Connecticut homes for sale starting at Fifty Thousand Dollars

$49,500,000 - Greenwich, CT

545 Indian Field Road Greenwich, CT - Welcome to 545 Indian Field Road in Greenwich CT. This stunning Georgian Colonial on 1.6 waterfront acres commands awe-inspiring vistas of the Long Island Sound in the guard-gated enclave of Mead Point Association. Timeless architecture and meticulously selected finishes, inspired by both the past and present, were impeccably crafted in 2014. The first floor reflects a sophisticated design that encompasses the beauty of the natural and built environments throughout the formal and informal spaces. The luxurious primary suite includes a seating area, a spa-like bath with sauna, dual dressing rooms and an oversized balcony. Outside, luxury and wellness meet at multiple seaside seating areas, the pool, dock, beach, cove for swimming, kayaking or fishing, and just listening to the waves.

$28,500,000 - Greenwich, CT

97 Pecksland Road Greenwich, CT - Truly unique 19 Acre Estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the primary lot of 8.71 acres, with 2 further sep parcels of 5.3 and 5.13 acres for a total of 19.14 acres in the 2 acre zone. A substantial amount of mature trees balance wide open park like spaces with lawns to the front and rear of the main home. Classically designed to show a high degree of architectural integrity and balance. The Grand entry foyer with double staircase set the tone for the living spaces within. Large informal and formal spaces blend for an ideal venue for large scale entertaining, both inside and out. First floor features an oversized living room / bar area, multiple office spaces, guest suite, dining room, kitchen / fam room and kennel room for 3 large dogs. 3 car garage off the mudroom along with 3 car port cochere for day to day parking. A car collectors dream awaits in the lower level with further parking for over 30 cars. Lower level also features a generous wine cellar, tasting room and golf sim. A huge master suite with terrace overlooking the rear yard, master sitting room and multiple bathrooms and walk in closets. 6 further fam / guest suites and large

$18,500,000 - Greenwich, CT

7 Cobb Island Drive Greenwich, CT - This truly magnificent 10-acre waterfront compound on Long Island Sound has a remarkably private setting with 440' of direct water frontage. The panoramic vistas to the east and south across Cos Cob Harbor and out to the Long Island Sound provide an incredible array of breathtaking water views. The property is bordered to the south by the 50-acre Copper Beech Farm. The 5-bedroom shingle style residence was completely renovated in 2018 highlighted by an exquisite glistening kitchen and incredible bathrooms with extraordinary marble slab designs. In addition to the waterside pool and spa, the expansive compound includes a Vermont style barn serving as a guest house and party barn flanked by a lighted tennis court. This unique waterfront estate has a back country secluded ambiance, yet it is close to town. Truly a rare opportunity to acquire a world-class property and enjoy in the current state or build an incredible great estate.

$14,900,000 - Lyme, CT

109 Elys Ferry Road Lyme, CT - Architectural Waterfront Masterpiece in Lyme. The molding, woodwork, paneling, painting, and design are of the highest level of craftsmanship and can be seen in every detail. Designed by Cynthia Filkoff and Armand De Baise, built by housewright H.P Broom. The secluded, gated estate is situated on just over eleven and a half magnificently landscaped acres designed by Peter Cummins and Christopher Thorpe. Majestic views of Hamburg Cove with nearly 350+ feet of water frontage and a private dock, (6 feet of depth at low tide and can accommodate a 70-foot vessel) including an exclusively private beach. The home, the swimming pool, and the poolhouse overlook Hamburg Cove. Pristine manicured grounds with a koi pond, mature trees, and harmonious stonework to match. Porte-cochere leads to the five-bay garage courtyard, a guest house, and a home gym. Separate guest apartment is approximately 1,100 square feet. Hamburg Cove is often recognized as one of the most special and popular boating destinations in all of the Northeast. Close to farmer's markets, restaurants, museums, tennis, yoga, golf, sailing, paddle tennis, marinas and art galleries. Only two hours to New York City and Boston. Short distance to the Old Saybrook and New London train stations, Tweed New Haven, Hartford Bradley, and TF Green Airports.

$13,995,000 - Greenwich, CT

80 Meadow Wood Drive Greenwich, CT - A rare opportunity to experience coastal living in Greenwich's most coveted neighborhoods - The Belle Haven Association. This beautiful 6 bedroom home spans approximately 8,350 square feet across three levels, boasting a meticulously designed home with expansive covered terraces and inviting outdoor spaces. All bedrooms are ensuite with with walk-in closets with the exception of one bedroom on the lower level. This home has a Whisperkool platinum split wine cellar, a gym and yoga room. Conveniently located near schools, upscale shopping destinations and a wealth of recreational opportunities, this home offers the perfect blend of luxury, lifestyle and coastal charm.

