Windy City Yachts, headed by Jeff Pierce, concentrates on Power Boats in the Chicago Harbors Jeff Pierce has owned and operated Windy City Yacht Brokerage for 20 years
Windy City Yacht Brokerage works with financing partners to help buyers secure loans for boats and watercraft. Contact Windy City Yacht Brokerage to ask about current financing promotions, available lenders, and whether pre-qualification is available. You can also use Searchshop's built-in payment estimator on any listing to model monthly payments before reaching out.
Windy City Yacht Brokerage is located at 523 Rosebud Dr S, Chicago, Illinois, 60642. They serve buyers in Chicago, Illinois and surrounding areas.
Windy City Yacht Brokerage specializes in boats and watercraft. Browse their full inventory on Searchshop to see all available listings with year, make, model, photos, and pricing.
You can contact Windy City Yacht Brokerage through the contact form or reveal their phone number on their Searchshop profile page. Include the year, make, and model you are interested in for a faster response.
Many boat dealers accept trade-ins as part of a purchase. Contact Windy City Yacht Brokerage directly to ask about their trade-in program, how they value trade-in units, and how a trade-in would apply toward your next boat purchase.
Buying a boat from Windy City Yacht Brokerage in Chicago, Illinois? Use this guide to evaluate any listing before you commit.
Match the boat to your waters
Pontoons and deck boats suit calm lakes. Deep-V hulls handle chop on larger lakes and coastal water. Center consoles are versatile for fishing. Ask Windy City Yacht Brokerage which models suit the waterways near Chicago, Illinois.
Inspect the hull carefully
Look for stress cracks, blistering, or repairs on fiberglass hulls. Check the transom for soft spots by pressing firmly — a solid transom feels rigid. Osmotic blistering costs thousands to repair.
Check engine hours
Inboard and outboard engines are typically rated to 1,500–3,000 hours. Low-hour engines with service records are worth more. Ask to see oil change and winterization records for any boat at Windy City Yacht Brokerage.
Request a sea trial
Test the boat on the water before buying. Run it at full throttle. Listen for unusual noises. Check that the throttle and steering respond smoothly. Reputable dealers like Windy City Yacht Brokerage will accommodate this request.
Verify title and registration
Ask for the current title and confirm the hull identification number (HIN) matches. Check for any liens with your state boating agency. Windy City Yacht Brokerage should be able to walk you through the paperwork.
Marine financing has unique terms. Here is what to know before financing a boat through Windy City Yacht Brokerage in Chicago, Illinois.
Typical Loan Terms
10 to 20 years for larger boats. Smaller boats are typically financed over 5 to 10 years.
Down Payment
10% to 20% is standard. Some lenders require more for older vessels.
Pro Tip
Get pre-approved by your bank before visiting Windy City Yacht Brokerage — it gives you a rate to compare against dealer financing.
Marine lenders (USAA, SunTrust, Essex Credit) specialize in boat loans and often offer better rates than general banks. Get a pre-approval before visiting Windy City Yacht Brokerage to compare against dealer-arranged financing.
Windy City Yacht Brokerage is a boat dealer in Chicago, Illinois listed on Searchshop. Browse their full boats and watercraft inventory, view detailed photos, compare prices, and get in contact directly from this page. Searchshop aggregates boat dealer listings across the country so you can compare stock and pricing in one place before you visit or call.
Buyers in and around Chicago, Illinois can browse the full inventory at Windy City Yacht Brokerage, read verified buyer reviews, and reach out through the contact form on this page. Each listing at Windy City Yacht Brokerage shows year, make, model, condition, mileage or hours, and current asking price. Use the monthly payment estimator on any listing to model financing before stepping on the lot.
The inventory at Windy City Yacht Brokerage is updated regularly on Searchshop. Each listing shows high-resolution photos alongside the year, make, model, trim, and price. Mileage, condition notes, and available options are listed on each vehicle detail page. A built-in loan calculator lets you estimate your monthly payment based on purchase price, down payment, and loan term before you call or visit. Save listings you like to compare them side by side. If a unit you are interested in is no longer showing, contact Windy City Yacht Brokerage directly — dealers often have incoming trades and new arrivals not yet listed.
Buying from a local boat dealer in Illinois has practical advantages. Local dealers handle state title, registration, and sales tax in-house. Warranty and service work are easier to coordinate nearby. Local dealers carry inventory suited to the region — boats suited to local waterways and seasons. Visiting in person lets you inspect and test ride before you commit. Use the Searchshop dealer directory to compare Illinois boat dealers by city, brand, or inventory.
Use the contact form on this page to ask about a specific listing, request more photos, or schedule a visit. Include the year, make, and model for a faster response. Ask about trade-in valuations, financing promotions, and upcoming inventory. Windy City Yacht Brokerage is in the Searchshop boat dealer directory serving Chicago, Illinois and surrounding areas. Browse other boat dealers on Searchshop to compare inventory and pricing near you.
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At a Glance
Windy City Yachts, headed by Jeff Pierce, concentrates on Power Boats in the Chicago Harbors Jeff Pierce has owned and operated Windy City Yacht Brokerage for 20 years
Best most honest boat broker I have ever dealt with. As a business owner for over 23 years I speak from a lifetime of dealing with people. Jeff Pierce is the takes the time to answer all your questions and NEVER gives you the hard sell. I would recommend him to anyone!
Jeff Pierce was the most help when we were shopping to purchase our first Sea Ray Sundancer. From looking to purchasing he was such a pleasure to deal with. We recommend his service to all who are looking to get into buying.
Jeff is honest, works hard for his clients and is the best boat broker in Chicago, hands down.
The best yacht broker around the ountry. Jeffrey Pierce is honest and very competent.
