1992 Caliber 40 Cutter (Florida)

23 Contact Broker
$112,500 (USD) Cooley's Landing Marina, Florida (Florida)

S/V Michael Leslie is a Cooley's Landing Marina, Florida based 1992 Caliber 40 Cutter For Sale By Broker. Responses to inquiries may come from a broker who is representing the owner as a fiduciary. This owner requires financial settlement only. No trades.

NEW PHOTOS COMING SOON

Michael Leslie is a 1992 Caliber 40 Convertible Cutter offered at $112,500. Designed for comfortable liveaboard use and extended cruising, she features solid construction, a versatile cutter rig, Yanmar diesel, generator, air conditioning, diesel heat and numerous recent equipment upgrades. After years of cruising New England, she recently traveled south to Florida and is ready for her next owner.

Features

  • NEW 2020 Standing Rigging
  • Starlink
  • Yanmar
  • Roller Furler Main and Genoa

Videos

Specifications

NameS/V Michael Leslie
MakeCaliber
Model40 Cutter
Year1992
TypeMonohull Sailboat
BuilderCaliber
DesignerMichael McCreary
ConstructionFiberglass
Cabins2
Heads2

Dimensions

Loa40ft 11in / 12.47m
Lwl32' 6"
Beam12ft 8in / 3.86m
Headroom6 ft 4 in
Draft5ft 8in / 1.73m
Mast Height56ft 0in

Tankage

Fuel Tanks55 gallons
Water Tanks156 gallons
Holding Tanks110

Performance

Engines56HP Yanmar 4JH3E 1995
Engine Hours3596
Generator2-cylinder Kubota diesel generator
Displacement21600 lbs
SailsIn-mast furling mainsail; Selden roller furling genoa and staysail; Removable staysail; Extra set of Hood sails (Main and Genoa, spare Genoa high-cut); Asymmetric spinnaker with sock

Layout Diagram

exterior, Caliber 40, sailboat for sale

Inventory

Accommodation

  • The spacious interior offers approximately 6'4" of headroom and a practical layout well suited to extended cruising or liveaboard use.
  • The owner’s stateroom features an ensuite head with a separate stall shower, large closets and generous storage.
  • A private aft cabin sleeps two and includes its own large closet.
  • A second head is conveniently positioned near the companionway.
  • The main salon provides comfortable seating and additional storage.
  • A dedicated navigation station creates a functional space for passage planning, communications and onboard systems.
  • Numerous lockers, cabinets and storage compartments throughout provide ample room for cruising gear and provisions.

Interior Comforts and Amenities

  • Dual top-loading 11 cu. ft. Isotherm refrigerator/freezer
  • Force 10 3-burner propane stove with oven
  • Samsung microwave
  • 6-gallon water heater (New 2025)
  • Pressurized hot and cold freshwater system
  • Manual galley freshwater foot pump
  • Owner’s ensuite head with separate stall shower
  • Second head near the companionway
  • 32" LG Smart TV in the main salon (New 2022)
  • 24" Smart TV in the owner’s stateroom (New 2023)
  • Starlink antenna and router
  • LED interior lighting throughout
  • Dedicated navigation station
  • Extensive closets, cabinets and dry storage
  • (14) opening ports
  • Seven overhead hatches
  • (5) Caframo 12V cabin fans

Electronics and Navigation

  • Raymarine E120 chartplotter
  • Raymarine ST60 masthead wind speed and direction instruments
  • Raymarine depth and boat speed gauges
  • Ritchie compass at the steering wheel
  • Icom VHF radio with AIS and remote handheld
  • West Marine waterproof floating handheld VHF radio
  • Lewmar electric windlass control
  • Starlink pole-mounted antenna and router
  • Clock and barometer mounted on the main cabin bulkhead
  • Bulkhead-mounted EPIRB (New 2025)
  • AIS/VHF antenna (New 2025)

