New & Used 2027 Mercedes-Benz S-Class for Sale nearMiddletown, NY
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 791 hp 4L V8 Hybrid
- Exterior color:
- MANUFAKTUR Moonlight White Magno
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 163
- Stock #:
- N16412
- VIN:
- W1K6G8CB0TA354431
Sponsored by Mercedes-Benz of Danbury
2026 Mercedes-Benz S-Class
AMG S 63 E Performance 4MATIC
163 mi
$179,799
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Cirrus Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Sienna Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 211
- Stock #:
- 65620
- VIN:
- W1K6G7GB8TA376181
Sponsored Listing
2026 Mercedes-Benz S-Class
S 580 4MATIC
211 mi
$109,794
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Obsidian Black/MANUFAKTUR Moonlight White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Sienna Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 6,692
- Stock #:
- TA363808LP
- VIN:
- W1K6G7GB5TA363808
Sponsored Listing
2026 Mercedes-Benz S-Class
S 580 4MATIC
6,692 mi
$119,175
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- White/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 21
- Stock #:
- M270015
- VIN:
- W1K6G7HB9VA386638
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $162,100
No Price Listed
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 791 hp 4L V8 Hybrid
- Exterior color:
- White
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Stock #:
- 262092
- VIN:
- W1K6G8CB7TA358007
2026 Mercedes-Benz S-Class
AMG S 63 E Performance 4MATIC
New car
MSRP $204,530
No Price Listed
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 4
- Stock #:
- VA403076
- VIN:
- W1K6G7HB3VA403076
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $143,990
$144,789
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Emerald
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Macchiato Bge/Gry Nappa L
- Transmission:
- 9-Speed Automatic
- Mileage:
- 4
- Stock #:
- TA370904
- VIN:
- W1K6G7GB3TA370904
2026 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $139,880
$140,679
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Obsidian Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 10
- Stock #:
- K396037
- VIN:
- W1K6G6EB2VA396037
2027 Mercedes-Benz S-Class
S 500 4MATIC
New car
MSRP $127,720
No Price Listed
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Nautical Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Beech Brown
- Transmission:
- 9-Speed Automatic
- Mileage:
- 7
- Stock #:
- 270205
- VIN:
- W1K6G7HBXVA398720
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $140,385
No Price Listed
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Obsidian Black/MANUFAKTUR Moonlight White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Sienna Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 6,692
- Stock #:
- TA363808LP
- VIN:
- W1K6G7GB5TA363808
2026 Mercedes-Benz S-Class
S 580 4MATIC
6,692 mi
$119,175
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Gray (Graphite Grey Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 10
- Stock #:
- VG026
- VIN:
- W1K6G7HB0VA395096
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $140,185
$141,633
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black Nappa
- Transmission:
- 9-Speed Automatic
- Mileage:
- 5
- Stock #:
- MB4180
- VIN:
- W1K6G7HB4VA395540
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $136,150
$136,950
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 791 hp 4L V8 Hybrid
- Exterior color:
- Manufaktur Nigh
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Stock #:
- 262314
- VIN:
- W1K6G8CB2TA370761
2026 Mercedes-Benz S-Class
AMG S 63 E Performance 4MATIC
New car
MSRP $214,695
No Price Listed
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Stock #:
- 270035
- VIN:
- W1K6G6EB3VA394975
2027 Mercedes-Benz S-Class
S 500 4MATIC
New car
MSRP $128,270
No Price Listed
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black Nappa
- Transmission:
- 9-Speed Automatic
- Mileage:
- 5
- Stock #:
- MB4178
- VIN:
- W1K6X7HB9VA388972
2027 Mercedes-Benz S-Class
Maybach S 580 4MATIC
New car
MSRP $217,750
$218,550
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 791 hp 4L V8 Hybrid
- Exterior color:
- Gray
- Fuel type:
- Hybrid
