New & Used 2025 Toyota Highlander for Sale near Windermere, FL
109 results
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,775
- Stock #:
- RS052395
- VIN:
- 5TDKDRAHXRS052395
Sponsored by AutoNation Toyota Winter Park
2024 Toyota Highlander
Platinum FWD
15,775 mi
Winter Park, FL
18 mi away
Good Deal
$45,990
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 33,095
- Stock #:
- 74072
- VIN:
- 5TDKDRBH8SS579484
Sponsored Listing
2025 Toyota Highlander
XSE AWD
33,095 mi
Orlando, FL
15 mi away
Fair Deal
$41,198
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,635
- Stock #:
- RS053931
- VIN:
- 5TDKDRAH2RS053931
Sponsored Listing
2024 Toyota Highlander
XLE FWD
49,635 mi
Winter Park, FL
18 mi away
Good Deal
$37,423
- 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:
- Moon Dust
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,202
- Stock #:
- S546591
- VIN:
- 5TDKDRAH4RS546591
2024 Toyota Highlander
XLE FWD
18,202 mi
Orlando, FL
10 mi away
Fair Deal
$41,107
- 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 Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,143
- Stock #:
- VP1095
- VIN:
- 5TDKDRAH2RS528378
Price drop
-$1,171
2024 Toyota Highlander
XLE FWD
65,143 mi
Home delivery from Fayetteville, GA
Price includes $387 shipping
Good Deal
$33,415
$32,244
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 33,095
- Stock #:
- 74072
- VIN:
- 5TDKDRBH8SS579484
2025 Toyota Highlander
XSE AWD
33,095 mi
Orlando, FL
15 mi away
Fair Deal
$41,198
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,588
- Stock #:
- 16672551
- VIN:
- 5TDKDRAH5SS554639
2025 Toyota Highlander
LE FWD
28,588 mi
15 mi away
Good Deal
$34,598
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,392
- Stock #:
- S545191
- VIN:
- 5TDKDRAH5RS545191
2024 Toyota Highlander
XSE FWD
43,392 mi
Orlando, FL
10 mi away
Fair Deal
$39,607
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 26,326
- Stock #:
- 73733
- VIN:
- 5TDKDRAHXSS552160
2025 Toyota Highlander
LE FWD
26,326 mi
Orlando, FL
15 mi away
Fair Deal
$34,798
- 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 Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,531
- Stock #:
- 545374
- VIN:
- 5TDKDRAH2RS545374
2024 Toyota Highlander
LE FWD
63,531 mi
Home delivery from Hialeah, FL
Price includes $297 shipping
Great Deal
$26,296
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,572
- Stock #:
- TW306092A
- VIN:
- 5TDKDRBH8RS547581
2024 Toyota Highlander
Limited AWD
34,572 mi
Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal
$39,798
- 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:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 17,856
- Stock #:
- RS533527
- VIN:
- 5TDKDRAH7RS533527
2024 Toyota Highlander
Platinum FWD
17,856 mi
Home delivery from Sarasota, FL
Price includes $500 shipping
Good Deal
$45,124
- 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:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,127
- Stock #:
- BEC318263A
- VIN:
- 5TDKDRAH3RS054411
2024 Toyota Highlander
XLE FWD
34,127 mi
Home delivery from Miami, FL
Price includes $615 shipping
Good Deal
$38,058
CarGurus Analysis:
2025 Toyota Highlander
With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.9% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,202
- Stock #:
- 16671874
- VIN:
- 5TDKDRAHXSS554622
2025 Toyota Highlander
LE FWD
28,202 mi
15 mi away
Fair Deal
$34,598
- 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:
- 38,081
- Stock #:
- NV561279
- VIN:
- 5TDKDRBH2RS561279
2024 Toyota Highlander
Limited AWD
38,081 mi
Home delivery from West Park, FL
Price includes $191 shipping
Great Deal
$37,222
- 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:
- Cement
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,369
- Stock #:
- PM589245
- VIN:
- 5TDKDRBH7SS589245
2025 Toyota Highlander
XSE AWD
11,369 mi
Home delivery from Pleasantville, NJ
Price includes $1,796 shipping
Fair Deal
$46,686
- 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:
- Automatic
- Mileage:
- 60,506
- Stock #:
- 73465
- VIN:
- 5TDKDRBH9RS541577
2024 Toyota Highlander
XSE AWD
60,506 mi
Orlando, FL
15 mi away
Fair Deal
$36,098
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,851
- Stock #:
- RS543787
- VIN:
- 5TDKDRAH6RS543787
2024 Toyota Highlander
Platinum FWD
29,851 mi
Orlando, FL
16 mi away
Good Deal
$44,394
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,823
- Stock #:
- SS576585P
- VIN:
- 5TDKDRBHXSS576585
2025 Toyota Highlander
XSE AWD
29,823 mi
Sanford, FL
25 mi away
Fair Deal
$42,394
- 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 Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,118
- Stock #:
- CT527596
- VIN:
- 5TDKDRAH7RS527596
2024 Toyota Highlander
XLE FWD
31,118 mi
Home delivery from Coconut Creek, FL
Price includes $432 shipping
Great Deal
$37,992
- 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 Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,502
- Stock #:
- RS542562
- VIN:
- 5TDKDRAHXRS542562
New arrival
2024 Toyota Highlander
XSE FWD
14,502 mi
Winter Park, FL
18 mi away
Fair Deal
$42,459
- 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:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,025
- Stock #:
- S534221
- VIN:
- 5TDKDRAHXRS534221
2024 Toyota Highlander
Platinum FWD
24,025 mi
Orlando, FL
10 mi away
Fair Deal
$46,607
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 25,174
- Stock #:
- 73724
- VIN:
- 5TDKDRAH6SS551460
Sponsored Listing
2025 Toyota Highlander
LE FWD
25,174 mi
Orlando, FL
15 mi away
Fair Deal
$34,898
CarGurus Analysis: 2025 Toyota Highlander
Summary
With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.9% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.
