Photo credit: Evan Joseph/Compass

This Water Mill waterfront home at 38 Cobb Isle Road could easily be a glittering international resort, complete with gorgeous indoor pool and spa right off the kitchen. The pool becomes an outdoor pool in warm weather, and the house itself is on Mecox Bay with the views you’d expect, surrounded by water. Asking $9,495,000, the home, designed by renowned Southampton-based architect Mark C. Matthews, spans 6,150 square feet and has six bedrooms; there’s a gym and full bath above the garage, which could become a guest suite.

More waterfront getaway, this way

All photos courtesy of the Armour–Stiner House

Not only is Westchester’s Octagon House the stuff that Instagram dreams are made of, but it is the world’s only eight-sided, fully-domed Victorian home. This holiday season, the Armour–Stiner House, as it’s officially known, will open its doors at night for a special event that invites guests to tour the restored 1872 house while it’s full of seasonal decorations. There will also be hot refreshments served and “dramatic interpretations of Washington Irving’s ‘Old Christmas.'”

Read more

All photos by Michael Bowman Photography

The great thing about this house in Litchfield, Connecticut is that it can satisfy two ends of the design spectrum (h/t Curbed). For mid-century-modern lovers, its six-part A-frame design and geometric interiors check the boxes, while its country setting and wood-filled rooms will please a more rustic sensibility. Listed for $835,000, the four-bedroom home sits on 15 acres and boasts three stone fireplaces, multiple outdoor decks, and exposed redwood beams throughout that frame incredible double-height views.

Take the full tour

Photo credit: Steve Rossi Photography for Sotheby’s International Realty.

88-year-old veteran television talk show host Regis Philbin (“Live! With Regis and Kathie Lee/Kelly,” “Who Wants to Be a Millionaire,” “America’s Got Talent”) and his wife, Joy, have put their Greenwich, Connecticut home on the market for $4.595 million (h/t WSJ). The ask is a significant drop from the home’s purchase price a decade ago when the couple moved in. The 13,661-square-foot residence was built in the style of an English Manor, complete with a pool, tennis court, and a garage that holds five cars. The Philbins are selling in order to spend more time with family in California; Ms. Philbin said in a statement that “this house will always be our favorite…There was always room for everyone.”

Tour the manor

Listing images by James Patrick Cooper; courtesy of Compass

You wouldn’t be able to tell from looking at this unassuming Tarrytown home that it’s actually a mash-up of historical structures, though the remaining steeple provides a little clue about its past. The current kitchen and dining area was once a carriage house, the living room once served as the town’s general store and post office, and the parlor room was a one-room schoolhouse in the 1700s. The three structures were fused together in 1900 to create what is now 13 Heritage Hill Road. Spanning nearly 2,500 square feet, the three-bedroom residence is on the market for $950,000.

Take a look around

Photo credit: Alon Koppel courtesy of Heather Croner Real Estate/Sotheby’s International Realty.

Known for the “romantic modernist” residential architecture of so many iconic angular beach houses in the Hamptons, Norman Jaffe was a prolific architect who designed more than 600 projects during his 35-year career. Jaffe, who died in 1993, used passive solar design and lots of glass and wood in his striking waterfront homes. Built in 1993, the 12,980-square-foot residence at 1981 Broadway, asking $5.9 million, diverges a bit from his usual style. Set high on a bluff over the Hudson River surrounded by 20 acres of waterfront land in Ulster County, New York, the home’s design refers to classic Greek architecture along with Jaffe’s usual attention to natural light and shadow.

Tour this unforgettable waterfront home

Images courtesy of Houlihan Lawrence.

Even in the Westchester County village of Dobbs Ferry, NY, the 4.2 acre Cricket Hill estate seems a world removed from modern life 20 miles away in New York City. The 6,000-square-foot stone and shingle country house is both characterful and updated for modern living, but the enchanted grounds, including a terraced walled garden, free-form pool and grape arbor, appear unaltered by time.

Tour the home and grounds

Listing images courtesy of Houlihan Lawrence

The deed for this 30+ acre Greek Revival farmhouse and apple orchard at 340 Route 9H in Claverack (a hamlet with views of the Catskills located about five miles from Hudson) has only changed hands three times since it was built in 1842. If you’re looking for a place to grow some roots—and apples—this retreat has plenty to offer. Also known as Miletus Farm, the sprawling property includes a 2,200 square foot home, several outbuildings, a tennis court, and a garage, in addition to the idyllic orchards, which also grow peaches and apricots. The property was on the market last fall for $999,000 and is now listed for a reduced $699,000 with the option of including a three-bedroom caretaker’s house into the sale for a total of $899,000.

Read more

Photo credit: Weston Photos, courtesy of Compass.

Located in Weston, Connecticut, this unique home was built of log and stone in 1920 and has been completely restored by its current owners to offer the same cabin-in-the-woods charm it undoubtedly had back then. Asking $998,000, the house has the necessary modern amenities plus bonus additions like a detached garage with a studio/in-law space above it–and a picture perfect country setting complete with a pond and stream. The house doesn’t just look cabin-like: There’s an actual heated cabin on the property, with a campsite and a fire pit.

Get a closer look