Photos by Bernadette Queenan for William Pitt Sotheby’s International Realty, unless otherwise noted

The Connecticut mansion once owned by the author Samuel Clemens, aka Mark Twain, is on the market for $4,200,000. Located in the Fairfield County town of Redding, the yellow home, built in the style of a Tuscan villa, sits on nearly 29 private acres and contains four bedrooms. Twain, who lived at the property from 1908 until his death in 1910, called the home “Stormfield” after his own short story titled “Captain Stormfield’s Visit to Heaven.”

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Listing photos by Alan Barry Photography

Sixty years ago, carpenter and contractor Ed Cady founded East Coast Barn Builders, which not only constructs new homes made to look like 18th- and 19th-century barns, but actually preserves and relocates historic English- and Dutch-style barns. This Cady masterpiece in Roxbury, Connecticut incorporates both. The 17.5-acre Rockridge estate includes a 10,346-square-foot mansion that is a Colonial reproduction flanked by two pristine Civil War-era barns from upstate New York, which were dismantled and reassembled onsite. The incredible interiors include hand-built cabinetry, locally forged hardware, and soaring beamed ceilings. The property is on the market for $4,250,000.

You’ve gotta see the whole place

Listing photos courtesy of Brown Harris Stevens

An equestrian estate in Connecticut found about 90 minutes from Manhattan is now on the market for $1.25 million. Located in the town of Sherman within the Housatonic Valley, the 10-acre Blue Bell Farm contains a nine-stall barn, riding ring, and a log cabin that serves as the cozy main residence. The quiet property is surrounded by 200 acres of protected land, adding to its peacefulness.

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In Weston, Connecticut, about an hour-and-a-half drive from NYC, you can buy this amazingly converted church for $865,000, the price of a very tiny one-bedroom apartment in Manhattan. Built in 1890, the former Swedish church has been transformed into a quirky yet beautiful single-family home, complete with stained-glass windows, cathedral ceilings, and wooden ceilings beams. At 2,382 square feet, it has three bedrooms, plus a lovely rear patio.

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All photos by Randy O’Rourke

A sprawling property in Connecticut that has a five-bedroom main residence, a 50-seat Greek-style amphitheater, tennis courts, and an indoor-outdoor pool, all spread across 100 acres, is on the market for $11,950,000. Designed by Gray and Organschi Architecture, the modern gem at 46 Senff Road was actually built into the hillside, constructed with a mix of granite, limestone, and Alaskan cedar to fit more seamlessly with the surrounding landscape.

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Listing photos courtesy of Houlihan Lawrence

For the price of a not-huge Manhattan apartment, you can own this entire 17.5-acre farm in New Canaan, Connecticut, just one hour from NYC. The Extown Farmhouse was originally constructed circa 1776 in the Georgian vernacular style, and it retains much of its original character including structural timber framing, woodwork, floorboards, and fireplace mantels. Also on the property are a main barn with a silo, a three-bay garage, a restored farmhouse cottage, a wood shed, hobby house, chicken coop, turnkey shed, smoke house, large raised-bed vegetable garden, and a fruit orchard.

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All photos courtesy of Brown Harris Stevens

A charming 18th-century farmstead in Connecticut’s Fairfield County is on the market for $1,150,000. Located on two private acres at 289 Nod Hill Road in Wilton, the property includes a four-bedroom main house, a barn, four additional detached structures, and a chicken coop. Built in 1790, the cozy home boasts some original details, including the historic hearth in the “keeping” room.

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All listing photos by Samuel Rodriguez & Steve Rossi for Sotheby’s International Realty

Fashion mogul Tommy Hilfiger has unloaded the last of his Greenwich, Connecticut properties for $45 million, Sotheby’s International Realty tells 6sqft. The 22-acre estate was built in 1939 and resembles a French chateau from the outside, with an eclectic, European flair inside. It’s located on the summit of Round Hill, the highest point in Greenwich, providing views of the Long Island Sound and Manhattan skyline. Other lavish amenities include a baronial Elizabethan-style spiral staircase, six fireplaces, a pool house, tennis court, and parterre gardens. According to the Post, he and his wife Dee Ocleppo bought the home for $31.37 million in 2010, after which they spent millions more on renovations.

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All photos by Borgatta Photography

A $2.6 million estate that “transports you to the pastoral English countryside” is for sale in Weston, Connecticut. The historic eight-acre property at 5 Norfield Road was once home to Alice DeLamar, an heiress and patron of the arts who was once considered America’s richest woman. DeLamar built the home, later named Stonebrook, in 1930. The estate includes a 10-room main residence, a guest cottage, a horse barn, and a 50-foot-long swim tunnel that leads from the basement to the oversized outdoor pool.

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Downtown Rhinebeck, NY. Photo by Juliancolton via Wikimedia Commons

It’s not news at this point that throughout 2020 the suburbs of New York City were flooded with new home buyers, pushing up prices and leading to unbelievable bidding wars. But what is news is just how much certain upstate areas saw a rise. According to Houlihan Lawrence’s Q4 2020 Market Report, Putnam and Dutchess counties saw a 269-percent increase in home sales $1 million and over. And in Westchester county, sales $2M and higher grew by approximately 53 percent.

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