The Black family acquired the property in 1958. Earlier owners included members of the Olmstead family with Charles Olmstead building the original house some time before 1823. In October of 1999, the Town of Wilton purchased a conservation easement over the property to ensure the land will be protected. Sitting at the crest of Olmstead Hill Road the farm features rolling vistas of stone wall-lined fields against a woodland backdrop. The farm, still cultivated for hay, supports several horses and goats. Records from the Wilton Historical Society list the Black Farm “… as one of the finest and

Featuring hiking, picnicking and athletic fields and is a prime fishing site.

The diverse terrain ranges from flat flood plains and swamps to moderate to steep slopes, cliffs and rocky crests. Rock formations include complex schists and fine-grained gniesses. Huckleberry Hills Brook, a prominent feature of the preserve, flows from the north. The brook appears to run continuously over the year. Fed by a drainage system which includes Kent Pond and Henderson Pond, Huckleberry Hills Brook ultimately drains into Rock Lake and Norwalk Preserve.

A popular walking spot, one can stroll to the water's edge and often see ducks or swans. A great blue heron, black-crowned night heron or green-backed heron may occasionally be observed by quiet visitors.

The preserve is an ideal spot for a family walk. The trails are wide and relatively smooth, and the landscape offers a mix of rises, wetlands, and modest outcroppings. Rock walls thread through much of the preserve indicating it was once a collection of woodlots harvested by early settlers to fuel their stoves and fireplaces. The two miles of existing trails have been expanded into recently-acquired contiguous acreage, and into town-owned open space. Historical note: General Benedict Arnold and 400 Connecticut militia pursued 2,000 British troops through portions of this remote section of

Mostly open deciduous woods comprise the 74.5 acre preserve. However, two superior stands of planted evergreens along with two open fields give the Gregg Preserve a diversity of cover types, which make a visit most intriguing. The network of trails occured mainly under private ownership. One section of the trail system follows and crosses Mayapple Brook with a series of wooden bridges. The brook meanders throughout the parcel flowing generally from east to west. The parcel's largest wooded swamp situated in the north drains to the south and makes up a part of the Mayapple Brook watershed. The

Today, the house sits in part on the fieldstone foundation of the original barn, with a new barn geared to horses having been built to the south. The property hosts several horses and the fields are dotted with some 36 jumps, bridges and fords, which are not available to the public. The property is situated on a drumlin, providing spectacular views to the southeast of Keeler's Ridge. On-site, nearly half of the acreage is open fields with old stonewalls and hedgerows delineating their boundaries. The wooded portion is dominated by an expansive and impassable wetland that the trail skirts

Among the features of the parcel making it desirable open space are a fine stand of conifers, a pond, stream and a large wetland area. These amenities lend themselves well to passive recreational pursuits such as hiking, nature study, and birdwatching. The pond is the park's most dramatic feature. Ducks are almost always present on the pond. From the pond's shores, many forms of pond life can be observed. It is a tranquil place and lovely during all seasons of the year.

A major feature of this park is the boardwalk trail which allows visitors to walk into the heart of a red maple swamp. A variety of ferns and shrubs including tall cinnamon fern, fragrant sweet pepperbush and showy swamp azalea can be readily observed. Other trails pass through various woodland communities ranging from swampland to a dry ridge top. The arboretum trail is the longest and roughly follows the perimeter of the park.

This preserve features open pastures, lush wetlands, rolling forest and May-Apple Brook valley. Many features of the preserve still reflect its agricultural past. The trails cross several old fields in different stages of forest succession and a network of remarkable stone walls.