CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • 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

New & Used 2025 Toyota Highlander for Sale near Winchester, VA

177 results
Winchester, VA
2024 Toyota Highlander XLE AWD Landmark Honda

2024 Toyota Highlander

XLE AWD

43,043 miles

$37,000

Good Deal
Alexandria, VA
61 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
43,043
Stock number:
00P26881
VIN:
5TDKDRBH9RS543748

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

33,256 miles

$35,519

Fair Deal
Harrisonburg, VA
63 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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,256
Stock number:
PN6217
VIN:
5TDKDRBH2RS555238

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

39,359 miles

$33,950

Fair Deal
Sterling, VA
39 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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,359
Stock number:
165940
VIN:
5TDKDRBH4RS550106

Sponsored

2024 Toyota Highlander XLE FWD

2024 Toyota Highlander

XLE FWD

39,501 miles

$32,997

Great Deal
Rockville, MD
54 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
39,501
Stock number:
TS054098
VIN:
5TDKDRAH3RS054098

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

19,133 miles

$40,650

Good Deal
Certified Pre-Owned
Stafford, VA
63 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:
Magnetic Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
19,133
Stock number:
Q113151S
VIN:
5TDKDRBH7RS537916

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

30,131 miles

$33,500

Good Deal
Certified Pre-Owned
Falls Church, VA
57 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,131
Stock number:
8406A
VIN:
5TDKDRBH1RS549656

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

54,011 miles

$27,699

Great Deal
Hampstead, MD
77 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
54,011
Stock number:
TGS539474
VIN:
5TDKDRBH0RS539474

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

28,745 miles

$38,888

Good Deal
Chambersburg, PA
60 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:
28,745
Stock number:
DR36872
VIN:
5TDKDRBH8RS536872

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

43,278 miles

$30,000

Great Deal
Baltimore, MD
88 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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,278
Stock number:
P4959
VIN:
5TDKDRBH0RS562754

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

42,557 miles

$30,500

Great Deal
Rockville, MD
56 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
42,557
Stock number:
PM11115
VIN:
5TDKDRBH1RS539855

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

16,195 miles

$40,998

Good Deal
Fredericksburg, VA
74 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,195
Stock number:
28151649
VIN:
5TDKDRBH1RS552346

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

8,647 miles

$42,988

Good Deal
Certified Pre-Owned
Fredericksburg, VA
72 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:
Moon Dust
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
8,647
Stock number:
F9659V
VIN:
5TDKDRBH4RS573689

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

45,133 miles

$28,799

Great Deal
Hampstead, MD
77 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
45,133
Stock number:
TGS534700
VIN:
5TDKDRBH2RS534700

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Platinum AWD

12,745 miles

$46,000

Good Deal
Annapolis, MD
90 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
12,745
Stock number:
KAT261342A
VIN:
5TDKDRBH1RS569177

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Platinum AWD

52,048 miles

$41,650

Fair Deal
Mount Airy, MD
56 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
52,048
Stock number:
42190A
VIN:
5TDKDRBH1RS535899

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

41,150 miles

$28,999

Great Deal
Hampstead, MD
77 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
41,150
Stock number:
TGT529244
VIN:
5TDKDRBHXRS529244

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

45,877 miles

$37,999

Fair Deal
Lanham, MD
71 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:
Green
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
45,877
Stock number:
8FMPF4
VIN:
5TDKDRBH1RS553531

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

Platinum AWD

2,457 miles

$48,900

Great Deal
Baltimore, MD
87 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
2,457
Stock number:
D3734
VIN:
5TDKDRBH1SS585613

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XSE AWD

4,034 miles

$47,897

Fair Deal
Store transfer to Winchester, VA
894 mi away • Price includes $899 shipping Price includes $899 shipping
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,034
Stock number:
27945054
VIN:
5TDKDRBH3SS584057

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

36,195 miles

$35,000

Great Deal
Rockville, MD
56 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,195
Stock number:
P5655
VIN:
5TDKDRBH1RS554842

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2025
  5. / Virginia
  6. / Winchester
Overview
FAQs

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander

Summary

  • With 1,468 currently listed for sale on CarGurus and an average price of $44,752.00, 36.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 93.5% of 2025 Highlander models on CarGurus are accident free.
  • The 2025 Toyota Highlander is a versatile midsize SUV offering a comfortable ride, impressive cargo space of up to 84.3 cubic feet, and advanced safety features, including Toyota Safety Sense as standard across all trims.

Why it stands out

The 2025 Toyota Highlander stands out in the midsize SUV segment due to its impressive combination of comfort, practicality, and advanced safety features. With up to 84.3 cubic feet of cargo space, it offers one of the best capacities in its class, making it ideal for families or those needing extra room. Additionally, its efficient hybrid powertrain delivers an impressive 35 mpg combined, providing significant fuel savings while maintaining a comprehensive suite of standard safety technologies through Toyota Safety Sense.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,925.22 average price, 34% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,414 listings.
  • 2023 Toyota Highlander: This year offers $35,595.40 average price, 34% good/great deals, 4.4/5 user rating, 6,158 listings.
  • 2024 Toyota Highlander: This year offers $38,632.12 average price, 35% good/great deals, 4/5 user rating, 4,000 listings.

This analysis is based on CarGurus' proprietary market data from December 3, 2025, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

How much does the 2025 Toyota Highlander cost in Winchester, VA?

The average 2025 Toyota Highlander costs about $44,695.58. The average price has decreased by -7.4% since last year. The 50 for sale near Winchester, VA on CarGurus, range from $30,998 to $49,997 in price.

How many 2025 Toyota Highlander vehicles in Winchester, VA have no reported accidents or damage?

45 out of 50 for sale near Winchester, VA have no reported accidents or damage.

What is the fuel economy of the 2025 Toyota Highlander?

Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Highlander in Winchester VA

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • 2022 Toyota Highlander

  • Toyota Highlander XLE AWD

  • Toyota Highlander XLE FWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander LE AWD

  • Toyota Highlander LE FWD

  • Toyota Highlander XSE AWD

  • Toyota Highlander Platinum AWD

  • Toyota Highlander Limited FWD

  • Cadillac SRX in Winchester VA

  • Ford Escape in Winchester VA

  • Hyundai Veracruz in Winchester VA

  • 2025 Toyota Highlander in Hagerstown MD

  • 2025 Toyota Highlander in Cumberland MD

  • 2025 Toyota Highlander in Manassas VA

  • 2025 Toyota Highlander in Harrisonburg VA

  • 2025 Toyota Highlander in Washington DC

  • 2025 Toyota Highlander in Fredericksburg VA

  • 2025 Toyota Highlander in Hanover PA

  • 2025 Toyota Highlander in Charlottesville VA

  • 2025 Toyota Highlander in Baltimore MD

  • Toyota Highlander in Winchester VA

  • Toyota Sedans for Sale in Winchester VA

  • Toyota SUVs & Crossovers for Sale in Winchester VA

  • Old Toyota Pickups for Sale in Winchester VA

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Winchester VA

  • Toyota Trucks for Sale in Winchester VA

  • Best 3-Row SUVs For Sale in Winchester 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

  • AutoNation Toyota Leesburg

  • DARCARS Toyota Frederick

  • Malloy Toyota

  • CMA's Chevrolet of Martinsburg and CMA's Toyota of Martinsburg

  • Warrenton Toyota

  • Miller Toyota

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.