Used Toyota Highlander for Sale nearNorth Windham, CT
51 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,339
- Stock #:
- U0800750
- VIN:
- 5TDKDRBH6TS604321
Sponsored Listing
2026 Toyota Highlander
XLE AWD
13,339 mi
North Attleboro, MA
45 mi away
Great Deal
$47,006
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,339
- Stock #:
- U0800750
- VIN:
- 5TDKDRBH6TS604321
2026 Toyota Highlander
XLE AWD
13,339 mi
North Attleboro, MA
45 mi away
Great Deal
$47,006
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,413
- Stock #:
- 11697TB
- VIN:
- 5TDKDRBH1TS607112
2026 Toyota Highlander
XLE AWD
5,413 mi
West Simsbury, CT
37 mi away
Good Deal
$48,399
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,608
- Stock #:
- 24N00145A
- VIN:
- 5TDKDRBHXTS597471
New arrival
2026 Toyota Highlander
XLE AWD
37,608 mi
West Springfield, MA
37 mi away
Fair Deal
$45,467
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,619
- Stock #:
- TP3882
- VIN:
- 5TDKDRBH7TS595287
2026 Toyota Highlander
Platinum AWD
3,619 mi
East Providence, RI
41 mi away
Good Deal
$54,208
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 4,043
- Stock #:
- 28689703
- VIN:
- 5TDKDRBH8TS596836
2026 Toyota Highlander
Platinum AWD
4,043 mi
Store transfer to Hartford, CT
Price includes $149 shipping
Good Deal
$53,147
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- T260066
- VIN:
- 5TDKDRBH5TS608330
New arrival
2026 Toyota Highlander
XLE AWD
Bristol, CT
39 mi away
New car
TSRP $49,076
$50,074
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Softexfab
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- 614826
- VIN:
- 5TDKDRBH9TS614826
2026 Toyota Highlander
XLE AWD
Home delivery from Marina Del Rey, CA
Price includes $4,462 shipping
New car
TSRP $48,778
$53,362
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black SofTexÂ/fabric mixed media trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 617093
- VIN:
- 5TDKDRBH7TS617093
New arrival
2026 Toyota Highlander
XLE AWD
Auburn, MA
34 mi away
New car
$48,752
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 24N00050
- VIN:
- 5TDKDRBH2TS617924
New arrival
2026 Toyota Highlander
Platinum AWD
West Springfield, MA
37 mi away
New car
TSRP $56,473
$57,257
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- TT261904
- VIN:
- 5TDKDRBH0TS39A785
New arrival
2026 Toyota Highlander
XLE AWD
Manchester, CT
19 mi away
New car
TSRP $49,978
$50,677
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43
- Stock #:
- 26670NT
- VIN:
- 5TDKDRBH2TS614358
2026 Toyota Highlander
Platinum AWD
Putnam, CT
20 mi away
New car
TSRP $56,488
$57,187
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- TT261789
- VIN:
- 5TDKDRBH0TS35A304
2026 Toyota Highlander
XSE AWD
Manchester, CT
19 mi away
New car
TSRP $52,338
$53,037
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black SofTexÂ/fabric mixed media trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- T9941
- VIN:
- 5TDKDRBH1TS616988
New arrival
2026 Toyota Highlander
XLE AWD
Middletown, RI
47 mi away
New car
TSRP $48,728
$49,526
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10
- Stock #:
- 21544
- VIN:
- 5TDKDRBH6TS613973
2026 Toyota Highlander
Platinum AWD
North Kingstown, RI
35 mi away
New car
TSRP $57,687
$58,087
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel leather trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 38B066
- VIN:
- 5TDKDRBH0TS38B066
New arrival
2026 Toyota Highlander
Platinum AWD
Middletown, RI
47 mi away
New car
TSRP $56,383
$57,181
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite SofTex trim)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 35A813
- VIN:
- 5TDKDRBHXTS35A813
2026 Toyota Highlander
XLE AWD
Auburn, MA
34 mi away
New car
$50,012
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBH5TS35A511
2026 Toyota Highlander
XLE AWD
Swansea, MA
46 mi away
New car
TSRP $50,922
$51,321
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDKDRBH5TS39A913
New arrival
2026 Toyota Highlander
XLE AWD
Swansea, MA
46 mi away
New car
TSRP $50,277
$50,676
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH8TS38A554
New arrival
2026 Toyota Highlander
XLE AWD
Smithfield, RI
37 mi away
New car
TSRP $49,593
$50,013
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black leather & Dinamica trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 616881
- VIN:
- 5TDKDRBH5TS616881
New arrival
2026 Toyota Highlander
Platinum AWD
Auburn, MA
34 mi away
New car
$57,696
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal [Extra_Cost_Color]
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 62N00512
- VIN:
- 5TDKDRBH1TS617977
![Heavy Metal [Extra_Cost_Color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/08/21/02/23/2026_toyota_highlander-pic-739560205548438601-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2026 Toyota Highlander
XLE AWD
Smithfield, RI
37 mi away
New car
TSRP $49,983
$50,403
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 20905T
- VIN:
- 5TDKDRBH7TS617904
New arrival
2026 Toyota Highlander
XLE AWD
Swansea, MA
46 mi away
New car
TSRP $50,537
$50,936
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black SofTexÂ/fabric mixed media trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 39A206
- VIN:
- 5TDKDRBH2TS39A206
New arrival
2026 Toyota Highlander
XLE AWD
Auburn, MA
34 mi away
New car
$51,026
2027 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Highlander
Index Price
$29,115
0.1%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2026 Highlander is priced at $51,391, which is 10.7% above its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,139, which is -24.5% compared to its original MSRP.
- Best Value in Recent Years: The 2022 Highlander is priced at $33,318, reflecting a modest depreciation of -7.5%, making it a competitive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,391 | +10.7% |
| 2025 Toyota Highlander | $40,320 | $42,082 | +4.4% |
| 2024 Toyota Highlander | $39,270 | $39,462 | +0.5% |
| 2023 Toyota Highlander | $36,620 | $35,541 | -2.9% |
| 2022 Toyota Highlander | $35,855 | $33,318 | -7.5% |
| 2021 Toyota Highlander | $35,085 | $30,419 | -13.3% |
| 2020 Toyota Highlander | $34,600 | $28,170 | -18.7% |
| 2019 Toyota Highlander | $31,830 | $24,139 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $21,967 | -29.6% |
| 2017 Toyota Highlander | $30,630 | $20,924 | -31.7% |
| 2016 Toyota Highlander | $30,490 | $18,671 | -38.7% |
| 2015 Toyota Highlander | $29,765 | $17,121 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from August 20, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Toyota Highlander vehicles in North Windham, CT have no reported accidents or damage?
6 out of 6 for sale near North Windham, CT have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Highlander?
Depending on the engine and options, the 2027 Toyota Highlander gets between 24 and 24 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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