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.

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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.”

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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.

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On three magical acres landscaped with weeping willow trees and enchanting gardens, this Cotswold-style cottage isn’t set in the rolling hills of rural England but in Greenwich, CT, less than an hour from New York City. Cotswold cottages are famous for their stone-clad beauty, and this one on Connecticut’s gold coast, asking $1.195 million, is no exception.

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Just in case panoramic water views from one of the East Coast’s most sought-after spots isn’t enough, this meticulously renovated traditional home at 16 Marlow Court at the mouth of Cos Cob harbor on Long Island Sound in Fairfield County, CT, comes with its own .15 acre private island. Consider it an extension of your back porch, just another part of your $6.25 million private estate on 200 feet of direct water frontage with views of the harbor and the Riverside Yacht Club.

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This adorable cottage, dubbed “The Mouse House” with a plaque on the front gate, is steps from coveted Campo Beach in Westport, Connecticut. Asking $999,000, the 1,229 square-foot four-bedroom home has been a popular Airbnb listing. It has literary cred as well: The current owner is a bestselling novelist.

Beach house tour, this way

Located a tiny village in Canaan, CT–it’s the second smallest in the state–this former church in a historic district is currently home to a prominent artist and architectural designer. And we can see why it might be the perfect creative recharging space. There’s even a reading nook in the bell tower. Built in roughly 1900, the two-bedroom single-family home at 24 Beebe Hill Road is on the market for $525,000.

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Photo by Marcott Studios; courtesy of William Pitt Sotheby’s  International Realty

Musician Paul Simon has just listed his New Canaan, CT countryside estate for $13.9 million–16 percent less than he paid for it (h/t Wall Street Journal). The 32-acre property that Simon and his wife, singer-songwriter Edie Brickell and their three children, have called home since 2002 includes a 8,500-square-foot main house and a private recording studio, formal walled gardens and a courtyard, landscaped grounds with a brook, meadows, woodlands, a great lawn, a pond, waterfalls and a three-car garage.

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Photo of 50 Cent via Wikimedia

Twelve years later, the massive Connecticut mansion owned by rapper-actor 50 Cent has finally sold. According to the Wall Street Journal, the musician’s mansion in Farmington sold for $2.9 million, 84 percent less than the $18.5 million he first sought in 2007. Most recently, the 17-acre estate was listed for just under $5 million. The home stretches 50,000 square feet and is decked out with 19 bedrooms, 35 bathrooms, its own night club, basketball court, movie theater, and G Unit-themed decor throughout.

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