- Interior color:
- Bk
- Transmission:
- 9-Speed Automatic
- Mileage:
- 23
- Stock #:
- TA368170
- VIN:
- W1K6G8CB2TA368170
2026 Mercedes-Benz S-Class
AMG S 63 E Performance 4MATIC
New car
MSRP $208,030
$208,205
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Sonoran Brown Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Macchiato Beige/Magma Grey)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 5,833
- Stock #:
- 44947U
- VIN:
- W1K6G7GBXTA365747
2026 Mercedes-Benz S-Class
S 580 4MATIC
5,833 mi
$119,720
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- C37
- Fuel type:
- Gasoline
- Interior color:
- White
- Transmission:
- 9-Speed Automatic
- Mileage:
- 16
- Stock #:
- 27-1341
- VIN:
- W1K6X7HB9VA387109
2027 Mercedes-Benz S-Class
Maybach S 580 4MATIC
New car
MSRP $245,685
$245,860
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- White
- Transmission:
- Automatic
- Mileage:
- 50
- Stock #:
- VA381931
- VIN:
- W1K6G7HB4VA381931
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $166,450
$166,705
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 4
- Stock #:
- VA401608
- VIN:
- W1K6G7HB0VA401608
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $144,235
$145,034
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 8
- Stock #:
- 270143
- VIN:
- W1K6G6EB8VA402097
2027 Mercedes-Benz S-Class
S 500 4MATIC
New car
MSRP $115,620
$115,795
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Nautical Blue Metallic
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Stock #:
- VA383254
- VIN:
- W1K6G7HB9VA383254
2027 Mercedes-Benz S-Class
S 580 4MATIC
New car
MSRP $140,300
$141,099
- Year:
- 2027
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Stock #:
- 270036
- VIN:
- W1K6G6EBXVA394732
2027 Mercedes-Benz S-Class
S 500 4MATIC
New car
MSRP $134,620
No Price Listed
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Obsidian Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Sienna Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 1,907
- Stock #:
- U20695
- VIN:
- W1K6G6DB5TA361197
Sponsored Listing
2026 Mercedes-Benz S-Class
S 500 4MATIC
1,907 mi
$98,375
Compare 2027 Mercedes-Benz S-Class Trims
The S-Class lineup offers a range of luxury options, from the accessible S 500 4MATIC to the high-performance Maybach S 680 4MATIC, all featuring AWD.
- Starting at $112,950
- Best MPG/MPGe: 12 city / 20 hwy
- Most Popular: S 580 4MATIC
Trim Overview
Prices updated weekly from CarGurus listings.
| S 500 4MATIC | S 580 4MATIC (Most Popular) | Maybach S 580 4MATIC | Maybach S 680 4MATIC | |
|---|---|---|---|---|
| Starting MSRP | $112,550 | $134,600 | $210,200 | $247,450 |
| Avg. Market Price | $112,950 | $152,115 | $146,520 | $146,520 |
| Positioning | Best value | Adventure-ready | Adventure-ready | Trail-ready |
| Standout Features | Navigation, heated seats | Navigation, heated seats | Navigation, heated seats | Heated seats, backup camera |
| Drivetrain | AWD | AWD | AWD | AWD |
| Listings Available | 46 | 243 | 49 | 34 |
Quick Compare Table
Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.
| S 500 4MATIC | S 580 4MATIC | Maybach S 580 4MATIC | Maybach S 680 4MATIC | |
|---|---|---|---|---|
| AI Summary | Best value luxury sedan option | Most popular luxury trim available | Premium luxury with advanced features | Top-tier performance and luxury |
| Avg. Market Price | $112,950 | $152,115 | $146,520 | $146,520 |
| MSRP | $112,550 | $134,600 | $210,200 | $247,450 |
| Engine | 3.0L 442 hp I6 | 4.0L 496 hp V8 | 4.0L 496 hp V8 | 6.0L 621 hp V12 |
| Drivetrain | AWD | AWD | AWD | AWD |
| MPG/MPGe (City/Hwy) | — | — | — | 12/20 |
| Navigation System | ✓ | ✓ | ✓ | ✓ |
| Heated Seats | ✓ | ✓ | ✓ | ✓ |
| Leather Seats | ✓ | ✓ | ✓ | ✓ |
| Backup Camera | ✓ | ✓ | ✓ | ✓ |
| Adaptive Suspension | ✓ | ✓ | ✓ | ✓ |
| CarPlay | ✓ | ✓ | ✓ | ✓ |
| Android Auto | ✓ | ✓ | ✓ | ✓ |
| Bluetooth | ✓ | ✓ | ✓ | ✓ |
| Blind Spot Monitoring | ✓ | ✓ | ✓ | ✓ |
| Adaptive Cruise Control | ✓ | ✓ | ✓ | ✓ |
| Active Listings | 46 | 243 | 49 | 34 |
Missing data displayed as "—".
Trim Deep Dives
S 500 4MATIC — "Who It's For"
The S 500 4MATIC is the pick for shoppers who want luxury features without stepping up to higher price points. It's the most accessible entry point in the lineup.
