
Certified Pre-Owned: Yes
Listed since: 07-11-2025 - $33,074great price$2,831 below market
- 64,644 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- McGovern Toyota of Portsmouth (52 mi away)
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Located in Portsmouth, NH / 52 miles away from Boston, MA
McGovern Toyota of Portsmouth is proud to present this McGovern Certified... Celestial Silver Metallic 2021 Toyota Highlander XSE AWD 3.5L V6 DOHC 8-S...
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: 5TDJZRBH8MS079051
Stock: TP2427A
Certified Pre-Owned: Yes
Listed since: 05-23-2025 - Price Drop$28,687fair price$588 below market
- 67,199 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- McGee Toyota of Hanover (20 mi away)
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Located in Hanover, MA / 20 miles away from 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: 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 - $39,991fair price$139 below market
- 31,152 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Rowe Ford Lincoln of Westbrook (100 mi away)
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Located in Westbrook, ME / 100 miles away from Boston, MA
CARFAX One-Owner. Midnight Black Metallic 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC PRICE INCLUDES DEALER DOC FEE!, 3rd Row S...
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: 5TDFZRBHXMS098089
Stock: 252894A
Certified Pre-Owned: No
Listed since: 06-17-2025 - $29,998good price$2,091 below market
- 80,088 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Herb Chambers Toyota of Boston (2 mi away)
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Located in Boston, MA / 2 miles away from 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH6MS058774
Stock: 2585968A
Certified Pre-Owned: Yes
Listed since: 07-11-2025 - New Listing$32,498fair price$492 above market
- 67,205 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Jaguar Boston (2 mi away)
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Located in Boston, MA / 2 miles away from 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH6MS137636
Stock: NB818609A
Certified Pre-Owned: No
Listed since: 06-21-2025 - Price Drop$25,999good price$1,062 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)
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Located in Newton, MA / 6 miles away from Boston, 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 - New Listing$30,995good price$1,077 below market
- 35,205 miles
- 8 Seats, 20 City / 27 Hwy MPG
- McGee Toyota of Putnam (50 mi away)
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Located in Putnam, CT / 50 miles away from Boston, MA
McGee Toyota of Putnam is proud to present you with this 2021 Toyota Highlander LE! ---------- TWO (2) OWNER TRADE-IN, AWD, 3.5L V6 ENGINE, 8-SPE...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBHXMS124723
Stock: 25534B
Certified Pre-Owned: No
Listed since: 06-21-2025 - Price Drop$29,855fair price$924 below market
- 78,314 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Fazza Motors (23 mi away)
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Located in Marlborough, MA / 23 miles away from Boston, MA
White 2021 Toyota Highlander XLE V6 AWD AWD 8-Speed Automatic 3.5L V6 DOHC 3rd Row Seat, 7 Pass, AWD, Alloy Wheels, Back-up Cam, Blind Spot Monitor, B...
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/27 Highway)
Listing Information:
VIN: 5TDGZRBH3MS116002
Stock: 2013M
Certified Pre-Owned: No
Listed since: 06-13-2025 - $36,687good price$1,970 below market
- 64,339 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- McGovern Toyota of Portsmouth (52 mi away)
Close
Located in Portsmouth, NH / 52 miles away from Boston, MA
McGovern Toyota of Portsmouth is proud to present this McGovern Certified... Moon Dust 2021 Toyota Highlander Platinum AWD 3.5L V6 DOHC 8-Speed Automa...
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: 5TDFZRBH7MS120839
Stock: TP2583A
Certified Pre-Owned: Yes
Listed since: 07-05-2025 - Price Drop$34,922good price$1,223 below market
- 63,176 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Irwin Toyota (85 mi away)
Close
Located in Laconia, NH / 85 miles away from Boston, MA
AWD. Certified. White 2021 Toyota Highlander Limited Limited AWD 8-Speed Automatic 3.5L V6 DOHCDRIVE WORRY FREE Never worry when you buy from us! Our ...
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: 5TDDZRBH7MS525865
Stock: SJT594A
Certified Pre-Owned: Yes
Listed since: 07-15-2025 - Price Drop$33,998fair price$535 below market
- 44,868 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Lia Toyota of Wilbraham (72 mi away)
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Located in Wilbraham, MA / 72 miles away from Boston, MA
Blueprint 2021 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWDClean Car-Fax *, Service Records Available *, Back Up Camera *, Bluetooth Smart...
