Photos by Gabriel Zimmer of Catskill Image for Sotheby’s International Realty

Set on nearly nine verdant acres in Sullivan County, this unique circa 1820 farmhouse incorporates its history with elements of modern design so beautifully that it has been featured in Architectural Digest and Dwell magazine, the latter of which called it “a living laboratory for how to bring the vernacular past into the present.” Known as Floating Farmhouse, the 3,400-square-foot Catskills home and barn sit at the edge of a swimming creek with a waterfall. Among its star features is a covered porch that appears to hover above the water. Asking $2,875,000, the home is available for the first time since a four-year rebuilding process by acclaimed designer Tom Givone created its current stunning form.

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Photo credit: Home Tour Vision

In a verdant spot that’s seriously away from it all in Redding, CT, this 3,484-square-foot contemporary home–and 3,000-square-foot heated barn–on two acres is asking just $899,000. A veritable country estate for less than $1M, the property also features an Olympic-sized pool, a solarium, and a winery. The main house has been renovated with new flooring throughout.

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Listing photos by Michael Bowman

Just 90 minutes from Manhattan, this dairy farm in Kent, Connecticut was built in 1900 and converted to a residence by its previous owners. In addition to retaining the beautiful silo (which now holds an office and home gym), they preserved the original hand-hewn posts and beams and cathedral ceilings with skylights and invested in antique furniture and art to highlight the history of the space. The kitchen and bathrooms were modernized, and a wonderful pool deck was added. The property sits on 14 acres along the Housatonic River, and the grounds include hiking trails. All of this is asking just $1 million.

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Listing photos by Alon Koppel

Fourteen acres is certainly a lot of land, but this “family compound” in Stuyvesant, New York makes very good use of it. To start, the 138-year-old barn (which was originally home to the horses that pulled blocks of ice cut from a winter-frozen Hudson River) has been restored and converted into a soaring home, complete with 25-foot beamed ceilings. Also on the property are a 2,500-square-foot studio, a walled garden with a greenhouse and dining area, a 72-foot salt water pool, and a writer’s cottage, all set against a Catskills backdrop. It’s on the market for $2,750,000.

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All photos courtesy of Sean Fowler, Planomatic

A five-acre estate in Connecticut that once belonged to a New York City heiress and patron of the arts is now asking $1.995 million. The property at 453-455 Newtown Turnpike was once owned by Alice DeLamar, the daughter of Joseph Raphael DeLamar, a mining mogul who made a fortune in the industry during the late 19th century. Throughout her life, Alice financially supported the careers of many artists and writers, even allowing many of them to stay at her multiple properties. The unique compound includes a four-bedroom main house, two guest cottages, an 1800’s blacksmith forge, and a three-room “dollhouse.”

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Photo credit: Courtesy Corcoran Country Living

In Germantown, a converted post and beam barn has hit the market for $3.6 million. Presently a three-story home with three bedrooms, the property at 114 Best Lane offers an eclectic take on the classic farmhouse, with high, wood-beamed ceilings and four massive fireplaces. Constructed in 1865, the Hudson Valley home has been restored as an artistic indoor-outdoor living oasis, which also includes an adjacent “guest barn” and nearly 15 acres of land.

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A converted barn in Westchester County that sits on three acres of land and boasts gardens, orchards, and an in-ground pool has hit the market for $1.35 million. Located in the hamlet of Hartsdale, which is roughly 20 miles from New York City, the property, known as Hillbrook Farm, offers the best of both worlds: sprawling, private green space and easy access to restaurants, retail, and public transit.

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All listing photos courtesy of Houlihan Lawrence

Two hours north of the city in the Dutchess County town of Wassaic, you can own an entire 125-acre farm for the price of a three-bedroom Manhattan condo. Known as Avalon Farm, the $2,950,000 property has a nearly 3,000-square-foot contemporary main house, along with a fully functional barn, an in-ground pool and adjacent log cabin pool house, tennis court, and its own stream. It’s definitely secluded, but the farm is a quick drive to downtown Amenia, which is full of restaurants, antique shops, and even a drive-in movie theater.

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Tons of artfully created details, a wood-burning stove and modern comforts–from rain shower head to reading nooks–add up to a warm welcome at this upstate barn listed on Airbnb for $255 a night. It looks like a perfect escape from city life without having to rough it–and barns are cooler than cabins anyway. The hosts have been at this for a while, so they’ve got all the details covered, including wifi and a programmable smart TV so you don’t have to miss your shows. Set on four-and-a-half acres in the quaint-but-cool town of Tivoli, NY, about 100 miles from New York City in the Hudson River Valley near Bard College, the barn offers five beds on three levels, for up to six guests.

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