Used Toyota Highlander for Sale in The Villages, FL

Name: Toyota Highlander
Brand: Toyota

The Toyota Highlander is an excellent option for navigating the scenic streets and vibrant communities of The Villages,…

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1,194 listings

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2023 Toyota Highlander
XLE 4dr SUV
$35,971
fair price
$384 above market
- 35,074 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Phillips Toyota (7 mi away)
- Home delivery*
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
- Third-row seating
Close
Located in Leesburg, FL / 7 miles away from The Villages, 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
2019 Toyota Highlander
XLE 4dr SUV
$21,698
fair price
$668 below market
- 91,976 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- AutoNation USA Sanford (33 mi away)
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in Sanford, FL / 33 miles away from The Villages, FL
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Leather Seat TrimO...
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: 5TDKZRFH0KS336103
Stock: KS336103
Certified Pre-Owned: No
Listed since: 07-21-2025
Price Drop
2023 Toyota Highlander
LE 4dr SUV
$30,199
good price
$1,596 below market
- 38,012 miles
- 1 accident, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Florida Fine Cars Orlando (35 mi away)
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
- Upgraded Headlights
Close
Located in Orlando, FL / 35 miles away from The Villages, 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
2019 Toyota Highlander
LE 4dr SUV
$25,998
good price
$1,349 below market
- 50,842 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 19 City / 26 Hwy MPG
- CarMax Orlando (40 mi away)
- AWD/4WD
- Back-up camera
- Bluetooth
- Third-row seating
- Tire Pressure Warnin...
Close
Located in Orlando, FL / 40 miles away from The Villages, 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: No
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFHXKS738274
Stock: 27608863
Certified Pre-Owned: No
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3 Offers Nearby
2025 Toyota Highlander
7 Colors
5 Trims
1 Package
View Offers
toyota.com
2008 Toyota Highlander
Limited 4dr SUV
$6,969
good price
$1,723 below market
- 196,188 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- VIP Auto Enterprise (37 mi away)
- Back-up camera
- Leather Seats
- Third-row seating
- Power Driver Seat
- Tire Pressure Warnin...
Close
Located in Orlando, FL / 37 miles away from The Villages, 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
Price Drop
2023 Toyota Highlander
XSE 4dr SUV
$38,999
fair price
$724 above market
- 33,024 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Chevrolet Airport (40 mi away)
- Home delivery*
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
- Third-row seating
Close
Located in Orlando, FL / 40 miles away from The Villages, 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: 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: 5TDKDRAH5PS526671
Stock: PS526671
Certified Pre-Owned: No
Listed since: 07-05-2025
New Listing
2022 Toyota Highlander
L 4dr SUV
$30,499
fair price
$271 above market
- 47,914 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Winter Park (37 mi away)
- Home delivery*
- AWD/4WD
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
Close
Located in Winter Park, FL / 37 miles away from The Villages, FL
The following items have been reconditioned on this vehicle: new brakes! 3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State Emiss...
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: 5TDCZRBH6NS209886
Stock: NS209886
Certified Pre-Owned: No
Listed since: 07-28-2025
Price Drop
Certified 2023 Toyota Highlander
LE 4dr SUV
$32,990
fair 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 (37 mi away)
- Home delivery*
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
- Upgraded Headlights
Close
Located in Winter Park, FL / 37 miles away from The Villages, 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
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3 Offers Nearby
2025 Toyota Highlander
7 Colors
5 Trims
1 Package
View Offers
toyota.com
New Listing
2021 Toyota Highlander
L 4dr SUV
$27,998
fair price
$718 below market
- 39,686 miles
- 2 accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Orlando (40 mi away)
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
- Upgraded Headlights
Close
Located in Orlando, FL / 40 miles away from The Villages, 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: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH0MS053652
Stock: 27463810
Certified Pre-Owned: No
New Listing
2018 Toyota Highlander
XLE 4dr SUV
$23,998
fair price
$298 below market
- 84,179 miles
- 3 accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Orlando (40 mi away)
- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
Close
Located in Orlando, FL / 40 miles away from The Villages, 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: 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/26 Highway)
