Used 2023 Toyota Highlander for Sale near Boston, MA
242 results
CarGurus Analysis:
2023 Toyota Highlander
With 228 currently listed for sale near Boston, MA and an average price of $37,707.00, 52.2% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2023 Toyota Highlander 4.75 / 5 stars.
100.0% of 2023 Highlander models on CarGurus are accident free.
The 2023 Toyota Highlander features a new turbocharged engine that improves fuel economy while maintaining the SUV's spacious interior and advanced safety features.
CarGurus Analysis: 2023 Toyota Highlander
Summary
With 228 currently listed for sale near Boston, MA and an average price of $37,707.00, 52.2% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2023 Toyota Highlander 4.75 / 5 stars.
100.0% of 2023 Highlander models on CarGurus are accident free.
The 2023 Toyota Highlander features a new turbocharged engine that improves fuel economy while maintaining the SUV's spacious interior and advanced safety features.
Why it stands out
The 2023 Toyota Highlander continues to build on its legacy of reliability and comfort that began over two decades ago. This midsize SUV distinguishes itself with a well-rounded package that prioritizes passenger and cargo capacity, featuring a refined interior design that caters to families. The latest model introduces a turbocharged 2.4-liter engine, which enhances fuel efficiency while offering a respectable 265 horsepower. Despite its focus on comfort and practicality, some enthusiasts note that the Highlander falls short in driving excitement, deeming its handling as somewhat uninspiring. However, it compensates with its comprehensive safety features and advanced technology, earning commendations from both owners and experts alike. The 2023 model’s emphasis on a quiet ride and user-friendly infotainment system keeps it competitive in a crowded segment, appealing to those who prioritize family trips and daily commutes over spirited driving.
Other model years to consider
- Average price: $40,785.00
- Good/great deal percentage: 45.9%
- User rating: 5 / 5
- Total listings: 222
- Average price: $31,833.00
- Good/great deal percentage: 41.3%
- User rating: 4.86 / 5
- Total listings: 252
- Average price: $25,644.00
- Good/great deal percentage: 28.8%
- User rating: 4.76 / 5
- Total listings: 250
This analysis is based on CarGurus' proprietary market data from June 2, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
Toyota Highlander Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Toyota Highlander, covering every generation since 2001. Whether you're a first-time buyer or a Toyota loyalist, this comprehensive overview will help you research your next pre-owned Toyota Highlander.
The Best Three-Row SUVs of 2026
There’s no escaping it: SUVs are everywhere. Minivans offer the space for the most passengers and gear, but big, three-row SUVs deliver on both while offering some level of performance, on and off the paved roads.
The Best Used SUVs Under $10,000 in 2026
Can you get a great SUV for less than $10,000? Heck, yes! Our guide runs through the top 10, with options including family favorites and some upscale options.
4.8 Overall rating
Filter by rating
Jennifer M
Reviewed a 2023 Toyota Highlander on Apr 21, 2026
Great value. This car had everything you could want without buying the fanciest top of the line model.
Samuel B
Reviewed a 2023 Toyota Highlander on Oct 20, 2023
Extremely smooth ride and very comfortable seats. Love the interior layout.
Alexander H
Reviewed a 2023 Toyota XSE AWD on Aug 11, 2023
New 4cyl. is peppy enough, just seems out of place in a vehicle this size. That plus the buzzing of something so small compared to the V6 leaves much to be desired. Handling is great. With the xse sport tuned suspension...it drives relatively good. Only upside of going for the premium audio is the 12.3 inch infotainment. The jbl premium sound doesnt do it for me. Shallow sound and lackluster bass. Build quality is what youd expect from Toyota, surprising actually...in a good way. Seats are comfortable for those lucky to be in the 2 front rows. The third should be reserved for small children or average sized adults in a pinch. Cargo space is a bit small but its what to expect in this segment. The third row means some compromise in that dept. Overall, I love my new Highlander. Its definitely not without flaws but they are easy to look past.
Xexeed M
Reviewed a 2023 Toyota Highlander on May 4, 2023
Car’s 3rd row is not bumpy. Features like Birds Eye view are fantastic. Drives very smooth.
2023 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $51,425 |
| Limited AWD | $48,225 |
| LE AWD | $40,620 |
| XSE AWD | $45,565 |
| L FWD | $36,620 |
| LE FWD | $39,020 |
| XLE FWD | $42,020 |
| XLE AWD | $43,620 |
2023 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2023 Toyota Highlander prices has changed over time.
See more price trends2023 Toyota Highlander Pricing Analysis: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Pricing in Providence: The highest average price is found in Providence, RI at $38,156, indicating strong demand or limited supply in that market.
- Best Value in Brattleboro: Brattleboro, VT offers the lowest average price at $36,912, suggesting it may be a more competitive or price-sensitive environment.
- Inventory Variation: Markets with larger inventories, such as Worcester (231 listings) and Plymouth (285 listings), exhibit average prices close to each other, reflecting stable pricing dynamics despite the inventory.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Providence, RI | 303 | $38,156 |
| Worcester, MA | 231 | $37,857 |
| Plymouth, MA | 285 | $37,803 |
| Manchester, NH | 265 | $37,495 |
| Portsmouth, NH | 219 | $37,719 |
| New Bedford, MA | 250 | $37,683 |
| Chicopee, MA | 231 | $37,729 |
| Groton, MA | 196 | $37,649 |
| Hartford, CT | 205 | $37,029 |
| Brattleboro, VT | 198 | $36,912 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: AWD variants such as the XLE AWD and Limited AWD are the most plentiful, illustrating a preference for all-wheel-drive in the Boston market.
- Price Premium for Features: The Platinum AWD (MSRP $51,425) commands the highest MSRP, approximately ~16% more than the next highest trim, reflecting its luxury features.
- Competitive Entry-Level Pricing: The LE FWD and LE AWD, while lower-priced, still maintain robust feature sets, appealing to cost-conscious buyers seeking value without sacrificing essential capabilities.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 272 | $43,620 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 103 | $48,225 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 75 | $45,565 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 58 | $51,425 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 42 | $42,020 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 21 | $46,275 | FWD | 2.4L 265 hp I4 |
| LE AWD | 104 | $40,620 | AWD | 2.4L 265 hp I4 |
| LE FWD | 42 | $39,020 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Demand Higher Prices: The 2026 Highlander has the highest average price of $49,875, reflecting new model demand and limited depreciation in its first year.
- Depreciation Trend from 2020 Onward: Model years 2019 to 2021 demonstrate significant depreciation, with 2019 models dropping about -20.0% vs. MSRP, this highlights a potential best-buy opportunity in slightly older models.
- Value Retained in 2022 Models: The 2022 Highlander is only -5.0% below MSRP, suggesting it may provide a better value retention compared to older iterations.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $49,875 | +8.8% |
| 2025 Toyota Highlander | $40,320 | $43,766 | +8.8% |
| 2024 Toyota Highlander | $39,270 | $40,890 | +4.1% |
| 2022 Toyota Highlander | $35,855 | $34,053 | -5.0% |
| 2021 Toyota Highlander | $35,085 | $31,971 | -9.0% |
| 2020 Toyota Highlander | $34,600 | $28,590 | -17.4% |
| 2019 Toyota Highlander | $31,830 | $25,463 | -20.0% |
| 2018 Toyota Highlander | $31,230 | $22,638 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $19,889 | -35.1% |
| 2016 Toyota Highlander | $30,490 | $17,900 | -41.4% |
| 2015 Toyota Highlander | $29,765 | $16,947 | -43.1% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
