Connecticut listings for sale

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$25,500,000 - New Canaan, CT
104 Dans Highway New Canaan, CT - Welcome to Le Beau Chateau, a grand French-style manor house originally built in 1937 on a 52 acre property restored and reimagined by Reed & Delphine Krakoff to perfection. Boasting pedigree, provenance and stunning design, this timeless and priceless estate (formerly owned by copper heiress Huguette Clark) has been magically transformed with a deep respect for its history, and a seamless infusion of bespoke finishes, quiet luxury and comfort connecting with the natural light and views beyond. Surrounded by open meadows, gentle streams and woodlands, the extraordinary property has been thoughtfully enhanced amid rolling lawns, wildflower gardens, specimen trees, a gorgeous pool and tennis court. Also includes 2 cottages; a 2 BR caretakers cottage - 1096 sq ft and an exercise pavilion 1296 sqft. This enchanting compound remains one of Fairfield County's last great private estates.
1937 | 9 | 12 | 14,266 sqft.
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$18,500,000 - Greenwich, CT
41 Meadow Wood Drive Greenwich, CT - With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height ceilings, creating an atmosphere of grandeur and space. The luxurious primary suite features water views and a spa-like bathroom, providing a rejuvenating private sanctuary. A separate guest suite on the main level ensures comfort and privacy for any visitors, making it a great space for family or friends. This property is a perfect blend of luxury and comfort, offering an unrivaled living experience.
2007 | 6 | 8 | 10,275 sqft.
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$15,000,000 - Westport, CT
50 Compo Mill Cove Westport, CT - Welcome to The Cove House-a once-in-a-generation waterfront retreat nestled on the secluded Compo Mill Cove, where every day feels like a vacation. Accessible by private footbridge, this serene coastal escape offers panoramic views of the Long Island Sound, sandy beach frontage, and the kind of tranquility that's become nearly impossible to find. Inside, light pours through walls of glass, blurring the line between indoor living and nature. The open-concept layout features a chef's kitchen, cathedral-ceiling great room, and multiple outdoor terraces made for sunset cocktails, barefoot mornings, and unforgettable gatherings. Wake up to the sound of waves. Paddleboard from your backyard. Entertain under the stars. This is more than a home-it's a lifestyle. Private. Rare. Irreplaceable.
2008 | 5 | 6 | 3,955 sqft.
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$13,900,000 - New Canaan, CT
544 Oenoke Ridge New Canaan, CT - Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year 6 million dollar renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. Not only was the main residence improved and expanded upon a brand new 2,000 square foot 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End Estate into a true masterpiece. In a recent interview with Dinyar, he stated he believes in today's market this estate would cost in excess of 25 million dollars to replicate the main house alone, excluding land costs, the new 5,000 square foot wellness center and fully renovated guest house. The main residence's addition includes a new kitchen, great room, outdoor courtyard, and study. Providing the inspiration for the great room was Castle Duart, located on the Isle of Mull and featured in the 1999 movie Entrapment in which Sean Connery and Catherina Zeta-Jones, playing art thieves, practice their moves for a high-tech heist. FURNISHED option available for separate pricing.
1929 | 12 | 14 | 18,000 sqft.
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$13,900,000 - New Canaan, CT
544 Oenoke Ridge New Canaan, CT - Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich & William H. Childs House in Brooklyn. In 2014 the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year $6MM renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. The main residence improved & expanded upon a 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End into a true masterpiece. In a recent interview with Dinyar, he stated he believes in today's market the main house alone would cost in excess of 25 million dollars to replicate.
1929 | 12 | 14 | 18,000 sqft.
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$12,995,000 - Warren, CT
132 Curtiss Road Warren, CT - A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering comprises six parcels of open fields and forest with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been home to thoroughbred racehorses and generations of equestrians. This property includes two vintage main houses, a guest house, a guest cottage, an in-ground pool with pool house, and staff quarters attached to a twelve stall stable and carriage barn. Miles of footpaths and trails lead to natural springs, a seasonal pond and streams, and a rocky outcropping archaeologists believe was used as a shelter by native settlers. Located in the heart of Litchfield County, within two hours of Boston and Manhattan, this is the ideal opportunity for those that appreciate the history and grandeur of a property of this caliber.
1820 | 9 | 10 | 7,528 sqft.
