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Used Mercedes-Benz S-Class for Sale near Chester, MA

703 results
Chester, MA
2016 Mercedes-Benz S-Class S 550 Hitchcock Motor Car

2016 Mercedes-Benz S-Class

S 550

125,603 miles

$18,451

Fair Deal
Cheshire, CT
49 mi away
Year:
2016
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Iridium Silver Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
designo Saddle Brown/Black
Transmission:
7-Speed Automatic
Mileage:
125,603
Stock number:
HM3281
VIN:
WDDUG8CB6GA223856

Sponsored

2016 Mercedes-Benz S-Class S 63 AMG

2016 Mercedes-Benz S-Class

S 63 AMG

72,060 miles

$46,495

Fair Deal
Waterbury, CT
50 mi away
Year:
2016
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
577 hp 5.5L V8
Exterior color:
Iridium Silver Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Bengal Red/Black
Transmission:
7-Speed Automatic
Mileage:
72,060
Stock number:
015324
VIN:
WDDXJ7JB2GA015324

Sponsored

2019 Mercedes-Benz S-Class S 560 4MATIC AWD

2019 Mercedes-Benz S-Class

S 560 4MATIC AWD

105,888 miles

$26,999

Fair Deal
Hartford, CT
39 mi away
Year:
2019
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
463 hp 4L V8
Exterior color:
Gold
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
105,888
Stock number:
441208
VIN:
WDDUG8GB5KA441208

Sponsored

2014 Mercedes-Benz S-Class S 550 4MATIC

2014 Mercedes-Benz S-Class

S 550 4MATIC

98,000 miles

$19,995

Fair Deal
Bristol, CT
41 mi away
Year:
2014
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
98,000
VIN:
WDDUG8FB0EA064485

Preparing for a close up...

Photos coming soon

2023 Mercedes-Benz S-Class

S 580 4MATIC AWD

31,906 miles

$74,995

Good Deal
Canton, CT
31 mi away
Year:
2023
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
496 hp 4L V8
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,906
Stock number:
26056B
VIN:
W1K6G7GB7PA204133

Preparing for a close up...

Photos coming soon

2006 Mercedes-Benz S-Class

S 350

91,185 miles

$8,998

Fair Deal
Orange, MA
42 mi away
Year:
2006
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
241 hp 3.7L V6
Exterior color:
Gray
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
91,185
Stock number:
M1274A
VIN:
WDD2211561A011383

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2022 Mercedes-Benz S-Class

S 580 4MATIC AWD

23,198 miles

$69,000

Great Deal
East Hartford, CT
38 mi away
Year:
2022
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
496 hp 4L V8
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
23,198
Stock number:
X19540B
VIN:
W1K6G7GB4NA142459

Preparing for a close up...

Photos coming soon

2014 Mercedes-Benz S-Class

S 550 4MATIC

58,679 miles

$22,940

Good Deal
Cheshire, CT
49 mi away
Year:
2014
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Red (Ruby Black Metallic)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Silk Beige/Espresso Brown
Transmission:
7-Speed Automatic
Mileage:
58,679
Stock number:
HM3232
VIN:
WDDUG8FB1EA053172

Preparing for a close up...

Photos coming soon

2007 Mercedes-Benz S-Class

S 550

114,122 miles

$8,788

Fair Deal
Agawam, MA
22 mi away
Year:
2007
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
382 hp 5.5L V8
Exterior color:
Silver
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
7-Speed Automatic
Mileage:
114,122
Stock number:
m5605b
VIN:
WDDNG71XX7A055605

Preparing for a close up...

Photos coming soon

2017 Mercedes-Benz S-Class

S 63 AMG Sedan 4MATIC

40,012 miles

$49,998

Good Deal
Cheshire, CT
49 mi away
Year:
2017
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
577 hp 5.5L V8
Exterior color:
Iridium Silver Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown (designo Silk Beige/Titanium Gray Pearl)
Transmission:
7-Speed Automatic
Mileage:
40,012
Stock number:
HM3216
VIN:
WDDUG7JB9HA332214

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  1. Home
  2. / Used Cars
  3. / Mercedes-Benz S-Class
  4. / Massachusetts
  5. / Chester
Overview
Reviews
FAQs

CarGurus recommends the 2022 Mercedes-Benz S-Class

Picture of Mercedes-Benz S-Class

Summary

  • With 1,015 currently listed for sale on CarGurus and an average price of $68,240.70, 31.6% of 2022 Mercedes-Benz S-Classs for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Mercedes-Benz S-Class 4.8 / 5 stars and CarGurus experts gave it an 8.7 / 10.
  • 89.6% of 2022 S-Class models on CarGurus are accident free.
  • The 2022 S-Class features cutting-edge MBUX infotainment with a 3D driver display, setting a new standard for luxury tech in automobiles.

Why it stands out

The 2022 Mercedes-Benz S-Class sets itself apart in the luxury sedan market with its sophisticated blend of cutting-edge technology and unrivaled craftsmanship. Featuring a mild hybrid powertrain that enhances performance and efficiency, along with an advanced MBUX infotainment system offering multiple display options, the S-Class embodies innovation at every turn. Its legacy as a pioneer in automotive safety and luxury ensures that it remains a benchmark for competitors like the Audi A8 and BMW 7 Series, making it a top choice for discerning drivers seeking both comfort and state-of-the-art features.

