2005 Monterey 27 Boat in Chicago, IL 60633 US
27
1 Engine (Mercury)
27 feet
Gas
Fiberglass/Reinforced
Don't miss this opportunity to own a 2005 Monterey 250 Cruiser, a stylish and versatile express cruiser that combines performance, comfort, and functionality. With only 384 engine hours and a Venture tandem-axle trailer included in the sale, this Monterey is an excellent option for anyone looking to enjoy weekends on the water, family outings, or overnight adventures.
Powered by a MerCruiser 350 MAG MPI engine, this cruiser offers the power and performance needed for a great day on the lake. The spacious cockpit provides comfortable seating for entertaining guests, while the cabin offers convenient accommodations for relaxing or overnight stays.
One of the highlights of this Monterey is its custom canvas enclosure, newly made in 2024, providing additional protection from the elements and allowing you to extend your boating season.
The boat also comes with a variety of additional equipment, making it an attractive package for its next owner.
Features & Highlights
Engine & Performance
MerCruiser 350 MAG MPI engine
Only 384 engine hours
Sterndrive propulsion
Bow windlass
Full helm instrumentation
Venture tandem-axle trailer included
Cockpit & Exterior
Spacious cockpit with comfortable wraparound seating
Custom canvas enclosure - new in 2024
Marine stereo system with cockpit speakers
Cockpit wet bar and sink
Stainless steel cup holders
Swim platform
Stainless steel bow railings
Convenient storage compartments
Cabin & Comfort
Comfortable cabin accommodations
Television included
Refrigerator included
Functional layout for weekend cruising
Additional Equipment Included in the Sale
Currently Onboard:
Adult and children's life jackets
Throwable flotation cushion
Fire extinguishers
Distress flag
Dock hook
Television
Refrigerator
Custom canvas enclosure (2024)
Included with Sale but Not Currently Installed or Onboard:
Subwoofer designed for installation underneath the rear cockpit seat
Anchor for the bow windlass
Cooler designed to fit underneath the topside cockpit sink
Venture Tandem-Axle Trailer Included!
Unlike many cruisers offered without a trailer, this Monterey comes with a Venture tandem-axle trailer, providing added convenience for transportation, storage, and launching.
Schedule Your Showing Today!
Offered at $29,900, this 2005 Monterey 250 Cruiser provides an excellent combination of performance, comfort, and included equipment.
Whether you're looking to spend the day cruising, entertain friends and family, or enjoy a weekend getaway, this Monterey deserves a closer look.
Contact Chicago Yacht Works today for additional information or to schedule a private showing.
Price History
| Date | Event | Price |
|---|---|---|
| 10/12/26 | Initial price | $29,900 |
Monterey 27: BoatTEST Review
Overview
The Sovereign Boat Club seeks boats that meet five key criteria for inclusion in its shared access program: a trusted brand, excellent warranty, compliance with ABYC safety standards, required features such as an electric flush head and hard top, and good value pricing. Monterey, with decades of manufacturing experience, fits these requirements well, offering reliable boats backed by solid warranties and ABYC-compliant construction.
Interior Features and Head Compartment
The head compartment on the Monterey Elite 27 is designed with comfort and functionality in mind. Although the entryway is somewhat short, the space inside provides ample width, generous headroom, and sufficient elbow room. The sink is cleverly stored underneath, and ventilation is accessible behind the dash. This layout ensures ease of use and comfort for occupants.
Seating and Helm Layout
One distinctive feature of the Elite 27 is the bow seating arrangement, which includes stationary seat backs facing forward. Unlike many boats where seat backs fold or swing, these remain rigid and fixed, enhancing stability and comfort. The helm features side-by-side captain seats separated by a center console housing controls such as trim tabs and throttles. An induction charger and a Simrad screen provide easy access to navigation and electronic controls. Both seats are bolstered and can be raised for improved visibility, allowing the operator to drive comfortably and intuitively, reminiscent of driving a sporty car.
Exterior and Deck Features
The boat is equipped with a robust aluminum hard top finished in a textured powder coat, which provides durability and a refined appearance. The hard top includes a tow hook for water toys, enhancing recreational versatility. The swim platform features boarding ladders on both the port and starboard sides, a convenience not commonly found on similar boats. The aft lounge is adaptable, convertible into multiple configurations to suit different social settings.
Performance and Value
The Monterey Elite 27 is the smaller counterpart to the award-winning Elite 30, sharing many of its acclaimed features and sporty handling characteristics. Its plumb bow and substantial dead rise contribute to a smooth and engaging ride, making it a fun boat to drive. Priced fairly relative to its features, the Elite 27 offers strong value for buyers seeking a well-equipped, versatile day boat.
Be the first to know when similar boats hit the market
Get notified when new boats become available
Boats For Sale in Illinois, United States Similar to the 2005 Monterey 27
Compare with similar boats and find the perfect one for you.
2005 Monterey 27 | ||||||
|---|---|---|---|---|---|---|
| Price | $29,900 | $29,900 | $28,500 | $37,000 | $17,999 | $10,900 |
| Location | Chicago | Chicago | Waukegan | Chicago | Chicago | Dolton |
| Nominal Length | 27' | - | 25' | 26' | 26' | 29' |
| Draft | 3' | - | - | - | - | - |
| Engine Make | Mercury | - | MerCruiser | MerCruiser | MerCruiser | Mercruiser |
| Total Engine Power | 320 hp | - | 260 hp | 300 hp | 310 hp | 250 hp |
| Days on Market | 1 | 0 | 158 | 166 | 48 | 402 |
| Get in touch |
Other Monterey boats for sale in Illinois, United States
Meet the Broker

Address
Other Information about Chicago Yacht Works
Chicago's Boat Industry Leaders
Often referred to as "the cleanest boat yards I have ever seen," we are Chicago's premiere boat facility, with 8 buildings on 11 acres of land, and over 300,000 sq.ft. of indoor heated storage - with plenty more outdoor storage space.
Our location on the Calumet River, just south of the Thomas O'Brien Locks, gives boaters easy access to Lake Michigan and makes us one of the most accessible full-service nautical facilities in Chicago. And with stem-to-stern service capabilities and a full-line dealership, this is where your boat belongs in the off-season.
Want to update the details or images for this boat? Claim this listing by getting in touch.
Boat Location
Contact Chicago Yacht Works about 2005 Monterey 27
13620 S. Hoxie Ave , Chicago, IL, 60633






















































































