Looking to buy or sell a boat in the Chicago area? Shop online right here for the best deals on motorboats, sailboats, yachts, ski boats, and even pontoon boats from major manufactuers like Chris-Craft, Sea Sport, Wellcraft, Carver Yachts, Glacier Bay, Regal, Yamaha, Crestliner, Lowe, and more! Or if you're looking to sell your boat in Chicago, you can list it here for free.

1989 Catalina 30| 30'
	1989 Catalina 30| 30' Chicago, IL $25,001 Boats Sprite is a classic Catalina 30 in good condition ready for her next owner. The Universal diesel engine has low hours - approximately 558. This C30 is equipped with an extensive Raymarine......

1995 Catalina 36 MkII| 36'
	1995 Catalina 36 MkII| 36' Chicago, IL $67,001 Boats Cobalt Bluze is a well-cared-for 1995 Catalina 36 MKII in the desirable tall rig and wing keel configuration, offered by her second owner. She has spent her entire life in fresh water on Lake Perry......

1988 Beneteau Oceanis 350| 34'
	1988 Beneteau Oceanis 350| 34' Chicago, IL $18,001 Boats Katmann Deux is an excellent opportunity for a hands-on buyer looking for a rewarding fixer-upper with real cruising potential. Consistent annual care including VC17 bottom paint, topside waxing,......

1982 O'Day 34| 34'
	1982 O'Day 34| 34' Chicago, IL $26,001 Boats Nina Returns is a well cared for and thoughtfully maintained boat sailed exclusively freshwater on Lake Michigan by just one owner. Professionally service and winterized annually by Crowley's Yacht......

1982 Sabre 34| 34'
	1982 Sabre 34| 34' Chicago, IL $23,001 Boats Wayfairer is a freshwater sailed Sabre 34 with annual professional maintenance on engine and yearly winterization and shrink wrap. Recently installed starter motor and water pump. Fresh VC17 every......

1999 Hunter 380| 38'
	1999 Hunter 380| 38' Chicago, IL $78,901 Boats Escapade is a well-maintained freshwater cruiser equipped for live-aboard lifestyle for the weekend or summer. Professionally maintained and continuously upgraded. Outfitted with an extensive......

2007 Regal 2565 Window Express| 25'
	2007 Regal 2565 Window Express| 25' Chicago, IL $39,889 Boats Meticulously maintained Freshwater Trailerable Boat All service done by Skyway Yachtworks - Records available upon request for all scheduled and manufactured recommended service Recent Additions......

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	NA Chicago, IL $1,749,001 Boats Playbook is a 2022 58 Sirena Flybridge that has been freshwater only and full-time captain maintained since new. Under 300 hours on her main engines, she is ready to cruise in the Great Lakes and......

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	NA Chicago, IL $849,501 Boats New To Market - 2017 Sea Ray 510 SunDancer (Original Owner & Fresh Water) Powered By Twin Cummins QSC 8.3 600HO's w/ 360 Hours....  Just Detailed and ready for her next adventure.  Featuring a......

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	NA Chicago, IL $1,939,001 Boats "Just You" was delivered in June 2022 and has been living in freshwater for the majority of the vessels life. Having recently completed the Great Loop the owner's have decided to list her for sale.......

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	NA Chicago, IL $89,001 Boats This 2005 Cruisers Yachts 320 Express offers a perfect blend of performance, comfort, and style. Ideal for day cruising or overnight stays, it combines sleek design with practical amenities for......

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	NA Chicago, IL $1,199,001 Boats Preliminary Listing - professional photo shoot to follow soon.  Just One More is a freshwater 49 Princess Fly that has been on the Great Lakes since new. Featuring a spacious 3 cabin, 2 head......

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	NA Chicago, IL $619,001 Boats This 2013 Sunseeker 48 Portofino is powered with Twin Volvo Penta IPS 600 at 435 HP each that ensure reliable performance and an exhilarating cruise. New pods just installed by local Volvo dealer......

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	NA Chicago, IL $499,001 Boats 2009 Sea Ray 48DA (LOA 52), ONE OWNER, purchased new in 2010. ALWAYS FRESH WATER, twin Cummins 550 diesel's, 860 hours, always inside heated storage, have every receipt since new, all fluids......

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	NA Chicago, IL $369,901 Boats -Preliminary listing, more photos, video and information to follow this is an exceptionally well kept Sedan Bridge located in Burnham Harbor Chicago- Whether youre  cruising, or exploring, this......