Other model years to consider

For those considering the Mercedes-Benz S-Class, the 2015 and 2014 model years are particularly appealing due to their strong user ratings of 4.9/5 and average prices of approximately $26,277 and $22,619 respectively. Both years also have a significant percentage of good or great deals available, making them cost-effective options for luxury buyers. Customer reviews highlight satisfaction with these models, providing a solid balance of quality and affordability.

Model years to approach with caution

Considering the Mercedes-Benz S-Class across various model years, the 2012 model stands out as moderately suitable with a current average price of approximately $12,968.53 and a solid user rating of 4.6/5, although many buyers report not finding favorable deals. Meanwhile, earlier models like the 1996 and 1995 versions are also appealing options due to their high user ratings of 4.8/5; however, they face a similar challenge with most transactions not being deemed good or great deals. The marketplace dynamics suggest that while these older models offer customer satisfaction, potential buyers should weigh cost factors carefully given the prevalence of less favorable pricing outcomes in this segment.

These recommendations are based on CarGurus' proprietary market data from December 17, 2025, CarGurus experts' opinions, and generative AI.

4.7 Overall rating

(822 reviews)

Customers say

The Mercedes-Benz S-Class has consistently impressed drivers with its luxurious feel, outstanding performance, and advanced technology across all model years. Owners particularly appreciate the comfortable and spacious interiors, the smooth ride, and the powerful engines. Many have praised features such as safety innovations and craftsmanship that highlight the brand's commitment to luxury. However, some common concerns among owners include high maintenance costs, issues with technology reliability, and a steep price tag compared to other models. Overall, the S-Class remains a top choice for those seeking a high-end driving experience.

AI generated from the text of customer reviews.

What people say

comfort interior luxury performance safety
Moises S
5.0
Reviewed a 2020 Mercedes-Benz S-Class on Jun 20, 2024

the features of an S class are the very reasons that this car is of good value. this is the flagship of Mercedes Benz so there is no comparison.

Chris V
5.0
Reviewed a 2021 Mercedes-Benz S-Class on Jun 05, 2024

This car is a driving experience like no other, power, luxury, amenities. I own a dozen cars from square body trucks, sports cars to Cadillacs, this is unrivaled in its ride. I cant wait to get in it each day.

Mohit S
4.0
Reviewed a 2016 Mercedes-Benz S-Class on Apr 12, 2024

Awesome vehicle with luxury feels and style MB is best

Leia F
5.0
Reviewed a 2007 Mercedes-Benz S-Class on Feb 24, 2024

Very reliable car and the performance is beyond perfection! My 2015 Bentley is not even close to this car. The only issue is I had to get work on the transmission at 210k. And the amg wheels always crack, besides that the car has been more reliable than any Japanese car Ive ever owned

Lee H
4.0
Reviewed a 2010 Mercedes-Benz S 550 on Jan 10, 2025

Everything is wonderful, except there is no audio bluetooth! Cell phone connects for calls, but not music. No other issues!

Mercedes-Benz S-Class FAQs

Is the S550 fast?

Yes, the Mercedes-Benz S550 is considered fast for a luxury sedan. It can reach a top speed of 132 mph with M+S-rated tires, and even higher with optional Z-rated tires. It performs well in acceleration tests, trailing only slightly behind comparable BMW models to 100 mph but being quicker in the quarter-mile run. Its impressive speed and performance make it a standout in its class.

Is the S-Class a reliable car?

Yes, the Mercedes-Benz S-Class is generally regarded as a reliable car. Models like the W221 have proven to be robust, with many high-mileage examples still performing well on the roads. It receives strong reliability ratings, such as 4.5 stars out of 5 from AutoExpress. However, the reliability of an S-Class can depend on factors like the specific model, year, mileage, and how well it has been maintained.

Why was the S-Class discontinued?

The discontinuation of the S-Class Coupé and Cabriolet was primarily due to limited market demand. Customers seeking a luxury convertible or coupe were often better served by the SL-Class hardtop convertible or the E-Class Coupé/Cabriolet, which have more brand equity and better sales performance. As a result, Mercedes decided to focus on these more popular models.

Is a Mercedes S-Class worth it?

Yes, the Mercedes-Benz S-Class is widely considered worth the investment. It excels in handling, ride quality, and overall luxury, often surpassing competitors like the BMW 7-series and Genesis G90. The S-Class consistently earns high marks and is frequently included in awards lists, highlighting its exceptional blend of performance, comfort, and advanced features.

How much does the Mercedes-Benz S-Class cost in Chester, MA?

The average Mercedes-Benz S-Class costs about $48,131.55. The average price has decreased by -2.7% since last year. The 703 for sale near Chester, MA on CarGurus, range from $4,608 to $392,428 in price.

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

CarGurus experts gave the 2025 Mercedes-Benz S-Class an overall rating of 7.3/10 and Mercedes-Benz S-Class owners have rated the vehicle a 4.7/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Mercedes-Benz S-Class vehicles in Chester, MA have no reported accidents or damage?

520 out of 703 for sale near Chester, MA have no reported accidents or damage.

Is the Mercedes-Benz S-Class safe?

CarGurus experts gave the 2025 Mercedes-Benz S-Class a safety rating of 7/10.

What fuel types are available?

Diesel, Gasoline, Hybrid engines are available.

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