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292 listings
- New Listing$49,563MSRP $49,563
- Exterior color: Midnight Black MetallicMidnight Black Metallic
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 27 Hwy MPG
- Herb Chambers Toyota of Boston (85 mi away)(8)
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Located in Boston, MA / 85 miles away from Windsor, CT
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB59SS35G595
Stock: 35G595 - New Listing$57,053MSRP $57,053
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Portobello leatherPortobello leather
- 7 Seats, 20 City / 26 Hwy MPG
- Herb Chambers Toyota of Boston (85 mi away)(8)
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Located in Boston, MA / 85 miles away from Windsor, CT
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB58SS35E823
Stock: 35E823 - New Listing$56,938MSRP $56,938
- Exterior color: Ruby Flare PearlRuby Flare Pearl
- Interior color: Light Gray leatherLight Gray leather
- 7 Seats, 20 City / 26 Hwy MPG
- Herb Chambers Toyota of Boston (85 mi away)(8)
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Located in Boston, MA / 85 miles away from Windsor, CT
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB50SS094476
Stock: 2594476 - New Listing$48,778MSRP $48,778
- Exterior color: Storm CloudStorm Cloud
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 27 Hwy MPG
- Herb Chambers Toyota of Boston (85 mi away)(8)
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Located in Boston, MA / 85 miles away from Windsor, CT
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB54SS31E982
Stock: 31E982 - New Listing$47,168MSRP $47,168
- Exterior color: BlueprintBlueprint
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 28 Hwy MPG
- Herb Chambers Toyota of Boston (85 mi away)(8)
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Located in Boston, MA / 85 miles away from Windsor, CT
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA50SS032626
Stock: 032626 - $59,566MSRP $59,566
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Black leatherBlack leather
- 7 Seats, 20 City / 26 Hwy MPG
- Toyota of Nashua (86 mi away)(28)
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Located in Nashua, NH / 86 miles away from Windsor, CT
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB51SS088704
Stock: N24481
Listed since: 05-23-2025 - Arriving Soon$47,807MSRP $47,807
- Exterior color: Midnight Black MetallicMidnight Black Metallic
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 28 Hwy MPG
- Toyota of Nashua (86 mi away)(28)
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Located in Nashua, NH / 86 miles away from Windsor, CT
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA54SS032175
Stock: N25022
Listed since: 07-23-2025 - $52,658MSRP $52,658
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Black leatherBlack leather
- 7 Seats, 21 City / 28 Hwy MPG
- Toyota of Nashua (86 mi away)(28)
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Located in Nashua, NH / 86 miles away from Windsor, CT
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA55SS030645
Stock: N24858
Listed since: 07-09-2025 - $52,138MSRP $52,138
- Exterior color: Midnight Black MetallicMidnight Black Metallic
- Interior color: Black leatherBlack leather
- 8 Seats, 21 City / 28 Hwy MPG
- Lia Toyota of Rockland (86 mi away)(1)
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Located in Blauvelt, NY / 86 miles away from Windsor, CT
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA56SS028595
Stock: SS24P502
Listed since: 06-30-2025 - $47,328MSRP $47,328
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 28 Hwy MPG
- Lia Toyota of Rockland (86 mi away)(1)
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Located in Blauvelt, NY / 86 miles away from Windsor, CT
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA57SS032347
Stock: SS032347
Listed since: 07-04-2025 - Arriving Soon$48,928MSRP $48,928
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Light Gray leatheretteLight Gray leatherette
- 7 Seats, 21 City / 27 Hwy MPG
- Lia Toyota of Rockland (86 mi away)(1)
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Located in Blauvelt, NY / 86 miles away from Windsor, CT
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB56SS097351
Stock: SS30G525
Listed since: 07-23-2025 - $58,443MSRP $58,443
- Exterior color: BlueprintBlueprint
- Interior color: Portobello leatherPortobello leather
- 7 Seats, 20 City / 26 Hwy MPG
- Toyota of Dartmouth (87 mi away)
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Located in North Dartmouth, MA / 87 miles away from Windsor, CT
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB59SS079782
Stock: SS07G610
Listed since: 03-28-2025 - $45,400MSRP $47,388
- Exterior color: Ruby Flare PearlRuby Flare Pearl
- Interior color: Black leatheretteBlack leatherette
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Dartmouth (87 mi away)
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Located in North Dartmouth, MA / 87 miles away from Windsor, CT
2025 Toyota Grand Highlander XLE Ruby Flare Pearl now available! 50 STATE EMISSION, BENCH SEAT - Includes Seating capacity: 8,Folding second-row seats...
