If I pick out your personal experience/qualifications, which don't limit you, I'm left with $250k, predominantly coastal cruising, and not a full on racer, but fast enough.
Can you give us any more? That seems to qualify every boat under $250k that doesn't sail like it was dragging an anchor. It might even help if you describe what you mean by comfort. Do you want max room down below or in the cockpit, or are you looking for some creature comforts, like A/C and a requisite genset locker.
No full keel
No volvo engine
Sailplan including either two head furlers or detachable forestay
V berth and at least a double aft berth
Safe U shaped galley
24000 lbs or more
AC and genset ( or room for one)
Comfortable salon plan for 2- no curved settes
Foreward facing Nav station
Top and front facing refeer and freezer
2 propane lockers
Davits or avaialability to install them
55 or greater HP engine no more than 2500 hrs
Dual racor filtering
720 ah elctrical dc
Good inverter and battery monitor- can be added
Good charplotter- can be added
hearty autopilot- can be added
Good engine acccess on all sides
40 gallon holding tank with Y valve and mascerator
At least 8 opening ports
At least 4 opening hatches
Wood not lalminate interior
Little wood trim topside
Sailing abiliity phrf abive 50% of similar boats to windward
Draft 6 ft
Mast height less than 63 feet
Thats a lot of specs....hahha I am picky thats what has taken me so long.
It will only be my wife and I so only one head is fine. Salon must be comfortable for hanginkg out and reading in. Could be barrel chairs like older Bristols
The boats that have interested us have been Mason 44, Hans Chrisian Christina 43, bistol 41.1 and 45.5. Saga 43. But maybe there are others out there thats why I am asking. I am not afraid of older boats if in good condition as good boats last 60 years at least.