Find Cars for Sale and Dealers near Cheshire, MA 01225

Top 20 Best Deals near Cheshire

Great deal

Used 2023 Mercedes-Benz Sprinter 3500XD

Pre-Owned 2023 Mercedes-Benz Sprinter 3500XD
Price: $31,999 Stephens of Bennington
Seller: Stephens of Bennington  
Color: White
Mileage: 228
Trans: Automatic
$43,712 below avg of $75,711
1,989 miles below avg of 2,217
VIN:
W1X8N23Y9PN268379
Type:
Used
Engine:
I4
MPG:
--
Fuel:
Diesel
Bed:
--
Distance:
23 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
200 Northside Drive, Bennington, Vermont 05201
Last indexed: 12/15/2025
Great deal

Used 2023 Mercedes-Benz Sprinter 3500XD

Pre-Owned 2023 Mercedes-Benz Sprinter 3500XD
Price: $49,074 Stephens of Bennington
Seller: Stephens of Bennington  
Color: White
Mileage: 221
Trans: Automatic
$26,637 below avg of $75,711
1,996 miles below avg of 2,217
VIN:
W1X8N23Y0PN268979
Type:
Used
Engine:
I4
MPG:
--
Fuel:
Diesel
Bed:
--
Distance:
23 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
200 Northside Drive, Bennington, Vermont 05201
Last indexed: 12/15/2025
Great deal

Used 2025 Toyota Sienna LE 8-Passenger

Pre-Owned 2025 Toyota Sienna LE 8-Passenger
Price: $43,119 Haddad Toyota
Seller: Haddad Toyota  
Color: Black
Mileage: 1,002
Trans: CVT
$6,255 below avg of $49,374
6,848 miles below avg of 7,850
VIN:
5TDKSKFCXSS212792
Type:
Used
Engine:
I4
MPG:
--
Fuel:
Gas/Electric Hybrid
Bed:
--
Distance:
14 mi
Interior Color:
Gray
Interior Type:
--
Body Style:
Minivan
Drivetrain:
AWD
Cabin:
--
Address:
130 Pittsfield Road, Lenox, Massachusetts 01240
Last indexed: 12/16/2025
Great deal

New 2023 Ford E-Transit 350

New 2023 Ford E-Transit 350
Price: $37,999 Driveway Subaru of Moon Township
Seller: Driveway Subaru of Moon Township  
Color: White
Trans: Automatic
$34,676 below avg of $72,675
VIN:
1FTBW3XK0PKA27455
Type:
New
Engine:
Electric
MPG:
--
Fuel:
Electric
Bed:
--
Distance:
24 mi
Interior Color:
Gray
Interior Type:
Vinyl
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
897 North Bennington Road, Bennington, Vermont 05201
Last indexed: 12/16/2025
Great deal

Used 2023 Toyota bZ4X XLE

Pre-Owned 2023 Toyota bZ4X XLE
Price: $22,271 Haddad Toyota
Seller: Haddad Toyota  
Color: Black
Mileage: 6,717
Trans: Automatic
$4,294 below avg of $26,565
25,036 miles below avg of 31,753
VIN:
JTMABACA3PA020675
Type:
Used
Engine:
Electric
MPG:
--
Fuel:
Electric
Bed:
--
Distance:
14 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Wagon
Drivetrain:
AWD
Cabin:
--
Address:
130 Pittsfield Road, Lenox, Massachusetts 01240
Last indexed: 12/10/2025
Great deal

Used 2015 GMC Savana 3500

Pre-Owned 2015 GMC Savana 3500
Price: $15,995 Upstate Auto Sales
Seller: Upstate Auto Sales  
Color: White
Mileage: 31,469
Trans: Automatic
$2,290 below avg of $18,285
87,498 miles below avg of 118,967
VIN:
1GTZ7TFG4F1111985
Type:
Used
Engine:
V8
MPG:
--
Fuel:
Flex-Fuel
Bed:
--
Distance:
25 mi
Interior Color:
Gray
Interior Type:
Vinyl
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
3511 New York 7, Hoosick Falls, New York 12090
Last indexed: 12/14/2025
Great deal

Used 2025 Subaru Impreza Touring

Pre-Owned 2025 Subaru Impreza Touring
Price: $26,572 Berkshire Mazda
Seller: Berkshire Mazda  
Color: Blue
Mileage: 433
Trans: CVT
$1,002 above avg of $25,570
3,341 miles below avg of 3,774
VIN:
JF1GUAFC8S8231314
Type:
Used
Engine:
I4
MPG:
--
Fuel:
Gasoline
Bed:
--
Distance:
13 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Wagon
Drivetrain:
AWD
Cabin:
--
Address:
474 Pittsfield Road, Pittsfield, Massachusetts 01201
Last indexed: 12/9/2025
Great deal

Used 2023 Toyota Tacoma TRD Sport

Pre-Owned 2023 Toyota Tacoma TRD Sport
Price: $38,995 Bedard Bros. Chrysler Jeep Dodge Ram
Seller: Bedard Bros. Chrysler Jeep Dodge Ram  
Color: Black
Mileage: 4,916
Trans: Automatic
$724 above avg of $38,271
30,689 miles below avg of 35,605
VIN:
3TYCZ5AN5PT144200
Type:
Used
Engine:
V6
MPG:
18 / 22
Fuel:
Gasoline
Bed:
Short
Distance:
1 mi
Interior Color:
Gray
Interior Type:
--
Body Style:
Truck
Drivetrain:
4WD
Cabin:
Crew
Address:
452 South State Road, Cheshire, Massachusetts 01225
Last indexed: 12/15/2025
Great deal

