O'Day 27 Sailboats for Sale

Alan P. Gurney·1972 – 1979·~720 hulls·O'Day Corp.
O'Day 27 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Masthead Sloop
LOA
27' · 8.23 m
Disp.
6,700 lbs · 3,039 kg
First year
1972

The O'Day 27 is a compact masthead sloop drawn by Alan Gurney and launched in 1972, with production running approximately six years before the 272 arrived as its successor. Built in numbers exceeding 700 — precisely 720 between 1972 and 1979 at O'Day's Fall River, Massachusetts facility — it captured attention on the MORC racing circuit and, by one period account, its former company president reportedly never lost a race aboard one. Gurney's nearly blocky hull carries a 22foot9inch waterline and 4foot draft, a 9foot beam, and a listed displacement of 5,000 pounds with 2,230 pounds of inside lead ballast — about half the boat's weight carried low in the keel.

Market snapshot

Median asking · 12 mo
$ 18,250
Asking price · 6 listings
Recent listings · 90 d
3
6 tracked · 12 mo
3-month price trend
+50.7%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

2 for sale · showing 10 newest

O'Day 27 Buyer's Guide

The O'Day 27 makes a frequent appearance as a Gurney-designed 1972–1979 production sloop, with 720 built and an internal-lead-keel pedigree that appeals to budget-minded club racers and weekenders alike. Shopping one means weighing the early versus late production layouts and knowing where the fiberglass-and-teak package tends to betray its age.

Layouts on the Used Market

The boat's interior evolved mid-production. Older boats had the galley along the starboard side, while post-1974 layouts moved the galley aft near the companionway to starboard with a quarterberth to port and the head squeezed in to port running athwartships. The saloon in either era features two settees and a large bulkhead-mounted table, and the V-berth forward is large enough for two with a big hatch above for light and air. Headroom is listed at 5 feet 11 inches in the main cabin, and the cabin is trimmed in teak with recessed dry berth storage. The cockpit is long with a tiller and two settees, a small lazarette to port and larger locker to starboard; tiller boats preserve more space and feel better than the wheel-steering option introduced in 1975.

Equipment and Common Upgrades

On the used market these boats commonly come fitted with an inverter, autopilot, and chartplotter. Factory-era equipment included a bow pulpit, stainless welded lifelines with stanchions, two genoa/jib winches, a halyard winch, main and working jib, 12-volt electrical system with five cabin lights, and a custom laminated wood tiller. The 27 originally came with an outboard or inboard gas, with later models sometimes carrying inboard diesels, and the inboard version added a lightning ground. A factory option placed the traveler behind the tiller. Notably, the design left no provision for anchoring beyond a small hawsepipe, so a bow roller or cleat is a typical owner addition rather than a factory feature.

What to Inspect

The main bulkhead supports the chainplates and should be sounded for signs of delamination, while the chainplates themselves — especially where they pass through the deck — need checking for crevice corrosion, a known path for water intrusion reported by owners over the years. The gasket on the large forward hatch is prone to leaking, so confirm its condition, and expect that the stanchions and bases can be a bit wobbly. With deck coring that changed from plywood to balsa early in the run, probe around hardware penetrations for softness.

Availability and Buyer's Takeaway

Used O'Day 27s are typically found on the United States market. A short checklist for the walkthrough: verify chainplate decks and bulkhead integrity, test the forward hatch gasket, shake the stanchion bases, and confirm whether the layout is pre- or post-1974 for galley position. Note the missing anchor hardware and budget a fix. With the internal lead keel and solid hand-laid hull, structural surprises are few if these known points are cleared.

Where they're listed

O'Day 27 listings appear across 1 country. United States has the most listings with 6.

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

Country view

6 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 18,25063100.0%

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
Catalina 2726.83'$ 7,9007720
Oday 2828.25'$ 9,8003110
Moody 2727.67'$ 14,827258
ODay 3029.92'$ 15,450145
Mirage Yachts 2727.17'$ 6,750104
J-Boats J/2727.5'$ 14,00086
O'Day 27You are here$ 18,25063

Frequently asked questions

01How much does a used O'Day 27 cost?+
The median asking price for a used O'Day 27 over the past 12 months is $18,250. Prices vary by condition, year, equipment, and location.
02How many O'Day 27 sailboats are for sale?+
3 O'Day 27 listings have gone live in the last 90 days, and 6 have been tracked across the past 12 months.
03Are O'Day 27 prices going up or down?+
The median asking price for the O'Day 27 is up 50.7% over the last 3 months compared with the 12-month median.
04Where are O'Day 27 sailboats for sale?+
The top markets for used O'Day 27 listings over the past 12 months are United States (100.0%).
05What should I look at instead of a O'Day 27?+
Comparable models include Catalina 27, Oday 28, Moody 27. Use the comparison table above to check pricing and availability.