Freedom 38 Sailboats for Sale

Gary Mull·1989·Freedom Yachts
Freedom 38 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Fractional Sloop
LOA
37.92' · 11.56 m
Disp.
16,970 lbs · 7,697 kg
First year
1989

The Freedom 38 occupies a peculiar and compelling niche in American production sailing: a beamy, voluminous cruiser built around an unstayed carbonfiber mast, a concept that could have been a gimmick but turned out to be a genuinely practical system in the hands of naval architect Gary Mull and builder TillotsonPearson Industries. Born from the lineage that Garry Hoyt established with the original Freedom 40 in 1977, the 38 represents a later, more refined chapter — a fractionally rigged sloop that arrived when TPI's successor ownership added a sugar scoop stern to the Freedom 36, creating a slightly longer, more capable boat without abandoning any of the brand's defining philosophy.

Market snapshot

Median asking · 12 mo
$ 69,900
Asking price · 18 listings
Recent listings · 90 d
8
18 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
3
United States (61.1%) · Italy (22.2%) · Canada (16.7%)

Recent Listings

16 for sale · showing 10 newest

Freedom 38 Buyer's Guide

The Freedom 38 occupies a singular corner of the used-market sloop landscape. Built by Tillotson-Pearson Industries and, later, under new ownership in Middletown, Rhode Island, it pairs a freestanding carbon-fiber mast with a full-featured cruising interior — a combination that still sets it apart from virtually every other production boat of its generation. Buyers drawn to the Freedom 38 are typically looking for a boat they can sail shorthanded without compromise, and the 38 genuinely delivers on that premise. The wide, flat-bottomed hull carries its beam well aft, the self-tacking fractional jib removes an entire category of sail-handling demands, and the fully battened mainsail with lazy jacks stows itself with minimal effort. What you are trading for that simplicity is a rig that requires specialist knowledge when something eventually needs attention, and an interior built to a standard — stick-built teak joinery, no pan liners — that rewards careful buyers who have looked closely at how the boat has been maintained.

Layouts on the Used Market

Owner three-cabin arrangements — forward V-berth, center head module, main saloon, aft double cabin, and the starboard nav station — are the configuration you will most commonly encounter. The full layout gives the Freedom 38 a liveaboard-credible floor plan that punches well above its waterline length. The offset companionway and the starboard navigation station are consistent across the production run, as is the fiberglass head module with its en-suite shower. The large U-shaped galley aft to port is a defining feature and shows up reliably. The aft cabin, lit by cockpit portlights and a sheer-level opening, is more livable than the word "aft cabin" suggests on a boat of this size.

Equipment and Common Upgrades

The Freedom 38 tends to arrive on the brokerage market well equipped relative to its age. The self-tacking jib with its CamberSpar is standard equipment, and virtually every boat will carry an autopilot — an understandable priority given the shorthanded ethos of the design. Biminis and dodgers are nearly universal, and chartplotters and radar are commonly fitted. Hot water systems and air conditioning are frequently found aboard boats that have spent time in warmer domestic markets. Inverters are a common addition alongside these creature comforts.

Owner upgrades reflect the boat's cruising identity. Solar panels appear often, installed to keep up with the electrical load of refrigeration and electronics. Electric winches show up on a meaningful share of listings, extending the shorthanded capability that the rig already encourages. Gennakers and asymmetric spinnakers are a less common but recurring addition for owners who wanted more off-wind sail area to complement the modest fractional jib. Dinghy davits and cockpit showers appear on boats that have seen extended cruising use. Watermakers and EPIRBs, while not universal, are a worthwhile find on any boat you are considering for bluewater passages.

One upgrade worth noting on any example: the icebox is a common conversion target, with 12-volt refrigeration systems frequently retrofitted into the well-insulated original unit. The bilge pump setup deserves attention too — a known characteristic of the design is that a small amount of water enters via the masthead and collects in the shallow bilge, so owners typically address this with a reliable automatic pump.

What to Inspect

The Freedom 38's construction is generally above average for its era, but several areas warrant careful attention before purchase. The hull and deck are cored with end-grain balsa, and balsa-cored decks of this generation are prone to delamination if water has found its way through damaged hardware or poorly bedded fittings. Tap the deck methodically and probe suspect areas, paying particular attention around hardware mounting points and the toerail-to-hull joint, which is bolted on six-inch centers through an aluminum toerail.

