Used Toyota Highlander for Sale in Windermere, FL
Buy a versatile Toyota Highlander in the city where Elin Nordegren was born
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1,342 listings
- Price Drop$24,988great price$3,070 below market
- 74,685 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
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Located in Winter Park, FL / 15 miles away from Windermere, FL
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Fabric Seat TrimMidnight Black MetallicThis vehicle includes...
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: 5TDZZRAH2LS500748
Stock: LS500748
Certified Pre-Owned: Yes
Listed since: 05-28-2025 - Price Drop$34,998great price$2,366 below market
- 47,257 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Orlando (14 mi away)
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Located in Orlando, FL / 14 miles away from Windermere, 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDYZRAH3NS542702
Stock: 27324249
Certified Pre-Owned: No - Price Drop$25,991great price$2,980 below market
- 80,907 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Napleton's Volkswagen Of Sanford (22 mi away)
- Home delivery*
Close
Located in Sanford, FL / 22 miles away from Windermere, FL
2021 Toyota Highlander XLE Certified by Carfax - No Accidents, Backup Camera, Bluetooth Hands Free Calling, MP3/USB/IPOD Compatible, Alloy Wheels, Hig...
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: 5TDGZRAH1MS521938
Stock: POE0723A
Certified Pre-Owned: No
Listed since: 04-22-2025 - Price Drop$36,675great price$2,409 below market
- 17,659 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Starling Chevrolet (12 mi away)
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Located in Orlando, FL / 12 miles away from Windermere, FL
This 2023 Toyota Highlander XLE in Celestial Silver Metallic features: CARFAX One-Owner. Clean CARFAX. Radio: 8" Toyota Audio Multimedia.Odometer is...
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: 5TDKDRAH1PS525954
Stock: 525954T
Certified Pre-Owned: No
Listed since: 04-11-2025 - Price Drop$31,144great price$2,349 below market
- 47,290 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Napleton's Volkswagen Of Sanford (22 mi away)
- Home delivery*
Close
Located in Sanford, FL / 22 miles away from Windermere, FL
2022 Toyota Highlander XLE Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, FWD, Midnight Black Metallic, Black w/Leather Seat Trim,...
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: TORL5297
Certified Pre-Owned: No
Listed since: 03-24-2025 - $11,598good price$1,830 below market
- 135,347 miles
- 2 accidents, 3 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- AutoNation USA Sanford (24 mi away)
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Located in Sanford, FL / 24 miles away from Windermere, FL
Navigation SystemRear Seat Entertainment SystemSun/MoonroofLeather SeatsNavigation System3rd Row SeatExtra Cost PaintTow PkgKeyless StartRear...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDYK3EH2BS030291
Stock: BS030291
Certified Pre-Owned: No
Listed since: 05-09-2025 - New Listing$15,999good price$2,424 below market
- 92,592 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 25 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, FL
3rd Row SeatRear Spoiler50 State EmissionsAsh; Fabric Seat MaterialShoreline Blue PearlThis vehicle includes a Money-Back Guarantee* and passed...
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/25 Highway)
Listing Information:
VIN: 5TDZARFHXGS022780
Stock: GS022780
Certified Pre-Owned: No
Listed since: 06-08-2025 - Price Drop$32,518good price$3,265 below market
- 52,178 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Sport Subaru South (10 mi away)
- Home delivery*
Close
Located in Orlando, FL / 10 miles away from Windermere, FL
Rev up your life with this sleek and reliable ride - your ticket to endless adventures awaits!!! Sport Auto Group's ONE PRICE means you NEVER PAY too ...
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 - $41,794fair price$762 below market
- 22,211 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 Windermere, 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: 5TDKDRAHXRS532128
Stock: 69457
Certified Pre-Owned: No
Listed since: 05-09-2025 - $38,595good price$1,013 below market
- 34,147 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, FL
Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimMoon DustThis 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: 5TDKDRAHXRS535661
Stock: RS535661
Certified Pre-Owned: Yes
Listed since: 04-29-2025 - $13,304good price$1,936 below market
- 110,912 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Phillips Toyota (29 mi away)
- Home delivery*
Close
Located in Leesburg, FL / 29 miles away from Windermere, 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: 5TDYK3EH9CS057599
Stock: 250771B
Certified Pre-Owned: No
Listed since: 04-10-2025 - $41,007fair price$936 below market
- 27,640 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Hertz Car Sales Orlando (14 mi away)
Close
Located in Orlando, FL / 14 miles away from Windermere, 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: 5TDKDRAH9RS530919
Stock: 69429
Certified Pre-Owned: No
Listed since: 05-08-2025 - Price Drop$29,995good price$1,854 below market
- 55,813 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Driveway (25 mi away)
- Home delivery*
Close
Located in Sanford, FL / 25 miles away from Windermere, FL
CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Remo...
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: 5TDGZRAHXNS142034
Stock: NS142034
Certified Pre-Owned: No - Price Drop$30,998good price$1,432 below market
- 58,725 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Clermont (10 mi away)
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Located in Clermont, FL / 10 miles away from Windermere, 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH2NS108105
Stock: 27441456
Certified Pre-Owned: No - Price Drop$26,132good price$2,064 below market
- 64,444 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Sport Subaru South (10 mi away)
- Home delivery*
Close
Located in Orlando, FL / 10 miles away from Windermere, FL
Rev up your life with this sleek and reliable ride - your ticket to endless adventures awaits!!! Sport Auto Group's ONE PRICE means you NEVER PAY too ...
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: 5TDZZRAH9NS551022
Stock: KS551022
Certified Pre-Owned: No
Listed since: 04-30-2025 - New Listing$30,998good price$953 below market
- 59,336 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Orlando (14 mi away)
Close
Located in Orlando, FL / 14 miles away from Windermere, 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDLZRAH9MS067193
Stock: 27462728
Certified Pre-Owned: No - New Listing$16,997great price$1,660 below market
- 117,922 miles
- 7 Seats, 18 City / 24 Hwy MPG
- AutoNation Honda Sanford (23 mi away)
- Home delivery*
Close
Located in Sanford, FL / 23 miles away from Windermere, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row Seat2Nd Row Captain ChairsKeyless StartRear SpoilerAsh; Leather Seat MaterialNautical Blue M...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH7FS199523
Stock: FS199523
Certified Pre-Owned: No
Listed since: 06-12-2025 - Price Drop$45,998fair price$1,219 above market
- 10,328 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax Orlando (14 mi away)
Close
Located in Orlando, FL / 14 miles away from Windermere, 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: Yes
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXPS506075
Stock: 27322580
Certified Pre-Owned: No - $37,999fair price$89 above market
- 20,697 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, FL
Sun/Moonroof3rd Row SeatMudguards (Tms)Lane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State EmissionsBlack; Softex 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0PS525380
Stock: PS525380
Certified Pre-Owned: Yes
Listed since: 05-06-2025 - Price Drop$30,698good price$1,645 below market
- 22,027 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (15 mi away)
- Home delivery*
Close
Located in Winter Park, FL / 15 miles away from Windermere, FL
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Fabric Seat TrimL Grade PackageMidnight Black MetallicThis ...
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: 5TDCZRAH4NS558448
Stock: NS558448
Certified Pre-Owned: Yes
Listed since: 05-14-2025 - New Listing$32,998fair price$450 below market
- 41,482 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Sanford (23 mi away)
Close
Located in Sanford, FL / 23 miles away from Windermere, 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDHZRAHXMS525281
Stock: 27321660
Certified Pre-Owned: No
Showing 1 - 21 out of 1,342 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.