CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Toyota Highlander for Sale near Princess Anne, MD

460 results
Princess Anne, MD
2012 Toyota Highlander Limited AWD Paragon Automotive

2012 Toyota Highlander

Limited AWD

103,431 miles

$15,255

Good Deal
Virginia Beach, VA
99 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
103,431
Stock number:
1807
VIN:
5TDDK3EH1CS170459

Sponsored

2018 Toyota Highlander SE AWD

2018 Toyota Highlander

SE AWD

171,361 miles

$17,696

Fair Deal
Virginia Beach, VA
96 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
171,361
Stock number:
S890969
VIN:
5TDJZRFH1JS890969

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

22,293 miles

$37,500

Fair Deal
Certified Pre-Owned
Bethesda, MD
97 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,293
Stock number:
PR13795
VIN:
5TDKDRBH3RS555202

Sponsored

2016 Toyota Highlander Limited AWD

2016 Toyota Highlander

Limited AWD

130,118 miles

$13,924

Great Deal
Arlington, VA
90 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Predawn Gray Mica
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
130,118
Stock number:
S526938A
VIN:
5TDDKRFH1GS230215

2022 Toyota Highlander XLE AWD

2022 Toyota Highlander

XLE AWD

32,881 miles

$34,000

Good Deal
Certified Pre-Owned
Pittsville, MD
21 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Wind Chill Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
32,881
Stock number:
P9335B
VIN:
5TDGZRBH1NS231831

2012 Toyota Highlander

2012 Toyota Highlander

150,975 miles

$10,902

Good Deal
Dover, DE
66 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
270 hp 3.5L V6
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
150,975
Stock number:
26107A
VIN:
5TDBK3EH9CS141167

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

Limited

83,835 miles

$21,500

Fair Deal
Virginia Beach, VA
95 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
83,835
Stock number:
1199
VIN:
5TDYKRFH7FS103954

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

XLE AWD

82,986 miles

$24,998

Great Deal
Certified Pre-Owned
Waldorf, MD
71 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
82,986
Stock number:
WF62219A
VIN:
5TDHZRBH0LS034568

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

LE AWD

96,681 miles

$23,768

Great Deal
Hampton, VA
89 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
96,681
Stock number:
NS592493
VIN:
5TDBZRBH0NS592493

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE FWD

58,746 miles

$30,718

Great Deal
Virginia Beach, VA
96 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Moon Dust
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,746
Stock number:
T73577A
VIN:
5TDKDRAH2PS009182

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

Limited Platinum AWD

117,209 miles

$16,999

Good Deal
Glen Burnie, MD
83 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black (Charcoal)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
117,209
Stock number:
71142
VIN:
5TDDKRFH2FS171142

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

Limited AWD

98,384 miles

$13,979

Good Deal
Fredericksburg, VA
97 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
98,384
Stock number:
L3963
VIN:
5TDDK3EH3CS135759

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

55,637 miles

$29,500

Great Deal
Fredericksburg, VA
96 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
BLACK SOFTEX
Transmission:
Automatic
Mileage:
55,637
Stock number:
CAP5203A
VIN:
5TDHZRBH9NS579073

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

60,400 miles

$29,999

Good Deal
Norfolk, VA
96 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
60,400
Stock number:
P10930
VIN:
5TDHZRBH4MS542009

Preparing for a close up...

Photos coming soon

2013 Toyota Highlander

V6 AWD

145,228 miles

$12,500

Fair Deal
Virginia Beach, VA
95 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Exterior color:
Gray
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
145,228
Stock number:
1205
VIN:
5TDBK3EH7DS223934

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Platinum AWD

81,260 miles

$31,500

Good Deal
Fredericksburg, VA
98 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
81,260
Stock number:
9802W
VIN:
5TDFZRBH4MS142801

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Limited 4WD

227,015 miles

$5,995

Good Deal
Yorktown, VA
82 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
227,015
Stock number:
Y14091A
VIN:
JTEES42A882031943

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

XLE AWD

124,337 miles

$19,500

Fair Deal
Certified Pre-Owned
Dover, DE
70 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Nautical Blue Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
124,337
Stock number:
T261052A
VIN:
5TDJKRFH2GS326101

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE AWD

33,367 miles

$30,442

Good Deal
Nottingham, MD
92 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,367
Stock number:
PS038176
VIN:
5TDKDRBH0PS038176

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

XLE

158,623 miles

$14,977

Fair Deal
Stafford, VA
93 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
158,623
Stock number:
132105
VIN:
5TDJKRFH6FS132105

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

XLE AWD

100,953 miles

$18,850

Good Deal
Nottingham, MD
92 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
100,953
Stock number:
GS340323
VIN:
5TDJKRFH2GS340323

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

Limited AWD

88,823 miles

$26,197

Fair Deal
Store transfer to Salisbury, MD
770 mi away • Price includes $1,199 shipping Price includes $1,199 shipping
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Burgundy)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
CREAM
Transmission:
Automatic
Mileage:
88,823
Stock number:
27645103
VIN:
5TDDZRFH8KS992560

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

75,431 miles

$29,445

Fair Deal
Millsboro, DE
35 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
75,431
Stock number:
HM1142A
VIN:
5TDGZRBHXMS544794

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Maryland
  5. / Princess Anne
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,308 currently listed for sale on CarGurus and an average price of $33,572.40, 35.5% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 83.7% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander featured an impressive 84.3 cubic feet of cargo space with seats folded down, making it highly versatile for families and adventures.

