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  • Great Deal
  • MP3
  • Well-Equipped
  • 6 Cyl
  • Roof Rack
  • AWD
  • Certified Pre-Owned
  • One Owner
  • 4WD
  • Heated Seats
  • Navigation System
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  • 2010
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  • 2006
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  • 2004
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  • 4 Cyl
  • 2009
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  • Popular Model
  • 2017
  • 2001

Price Range

$0 $60,000+

Max Mileage

New $80,000+

MPG

Min 14 Max 50

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298 Results for

Used Toyota Highlander For Sale in Middletown, CT

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Photo 1:  2015 Toyota Highlander XLE in Agawam, MA
Photo 2: cockpit view from driver’s seat 2015 Toyota Highlander XLE in Agawam, MA
Photo 3:  2015 Toyota Highlander XLE in Agawam, MA exterior view of passenger side
Photo 4:  2015 Toyota Highlander XLE in Agawam, MA exterior view from rear driver's side
Photo 5:  2015 Toyota Highlander XLE in Agawam, MA view of rear bumper

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Dealer Page
  • Get Directions
$29,988

2015 Toyota Highlander XLE

73,925 miles / Agawam, MA

Photo 1: Nautical Blue Metallic 2015 Toyota Highlander XLE in Westport, CT exterior view from front driver's side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$31,977

2015 Toyota Highlander XLE

44,327 miles / Westport, CT

Photo 1:  2014 Toyota Highlander LE Plus in Wilbraham, MA
Photo 2: interior dashboard and console 2014 Toyota Highlander LE Plus in Wilbraham, MA
Photo 3:  2014 Toyota Highlander LE Plus in Wilbraham, MA exterior view of passenger side
Photo 4:  2014 Toyota Highlander LE Plus in Wilbraham, MA exterior view from rear driver's side
Photo 5:  2014 Toyota Highlander LE Plus in Wilbraham, MA view of rear bumper

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Get Directions
$26,988

2014 Toyota Highlander LE Plus

33,386 miles / Wilbraham, MA

Photo 1: Blizzard Pearl 2011 Toyota Highlander Limited in Danbury, CT exterior view from front driver's side
Photo 2: Blizzard Pearl 2011 Toyota Highlander Limited in Danbury, CT
Photo 3: cockpit view from driver’s seat 2011 Toyota Highlander Limited in Danbury, CT
Photo 4: Blizzard Pearl 2011 Toyota Highlander Limited in Danbury, CT front view of grill, headlights, hood and windshield
Photo 5: Blizzard Pearl 2011 Toyota Highlander Limited in Danbury, CT front view of grill, headlights, hood and windshield

Automatic / 4WD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$16,495

2011 Toyota Highlander Limited

99,669 miles / Danbury, CT

Photo 1: 2015 Toyota Highlander XLE with  in Enfield, CT

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Get Directions
$32,490

2015 Toyota Highlander XLE

33,129 miles / Enfield, CT

Photo 1: Silver Sky Metallic 2014 Toyota Highlander XLE in Hartford, CT exterior view from front driver's side
Photo 2: cockpit view from driver’s seat 2014 Toyota Highlander XLE in Hartford, CT
Photo 3: 2014 Toyota Highlander XLE with  in Hartford, CT
Photo 4: Silver Sky Metallic 2014 Toyota Highlander XLE in Hartford, CT exterior view of passenger side
Photo 5: Silver Sky Metallic 2014 Toyota Highlander XLE in Hartford, CT front view of grill, headlights, hood and windshield

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$30,991

2014 Toyota Highlander XLE

43,639 miles / Hartford, CT

Photo 1:  2016 Toyota Highlander XLE in Danbury, CT exterior view from front driver's side
Photo 2:  2016 Toyota Highlander XLE in Danbury, CT
Photo 3: interior dashboard and console 2016 Toyota Highlander XLE in Danbury, CT
Photo 4:  2016 Toyota Highlander XLE in Danbury, CT exterior view from rear passenger side
Photo 5:  2016 Toyota Highlander XLE in Danbury, CT view of rear bumper

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$35,999

2016 Toyota Highlander XLE

9,082 miles / Danbury, CT

Photo 1: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Bristol, CT exterior view from front driver's side
Photo 2: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Bristol, CT
Photo 3: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Bristol, CT front view of grill, headlights, hood and windshield
Photo 4: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Bristol, CT exterior view of driver's side
Photo 5: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Bristol, CT exterior view from rear passenger side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$31,888