Electrical Systems

  • Xantrex Freedom 3000 pure sine wave inverter/charger (New 2025)
  • (4) West Marine AGM 4D house batteries (New 2024)
  • West Marine AGM engine start battery (New 2024)
  • Marine Kinetics wind generator (New 2018)
  • (2) 30-amp shore power connections - including (1) dedicated to air conditioning
  • 30-amp heavy-duty shore power splitter
  • 50-to-30-amp shore power cord
  • 30-amp-to-120V shore power cord
  • AC/DC electrical panel with 30-amp service
  • 120V electrical outlets throughout
  • LED cabin lighting throughout

Deck and Hull Equipment

  • Solid hand-laid fiberglass hull and decks
  • Glassed-in bulkheads and interior furniture
  • Skeg-hung rudder
  • Cutaway keel
  • 5'8" draft
  • Large, unobstructed deck and cabin top
  • Tan nonskid on the cabin top and fiberglass side decks
  • High-gloss teak handrails and cockpit coaming
  • Stainless-steel double anchor roller
  • 55 lb. stainless-steel Delta primary anchor
  • 45 lb. CQR secondary anchor
  • 300' of 5/8" galvanized chain
  • 250' of 3/4" backup anchor rode
  • Stainless-steel Maxwell electric windlass for chain and rode
  • Stainless-steel bow and stern pulpits
  • Double lifelines
  • Large cockpit designed for comfortable heavy-weather sailing
  • Propane locker beneath the helm seat
  • (2) 10 lb. propane bottles
  • Keel-stepped mast

Sails and Rigging

  • Stainless-steel standing rigging and turnbuckles (New 2020)
  • Main, (2) genoa, (2) spinnaker and (1) staysail halyards (New 2020)
  • LED mast wiring and lighting, including tricolor, anchor, strobe, steaming, foredeck and spreader lights (New 2020)
  • Mast-mounted telescoping spinnaker pole with adjustable T-track
  • Mast-mounted Lewmar winch
  • In-mast furling mainsail
  • Selden roller furling systems for the genoa and staysail
  • Removable staysail for conversion to a sloop configuration
  • Extra set of Hood sails, Main and Genoa - the spare Genoa has a high cut foot for ocean passages
  • Asymmetric spinnaker with sock

Mechanical Equipment

  • Yanmar 4JH3E diesel engine with 3,596 hours, 1995
  • 3-blade feathering Max-Prop propeller
  • 2-cylinder Kubota diesel generator
  • Various spare parts, belts and equipment included
  • 2022 all steering cables and pulleys (New)
  • Zarcor hinged companion way doors
  • Many extra and spare parts

Safety Equipment

  • Life jackets
  • Flares
  • (5) handheld fire extinguishers positioned throughout the vessel
  • EPIRB (New 2025)

Dinghy

  • 10' RIB
  • Tohatsu 9.8 HP 4-stroke outboard

Tankage

  • Aluminum fuel tank
  • Aluminum freshwater tanks
  • Integral fiberglass holding tank built into the forward hull structure
  • Fuel capacity: 55 gal
  • Freshwater capacity: 156 gal
  • Holding tank capacity: 110 gal

Owner’s Comments and Boat History

  • A recent insurance survey completed in July 2026 is available upon request.
  • This two-owner vessel has cruised extensively throughout Long Island Sound and visited Block Island, Martha’s Vineyard, Nantucket, Provincetown, Newport, Salem, Marblehead and Boston.
  • She travelled south during the most recent cruising season and reached Florida via the Intracoastal Waterway.
  • Her current owners are planning a move to Spain and have reluctantly decided to part with her.
  • Cruise-equipped and well prepared for offshore passages, Michael Leslie is ready for adventures to the Bahamas, the Mediterranean, the Panama Canal and beyond.

Exterior Photos

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Deck Photos

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Interior Photos

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Other Photos

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Austen J. Anderson

By Austen J. Anderson

Captain Austen Anderson has been boating most of his life! From a young age, he learned the art of sailing and power boating like a true navigator. He excelled to 20th place in the world of Opti competitive sailing, sailed professionally on sailing race teams, and captained and operated his own week long charter boat business in the stunning Virgin Islands and Greece. Oh, and did we mention he’s conquered the Atlantic Ocean? With all that sea time under his belt, Captain Austen knows how to make every voyage an unforgettable adventure!

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