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1,556 listings
- $34,999fair price$845 below market
- 65,942 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Oklahoma City, OK / 1,145 miles away from Silver Spring, MD
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH7MS092001
Stock: 8DT32R
Certified Pre-Owned: No
Listed since: 04-16-2025 - New Listing$39,321fair price$751 below market
- 17,630 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Ourisman Fairfax Toyota (21 mi away)
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Located in Fairfax, VA / 21 miles away from Silver Spring, MD
Certified. 0218 2021 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHC CARFAX One-Owner. Clean CARFAX. CERTIFIED 7 YEAR/ 100,000 MILE WARRA...
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: 5TDDZRBH4MS161047
Stock: 231553A
Certified Pre-Owned: No
Listed since: 05-04-2025 - $36,000fair price$179 below market
- 33,639 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- DARCARS Toyota of Silver Spring (7 mi away)
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Located in Silver Spring, MD / 7 miles away from Silver Spring, MD
2023 Toyota Highlander XLE CARFAX One-Owner.Magnetic Gray FWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic Odometer is 875...
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: 5TDKDRAHXPS004683
Stock: 52A2107A
Certified Pre-Owned: No
Listed since: 04-22-2025 - Price Drop$25,752good price$1,864 below market
- 78,186 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Criswell Chrysler Dodge Jeep RAM of Thurmont (40 mi away)
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Located in Thurmont, MD / 40 miles away from Silver Spring, MD
2019 Toyota Highlander XLE Black ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirro...
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: 5TDJZRFH7KS930005
Stock: D240401A
Certified Pre-Owned: No
Listed since: 03-04-2025 - New Listing$29,771great price$2,155 below market
- 63,156 miles
- 8 Seats, 20 City / 27 Hwy MPG
- Ourisman Chantilly Kia (25 mi away)
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Located in Chantilly, VA / 25 miles away from Silver Spring, MD
Warranty Available. 20/27 City/Highway MPG2021 White Toyota Highlander XLE 4D Sport Utility AWD 3.5L V6 DOHC 8-Speed AutomaticAt Ourisman Chantilly Ki...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXMS138160
Stock: BK24669A
Certified Pre-Owned: No
Listed since: 05-31-2025 - $25,000good price$1,065 below market
- 60,330 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 26 Hwy MPG
- Koons Ford Baltimore (23 mi away)
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Located in Baltimore, MD / 23 miles away from Silver Spring, MD
The 2019 Toyota Highlander LE blends practicality, comfort, and trusted reliability in a versatile midsize SUV. Powered by a 3.5L V6 engine paired wit...
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 (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH2KS997731
Stock: KS997731
Certified Pre-Owned: No
Listed since: 05-26-2025 - New Listing$31,495good price$2,323 below market
- 50,180 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Wheels of Tomorrow (63 mi away)
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Located in Fredericksburg, VA / 63 miles away from Silver Spring, MD
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: 5TDHZRAHXMS523935
Stock: RZM1346
Certified Pre-Owned: No - $24,180good price$1,360 below market
- 95,827 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Waldorf Chevrolet (33 mi away)
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Located in Waldorf, MD / 33 miles away from Silver Spring, MD
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: 5TDJZRFH7KS613826
Stock: FFF0678A
Certified Pre-Owned: No
Listed since: 05-16-2025 - $44,841good price$2,499 below market
- 27,794 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Koons Annapolis Toyota (32 mi away)
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Located in Annapolis, MD / 32 miles away from Silver Spring, MD
AWD, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated front seats, Heat...
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: 5TDKDRBH9PS000249
Stock: KATP230100A
Certified Pre-Owned: No
Listed since: 05-24-2025 - $35,998fair price$358 below market
- 29,484 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to MD*
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Located in Spokane Valley, WA / 2,079 miles away from Silver Spring, MD
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: 5TDGZRBH1MS552525
Stock: 27099778
Certified Pre-Owned: No - $35,599good price$1,183 below market
- 39,039 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- 355 Toyota (5 mi away)
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Located in Rockville, MD / 5 miles away from Silver Spring, MD
Just in: the 2023 Toyota Highlander XLE in striking Cypress green. Its stylish, spacious, and smoother than your favorite playlist. With a turbocharge...
