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Used convertibles for sale near Wind Point, WI under $100,000

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128 matches 30 miles from 53404
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

Vehicle information

Ext. color: Arctic Silver Metallic
Int. color: Black
Drivetrain: Rear-wheel Drive
MPG: 18-26
Fuel type: Gasoline
Transmission: Manual
Engine: 3.6L FLAT 6 CYLINDER
Stock #: 8586
VIN: WP0CA29984S653371

Features

Convenience: Heated Seats, Keyless Entry
Entertainment: CD Player
Exterior: Alloy Wheels
Seating: Leather Seats

Reviews

Driven Auto of Waukegan review

Excellent customer service hector and mark we great to

Excellent customer service hector and mark we great to work with. No haggles very good deal.

2004 Porsche 911 Carrera review

I spend about $1000-$2000 each year on maintenance.

I spend about $1000-$2000 each year on maintenance. One may consider that high, but I purchased a 911 C4S car for $35,000; the MSRP was $93,000 in 2004. The vehicle has appreciated since 2019, and now, with such a detailed service history over the years, it could sell for $40,000. So you either pay in depreciation or maintenance, and though I may be a stickler for maintenance, it keeps the value stable. I could have gotten a new Camry for $35,000, but it would be worth about $15,000 now and less fun. Next car I will jump up to a 2012 to 2015 Porsche. You can't go wrong if you get the right model, rare options, and even rare colors. Number one is having complete maintenance records; don't buy one without them.

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Used

2003 Ford Thunderbird Base

86,120 mi.
$10,998 $866 price drop
Raymond Chevrolet
(2,435 reviews)
Antioch, IL

Vehicle information

Ext. color: White
Int. color: Black
Drivetrain: Rear-wheel Drive
MPG: 19-32
Fuel type: Gasoline
Transmission: Automatic
Engine: 3L I-6 gasoline direct injection, DOHC, variable valve control,
Stock #: 639055
VIN: WBA2G1C32HV639055

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start
Entertainment: Bluetooth®, CD Player, Premium Sound System, USB Port
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Fortune Motor Group review

I had a stress-free experience today buying a used car.

I had a stress-free experience today buying a used car. When does that ever happen? Dan and Juan at Fortune Motor were delightful to work with. I approach most things in life hoping for balance and positive outcomes for all. I paid a fair price. They gave me a fair value on my trade. Best of all, they don't apply hidden dealer fees like so many others. The whole experience was pleasant. I hope to buy again from Fortune when I am ready for the next upgrade.

2017 BMW M240 i review

Awesome punchy convertible! The engine and drivetr

Awesome punchy convertible! The engine and drivetrain are outstanding! Car drives great and is fast! Pretty good mpgs also! Highly recommend for anyone looking for a reliable, fast convertible with 4 seats!

Vehicle information

Ext. color: Obsidian Black Metallic
Int. color: Ash
Drivetrain: Rear-wheel Drive
MPG: 16-23
Fuel type: Gasoline
Transmission: Automatic
Engine: 5L V-8 premium unleaded, engine with 302HP
Stock #: WYC-076372
VIN: WDBSK75F54F076372

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: CD Player, HomeLink, Premium Sound System
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Your Choice Autos Waukegan review

I had a great experience at Your Choice Autos!

I had a great experience at Your Choice Autos! Sam was extremely helpful and knew exactly what I wanted. The whole process was smooth and stress-free. I’m very happy with my experience and would definitely recommend them to others.

2004 Mercedes-Benz SL-Class SL 500 ROADSTER V8 review

A Love/Hate Relationship

This is the 2nd SL class I've owned, so ill try to keep this objective. These are state of the art vehicles with features way ahead of their time. They are built straight forward and repairs can be undertaken by the owner more than one would think. If you can find one in a salvage yard, you can learn how things come apart with little risk of damaging your own. The value of the experience sometimes outweighs the time it takes to learn. If that makes any sense... This car is easy to love, who wouldn't? Neck breaking acceleration, sexy good looks, the way it cradles its occupants, and surrounds them with luxury appointments unmatched by other maker's offerings. The feel is rock solid at the wheel and pedals, despite how heavy the car feels. More than enough ponies, to confidently pass or merge, and brakes that could stop a semi-tractor. The gauges are well placed, and logical information comes at your finger tips with the multi-function steering wheel. The cockpit seating seems to have an Infinite number of positions, and the easy exit feature will undoubtedly preserve the leather of the lumbar lobe. Controls are semi-ergo friendly; however the roll bar and hard top controls would be better positioned anywhere besides directly under your elbow. Concealing the roll bar up/down switches beneath the top control, does not demonstrate forethought by MB engineers. Driving the car is truly exhilarating, top up or top down. The sound remains with BOSE, and a disc changer allows for more choice. Staggered wheels are staple with the MB roadster, and improved with 35/40 series width adding to the nimble agility already demonstrated by the car. So... What's to hate? Depreciation! I feel sorry for the 1st owners of an SL. At the same time i envy that they can take it in stride. If it were not for these brazen buyers, i would never be able to afford this car. Repairs and failures... Fortunately, I've got advanced wrenching ability or this car would keep me in hock up to my neck. Although the hard top is a mastery of elegance in motion, it is delicate and prone to failure. The deck lid/boot cover/trunk lid, can present quite a challenge when, (not if), the latch fails. There is literally no way to get at the repair w/o creating damage in the course of gaining access to the latch assembly. I ended up designing and fabricating a tool that can reach the manual release levers from the rear of the cockpit. This body style incorporates a fuel cel that has an internal problem. A baffle becomes disconnected and creates an obnoxious clunk at the storage bulkhead. The fix is said to call out 18+ hours of tech time to remedy. (Ouch!) The bottom line is: you take the good with the bad, and hope that you can DIY when the time comes for repair. Till that time...enjoy the love.

