Used Toyota Highlander for Sale in Kissimmee, FL
Buy a versatile Toyota Highlander in the county seat of Osceola County, Florida
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1,187 listings
- Price Drop$18,700great price$3,737 below market
- 87,931 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 27 Hwy MPG
- Napleton's Volkswagen Of Sanford (32 mi away)
- Home delivery*
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Located in Sanford, FL / 32 miles away from Kissimmee, FL
2018 Toyota Highlander XLE Certified by Carfax - No Accidents, Android Auto / Apple Car Play, Backup Camera, Bluetooth Hands Free Calling, Alloy Wheel...
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: 5TDKZRFH9JS548464
Stock: POE8324A
Certified Pre-Owned: No
Listed since: 06-16-2025 - Price Drop$26,495great price$3,728 below market
- 76,216 miles
- No accidents, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Fields BMW South Orlando (8 mi away)
- Home delivery*
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Located in Orlando, FL / 8 miles away from Kissimmee, FL
EPA 27 MPG Hwy/20 MPG City! Heated Seats, Sunroof, Navigation, 3rd Row Seat, Back-Up Camera, Power Liftgate, Rear Air, Captains Chairs, Alloy Wheels, ...
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: 5TDHZRBH3LS522381
Stock: S9093202A
Certified Pre-Owned: No
Listed since: 07-10-2025 - $30,995great price$3,814 below market
- 44,987 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Chevrolet Airport (13 mi away)
- Home delivery*
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Located in Orlando, FL / 13 miles away from Kissimmee, 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: 5TDKDRAH8PS042784
Stock: PS042784
Certified Pre-Owned: No
Listed since: 05-15-2025 - $25,999great price$2,661 below market
- 43,585 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (22 mi away)
- Home delivery*
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Located in Winter Park, FL / 22 miles away from Kissimmee, 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$29,998great price$2,820 below market
- 51,122 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Clermont (23 mi away)
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Located in Clermont, FL / 23 miles away from Kissimmee, 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: 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: 5TDGZRAH0NS128465
Stock: 27462692
Certified Pre-Owned: No - $17,888great price$4,000 below market
- 112,228 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Arrive N Drive (14 mi away)
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Located in Orlando, FL / 14 miles away from Kissimmee, 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 - $9,400great price$3,430 below market
- 144,631 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 18 City / 24 Hwy MPG
- MR Auto Sales (8 mi away)
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Located in Orlando, FL / 8 miles away from Kissimmee, 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDZK3EHXCS074626
Stock: 4626
Certified Pre-Owned: No - New Listing$25,998great price$2,352 below market
- 86,667 miles
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Sanford (34 mi away)
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Located in Sanford, FL / 34 miles away from Kissimmee, 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 Unavailable.
Features and Specs:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH5KS700668
Stock: 27634216
Certified Pre-Owned: No - $39,996fair price$199 above market
- 17,041 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (22 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 22 miles away from Kissimmee, FL
Sun/Moonroof3rd Row SeatMudguards (Tms)Lane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Softex Seat TrimMagnetic Gray M...
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: 5TDKDRAH3RS533699
Stock: RS533699
Certified Pre-Owned: Yes
Listed since: 06-09-2025 - New Listing$35,784good price$1,233 below market
- 7,983 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (22 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 22 miles away from Kissimmee, FL
Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsHarvest Beige; Softex Seat TrimRuby Flare P...
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: 5TDGZRAH0MS081503
Stock: MS081503
Certified Pre-Owned: No
Listed since: 07-19-2025 - $16,997good price$1,445 below market
- 113,853 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Driver's Mart (22 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 22 miles away from Kissimmee, 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 - $9,991great price$3,404 below market
- 149,694 miles
- 1 accident, 4 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Prime Leasing And Sales (9 mi away)
Close
Located in Orlando, FL / 9 miles away from Kissimmee, 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 - Price Drop$14,250good price$1,279 below market
- 145,938 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Mullinax Ford of Central Florida (26 mi away)
Close
Located in Apopka, FL / 26 miles away from Kissimmee, 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 - $37,899fair price$895 below market
- 20,336 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (22 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 22 miles away from Kissimmee, 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 - New Listing$31,998good price$1,753 below market
- 28,254 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- CarMax Clermont (23 mi away)
Close
Located in Clermont, FL / 23 miles away from Kissimmee, 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: 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: 5TDBZRBH4NS565247
Stock: 27441527
Certified Pre-Owned: No - $36,499fair price$659 below market
- 22,745 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Acura North Orlando (34 mi away)
- Home delivery*
Close
Located in Sanford, FL / 34 miles away from Kissimmee, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimMidnight Black MetallicThis veh...
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: 5TDKDRAH0PS011108
Stock: PS011108
Certified Pre-Owned: No
Listed since: 06-05-2025 - $31,193good price$1,534 below market
- 52,178 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Sport Subaru South (7 mi away)
- Home delivery*
Close
Located in Orlando, FL / 7 miles away from Kissimmee, FL
Sport Auto Group's ONE PRICE means you NEVER PAY too much and our BEST PRICE is always your FIRST PRICE - SAVE THOUSANDS on this 2021 Toyota Highlande...
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: 5TDYZRAHXMS055916
Stock: BTE54123B
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$24,325good price$1,416 below market
- 68,692 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Greenway Chrysler Dodge Jeep Ram (21 mi away)
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Located in Orlando, FL / 21 miles away from Kissimmee, FL
21/29 City/Highway MPG 18" Painted Alloy Wheels, 3rd row seats: split-bench, ABS brakes, Apple CarPlay/Android Auto, Auto High-beam Headlights, Automa...
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: 5TDZZRAH9MS528533
Stock: MS528533
Certified Pre-Owned: No
Listed since: 07-14-2025 - New Listing$14,559good price$705 below market
- 152,671 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 24 Hwy MPG
- Starling Chevrolet (5 mi away)
Close
Located in Orlando, FL / 5 miles away from Kissimmee, 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: 07-22-2025 - Price Drop$41,208fair price$266 below market
- 21,574 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Hertz Car Sales Orlando (14 mi away)
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Located in Orlando, FL / 14 miles away from Kissimmee, FL
*All prices plus government fees and taxes, any finance charges, a dealer document preparation charge of $899, any electronic filing charge, and any e...
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: Yes
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3RS532522
Stock: 69626
Certified Pre-Owned: No
Listed since: 06-03-2025 - $29,675fair price$873 below market
- 71,089 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Starling Chevrolet (5 mi away)
Close
Located in Orlando, FL / 5 miles away from Kissimmee, 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
Showing 1 - 21 out of 1,187 listings
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