2021 Monterey 295 SY Boat in Wappingers Falls, NY 12590 US
Built in 2021
295 SY
1 Engine (Mercury)
29 feet
--
Fiberglass/Reinforced
2021 Monterey 295SY "Searenity"
Freshwater Kept • Low Hours • Bow Thruster • FLIR Night Vision • 5kW Generator • Full Camperback Enclosure
Turn-Key Luxury Cruising at Its Finest
If you've been waiting for an exceptionally equipped, meticulously maintained express cruiser that is truly ready to enjoy today, "Searenity" deserves your complete attention.
This 2021 Monterey 295SY has spent her life in fresh water, has low engine hours, and has been maintained to a standard that reflects true pride of ownership. Every area of the boat-from her gleaming gelcoat and upholstery to her mechanical systems-demonstrates the care expected from discerning owners.
Whether your plans include sunset cruises, entertaining friends at the dock, weekend island adventures, or extended holiday cruises, "Searenity" delivers the perfect balance of luxury, performance, comfort, and confidence.
Why the Monterey 295SY?
Monterey has earned an outstanding reputation for producing premium sport cruisers that combine innovative engineering with luxurious accommodations and exciting performance.
The 295SY was designed for boaters who want the versatility of a large bowrider with the overnight capabilities of a true cruiser. Her spacious cockpit, elegant cabin, premium finishes, and confident ride make her equally comfortable entertaining ten guests for the afternoon or accommodating a family for a long weekend on the water.
Her deep-V hull provides a smooth, dry ride while delivering responsive handling and impressive fuel efficiency for a boat in her class.
Premium Equipment That Sets "Searenity" Apart
Unlike many comparable boats currently available, "Searenity" is exceptionally well equipped with premium options that significantly enhance both comfort and safety.
Bow Thruster
One of the most desirable options found on a cruiser of this size, the bow thruster makes docking remarkably simple.
Whether you're backing into a slip, maneuvering through a crowded marina, or dealing with crosswinds and tidal currents, precise control at the bow dramatically reduces stress while increasing confidence.
For many owners, the bow thruster quickly becomes one of the most appreciated features aboard.
FLIR Night Vision
The installed FLIR Night Vision System represents a substantial upgrade in onboard safety.
Unlike traditional navigation lights, FLIR detects heat signatures, allowing captains to identify boats, docks, people, floating debris, wildlife, and navigational hazards beyond the range of conventional lighting.
Whether returning after sunset, cruising before sunrise, or navigating through fog or rain, FLIR provides an added layer of confidence and situational awareness that few boats in this class offer.
5kW Generator
Freedom begins when you leave the dock.
The onboard 5kW generator allows you to enjoy every onboard convenience without relying on shore power.
Run the air conditioning during hot summer afternoons, prepare meals using the galley appliances, recharge electronics, watch television, operate outlets, and spend comfortable nights on the hook knowing your onboard systems remain fully functional.
For cruising families, the generator dramatically expands where-and how long-you can comfortably cruise.
Full Camperback Enclosure
The premium full camperback enclosure effectively adds another room to the boat.
It creates a comfortable, weather-protected cockpit for entertaining, extends your boating season into spring and fall, offers shade during warm afternoons, and provides protection from rain without sacrificing visibility.
Whether enjoying coffee at sunrise or cocktails after sunset, the enclosure makes every outing more enjoyable.
Designed Around Entertaining
The Monterey 295SY was designed with socializing in mind.
The expansive cockpit features abundant seating, premium upholstery, thoughtful storage, an inviting helm, and easy access throughout the boat.
At anchor, the integrated swim platform becomes the perfect gathering place for swimming, paddleboarding, or simply relaxing at water level.
Every square foot has been engineered to maximize comfort without sacrificing functionality.
Comfortable Overnight Accommodations
Step below deck and you'll discover an interior that feels remarkably spacious for a 29-foot cruiser.
The beautifully finished cabin offers:
- Convertible forward berth
- Comfortable mid-cabin sleeping accommodations
- Fully equipped galley
- Enclosed head with shower
- Premium cabinetry and finishes
- Excellent natural lighting
- Air-conditioned comfort when powered by the generator
Whether spending one night aboard or an extended weekend cruising, the cabin provides all the amenities needed for comfortable overnight stays.