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$11,950,000 - Salisbury, CT
406 Wells Hill Road Salisbury, CT - Linden Hill Farm, an estate of unparallelled elegance, is one of the most magical properties in Litchfield County, combining a sense of a by-gone era with the finest modern amenities. Built in 1929 and exquisitely renovated by a renowned NY designer, the 6-bedroom, 5 full & 3 half-bath gracious Georgian Revival w/original oakwood floors, 6 antique fireplaces & multiple outbuildings sit on 72+/- private, breathtaking acres w/meadows, expansive verdant lawns punctuated by ancient trees, sculpted boxwood gardens, delightful perennial gardens & views of the Berkshires. A double-height, front-to-back entrance hall leads to a stone terrace that spans the back of the house, w/ long established perennial gardens overlooking 40 acres of fields & meadows. The reception rooms are light-filled, of grand proportions, and have antique French doors leading to the back terrace. A lovely sunroom opens to a formal garden. Expansive eat-in kitchen w/a center island offers commercial grade appliances, fully equipped Butler's pantry & a delightful dining area w/French doors leading to the terrace & kitchen garden. A cozy dark-paneled library adjoins. Up an exquisite curving staircase, the primary suite w/fireplace, 2 baths, 2 dressing rooms, sitting room & terrace overlooks a formal boxwood garden. 2 more ensuite guestrooms w/fireplaces are nearby. In a separate wing: 3 more bedrooms w/large game room above. Oversized pool w/summer kitchen, pool house & tennis court. A Magnificent Country Estate.
1929 | 6 | 6 | 8,334 sqft.
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$11,800,000 - Westport, CT
260 Hillspoint Road Westport, CT - Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect for quietly enjoying the seaside ambiance. Entertain guests in the adjoining family room with a grand fireplace, the elegant dining room, and the striking music room all featuring wrap-around windows that showcase panoramic views of the Long Island Sound.The upstairs primary suite is a sanctuary with front and back balconies,a spa-like primary bath,an upstairs office and stunning views. Two additional bedrooms with a shared bath and a guest room with a private bath and balcony overlooking the Sound complete the second floor.The third floor offers two more bedrooms or flex space, a balcony overlooking the Sound, and a full bath.The exquisite craftsmanship continues on the lower level, a recreational paradise featuring a full gym, a lounge area with a fireplace, a media room, a pool table area with a bar, a fabulous wine room, and an extraordinary aquarium! Enjoy working from home in your private office or relax by the heated pool and spa. An outdoor kitchen enhances your charming and private backyard and also includes access to two tennis courts. Live every day like you're on vacation!
2007 | 5 | 6 | 10,800 sqft.
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$10,995,000 - New Canaan, CT
358 Lukes Wood Road New Canaan, CT - This exquisite 7 bedroom & 11 bath colonial residence & compound set on 4.78 acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The harmonious transition between interior and outdoors is facilitated by numerous access points, connecting the elegant indoor spaces to expansive outdoor spaces, including guest house/pool house leading out to the pool & spa w/pergola. The lower level offers versatile space with golf simulator & putting green, bar area, gym/yoga studio, wine cellar and home theatre. Renovated barn w/inlay hardwood floor & sport court is next to tennis court. Full house generator. Prop in CT & NY.
1941 | 7 | 10 | 16,008 sqft.
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$8,995,000 - New Canaan, CT
928 West Road New Canaan, CT - The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Location on 6.5 flat & dry private acres with room for a Pool, Pool House, Sports Court and Guest House (with special permit application). Seven ensuite bedrooms, transitional style throughout with beautiful finishes & clean lines. Four fireplaces with a wonderful flow & generously proportioned rooms. Glorious primary suite with stunning bath including radiant heat floors & cathedral ceiling. Paneled library, custom millwork throughout, bright chef's kitchen with adjacent breakfast room, family room with coffered ceiling, finished lower level and 3rd floor, large mudroom with radiant heat floors. Elevator ready. Design services provided by Haley Design Company to customize this spectacular home. All photos are examples from a prior building project. Woodcrest Homes has a stellar reputation and a roster of highly satisfied clients. The lucky buyer has the ability to fully customize this property to meet their preferences. This is a dream estate with many possibilities to create your own compound on this private 6.5 acre West Road property.
2025 | 7 | 8 | 11,494 sqft.