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	NA Chicago, IL $369,001 Boats This Sea Ray 320 Sundancer has always been enjoyed in freshwater. It only has 190 hour on twin 6.2L MPI Axis Bravo III with joystick docking. Options/Features -Full teak -Windlass -Cockpit Grill......

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	NA Chicago, IL $349,001 Boats This 40 Chris Craft Roamer is one of a kind. Original owner, always freshwater, maintained with a truly open checkbook since new. Do not miss this rare yacht. "Althea" represents all of what modern......

1997 Sunseeker Manhattan 62'
	1997 Sunseeker Manhattan 62' Chicago, IL $294,889 Boats 1997 62 Sunseeker Manhattan  This is your opportunity to be a big Yacht Owner without breaking the bank. Great Charter Vessel More photos and details to come Presenting the epitome of luxury and......

2024 Cobalt CS23-New 23'
	2024 Cobalt CS23-New 23' Chicago, IL $127,323 Boats 2024 Cobalt CS23-New, With its striking Bayside Blue & Cabernet exterior, the CS23 exudes elegance and style wherever it cruises. Step aboard and be greeted by the luxurious Frost/Slate interior,......

2024 Cobalt R4 24'
	2024 Cobalt R4 24' Chicago, IL $156,019 Boats 2024 Cobalt R4, Luxury and performance are abound in this stunning 2024 Cobalt R4. Crafted with precision and passion, this boat is not just a vessel; it's a lifestyle statement. Prepare to turn......

2018 Cobalt R7 27'
	2018 Cobalt R7 27' Chicago, IL $127,991 Boats 2018 Cobalt R7, Dive into Luxury with the Pristine 2018 Cobalt R7 – Only 142 Hours! Embark on a journey of luxury and adventure with the impeccably maintained 2018 Cobalt R7. With just 142 hours......

2011 Monterey 318SS Super Sport 32'
	2011 Monterey 318SS Super Sport 32' Chicago, IL $124,901 Boats The 2011 Monterey 318SS is a sleek and stylish bowrider designed for optimal performance and comfort on the water. With its spacious layout, luxurious amenities, and powerful engine options, this......

2022 Cobalt R30 30'
	2022 Cobalt R30 30' Chicago, IL $279,991 Boats 2022 Cobalt R30, 2022 Cobalt R30 – a testament to luxury, performance, and precision engineering. With only 102 hours on the clock, this beauty is ready to conquer the waves and elevate your......

2006 Sea Ray 340 Sundancer 34'
	2006 Sea Ray 340 Sundancer 34' Chicago, IL $149,501 Boats FRESHWATER boat with BOW THRUSTER and Auto Pilot.  Tan Hull. Cherry Interior. Just listed.  More photos coming by March 28....

2018 Rinker 370 Express Cruiser 37'
	2018 Rinker 370 Express Cruiser 37' Chicago, IL $249,901 Boats Cruise in style and comfort with the 2018 Tinker 370 Express Cruiser. This luxury vessel offers a seamless blend of performance, elegance, and functionality, making it the perfect choice for both......

2024 Cobalt R6 26'
	2024 Cobalt R6 26' Chicago, IL $184,624 Boats 2024 Cobalt R6, Dressed in Frost Grey & Ebony exterior hues complemented by a luxurious Caramel / Carbon interior, this vessel is the epitome of sophistication on the water. Powered by the renowned......

2022 Scarab 195 ID WAKE EDITION PKG 19'
	2022 Scarab 195 ID WAKE EDITION PKG 19' Chicago, IL $37,891 Boats 2022 Scarab 195 ID WAKE EDITION PKG, Whether you're a seasoned wakeboarding pro or a weekend thrill-seeker, the Scarab 195 ID Wake Edition is engineered to deliver adrenaline-pumping performance on......

2024 Cobalt R4 24'
	2024 Cobalt R4 24' Chicago, IL $166,311 Boats 2024 Cobalt R4, 2024 Cobalt R4. Adorned in a striking Navy & Cabernet exterior, complemented by a luxurious Carmel & Carbo interior, this vessel is the epitome of sophistication on the water.......

2024 Cobalt R4 Surf 25'
	2024 Cobalt R4 Surf 25' Chicago, IL $194,686 Boats 2024 Cobalt R4 Surf, 2024 Cobalt R4 Surf. Clad in striking Navy Blue with a bold Red Boot Stripe, this vessel commands attention on the water while offering unrivaled performance and luxury.......

2007 Cobalt 272 27'
	2007 Cobalt 272 27' Chicago, IL $59,991 Boats 2007 Cobalt 272, 2007 27' Cobalt 272...