Used Convertibles for Sale Under $50,000 inCheshire, CT
93 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- Make:
- Mercedes-Benz
- Model:
- C-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 402 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 9-Speed Automatic
- Mileage:
- 50,657
- Stock #:
- 57558
- VIN:
- W1KAF8HB2PR106372
Sponsored by Pristine Mitsubishi
2023 Mercedes-Benz C-Class
AMG C 43 4MATIC
50,657 mi
Commack, NY
49 mi away
Fair Deal
$41,770
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 455 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Adrenaline Red
- Transmission:
- 6-Speed Manual
- Mileage:
- 47,010
- Stock #:
- N5655
- VIN:
- 1G1FG3D74M0123152
Sponsored Listing
2021 Chevrolet Camaro
2SS Convertible RWD
47,010 mi
Torrington, CT
24 mi away
Fair Deal
$44,321
- Year:
- 2020
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 189 hp 2L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Carbon Black
- Transmission:
- Automatic
- Mileage:
- 68,000
- Stock #:
- XPA2303RJ
- VIN:
- WMWWJ5C06L3L43475
Sponsored Listing
2020 MINI Cooper
S Convertible FWD
68,000 mi
Milford, CT
22 mi away
Fair Deal
$20,382
- Year:
- 2022
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 450 hp 5L V8
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony W/Metal Gray Stitch)
- Transmission:
- Automatic
- Mileage:
- 25,068
- Stock #:
- 31U00064
- VIN:
- 1FATP8FF8N5100690
New arrival
2022 Ford Mustang
GT Premium Convertible RWD
25,068 mi
Wilbraham, MA
50 mi away
Great Deal
$39,800
- Year:
- 2026
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2L I4
- Exterior color:
- Red (Copper Grey Metallic)
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 7-Speed Dual Clutch
- Mileage:
- 4,400
- Stock #:
- LM354
- VIN:
- WMW23GX05T2X72739
2026 MINI Cooper
S Convertible FWD
4,400 mi
Darien, CT
44 mi away
Fair Deal
$38,694
- Year:
- 2026
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2L I4
- Exterior color:
- Chili Red II
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Grey/Blue)
- Transmission:
- 7-Speed Dual Clutch
- Mileage:
- 4,550
- Stock #:
- LM347
- VIN:
- WMW23GX08T2X81936
2026 MINI Cooper
S Convertible FWD
4,550 mi
Darien, CT
44 mi away
Fair Deal
$38,194
- Year:
- 2023
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,641
- Stock #:
- U23213
- VIN:
- 1FATP8UH3P5104511
Price drop
-$510
2023 Ford Mustang
EcoBoost Premium Convertible RWD
53,641 mi
Riverhead, NY
42 mi away
Great Deal
$21,500
$20,990
- Year:
- 2026
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2L I4
- Exterior color:
- Melting Silver III Metallic
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 7-Speed Dual Clutch
- Mileage:
- 3,519
- Stock #:
- LM343
- VIN:
- WMW23GX08T2X67292
2026 MINI Cooper
S Convertible FWD
3,519 mi
Darien, CT
44 mi away
Good Deal
$37,694
- Year:
- 2021
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 59,173
- Stock #:
- 11855A
- VIN:
- 1FATP8UHXM5106980
2021 Ford Mustang
EcoBoost Convertible RWD
59,173 mi
Branford, CT
16 mi away
Great Deal
$20,996
- Year:
- 2026
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2L I4
- Exterior color:
- Melting Silver III Metallic
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Nightshade Blue
- Transmission:
- 7-Speed Dual Clutch
- Mileage:
- 3,748
- Stock #:
- LM352
- VIN:
- WMW23GX02T2X77901
2026 MINI Cooper
S Convertible FWD
3,748 mi
Darien, CT
44 mi away
Fair Deal
$39,694
- Year:
- 2021
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 362 hp 3L I6
- Exterior color:
- Brilliant Blue Metallic
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Macchiato Beige/Magma Gray)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 43,900
- Stock #:
- F157200A
- VIN:
- W1K1K5KB8MF157200
Price drop
-$1,946
2021 Mercedes-Benz E-Class
E 450 4MATIC Cabriolet AWD
43,900 mi
Chicopee, MA
49 mi away
Fair Deal
$46,337
$45,175
- Year:
- 2020
- Make:
- Mazda
- Model:
- MX-5 Miata
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 181 hp 2L I4
- Exterior color:
- Soul Red Crystal Metallic
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 6-Speed Manual
- Mileage:
- 11,905
- Stock #:
- VCY79811A
- VIN:
- JM1NDAM70L0416934
Price drop
-$650
2020 Mazda MX-5 Miata
RF Grand Touring RWD
11,905 mi
Waterbury, CT
5 mi away
Fair Deal
