Used Convertibles for Sale Under $50,000 in Winchester, VA

320 results

2024 MINI Cooper

Convertible FWD

3,171 miles

$29,350

Good Deal

$554/mo est.

Manufacturer certified

Alexandria, VA

61 mi away

Year:: 2024
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 134 hp 1.5L I3
Exterior color:: White Metallic
Combined gas mileage:: 33 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: Automatic
Mileage:: 3,171
Stock #:: P17564
VIN:: WMW23DL01R3R80544

2021 Ford Mustang

EcoBoost Convertible RWD

80,508 miles

$15,777

Year:: 2021
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 310 hp 2.3L I4
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 80,508
Stock #:: 106024
VIN:: 1FATP8UH8M5106024

2023 MINI Cooper

S Convertible FWD

50,138 miles

$28,499

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: British Racing Green IV Metallic
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Malt Brown
Transmission:: Automatic
Mileage:: 50,138
Stock #:: MXX54512A
VIN:: WMW43DL06P3R00094

2023 MINI Cooper

S Convertible FWD

8,218 miles

$27,520

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Nanuq White
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 8,218
Stock #:: P3R17878
VIN:: WMW43DL04P3R17878

2024 BMW 4 Series

430i Convertible xDrive

30,168 miles

$43,917

Year:: 2024
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Brooklyn Gray Metallic
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Tacora Red
Transmission:: 8-Speed Automatic
Mileage:: 30,168
Stock #:: S13823A
VIN:: WBA43AT06RCN56574

2022 Mazda MX-5 Miata

RF Grand Touring RWD

39,594 miles

$25,497

Year:: 2022
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: Blue
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Teracotta
Transmission:: Manual
Mileage:: 39,594
Stock #:: SC2902
VIN:: JM1NDAM71N0501025

2020 Mazda MX-5 Miata

RF Grand Touring RWD

18,334 miles

$27,986

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:: Polymetal Gray
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 18,334
Stock #:: U418304A
VIN:: JM1NDAM7XL0418304

2020 BMW 2 Series

230i xDrive Convertible AWD

72,798 miles

$20,000

Year:: 2020
Make:: BMW
Model:: 2 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 248 hp 2L I4
Exterior color:: Alpine White
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 72,798
Stock #:: 474641A
VIN:: WBA2K1C01L7E00164

2023 Chevrolet Camaro

1LT Convertible RWD

55,966 miles

$22,882

Year:: 2023
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 335 hp 3.6L V6
Exterior color:: Sharkskin Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 55,966
Stock #:: RV7743P
VIN:: 1G1FB3DS0P0145978

2024 Ford Mustang

EcoBoost Convertible RWD

49,019 miles

$25,488

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Dark Matter Gray Metallic
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Space Gray
Transmission:: Automatic
Mileage:: 49,019
Stock #:: ER5112932
VIN:: 1FAGP8UH6R5112932

Preparing for a close up...

Photos coming soon

2024 MINI Cooper

S Convertible FWD

21,002 miles

$27,295

Year:: 2024
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Midnight Black
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: 7-Speed Automatic
Mileage:: 21,002
Stock #:: LH4100A
VIN:: WMW43DL06R3S00045

Preparing for a close up...

Photos coming soon

2024 Ford Mustang

EcoBoost Premium Convertible RWD

43,229 miles

$28,981

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Red
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 43,229
Stock #:: PFL3401
VIN:: 1FAGP8UH4R5120673

Preparing for a close up...

Photos coming soon

2020 Mazda MX-5 Miata

RF Grand Touring RWD

23,058 miles

$25,500

Good Deal

$499/mo est.

Third-party certified

Chantilly, VA

42 mi away

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:: Red Crystal
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: 6-Speed Automatic
Mileage:: 23,058
Stock #:: C51903A
VIN:: JM1NDAM75L0413320

Preparing for a close up...

Photos coming soon

2021 Mazda MX-5 Miata

RF Grand Touring RWD

46,251 miles

$23,800

Year:: 2021
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: Red Crystal
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 46,251
Stock #:: NU453884
VIN:: JM1NDAM77M0453884

Preparing for a close up...

