Connecticut homes for sale starting at Fifty Thousand Dollars

$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.

$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.

$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.

$15,000,000 - Fairfield, CT

4800 Congress Street Fairfield, CT - Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the open, landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Private wings radiating off the house center accommodate guests comfortably. A hidden theater and a stunning Moroccan lounge with bar are some of the special features of this extraordinary property. The barn-style pool house with full kitchen, bath and spacious gym, the pool, and a heated paddle tennis court are all easily accessible from the main residence. The updated stone gatehouse accommodates guests or staff. A two story office pavilion is tucked in a private garden area. The landscape offers open vistas, meadows and an orchard. There is potential for equestrian use. Live in ultimate style and easy elegance at this private retreat just a quick commute to NYC and airports. Fairfield and Westport town centers are in close vicinity. Enclosed behind a stone wall and surrounded by a 155 acre nature preserve, this is a uniquely private haven.

$14,000,000 - Washington, CT

220-226 Tinker Hill Road Washington, CT - Stunning Modernist Villa with Panoramic Views. Featured in Architectural Digest in August 2007, this dramatic property sits on a hillside with some of the most sweeping and magical views of Lake Waramaug. It was designed by award-winning architect Steven F. Haas and is situated on 18+/- beautifully landscaped acres, romantically designed by the well-known landscape designer Renny Reynolds with a view reminiscent of the French alps. Everything about the five-bedroom, five full and three half-bath house was designed to bring the light inside with the gardens and magnificent views beyond. The house is organized on either side of a wide barrel-vaulted, glass ceilinged walkway. On both sides of this walkway are generously proportioned rooms with high ceilings, most of which have limestone flooring, mahogany ceilings and floor-to-ceiling mahogany framed "window walls" that open to the outdoors. The first-floor primary suite is privately located with its own terrace overlooking the lake. All of this combines to create a continuity of unique and beautiful materials combining to achieve the overall effect that the outdoors is inside, with light streaming from all sides and above. This extraordinary estate consists of not only the strikingly unique main house but also an architecturally stunning pool, reflecting pool, formal gardens, cutting and vegetable gardens & complementary guest house. A true modern masterpiece. Included in the 18-acre offering is a separate 7+/- acre parcel.

$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.

$12,400,000 - New Canaan, CT

544 Oenoke Ridge New Canaan, CT - A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. 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. 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.

$12,400,000 - New Canaan, CT

$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.

$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!

Connecticut listings for sale

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