Pleasantville Country Club

Pleasantville Country Club stands out in this county sweep as the single clearest case of golf being bundled directly into a homeowner's monthly carrying cost. The club itself is a modest 9-hole A.W. Tillinghast design from 1926, but the residential development built around it -- marketed as 'The Townhouses at Pleasantville Golf Club' -- has, per multiple real-estate and HOA sources, a monthly HOA fee that explicitly includes golf club membership and clubhouse use. This is meaningfully different from the more common Westchester pattern of a freestanding private club surrounded by (but not integrated with) desirable housing: here, buying the townhome is how a resident gets golf access, not a separate, parallel process.

A 2003 New York State Department of Taxation and Finance advisory opinion addressing Pleasantville Country Club, Inc. adds a genuine paper trail suggesting this bundled arrangement is not simply a marketing claim but has a documented tax/structural history -- though buyers should confirm current terms directly, since a 2003 tax opinion describes that era's structure, not necessarily today's.