2015 Toyota Highlander XLE

43,164 miles / Bristol, CT

Photo 1: Attitude Black Metallic 2014 Toyota Highlander XLE in Westport, CT exterior view from front driver's side
Photo 2: Attitude Black Metallic 2014 Toyota Highlander XLE in Westport, CT
Photo 3: cockpit view from driver’s seat 2014 Toyota Highlander XLE in Westport, CT
Photo 4: interior dashboard and console 2014 Toyota Highlander XLE in Westport, CT
Photo 5: interior dashboard and console 2014 Toyota Highlander XLE in Westport, CT

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$30,777

2014 Toyota Highlander XLE

23,234 miles / Westport, CT

Photo 1: Cypress Green Pearl 2008 Toyota Highlander in Naugatuck, CT exterior view from front driver's side
Photo 2: Cypress Green Pearl 2008 Toyota Highlander in Naugatuck, CT
Photo 3: interior dashboard and console 2008 Toyota Highlander in Naugatuck, CT
Photo 4: Cypress Green Pearl 2008 Toyota Highlander in Naugatuck, CT exterior view of driver's side
Photo 5: Cypress Green Pearl 2008 Toyota Highlander in Naugatuck, CT exterior view from rear passenger side

Automatic / FWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$10,995

2008 Toyota Highlander

70,300 miles / Naugatuck, CT

Photo 1: Salsa Red Pearl 2009 Toyota Highlander Sport in Old Saybrook, CT exterior view from front driver's side
Photo 2: Salsa Red Pearl 2009 Toyota Highlander Sport in Old Saybrook, CT
Photo 3: 2009 Toyota Highlander Sport with  in Old Saybrook, CT
Photo 4: Salsa Red Pearl 2009 Toyota Highlander Sport in Old Saybrook, CT exterior view from rear passenger side
Photo 5: 2009 Toyota Highlander Sport with  in Old Saybrook, CT

Automatic / 4WD / 6 Cyl
17 mpg city / 23 mpg hwy

  • Call Dealer
  • Get Directions
$15,310

2009 Toyota Highlander Sport

92,601 miles / Old Saybrook, CT

Photo 1: Ooh La La Rouge Mica 2014 Toyota Highlander XLE in Old Saybrook, CT exterior view from front driver's side
Photo 2: Ooh La La Rouge Mica 2014 Toyota Highlander XLE in Old Saybrook, CT
Photo 3: cockpit view from driver’s seat 2014 Toyota Highlander XLE in Old Saybrook, CT
Photo 4: 2014 Toyota Highlander XLE with  in Old Saybrook, CT
Photo 5: Ooh La La Rouge Mica 2014 Toyota Highlander XLE in Old Saybrook, CT exterior view from rear passenger side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$31,638

2014 Toyota Highlander XLE

51,834 miles / Old Saybrook, CT

Photo 1: Magnetic Gray Metallic 2013 Toyota Highlander in Stony Brook, NY exterior view from front driver's side
Photo 2: Magnetic Gray Metallic 2013 Toyota Highlander in Stony Brook, NY
Photo 3: interior dashboard and console 2013 Toyota Highlander in Stony Brook, NY
Photo 4: Magnetic Gray Metallic 2013 Toyota Highlander in Stony Brook, NY exterior view of passenger side
Photo 5: Magnetic Gray Metallic 2013 Toyota Highlander in Stony Brook, NY exterior view from rear driver's side

Automatic / 4WD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Call Dealer
  • Get Directions
$25,995

2013 Toyota Highlander

70,008 miles / Stony Brook, NY

Photo 1: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Bristol, CT exterior view from front driver's side
Photo 2: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Bristol, CT
Photo 3: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Bristol, CT front view of grill, headlights, hood and windshield
Photo 4: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Bristol, CT exterior view of driver's side
Photo 5: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Bristol, CT exterior view from rear passenger side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$29,989

2015 Toyota Highlander LE

19,938 miles / Bristol, CT

Photo 1: Predawn Gray Mica 2014 Toyota Highlander XLE in Westport, CT exterior view from front driver's side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$31,977

