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Listed by Geoffrey Wolcott of Four Seasons Sotheby's Int'l Realty
Hot tub in the landscape. Stately maples. Pristine pond. Vineyard. Orchard. Stream-side gazebo. Rich palette of traditional materials and finishes, subtly executed and superbly maintained. Short stroll to The Pinnacle and the 15,000 acre Putnam State Forest. Kitchen of patinated cabinetry, concrete, glass tile, stainless steel with an island seating many, all in front of the wood-burning fireplace. Adjacent office nook and pantry cupboards. Wolf, Sub-zero, and Gaggenau. Open to dining and great room. Screened-in 3-season porch with toasty soapstone wood stove and adjacent flagstone terrace. Wide-board pine flooring throughout. 1st floor primary suite w/ walk-in closet, private deck, and expansive bathroom of lichen green tile, frameless glass, and granite; with a clawfoot tub, large shower, bidet, and door directly to the landscape and outdoor shower. All overlooking the large swimming pond, mountain views, sunsets, and orchard. Large mudroom with built-ins. Private artist studio loft with separate staircase and utility sink. Loft family room with it's own staircase and 1/2 bath. A third staircase to 3 bedrooms with one en-suite. Lower-level fifth bedroom and/or gym space with 3/4 bath, sauna, fieldstone walls, and French doors out to the landscape and hot tub. Attached oversized finished and heated 1-car garage with utility sink and additional storage bay. Propane-fired standby electrical generator. Central humidification system. 2 storage sheds. 50 GPM well. Total rebuild means essentially 2009 new construction. SO MANY phenomenal family and friends gathering spaces, quiet refuges, work spaces, and storage areas. Pond swimming parties. Hammock naps in the gazebo. Contemplative glass of wine on the porch and dozing off to a serenade of crickets and owls. Fruit tree pruning with an Alfresco lunch beneath the pergola. Friends and family spilling in after snowshoe and skiing adventures and collective preparation of a hearty feast. Everybody wants to be here.

Property Details of 318 Upper Hollow Hill Road

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 16, 2026 5:54 PM EST

 

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