$13,995,000 - Greenwich, CT

80 Meadow Wood Drive Greenwich, CT - A rare opportunity to experience coastal living in Greenwich's most coveted neighborhoods - The Belle Haven Association. This beautiful 6 bedroom home spans approximately 8,350 square feet across three levels, boasting a meticulously designed home with expansive covered terraces and inviting outdoor spaces. All bedrooms are ensuite with walk-in closets with the exception of one bedroom on the lower level. This home has a Whisperkool platinum split wine cellar, a gym and yoga room. Conveniently located near schools, upscale shopping destinations and a wealth of recreational opportunities, this home offers the perfect blend of luxury, lifestyle and coastal charm.

$13,500,000 - Westport, CT

50 Compo Mill Cove Westport, CT - PRIVATE WATERFRONT PARADISE! Tranquil location offers unrivaled access to Panoramic Ocean views of Long Island Sound. A short walk across the Wooden Footbridge w/ Sherwood Mill Pond on your left and LI Sound on your right leads to the gated private Island of Compo Mill Cove & a handful of unique waterfront homes. The property itself has been customized from top to bottom w/ exceptional thought & detail. Only house on the Cove w/ a secure, storm surge concrete wall. Featuring over 3950 sq ft of living space, 5 beds, 5.2 baths, an open floor plan w/ wall to wall windows that offer 180 degree views of the ocean from every room. First fl features a living room w/ fireplace, family room, beautifully appointed wet bar, dining area, & gourmet kitchen w/ exclusive granite, Viking appliances, modern design, & a first fl bedroom w/ ensuite bath. Upstairs offers 3 additional bedrooms including a primary w/ a fireplace, private balcony w/ outdoor fireplace, & bathroom w/ sauna shower, tub, & double vanity. The highest quality materials were used in every corner of the home, from beautiful marble to custom imported Italian sici tiles, to state of the art electronic & digital components that can be used from within the home or remotely no detail was overlooked. Outdoors is equally as impressive w/ an infinity pool, outdoor kitchen, shower, bathroom, terrace w/ fireplace, lush gardens, fountains & impeccable landscaping that sit behind a gated, secure stone wall border. Just 1 hr from NYC!

$12,500,000 - Westport, CT

279 Saugatuck Avenue Westport, CT - Spectacular direct waterfront estate offering unobstructed views of Long Island Sound. Marvel at sunrises over the water and watch wildlife, boating and aquatic activities from your private piece of paradise. Launch your boat and wave runners from the 20 ft. floating dock and join the fun. Enjoy complete privacy from the meticulously landscaped 1.3 acres with a 168-foot seawall, 80-foot pier, and private beach. A heated pool /spa with expansive granite patios and multiple covered seating and dining areas provide the ultimate setting for waterside entertaining and relaxation. Front row seat to Westport's fireworks. No expense was spared in creating this 14 room custom manor house. Incredible attention to detail is evident throughout with its fine moldings, heated floors, onyx trimmed Art deco bar and glassed walled conservatory with forever views. The charming 2 bedroom cottage offers endless possibilities for guests or work from home office. This waterfront escape is just minutes to all the amenities that make Westport celebrated including Compo Beach, Longshore Club Park, Westport Country Playhouse, Levitt Pavilion, and Downtown Main Street Shopping and Restaurants. Please view the tour and video.

$12,000,000 - New Haven, CT

181 Clifton Street New Haven, CT - BUSINESS NOT INCLUDED IN SALE. Existing business to be relocated to new facility to be built. Owners looking to do a sale/leaseback until the new facility is completed. Buyer can use or develop the property at that time. Ideal for non-profit rehab center or adult care facility. Would cost 3-4 timea the asking price to replace this facility. Many options for this HC accessible medical facility.

$11,989,000 - Fairfield, CT

640 Sasco Hill Road Fairfield, CT - This magnificent estate was designed by renowned architect Roger Ferris and boasts 5 levels of living with spectacular water vistas of Southport Harbor. Entry to the main level is through an imposing 2 story limestone portico into the embrace of a soaring space that is the Gallery with its mesmerizing marmalade marble floor and stunning floating wrought iron circular staircase. From this point, all major rooms on the floor emanate in a logical clockwise progression: Living Room, Library, Family Room, Eat in Kitchen and Dining Room. Fabulous floor to ceiling windows and French doors open to take full advantage of Southport Village & Harbor, Country Club of Fairfield, Long Island Sound and the Manhattan skyline. The gracious Master Bedroom Suite has a sitting room with fireplace, his & hers full baths, dressing areas and private studies. Below the Master Suite are 6 en-suite bathrooms and media/playroom area. Below the main level is a Cabana Room with kitchenette, elaborate bath complex, sauna, exercise room, office and wine cellar which leads to an outdoor pool and limestone patio. Progressing down, the next level brings you to the indoor sports facility including a squash/basketball court and dance studio. The lowest level of this home has a 75 foot long Italian marble lined indoor pool with a glass skylight roof. Included on this stunning property is an outdoor heated gunite pool with spa. The Guest House has a Living Room, Kitchen, 2 Bedrooms, 2 Full Baths & 2 Bay Garage.

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