Freshwater History Matters
One of the most valuable aspects of "Searenity" is something you can't easily add later-her freshwater history.
Freshwater-kept boats typically experience significantly less corrosion, reduced wear on underwater metals, cleaner cooling systems, and generally longer service life compared to boats that spend their lives in saltwater.
Combined with her low hours, this makes "Searenity" an especially attractive opportunity for buyers seeking long-term value.
Highlights Include
- Freshwater kept
- Low engine hours
- Outstanding overall condition
- Bow Thruster
- FLIR Night Vision
- 5kW Generator
- Full Camperback Enclosure
- Spacious entertainment cockpit
- Premium helm layout
- Comfortable overnight accommodations
- Fully equipped galley
- Enclosed head with shower
- Integrated swim platform
- Exceptional Monterey craftsmanship
- Turn-key and ready for immediate enjoyment
Why Buy Through Brewer Yacht Sales?
When purchasing through Brewer Yacht Sales, you're not simply buying a boat-you are partnering with one of the Northeast's most respected yacht brokerages.
Our experienced Certified Professional Yacht Brokers guide buyers through every step of the process, including financing resources, insurance referrals, survey coordination, sea trials, documentation, and closing services.
Our commitment to integrity, transparency, and personalized customer service has earned the confidence of thousands of buyers and sellers over the years.
Whether this is your first boat or your fiftieth, our team works to ensure your purchase is enjoyable, informed, and stress-free.
Your Next Adventure Begins Here
Late-model Monterey 295SYs with freshwater history, low hours, premium equipment, and this level of care rarely become available.
If you're searching for a luxury sport cruiser that checks every box-performance, comfort, safety, technology, and value-"Searenity" is a boat that should be at the very top of your list.
Contact Brewer Yacht Sales today to schedule your private showing. Once you see "Searenity" in person, you'll understand why she represents one of the finest opportunities currently available in her class.
Price History
| Date | Event | Price |
|---|---|---|
| 8/13/26 | Price decreased | $139,999(-6.0%) |
| 8/5/26 | Initial price | $149,000 |
2021 Monterey 295 SY Video Tours
Overview from around the web 2021 Monterey 295 SY
Customers are singing the praises of the 2021 Monterey 295 SY, highlighting its blend of performance, comfort, and luxurious features
Many appreciate its spacious cockpit, which allows for seamless entertaining and relaxation while out on the water. The thoughtfully designed layout maximizes comfort, ensuring ample seating and easy access to amenities. Users have noted the impressive performance of the boat, with its powerful engine options providing thrilling speed and smooth handling, making it suitable for both leisurely cruises and exciting day trips. The modern interior garners high marks for its elegance and practicality, featuring a fully equipped galley, comfortable sleeping arrangements, and advanced technology to enhance the boating experience. Additionally, the convenience of features like ample storage, a well-appointed head, and customizable options cater to a variety of lifestyles and boating preferences. Overall, customers praise the Monterey 295 SY as a versatile and stylish choice for those seeking adventure on the water.
The Biggest Pros and Cons
The 2021 Monterey 295 SY is a stylish and versatile sport yacht that appeals to boating enthusiasts looking for a blend of performance and luxury. Here are some of the pros and cons associated with this model:
Pros
Modern Design: The sleek, contemporary lines of the Monterey 295 SY attract attention on the water, making it a standout choice for style-conscious boaters.
Spacious Interior: With ample headroom and well-laid-out living spaces, the cabin offers comfort for extended trips. The interior is designed for both functionality and leisure, accommodating family and friends.
Well-Equipped Galley: The galley features modern appliances, allowing for convenient meal preparation while onboard, perfect for those weekend getaways.
Performance: Powered by efficient engines, the Monterey 295 SY delivers a responsive and exhilarating ride, making it enjoyable for both leisurely cruising and watersports.
Dual Purpose: This model is great for both day cruising and overnight excursions, thanks to its combination of performance features and luxurious accommodations.
