Used Toyota Highlander for Sale nearMiddlefield, MA
44 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:
- 11,302
- Stock #:
- LT9474
- VIN:
- 5TDKDRBH8TS607382
Sponsored by Lynch Toyota
2026 Toyota Highlander
XLE AWD
11,302 mi
Manchester, CT
45 mi away
Fair Deal
$48,694
- 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:
- 11,302
- Stock #:
- LT9474
- VIN:
- 5TDKDRBH8TS607382
2026 Toyota Highlander
XLE AWD
11,302 mi
Manchester, CT
45 mi away
Fair Deal
$48,694
- 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
Price drop
-$2,280
2026 Toyota Highlander
XLE AWD
9,652 mi
Home delivery from Avenel, NJ
Price includes $414 shipping
Good Deal
$49,072
$46,792
- 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
- Transmission:
- Automatic
- Mileage:
- 9,003
- Stock #:
- 28676351
- VIN:
- 5TDKDRBH3TS601084
New arrival
2026 Toyota Highlander
XLE AWD
9,003 mi
Store transfer to Hartford, CT
Price includes $149 shipping
Fair Deal
$48,147
- 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:
- 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 $4,382 shipping
New car
TSRP $48,778
$52,282
- 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
45 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:
- 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 $4,382 shipping
New car
TSRP $52,043
$56,547
- 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
2026 Toyota Highlander
XLE AWD
Manchester, CT
45 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:
- Heavy Metal
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite Leather Trim)
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 2
- Stock #:
- 7426
- VIN:
- 5TDKDRBH7TS620351
2026 Toyota Highlander
Platinum AWD
Hudson, NY
36 mi away
New car
TSRP $57,142
$57,317
- 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
2026 Toyota Highlander
Platinum AWD
Hudson, NY
36 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:
- Heavy Metal
- Fuel type:
- Gasoline
- Interior color:
- Black leather trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 621094
- VIN:
- 5TDKDRBH7TS621094
New arrival
2026 Toyota Highlander
Limited AWD
West Simsbury, CT
37 mi away
New car
TSRP $54,258
$54,258
- 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:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TJT1066
- VIN:
- 5TDKDRBH4TS621389
New arrival
2026 Toyota Highlander
XSE AWD
Home delivery from Laconia, NH
Price includes $230 shipping
New car
TSRP $52,683
$52,212
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Stock #:
- TS615795
- VIN:
- 5TDKDRBH7TS615795
2026 Toyota Highlander
Limited AWD
Home delivery from Avenel, NJ
Price includes $414 shipping
New car
TSRP $56,781
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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7
- Stock #:
- CT8895
- VIN:
- 5TDKDRBH9TS619296
Photos coming soon
2026 Toyota Highlander
XLE AWD
Home delivery from Salem, NH
Price includes $121 shipping
New car
TSRP $49,168
$46,403
- 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
- 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 $121 shipping
New car
TSRP $56,872
$53,526
- 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 #:
- TCT9177
- VIN:
- 5TDKDRBH7TS39A380
Photos coming soon
2026 Toyota Highlander
Home delivery from Salem, NH
Price includes $121 shipping
New car
TSRP $50,233
$47,345
- 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:
- 2,068
- Stock #:
- 57829
- VIN:
- 5TDKDRBH2TS610651
New arrival
2026 Toyota Highlander
Limited AWD
2,068 mi
Home delivery from Commack, NY
Price includes $158 shipping
No Rating
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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- 267322
- VIN:
- 5TDKDRBH0TS619333
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Hartford, CT
42 mi away
New car
TSRP $48,728
$49,027
- 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
2026 Toyota Highlander
Home delivery from St Albans, VT
Price includes $170 shipping
New car
TSRP $54,792
$55,461
- 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
- Stock #:
- TS619660
- VIN:
- 5TDKDRBH4TS619660
New arrival
2026 Toyota Highlander
Limited AWD
Home delivery from Avenel, NJ
Price includes $414 shipping
New car
TSRP $57,631
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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Stock #:
- T5701
- VIN:
- 5TDKDRBH8TS621041
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Bennington, VT
40 mi away
New car
TSRP $51,267
$51,706
- 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:
- 0
- Stock #:
- 267374
- VIN:
- 5TDKDRBH0TS620627
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
Hartford, CT
42 mi away
New car
TSRP $48,988
$49,487
- 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 $121 shipping
New car
TSRP $50,663
$47,716
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel Tr
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- TCT9179
- VIN:
- 5TDKDRBH0TS39A852
Photos coming soon
2026 Toyota Highlander
Home delivery from Salem, NH
Price includes $121 shipping
New car
TSRP $56,528
$53,230
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
$28,747
1.1%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model year has an average price of $50,505, reflecting a 9.2% premium over its starting MSRP of $46,270.