$30,549
$29,899
- Year:
- 2024
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 480 hp 5L V8
- Exterior color:
- Oxford White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Carmine Red
- Transmission:
- 6-Speed Manual
- Mileage:
- 2,837
- Stock #:
- 11871
- VIN:
- 1FAGP8FF6R5104292
Price drop
-$1,002
2024 Ford Mustang
GT Premium Convertible RWD
2,837 mi
Branford, CT
16 mi away
Great Deal
$46,944
$45,942
- Year:
- 2020
- Make:
- Audi
- Model:
- S5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 349 hp 3L V6
- Exterior color:
- Quantum Gray Metallic/Black Roof
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Magma Red
- Transmission:
- Automatic
- Mileage:
- 52,500
- Stock #:
- JE274
- VIN:
- WAUW4GF51LN002242
2020 Audi S5
3.0T quattro Premium Plus Cabriolet AWD
52,500 mi
Branford, CT
16 mi away
Fair Deal
$35,594
- Year:
- 2023
- Make:
- Mazda
- Model:
- MX-5 Miata
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 181 hp 2L I4
- Exterior color:
- Machine Gray Metallic
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Teracotta
- Transmission:
- 6-Speed Manual
- Mileage:
- 10,665
- Stock #:
- P5824
- VIN:
- JM1NDAM72P0559163
2023 Mazda MX-5 Miata
RF Grand Touring RWD
10,665 mi
Wallingford, CT
5 mi away
Good Deal
$31,627
- Year:
- 2024
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 315 hp 2.3L I4
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 51,806
- Stock #:
- W454119
- VIN:
- 1FAGP8UH0R5134201
2024 Ford Mustang
EcoBoost Premium Convertible RWD
51,806 mi
Wilbraham, MA
50 mi away
Good Deal
$27,000
- Year:
- 2026
- Make:
- BMW
- Model:
- Z4
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 255 hp 2L I4
- Exterior color:
- Black
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 15,656
- Stock #:
- Y49580
- VIN:
- WBAHF3C06TWY49580
Price drop
-$1,000
2026 BMW Z4
sDrive30i RWD
15,656 mi
Middletown, CT
13 mi away
Fair Deal
$50,789
$49,789
- Year:
- 2022
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Race Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 92,042
- Stock #:
- 124249W
- VIN:
- 1FATP8UHXN5124249
2022 Ford Mustang
EcoBoost Premium Convertible RWD
92,042 mi
Naugatuck, CT
6 mi away
Great Deal
$17,985
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 455 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 71,326
- Stock #:
- 104791W
- VIN:
- 1G1FE3D73L0104791
2020 Chevrolet Camaro
LT1 Convertible RWD
71,326 mi
Naugatuck, CT
6 mi away
Great Deal
$26,985
- Year:
- 2024
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 480 hp 5L V8
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 7,912
- Stock #:
- 26-793Z
- VIN:
- 1FAGP8FF2R5134728
Price drop
-$1,500
2024 Ford Mustang
GT Premium Convertible RWD
7,912 mi
Torrington, CT
24 mi away
Fair Deal
$48,976
$47,476
- Year:
- 2024
- Make:
- Mazda
- Model:
- MX-5 Miata
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 181 hp 2L I4
- Exterior color:
- Snowflake White Pearl Mica
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 4,968
- Stock #:
- M22600A
- VIN:
- JM1NDAM74R0609967
2024 Mazda MX-5 Miata
RF Grand Touring RWD
4,968 mi
Hamden, CT
9 mi away
Fair Deal
$33,987
- Year:
- 2021
- Make:
- BMW
- Model:
- 4 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 382 hp 3L I6
- Exterior color:
- Portimao Blue Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Canberra Beige/Black)
- Transmission:
- Automatic
- Mileage:
- 19,796
- Stock #:
- bg87879
- VIN:
- WBA53AT03MCG87879
2021 BMW 4 Series
M440i Convertible RWD
19,796 mi
Berlin, CT
10 mi away
Good Deal
$45,000
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 335 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 24,735
- Stock #:
- 70260260
- VIN:
- 1G1FD3DSXM0121984
2021 Chevrolet Camaro
2LT Convertible RWD
24,735 mi
Hartford, CT
23 mi away
Fair Deal
$30,998
- Year:
- 2024
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 480 hp 5L V8
- Exterior color:
- Oxford White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Carmine Red
- Transmission:
- 6-Speed Manual
- Mileage:
- 2,837
- Stock #:
- 11871
- VIN:
- 1FAGP8FF6R5104292
Price drop
-$1,002
Sponsored Listing
2024 Ford Mustang
GT Premium Convertible RWD
2,837 mi
Branford, CT
16 mi away
Great Deal
$46,944
$45,942
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