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Used Oldsmobile cars for sale near Progress Village, FL

Filters 2 Year Price & payment Make Mileage All filters
3 matches 30 miles from 33578
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

1965 Oldsmobile Cutlass 442
1965 Oldsmobile Cutlass 442
1965 Oldsmobile Cutlass 442
1965 Oldsmobile Cutlass 442
1965 Oldsmobile Cutlass 442
1965 Oldsmobile Cutlass 442 View all 60 photos

Used

1965 Oldsmobile Cutlass 442

59,393 mi.
$49,997
Est. $916/mo*
Skyway Classics
(60 reviews)
Bradenton, FL (27 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Red
Int. color: Red
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: M21 Muncie 4-Speed
Engine: 455-365hp V8
Stock #: SN3097
VIN: 338375M178084

Reviews

Skyway Classics review

Couldn't have been better.

February 14, 2026
By John Reed from St. Louis

Couldn't have been better. Love the car. Love all the people there. Would certainly do business with them again.

1971 Oldsmobile Cutlass
1971 Oldsmobile Cutlass
1971 Oldsmobile Cutlass
1971 Oldsmobile Cutlass
1971 Oldsmobile Cutlass
1971 Oldsmobile Cutlass View all 37 photos

Used

1971 Oldsmobile Cutlass

0 mi.
$39,900
Est. $731/mo*
SuperSport Classics
Not rated Dealerships need five reviews in the past 24 months before we can display a rating. (3 reviews)
Largo, FL (23 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Red
Int. color: Black
Transmission: Automatic
Stock #: 2768
VIN: 342671M198153

Reviews

SuperSport Classics review

Very impressed when I first arrived.

September 28, 2025
By Stan from Knoxville TN

Very impressed when I first arrived. Great selection, full service dealership, good prices, knowledgeable and courteous staff, also open on weekends

No photo available

Used

1971 Oldsmobile Cutlass Supreme

51,951 mi.
$49,997
Est. $916/mo*
Skyway Classics
(60 reviews)
Bradenton, FL (27 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Red
Int. color: White
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: Automatic Overdrive
Engine: 350 V8
Stock #: SN3269
VIN: 342671M137434

Reviews

Skyway Classics review

Excellent personel that take care of your every question,

February 22, 2026
By Ray Fehner from San Antonio TX

Excellent personel that take care of your every question, every concern, or any other details. Keep up the great work. A+++++

There are additional matching cars outside your search area.

Sorted by premium dealers first

Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.

As a benefit to some of our dealer customers, we display their listings first.
1964 Oldsmobile F-85 Cutlass
1964 Oldsmobile F-85 Cutlass
1964 Oldsmobile F-85 Cutlass
1964 Oldsmobile F-85 Cutlass
1964 Oldsmobile F-85 Cutlass
1964 Oldsmobile F-85 Cutlass View all 69 photos

Used

1964 Oldsmobile F-85 Cutlass

45,857 mi.
$21,499 $2,000 price drop
Est. $394/mo*
Exotic Car Trader
Fort Lauderdale, FL (181 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: White Pearl
Int. color: Navy Blue
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: 3-Speed Manual
Engine: 330ci V8
Stock #: W-260251336
VIN: 824F015076

Features

Seating: Leather Seats
2004 Oldsmobile Alero GL
2004 Oldsmobile Alero GL
2004 Oldsmobile Alero GL
2004 Oldsmobile Alero GL
2004 Oldsmobile Alero GL
2004 Oldsmobile Alero GL View all 13 photos

Used

2004 Oldsmobile Alero GL

146,000 mi.
$2,200
Martin
Private seller
Cocoa, FL (101 mi.)
Check availability Check availability

Vehicle information

Ext. color: White
Int. color: Beige
Drivetrain: Front-wheel Drive
MPG: 24-34
Fuel type: Gasoline
Transmission: 4-Speed A/T
Engine: 140.0HP 2.2L 4 Cylinder Engine Gasoline Fuel
VIN: 1G3NL52F14C226726

Features

Convenience: Keyless Entry
Entertainment: CD Player
1969 Oldsmobile 442
1969 Oldsmobile 442
1969 Oldsmobile 442
1969 Oldsmobile 442
1969 Oldsmobile 442
1969 Oldsmobile 442 View all 99 photos

Used

1969 Oldsmobile 442

106,777 mi.
$58,000
Est. $1,063/mo*
Exotic Car Trader
Fort Lauderdale, FL (181 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Forest Green
Int. color: Black
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: 4-Speed Manual
Engine: 400ci V8
Stock #: W-251146356
VIN: 344879Z129088

Features

Exterior: Alloy Wheels
1984 Oldsmobile Cutlass Supreme
1984 Oldsmobile Cutlass Supreme
1984 Oldsmobile Cutlass Supreme
1984 Oldsmobile Cutlass Supreme
1984 Oldsmobile Cutlass Supreme
1984 Oldsmobile Cutlass Supreme View all 58 photos

Used

1984 Oldsmobile Cutlass Supreme

83,404 mi.
$19,200
Est. $352/mo*
Exotic Car Trader
Fort Lauderdale, FL (181 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Light Blue Metallic
Int. color: Blue
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: 4-Speed Automatic
Engine: 3.8L
Stock #: SE-260252251
VIN: 1G3AM47A4EM362864
1966 Oldsmobile 442 Convertible
1966 Oldsmobile 442 Convertible
1966 Oldsmobile 442 Convertible
1966 Oldsmobile 442 Convertible
1966 Oldsmobile 442 Convertible
1966 Oldsmobile 442 Convertible View all 44 photos

Used

1966 Oldsmobile 442 Convertible

312 mi.
$99,000
Est. $1,814/mo*
Marino Performance Motors
West Palm Beach, FL (160 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Blue
Int. color: White
Transmission: 4-spd manual
Engine: fuel injected 455 V8
Stock #: 417031
VIN: 838676W417031
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

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