Used Toyota Highlander for Sale Under $40,000 Near Ridgefield, CT

2021 Toyota Highlander

XSE AWD

81,208 miles

$29,991

Fair Deal

Watertown, CT

29 mi away

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:: Midnight Black Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Cockpit Red
Mileage:: 81,208
Stock number:: W2070
VIN:: 5TDLZRBH3MS110909

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2019 Toyota Highlander

XLE AWD

96,778 miles

$17,995

Great Deal

Port Jefferson, NY

35 mi away

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:: Midnight Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 96,778
Stock number:: CE3237M
VIN:: 5TDJZRFH2KS576975

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2025 Toyota Highlander

29,940 miles

$35,063

Good Deal

34 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 29,940
Stock number:: 16669086
VIN:: 5TDKDRAHXSS554488

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2021 Toyota Highlander

XLE AWD

82,161 miles

$26,999

Fair Deal

Bronx, NY

36 mi away

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:: Magnetic Gray Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 82,161
Stock number:: FU9452
VIN:: 5TDGZRBH0MS558574

2022 Toyota Highlander

XLE AWD

3,264 miles

$37,995

Fair Deal

Hempstead, NY

40 mi away

Year:: 2022
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: White (Wind Chill Pearl)
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 3,264
Stock number:: U1578T
VIN:: 5TDGZRBH3NS249733

2024 Toyota Highlander

LE AWD

31,810 miles

$35,097

Fair Deal

Store transfer to East Haven, CT

1,160 mi away Price includes $1,099 shipping Price includes $1,099 shipping

Year:: 2024
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:: 31,810
Stock number:: 28337826
VIN:: 5TDKDRBH5RS551166

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2018 Toyota Highlander

XLE AWD

106,991 miles

$19,980

Good Deal

Southington, CT

41 mi away

Year:: 2018
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:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 106,991
Stock number:: G6197
VIN:: 5TDJZRFH5JS818544

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2023 Toyota Highlander

XLE AWD

22,646 miles

$36,190

Good Deal

Jackson Heights, NY

42 mi away

Year:: 2023
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:: 22,646
Stock number:: NU216
VIN:: 5TDKDRBH4PS000806

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2024 Toyota Highlander

Limited AWD

16,207 miles

$38,998

Great Deal

Nanuet, NY

29 mi away

Year:: 2024
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:: 16,207
Stock number:: SB188459A
VIN:: 5TDKDRBH2RS544739

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2023 Toyota Highlander

XLE AWD

6,497 miles

$35,995

Great Deal

Mount Kisco, NY

12 mi away

Year:: 2023
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:: 6,497
Stock number:: U11692
VIN:: 5TDKDRBH1PS526598

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2021 Toyota Highlander

XSE AWD

71,335 miles

$29,572

Good Deal

Watertown, CT

29 mi away

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:: Black
Transmission:: Automatic
Mileage:: 71,335
Stock number:: 26307
VIN:: 5TDJZRBH0MS142420

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2016 Toyota Highlander

LE AWD

99,254 miles

$16,788

Fair Deal

Hempstead, NY

40 mi away

Year:: 2016
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: White
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 99,254
Stock number:: U8087
VIN:: 5TDBKRFH0GS251337

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2019 Toyota Highlander

XLE AWD

50,497 miles

$25,969

Good Deal

Certified Pre-Owned

Massapequa, NY

42 mi away

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:: Toasted Walnut Pearl
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 8-Speed Automatic
Mileage:: 50,497
Stock number:: U10703P
VIN:: 5TDJZRFH8KS919756

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2021 Toyota Highlander

Limited AWD

117,410 miles

$24,999

Good Deal

Bristol, CT

42 mi away

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:: Blueprint
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 117,410
Stock number:: UA38375A
VIN:: 5TDDZRBH3MS554750

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2019 Toyota Highlander

XLE AWD

142,257 miles

$19,495

Fair Deal

Paterson, NJ

42 mi away

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:: 142,257
Stock number:: 563904
VIN:: 5TDJZRFH2KS563904

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2013 Toyota Highlander

116,992 miles

$11,995

Good Deal

Mount Kisco, NY

12 mi away

Year:: 2013
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 270 hp 3.5L V6
Exterior color:: Sandy Beach Metallic
Fuel type:: Gasoline
Interior color:: Brown (Sand Beige)
Transmission:: 5-Speed Automatic Overdrive
Mileage:: 116,992
Stock number:: U11597
VIN:: 5TDBK3EH6DS233838

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2019 Toyota Highlander

LE Plus FWD

93,800 miles

$20,897

Good Deal

Store transfer to East Haven, CT

1,147 mi away Price includes $899 shipping Price includes $899 shipping

Year:: 2019
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 93,800
Stock number:: 28243721
VIN:: 5TDZZRFH7KS322097

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2022 Toyota Highlander

L AWD

50,207 miles

$26,595

Good Deal

Mount Kisco, NY

12 mi away

Year:: 2022
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: Midnight Black Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 50,207
Stock number:: U11676
VIN:: 5TDCZRBH7NS585657

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2025 Toyota Highlander

XLE FWD

6,388 miles

$39,969

Great Deal

Certified Pre-Owned

Massapequa, NY

42 mi away

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:: White (Wind Chill Pearl)
Fuel type:: Gasoline
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 6,388
Stock number:: U10705T
VIN:: 5TDKDRAH4SS550646

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2018 Toyota Highlander

XLE AWD

100,659 miles

$19,700

Great Deal

Meriden, CT

39 mi away

Year:: 2018
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: Midnight Black Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 100,659
Stock number:: 539361
VIN:: 5TDJZRFH4JS539361

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2019 Toyota Highlander

Limited AWD

113,808 miles

$20,988

Great Deal

Newark, NJ

49 mi away

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:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 113,808
Stock number:: 618426
VIN:: 5TDJZRFH5KS618426

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2017 Toyota Highlander

XLE AWD

143,969 miles

$17,995

Fair Deal

Paterson, NJ

42 mi away

Year:: 2017
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 143,969
Stock number:: 395489
VIN:: 5TDJZRFH7HS395489

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2004 Toyota Highlander

Limited V6 AWD

161,287 miles

$6,213

Great Deal

New Haven, CT

31 mi away

Year:: 2004
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 230 hp 3.3L V6
Exterior color:: Bluestone Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: Automatic
Mileage:: 161,287
Stock number:: BL9484
VIN:: JTEEP21A040060916

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2005 Toyota Highlander

Limited V6 AWD

178,601 miles

$5,450

Fair Deal

Paterson, NJ

42 mi away

Year:: 2005
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 230 hp 3.3L V6
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 5-Speed Automatic
Mileage:: 178,601
Stock number:: 135000
VIN:: JTEEP21A550135000

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