2014 Toyota Highlander XLE

9,352 miles / Westport, CT

Photo 1: 2015 Toyota Highlander XLE with  in Bristol, CT

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$32,757

2015 Toyota Highlander XLE

36,794 miles / Bristol, CT

Photo 1:  2013 Toyota Highlander in Wallingford, CT exterior view from front driver's side
Photo 2:  2013 Toyota Highlander in Wallingford, CT
Photo 3: cockpit view from driver’s seat 2013 Toyota Highlander in Wallingford, CT
Photo 4: interior dashboard and console 2013 Toyota Highlander in Wallingford, CT
Photo 5: interior dashboard and console 2013 Toyota Highlander in Wallingford, CT

Automatic / 4WD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Get Directions
$19,900

2013 Toyota Highlander

70,461 miles / Wallingford, CT

Photo 1:  2015 Toyota Highlander XLE in Windham, CT exterior view from front driver's side
Photo 2:  2015 Toyota Highlander XLE in Windham, CT
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander XLE in Windham, CT
Photo 4: interior dashboard and console 2015 Toyota Highlander XLE in Windham, CT
Photo 5:  2015 Toyota Highlander XLE in Windham, CT front view of grill, headlights, hood and windshield

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$29,999

2015 Toyota Highlander XLE

66,460 miles / Windham, CT

Photo 1: Attitude Black Metallic 2014 Toyota Highlander LE Plus in Westport, CT exterior view from front driver's side
Photo 2: Attitude Black Metallic 2014 Toyota Highlander LE Plus in Westport, CT
Photo 3: cockpit view from driver’s seat 2014 Toyota Highlander LE Plus in Westport, CT
Photo 4: interior dashboard and console 2014 Toyota Highlander LE Plus in Westport, CT
Photo 5: interior dashboard and console 2014 Toyota Highlander LE Plus in Westport, CT

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$25,977

2014 Toyota Highlander LE Plus

40,933 miles / Westport, CT

Photo 1:  2017 Toyota Highlander XLE in Wallingford, CT exterior view from front driver's side
Photo 2:  2017 Toyota Highlander XLE in Wallingford, CT
Photo 3: interior dashboard and console 2017 Toyota Highlander XLE in Wallingford, CT
Photo 4: interior dashboard and console 2017 Toyota Highlander XLE in Wallingford, CT
Photo 5: interior dashboard and console 2017 Toyota Highlander XLE in Wallingford, CT

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Get Directions
$37,800

2017 Toyota Highlander XLE

10,156 miles / Wallingford, CT

Photo 1:  2012 Toyota Highlander in Danbury, CT exterior view from front driver's side
Photo 2: interior dashboard and console 2012 Toyota Highlander in Danbury, CT
Photo 3:  2012 Toyota Highlander in Danbury, CT front view of grill, headlights, hood and windshield
Photo 4:  2012 Toyota Highlander in Danbury, CT exterior view of driver's side
Photo 5:  2012 Toyota Highlander in Danbury, CT view of rear bumper

Automatic / 4WD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$19,900

2012 Toyota Highlander

80,054 miles / Danbury, CT

Photo 1: Blizzard Pearl 2016 Toyota Highlander XLE in West Simsbury, CT exterior view from front driver's side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$35,900

2016 Toyota Highlander XLE

11,013 miles / West Simsbury, CT

Photo 1: Blizzard Pearl 2014 Toyota Highlander XLE in Westbrook, CT exterior view from front driver's side
Photo 2: Blizzard Pearl 2014 Toyota Highlander XLE in Westbrook, CT
Photo 3: cockpit view from driver’s seat 2014 Toyota Highlander XLE in Westbrook, CT
Photo 4: 2014 Toyota Highlander XLE with  in Westbrook, CT
Photo 5: Blizzard Pearl 2014 Toyota Highlander XLE in Westbrook, CT exterior view from rear passenger side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$32,682

2014 Toyota Highlander XLE

21,906 miles / Westbrook, CT

Photo 1: Blizzard Pearl 2015 Toyota Highlander Limited Platinum in Bristol, CT exterior view from front driver's side
Photo 2: Blizzard Pearl 2015 Toyota Highlander Limited Platinum in Bristol, CT
Photo 3: Blizzard Pearl 2015 Toyota Highlander Limited Platinum in Bristol, CT exterior view of passenger side
Photo 4: Blizzard Pearl 2015 Toyota Highlander Limited Platinum in Bristol, CT exterior view from rear driver's side
Photo 5: Blizzard Pearl 2015 Toyota Highlander Limited Platinum in Bristol, CT view of rear bumper

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$36,747

2015 Toyota Highlander Limited Platinum

36,367 miles / Bristol, CT