Photos coming soon

2020 FIAT 124 Spider

Abarth

43,675 miles

$22,900

Year:: 2020
Make:: FIAT
Model:: 124 Spider
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 160 hp 1.4L I4
Exterior color:: Forte Black Metallic
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Nero (Black)
Transmission:: 6-Speed Manual
Mileage:: 43,675
Stock #:: GAM6444
VIN:: JC1NFAEK3L0145782

Preparing for a close up...

Photos coming soon

2025 Mazda MX-5 Miata

RF Grand Touring RWD

15,426 miles

$33,769

Year:: 2025
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: Jet Black Mica
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 15,426
Stock #:: MM60092P
VIN:: JM1NDAM70S0651705

Preparing for a close up...

Photos coming soon

2021 BMW 4 Series

M440i Convertible RWD

40,351 miles

$37,996

Year:: 2021
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 382 hp 3L I6
Exterior color:: White Metallic
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Red
Transmission:: 8-Speed Automatic
Mileage:: 40,351
Stock #:: KP1699
VIN:: WBA53AT02MCG87839

Preparing for a close up...

Photos coming soon

2024 Ford Mustang

EcoBoost Premium Convertible RWD

50,821 miles

$25,908

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
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 50,821
Stock #:: T15247
VIN:: 1FAGP8UH9R5112830

Preparing for a close up...

Photos coming soon

2021 Mercedes-Benz C-Class

AMG C 63 Cabriolet RWD

41,585 miles

$49,889

Year:: 2021
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 469 hp 4L V8
Exterior color:: Gray Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black Red Pepper Nappa
Transmission:: 9-Speed Automatic
Mileage:: 41,585
Stock #:: T08836B
VIN:: W1KWK8GB7MG077526

Preparing for a close up...

Photos coming soon

2023 BMW 4 Series

430i Convertible RWD

36,779 miles

$39,311

Year:: 2023
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Brooklyn Gray Metallic
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 36,779
Stock #:: IM09213P
VIN:: WBA23AT01PCM09213

Preparing for a close up...

Photos coming soon

2020 MINI Cooper

S Convertible FWD

9,038 miles

$25,395

Year:: 2020
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Starlight Blue Metallic
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: 7-Speed Dual Clutch
Mileage:: 9,038
Stock #:: L43480
VIN:: WMWWJ5C0XL3L43480

Preparing for a close up...

Photos coming soon

2025 BMW 4 Series

430i Convertible RWD

27,878 miles

$40,709

Year:: 2025
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Gray
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 27,878
Stock #:: RV7756P
VIN:: WBA33DB01SCU55186

Preparing for a close up...

Photos coming soon

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

1,044 miles

$46,400

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:: Polar White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: AMG Black
Transmission:: Automatic
Mileage:: 1,044
Stock #:: 17872
VIN:: W1KAF8HB7PR125676

Preparing for a close up...

Photos coming soon

2023 BMW Z4

sDrive30i RWD

17,105 miles

$44,999

Fair Deal

$857/mo est.

Manufacturer certified

Fairfax, VA

54 mi away

Year:: 2023
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
Transmission:: Automatic
Mileage:: 17,105
Stock #:: TPWY30360
VIN:: WBAHF3C0XPWY30360

A better way to discover your best deal

Let us help you find a car you’ll love.

Used Convertibles for Sale Under $50,000 in Winchester, VA

2024 MINI Cooper

$29,350

2021 Ford Mustang

$15,777

2023 MINI Cooper

$28,499

2023 MINI Cooper

$27,520

2024 BMW 4 Series

$43,917

2022 Mazda MX-5 Miata

$25,497

2020 Mazda MX-5 Miata

$27,986

2020 BMW 2 Series

$20,000

2023 Chevrolet Camaro

$22,882

2024 Ford Mustang

$25,488

2024 MINI Cooper

$27,295

2024 Ford Mustang

$28,981

2020 Mazda MX-5 Miata

$25,500

2021 Mazda MX-5 Miata

$23,800

2020 FIAT 124 Spider

$22,900

2025 Mazda MX-5 Miata

$33,769

2021 BMW 4 Series

$37,996

2024 Ford Mustang

$25,908

2021 Mercedes-Benz C-Class

$49,889

2023 BMW 4 Series

$39,311

2020 MINI Cooper

$25,395

2025 BMW 4 Series

$40,709

2023 Mercedes-Benz C-Class

$46,400

2023 BMW Z4

$44,999

Broader Searches

Shop By City

Popular Searches

Used car dealers near Winchester

A better way to discover your best deal