Used Toyota Highlander for Sale nearWindsor, ME
32 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 15,807
- Stock #:
- T321A
- VIN:
- 5TDKDRBH9TS597302
Sponsored Listing
2026 Toyota Highlander
XLE AWD
15,807 mi
Wiscassett, ME
22 mi away
Good Deal
$47,749
- 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:
- 18,958
- Stock #:
- P600947T
- VIN:
- 5TDKDRBH6TS600947
2026 Toyota Highlander
XLE AWD
18,958 mi
Topsham, ME
32 mi away
Great Deal
$45,149
- 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 South Portland, ME
Price includes $1,599 shipping
Fair Deal
$49,597
- 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
Home delivery from Vineyard Haven, MA
Price includes $306 shipping
Good Deal
$48,688
- 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
New arrival
2026 Toyota Highlander
Limited AWD
13,835 mi
Store transfer to South Portland, ME
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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 15,807
- Stock #:
- T321A
- VIN:
- 5TDKDRBH9TS597302
2026 Toyota Highlander
XLE AWD
15,807 mi
Wiscassett, ME
22 mi away
Good Deal
$47,749
- 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 $4,678 shipping
New car
TSRP $48,778
$52,578
- 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
Home delivery from Milford, MA
Price includes $267 shipping
New car
TSRP $55,908
$52,739
- 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:
- Automatic
- Mileage:
- 1
- Stock #:
- 261584
- VIN:
- 5TDKDRBH3TS621044
Price drop
-$7,029
2026 Toyota Highlander
XLE AWD
Home delivery from Plattsburgh, NY
Price includes $395 shipping
New car
TSRP $48,588
$56,362
$49,333
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- 617819
- VIN:
- 5TDKDRBH5TS617819
2026 Toyota Highlander
XSE AWD
Home delivery from Marina Del Rey, CA
Price includes $4,678 shipping
New car
TSRP $52,043
$56,843
- 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)
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite leather trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 621304
- VIN:
- 5TDKDRBH3TS621304
New arrival
2026 Toyota Highlander
Platinum AWD
Home delivery from DeRidder, LA
Price includes $2,382 shipping
New car
TSRP $56,782
$59,403
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TJT1066
- VIN:
- 5TDKDRBH4TS621389
2026 Toyota Highlander
XSE AWD
Home delivery from Laconia, NH
Price includes $216 shipping
New car
TSRP $52,683
$52,198
- 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:
- 0089
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89
- Stock #:
- TT206805
- VIN:
- 5TDKDRBH8TS619385
2026 Toyota Highlander
XLE AWD
Portland, ME
57 mi away
New car
TSRP $49,487
$50,286
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray (GRAPHITE LEATHER TRIM)
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- 48845
- VIN:
- 5TDKDRBH5TS620350
Price drop
-$1,500
2026 Toyota Highlander
Home delivery from St Albans, VT
Price includes $176 shipping
New car
TSRP $54,792
$55,467
$53,967
- 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
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4
- Stock #:
- TT205664
- VIN:
- 5TDKDRBH5TS615262
2026 Toyota Highlander
Platinum AWD
Portland, ME
57 mi away
New car
TSRP $56,383
$57,182
- 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
- Stock #:
- 42A509
- VIN:
- 5TDKDRBH7TS42A509
2026 Toyota Highlander
Limited AWD
Augusta, ME
12 mi away
New car
TSRP $54,482
$54,981
- 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:
- 5
- Stock #:
- TCT8622
- VIN:
- 5TDKDRBH2TS30J505
Photos coming soon
2026 Toyota Highlander
Platinum AWD
Home delivery from Salem, NH
Price includes $168 shipping
New car
TSRP $56,872
$53,572
- 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:
- 3
- Stock #:
- AT617332
- VIN:
- 5TDKDRBHXTS617332
Photos coming soon
2026 Toyota Highlander
Platinum AWD
Gorham, NH
80 mi away
New car
TSRP $57,442
$59,240
- 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
Photos coming soon
Price drop
-$3,406
2026 Toyota Highlander
Limited AWD
Home delivery from Milford, MA
Price includes $267 shipping
New car
TSRP $53,733
$54,095
$50,689
- 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)
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel leather trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 30J078
- VIN:
- 5TDKDRBH9TS30J078
2026 Toyota Highlander
Platinum AWD
Augusta, ME
12 mi away
New car
TSRP $57,212
$57,711
- 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:
- 5
- Stock #:
- TS621900
- VIN:
- 5TDKDRBH8TS621900
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Saco, ME
69 mi away
New car
TSRP $50,617
$51,212
- 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 Fabric Mixe
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TCT8849
- VIN:
- 5TDKDRBH5TS35A542
Photos coming soon
2026 Toyota Highlander
XLE AWD
Home delivery from Salem, NH
Price includes $168 shipping
New car
TSRP $50,663
$47,762
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- CT9177
- VIN:
- 5TDKDRBH4TS622610
Photos coming soon
New arrival
2026 Toyota Highlander
Home delivery from Salem, NH
Price includes $168 shipping
New car
TSRP $50,233
$47,392
- 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:
- 126
- Stock #:
- R70074
- VIN:
- 5TDKDRBH1TS617106
Photos coming soon
2026 Toyota Highlander
XLE AWD
Rochester, NH
98 mi away
New car
TSRP $50,208
No Price Listed
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
$28,742
1.0%
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 $50,511, reflecting a 9.2% premium over its starting MSRP of $46,270.
- Steepest Depreciation: The 2016 model year has experienced the steepest depreciation at -40.0%, indicating significant value loss over time.
- Best Value Sweet Spot: The 2024 model year is priced closely to its starting MSRP, with an average price of $39,221, just -0.1% below the MSRP of $39,270.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $46,270 | $50,511 | +9.2% |
| 2025 | $40,320 | $42,597 | +5.6% |
| 2024 | $39,270 | $39,221 | -0.1% |
| 2023 | $36,620 | $35,246 | -3.8% |
| 2022 | $35,855 | $32,437 | -9.5% |
| 2021 | $35,085 | $30,087 | -14.2% |
| 2020 | $34,600 | $28,136 | -18.7% |
| 2019 | $31,830 | $23,848 | -25.1% |
| 2018 | $31,230 | $21,845 | -30.1% |
| 2017 | $30,630 | $20,277 | -33.8% |
| 2016 | $30,490 | $18,308 | -40.0% |
These recommendations are based on CarGurus' proprietary market data from October 7, 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 Windsor, ME have no reported accidents or damage?
3 out of 3 for sale near Windsor, ME 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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