Vehicle information

Ext. color: British Racing Green
Int. color: Cashmere
Drivetrain: Rear-wheel Drive
MPG: 17-24
Fuel type: Gasoline
Transmission: Automatic
Engine: 4L V-8 DOHC, variable valve control, premium unleaded, engine wi
Stock #: CAAW-038202
VIN: SAJGX2049XC038202

Features

Convenience: Keyless Entry
Entertainment: CD Player, Premium Sound System
Exterior: Alloy Wheels
Safety: Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Your Choice Autos Waukegan review

The selection of cars available was impressive.

The selection of cars available was impressive. making it easy to find something that fit exactly what I was looking for. Overall, it was a smooth experience. and I would highly recommend checking them out.

1999 Jaguar XK8 Base review

I have one, and like it very much; up to a point.

If you are after comfort and looks, this is the car for you, but, and here's the big but, be prepared to spend more than normal for maintenance. It is a Jaguar, and that is a small company, and there are not that many dealers to take the car to, and when you do, bring a full wallet or a very good credit card. Not a sports car. This is a grand touring car, and not something for the race track. It is pretty quick for what it is, and it does handle well.

Vehicle information

Ext. color: Black
Int. color: Kalahari
Drivetrain: Rear-wheel Drive
MPG: 15-25
Fuel type: Gasoline
Transmission: 8-Speed Shiftable Automatic
Engine: 6.2L V-8 gasoline direct injection, variable valve control, prem
Stock #: 4564
VIN: 1G1YF3D77J5100880

Features

Convenience: Cooled Seats, Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Backup Camera, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

The Last Detail review

Bought my wifes Mercedes Sl here

I purchased a Mercedes SL500 as an anniversary gift for my wife and dealt with both Brian and Tom (the owner) throughout the sale. The car was as described in their ad and they were super easy to work with. My wife loves the car and we've been going back to have them service it and store the hardtop too. We've had a good experience and would recommend them for both sides. If anything just stop in and see the cool cars they have in the showroom and in back too.

2018 Chevrolet Corvette Stingray review

2018 Corvette Z51

I own a be 2018 Corvette Z51. This car is far better than the 2017 I previously owned. I really enjoyed the car I own.

Vehicle information

Ext. color: Black & Cool Vanilla
Int. color: Black
Transmission: 4-Speed Manual Gearbox
Engine: 132HP 2.9L Inline-6
Stock #: 4497
VIN: BN7L10336

Reviews

The Last Detail review

Simply Outstanding!

Simply Outstanding!!!.. What a fantastic experience!!!.. Professional.. helpful.. knowledgeable..the Owner Tom really ensured he spent quality time with you to fully answer any questions you had.. he really knew his business and was there to help his Customers 🙏

Vehicle information

Ext. color: Alabaster White
Int. color: Stone Premium Leather
Drivetrain: Rear-wheel Drive
MPG: 14-21
Fuel type: Gasoline
Transmission: 7-Speed Shiftable Automatic
Engine: 5.5L V-8 DOHC, variable valve control, premium unleaded, engine
Stock #: C805
VIN: WDBSK71F18F137437

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: CD Player, Premium Sound System
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

2008 Mercedes-Benz SL-Class SL 550 review

Cruiser or Racer? Your choice.

