Used 2016 Mercedes-Benz S-Class for Sale nearChicago, IL

Compare 2016 Mercedes-Benz S-Class Trims in Chicago, IL

The S-Class offers a blend of luxury and performance, with options ranging from the budget-friendly S 550 4MATIC to the high-performance S 65 AMG.

• Starting at $26,035
• Best MPG/MPGe: 17 city / 26 hwy
• Most Popular: S 550 4MATIC

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.

Missing data displayed as "—".

Trim Deep Dives

S 550 — "Who It's For"

The S 550 is the pick for shoppers who want luxury features without the highest price tag. It offers a great balance of performance and comfort.

• Avg. market price: $37,036 (updated weekly)
• MPG/MPGe: 17 city / 26 hwy
• Inventory: 77 listings
• View S 550 listings

S 550 4MATIC — "Who It's For"

The S 550 4MATIC is the pick for shoppers who want all-wheel drive without paying for the higher trims. It's the most popular choice in the lineup.

• Avg. market price: $26,035 (updated weekly)
• MPG/MPGe: 16 city / 26 hwy
• Inventory: 131 listings — widest selection in the lineup
• View S 550 4MATIC listings

S 63 AMG — "Who It's For"

The S 63 AMG is the pick for shoppers who want a high-performance luxury sedan without stepping up to the top-tier models. It combines power with luxury.

• Avg. market price: $35,438 (updated weekly)
• MPG/MPGe: 15 city / 23 hwy
• Inventory: 42 listings
• View S 63 AMG listings

S 600 — "Who It's For"

The S 600 is the pick for shoppers who want classic luxury with a powerful V12 engine. It offers a refined driving experience.

• Avg. market price: $37,036 (updated weekly)
• MPG/MPGe: 14 city / 21 hwy
• Inventory: 7 listings — lower availability; may limit negotiating room
• View S 600 listings

Maybach S 600 — "Who It's For"

The Maybach S 600 is the pick for shoppers who want ultra-luxury features and advanced technology. It's designed for those who demand the best.

• Avg. market price: $52,985 (updated weekly)
• MPG/MPGe: 13 city / 20 hwy
• Inventory: 5 listings — lower availability; may limit negotiating room
• View Maybach S 600 listings

S 65 AMG — "Who It's For"

The S 65 AMG is the pick for shoppers who want a fully loaded performance sedan with top-tier features. It delivers unmatched power and luxury.

• Avg. market price: $135,888 (updated weekly)
• MPG/MPGe: 13 city / 20 hwy
• Inventory: 9 listings — lower availability; may limit negotiating room
• View S 65 AMG listings

Trim Recommendations

Most Popular — S 550 4MATIC

With 131 active listings, the S 550 4MATIC is the clear volume leader in the lineup.

Browse S 550 4MATIC listings

Best Budget Option — S 550 4MATIC

At $26,035 avg market price — below the lineup median of $37,036 — it's the most accessible entry point.

Browse S 550 4MATIC listings

Best for Fuel Economy — S 550

With 17 city / 26 hwy MPG, the S 550 is the most fuel-efficient option in the lineup.

Browse S 550 listings

These recommendations are based on CarGurus' proprietary market data from September 24, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2016 Mercedes-Benz S-Class cost?

Prices have softened 11.82% compared to this time last year, making it a favorable time to shop this model year.

There are 977 listings available, which gives you a meaningful amount of inventory to compare.

Is the 2016 Mercedes-Benz S-Class a good car?

The 2016 Mercedes-Benz S-Class is a compelling choice if you want a luxury sedan that emphasizes comfort, technology, and performance, though you should weigh ownership costs carefully. It earns a user rating of 3.92/5.

Drivers commonly praise its luxurious feel, advanced amenities, great handling, value for money, and superior performance compared with competitors. The overview also points to a cabin built around craftsmanship and standout tech, which makes it especially appealing if you want a flagship sedan that still feels richly appointed and modern.

With 33.4% of listings marked as good or great deals, the market gives you some room to shop selectively.

Is the 2016 Mercedes-Benz S-Class reliable?

The 2016 Mercedes-Benz S-Class is presented as a deeply engineered luxury sedan with advanced technology and strong performance, but it also comes with ownership complexity that you should take seriously. Drivers note its luxurious feel and superior performance, while also calling out maintenance costs and electronic components as potential pain points over time.

That means long-term ownership risk is less about basic drivability and more about the possibility of expensive repairs if systems age poorly.

What should I look for when buying a used 2016 Mercedes-Benz S-Class?

At 59% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a full vehicle history report and confirm whether any prior damage was repaired properly. A pre-purchase inspection should focus on electronics, suspension behavior, and signs of deferred maintenance, since this model’s complexity can make small issues expensive later. Pay close attention to overall condition and service records, because a well-kept example matters more here than a bargain that needs catch-up work.

Is now a good time to buy a used 2016 Mercedes-Benz S-Class?

This is a moderate, selective buyer’s market, so you can shop with some leverage if you’re patient and disciplined.

• Deal availability: 33.4% of listings are priced as good or great deals.
• Inventory: There are 977 listings available.
• Price trend: Prices have softened 11.82% compared with last year.
• Clean inventory: 59.0% of listings are accident-free.

If you find a listing below $28,907, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2016 Mercedes-Benz S-Class's resale value?

The current average of $29,065 sits slightly below last year's $32,963.

That price movement suggests the market has cooled, which can help you buy more selectively today. For a future seller, it also means resale value may depend heavily on condition, mileage, and service history rather than just the badge alone. If you maintain the car well and keep documentation, you’ll be in a stronger position when it’s time to sell.

Should I buy a 2016 Mercedes-Benz S-Class or consider a different year?

If you're weighing the 2016 against nearby model years, here's how to think about it:

Choose the 2016 if:

• 33.4% of listings are priced as good or great deals.
• At 59% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 11.82% compared with last year.

The bottom line: The 2016 is a strong pick if you want the S-Class experience at a softer price point and you’re willing to be selective about condition and history. If you want the broadest shopping advantage, this year makes sense for price-sensitive buyers who can verify a clean, well-maintained example; otherwise, you may want to compare nearby years for the best balance of equipment, condition, and value.

These recommendations are based on CarGurus' proprietary market data from September 29, 2026, CarGurus experts' opinions, and generative AI.