Listing Information:
VIN: 5TDJZRFH7JS532680
Stock: 27608588
Certified Pre-Owned: No
Price Drop
2018 Toyota Highlander
Limited 4dr SUV
$26,295
fair price
$456 above market
- 93,016 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Sanford DriveTime (35 mi away)
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in Sanford, FL / 35 miles away from The Villages, FL
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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
2021 Toyota Highlander
L 4dr SUV
$27,998
fair price
$539 below market
- 44,070 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Sanford (33 mi away)
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
- Upgraded Headlights
Close
Located in Sanford, FL / 33 miles away from The Villages, 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
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3 Offers Nearby
2025 Toyota Highlander
7 Colors
5 Trims
1 Package
View Offers
toyota.com
New Listing
2017 Toyota Highlander
XLE 4dr SUV
$24,998
fair price
$252 below market
- 63,905 miles
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Orlando (40 mi away)
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in Orlando, FL / 40 miles away from The Villages, 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
2024 Toyota Highlander
XSE 4dr SUV
$40,596
fair price
$841 below market
- 24,814 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Hertz Car Sales Orlando (40 mi away)
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
- Third-row seating
Close
Located in Orlando, FL / 40 miles away from The Villages, 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
New Listing
2021 Toyota Highlander
Platinum 4dr SUV
$34,900
fair price
$161 below market
- 58,537 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (25 mi away)
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
- Keyless Entry/Start
Close
Located in Apopka, FL / 25 miles away from The Villages, 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
2023 Toyota Highlander
L 4dr SUV
$40,516
fair price
$1,381 above market
- 33,106 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Jenkins Genesis of Ocala (33 mi away)
- AWD/4WD
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
Close
Located in Ocala, FL / 33 miles away from The Villages, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH0PS001080
Stock: YG1339B
Certified Pre-Owned: No
Listed since: 07-29-2025
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3 Offers Nearby
2025 Toyota Highlander
7 Colors
5 Trims
1 Package
View Offers
toyota.com
Certified 2024 Toyota Highlander
LE 4dr SUV
$39,995
- 17,053 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Winter Park (37 mi away)
- Home delivery*
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
- Upgraded Headlights
Close
Located in Winter Park, FL / 37 miles away from The Villages, 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
2021 Toyota Highlander
LE 4dr SUV
$26,499
- 45,645 miles
- Frame damage reported, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Florida Fine Cars Orlando (35 mi away)
- AWD/4WD
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
Close
Located in Orlando, FL / 35 miles away from The Villages, 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
New Listing
2020 Toyota Highlander
Limited 4dr SUV
$34,998
fair price
$99 above market
- 29,568 miles
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Clermont (19 mi away)
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in Clermont, FL / 19 miles away from The Villages, 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
New Listing
2018 Toyota Highlander
XLE 4dr SUV
$20,999
great price
$1,912 below market
- 102,240 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Show Car Motors (32 mi away)
- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
Close
Located in Orlando, FL / 32 miles away from The Villages, 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
2024 Toyota Highlander
Limited 4dr SUV
$45,000
- 15,643 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Mullinax Ford of Central Florida (25 mi away)
- Back-up camera
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in Apopka, FL / 25 miles away from The Villages, 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

Showing 43 - 63 out of 1,194 listings

Toyota Highlander Review

Used Toyota Highlander by Year

Used Toyota Highlander by Year
Vehicle	Deals	Starting Price	Total Available
2025 Toyota Highlander	-	$45,881	1 listing
2024 Toyota Highlander	22 Great Deals	$32,995	73 listings
2023 Toyota Highlander	10 Great Deals	$19,995	181 listings
2022 Toyota Highlander	14 Great Deals	$21,997	171 listings
2021 Toyota Highlander	5 Great Deals	$23,495	127 listings
2020 Toyota Highlander	4 Great Deals	$22,998	65 listings
2019 Toyota Highlander	11 Great Deals	$16,497	147 listings

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Used Toyota Highlander for Sale in The Villages, FL

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