5 New York Estates and Development Parcels on Expansive Acreage

Set on 170 acres in Catskill, New York, the former world-renowned Friar Tuck Inn offers a rare restoration opportunity on a truly large scale. The property encompasses multiple structures, anchored by a hotel building with 370+ guest rooms and more than 300,000 square feet of total space across the site. With its storied name and expansive footprint, this is a place where the experience is as much about reimagining what’s already here as it is about the land itself—an estate-like setting with room for an ambitious vision. Whether approached as a careful revival or a comprehensive reinvention, the scope invites long-range thinking and a deep respect for what once made this destination widely known. The next chapter here can be written with patience, imagination, and an eye for legacy.

In the heart of the Geneseo business district, this prime corner parcel offers 48+ acres zoned Commercial and Mixed Use—an expansive canvas for a wide range of development possibilities. The setting is defined by visibility and momentum, with the area described as experiencing significant growth and a strong need for housing and apartment development. Public utilities are available, adding practical ease to long-range planning. Everyday convenience is close at hand: shopping is minutes away, as are the historic downtown village of Geneseo, SUNY Geneseo, hotels, and medical facilities including University of Rochester and Rochester General. Commuting and regional access are equally straightforward, with I-390 nearby, the airport roughly 30 minutes away, and the Finger Lakes and renowned wine country within easy reach—an address positioned for what comes next.

Size: 48.00 acres

Beyond a gated entry on Route 55 in Pawling, this custom-built mini estate unfolds across 88 private acres with breathtaking views and four-season beauty. Inside, a grand foyer with high ceilings, Brazilian cherry floors, and glass walls sets a light-filled tone for open-concept living. The kitchen is designed with the chef in mind, featuring top-of-the-line appliances, custom cabinetry, and a generous island, with an adjacent dining room for entertaining. Six bedrooms and 6 1/2 bathrooms support an easy rhythm for everyday life and hosting alike, while a 3-car attached garage includes an office and/or studio apartment above. Outdoors, manicured grounds frame an in-ground pool, a newly built Brazilian Ipe deck, lush landscaping, and fenced-in privacy. Separate living quarters, a dog wash station, and a powered outbuilding add welcome flexibility for work, guests, and hobbies.

Down a long driveway in Saugerties, this 55-acre estate pairs an 1830s farmhouse with a contemporary addition, creating a 4-bedroom, 3.5-bath retreat defined by privacy and craft. Hardie board siding, a standing seam metal roof, solar panels, and expansive custom windows frame the landscape and a fully fenced in-ground pool. In the addition, an eat-in kitchen with Hickory cabinetry, banquette, and an oversized walk-in pantry opens to a dramatic beamed living room with soaring ceilings, floor-to-ceiling windows, a stone gas fireplace, and a custom mural. The farmhouse wing preserves original wide board floors, hand-hewn beamed ceilings, a dining room with a wood-burning fireplace, and a two-story library lined with custom bookcases and its own staircase to a secluded ensuite. Radiant heat and plaster walls bring modern comfort to a timeless setting of forests, open spaces, trails, and stone walls—minutes from Woodstock, Saugerties, and Kingston.

Beyond private gates in Warwick, this custom-crafted Cape Cod unfolds across 5.4 landscaped acres, pairing timeless charm with generous, flexible living space. Three spacious bedrooms and three full bathrooms are thoughtfully placed on the first floor, alongside a living room anchored by a large wood-burning fireplace, a sun-filled formal dining room, and a kitchen finished with granite countertops, stainless-steel appliances, and an island eating area. French doors open to a saltwater inground pool area with a fire pit and horseshoe pit, designed for long outdoor afternoons in complete privacy. A four-season room with high-performance windows and a Lopi wood stove adds a cozy counterpoint, while upstairs rooms offer options for an office or study and more. The finished basement—shiplap walls, corrugated metal ceiling, and custom bar—adds game and lounge space. A separate finished barn with stalls and hayloft completes the rural lifestyle.