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Used 2020 Toyota Highlander for Sale near Connecticut

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233 vehicles found

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
94,189
Stock #:
HA0608A
VIN:
5TDJZRFH3KS599536
White (Blizzard Pearl) 2019 Toyota Highlander SUV / Crossover  8-Speed Automatic
New arrival
Country Hyundai

Sponsored by Country Hyundai

2019 Toyota Highlander

94,189 mi

Northampton, MA
39 mi away
Fair Deal

$25,207

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
94,189
Stock #:
HA0608A
VIN:
5TDJZRFH3KS599536
White (Blizzard Pearl) 2019 Toyota Highlander SUV / Crossover  8-Speed Automatic
New arrival

 

2019 Toyota Highlander

94,189 mi

Northampton, MA
39 mi away
Fair Deal

$25,207

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
63,983
Stock #:
26228A
VIN:
5TDJZRFH6KS612313
Gray 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

XLE AWD

63,983 mi

Westbrook, CT
35 mi away
Fair Deal
Manufacturer certified

$29,374

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
Automatic
Mileage:
71,213
Stock #:
121020
VIN:
5TDLZRBHXMS121020
Black 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XSE AWD

71,213 mi

Home delivery from Ocean, NJ
Free home delivery
Great Deal

$28,564

CarGurus Analysis:

2020 Toyota Highlander

4.6

  • With 3,150 currently listed for sale and an average price of $28,352.00, 34.9% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.

  • 70.9% of 2020 Highlander models on CarGurus are accident free.

  • The 2020 Toyota Highlander features a spacious interior, advanced safety features, and smooth ride, making it an appealing choice for families.

Research summarized using AI

 

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
82,723
Stock #:
10349
VIN:
5TDBZRFH7KS932437
Silver 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

LE AWD

82,723 mi

Home delivery from South Plainfield, NJ
Price includes $183 shipping
Great Deal

$20,078

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
Automatic
Mileage:
31,790
Stock #:
MS536756T
VIN:
5TDDZRBH2MS536756
White (Blizzard Pearl) 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

Limited AWD

31,790 mi

Home delivery from Egg Harbor Township, NJ
Price includes $290 shipping
Fair Deal

$38,288

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
138,124
Stock #:
R716789
VIN:
5TDBZRFHXKS716789
Silver 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

LE Plus AWD

138,124 mi

Home delivery from Warwick, RI
Price includes $126 shipping
Fair Deal

$17,570

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
66,785
Stock #:
S006528
VIN:
5TDYZRAH0LS006528
White 2020 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2020 Toyota Highlander

Limited FWD

66,785 mi

Home delivery from Houston, TX
Price includes $2,282 shipping
Fair Deal

$31,004

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
64,763
Stock #:
U2000743
VIN:
5TDDZRBH9LS011059
Magnetic Gray Metallic 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2020 Toyota Highlander

Limited AWD

64,763 mi

Home delivery from Plymouth, NH
Price includes $290 shipping
Good Deal

$31,923

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
93,461
Stock #:
998635
VIN:
5TDBZRFH0KS998635
Silver 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2019 Toyota Highlander

LE AWD

93,461 mi

Hartford, CT
1 mi away
Fair Deal

$21,999

CarGurus Analysis: 2020 Toyota Highlander

7.7
of 10
overall
Look and feel7/10
Technology7/10
Performance6/10
Safety9/10
Form & function9/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 3,150 currently listed for sale and an average price of $28,352.00, 34.9% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.

  • 70.9% of 2020 Highlander models on CarGurus are accident free.

  • The 2020 Toyota Highlander features a spacious interior, advanced safety features, and smooth ride, making it an appealing choice for families.

Why it stands out

The 2020 Toyota Highlander emerges as a top contender in the midsize SUV segment, particularly known for its remarkable passenger comfort and spacious three-row seating. Redesigned for this year, it achieves a premium feel that rivals luxury vehicles, with an interior quality that stands out against competitors such as the Ford Explorer and Honda Pilot. The powerful 3.5-liter V6 engine ensures smooth acceleration, complemented by a refined, quiet ride. With features like Toyota Safety Sense 2.0, beneficial tech options, and a flexible seating configuration, it caters well to families and safety-conscious buyers alike. However, some owners note shortcomings in front seat comfort and handling dynamics, suggesting that while it's built for comfort, it may not appeal to those seeking a more spirited driving experience.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,141.00
    • Good/great deal percentage: 36.5%
    • User rating: 5 / 5
    • Total listings: 4,139
  • 2023 Toyota Highlander

    • Average price: $36,279.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,691
  • 2014 Toyota Highlander

    • Average price: $16,094.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,198

This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.

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