New & Used 2026 Toyota Highlander for Sale nearWindham, CT
115 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- 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:
- 28,189
- Stock #:
- PH78978
- VIN:
- 5TDKDRBH9SS587500
Sponsored by Westboro Toyota
2025 Toyota Highlander
XSE AWD
28,189 mi
Westborough, MA
48 mi away
Fair Deal
$46,390
- Year:
- 2025
- 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:
- 31,763
- Stock #:
- TP6974
- VIN:
- 5TDKDRBH0SS578202
New arrival
Sponsored Listing
2025 Toyota Highlander
Platinum AWD
31,763 mi
Milford, MA
46 mi away
Good Deal
$47,967
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,116
- Stock #:
- PH79041
- VIN:
- 5TDKDRBH4SS581927
Sponsored Listing
2025 Toyota Highlander
XSE AWD
24,116 mi
Westborough, MA
48 mi away
Good Deal
$45,789
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,555
- Stock #:
- AUTOM1128818
- VIN:
- 5TDKDRAH4SS773892
New arrival
2025 Toyota Highlander
LE FWD
20,555 mi
Home delivery from Hempstead, NY
Price includes $103 shipping
Great Deal
$33,337
- Year:
- 2025
- 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:
- 31,763
- Stock #:
- TP6974
- VIN:
- 5TDKDRBH0SS578202
New arrival
2025 Toyota Highlander
Platinum AWD
31,763 mi
Milford, MA
46 mi away
Good Deal
$47,967
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,112
- Stock #:
- M18818
- VIN:
- 5TDKDRAH4SS551151
New arrival
2025 Toyota Highlander
LE FWD
20,112 mi
Home delivery from Valley Stream, NY
Price includes $108 shipping
Great Deal
$32,996
- Year:
- 2025
- 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:
- 19,938
- Stock #:
- MVPG1843585
- VIN:
- 5TDKDRBH7SS602582
2025 Toyota Highlander
XSE AWD
19,938 mi
Home delivery from Valley Stream, NY
Price includes $108 shipping
Great Deal
$38,475
- Year:
- 2025
- 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:
- Automatic
- Mileage:
- 19,457
- Stock #:
- G18585
- VIN:
- 5TDKDRBH7SS588029
2025 Toyota Highlander
XSE AWD
19,457 mi
Home delivery from Hempstead, NY
Price includes $103 shipping
Great Deal
$37,591
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,533
- Stock #:
- 28734437
- VIN:
- 5TDKDRAHXSS553891
2025 Toyota Highlander
LE FWD
32,533 mi
Store transfer to Hartford, CT
Price includes $1,999 shipping
Good Deal
$34,997
- Year:
- 2025
- 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:
- 15,000
- Stock #:
- 29058261
- VIN:
- 5TDKDRBH8SS588153
New arrival
2025 Toyota Highlander
XLE AWD
15,000 mi
Store transfer to Hartford, CT
Price includes $149 shipping
Fair Deal
$46,147
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,070
- Stock #:
- G18531
- VIN:
- 5TDKDRAH0SS551888
2025 Toyota Highlander
LE FWD
30,070 mi
Home delivery from Hempstead, NY
Price includes $103 shipping
Great Deal
$31,591
- 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:
- 2,548
- Stock #:
- 260581A
- VIN:
- 5TDKDRBH5TS595563
2026 Toyota Highlander
Platinum AWD
2,548 mi
Hartford, CT
28 mi away
Great Deal
$50,791
- Year:
- 2025
- 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:
- 23,516
- Stock #:
- 11647TB
- VIN:
- 5TDKDRBH4SS586982
2025 Toyota Highlander
XLE AWD
23,516 mi
West Simsbury, CT
39 mi away
Good Deal
$44,599
CarGurus Analysis:
2026 Toyota Highlander
With 851 currently listed for sale and an average price of $50,059.00, 34.4% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.5% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to impress with its spacious interior, excellent safety ratings, and a strong reputation for reliability.
