S & J Yachts Brokers presents this Cutter 1979 CSY 44 boat for sale.

  • This CSY 44 offered at $84,900
  • Powered by single Perkins 4-236 / 85 hp / 4375 hrs
  • The boat located in Rock Hall, Maryland (map below) and ready for viewing
  • The listing has been updated and on a market since Sep 8th 2021

Contact S & J Yachts Brokers with any questions about this CSY 44 by filling up the Contact form

See all inventory from this seller (39)

To see full description of this boat from the seller click on the Seller Description tab above.

What do you get when you take a classic 1997 sailboat and spend over $48,000 in updates, upgrades and refinements since 2014... Surprise .

Surprise , a Caribbean Sailing Yacht 44 Walk Over (WO) is a wonderful blue water capable cruiser that has been well maintained and upgraded over the years. This boat is solid fiberglass (not cored), not subject to deck de-lamination and other issues. Structurally the boat is very strong and ready to cruise to the Bahamas or anywhere in the world..

From bow to stern a complete list of upgrades is available to help you get a good, informed understanding of what this boat has to offer.

Come see this boat in Rock Hall, MD to enjoy the sailboats fit, feel and finish for yourself.

Additional Specs, Equipment and Information:

Boat Name

Builder: Caribbean Sailing Yachts
Designer: Peter Schmit
Flag of Registry: United States
Keel: Other
Hull Shape: Displacement

LOA: 44 ft 0 in
Beam: 13 ft 4 in
LWL: 36 ft 4 in
Length on Deck: 39 ft 0 in
Minimum Draft: 5 ft 0 in
Maximum Draft: 5 ft 0 in
Displacement: 38000 lbs
Ballast: 14000 lbs
Bridge Clearance: 56 ft 0 in
Headroom: 6 ft 6 in
Freeboard: 3 ft 10 in

Total Power: 85 HP

Engine 1:
Engine Brand: Perkins
Year Built: 1985
Engine Model: 4-236
Engine Type: Inboard
Engine/Fuel Type: Diesel
Engine Hours: 4375
Propeller: 3 blade propeller
Drive Type: Direct Drive
Engine Power: 85 HP

Cruising Speed: 7 knots
Maximum Speed: 9 knots

Fresh Water Tanks: Plastic (400 Gallons)
Fuel Tanks: Aluminum (145 Gallons)
Holding Tanks: (39 Gallons)

Number of single berths: 2
Number of double berths: 2
Number of cabins: 2
Number of heads: 2
Seating Capacity: 8

Wind speed and direction
Cockpit speakers

Furling mainsail
Furling genoa

Steering wheel

Inside Equipment
Bow thruster
Electric bilge pump
Battery charger
Air conditioning
Hot water
Microwave oven
Marine head - 2

Electrical Equipment
Shore power inlet
Electrical Circuit: 110V

Outside Equipment/Extras
Solar panel
Cockpit table
Radar reflector
Electric windlass

Bimini Top
Cockpit cover - full enclosure


This Walkover version includes a full enclosure for the cockpit which provides a great outdoor living room. The standard layout provides privacy and separation of 2 staterooms and 2 heads. The spacious salon and galley also provides additional accommodations for guests.

Starting in the large center-cockpit, you have deep and secure seating for 8 people, a custom full enclosure with Isenglass sides that are removable in sections. The helm location has perfect access the navigation desk immediately to starboard in the aft cabin and to talk to your mate while on your night watch.

The galley, salon dining and lounge, V berth and private head are found in the forward section of the vessel.

The salon features an L shaped settee to port and long bench settee to starboard, which pulls out to a double berth and the back flips up to become an overhead bunk.