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: 5TDGZRBH8MS151828
Stock: MS151828T
Certified Pre-Owned: No
Listed since: 07-14-2025 - $37,998good price$912 below market
- 41,998 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Dartmouth Nissan (49 mi away)
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Located in Dartmouth, MA / 49 miles away from Boston, MA
AWD, 3rd row seats: split-bench, Apple CarPlay/Android Auto, Heads-Up Display, Heated front seats, Heated rear seats, Heated steering wheel, Navigatio...
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: 5TDFZRBH5MS128034
Stock: D4727
Certified Pre-Owned: No
Listed since: 05-30-2025 - New Listing$31,500fair price$698 below market
- 53,755 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Toyota of Keene (69 mi away)
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Located in Swanzey, NH / 69 miles away from Boston, MA
Certified. Clean CARFAX. 2021 Toyota Highlander LE AWD 8-Speed Automatic 3.5L V6 DOHCAWD.20/27 City/Highway MPGToyota Gold Certified Details: ...
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: 5TDBZRBH2MS528227
Stock: 25GP037
Certified Pre-Owned: Yes
Listed since: 07-14-2025 - $35,270good price$920 below market
- 50,436 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Marty's Chevrolet of Bourne (51 mi away)
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Located in Bourne, MA / 51 miles away from Boston, MA
CARFAX One-Owner. Odometer is 11015 miles below market average!Leather Seat Trim, Red Leather Interior, Wheels: 20" Machined Alloy.Blizzard Pearl ...
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: 5TDJZRBH2MS072466
Stock: C25331A1
Certified Pre-Owned: No
Listed since: 07-11-2025 - $29,998good price$1,460 below market
- 38,358 miles
- 1 accident, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Herb Chambers Ford of Westborough (29 mi away)
Close
Located in Westborough, MA / 29 miles away from 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: 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/27 Highway)
Listing Information:
VIN: 5TDBZRBH0MS537962
Stock: NSW4779B
Certified Pre-Owned: No
Listed since: 06-11-2025 - $33,999good price$1,513 below market
- 44,254 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Dartmouth (48 mi away)
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Located in North Dartmouth, MA / 48 miles away from Boston, MA
Low miles! 15,925 Miles Below Average 2021 Toyota Highlander XLE 50 State Emissions, All-Weather Floor Liner Package, Second Row Bench Seat AWD SUV Ce...
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: 5TDGZRBH5MS555184
Stock: N67146A
Certified Pre-Owned: Yes
Listed since: 07-02-2025 - $37,000good price$1,213 below market
- 42,581 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Dartmouth (48 mi away)
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Located in North Dartmouth, MA / 48 miles away from Boston, MA
Low miles! 20,323 Miles Below Average 2021 Toyota Highlander XSE 50 State Emissions, All-Weather Floor Liner Package, Premium Audio w/Integrated Navig...
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: 5TDJZRBH0MS065791
Stock: N69730A
Certified Pre-Owned: Yes
Listed since: 03-17-2025 - New Listing$30,888fair price$127 above market
- 52,331 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- MetroWest Hyundai (17 mi away)
Close
Located in Framingham, MA / 17 miles away from Boston, MA
2021 Toyota Highlander LESERVICE RECORD AVAILABLE, GOOD BRAKES, GOOD TIRES, FACTORY MAINTENANCE UP TO DATE, 18" Painted Alloy Wheels, 3rd row seats: ...
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/27 Highway)
Listing Information:
VIN: 5TDBZRBH3MS148989
Stock: PH170
Certified Pre-Owned: No
Listed since: 08-01-2025
Showing 1 - 21 out of 1,771 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Boston, MA Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $28,259 | $30,361 | $32,469 |
| Clean | $27,658 | $29,700 | $31,746 |
| Average | $26,655 | $28,597 | $30,539 |
| Rough | $25,352 | $27,163 | $28,971 |
The average list price of a used 2021 Toyota Highlander in Boston, Massachusetts is $32,604. The average mileage on a used Toyota Highlander 2021 for sale in Boston, Massachusetts is 57,716. Based on the average mileage of 57,716 for used 2021 Toyota Highlander for sale in Boston, MA 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 Toyota Highlander 2021 in Boston, Massachusetts to be $26,655.
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