Ample Storage: Numerous storage compartments throughout the yacht make it easy to stow away gear, ensuring a clutter-free environment during outings.
Versatile Cockpit: The cockpit is designed for entertaining, with comfortable seating and options for optional features such as an outdoor grill or wet bar, enhancing the onboard experience.
Cons
Size Limitations: While the 295 SY is spacious for its class, it may not cater to larger groups for overnight stays, as the sleeping capacity is limited.
Maintenance Costs: As with many luxury boats, maintenance and repair costs can be higher, given the quality of materials and technology used in the yacht.
Fuel Efficiency: While performance-oriented, the engines might not be as fuel-efficient as some might hope, particularly during spirited driving.
Limited Availability of Features: Some desirable features or upgrades may only be available at an extra cost, potentially increasing the overall investment in the boat.
Steep Learning Curve: New boaters may find some of the advanced controls and features a bit challenging to master initially. The 2021 Monterey 295 SY is an impressive vessel that balances aesthetics, comfort, and performance for the discerning boater. Weighing the pros and cons can help buyers determine if this sport yacht aligns with their boating aspirations.
Made For
The 2021 Monterey 295 SY is designed for boating enthusiasts who seek a perfect blend of performance, comfort, and style on the water. Ideal for families, friends, and adventure seekers alike, this versatile vessel caters to those who appreciate luxury and practicality. Whether you are planning a weekend getaway, a day of water sports, or simply cruising along the coastline, the 295 SY provides the space and amenities necessary to elevate your experience. With its spacious layout, the Monterey 295 SY accommodates both entertaining and relaxation, making it perfect for gatherings with loved ones. The well-appointed cabin, complete with comfortable sleeping areas and a fully equipped galley, ensures that you can enjoy extended trips in comfort. Additionally, its powerful engine performance appeals to those who crave thrilling rides, while its user-friendly features make it accessible to novice boaters as well. Ultimately, the 2021 Monterey 295 SY is for anyone who loves spending time on the water and desires a stylish, high-performance yacht that doesn't compromise on comfort or luxury.
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 2021 Monterey 295 SY | ||||||
|---|---|---|---|---|---|---|
| Price | $139,999 | $149,900 | $150,000 | $181,893 | $185,000 | $69,000 |
| Location | Wappingers Falls | Bohemia | Plattsburgh | Stony Point | Staten Island | Bay Shore |
| Nominal Length | 29' | 33' | 35' | 26' | 35' | 32' |
| Engine Make | Mercury | MerCruiser | Volvo Penta | Mercruiser | MerCruiser | Mercruiser |
| Total Engine Power | 380 hp | - | 300 hp | 300 hp | 350 hp | 350 hp |
| Days on Market | 24 | 85 | 330 | 21 | 571 | 68 |
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Other Information about Brewer Yacht Sales
Brewer Yacht Sales' Stratford office, located inside Safe Harbor Stratford along the scenic Housatonic River, is the Northeast's premier choice for buying and selling pre-owned vessels. Led by industry expert Fred Brown, CPYB (Certified Professional Yacht Broker), our team brings an average of 20 years of brokerage experience to guarantee a smooth, worry-free transaction. Through our strategic alliance with Safe Harbor Stratford, clients benefit from premium marina amenities, expert marketing valuation tools, and the innovative Brewer AI Concierge, a cutting-edge tool designed to instantly match buyers with their ideal pre-owned vessel.
Our prime location serves as the perfect launching pad to explore Connecticut's finest cruising grounds and popular boating destinations. From our docks, boaters enjoy direct access to the expansive waters of the Long Island Sound, ideal for deep-sea fishing and coastal cruising. Nearby destinations like Milford Harbor, Charles Island, and the historic Port Jefferson, NY offer exceptional choices for weekend getaways and afternoon anchoring. Whether navigating the scenic bends of the Housatonic River or embarking on a cross-sound journey, our Stratford team ensures you are perfectly equipped for the ultimate waterfront lifestyle.
Boat Location
Contact Brewer Yacht Sales about 2021 Monterey 295 SY
605 Broad Street, , Stratford, CT, 06615
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