  – Great ventilation throughout with 9 opening hatches and 19 opening ports
  – 12V fans throughout
  – Generous storage and provisioning room throughout
  – Webasco 12,000 BTU reverse cycle ac/heat (2014)
  –  NEW aft holding tank (2016)
  –  NEW aft deck shower (2016)
  –  NEW shower sump pump (2017)
  – Rebuilt forward Jabsco head (2017)
  –  NEW forward holding tank (2017)
  – Painted ceilings (2017)
  –  NEW foam mattress for aft stateroom (2019)
  – Replaced aft head lines (2020)
  – Replaced pump assembly on Jabsco aft head (2021)


  – Dual Propane Tanks for Princess 3-burner LPG stove with oven
  – Rival microwave
  –  NEW Alder Barbour 12V Fridge (2014)
  –  NEW 6-gallon water heater (2018)
  – Cleaned and sanitized both water tanks (2018)
  –  NEW water pressure pump (2019)
  –  NEW grill burner (2019)
  –  NEW propane solenoid, controller and hoses (2021)


  – Samlex 2000W inverter (2015)
  – Solar Panels - 400W (2015) 2 fixed panels on davits, 2 flexible panels on dodger
  – Voltage regulator (2017)
  – Battery charger (2017)
  – (4) Trojan 6V batteries (2017)
  –  NEW starter battery (2018)
  – (1) Group 31 Bow Thruster battery (2019)
  –  NEW fans (2019)
  –  NEW 12V Jensen TV (2019)

Electronics & Navigation

  – Simrad VHF w/ AIS networked to chart plotter (2016)

  – Simrad Depth/Speed/Wind (2016)
  – Raymarine ST4000 Autopilot

  –  NEW Vesper Cortex system (2021)
  –  NEW NavPod - custom cut for new electronics (2021)
  –  NEW BG Zeus 3S 12 Multi Function Display (2021)
  –  NEW BG Triton2 Pilot Controller (2021)

Deck & Hull

  – Solid fiberglass Hull Deck; no balsa coring
  – Maxi propeller 3 blade bronze installed
  – Spare fixed blade propeller (original propeller).
  – 4 aluminum 140 gallon fuel tanks
  – Two fiberglass 400-gallon water tanks
  – Holding Tanks Forward reported 25-gallon; Aft 14.5-gallon
  – Forward holding tank is a bladder type located below cabin sole forward; bladder appears to be newer, (never used).
  – Aft holding tank is plastic.

  – 5 blade twin bow thruster
  – Custom hinged swim platform (2015)
  –  NEW backing blocks on 2 thru hulls (2016)
  – Bow Thruster commutator and NEW brushes installed (2017)
  – LED anchor light (2017)
  – MaxProp factory reconditioned (2018)
  – Painted deck (2020)
  – Replaced cutlass bearing (2021)
  –  NEW PSS dripless shaft seal (2021)
  – Serviced MaxProp (2021)
  –  NEW zincs on prop, Bow Thruster, shaft collar and rudder (2021)
  – Interlux Micron CSC bottom paint (2021)
  –  NEW rear overboard discharge valve and thru-hull (2021)
  –  NEW three thru-hulls and valves (2021)

Ground Tackle

  – Manson anchor with 200 chain (2014)
  – Fortress 23 spare with nylon rode
  – Fortress FX 37 secured at stern rail
  – Lofrans Windlass (2014)
  – Garhauer outboard motor lift (2019)
  –  NEW Bow Thruster switch on Pod (2020)
  –  NEW Bow Thruster motor (2021)

Sails & Rigging

  – Masthead Cutter rig with 2 headsails each on a different furler plus the self-tacking staysail
  – Profurl Reefing System for mainsail
  – Furlex roller furling for the jibs
  – Furling mainsail outside the mast for ease of use and maintenance
  –  NEW UK working jib (2016)
  –  NEW bearings in main fuller (2018)
  –  NEW jib halyard (2019)
  –  NEW North mainsail (2019)

Engine & Mechanical

  – Perkins 4-236 86 HP Diesel
  – Engine was reportedly replaced circa 1985

  – Tach Hours showing are 4370
  –  NEW transmission hydraulic lines (2018)
  – Serviced diesel injectors and had NEW tips installed (2019)
  –  NEW diesel fuel line (2019)

Safety Equipment

  – EPIRB (2015)
  –  NEW lifelines with 3/16 uncoated stainless steel (2021)
  – Plastimo 6 person Life Raft
  – First Aid kit.
  – Search Light
  – One Bilge High Water Alarm
  – Mast climbing steps

  – Lifesling MOB system


The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
Additional Info

External Links
Additional Media

Finance this Boat

Apply for boat financing in minutes, choose the best loan offer and get out on the water!

Approximate boat location – Rock Hall, Maryland
Contact Seller
S & J Yachts Brokers

Annapolis, Maryland

Contact Seller