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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1,189 listings
- Price Drop$32,990fair price$115 above market
- 43,839 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 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
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Fabric Seat TrimCelestial Silver MetallicThis vehicle includ...
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: 5TDKDRAH0PS034419
Stock: PS034419
Certified Pre-Owned: Yes
Listed since: 06-09-2025 - New Listing$24,998fair price$252 below market
- 63,905 miles
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Orlando (13 mi away)
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Located in Orlando, FL / 13 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:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH2HS524128
Stock: 27758119
Certified Pre-Owned: No - Price Drop$26,295fair price$456 above market
- 93,016 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Sanford DriveTime (30 mi away)
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Located in Sanford, FL / 30 miles away from Kissimmee, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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: 5TDYZRFH2JS255886
Stock: 1120249423
Certified Pre-Owned: No
Listed since: 07-08-2025 - Price Drop$35,971fair price$384 above market
- 35,074 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Phillips Toyota (43 mi away)
- Home delivery*
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Located in Leesburg, FL / 43 miles away from Kissimmee, FL
One Owner, Nonsmoker, Local Trade, Leather Seats, Sunroof, Navigation, 3rd Row Seating, Tow Package, Backup Camera, Keyless Entry, *Carfax Accident Fr...
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: 5TDKDRAH5PS043603
Stock: 251067A
Certified Pre-Owned: No
Listed since: 05-21-2025 - Price Drop$40,596fair price$841 below market
- 24,814 miles
- 1 accident, 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: 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: Yes
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0RS532591
Stock: 69947
Certified Pre-Owned: No
Listed since: 07-08-2025 - $27,998fair price$539 below market
- 44,070 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 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
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH6MS521061
Stock: 27464124
Certified Pre-Owned: No - 45,645 miles
- Frame damage reported, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Florida Fine Cars Orlando (12 mi away)
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Located in Orlando, FL / 12 miles away from Kissimmee, FL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH6MS550201
Stock: 152239
Certified Pre-Owned: No
Listed since: 07-01-2025- 17,053 miles
- No accidents, 1 owner, personal use
- 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
The following items have been reconditioned on this vehicle: all new tires! 3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoil...
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: 5TDKDRAH9RS535599
Stock: RS535599
Certified Pre-Owned: Yes
Listed since: 06-30-2025- New Listing$34,900fair price$161 below market
- 58,537 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (26 mi away)
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Located in Apopka, FL / 26 miles away from Kissimmee, FL
**FREE DELIVERY WITHIN 200 MILES IN FLORIDA**, **NO DEALER FEES**, **4.6 STAR CUSTOMER RATED DEALERSHIP**.FWD 3.5L V6 DOHC Priced below KBB Fair Pu...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDFZRAH0MS035388
Stock: 35388
Certified Pre-Owned: No
Listed since: 07-29-2025 - New Listing$20,999great price$1,912 below market
- 102,240 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Show Car Motors (17 mi away)
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Located in Orlando, FL / 17 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH8JS536012
Stock: 536012
Certified Pre-Owned: No - New Listing$34,998fair price$99 above market
- 29,568 miles
- 8 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDYZRAH9LS024154
Stock: 27757997
Certified Pre-Owned: No - Price Drop
- 37,370 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Starling Chevrolet GMC (11 mi away)
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Located in Saint Cloud, FL / 11 miles away from Kissimmee, FL
2023 Toyota Highlander LE CLEAN CARFAX, 3RD ROW SEATING, ALLOY WHEELS, BACKUP CAMERA, PREMIUM AUDIO, POWER LIFTGATE, Bluetooth, Power Package, ABS bra...
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: 5TDKDRAH4PS022161
Stock: 022161T
Certified Pre-Owned: No
Listed since: 06-14-2025 - 20,505 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
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsCypressGraphite; Fabric Seat TrimThis vehicle includes a Money-Back...
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: 5TDKDRAH4RS534568
Stock: RS534568
Certified Pre-Owned: No
Listed since: 07-18-2025- New Listing
- 21,152 miles
- No accidents, 1 owner, personal use
- 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
The following items have been reconditioned on this vehicle: all new tires! Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping ...
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: 5TDKDRAH5PS009337
Stock: PS009337
Certified Pre-Owned: No
Listed since: 07-22-2025 - $34,499fair price$11 above market
- 51,321 miles
- 1 accident, 2 owners, 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 SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Softex Seat TrimRuby Flare Pearl...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7PS002387
Stock: PS002387
Certified Pre-Owned: Yes
Listed since: 07-15-2025 - 15,643 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (26 mi away)
Close
Located in Apopka, FL / 26 miles away from Kissimmee, FL
**FACTORY CERTIFIED WARRANTY**, **FREE DELIVERY WITHIN 200 MILES IN FLORIDA**, **NO DEALER FEES**, **4.6 STAR CUSTOMER RATED DEALERSHIP**, **20in WHEE...
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: 5TDKDRAH9RS541550
Stock: 541550
Certified Pre-Owned: No
Listed since: 07-24-2025- 17,451 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Ford Sanford (35 mi away)
Close
Located in Sanford, FL / 35 miles away from Kissimmee, FL
Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Mixed Media Seat TrimWind Chill Pear...
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: 5TDKDRAH3PS024788
Stock: PS024788
Certified Pre-Owned: No
Listed since: 07-22-2025- $16,300good price$905 below market
- 123,425 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 24 Hwy MPG
- VIP Autos Solutions (9 mi away)
Close
Located in Orlando, FL / 9 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:
22 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 5TDZARFH7HS030336
Stock: 030336
Certified Pre-Owned: No - 114,294 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- AutoNation Ford Sanford (35 mi away)
Close
Located in Sanford, FL / 35 miles away from Kissimmee, FL
3rd Row SeatLane Keeping AssistRear Spoiler50 State EmissionsAsh; Fabric Seat Trim W/SoftexCelestial Silver MetallicLe Plus PackageThis vehic...
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: 5TDBZRFH0HS474524
Stock: HS474524
Certified Pre-Owned: No
Listed since: 07-14-2025- $13,190fair price$356 below market
- 143,081 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- MG Quality Cars (7 mi away)
Close
Located in Orlando, FL / 7 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EHXDS246486
Stock: 246486
Certified Pre-Owned: No - $12,800good price$1,464 below market
- 128,334 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 7 Seats, 17 City / 22 Hwy MPG
- VIP Autos Solutions (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: 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/22 Highway)
Listing Information:
VIN: 5TDBK3EH1DS244004
Stock: 244004
Certified Pre-Owned: No
Showing 43 - 63 out of 1,189 listings
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