A car that can provide exhilarating performance, and comfortable highway cruising. It simultaneously provides top up solidarity and safety with top down panache with beautiful elegance. The “experts” say it is heavy. It is, but some right foot snaps away that illusion. They squabble about “dead steering” and brakes that are a bit numb. But If you toss it into a turn or need to stop it , be assured it will perform with aplomb, without the fussy twitching of a boy-racer. All cars, even ones with $100,000+ price tags, are compromises between performance and comfort, nimbleness and stability. This car is not aimed at a testosterone-fueled owner clawing up the ladder, but rather a confident owner that needs to prove nothing other than to show up. And for me, that makes this car the perfect compromise. It never fails to bring a smile. Few machines provide this level of comfort, performance, and design quality. And if a machine can bring joy along with performance, hasn’t really done its job In a spectacular way?

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Vehicle information

Ext. color: Black
Int. color: Slate Gray
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: 7-Speed Manual
Engine: 3.4L H6 24V GDI DOHC
Stock #: A25002AB
VIN: WP0CA2A96GS141155

Features

Convenience: Cooled Seats, Heated Seats, Keyless Entry, Navigation System
Entertainment: Bluetooth®, CD Player, DVD Player, HomeLink, Premium Sound System, Satellite Radio, USB Port
Exterior: Sunroof/Moonroof
Safety: Backup Camera, Brake Assist, LED Headlights, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Shadow Black
Int. color: Ebony w/Metal Gray Stitch
Drivetrain: Rear-wheel Drive
MPG: 15-23
Fuel type: Gasoline
Transmission: Automatic
Engine: 5L V-8 port/direct injection, DOHC, Ti-VCT variable valve contro
Stock #: P1140
VIN: 1FATP8FF3N5149733

Features

Convenience: Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: GT Silver Metallic
Int. color: Black/Stone Gray
Drivetrain: Rear-wheel Drive
MPG: 18-26
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.8L H-6 gasoline direct injection, DOHC, VarioCam Plus variable
Stock #: 768782D
VIN: WP0CB2A94CS754687

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System
Entertainment: Bluetooth®, CD Player, DVD Player, HomeLink, Premium Sound System
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Brake Assist, Lane Departure Warning, Stability Control
Seating: Leather Seats

Vehicle information

Ext. color: Evening Black
Int. color: Midnight Black
Drivetrain: Rear-wheel Drive
MPG: 17-23
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.9L V-8 DOHC, premium unleaded, engine with 252HP
Stock #: 45538
VIN: 1FAHP60A62Y106358

Features

Convenience: Keyless Entry
Entertainment: CD Player, Premium Sound System
Exterior: Alloy Wheels
Seating: Leather Seats

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Dark Saddle/Black
Drivetrain: Four-wheel Drive
MPG: 21-22
Fuel type: Hybrid
Transmission: Automatic
Engine: Intercooled Turbo Gas/Electric I-4 2.0 L/122
Stock #: AL00303A
VIN: 1C4HJXEN4LW148716

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Vehicle information

Ext. color: Mineral Gray Metallic
Int. color: Black w/Dark Oyster Highlight
Drivetrain: Rear-wheel Drive
MPG: 24-34
Fuel type: Gasoline
Transmission: Automatic
Engine: 2L I-4 gasoline direct injection, DOHC, variable valve control,
Stock #: 25311AA
VIN: WBA4Z1C51JEC70332

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Apple CarPlay®, Bluetooth®, CD Player, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Arctic Race Blue Metallic
Int. color: Oyster
Drivetrain: All-wheel Drive
MPG: 23-33
Fuel type: Gasoline
Transmission: Automatic
Engine: 2L I-4 gasoline direct injection, DOHC, Double VANOS variable va
Stock #: 53346A
VIN: WBA43AT03RCN11799

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Carbon Black Metallic
Int. color: Black
Drivetrain: Rear-wheel Drive
MPG: 20-29
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.0L I6 24V GDI DOHC Turbo
Stock #: G02951
VIN: WBA6F1C53JGT83752

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System
Entertainment: Apple CarPlay®, Bluetooth®, CD Player, DVD Player, Premium Sound System, Satellite Radio
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Candy White
Int. color: Cornsilk Beige
Drivetrain: Front-wheel Drive
MPG: 22-30
Fuel type: Gasoline
Transmission: Automatic
Engine: 2L I-4 gasoline direct injection, DOHC, variable valve control,
Stock #: 4343
VIN: WVWFW7AH3CV014665

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Bluetooth®, CD Player
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats

Vehicle information

Ext. color: Florett Silver Metallic/Black Roof
Int. color: Black
Drivetrain: All-wheel Drive
MPG: 23-32
Fuel type: Gasoline
Transmission: Automatic
Engine: 2L I-4 gasoline direct injection, DOHC, variable valve control,
Stock #: G2171B
VIN: WAU38LFF6G1026333

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start
Entertainment: Bluetooth®, CD Player
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Rain Sensing Wipers, Stability Control
Seating: Leather Seats

*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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