Because one usually ruins things by jumping up and down about how great they are, I usually refrain from posting about it, but I've caddied and played there many times over the last 40 years; it is my favorite course and maybe the most unique of all Raynor work.
Raynor (working with Banks, who did Tamarack 2 miles over the CT/NY border down King Street) was charged with making an elderly gentleman's walking course over the gently sloped property. So, the result is a blend of typical and not-so typical Template holes, carrying all the amusement, but a bit less of the rigor of high Raynor style.
Among other delights, there is a 275 yard Cape (#5) that might be the most fun hole I play; the most attractive Road Hole (#11) I know of in the US; a memorable, semi-blind exciting Short (#15), replete with Spectacle bunkers and a bathtub/thumbprint green, as well as a very short, unique "Knoll" (# 12) (played for last 35 years at 215 yards) where Jim U has recovered/is uncovering a tee at about 260 yards that changes the mindset and the golfers idea of attack entirely.
Beyond tree clearance and badly needed drainage in the S/E quadrants of the property, Jim U has also brought back a proper kick plate to the now-polished, proper Redan (#10)... significant expansion and recapture of the entire Alps (#4), rehabilitating the Biarritz (#3), and perhaps the most significant work of all, the recapture of the old Punchbowl (#6) green in the approach short of the Cornish green that was made in the 60s and 70s. I'm told it will now play as a par 4 (from 5) on the card, but like the 12th Knoll, I really don't care about an individual hole's carded "par" in awarding merit. (It all adds up to about 72, and thus every hole is treated as a solution of 4...a view my many rounds at Blind Brook help instill.)
To confirm and/or dispel some of the notions made earlier in the post:
It was conceived as a retreat for that old line wealth, containing familiar names to students of America's early golf years (Findlay Douglas, Ellis Knowles, Horace Hotchkiss, Robert Gardner, Morgans, Whitneys, Pomeroys... the entire Mayflower manifest) and in the zeitgeist of the first organizations devoted to Senior Golf, most prominently the USSGA and their annual tournament (still tri-hosted by BB with Apawamis and Round Hill)... Consequently, yes, its members and the club have had a lot of cross-pollination with ANGC, Seminole, Old Elm...you know the names.... Yes, Eisenhower was a member (I own what I believe may have been his favorite club chair). Paul Rudovsky's post about membership and its ethos are spot on...both 50 years ago and his observations about the current day.
Yes, for almost all of its existence I know about, there was no Golf Professional; there was so little play (3000-4000k annual rounds), it was no place to ply ones wares, give lessons or run a "program."...Instead the Caddiemaster sold some sundry items and a shirt/hat or two (and even gave occasional lessons).
Tim M's post of most-lucrative caddying around is perhaps mis-drected because there was a unique situation. The reason that rates were always ahead of their time, perhaps better than that, is that because with such a dearth of play, it turned into caddie-by-appointment... there were only about 6-10 "daily caddies," (almost all older men, retirees) which was adequate for walk up play, anything greater, they knew about it and Roland or Charlie would call the caddiemasters at all the nearby Purchase/Greenwich clubs (six others within 3 miles) and you'd get set up.
Once you had made a visit successfully, you were on "the list" and Roland or Charlie would call you direct. It worked out great because BB had their "outings" (24 - 40 people) on the dead mid week days at your regular club... so it was sweet extra work, guaranteed, because they were one of the few clubs to pay for a rain-out/cancelled loop.
As all things must (sadly), Blind Brook is changing...the new young wealth, the expensive (though needed) reno-storation; there's a young pro now, who is looking for these new 8 and 9 figure guys to play, buy, take lessons, gets their wives playing (you know the story). So the Blind Brook 5-10 years from now will have like 12,000 rounds, be active, there will be a calendar and new sorts of stresses and not resemble the original ethos of the club in any respect except top wealth.
But its a great, great course -- of which I'm continually surprised more people don't know of. ...a facet soon to be over.