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA58SS027755
Stock: N67152
Listed since: 06-03-2025 - $45,563MSRP $45,563
- Exterior color: Storm CloudStorm Cloud
- Interior color: Black leatheretteBlack leatherette
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Dartmouth (87 mi away)
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Located in North Dartmouth, MA / 87 miles away from Windsor, CT
2025 Toyota Grand Highlander XLE Storm Cloud now available! 50 STATE EMISSION, BENCH SEAT - Includes Seating capacity: 8,Folding second-row seats: 60-...
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA51SS030173
Stock: N67159
Listed since: 06-19-2025 - $47,036MSRP $50,871
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Light Gray leatheretteLight Gray leatherette
- 7 Seats, 21 City / 27 Hwy MPG
- Faith's Toyota (87 mi away)(1)
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Located in Westminster, VT / 87 miles away from Windsor, CT
2025 Toyota Grand Highlander XLE AWD 2.4L 4-CylinderWhiteABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dua...
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB54SS091337
Stock: T15663
Listed since: 05-30-2025 - Arriving Soon$49,997MSRP $49,997
- Exterior color: Celestial Silver MetallicCelestial Silver Metallic
- Interior color: Black leatheretteBlack leatherette
- 8 Seats, 21 City / 27 Hwy MPG
- Faith's Toyota (87 mi away)(1)
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Located in Westminster, VT / 87 miles away from Windsor, CT
2025 Toyota Grand Highlander XLE AWD 2.4L 4-CylinderSilverRecent Arrival!*ALL DISCOUNTED PRICING REFLECTS FINANCING WITH TFS AT STANDARD RATES....
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB58SS097027
Stock: T15877
Listed since: 07-22-2025 - $52,013MSRP $52,013
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Black leatherBlack leather
- 8 Seats, 21 City / 28 Hwy MPG
- Woburn Toyota (90 mi away)
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Located in Woburn, MA / 90 miles away from Windsor, CT
Pearl 2025 Toyota Grand Highlander Limited 4D Sport Utility FWD 8-Speed Automatic 2.4L 4-Cylinder 21/28 City/Highway MPG
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA57SS027682
Stock: N37761
Listed since: 06-05-2025 - $48,753MSRP $52,613
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Black leatherBlack leather
- 8 Seats, 21 City / 28 Hwy MPG
- Woburn Toyota (90 mi away)
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Located in Woburn, MA / 90 miles away from Windsor, CT
$3,860 off MSRP!Pearl 2025 Toyota Grand Highlander Limited 4D Sport Utility FWD 8-Speed Automatic 2.4L 4-Cylinder 21/28 City/Highway MPG
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA57SS029481
Stock: N37889
Listed since: 07-08-2025 - Arriving Soon$43,445MSRP $46,853
- Exterior color: Celestial Silver MetallicCelestial Silver Metallic
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 28 Hwy MPG
- Woburn Toyota (90 mi away)
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Located in Woburn, MA / 90 miles away from Windsor, CT
$3,408 off MSRP!Celestial Silver 2025 Toyota Grand Highlander XLE 4D Sport Utility FWD 8-Speed Automatic 2.4L 4-Cylinder 21/28 City/Highway MPG
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA57SS031280
Stock: N37978
Listed since: 07-01-2025 - Arriving Soon$43,099MSRP $46,430
- Exterior color: BlueprintBlueprint
- Interior color: Black leatheretteBlack leatherette
- 7 Seats, 21 City / 28 Hwy MPG
- Woburn Toyota (90 mi away)
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Located in Woburn, MA / 90 miles away from Windsor, CT
$3,331 off MSRP!Blueprint 2025 Toyota Grand Highlander XLE 4D Sport Utility FWD 8-Speed Automatic 2.4L 4-Cylinder 21/28 City/Highway MPG
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA50SS030410
Stock: N37921
Listed since: 06-24-2025 - $48,753MSRP $52,613
- Exterior color: Wind Chill PearlWind Chill Pearl
