Used Toyota Highlander in Winter Park, FL For Sale Under $60,000 (24 results)

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Winter Park, FL

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2025 Toyota Highlander

Experience the all-new 2025 Toyota Highlander with advanced features and stylish design, perfect for any adventure with its reliable AWD drive

automatic

hybrid

Winter Park, FL

$54,829

2025 Toyota Highlander

Experience luxury and reliability with this brand new 2025 Toyota Highlander, featuring all-wheel drive and an automatic transmission, perfect for any adventure through Winter Park, FL

automatic

gasoline

Winter Park, FL

$49,814

2024 toyota highlander xle

This stunning 2024 Toyota Highlander XLE is ready for your family adventures. With only 8,831 miles, it boasts a sleek Midnight Black Metallic exterior, a spacious interior, and fantastic features like a sun/moonroof and lane keeping assist

8,831 mi.

Black

automatic

gasoline

Winter Park, FL

$41,999

2022 toyota highlander platinum

Experience luxury in this 2022 Toyota Highlander Platinum, featuring a panoramic roof, leather seats, third-row seating, and state-of-the-art navigation. With new tires and a money-back guarantee, it's ready for adventure!

60,850 mi.

White

Suv

automatic

gasoline

Winter Park, FL

$34,856

2022 toyota highlander xse

Explore the family-friendly 2022 Toyota Highlander XSE in Ruby Flare Pearl. With low mileage and a welcoming design, it's ready for your next adventure. Schedule a test drive today!

32,240 mi.

Red

automatic

gasoline

Winter Park, FL

$33,997

2023 toyota highlander xle

This 2023 Toyota Highlander XLE offers premium features like a sunroof, 3rd row seating, and Lane Keeping Assist. With its sleek Blueprint exterior and comfortable Harvest Beige interior, it's ready for urban adventures

59,214 mi.

Blueprint

Suv

automatic

gasoline

Winter Park, FL

$32,599

2023 toyota highlander le

This 2023 Toyota Highlander LE in Celestial Silver Metallic is a versatile SUV equipped with 3rd-row seating and lane-keeping assist, perfect for families and adventures alike

38,366 mi.

Celestial silver metallic

automatic

gasoline

Winter Park, FL

$31,692

2022 toyota highlander l

This 2022 Toyota Highlander L in stunning Blueprint with black fabric interior boasts a well-optioned SUV experience, featuring a 3rd-row seat, lane keeping assist, and keyless start, all with just 27,943 miles on the clock

27,943 mi.

Blue

Suv

automatic

gasoline

Winter Park, FL

$30,991

2022 Toyota Highlander

This 2022 Toyota Highlander comes with a smooth Automatic Transmission and is equipped with front-wheel drive, promising an enjoyable driving experience. Perfect for families and adventure seekers alike, it’s priced at $30,991

automatic

gasoline

Winter Park, FL

$30,991

2021 Toyota Highlander

This 2021 Toyota Highlander offers reliable FWD performance and comes equipped with an automatic transmission. Perfect for families looking for space and comfort on the road

automatic

gasoline

Winter Park, FL

$30,751

2021 toyota highlander xle

Experience the evolution of SUVs with this refined yet rugged 2021 Toyota Highlander XLE. Packed with features and certified for quality, this vehicle comes with a Money-Back Guarantee, offering peace of mind and value for your investment

48,455 mi.

Blueprint

Suv

automatic

gasoline

Winter Park, FL

$30,751

certified 2017 toyota highlander xle winter park, fl 32792 for sale in winter park, florida

Explore this certified 2017 Toyota Highlander XLE, a perfect blend of comfort and performance in Winter Park, FL. Ideal for families and adventures alike!

automatic

gasoline

Winter Park, FL

$29,952

2021 toyota highlander le

Discover this 2021 Toyota Highlander LE, featuring a sleek Midnight Black Metallic exterior and Graphite interior. It's equipped with 3rd-row seating, Lane Keeping Assist, and offers exceptional performance and reliability with low mileage

45,519 mi.

Black

Suv

automatic

gasoline

Winter Park, FL

$28,711

2021 toyota highlander le

Discover the reliability of this 2021 Toyota Highlander LE, featuring a stunning Ruby Flare Pearl exterior and advanced safety features like forward collision mitigation and pedestrian impact prevention, all under 52,000 miles

51,978 mi.

Ruby flare pearl

automatic

gasoline

Winter Park, FL

$26,797

2021 Toyota Highlander

Check out this 2021 Toyota Highlander with an automatic transmission. It's a functional and stylish SUV, perfect for families or anyone needing extra space

automatic

gasoline

Winter Park, FL

$25,703

2021 toyota highlander l

This 2021 Toyota Highlander L comes in a stunning Magnetic Gray Metallic with a Graphite interior, featuring 3rd-row seating, Lane Keeping Assist, and all-new tires, making it an ideal family SUV

79,311 mi.

Magnetic gray metallic

automatic

gasoline

Winter Park, FL

$25,703

2022 Toyota Highlander

This 2022 Toyota Highlander is a great choice for families with its spacious interior and FWD capability, perfect for Florida driving. Enjoy the convenience of an automatic transmission at an attractive price

automatic

hybrid

Winter Park, FL

$24,992

2017 toyota highlander xle

Discover the impressive 2017 Toyota Highlander XLE in Predawn Gray Mica, loaded with luxurious features and equipped for comfort, including a sunroof and leather seats. Enjoy the space of a 3rd row and cutting-edge navigation system

71,301 mi.

Predawn gray mica

automatic

gasoline

Winter Park, FL

$23,499

2019 toyota highlander le

Experience the flexibility of this 2019 Toyota Highlander LE, featuring a stunning Shoreline Blue Pearl exterior and a comfortable Black fabric interior. Enjoy ample seating with a 3rd-row seat and modern safety features like Lane Keeping Assist

92,467 mi.

Blue

automatic

gasoline

Winter Park, FL

$22,689

2021 Toyota Highlander

This 2021 Toyota Highlander features an all-wheel drive system and an automatic transmission, ensuring a smooth and reliable driving experience

automatic

gasoline

Winter Park, FL

$17,751