- Year:
- 2025
- 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:
- 17,901
- Stock #:
- TS081360A
- VIN:
- 5TDKDRBHXSS581074
2025 Toyota Highlander
XLE AWD
17,901 mi
East Hartford, CT
27 mi away
Great Deal
$43,471
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,271
- Stock #:
- M18755
- VIN:
- 5TDKDRAH2SS554730
2025 Toyota Highlander
LE FWD
26,271 mi
Home delivery from Valley Stream, NY
Price includes $108 shipping
Great Deal
$31,496
- Year:
- 2025
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 12,209
- Stock #:
- A163337
- VIN:
- 5TDKDRBH5SS587073
2025 Toyota Highlander
XLE AWD
12,209 mi
West Springfield, MA
40 mi away
Great Deal
$42,670
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,201
- Stock #:
- MVPG1895531
- VIN:
- 5TDKDRAH0SS723542
2025 Toyota Highlander
LE FWD
30,201 mi
Home delivery from Valley Stream, NY
Price includes $108 shipping
Great Deal
$32,013
- Year:
- 2025
- 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:
- 27,825
- Stock #:
- S576363
- VIN:
- 5TDKDRBH3SS576363
2025 Toyota Highlander
XSE AWD
27,825 mi
Home delivery from Defiance, OH
Price includes $1,266 shipping
Good Deal
$42,457
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,901
- Stock #:
- PH79039
- VIN:
- 5TDKDRBH8SS577752
2025 Toyota Highlander
XSE AWD
26,901 mi
Westborough, MA
48 mi away
Fair Deal
$45,889
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,463
- Stock #:
- M18819
- VIN:
- 5TDKDRBH1SS579889
New arrival
2025 Toyota Highlander
XSE AWD
48,463 mi
Home delivery from Valley Stream, NY
Price includes $108 shipping
Great Deal
$36,496
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,520
- Stock #:
- PM79095
- VIN:
- 5TDKDRBH9SS586105
2025 Toyota Highlander
XSE AWD
18,520 mi
Westborough, MA
48 mi away
Fair Deal
$47,389
- Year:
- 2025
- 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:
- 21,337
- Stock #:
- A163262
- VIN:
- 5TDKDRBH6SS585039
2025 Toyota Highlander
XLE AWD
21,337 mi
West Springfield, MA
39 mi away
Good Deal
$43,572
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,996
- Stock #:
- PH78999
- VIN:
- 5TDKDRBH0SS583805
Sponsored Listing
2025 Toyota Highlander
XSE AWD
22,996 mi
Westborough, MA
48 mi away
Good Deal
$46,390
CarGurus Analysis: 2026 Toyota Highlander
Summary
With 851 currently listed for sale and an average price of $50,059.00, 34.4% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.5% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to impress with its spacious interior, excellent safety ratings, and a strong reputation for reliability.
Why it stands out
The 2026 Toyota Highlander remains a top choice in the midsize SUV segment, thanks to its blend of comfort, practicality, and reliability. This model is known for its spacious and versatile interior, accommodating up to seven passengers with ease. The Highlander is equipped with a suite of advanced safety features, ensuring peace of mind for families. While it may not be the most thrilling vehicle to drive, its smooth ride and quiet cabin make it a pleasant choice for daily commutes and long road trips alike. The Highlander's strong resale value and reputation for durability further enhance its appeal, making it a smart investment for buyers looking for a dependable family vehicle.
Other model years to consider
- Average price: $39,108.00
- Good/great deal percentage: 34.9%
- User rating: 5 / 5
- Total listings: 3,978
- Average price: $36,251.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,632
- Average price: $16,128.00
- Good/great deal percentage: 34.6%
- User rating: 4.78 / 5
- Total listings: 1,225
This analysis is based on CarGurus' proprietary market data from July 6, 2026, CarGurus experts' opinions, and generative AI.
2026 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
2026 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$50,057
0.7%
2026 Toyota Highlander
Index Price
$29,169
0.5%
All used vehicles
2026 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Washington, DC: The market in Washington, DC ($53,900) reflects a premium likely due to high demand and limited supply in urban areas.
- Lowest Prices in Dallas, TX: Dallas ($46,401) offers the most competitive pricing, suggesting a more price-sensitive market with better inventory turnover.
- Inventory Variation: Cities like Los Angeles (60 listings) and Boston (85 listings) have higher inventory levels, which may contribute to more stable pricing compared to lower inventory markets.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Washington, DC | 30 | $53,900 |
| Boston, MA | 85 | $53,123 |
| Miami, FL | 27 | $51,750 |
| Atlanta, GA | 48 | $51,017 |
| Chicago, IL | 34 | $43,899 |
| Dallas, TX | 47 | $46,401 |
| Los Angeles, CA | 60 | $50,212 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD (3,169 listings) is the most common trim, indicating strong demand and serving as a baseline for pricing.
- Premium Trims Command Higher Prices: The Platinum AWD ($53,925 MSRP) is the highest priced trim, reflecting its luxury features and higher demand.
- AWD Trims Lead the Market: All listed trims are AWD, highlighting a market preference for all-weather capability.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3169 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1234 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 702 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 566 | $53,925 | AWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2025 Highlander is priced at $41,288, approximately 2.4% above MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $24,400, which is -23.5% vs MSRP.
- Best Value in Recent Years: The 2022 Highlander is priced at $33,872, reflecting a modest depreciation of -5.5%, making it a compelling option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 Toyota Highlander | $40,320 | $41,288 | +2.4% |
| 2024 Toyota Highlander | $39,270 | $39,387 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,349 | -0.7% |
| 2022 Toyota Highlander | $35,855 | $33,872 | -5.5% |
| 2021 Toyota Highlander | $35,085 | $30,878 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,579 | -17.5% |
| 2019 Toyota Highlander | $31,830 | $24,400 | -23.5% |
| 2018 Toyota Highlander | $31,230 | $22,487 | -28.0% |
| 2017 Toyota Highlander | $30,630 | $20,990 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,777 | -38.5% |
| 2015 Toyota Highlander | $29,765 | $17,262 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from July 9, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2026 Toyota Highlander cost in Windham, CT?
The average 2026 Toyota Highlander costs about $50,057.43. The average price has decreased by -1.3% since last year. The 80 for sale near Windham, CT on CarGurus, range from $31,496 to $55,382 in price.
How many 2026 Toyota Highlander vehicles in Windham, CT have no reported accidents or damage?
80 out of 80 for sale near Windham, CT have no reported accidents or damage.
What is the fuel economy of the 2026 Toyota Highlander?
Depending on the engine and options, the 2026 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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