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.

See it all here

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.

See inside

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.

Look around

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.

See inside

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.

Take the full tour

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.

Take the tour

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.

Read more

All photos courtesy of Borgatta Photography

In Fairfield County, a 13-acre compound with a grand six-bedroom main residence, guest cottage, greenhouse, and a barn-style detached garage is now on the market for $5.195 million. Known as Byebrook, the sprawling property at 232 Newtown Turnpike was once home to late New York City real estate mogul Lawrence Wien, who used the property as a hunting lodge, as Westport News first reported. Surrounded by nature, the estate sits along the Saugatuck River and is near the Devil’s Den Nature Preserve, while still being just a 75-minute drive to Midtown Manhattan.

Take the tour

The Connecticut estate of Grammy Award-winning musician Paul Simon has returned to the market for $11.9 million, roughly $2 million less than when the property first listed last year. The 1938-built brick home at 82 Brookwood Lane sits on 32 private acres in New Canaan, about an hour’s ride from Manhattan on Metro-North. Simon and his wife, singer-songwriter Edie Brickell, bought the home in 2002 and raised their three children there.

Take the tour

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.”

Take the tour