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

2025 Mazda MX-5 Miata

Grand Touring RWD

2,189 miles

$29,999

Good Deal

Gaithersburg, MD

39 mi away

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:: Snowflake White Pearl Mica
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: Automatic
Mileage:: 2,189
Stock number:: L11718A
VIN:: JM1NDAD75S0650212

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2025 Ford Mustang

EcoBoost Premium Convertible RWD

6,738 miles

$36,000

Fair Deal

Certified Pre-Owned

Manassas, VA

25 mi away

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Vapor Blue Metallic
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx
Transmission:: Automatic
Mileage:: 6,738
Stock number:: P119898
VIN:: 1FAGP8UH4S5119898

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2023 MINI Cooper

S Convertible FWD

4,832 miles

$29,750

Good Deal

Manassas, VA

21 mi away

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
Fuel type:: Gasoline
Interior color:: Gray (Satellite Grey)
Transmission:: 7-Speed Automatic
Mileage:: 4,832
Stock number:: B250119A
VIN:: WMW43DL04P3R06525

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2021 MINI Cooper

S Convertible FWD

54,166 miles

$19,493

Good Deal

Alexandria, VA

41 mi away

Year:: 2021
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: MINI Yours Enigmatic Black Metallic
Fuel type:: Gasoline
Interior color:: Malt Brown
Transmission:: 7-Speed Automatic
Mileage:: 54,166
Stock number:: TM78041A
VIN:: WMWWJ5C0XM3M78041

2021 Mazda MX-5 Miata

RF Grand Touring RWD

4,117 miles

$24,977

Great Deal

Winchester, VA

22 mi away

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:: Machine Gray Metallic
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 4,117
Stock number:: P1400
VIN:: JM1NDAM73M0458354

2020 FIAT 124 Spider

Lusso

29,614 miles

$20,000

Good Deal

Chantilly, VA

22 mi away

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:: Silver Metallic
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Nero (Black)
Transmission:: 6-Speed Automatic
Mileage:: 29,614
Stock number:: X087B
VIN:: JC1NFAEK6L0145372

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2024 Ford Mustang

EcoBoost Convertible RWD

24,460 miles

$27,200

Good Deal

Certified Pre-Owned

Wheaton, MD

44 mi away

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Vapor Blue Metallic
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx
Transmission:: Automatic
Mileage:: 24,460
Stock number:: F260065A
VIN:: 1FAGP8UH0R5109167

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2023 MINI Cooper

S Convertible FWD

4,832 miles

$29,750

Good Deal

Manassas, VA

21 mi away

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
Fuel type:: Gasoline
Interior color:: Gray (Satellite Grey)
Transmission:: 7-Speed Automatic
Mileage:: 4,832
Stock number:: B250119A
VIN:: WMW43DL04P3R06525

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2025 MINI Cooper

S Convertible FWD

5,716 miles

$37,000

Fair Deal

Certified Pre-Owned

Alexandria, VA

40 mi away

Year:: 2025
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 2L I4
Exterior color:: Blazing Blue Metallic
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Nightshade Blue
Transmission:: Automatic
Mileage:: 5,716
Stock number:: P17591
VIN:: WMW23GX0XS2W78807

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2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

35,981 miles

$38,500

Good Deal

Fredericksburg, VA

49 mi away

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:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 35,981
Stock number:: S134700
VIN:: W1KAF8HB1PR134700

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2023 MINI Cooper

Convertible FWD

23,093 miles

$22,995

Good Deal

Frederick, MD

41 mi away

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 134 hp 1.5L I3
Exterior color:: Silver
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: 7-Speed Automatic
Mileage:: 23,093
Stock number:: 0106495A
VIN:: WMW23DL02P3R27784

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2020 Ford Mustang

EcoBoost Premium Convertible RWD

60,568 miles

$18,995

Good Deal

Martinsburg, WV

33 mi away

Year:: 2020
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 310 hp 2.3L I4
Exterior color:: Silver
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 60,568
VIN:: 1FATP8UH4L5119206

