On the market
2008 Regal Boats 2565 Window Express — Nanuet, NY
2008 · 25.0 ft · Pop Yachts · The design file
A 2008 Regal 2565 Window Express at Nanuet, New York, asking $35,000 through Pop Yachts. The Window Express idea is in the name: a band of hull glass lighting a mid-cabin, so 27 feet sleeps and lives like a bigger boat — daylight and berths bought at the cost of the cockpit sun pad. Regal drew it to trailer, beam kept inside the towing limit, and ran the model only a few seasons in the late 2000s.
Two honesty notes. We hold no other 2565, so there is no sister ship to price this one against — every comparison below is to a different model. And our file carries no condition note, no engine hours and no days-on-market. We have not seen this boat; nothing here is a survey.
What the shelf does place is the position. At $35,000 it is the dearest boat we hold on the cabin cruisers under $50k shelf; the 26- to 31-footers under it ask $15,000 to $20,000 and are all a decade or more older. The tighter question is a 2008 Four Winns 278 Vista in Florida — same year, same 27 feet — asking $14,500 less. What buys that gap is not in our file:

photo & listing at the broker ↗
Regal's own answer one size up is the 2860 Window Express: the same series and the same 2008 season with two more feet of it, at Winthrop Harbor for $14,995 over this one.

photo & listing at the broker ↗
And where the money goes into years instead of length, a 2013 Monterey 260 SCR in Oklahoma is the same 27 feet five years newer, at $71,999.

photo & listing at the broker ↗
This is a mainstream powerboat asking a price that assumes a good history, so the history is the purchase — this is the one to survey first:
✍︎ Drafted with AI, directed and reviewed by a sailor — our editorial disclaimer.
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