Used 2015 GMC Savana 3500

Pre-Owned 2015 GMC Savana 3500
Price: $15,995 Upstate Auto Sales
Seller: Upstate Auto Sales  
Color: White
Mileage: 35,610
Trans: Automatic
$2,290 below avg of $18,285
83,357 miles below avg of 118,967
VIN:
1GTZ7TFG7F1113729
Type:
Used
Engine:
V8
MPG:
--
Fuel:
Flex-Fuel
Bed:
--
Distance:
25 mi
Interior Color:
Gray
Interior Type:
Vinyl
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
3511 New York 7, Hoosick Falls, New York 12090
Last indexed: 12/14/2025
Great deal

Used 2024 Subaru Crosstrek Premium

Pre-Owned 2024 Subaru Crosstrek Premium
Price: $24,921 Lundgren Subaru
Seller: Lundgren Subaru  
Color: Black
Mileage: 5,023
Trans: CVT
$755 below avg of $25,676
17,548 miles below avg of 22,571
VIN:
JF2GUADC9R8896179
Type:
Used
Engine:
H4
MPG:
--
Fuel:
Gasoline
Bed:
--
Distance:
24 mi
Interior Color:
Gray
Interior Type:
Cloth
Body Style:
Wagon
Drivetrain:
AWD
Cabin:
--
Address:
527 North Bennington Road, Woodford, Vermont 05201
Last indexed: 12/16/2025
Great deal

Used 2015 GMC Savana 3500

Pre-Owned 2015 GMC Savana 3500
Price: $15,995 Upstate Auto Sales
Seller: Upstate Auto Sales  
Color: White
Mileage: 39,261
Trans: Automatic
$2,290 below avg of $18,285
79,706 miles below avg of 118,967
VIN:
1GTZ7TFG7F1102178
Type:
Used
Engine:
V8
MPG:
--
Fuel:
Flex-Fuel
Bed:
--
Distance:
25 mi
Interior Color:
Gray
Interior Type:
Vinyl
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
3511 New York 7, Hoosick Falls, New York 12090
Last indexed: 12/12/2025
Great deal

Used 2015 GMC Savana 3500

Pre-Owned 2015 GMC Savana 3500
Price: $15,995 Upstate Auto Sales
Seller: Upstate Auto Sales  
Color: White
Mileage: 39,530
Trans: Automatic
$2,290 below avg of $18,285
79,437 miles below avg of 118,967
VIN:
1GTZ7TFG0F1113331
Type:
Used
Engine:
V8
MPG:
--
Fuel:
Flex-Fuel
Bed:
--
Distance:
25 mi
Interior Color:
Gray
Interior Type:
Vinyl
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
3511 New York 7, Hoosick Falls, New York 12090
Last indexed: 12/14/2025
Great deal

Used 2011 Mercedes-Benz Sprinter 2500

Pre-Owned 2011 Mercedes-Benz Sprinter 2500
Price: $22,995 Upstate Auto Sales
Seller: Upstate Auto Sales  
Color: Black
Mileage: 42,946
Trans: Automatic
$2,981 below avg of $25,976
86,527 miles below avg of 129,473
VIN:
WDZPE7CCXB5552531
Type:
Used
Engine:
V6
MPG:
--
Fuel:
Diesel
Bed:
--
Distance:
25 mi
Interior Color:
Gray
Interior Type:
Cloth
Body Style:
Van
Drivetrain:
RWD
Cabin:
--
Address:
3511 New York 7, Hoosick Falls, New York 12090
Last indexed: 12/14/2025
Great deal

Used 2024 Jeep Gladiator Willys

Pre-Owned 2024 Jeep Gladiator Willys
Price: $40,347 Stephens of Bennington
Seller: Stephens of Bennington  
Color: Yellow
Mileage: 2,410
Trans: Automatic
$2,717 above avg of $37,630
13,152 miles below avg of 15,562
VIN:
1C6HJTAG2RL100908
Type:
Used
Engine:
V6
MPG:
16 / 21
Fuel:
Gasoline
Bed:
Short
Distance:
23 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Truck
Drivetrain:
4WD
Cabin:
Crew
Address:
200 Northside Drive, Bennington, Vermont 05201
Last indexed: 12/15/2025
Great deal

Used 2024 Honda Accord EX

Pre-Owned 2024 Honda Accord EX
Price: $25,797 Coggins Honda of Bennington
Seller: Coggins Honda of Bennington  
Color: Gray
Mileage: 6,316
Trans: CVT
$112 above avg of $25,685
21,162 miles below avg of 27,478
VIN:
1HGCY1F36RA086369
Type:
Used
Engine:
I4
MPG:
29 / 37
Fuel:
Gasoline
Bed:
--
Distance:
24 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Sedan
Drivetrain:
FWD
Cabin:
--
Address:
699 North Bennington Road, Bennington, Vermont 05201
Last indexed: 12/17/2025
Great deal

Used 2024 Subaru Crosstrek Wilderness

Pre-Owned 2024 Subaru Crosstrek Wilderness
Price: $28,589 Berkshire Mazda
Seller: Berkshire Mazda  
Color: Red
Mileage: 5,971
Trans: CVT
$1,422 below avg of $30,011
14,740 miles below avg of 20,711
VIN:
4S4GUHT61R3758051
Type:
Used
Engine:
H4
MPG:
--
Fuel:
Gasoline
Bed:
--
Distance:
13 mi
Interior Color:
Black
Interior Type:
--
Body Style:
Wagon
Drivetrain:
AWD
Cabin:
--
Address:
474 Pittsfield Road, Pittsfield, Massachusetts 01201
Last indexed: 12/11/2025

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