- Avg. market price: $112,950 (updated weekly)
- Inventory: 46 listings — lower availability; may limit negotiating room
- View S 500 4MATIC listings
S 580 4MATIC — "Who It's For"
The S 580 4MATIC is the pick for shoppers who want a blend of luxury and performance without going for the ultra-premium trims. It's also the most popular trim in the lineup.
- Avg. market price: $152,115 (updated weekly)
- Inventory: 243 listings
- View S 580 4MATIC listings
Maybach S 580 4MATIC — "Who It's For"
The Maybach S 580 4MATIC is the pick for shoppers who want top-tier luxury features without the extreme price of the S 680. It offers a premium experience at a lower cost than the highest trim.
- Avg. market price: $146,520 (updated weekly)
- Inventory: 49 listings — lower availability; may limit negotiating room
- View Maybach S 580 4MATIC listings
Maybach S 680 4MATIC — "Who It's For"
The Maybach S 680 4MATIC is the pick for shoppers who want the ultimate in luxury and performance. It's the most powerful option in the lineup, ideal for those who prioritize both.
- Avg. market price: $146,520 (updated weekly)
- MPG/MPGe: 12 city / 20 hwy
- Inventory: 34 listings — lower availability; may limit negotiating room
- View Maybach S 680 4MATIC listings
Trim Recommendations
Most Popular — S 580 4MATIC
With 243 active listings, the S 580 4MATIC is the clear volume leader in the lineup.
Best Budget Option — S 500 4MATIC
At $112,950 avg market price — below the lineup median of $146,520 — it's the most accessible entry point.
Best for Fuel Economy — Maybach S 680 4MATIC
The Maybach S 680 4MATIC offers the best fuel economy in the lineup with an impressive MPG/MPGe of 12 city / 20 hwy.
Browse Maybach S 680 4MATIC listings
These recommendations are based on CarGurus' proprietary market data from October 22, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
2027 Mercedes-Benz S-Class Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Mercedes-Benz S-Class prices has changed over time.
See more price trends2027 Mercedes-Benz S-Class Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest-Price Market: Houston, TX leads with an average price of $148,999, indicating a premium market for the S-Class in this city.
- Best Value: Dallas, TX offers the lowest average price at $115,099, presenting a more accessible option for buyers.
- Inventory Drives Stability: Dallas, TX has the highest total listings at 31, suggesting a robust supply that may stabilize prices.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Dallas, TX | 31 | $115,099 |
| Chicago, IL | 28 | $141,117 |
| Houston, TX | 23 | $148,999 |
Pricing by Trim Packages
Key Insights
- Volume Leader: The S 580 4MATIC trim has the highest listings at 244, indicating strong demand for this configuration.
- Premium Spread: The Maybach S 680 4MATIC is priced at $247,450, showcasing a significant premium over other trims.
- Drivetrain Effect: All trims feature AWD, which may enhance their appeal in various driving conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| S 580 4MATIC | 244 | $134,600 | AWD | 4.0L 496 hp V8 |
| Maybach S 580 4MATIC | 48 | $210,200 | AWD | 4.0L 496 hp V8 |
| S 500 4MATIC | 45 | $112,550 | AWD | 3.0L 442 hp I6 |
| Maybach S 680 4MATIC | 32 | $247,450 | AWD | 6.0L 621 hp V12 |
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2027 model has an average price of $146,663, reflecting a 30.3% premium over its starting MSRP of $112,550.
- Depreciation Curve: The 2016 model shows the steepest depreciation at -68.5%, indicating significant value loss over time.
- Best Value Sweet Spot: The years 2027, 2026, 2025, and 2024 are priced above their starting MSRPs, suggesting a strong demand for newer models.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2027 | $112,550 | $146,663 | +30.3% |
| 2026 | $119,550 | $138,618 | +15.9% |
| 2025 | $117,750 | $127,751 | +8.5% |
| 2024 | $117,300 | $120,292 | +2.6% |
| 2023 | $114,500 | $80,987 | -29.3% |
| 2022 | $111,100 | $68,036 | -38.8% |
| 2021 | $109,800 | $61,161 | -44.3% |
| 2020 | $94,250 | $49,703 | -47.3% |
| 2019 | $91,250 | $42,996 | -52.9% |
| 2018 | $89,900 | $36,883 | -59.0% |
| 2017 | $96,600 | $42,360 | -56.1% |
| 2016 | $95,650 | $30,084 | -68.5% |
These recommendations are based on CarGurus' proprietary market data from October 21, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Mercedes-Benz S-Class vehicles in Middletown, NY have no reported accidents or damage?
What is the fuel economy of the 2027 Mercedes-Benz S-Class?
What fuel types are available?
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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