Real Estate Two Houses on 15.66 Acres With Views Over Kent Hollow, in South Kent A 1993 contemporary and a 1950s modern guesthouse—7 bedrooms, 5 fireplaces, two screened porches, and a Viking and Carrara marble kitchen, at the end of a private road. By Jamie Larson •
Real Estate Stylish 70s Cottage, Well Preserved, with Mega Views in Hillsdale Three bedrooms, 2 wood-burning fireplaces, a finished basement with wood stove, and long views of mountains and water—with a shared swim and fishing pond on the property. By Jamie Larson •
Real Estate Cute, Old, and Affordable, Next to Lime Rock Park in Salisbury Two fireplaces, a sun porch with walls of windows, a country kitchen, and a den—in the Lime Rock section of Salisbury, just listed at $485,000. By Jamie Larson •
Real Estate The Bryant Farm at Bells Pond: 66 Acre 1820 Greek Revival Farmstead in Livingston 1,800 feet of Taghkanic Creek, rolling hay fields, a private orchard, three barns, and an in-ground pool. By Jamie Larson •
Real Estate Woodsy Wood Cabin With Wood Stoves and Woodland Views in Richmond, Near Tanglewood Vaulted ceilings, exposed beams, a loft balcony, a wood stove, and wraparound decks on 2.54 wooded acres—minutes from Tanglewood. By Jamie Larson •
Real Estate Sky Farm Modern: A Will Meyer House on 4.74 Acres, in Copake A single-level minimalist composition with a suspended fireplace, a wall of glass, wide-plank ash floors, a sauna, and seasonal views of Copake Lake through the trees. By Jamie Larson •
Real Estate Extravagant Contemporary on 120 Acres Along the Williams River, in Great Barrington 12,968 square feet, 9 bedrooms, a 25-meter saltwater lap pool, a 3,000-square-foot barn, and three-quarters of a mile of Williams River frontage—10 minutes from town. By Jamie Larson •
Real Estate A Renovated 1800 Eyebrow Colonial With a Barn and Pond, on 15 Acres in Canaan Original exterior, updated kitchen and baths, a two-story barn with workshop, and wetlands you can explore by canoe—10 minutes from the Berkshires. By Jamie Larson •
Real Estate A Wooden Mountaintop Castle on 62 Acres in Sharon Seven thousand square feet on a private ridgeline, surrounded by conservancy land, with two ponds and subdivision drawings available. By Jamie Larson •
Real Estate Hammertown: The 1774 Colonial Compound Where Joan Osofsky Started It All, For Sale in Pine Plains Five bedrooms in the main house, a 2-bedroom guest cottage, and the barn that housed circus elephants, then 40 years of one of the region's most beloved design stores. By Jamie Larson •
Real Estate The Black Mountain House: Secluded in South Egremont's Jug End Preserve A 1976 chalet reimagined top to bottom—Finnish sauna, cedar hot tub, Miele kitchen, screening lounge, and 5 bedrooms bordering 3,000 acres of protected wilderness. By Jamie Larson •
Real Estate Big 1915 Brick Colonial on a Full Acre in Lenox Pocket doors, crown moldings, a marble kitchen, 5 bedrooms, and a summer porch—a short walk from Tanglewood. By Jamie Larson •