Catalina 275 Sport Buyer's Guide
The Catalina 275 Sport is a Gerry Douglas design built by Catalina Yachts as part of the Five Series — a trailerable 27-foot sportboat conceived as a faster, redesigned Catalina 27 for club racing and daysailing with weekending capability. On the used market she appeals to buyers who want modern simplicity and a real head without stepping up to a larger cruiser.
Layouts on the Used Market
Every example follows the same core plan: a split cockpit with the mainsheet traveler dividing fore and aft sections, raised helm seats, and long benches. Below, the starboard side holds a compact galley with sink and manual pump, while the port side carries a fully enclosed head with manual toilet and shower. Forward are two long berths that double as seats around a lowering table, and the aft berth to starboard is lengthy enough for a paddleboard. The interior is white with maple trim and a teak-and-holly sole. Headroom is limited, so tall buyers should duck-test the companionway in person.
Equipment and Common Upgrades
A self-tacking jib is commonly fitted, making the boat manageable short-handed. Less commonly seen are downwind upgrades: a spinnaker or asymmetric spinnaker with a retractable bowsprit, which turn her into a credible light-air performer on a reach. The standard rig is a 15/16ths Selden with a fully battened slab-reefing main and all lines led aft; a code-zero on a furler appears as an owner or performance-package addition rather than a baseline item.
What to Inspect
The known structural package centers on a hand-laid fiberglass hull with bonded liner and a one-piece deck, protected by a five-year blister program and five-year hull warranty when new — verify remaining coverage or prior gelcoat claims. Both fin and wing keels are lead on stainless bolts, so check keelbolt condition and any grounding damage. The bow has Catalina’s Strike Zone bulkhead and an impact-absorbing crumple zone; inspect the forward hull for unrepaired collision evidence. The self-bailing cockpit, through-deck bilge pump handle, and retractable boarding ladder should all operate; confirm the tiller, traveler, and backstay purchase beneath the sole move freely.
Availability and Buyer's Takeaway
These boats turn up in the United States, Canada, and Australia. For a shopper, the checklist is short: confirm keel type and draft for your trailer or mooring, verify the self-tacking jib and all-aft line layout are intact, test the enclosed head and galley plumbing, and inspect the forward impact structure. A 275 Sport with a clean Strike Zone, working sail-handling gear, and a documented keelbolt survey is the one to pursue.
Price & volume trends
Monthly asking-price and listing-volume trends for the Catalina 275 Sport. The line shows the median ask each month; the bars show how many listings appeared.
Monthly breakdown · 10 rows
| Month | Listings | Median ask | Δ vs. last mo. |
|---|---|---|---|
| Jan 25 | 2 | $106,562 | — |
| Jun 25 | 5 | $65,950 | -38.1% |
| Aug 25 | 2 | $69,500 | +5.4% |
| Sep 25 | 3 | $69,900 | +0.6% |
| Oct 25 | 3 | $99,900 | +42.9% |
| Jan 26 | 3 | $69,500 | -30.4% |
| Apr 26 | 3 | $69,000 | -0.7% |
| Jun 26 | 4 | $62,250 | -9.8% |
| Jul 26 | 1 | $59,500 | -4.4% |
| Aug 26 | 2 | $65,900 | +10.8% |
Where they're listed
Catalina 275 Sport listings appear across 3 countries. United States has the most listings with 16 (84.2%), followed by Canada and Australia.
Country view
19 listings · 3 countries| Country | Median ask | Listings · 12 mo | Active · 90 d | Share |
|---|---|---|---|---|
| United States | $67,450 | 16 | 7 | 84.2% |
| Canada | $98,133 | 2 | 0 | 10.5% |
| Australia | $53,741 | 1 | 0 | 5.3% |