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2023 Chevrolet Camaro

LT1 Convertible RWD

19,981 miles

$32,795

Good Deal

Chantilly, VA

21 mi away

Year:: 2023
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 455 hp 6.2L V8
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 19,981
Stock number:: CA4696
VIN:: 1G1FF3D7XP0107383

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2023 MINI Cooper

S Convertible FWD

7,525 miles

$29,998

Good Deal

Certified Pre-Owned

Gaithersburg, MD

39 mi away

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Melting Silver III Metallic
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: Automatic
Mileage:: 7,525
Stock number:: MX91186A
VIN:: WMW43DL04P3R16777

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2025 Ford Mustang

EcoBoost Convertible RWD

17,614 miles

$29,900

Great Deal

Fredericksburg, VA

49 mi away

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Gray
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 17,614
Stock number:: S115449
VIN:: 1FAGP8UHXS5115449

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2022 Audi S5

3.0T quattro Premium Plus Cabriolet AWD

23,081 miles

$43,991

Good Deal

Chevy Chase, MD

42 mi away

Year:: 2022
Make:: Audi
Model:: S5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 349 hp 3L V6
Exterior color:: Black Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 23,081
Stock number:: AD250547A
VIN:: WAUW4GF52NN005444

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2022 Ford Mustang

GT Premium Convertible RWD

23,674 miles

$35,994

Fair Deal

Certified Pre-Owned

Culpeper, VA

34 mi away

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)
Transmission:: Automatic
Mileage:: 23,674
Stock number:: 22919A
VIN:: 1FATP8FF8N5142356

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2023 MINI Cooper

John Cooper Works Convertible FWD

16,883 miles

$33,429

Good Deal

Certified Pre-Owned

Gaithersburg, MD

39 mi away

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 228 hp 2L I4
Exterior color:: Midnight Black II
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: Automatic
Mileage:: 16,883
Stock number:: MX76996A
VIN:: WMW63DL05P3R16120

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2023 MINI Cooper

S Convertible FWD

17,506 miles

$29,299

Fair Deal

Certified Pre-Owned

Gaithersburg, MD

39 mi away

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Moonwalk Gray Metallic
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: Automatic
Mileage:: 17,506
Stock number:: MX90314A
VIN:: WMW43DL04P3P78531

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2021 MINI Cooper

John Cooper Works Convertible FWD

31,723 miles

$28,500

Fair Deal

Alexandria, VA

40 mi away

Year:: 2021
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 228 hp 2L I4
Exterior color:: Chili Red
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: Automatic
Mileage:: 31,723
Stock number:: P17586
VIN:: WMWWJ9C02M3N21648

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2021 Ford Mustang

GT Premium Convertible RWD

25,742 miles

$34,259

Fair Deal

Woodstock, VA

36 mi away

Year:: 2021
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 460 hp 5L V8
Exterior color:: Gray
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: Automatic
Mileage:: 25,742
Stock number:: W0454
VIN:: 1FATP8FF4M5137735

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2020 Mazda MX-5 Miata

RF Grand Touring RWD

33,829 miles

$22,781

Fair Deal

Rockville, MD

40 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:: Snowflake White Pearl Mica
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 33,829
Stock number:: 12916
VIN:: JM1NDAM75L0411180

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2023 MINI Cooper

S Convertible FWD

15,424 miles

$31,000

Fair Deal

Certified Pre-Owned

Alexandria, VA

40 mi away

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Melting Silver III Metallic
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Gray (Satellite Grey)
Transmission:: Automatic
Mileage:: 15,424
Stock number:: 15123A
VIN:: WMW43DL05P3P98352

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2023 MINI Cooper

Convertible FWD

21,043 miles

$24,600

Fair Deal

Certified Pre-Owned

Gaithersburg, MD

39 mi away

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 134 hp 1.5L I3
Exterior color:: British Racing Green
Combined gas mileage:: 33 MPG
Fuel type:: Gasoline
Interior color:: Carbon Black
Transmission:: Automatic
Mileage:: 21,043
Stock number:: MY01201A
VIN:: WMW23DL05P3R17833

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