A modern home with sliding glass wall at one end, overlooking a large garden with woodland in the distance
© Nick Laroche

Estate, New Marlborough, Massachusetts, $10mn

Where Not far from the Connecticut-Massachusetts state border, about a 3-hour drive from Boston.

What Accessed via a covered bridge over the Konkapot River, this 298-acre estate comprises a three-bedroom main house, a two-bedroom caretaker’s house, and two guest cottages offering a total of four bedrooms. It features a six-stall horse barn, indoor and outdoor riding arenas, paddocks and a fruit and vegetable garden.

Why Designed by architect Tom Kundig, with the landscape design by Tom Stuart-Smith, the property is characterised by indoor-outdoor living and looks out across Berkshire County towards the Taconic Mountains.

Who William Pitt Sotheby’s International Realty 

A coastal home surrounded by greenery and blue ocean

House, Chatham, Massachusetts, $8.495mn

Where On Stage Island, in Chatham, at the south-eastern tip of Cape Cod. It’s about 2 hours’ drive from Boston. 

What A five-bedroom, four-bathroom coastal property with 4,000 sq ft of interior living space, a large kitchen, underfloor heating and decking for alfresco entertaining. A Boston Whaler fishing boat is included in the sale. 

Why In a tranquil setting on the crest of Stage Island, the property enjoys picturesque views of Stage Harbor and Nantucket Sound beyond. 

Who Robert Paul 

A house with a wood exterior and stone terrace surrounded by gardens

House, Weston, Connecticut, $1.695mn

Where On Lyons Plain Road in the town of Weston, Connecticut, a little more than an hour’s drive from Midtown Manhattan.

What A 2,953 sq ft, four-bedroom, three-bathroom home dating to 1790, set on 3.45 acres of land. This converted barn features vaulted ceilings with wooden beams, hardwood floors, an office, a library and a sun room with underfloor heating. There is also a three-car garage.

Why French doors open to stone terraces overlooking the Saugatuck River. Outside is a greenhouse and vegetable garden. 

Who Douglas Elliman

A home and several buildings painted yellow on a lawn with forest in the background
© Craig Hermle

Estate, Newport, New Hampshire, $2.5mn

Where On Croydon Brook Road in Newport, New Hampshire, about 2 hours’ drive from Boston. 

What Dating to 1880 and set within more than 100 acres of land, this estate is made up of a six-bedroom main house and a two-bedroom guest house. The property also includes a four-bedroom guest house, to be sold subject to life tenancy agreement to the caretaker. Highlights include the master suite with sleeping porch, the great room with mahogany bar, the detached library and the workshop.

Why Surrounded by fields and forest, this hilltop property offers peace, seclusion and views of Mount Sunapee. 

Who Four Seasons Sotheby’s International Realty

The interior of a glass and wood home

Estate, Stowe, Vermont, $16mn

Where On North Hill Road in Stowe, Vermont. It’s a 45-minute drive to Burlington international airport, which serves major cities including New York, Chicago and Toronto.

What An estate of more than 68 acres with a total of eight bedrooms across the main house and guest house. The property features an art gallery, barn, six-car garage, hot tub, tennis court, golf course, helipad, two ponds and sweeping lawns.

Why The property is in the ski resort town of Stowe, known as the “Aspen of the east”.

Who Luxury Portfolio International / Pall Spera Company Realtors

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