Used Toyota Highlander for Sale nearChatham, NY
58 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,616
- Stock #:
- PR78501
- VIN:
- 5TDKDRBH4TS602048
New arrival
Sponsored by Westboro Toyota
2026 Toyota Highlander
XLE AWD
7,616 mi
Westborough, MA
98 mi away
Good Deal
$49,390
- 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
50 mi away
Fair Deal
$49,199
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,828
- Stock #:
- WTP9502
- VIN:
- 5TDKDRBH1TS603934
2026 Toyota Highlander
XLE AWD
13,828 mi
Wappingers Falls, NY
55 mi away
Fair Deal
$47,490
- 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:
- 7,466
- Stock #:
- 11696TB
- VIN:
- 5TDKDRBH1TS607353
2026 Toyota Highlander
XLE AWD
7,466 mi
West Simsbury, CT
50 mi away
Fair Deal
$49,299
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,616
- Stock #:
- PR78501
- VIN:
- 5TDKDRBH4TS602048
New arrival
2026 Toyota Highlander
XLE AWD
7,616 mi
Westborough, MA
98 mi away
Good Deal
$49,390
- 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 Albany, NY
Price includes $149 shipping
Fair Deal
$55,147
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TJT879
- VIN:
- 5TDKDRBH1TS614531
2026 Toyota Highlander
Platinum AWD
Home delivery from Laconia, NH
Price includes $270 shipping
New car
TSRP $57,667
$54,528
- 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
91 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:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH8TS34A152
New arrival
2026 Toyota Highlander
XLE AWD
Glens Falls, NY
67 mi away
New car
TSRP $48,253
$48,603
- 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
New arrival
2026 Toyota Highlander
XSE AWD
Manchester, CT
64 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:
- Heavy Metal [extra_cost_color]
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite SofTex trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 615051
- VIN:
- 5TDKDRBH3TS615051
![Heavy Metal [extra_cost_color] 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch](https://static.cargurus.com/images/forsale/2026/08/06/21/38/2026_toyota_highlander-pic-7813682199772049003-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2026 Toyota Highlander
XLE AWD
Home delivery from DeRidder, LA
Price includes $2,020 shipping
New car
TSRP $49,933
$51,954
- 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 #:
- TS33A320
- VIN:
- 5TDKDRBH8TS33A320
2026 Toyota Highlander
Platinum AWD
West Springfield, MA
49 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:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH4TS36A009
New arrival
2026 Toyota Highlander
XLE AWD
New Rochelle, NY
99 mi away
New car
TSRP $48,988
$51,333
- 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:
- Gray (Graphite Leather Trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 7333
- VIN:
- 5TDKDRBH9TS615152
New arrival
2026 Toyota Highlander
Platinum AWD
Hudson, NY
8 mi away
New car
TSRP $57,272
$57,447
- 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 #:
- T261561
- VIN:
- 5TDKDRBH3TS615325
New arrival
2026 Toyota Highlander
Limited AWD
Manchester, CT
64 mi away
New car
TSRP $54,123
$54,822
- 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 SofTex/fabric mixed media trim
- Transmission:
- 8-Speed Automatic
- Mileage:
- 0
- Stock #:
- 32A963
- VIN:
- 5TDKDRBH0TS32A963
2026 Toyota Highlander
XLE AWD
Auburn, MA
87 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- F44180
- VIN:
- 5TDKDRBH4TS613986
2026 Toyota Highlander
Limited AWD
Home delivery from Endicott, NY
Price includes $300 shipping
New car
TSRP $54,033
No Price Listed
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black Leather Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBHXTS33A156
2026 Toyota Highlander
Limited AWD
New Rochelle, NY
99 mi away
New car
TSRP $53,558
$55,903
- 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:
- 1
- Stock #:
- 2618046
- VIN:
- 5TDKDRBH6TS611978
2026 Toyota Highlander
Limited AWD
Mount Kisco, NY
78 mi away
New car
TSRP $53,158
$53,333
- 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 Leather & Dinamica® Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBH7TS34A014
2026 Toyota Highlander
Platinum AWD
Glens Falls, NY
67 mi away
New car
TSRP $55,908
$56,258
- 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:
- 03t3
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Eb20 Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- T16481
- VIN:
- 5TDKDRBH0TS611801
2026 Toyota Highlander
XLE AWD
Westminster, VT
78 mi away
New car
TSRP $50,612
$50,884
- 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:
- 2
- Stock #:
- W269974
- VIN:
- 5TDKDRBH9TS612963
2026 Toyota Highlander
XSE AWD
Home delivery from Westbury, NY
Price includes $750 shipping
New car
$53,703
- 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
87 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:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black Leather & Dinamica® Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- TL37207
- VIN:
- 5TDKDRBH6TS615383
New arrival
2026 Toyota Highlander
Platinum AWD
Lancaster, MA
96 mi away
New car
TSRP $55,998
$56,988
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
$29,101
0.5%
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 $51,861, reflecting a 12.1% premium over its original MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,156, which is -24.5% compared to its original MSRP, highlighting the rapid depreciation typical of older vehicles.
- Best Value in Recent Years: The 2022 Highlander is priced at $33,530, representing a -6.9% depreciation, making it a compelling option for buyers seeking a balance between price and modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,861 | +12.1% |
| 2025 Toyota Highlander | $40,320 | $41,848 | +3.8% |
| 2024 Toyota Highlander | $39,270 | $39,362 | +0.2% |
| 2023 Toyota Highlander | $36,620 | $35,791 | -2.3% |
| 2022 Toyota Highlander | $35,855 | $33,530 | -6.9% |
| 2021 Toyota Highlander | $35,085 | $30,397 | -13.3% |
| 2020 Toyota Highlander | $34,600 | $28,436 | -17.8% |
| 2019 Toyota Highlander | $31,830 | $24,156 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $22,097 | -29.3% |
| 2017 Toyota Highlander | $30,630 | $21,023 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,590 | -38.9% |
| 2015 Toyota Highlander | $29,765 | $17,118 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How many 2027 Toyota Highlander vehicles in Chatham, NY have no reported accidents or damage?
3 out of 3 for sale near Chatham, NY 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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