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1,730 listings
- $40,398fair price$986 above market
- 28,599 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Enterprise Car Sales Worcester (39 mi away)
- Home delivery*
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Located in Worcester, MA / 39 miles away from Springfield, MA
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS047646
Stock: 7WLJ4N
Certified Pre-Owned: No
Listed since: 06-24-2025 - New Listing$25,900fair price$611 below market
- 75,366 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 26 Hwy MPG
- Keeler Honda (79 mi away)
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Located in Latham, NY / 79 miles away from Springfield, MA
ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front Bucket Seats, He...
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: 5TDJZRFH9KS950899
Stock: U21204
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$25,687fair price$729 below market
- 67,388 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Ira Acura Westwood (68 mi away)
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Located in Westwood, MA / 68 miles away from Springfield, 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 - $24,987fair price$158 below market
- 81,568 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Honda Stratham (100 mi away)
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Located in Stratham, NH / 100 miles away from Springfield, MA
2018 Toyota Highlander XLE AWD Honda Stratham, NHExplore the 2018 Toyota Highlander XLE AWD at Honda Stratham, NH powerful V6, 5,000lb towing, seat...
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: 5TDJZRFH0JS883690
Stock: P3447
Certified Pre-Owned: No
Listed since: 07-24-2025 - $19,996fair price$305 below market
- 112,996 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Sullivan Brothers Toyota (93 mi away)
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Located in Kingston, MA / 93 miles away from Springfield, MA
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFHXHS361725
Stock: A4998A
Certified Pre-Owned: No
Listed since: 05-06-2025 - $28,975great price$2,302 below market
- 88,832 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Prestige Auto Cars (37 mi away)
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Located in New Britain, CT / 37 miles away from Springfield, 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH4MS548828
Stock: 548828
Certified Pre-Owned: No - $35,749good price$1,070 below market
- 28,044 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- New Country Lexus of Latham (76 mi away)
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Located in Latham, NY / 76 miles away from Springfield, MA
**CARFAX One-Owner** **PREMIUM AUDIO** **NAVIGATION** **MOONROOF** **HEATED SEATS** Wind Chill Pearl 2022 Toyota Highlander XLE AWD 8-Speed Automatic ...
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: 5TDHZRBH2NS238579
Stock: RX25786A
Certified Pre-Owned: No
Listed since: 07-19-2025 - Price Drop$27,444fair price$77 above market
- 74,742 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Lexus of Watertown (70 mi away)
- Five Star Dealer
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Located in Watertown, MA / 70 miles away from Springfield, 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 - $26,399fair price$198 above market
- 100,356 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- McGovern Chrysler Jeep Dodge Ram (68 mi away)
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Located in Newton, MA / 68 miles away from Springfield, 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 - $28,998fair price$353 above market
- 44,200 miles
- No accidents, 2 owners, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Hartford (26 mi away)
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Located in Hartford, CT / 26 miles away from Springfield, 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: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH5LS007006
Stock: 27653308
Certified Pre-Owned: No - $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 (86 mi away)
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Located in North Dartmouth, MA / 86 miles away from Springfield, MA
Low miles! 17,255 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 - New Listing$14,995great price$2,351 below market
- 126,250 miles
- 2 accidents, 4 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Prime Auto Sales (82 mi away)
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Located in Whitman, MA / 82 miles away from Springfield, MA
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: 5TDJKRFH3ES010459
Stock: CVK-597
Certified Pre-Owned: No - Price Drop$41,598fair price$715 above market
- 31,858 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- McGee Toyota of Putnam (36 mi away)
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Located in Putnam, CT / 36 miles away from Springfield, MA
McGee Toyota of Putnam is proud to present you with this 2024 Toyota Highlander XLE! ---------- ONE (1) OWNER TRADE-IN, CLEAN CARFAX, AWD, 2.4L I...
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: 5TDKDRBH4RS529403
Stock: 25792TA
Certified Pre-Owned: No
Listed since: 07-17-2025 - $39,498fair price$228 above market
- 36,778 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Faith's Toyota (66 mi away)
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Located in Westminster, VT / 66 miles away from Springfield, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS037911
Stock: T15640A
Certified Pre-Owned: Yes
Listed since: 06-04-2025 - $21,995fair price$380 above market
- 111,837 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- John's Auto Sales (74 mi away)
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Located in Somerville, MA / 74 miles away from Springfield, 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: 5TDDKRFH8GS300258
Stock: 300258
Certified Pre-Owned: No - Price Drop$39,606fair price$624 below market
- 34,909 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Hertz Car Sales Lynn (82 mi away)
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Located in Lynn, MA / 82 miles away from Springfield, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7RS536881
Stock: 55280
Certified Pre-Owned: No
Listed since: 07-02-2025 - $24,976fair price$104 below market
- 100,757 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Balise Subaru of Hadley (14 mi away)
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Located in Hadley, MA / 14 miles away from Springfield, MA
2019 Toyota Highlander in bold Midnight Black Metallic, powered by a strong 3.5L V6 engine paired with an 8-speed automatic transmission with ECT-i. T...
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH6KS567115
Stock: S25015A
Certified Pre-Owned: No
Listed since: 07-12-2025 - Price Drop$29,942good price$1,116 below market
- 67,207 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Lia Nissan of Glens Falls (98 mi away)
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Located in Queensbury, NY / 98 miles away from Springfield, MA
Blizzard Pearl 2021 Toyota Highlander XLE 20/27 City/Highway MPG3rd row seats: split-bench, Apple CarPlay/Android Auto, Auto-dimming Rear-View mirror,...
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: 5TDGZRBHXMS057742
Stock: MS057742T
Certified Pre-Owned: No
Listed since: 05-17-2025 - $19,850great price$2,122 below market
- 119,460 miles
- 1 accident, 3 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Auto Care (20 mi away)
Close
Located in Vernon Rockville, CT / 20 miles away from Springfield, MA
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH8JS897897
Stock: 897897
Certified Pre-Owned: No - Price Drop$28,695fair price$57 above market
- 59,846 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- McGovern GMC (47 mi away)
Close
Located in Westborough, MA / 47 miles away from Springfield, 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: 5TDJZRFH6KS731950
Stock: GM3411A
Certified Pre-Owned: No
Listed since: 07-05-2025 - $31,237fair price$645 below market
- 38,570 miles
- 2 accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Colonial South Chevrolet (86 mi away)
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Located in North Dartmouth, MA / 86 miles away from Springfield, MA
Highlights of this 2020 Toyota Highlander include: LOW MILES - 38,570! JUST REPRICED FROM $32,500, FUEL EFFICIENT 27 MPG Hwy/20 MPG City! PRICED TO MO...
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: 5TDGZRBH2LS016794
Stock: 3623A
Certified Pre-Owned: No
Listed since: 04-21-2025
Showing 148 - 168 out of 1,730 listings
Buying a Toyota Highlander in Springfield Massachusetts
The Toyota Highlander stands out as a versatile option for those living in and around Springfield, MA. Its spacious interior and comfortable seating make it ideal for family outings to the nearby Forest Park or the Dr. Seuss National Memorial Sculpture Garden. The Highlander's smooth, quiet ride enhances the experience of navigating the city’s streets or taking day trips to the scenic Pioneer Valley. With its robust V6 engine, drivers can enjoy a balance of power and efficiency, making it suitable for both daily commutes and weekend adventures.
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