Used Toyota Highlander for Sale in Longwood, FL
Buy a versatile Toyota Highlander in the city where Kim Shaw was born
Skip to Filters
1,120 listings
- Price Drop$13,750great price$2,603 below market
- 145,938 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Mullinax Ford of Central Florida (8 mi away)
Close
Located in Apopka, FL / 8 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH6ES031083
Stock: 31083
Certified Pre-Owned: No
Listed since: 06-25-2025 - New Listing$33,590great price$7,041 below market
- 25,262 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Orlando (11 mi away)
- Home delivery*
Close
Located in Orlando, FL / 11 miles away from Longwood, FL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS534667
Stock: 2003425667
Certified Pre-Owned: No
Listed since: 01-28-2025 - $25,999great price$2,705 below market
- 43,585 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsAlmond; Leather Seat Trim...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH5KS307034
Stock: KS307034
Certified Pre-Owned: Yes
Listed since: 06-27-2025 - New Listing$25,799great price$3,615 below market
- 62,170 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
Panoramic RoofLeather SeatsNavigation System3rd Row SeatAll-Weather Floor Liner PackageAlloy Wheel LocksLane Keeping AssistKeyless StartRear S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH9JS869428
Stock: JS869428
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$33,998great price$3,229 below market
- 46,017 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Mixed Media Seat TrimMidnight Black MetallicThi...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDLZRAH7NS134942
Stock: NS134942
Certified Pre-Owned: No
Listed since: 08-05-2025 - $17,888great price$3,828 below market
- 112,228 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Arrive N Drive (18 mi away)
Close
Located in Orlando, FL / 18 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH4HS517354
Stock: A0579A
Certified Pre-Owned: No - $30,199great price$2,759 below market
- 38,012 miles
- 1 accident, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Florida Fine Cars Orlando (16 mi away)
Close
Located in Orlando, FL / 16 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS036960
Stock: 152285
Certified Pre-Owned: No
Listed since: 07-02-2025 - New Listing$34,499great price$2,401 below market
- 45,382 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State EmissionsGraphite; Softex Seat TrimMagnetic Gra...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH5NS241276
Stock: NS241276
Certified Pre-Owned: No
Listed since: 08-05-2025 - Price Drop$18,480good price$1,336 below market
- 121,868 miles
- 2 accidents, 5 owners, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Leather Seat TrimP...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH4HS509470
Stock: HS509470
Certified Pre-Owned: No
Listed since: 06-24-2025 - New Listing$32,449good price$2,922 below market
- 30,757 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Starling Chevrolet (23 mi away)
Close
Located in Orlando, FL / 23 miles away from Longwood, FL
Recent Arrival! This 2022 Toyota Highlander XLE in White features: Clean CARFAX.Priced below KBB Fair Purchase Price! 21/29 City/Highway MPGAt St...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDHZRAH9NS133040
Stock: 133040T
Certified Pre-Owned: No
Listed since: 08-04-2025 - $29,675good price$1,315 below market
- 71,089 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Starling Chevrolet (23 mi away)
Close
Located in Orlando, FL / 23 miles away from Longwood, FL
This 2022 Toyota Highlander XLE in Magnetic Gray Metallic features: Clean CARFAX.Priced below KBB Fair Purchase Price! 21/29 City/Highway MPGAt S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH5NS114612
Stock: 114612T
Certified Pre-Owned: No
Listed since: 06-25-2025 - $25,998great price$2,123 below market
- 86,667 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Sanford (6 mi away)
Close
Located in Sanford, FL / 6 miles away from Longwood, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH5KS700668
Stock: 27634216
Certified Pre-Owned: No - Price Drop$13,985good price$1,541 below market
- 152,681 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 24 Hwy MPG
- Starling Chevrolet (23 mi away)
Close
Located in Orlando, FL / 23 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 5TDZARFH2HS027165
Stock: 027165T
Certified Pre-Owned: No
Listed since: 07-26-2025 - New Listing$15,995great price$3,893 below market
- 88,499 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Riker's Auto Financial (10 mi away)
Close
Located in Orlando, FL / 10 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH6ES007527
Stock: 407-007527
Certified Pre-Owned: No - $16,595good price$1,288 below market
- 113,853 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Driver's Mart (7 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 7 miles away from Longwood, FL
This 2016 Toyota Highlander LE Plus, has a Midnight Black Metallic exterior and an Black interior color. 113853 miles. Stock Number GS126327. ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDZKRFHXGS126327
Stock: GS126327
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop$30,000good price$2,565 below market
- 47,290 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Napleton's Volkswagen Of Orlando (14 mi away)
- Home delivery*
Close
Located in Orlando, FL / 14 miles away from Longwood, FL
Front Wheel Drive, Power Steering, ABS, 4-Wheel Disc Brakes, Brake Assist, Aluminum Wheels, Tires - Front All-Season, Tires - Front Performance, Tires...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDHZRAH2NS545297
Stock: TSAN5297
Certified Pre-Owned: No
Listed since: 06-30-2025 - $7,900great price$2,099 below market
- 144,997 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 17 City / 23 Hwy MPG
- Motion Motors (13 mi away)
Close
Located in Orlando, FL / 13 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: JTEES43A192123136
Stock: 000105
Certified Pre-Owned: No - $29,998fair price$948 below market
- 68,045 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
The following items have been reconditioned on this vehicle: new brakes and all new tires! Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless St...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH7NS118189
Stock: NS118189
Certified Pre-Owned: Yes
Listed since: 06-21-2025 - $37,899fair price$493 below market
- 20,336 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (8 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 8 miles away from Longwood, FL
Radio: 12.3" Toyota Audio Multimedia W/6 SpeakersSun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3PS039324
Stock: PS039324
Certified Pre-Owned: Yes
Listed since: 07-05-2025 - $9,991great price$3,271 below market
- 149,694 miles
- 1 accident, 4 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Prime Leasing And Sales (19 mi away)
Close
Located in Orlando, FL / 19 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH1CS159078
Stock: AAF159078
Certified Pre-Owned: No - $6,969great price$1,435 below market
- 196,188 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- VIP Auto Enterprise (11 mi away)
Close
Located in Orlando, FL / 11 miles away from Longwood, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: JTEDS42A682057324
Stock: 057324
Certified Pre-Owned: No
Showing 1 - 21 out of 1,120 listings
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.