Used 2016 Toyota Highlander for Sale near Milwaukee, WI
96 results
CarGurus Analysis:
2016 Toyota Highlander
With 1,752 currently listed for sale and an average price of $18,595.00, 32.0% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.93 / 5 stars.
58.3% of 2016 Highlander models on CarGurus are accident free.
The 2016 Toyota Highlander is known for its comfort, reliability, and a powerful V6 engine, although some owners desire more advanced safety features.
CarGurus Analysis: 2016 Toyota Highlander

Summary
With 1,752 currently listed for sale and an average price of $18,595.00, 32.0% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.93 / 5 stars.
58.3% of 2016 Highlander models on CarGurus are accident free.
The 2016 Toyota Highlander is known for its comfort, reliability, and a powerful V6 engine, although some owners desire more advanced safety features.
Why it stands out
The 2016 Toyota Highlander is a prominent choice in the midsize SUV segment, primarily due to its strong reputation for reliability and a spacious interior that comfortably accommodates passengers and cargo alike. The vehicle’s smooth ride is paired with a powerful V6 engine, providing adequate performance for everyday driving and family trips. Although it may not be the most thrilling SUV to drive, the Highlander excels in comfort and practicality, making it a great option for families. Additionally, the 2016 model continues Toyota's commitment to safety with features that enhance its reliability. However, potential buyers should consider that some advanced safety technologies are offered only as options rather than standard features.
Other model years to consider
- Average price: $39,167.00
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 4,036
- Average price: $36,389.00
- Good/great deal percentage: 33.1%
- User rating: 4.75 / 5
- Total listings: 4,597
- Average price: $16,182.00
- Good/great deal percentage: 32.4%
- User rating: 4.78 / 5
- Total listings: 1,161
This analysis is based on CarGurus' proprietary market data from June 1, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
Filter by rating
Falilu I
Reviewed a 2016 Toyota XLE on May 19, 2025
Very good for family and can be use for commercial purpose, Durable
Vicki L
Reviewed a 2016 Toyota Highlander on May 23, 2022
Has all the bells and whistles important to a grandmother hauling grandkids to ballgames and everything in between. Smooth as a cadillac ride, great power, and I love the auto liftgate and back up camera. Third row seats are handy to have and fold down flat. Toyota has a great reputation for lasting a long time, and I like to keep my cars many years. Drove a GMC Acadia prior to this car, and I prefer the Toyota.
Anonymous
Reviewed a 2016 Toyota Limited AWD on Mar 30, 2023
Coming from a 13 Tucson that blew up on us without warning, this 2016 Toyota Highlander Limited is absolutely stunning. We are very pleased with the fit and finish on the Limited trim, the features are amazing, every single option. It rides so smooth and so quiet, has great power, great fuel economy. It has sharp lines outside, looks great inside, Toyota really did a great job with this vehicle. We are proud to be new members of the Toyota family. We hope for decades of good ownership within Toyota.
Nichole P
Reviewed a 2016 Toyota Highlander on Aug 6, 2021
Excellent steering, smooth ride and quiet. Mechanically sound car.
2016 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE Plus AWD | $35,855 |
| LE | $32,015 |
| LE AWD | $33,475 |
| Limited Platinum AWD | $44,990 |
| Limited | $40,915 |
| XLE | $37,315 |
| Limited AWD | $42,375 |
| XLE AWD | $38,775 |
2016 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Toyota Highlander prices has changed over time.
See more price trends2016 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Lowest Prices in NYC: The lowest average price is found in New York, NY ($15,790), reflecting high demand for budget-friendly options in metropolitan areas.
- Higher Pricing in Chicago: The average price in Chicago, IL ($19,546) indicates a moderately priced market, likely due to a balance of inventory and demand.
- Atlanta Shows Competitive Pricing: With an average price of $15,983 and a reasonable inventory, Atlanta stands out as a competitive option for potential buyers.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 164 | $15,790 |
| Atlanta, GA | 147 | $15,983 |
| Houston, TX | 113 | $18,029 |
| Los Angeles, CA | 97 | $18,438 |
| Dallas, TX | 114 | $20,086 |
| Philadelphia, PA | 133 | $19,539 |
| Washington, DC | 142 | $19,140 |
| Chicago, IL | 135 | $19,546 |
| Boston, MA | 163 | $18,200 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Listings: The XLE AWD trim is the most common with 3,106 listings, indicating strong demand for its features.
- Limited Trims Price Premium: The Limited AWD trim has a MSRP of $42,375, indicating a significant markup due to luxury features.
- Diverse Drivetrain Availability: A range of drivetrain options (AWD and FWD) across trims provides shoppers with a variety of choices based on their needs.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3106 | $38,775 | AWD | 3.5L 270 hp V6 |
| Limited AWD | 1218 | $42,375 | AWD | 3.5L 270 hp V6 |
| LE AWD | 793 | $33,475 | AWD | 3.5L 270 hp V6 |
| XLE | 542 | $37,315 | FWD | 3.5L 270 hp V6 |
| Limited | 291 | $40,915 | FWD | 3.5L 270 hp V6 |
| Limited Platinum AWD | 260 | $44,990 | AWD | 3.5L 270 hp V6 |
| LE | 190 | $32,015 | FWD | 3.5L 270 hp V6 |
| LE Plus AWD | 156 | $35,855 | AWD | 3.5L 270 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Strong Premium on New Models: The latest model, 2026 Toyota Highlander, is priced at $51,756, representing a significant demand with a premium above the original MSRP.
- Significant Depreciation Post 2021: Models from 2020 downwards, show marked depreciation, especially noted in the 2019 model, which has dropped to $24,600, approximately -22.6% compared to its MSRP.
- Stable Value in 2022 Model: The 2022 Highlander remains relatively close to its original MSRP at $34,337, indicating stable pricing compared to older models.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,756 | +12.8% |
| 2025 Toyota Highlander | $40,320 | $41,821 | +3.7% |
| 2024 Toyota Highlander | $39,270 | $39,513 | +0.6% |
| 2023 Toyota Highlander | $36,620 | $36,502 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,337 | -4.2% |
| 2021 Toyota Highlander | $35,085 | $31,031 | -11.5% |
| 2020 Toyota Highlander | $34,600 | $28,896 | -16.7% |
| 2019 Toyota Highlander | $31,830 | $24,600 | -22.6% |
| 2018 Toyota Highlander | $31,230 | $22,782 | -27.1% |
| 2017 Toyota Highlander | $30,630 | $21,077 | -31.2% |
| 2015 Toyota Highlander | $29,765 | $17,229 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from June 4, 2026, CarGurus experts' opinions, and generative AI.









