The Challenger Anacapa 42 Pilothouse Motorsailer is a rare and capable cruising yacht that successfully blends sailing performance, long-range motoring capability, and exceptional liveaboard comfort. Extensively refit over a ten-year period by a knowledgeable owner, she has benefited from significant upgrades to her mechanical, electrical, plumbing, and navigation systems. Designed for comfortable coastal cruising, offshore passages, and life aboard, her spacious pilothouse and generous interior make her stand out among traditional motorsailers.

Highlights Include:


2004 Nissan SD-33 100 HP diesel engine with approximately 2,005 hours

Dual helm stations with hydraulic steering
Extensive refit including rewiring, replumbing, and replacement tankage
New 400W bifacial solar panel and Victron MPPT controller (2025)
New Furuno radar, AIS transponder, VHF, and Orca Navigation system (2024)

CPT autopilot (2024)
Fresh topside paint (2026) and KiwiGrip deck coating (2024)
Spacious pilothouse with excellent visibility and inside helm station
California king aft owner's berth with abundant storage throughout
Air conditioning, hot water system, and full-sized bathtub with shower
North Sails inventory including mainsail, mizzen, and headsail
New canvas, Strataglass dodger, bimini frame, and cockpit enclosures
Rocna and Bruce anchors with chain rode and manual windlass
Proven cruising history throughout the U.S. East Coast, Bahamas, and Caribbean


Well-maintained and thoughtfully upgraded, this Challenger Anacapa 42 offers a unique opportunity to acquire a comfortable and capable motorsailer ready for her next adventure.

Additional Information

Accommodation
The Challenger Anacapa 42 Pilothouse Motorsailer offers a spacious, liveaboard-friendly layout with a raised pilothouse featuring an inside helm station and excellent visibility. Below decks, she features a large saloon, functional galley, forward V-berth, private aft owner's cabin, and an enclosed head with a shower and full-sized bathtub. Generous storage throughout and a comfortable pilothouse design make her exceptionally well suited for extended cruising and full-time living aboard.

Interior Comforts and Amenities

Refrigeration
Force 10 3-burner stove with oven
Propane shut-off valve
Fume detector
(2) exterior-mounted propane tanks
Built-in microwave oven
Air conditioning
Under-sink drinking water filter
California King-sized aft berth
Sunbrella cushion covers (3 years old)
Main salon slipcovers included
Salon and pilothouse curtains for shade and privacy
Cedar-lined closets
Hatches equipped with retractable screens and blinds
Stainless steel screened portlights
Raritan toilet with Whale Gulper discharge pump
Whale Gulper shower sump pump
Full-sized fiberglass bathtub with shower
Pedestal stainless steel sink with pressurized hot and cold water and additional foot pump
Double stainless steel galley sinks
Corian countertops
Large drawer storage for cookware, dishes, glassware, and cutlery


Electronics and Navigation

CPT Autopilot (2024)
Furuno DRS4W wireless radar (2024)
Orca Navigation system (2024)
Raymarine Wireless TackTick depth sounder and speed log
Raymarine Wireless TackTick wind indicator (wind speed function not working)
SSB radio (receive only)
Standard Horizon VHF radio (2024)
Digital Yacht AIS transponder (2024)
(2) compasses, one at each helm station
Television
Spreader lights


Electrical Systems

GC house battery bank, 470Ah
Optima starting battery
Recent wiring upgrades using marine-grade tinned copper wire and terminals
400W bifacial solar panel (2025)
Victron MPPT 100/50 solar controller (2025)
Freedom inverter/charger
12-gallon SuperStor water heater powered by shore power or engine
Shore power cord


Deck and Hull Equipment

Topsides painted (2026)
KiwiGrip non-skid deck coating (2024)
(2) anchors on bow rollers
Rocna primary anchor
Bruce secondary anchor
150 ft anchor chain
Sea Tiger double-action two-speed lever windlass
Dodger with Strataglass (2024)
Bimini with new frame (2024)
Side curtains (2025)
Full cockpit shade curtains
Fenders and dock lines
Heavy-duty bow pulpit on bowsprit
Full lifelines
Boarding ladder
Dinghy davits
Navigation lights
Anchor light
Spreader lights
Aqua Jet washdown system with fore and aft outlets


Sails and Rigging

North mainsail
North mizzen sail
North headsail
Sail covers
New mainsail lazy jacks (2025)
Whisker pole
New mainsail and mizzen halyards (2025)
Barient self-tailing winches


Mechanical Equipment

Nissan SD33 100HP diesel engine
Approximately 2,005 engine hours
Dual Racor 500 fuel filters
Whale manual bilge pump in pilothouse
Teleflex hydraulic steering with recently replaced hoses and fittings
Dual helm stations, cockpit and pilothouse
Emergency high-capacity bilge pump
Automatic bilge pump
Current fire extinguishers
Emergency tiller
Whale MK sanitation pump
Reconditioned Sherwood G7B raw water pump
Aqualine Marine regulator model 150
Teleflex steering seals
Gusher galley pump service kit
Block manifold hose
Jabsco Pumpgard model
10615K impeller kit
P/N 7741 hose
Crosspipe to manifold hose
Engine zincs
Various gaskets
Thermostat
Temperature sensor
Spare starter
Spare injectors
Topside paint
KiwiGrip deck coating
Filters
Battery servicing kit
Drive saver
Exhaust flapper valve
(2) transmission coolers
(2) washdown deck fittings
Crankshaft main bearing
Intake and exhaust valves
(6) spare belts
Output shaft seal


Safety Equipment

Life Sling
Emergency tiller
Fire extinguisher


Engine Info

2004 Nissan SD33 100HP diesel engine
Approximately 2,005 hours
Hydraulic steering
Bronze three-blade propeller
Fuel shut-off
Oil change system


Tankage

Water: (3) plastic freshwater tanks = 150 gallons total
Wirsbo PEX plumbing (approximately 3 years old)
Fuel: stainless steel fuel tank = 150 gallons total
Holding: 50-gallon holding tank


Dinghy

Highfield CL included


Owners Comments and Boat History
The previous owner purchased the vessel and completed an extensive ten-year refit. Major improvements included repowering with a Nissan 100HP diesel engine, complete rewiring, replumbing, interior refurbishment, and replacement of the water tanks. An inspection of the vessel clearly demonstrates the quality of workmanship, attention to detail, and materials used throughout the project. During their ownership, the vessel cruised extensively along the U.S. East Coast and throughout the Bahamas.
Following our purchase, we sailed her from Chesapeake Bay to Luperón.
When searching for a motorsailer, we were impressed by the Anacapa 42 because she is fundamentally a capable sailing yacht that also offers the power and range expected of a motorsailer. Unlike many motorsailers, she feels like a true sailboat first.
The boat is exceptionally stable and comfortable in rough conditions. Visibility from the pilothouse and main saloon is more comparable to a catamaran than a traditional monohull, creating a bright and enjoyable living space both underway and at anchor.
Underway, she inspires confidence with her oversized rigging and solid construction. During the two years we lived aboard, it became apparent that every system had been carefully considered during the refit. The boat remains straightforward, practical, and highly functional.
Engine access is excellent through the large hatches located in the saloon sole.

Disclaimer
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.