Why it stands out
The 2025 Toyota Highlander continues to exemplify the strengths that have made it a popular choice among midsize SUVs. Its spacious interior and comfortable seating for up to seven passengers make it ideal for families on the go. The Highlander's well-rounded performance is enhanced by its hybrid model, which provides excellent fuel efficiency for its class. While it may not offer the most exciting driving dynamics or luxurious interiors compared to some competitors, its reputation for reliability and safety makes it a top contender in the segment. Additionally, the availability of advanced safety features further appeals to families looking for peace of mind on the road.
Other model years to consider
- Average price: $39,141.00
- Good/great deal percentage: 36.5%
- User rating: 5 / 5
- Total listings: 4,139
- Average price: $36,279.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,691
- Average price: $16,094.00
- Good/great deal percentage: 34.3%
- User rating: 4.78 / 5
- Total listings: 1,198
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
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2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$41,841
0.3%
2025 Toyota Highlander
Index Price
$29,183
0.3%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Boston: The highest average price is found in Boston, MA ($44,097), reflecting strong demand and likely limited inventory.
- Lowest Prices in Philadelphia: Conversely, Philadelphia, PA ($37,447) offers the lowest average price, suggesting more competitive pricing in this market.
- Inventory Impact on Pricing: Cities with higher inventory, such as Los Angeles (154 listings) and Houston (158 listings), show relatively stable pricing around $38K–$39K.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 156 | $44,097 |
| Dallas, TX | 125 | $42,317 |
| Washington, DC | 95 | $40,821 |
| Chicago, IL | 104 | $39,020 |
| New York, NY | 120 | $38,818 |
| Houston, TX | 158 | $38,440 |
| Los Angeles, CA | 154 | $38,577 |
| Miami, FL | 77 | $38,474 |
| Atlanta, GA | 121 | $40,835 |
| Philadelphia, PA | 115 | $37,447 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Listings: The XLE AWD trim leads inventory with 3,123 listings, indicating its popularity among shoppers.
- Price Range Shows Variety: There is a notable MSRP range, with the Limited AWD ($49,525) positioned as a premium choice, while the LE FWD ($40,320) serves as an entry model.
- AWD vs. FWD Differences: AWD trims generally command higher prices compared to their FWD counterparts, reflecting consumer preference for all-weather capabilities.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3123 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1396 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1239 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE AWD | 782 | $41,920 | AWD | 2.4L 265 hp I4 |
| LE FWD | 781 | $40,320 | FWD | 2.4L 265 hp I4 |
| XSE AWD | 728 | $47,140 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 560 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 377 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Toyota Highlander is sold at $51,688, which reflects a premium of 12.0% over its MSRP, highlighting robust market demand for newer models.
- Depreciation Trends Over Time: The 2019 model has experienced a substantial depreciation of -22.4%, suggesting a sharp decline in value as it ages.
- Value Sweet Spot in Mid-Years: Models from 2022 to 2024 hold their value relatively well, with depreciation rates ranging from -0.3% to -1.8%, making them potentially good investments for buyers seeking recent versions.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,688 | +12.0% |
| 2024 Toyota Highlander | $39,270 | $39,398 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,512 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,011 | -5.1% |
| 2021 Toyota Highlander | $35,085 | $30,884 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,914 | -16.6% |
| 2019 Toyota Highlander | $31,830 | $24,667 | -22.4% |
| 2018 Toyota Highlander | $31,230 | $22,588 | -27.8% |
| 2017 Toyota Highlander | $30,630 | $20,971 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $19,010 | -37.7% |
| 2015 Toyota Highlander | $29,765 | $17,323 | -41.7% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Windermere, FL?
The average 2025 Toyota Highlander costs about $41,841.34. The average price has increased by 0.5% since last year. The 84 for sale near Windermere, FL on CarGurus, range from $24,792 to $51,998 in price.
How many 2025 Toyota Highlander vehicles in Windermere, FL have no reported accidents or damage?
84 out of 84 for sale near Windermere, FL 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 EV battery range).
What fuel types are available?
Gasoline engines are available.
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