Boats for sale in Chicago Illinois

We’re excited to bring the stunning 2017 Sea Ray 510 FLY, Lucky Enough, to the market right here in Michigan! This meticulously maintained yacht offers a premium combination of lux... View Details

This freshwater-kept 2000 Maxum 3300 SCR is a versatile express cruiser that blends performance, comfort, and functionality—ideal for weekend escapes or extended stays on the water... View Details

Nestled in the serene waters of Spring Lake, Michigan, this used 2025 Sea Ray SLX 310 with just 90 hours on the clock delivers an unparalleled blend of luxury, style, and exhilarat... View Details

Discover the 2019 Sea Ray 250 SDX Experience the thrill of luxury on water with the 2019 Sea Ray 250 SDX. This exquisite vessel combines sophistication and performance, making ever... View Details

From the company that has brought many firsts to the coastal fishing boat segment, Scout introduces the new 188 Sportfish. This model sets a new bar by incorporating the many featu... View Details

2000 Sea Ray 400 SUNDANCER View Details

2008 Four Winns 190 Horizon – Affordable Fun on the Water! Don’t miss your chance to own this well-kept 2008 Four Winns 190 Horizon — a fantastic entry-level runabout perfect for f... View Details

2004 Four Winns 288 Vista Freshwater | Twin Volvo Penta 4.3 GSI | Low Hours | Well-Equipped Cruiser This 2004 Four Winns 288 Vista is a clean, freshwater-kept express cruiser that... View Details

Experience Unmatched Adventure Step aboard the 2015 Glasstream 21CC, a vessel designed for those who crave the thrill of the open water. With its sleek lines and modern design, thi... View Details

2023 Bayliner VR6 – The Ultimate Freshwater Adventure Awaits Experience the perfect combination of style, performance, and luxury with this 2023 Bayliner VR6, a truly exceptional b... View Details

1997 Bayliner 2355 Ciera Sunbridge MerCruiser 5.7L V8 | Freshwater Only | Turnkey & Priced to Sell This well-maintained 1997 Bayliner 2355 Ciera Sunbridge is a clean, freshwate... View Details

This 2010 Regal 3760 Express offers a spacious and comfortable layout designed for fun and relaxation on the water. With roomy seating in the cockpit, a well-equipped helm, and a c... View Details

This 1999 Four Winns Sundowner is a great opportunity to get into boating at an affordable price point. With a powerful Volvo 7.4Gi 330HP engine and dual prop, this boat is turnkey... View Details

The revolutionary 400 LXF, a true masterpiece of innovation in the world of boating. This stunning model combines exceptional technology, unmatched performance, and luxurious styli... View Details

Discover the Ultimate in Luxury and Performance with the 2025 Sea Ray SLX 280 Prepare to be captivated by the sheer elegance and top-tier performance of the 2025 Sea Ray SLX 280. M... View Details

Better than new condition boat that was loved and it shows. Sellers have bought a new boat. The boat is absolutely spotless! Please contact Bob Lennox with questions or to schedule... View Details

2025 Aviara AV40 Outboard Experience the epitome of luxury and performance with the 2025 Aviara AV40 Outboard. Crafted with meticulous attention to detail, this stunning vessel is... View Details

1997 Chaparral 2335SS View Details

2025 Bayliner Element E18 Experience the ultimate aquatic adventure with the stunning 2025 Bayliner Element E18. This luxury vessel combines exceptional performance with exquisite... View Details

Discover unparalleled luxury with the 2022 Pardo Yachts 38, a masterpiece in pristine condition with fewer than 100 fresh water hours on its robust Volvo Penta Diesel 380 HP engine... View Details

The largest model in our bowrider family, the VR6 is also all about space and unparalleled roominess. It combines Bayliner category-leading BeamForward design and our signature Aft... View Details