- Steepest Depreciation: The 2016 model year exhibits the steepest depreciation at -40.0%, indicating significant value loss over time.
- Best Value Sweet Spot: The 2024 model year is priced at an average of $39,224, which is only -0.1% below its starting MSRP, suggesting it may offer the best value for budget-conscious shoppers.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $46,270 | $50,505 | +9.2% |
| 2025 | $40,320 | $42,255 | +4.8% |
| 2024 | $39,270 | $39,224 | -0.1% |
| 2023 | $36,620 | $35,133 | -4.1% |
| 2022 | $35,855 | $32,474 | -9.4% |
| 2021 | $35,085 | $30,151 | -14.1% |
| 2020 | $34,600 | $28,111 | -18.8% |
| 2019 | $31,830 | $23,922 | -24.8% |
| 2018 | $31,230 | $21,837 | -30.1% |
| 2017 | $30,630 | $20,563 | -32.9% |
| 2016 | $30,490 | $18,303 | -40.0% |
These recommendations are based on CarGurus' proprietary market data from September 30, 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 Middlefield, MA have no reported accidents or damage?
7 out of 7 for sale near Middlefield, MA 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.
Relevant articles
Chris Teague
Toyota Highlander Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Toyota Highlander, covering every generation since 2001. Whether you're a first-time buyer or a Toyota loyalist, this comprehensive overview will help you research your next pre-owned Toyota Highlander.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
Christian Wardlaw
The Best Used Midsize SUVs in 2026
Family-friendly SUVs are more expensive than ever, but you can still find good deals if you know where to look. Here, we’ve got used midsize SUV recommendations at four price points under $40,000.
2027 Toyota Highlander in Pittsfield MA2027 Toyota Highlander in Chicopee MA2027 Toyota Highlander in Brattleboro VT2027 Toyota Highlander in Albany NY2027 Toyota Highlander in Hartford CT2027 Toyota Highlander in Worcester MA2027 Toyota Highlander in New Haven CT2027 Toyota Highlander in Groton MA2027 Toyota Highlander in Newburgh NY
Toyota Highlander in Middlefield MAToyota Sedans for Sale in Middlefield MAToyota SUVs & Crossovers for Sale in Middlefield MAOld Toyota Pickups for Sale in Middlefield MAUsed Toyota Electric Cars for SaleReliable Cars For Sale in Middlefield MAToyota Trucks for Sale in Middlefield MABest 3-Row SUVs For Sale in Middlefield MA
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in MiddlefieldUsed SUVs / Crossovers for Sale with Low Mileage in MiddlefieldUsed Hatchbacks for Sale with Low Mileage in MiddlefieldUsed Convertibles for Sale with Low Mileage in MiddlefieldUsed Vans for Sale with Low Mileage in MiddlefieldUsed Minivans for Sale with Low Mileage in MiddlefieldUsed Pickup Trucks for Sale with Low Mileage in MiddlefieldUsed Coupes for Sale with Low Mileage in MiddlefieldUsed Wagons for Sale with Low Mileage in Middlefield