- Interior color: Black leatherBlack leather
- 7 Seats, 21 City / 28 Hwy MPG
- Woburn Toyota (90 mi away)
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Located in Woburn, MA / 90 miles away from Windsor, CT
$3,860 off MSRP!Pearl 2025 Toyota Grand Highlander Limited 4D Sport Utility FWD 8-Speed Automatic 2.4L 4-Cylinder 21/28 City/Highway MPG
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA59SS029742
Stock: N37888
Listed since: 07-03-2025
Showing 22 - 42 out of 292 listings
Consumer Reviews for the Toyota Grand Highlander
Read recent reviews for the Toyota Grand Highlander
Never again
(ex)Loyal Toyota lover , 06/27/2024
2024 Toyota Grand Highlander Limited 4dr SUV AWD (2.4L 4cyl Turbo 8A)
We (collectively as a family including my parents) have owned over 30 Toyotas in our life. We have loved everyone of them except this one. We made the HUGE mistake of being the first in NM to grab one right as it came off the finish line last June. Within a month we started having issues with the head unit. We took it in 3 times. They " reset or updated", it and then told us that … there had to be 3000 complaints about the same issue before they could do any more OR it had to duplicate the issue for them. ( We had videos each time on the first three visits). 23 videos later ( one which lasted 17 minutes) we took it back in and told them to keep it and drive it as long as they had to , to reduplicate the issue as it was happening several times a week. ( Navigation would not work, and the rearview camara would pop on while driving down the road- super distractive when you have this massive screen next to your driving wheel. wheel). Anyhow miraculously the car acted up for them and ta dah.... the head unit. The same thing we had told them from the first visit. Fast forward 6 weeks. The part was on back order. ( keep in mind there was supposedly no one else having these issues.). Car goes back to the shop two weeks ago, only to have the WRONG head unit. Promised they found one in Phoenix and issue would be fixed the following morning. Here we sit......... ( did I mention we have been waiting on a part that is only a six hour drive from us for 6 days???). I am to take back my rental tomorrow, because now they have no idea when the part will be in. I have never been SO disgusted with a dealership over a car as I am right now. I seriously want out of this car BAD but I only have about 8,000 in equity which is not sufficient to find another large SUV I can afford.
| Trim | MPG | Engine | Starting Price |
|---|---|---|---|
| 2025 Toyota Grand Highlander XLE 4dr SUV AWD (2.4L 4cyl Turbo 8A) | 21 - 27 | 4-cylinders (gas) | $48,778 |
| 2025 Toyota Grand Highlander Platinum 4dr SUV AWD (2.4L 4cyl Turbo 8A) | 20 - 26 | 4-cylinders (gas) | $56,938 |
| 2025 Toyota Grand Highlander XLE 4dr SUV (2.4L 4cyl Turbo 8A) | 21 - 28 | 4-cylinders (gas) | $45,563 |
| 2025 Toyota Grand Highlander Limited 4dr SUV (2.4L 4cyl Turbo 8A) | 21 - 28 | 4-cylinders (gas) | $52,013 |
More about the Toyota Grand Highlander
Edmunds has 292 New Toyota Grand Highlanders for sale near you, including a 2025 Grand Highlander XLE SUV and a 2025 Grand Highlander Platinum SUV ranging in price from $45,563 to $59,566.
How much is a new 2025 Toyota Grand Highlander in Windsor, CT?
- A new 2025 Toyota Grand Highlander starts at $45,563 (including destination charge) in Windsor, CT. Prices will go up based on the trim level you choose and any options you add. Keep in mind that prices can also vary from one state to another and even from one dealership to the next.
How much does a 2025 Toyota Grand Highlander SUV cost in Windsor, CT?
- A new 2025 Toyota Grand Highlander SUV starts at $45,563 in Windsor, CT. Prices will vary depending on what trim level you choose. Each state may have different pricing, so make sure you enter your correct ZIP code on Edmunds.
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