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: 5TDKDRAH1PS505719
Stock: 52J2046A
Certified Pre-Owned: No
Listed since: 05-15-2025 - $29,987good price$1,682 below market
- 59,343 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in New Port Richey, FL / 818 miles away from Silver Spring, MD
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
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: 5TDGZRAH3MS533332
Stock: MS533332P
Certified Pre-Owned: No - Price Drop$42,000fair price$663 below market
- 28,188 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Ourisman Kia of Fairfax (21 mi away)
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Located in Fairfax, VA / 21 miles away from Silver Spring, MD
Clean CARFAX. Odometer is 4840 miles below market average!2023 Toyota Highlander XSE AWD Blueprint*3rd Row Seating*, Blind Spot Monitor, Backup Came...
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: 5TDKDRBH3PS000179
Stock: M2456
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$22,888fair price$473 below market
- 124,375 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 26 Hwy MPG
- Koons of Woodbridge (36 mi away)
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Located in Woodbridge, VA / 36 miles away from Silver Spring, MD
Visit Koons Automotive of Woodbridge online at www.koonsofwoodbridge.com to see more pictures of this vehicle or call us at 571-285-3277 today to sch...
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: 5TDJZRFH7KS741726
Stock: 37108
Certified Pre-Owned: No - New Listing$34,900fair price$394 below market
- 30,880 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Lexus of Silver Spring (7 mi away)
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Located in Silver Spring, MD / 7 miles away from Silver Spring, MD
2021 Toyota Highlander XLE Recent Arrival! CARFAX One-Owner.Blueprint AWD, 18 Machined Alloy Wheels, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-W...
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: 5TDGZRBH5MS077266
Stock: 5D5059B
Certified Pre-Owned: No
Listed since: 05-29-2025 - New Listing$30,398fair price$1,037 below market
- 61,777 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Lauderdale Lakes, FL / 913 miles away from Silver Spring, MD
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDGZRAH5MS051137
Stock: 7VGLJY
Certified Pre-Owned: No
Listed since: 03-06-2025 - $35,995good price$775 below market
- 37,876 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- FC Auto Sales & Service (16 mi away)
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Located in Falls Church, VA / 16 miles away from Silver Spring, MD
You won't want to miss this excellent value! It offers the latest in technological innovation and style. With less than 40,000 miles on the odometer, ...
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: 5TDLZRBH4MS079301
Stock: 079301
Certified Pre-Owned: No
Listed since: 03-16-2025 - Price Drop$32,999good price$2,172 below market
- 36,307 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Wexford, PA / 190 miles away from Silver Spring, MD
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH3MS541154
Stock: H541154
Certified Pre-Owned: No - New Listing$30,999fair price$232 below market
- 38,560 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Union, NJ / 185 miles away from Silver Spring, MD
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Remote Start,Satellite Radio,WiF...
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: 5TDBZRBH4MS526494
Stock: MS526494T
Certified Pre-Owned: No - Price Drop$36,534good price$1,402 below market
- 47,382 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Fred Beans Kia of Mechanicsburg (79 mi away)
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Located in Mechanicsburg, PA / 79 miles away from Silver Spring, MD
CLEAN CARFAX, ONE OWNER! 2023 Toyota Highlander XLE AWD in Wind Chill Pearl with a turbocharged 2.4L engine and 8-speed automatic transmission, offeri...
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: 5TDKDRBH5PS022300
Stock: MK251411
Certified Pre-Owned: No
Listed since: 03-26-2025 - Price Drop$36,092good price$1,097 below market
- 24,706 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Clovis, CA / 2,307 miles away from Silver Spring, MD
Low Mileage,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Navigation System,Remote Start,...
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: 5TDHZRBHXMS130130
Stock: MS130130TL
Certified Pre-Owned: No
Showing 148 - 168 out of 1,556 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Silver Spring, MD Values
Estimated values
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $33,043 | $35,213 | $37,389 |
| Clean | $32,340 | $34,446 | $36,556 |
| Average | $31,167 | $33,167 | $35,166 |
| Rough | $29,643 | $31,504 | $33,360 |
The average list price of a used 2021 Toyota Highlander in Silver Spring, Maryland is $33,131. The average mileage on a used Toyota Highlander 2021 for sale in Silver Spring, Maryland is 50,029. Based on the average mileage of 50,029 for used 2021 Toyota Highlander for sale in Silver Spring, MD and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2021 in Silver Spring, Maryland to be $31,167.
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