The freestanding carbon-fiber mast is the component that most concerns prospective buyers, and rightly so. Surface crazing on the carbon-fiber mast is common with age and is largely cosmetic, but flex-related fatigue warrants a closer look from someone familiar with carbon spars. Freedom Yachts is no longer in production, but specialist support for the mast and related hardware has historically been available through Warren River Boatworks in Rhode Island, which was operated by the former production manager. Confirm current availability of parts and expertise before committing to purchase.

The VacuFlush holding-tank system and its associated plumbing are worth inspecting thoroughly, as the 12-gallon polyethylene tank and pump system benefit from maintenance that is not always documented. The stainless-steel keel bolts — Type 304 on standard fin-keel examples — should be checked for any signs of corrosion or weeping at the hull-keel joint. The rudder and stock are a one-piece fiberglass layup, an elegant solution that eliminates stock-to-blade failure, but inspect the bearing surfaces carefully. The overhead vinyl headliner in the saloon has a documented tendency to sag over time; many owners have replaced it, which is a straightforward improvement, but the condition of the original speaks to how attentively the boat has been maintained.

Check the engine bay access from the starboard side, where the dipstick is mounted in a notoriously awkward position — oil changes and routine checks on that side require flexibility and patience, which means some owners defer them.

Availability and Buyer's Takeaway

The Freedom 38 circulates most actively in the United States, where the bulk of the production run was sold and sailed. Boats appear along both coasts, on the Great Lakes, and in Florida, with a secondary presence in the Mediterranean — Italy in particular — and in Canada. It is not an abundant boat by volume, but it is not rare either; patient buyers searching across major brokerage platforms will find examples to compare.

The Freedom 38 is a strong choice for the shorthanded cruiser who values interior volume, genuine sailing simplicity, and above-average build quality. Its niche rig requires accepting some dependency on specialist knowledge, but the trade is a boat that a single sailor or a couple can handle competently in nearly any conditions.

Before making an offer, confirm:

  • Deck core integrity — tap test and probe around all hardware penetrations
  • Carbon mast condition — look for crazing, inspect base and partners
  • Keel bolt condition and hull-keel joint for any weeping or staining
  • Current availability of mast and CamberSpar parts and service
  • Bilge pump setup and evidence of regular maintenance
  • Engine service history, especially oil changes given awkward starboard access
  • Holding tank and VacuFlush plumbing condition
  • Refrigeration system if icebox has been converted
  • Solar and electrical system load balance if heavily upgraded

Where they're listed

Freedom 38 listings appear across 3 countries. United States has the most listings with 11 (61.1%), followed by Italy and Canada.

Median ask by country
USD · past 12 months
Share of listings
Count · past 12 months

Country view

18 listings · 3 countries
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 69,90011561.1%
Italy$ 85,4384322.2%
Canada$ 69,7013016.7%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

7 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Bavaria Yachts C3837.34'$ 289,0169135
Dehler 3838.71'$ 235,0004923
Sabre 3837.83'$ 49,9004516
Beneteau First 3840.2'$ 34,059318
Freedom 38You are here$ 69,900188
Tillotson-Pearson 3636.42'$ 43,250101
Freedom 40/4040.42'$ 119,500103

Frequently asked questions

01How much does a used Freedom 38 cost?+
The median asking price for a used Freedom 38 over the past 12 months is $69,900. Prices vary by condition, year, equipment, and location.
02How many Freedom 38 sailboats are for sale?+
8 Freedom 38 listings have gone live in the last 90 days, and 18 have been tracked across the past 12 months.
03Are Freedom 38 prices going up or down?+
The median asking price for the Freedom 38 has stayed steady over the last 3 months compared with the 12-month median.
04Where are Freedom 38 sailboats for sale?+
The top markets for used Freedom 38 listings over the past 12 months are United States (61.1%), Italy (22.2%), Canada (16.7%).
05What should I look at instead of a Freedom 38?+
Comparable models include Bavaria Yachts C38, Dehler 38, Sabre 38. Use the comparison table above to check pricing and availability.