Why it stands out

The 2022 Toyota Highlander stands out in the family SUV segment due to its spacious three-row seating, making it ideal for families needing ample room for passengers and cargo. It features a robust V6 engine that delivers reliable performance, coupled with standard safety technologies that enhance peace of mind on the road. With a variety of trims available, the Highlander caters to diverse preferences and budgets while maintaining Toyota's reputation for reliability and efficiency.

Other model years to consider

For buyers considering the Toyota Highlander, model years 2015 and 2021 stand out as attractive options. The 2015 Highlander combines a competitive average price with an impressive user rating of 4.8/5 and a high percentage of good deals, making it a strong value proposition for those seeking reliability and satisfaction. Similarly, the 2021 model offers modern features at a reasonable price point while maintaining high user satisfaction ratings, positioning it well in today’s marketplace.

Other noteworthy alternatives include the 2019 Highlander, which offers solid user feedback and value for money, as well as the 2016 version, which has an appealing price point along with high user ratings. These models collectively provide diverse options that cater to different budgets while ensuring consistent quality and satisfaction among users.

Model years to approach with caution

The Toyota Highlander model years 2014, 2018, and 2011 should be approached with caution due to several financial and quality considerations. Despite decent user ratings, a significant percentage of these models are categorized as not providing good or great deals, indicating potential overpricing in the market. Furthermore, as newer models become available, availability constraints for earlier years may limit options for buyers seeking a balance between quality and price.

These recommendations are based on CarGurus' proprietary market data from December 17, 2025, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety
Julie W
5.0
Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Kristy E
5.0
Reviewed a 2010 Toyota Highlander on Jan 25, 2024

Great car that has a reputation for durability. Love the features.

Melissa C
5.0
Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S
5.0
Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Princess Anne, MD?

The average Toyota Highlander costs about $27,252.19. The average price has decreased by -7% since last year. The 681 for sale near Princess Anne, MD on CarGurus, range from $4,090 to $102,673 in price.

How many Toyota Highlander vehicles in Princess Anne, MD have no reported accidents or damage?

681 out of 681 for sale near Princess Anne, MD have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Highlander in Princess Anne MD

  • 2025 Toyota Highlander in Princess Anne MD

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • 2022 Toyota Highlander

  • 2021 Toyota Highlander

  • Used Toyota Highlander for Sale Under $10,000

  • Used Toyota Highlander for Sale Under $15,000

  • Used Toyota Highlander for Sale Under $20,000

  • Used Toyota Highlander for Sale Under $25,000

  • Used Toyota Highlander for Sale Under $30,000

  • Used Toyota Highlander for Sale Under $40,000

  • Used White Toyota Highlander for Sale

  • Used Blue Toyota Highlander for Sale

  • Used Red Toyota Highlander for Sale

  • Used Black Toyota Highlander for Sale

  • Used Silver Toyota Highlander for Sale

  • Used Gray Toyota Highlander for Sale

  • Toyota Highlander XLE AWD

  • Toyota Highlander XLE FWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander LE AWD

  • Toyota Highlander LE FWD

  • Toyota Highlander XLE

  • Toyota Highlander Platinum AWD

  • Toyota Highlander XSE AWD

  • Toyota Highlander L FWD

  • Toyota Highlander Limited FWD

  • Toyota Sedans for Sale in Princess Anne MD

  • Toyota SUVs & Crossovers for Sale in Princess Anne MD

  • Old Toyota Pickups for Sale in Princess Anne MD

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Princess Anne MD

  • Toyota Trucks for Sale in Princess Anne MD

  • Best 3-Row SUVs For Sale in Princess Anne MD

  • Used Toyota Highlander for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • New Toyota Highlander in Princess Anne MD

  • Certified Used Toyota Highlander in Princess Anne MD

  • Cadillac SRX in Princess Anne MD

  • Ford Escape in Princess Anne MD

  • Hyundai Veracruz in Princess Anne MD

  • Toyota Highlander in Salisbury MD

  • Toyota Highlander in Dover DE

  • Toyota Highlander in Williamsburg VA

  • Toyota Highlander in Washington DC

  • Toyota Highlander in Baltimore MD

  • Toyota Highlander in Fredericksburg VA

  • Toyota Highlander in Norfolk VA

  • Toyota Highlander in Newark DE

  • Toyota Highlander in Manassas VA

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • CMA’s Toyota of Lexington Park

  • Preston Toyota of Easton

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.