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324 Fellows Rd, Pittsfield
$2,450,000
4 Beds ⋅ 4 Baths ⋅ 5110057 MLS
Set within 210 acres of unspoiled forestland spanning Killington and Pittsfield, Vermont, The Tweed River Estate is a truly one-of-a-kind property, a private sanctuary where nature and craftsmanship meet. Designed by a renowned architect, the bespoke home is a masterwork in its own right, with exposed beams, high-end custom woodwork, and windows throughout that fill every room with light. Every detail, from the stonework to the finest materials, reflects the artistry of master stonemasons and skilled craftsmen. The house is perched above the Jimmy Dean Brook and the Tweed River, where the sound of running water settles peacefully over the property. Enveloped by forest on all sides, the stone, concrete, and timber structure sits on its mountain top setting so naturally that it feels less built than grown from the land itself, as if it had always been there. Large windows, stone patios and a second-floor porch frame views down the valley to the northeast and out across the surrounding woodland. On mornings when fog fills the valley below, the houses, elevated location gives the sensation of floating above the world on a cloud, a true private retreat. The property spans 210 acres across two contiguous parcels, the majority of which is untouched private forest in Pittsfield, with development potential on the 89-acre Killington parcel. Combining privacy, character, and genuine architectural originality, the estate remains just minutes from an impressive range of amenities, ski resorts, shops, and dining, making this a rare chance to own a home and landscape unlike any other in Vermont.

324 Fellows Rd, Pittsfield

490 Clough Rd, Pittsfield
$1,890,000
3 Beds ⋅ 2 Baths ⋅ 5086512 MLS
Looking for the family compound? Here is your chance, 2 post and beam buildings, the main house and the other completed but would need to be hooked into well and septic. Set in the country, with open fields and woodlands with miles of trails meandering through untouched hardwood forest, down to historic spring fed Wild Goose Pond. Over 300 feet of owned waterfront on this quiet, peaceful, private lake, where loons gather and the fishing is incredible. Take the kayak out for a paddle to watch the sunset and you may encounter a curious loon, kingfishers, eagles, and hawks. Included with this remarkable property you will discover two stunning post and beam buildings, each with attached 2 car garage. Moving along down the paved driveway towards the back of the main house you will find a 3-room barn with one stall and storage area for hay and equipment and an additional 10 x 20-foot run-in shelter in the field behind the barn. A separate greenhouse, a waterfall garden and Koi Pond, a separate irrigation well and sprinkler system, and extensive rock wall landscaping. (see attachments re: each homes features) Centrally located in the lakes region, 30 minutes from Concord, 45 minutes from Portsmouth and just 1.5 hours from Boston. Presently a business running from 2nd post and beam, but offers so much more for the outdoor enthusiast, tell us your story.

490 Clough Rd, Pittsfield

1310 & 1311 Upper City, Pittsfield
$799,000
4 Beds ⋅ 4 Baths ⋅ 5081561 MLS
Oh the Views! Perfectly sited, this Quintessential 1780 Colonial Farmhouse is framed by lovely landscaping & timeless New England charm. This exceptional homestead includes two separate parcels: 4.5 country acres surrounding the home plus an additional 3.06 acres w/ vintage barn just across the street. Brimming with charm & character, this expansive home has been thoughtfully updated & improved throughout. The 4 season porch serves as an ideal mudroom & a welcoming place to unwind. A recently renovated kitchen features new appliances, cabinetry & quartz countertops, and open seamlessly to a sun-filled family room with informal dining and scenic backyard views. The main level also offers a classic dining room, living room, private office (or potential bedroom), fully bath, second mudroom, and a pantry/canning area leading to the carriage house & bonus room. Upstairs, you'll find a spacious primary suite, a 2nd ensuite bedroom, a 3rd bedroom & bath, and a sunlit office or 4th bedroom. Additional highlights include abundant closet space, a convenient laundry area & charming front & back staircases. Beautiful details shine throughout - moldings, wide pine floors and a blend of informal living spaces across 4,156 sq ft. The carriage house/garage offers ample space for vehicles, a workshop & future expansion. This property has been meticulously maintained w/updated systems. Step outside from the family room onto a charming stone patio overlooking "froggy pond", gardens, red maples, fruit trees & more. The vintage barn, sold "as is" offers incredible potential is sited on the separate parcel. With endless possibilities, farm equestrian property, multigenerational home, ADU, Bed & Breakfast, event venue - this peaceful and picturesque homestead is ideal for living, working and playing.

1310 & 1311 Upper City, Pittsfield

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