Used Toyota Highlander for Sale nearWainscott, NY
118 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:
- 8,552
- Stock #:
- 123879
- VIN:
- 5TDKDRBH4TS598969
Sponsored by Island Toyota
2026 Toyota Highlander
XLE AWD
8,552 mi
Staten Island, NY
99 mi away
Good Deal
$47,025
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,297
- Stock #:
- 16556584
- VIN:
- 5TDKDRBH0TS612513
Sponsored Listing
2026 Toyota Highlander
XLE AWD
1,297 mi
Vineyard Haven, MA
95 mi away
Good Deal
$48,382
- 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
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,221
- Stock #:
- 57829
- VIN:
- 5TDKDRBH2TS610651
Sponsored Listing
2026 Toyota Highlander
Limited AWD
2,221 mi
Commack, NY
54 mi away
Great Deal
$48,170
- 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
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,221
- Stock #:
- 57829
- VIN:
- 5TDKDRBH2TS610651
2026 Toyota Highlander
Limited AWD
2,221 mi
Commack, NY
54 mi away
Great Deal
$48,170
- 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
2026 Toyota Highlander
XLE AWD
37,608 mi
West Springfield, MA
85 mi away
Good Deal
$44,184
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,854
- Stock #:
- 26896NA
- VIN:
- 5TDKDRBH6TS602052
2026 Toyota Highlander
XSE AWD
16,854 mi
Putnam, CT
71 mi away
Good Deal
$47,998
- 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:
- 8,552
- Stock #:
- 123879
- VIN:
- 5TDKDRBH4TS598969
2026 Toyota Highlander
XLE AWD
8,552 mi
Staten Island, NY
99 mi away
Good Deal
$47,025
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,297
- Stock #:
- 16556584
- VIN:
- 5TDKDRBH0TS612513
2026 Toyota Highlander
XLE AWD
1,297 mi
Vineyard Haven, MA
95 mi away
Good Deal
$48,382
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,417
- Stock #:
- 28871221
- VIN:
- 5TDKDRBHXTS597518
2026 Toyota Highlander
XSE AWD
12,417 mi
Store transfer to East Haven, CT
Price includes $1,499 shipping
Fair Deal
$49,497
- 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:
- 9,652
- Stock #:
- T599934R
- VIN:
- 5TDKDRBH1TS599934
2026 Toyota Highlander
XLE AWD
9,652 mi
Home delivery from Avenel, NJ
Price includes $327 shipping
Fair Deal
$47,985
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,835
- Stock #:
- 70230125
- VIN:
- 5TDKDRBH5TS596969
2026 Toyota Highlander
Limited AWD
13,835 mi
Store transfer to East Haven, CT
Price includes $1,999 shipping
Fair Deal
$51,997
- 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:
- 4
- Stock #:
- 26060NN
- VIN:
- 5TDKDRBH9TS621677
2026 Toyota Highlander
Platinum AWD
Putnam, CT
71 mi away
New car
TSRP $56,163
$53,063
- 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)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- TM26-1213
- VIN:
- 5TDKDRBHXTS620988
2026 Toyota Highlander
Limited AWD
Milford, MA
93 mi away
New car
TSRP $53,733
$50,422
- 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
- Stock #:
- 61851
- VIN:
- 5TDKDRBH5TS621160
2026 Toyota Highlander
XLE AWD
Brockton, MA
99 mi away
New car
TSRP $48,728
$49,918
- 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:
- 10
- 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
$52,362
- 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:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black Softex®/Fabric Mixed Media Trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- VIN:
- 5TDKDRBHXTS43A595
2026 Toyota Highlander
XLE AWD
Smithfield, RI
79 mi away
New car
TSRP $48,418
$48,838
- 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)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- TM26-1191
- VIN:
- 5TDKDRBH2TS620791
2026 Toyota Highlander
Platinum AWD
Milford, MA
93 mi away
New car
TSRP $55,908
$52,472
- 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 Mixed Media
- Transmission:
- 8-Speed Automatic
- Stock #:
- 262960
- VIN:
- 5TDKDRBH9TS621906
2026 Toyota Highlander
XLE AWD
Valley Stream, NY
79 mi away
New car
TSRP $48,253
$48,428
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TJT1066
- VIN:
- 5TDKDRBH4TS621389
Price drop
-$1,500
2026 Toyota Highlander
XSE AWD
Home delivery from Laconia, NH
Price includes $372 shipping
New car
TSRP $52,683
$52,354
$50,854
- 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
62 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- T261672
- VIN:
- 5TDKDRBH3TS616071
2026 Toyota Highlander
XLE AWD
Greenvale, NY
73 mi away
New car
TSRP $48,953
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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 24N00600X
- VIN:
- 5TDKDRBH3TS614904
2026 Toyota Highlander
XLE AWD
West Springfield, MA
85 mi away
New car
TSRP $48,253
$49,037
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- 261451
- VIN:
- 5TDKDRBH3TS619374
2026 Toyota Highlander
XLE AWD
West Islip, NY
57 mi away
New car
TSRP $49,168
$49,168
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,854
- Stock #:
- 26896NA
- VIN:
- 5TDKDRBH6TS602052
Sponsored Listing
2026 Toyota Highlander
XSE AWD
16,854 mi
Putnam, CT
71 mi away
Good Deal
$47,998
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
$28,631
1.1%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year shows an average price of $50,238, reflecting a 8.6% premium over its starting MSRP of $46,270.
- Steepest Depreciation: The 2016 model year has experienced the steepest depreciation at -40.1%, indicating significant value loss over time.
- Years Priced Above Starting MSRP: The 2026 and 2025 model years are priced above their starting MSRPs, suggesting strong demand for newer models.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $46,270 | $50,238 | +8.6% |
| 2025 | $40,320 | $42,516 | +5.4% |
| 2024 | $39,270 | $39,204 | -0.2% |
| 2023 | $36,620 | $34,867 | -4.8% |
| 2022 | $35,855 | $32,219 | -10.1% |
| 2021 | $35,085 | $29,993 | -14.5% |
| 2020 | $34,600 | $28,082 | -18.8% |
| 2019 | $31,830 | $23,462 | -26.3% |
| 2018 | $31,230 | $21,414 | -31.4% |
| 2017 | $30,630 | $20,100 | -34.4% |
| 2016 | $30,490 | $18,275 | -40.1% |
These recommendations are based on CarGurus' proprietary market data from October 21, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Highlander vehicles in Wainscott, NY have no reported accidents or damage?
6 out of 6 for sale near Wainscott, 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/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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