1987 Pearson 39-2
$42,000
$45,900
Boat in Harwich Port, MA 02646 US
39-2
1 Engine (Beta)
39 feet
Diesel
Fiberglass/Reinforced
With nicely proportioned lines, the Pearson 39-2 is a graceful keel/centerboard cruising sailboat. Recent Beta engine and Twin Disc transmission installed 2016, now with only 440 hours. Vari-Prop folding 3 blade propeller. Doyle 150 furling genoa new in 2022. Two staterooms, two head layout. Attractive Sunbrella cushion covers. 6'5" headroom. Updated standing rigging and Dyneema running rigging. Refrigeration. Spacious cockpit and deck area. Two Garmin GPS units mounted at helm and companionway. Radar. With centerboard up draft is only 4'8", lowered for windward performance draft to 7'9" Please see full details in Additional Information section below.
Clean, well managed boat. Dockside. Easily shown. Winter shrinkwrap removed. Please feel free to call Charles Cahoon at 508 237 2775 for details.
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.
USCG Documentation
2016 Beta Marine 38 hp diesel (425 hours) 2016 1 ½” Stainless steel drive shaft 2016 3- Bladed Vari-Profile Feathering Propeller 2016 shaft line cutter
Racor filter with vacuum gauge
4 NEW Group 31 AGM batteries 70-amp alternator True Charge 20amp battery charger
Garmin 440 chart plotter at the helm Garmin 741 plotter/radar on deckhouse Garmin HD Radar on self-leveling Questus mount Data Marine Depth, Speed, & Wind (wind needs servicing) Autohelm ST6000 (below deck auto pilot)
45 lb. CQR on bow roller, chain/nylon rode Maxwell 1000 Electric Windlass with foot switch Accommodations: Below decks features are a long settee to port converts to a single berth, and a u-shape dinette to starboard that converts to a double berth with a centerline drop-leaf dining table, plenty of locker and drawer space both to port and starboard
2019 new interior Sunbrella upholstery 2 - Head Layout, dedicated holding tanks, both have showers with dedicated sump pumps 2 - Staterooms. Nav station.
3-burner Hillerange LPG stove & oven 12V Adler Barbour refrigeration H/C pressure water 2019 new 6 gallon hot water heater tank Double Stainless-Steel sink Double Ice Chest
Excellent ventilation: (6) opening deck hatches (9) opening port lights (3) Chrome dorade vents
Contoured seating w/ lazarette to port LPG locker, 2 tanks Cockpit shower Teak cockpit table and drink holder, helm mounted MAGMA Marine Gas Grille Dodger, Bimini, and connector Canvas helm cover Life Sling on stern rail Horseshoe Buoy on stern rail Edson outboard motor mount on stern rail Tread Master installed on cockpit sole and bridge deck Transom mounted swim ladder
Rigging: Keel-stepped masthead sloop rig 2010 new standing rigging Centerboard rig 4’8” up, 7'9" down Rigid boom vang Hydraulic backstay adjuster (recently serviced) Harken roller furling Aluminum spinnaker pole mounted on deck
2025 new running rigging
Sails: New 2022, 150 Genoa by Doyle Mainsail with Dutchman flaking system (est. 2010) Spinnaker with snuffer • Winches: (2) Lewmar 55 primaries (1) Lewmar 40 halyard winch on deckhouse (1) Lewmar 30 halyard/reefing winch on mast
2019 10’2” Zodiac inflatable tender
Price History
| Date | Event | Price |
|---|---|---|
| 4/21/26 | Price decreased | $42,000(-8.5%) |
| 3/30/26 | Price decreased | $45,900(-1.3%) |
| 2/26/26 | Initial price | $46,500 |
1987 Pearson 39-2 Video Tours
Overview from around the web 1987 Pearson 39-2
Customers appreciate the 1987 Pearson 39-2 for its solid construction and classic design, highlighting its spacious interior and comfortable accommodations for extended cruising
Many praise its balanced sailing performance, noting that it handles well in a variety of conditions. Owners also value the boat’s reliable systems and ease of maintenance, making it a popular choice for both coastal cruising and bluewater passages. Overall, the Pearson 39-2 is recognized for combining traditional aesthetics with practical features, offering a dependable and enjoyable sailing experience.
The Biggest Pros and Cons
The 1987 Pearson 39-2 is a classic cruising sailboat known for its solid construction and comfortable accommodations. Here are some pros and cons to consider:
Pros
Sturdy Build: The Pearson 39-2 features a robust fiberglass hull and reliable construction, making it durable for offshore cruising.
Spacious Interior: With a well-designed layout, it offers comfortable living space, including a roomy salon, multiple berths, and ample storage.
Good Sailing Performance: The boat provides balanced handling and respectable speed for its size, suitable for both coastal and extended cruising.
Traditional Aesthetics: Classic lines and a tasteful design appeal to sailors who appreciate timeless styling.
Easy Maintenance: Systems and components are generally straightforward, aiding in upkeep and repairs.
Cons
Older Design: Being a 1987 model, some design elements and onboard technology may feel dated compared to modern sailboats.
Weight: The boat is relatively heavy, which can affect light wind performance.
Limited Headroom: While spacious, interior headroom may be less than more contemporary designs, potentially impacting comfort for taller individuals.
Engine and Systems: Depending on maintenance history, the original engine and onboard systems might require upgrades or attention.
Sail Handling: The sail plan and deck layout might not incorporate the latest innovations in ease of handling and sail management.
Made For
The 1987 Pearson 39-2 is ideal for sailors seeking a classic, well-crafted cruising sailboat that offers a perfect blend of performance and comfort. Designed for those who appreciate solid construction and timeless design, it’s well-suited for coastal cruising, weekend getaways, and extended voyages. Whether you’re an experienced sailor or a couple looking to explore the open water with confidence and style, the Pearson 39-2 provides a spacious interior, reliable handling, and enduring quality that make it an excellent choice for both leisurely sailing and serious adventures.
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Meet the Broker

Address
Boat Location
Contact Cahoon Yacht Brokerage about 1987 Pearson 39-2
South Chatham, Massachusetts








































