Connecticut listings for sale

$7,995,000 - Stamford, CT

140 Wallacks Drive - Your own private island compound on Long Island Sound with beautifully sited significant Caritas Island waterfront estate on 3.5 acres w/ staff quarters, accessed by gated causeway. Extraordinary amenities include 200' pier w/ dock, heated salt water lap pool, expansive flagstone terraces, sandy beaches, stone walkways and footpaths, koi pond, Lord & Burnham greenhouse, 3BR stone guest cottage & carriage house with 2 apartments & 5 garage bays. English Manor house designed to capture the magical waterfront presence of this spectacular site with 13 BR's, 10.2 baths, 8 fpls. & panoramic views from almost every room. A world apart, yet easily accessible. Classic period details have been carefully preserved to maintain the integrity of this distinguished property. A once in a lifetime opportunity! Being sold "As Is". Potential short sale. All offers subject to court/bank approval. Requesting Proof of Funds to confirm showing.
1909 | 13 | 12 | 14,149 sqft.
$8,995,000 - Kent, CT

33 Nodine Pasture Road - West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20’ stone fireplace, sun-filled formal dining room with three exposures, huge Chef’s kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and master bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children’s bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.
1991 | 6 | 9 | 8,933 sqft.
$12,500,000 - Greenwich, CT

3 Hekma Road - A premier custom Georgina Estate located in the bucolic area of back-country Greenwich. This architecturally significant home was designed by awarding winning architect, Douglas VanderHorn, and custom built by noted builders, Significant Homes. An immense amount of natural light is enjoyed throughout the entire house with high ceilinged rooms and french doors to the terraces and gorgeous gardens filled with boxwoods, crabapple trees in a parterre oasis.
2011 | 7 | 10 | 13,409 sqft.
$14,995,000 - Cornwall, CT

400 5 1/2 Mile Road - This extraordinary estate with a beautiful Georgian Federal-style home was designed by the American architect Allan Greenberg for world-renowned tennis legend Ivan Lendl. Ride through the gates passing horse paddocks, a barn, and up a long and meandering driveway to the impeccable stone house. Enter the first floor passing a grand staircase to a light-bathed main floor with virtually every room boasting French doors to beautiful gardens and patios. A wood-paneled library, spacious living room, formal dining room, and family room, all with fireplaces and wide plank oak floors, as well as a trophy room/office and an eat-in chef’s kitchen with state-of-the-art appliances and butler’s pantry complete the 1st level. The primary bedroom suite with 2 oversized walk-through closets, a sitting room, and a luxurious oversized bathroom accompanies an office with a paladin window, a children’s library, and 3 additional ensuite bedrooms on the 2nd floor. The third floor has 5 en-suite bedrooms. Additional indoor amenities include an indoor pool adjoining two locker rooms, a sauna, a workout room, and a full-sized gymnasium. Outside there is a heated gunite pool with a cabana, tennis court, and play court. The attached 3 bay garage is complemented by a 3 bay detached garage with office space on the second floor. All of this, overlooking the Connecticut foothills.
1992 | 10 | 15 | 18,000 sqft.
$16,000,000 - Warren, CT

132 Curtiss Road - 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 race horses 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 | 10 | 12 | 7,528 sqft.
$29,900,000 - Greenwich, CT

21 Vista Drive - Proudly presenting a unique opportunity to acquire one of the most significant waterfront estates in Greenwich history. 21 Vista boasts the rarity of 5.8+ acres and 750+ ft of shoreline frontage with breathtaking water views from sunrise to sunset. Located in the Indian Harbor Association where a guarded gate house allows heightened privacy and security, yet the convenience of downtown Greenwich is just moments away. Spectacular curb appeal with stunning mature landscaping, flat expansive front and rear yards, tennis court, deep water dock, and a magnificently sited pool provide endless enjoyment and entertaining possibilities. The exquisite bones of the original house built in 1939 are on full display throughout; from the soaring entry, to the recently refreshed grandiose formal areas and family spaces to the bedrooms with views of water and sky, sprawling guest suites and generous staff accommodations all offer boundless options to create a modern living plan, or a multi-generational compound. A substantial addition built in 2000 features a decadent indoor lap pool, a great room with beamed ceiling in excess of 20ft, and comfortable guest areas with private entries. Create and fulfill all your waterfront living dreams at the tip of the peninsula, end of the cul de sac, monumental 21 Vista Drive.
1939 | 11 | 18 | 19,786 sqft.
$30,000,000 - Greenwich, CT

30 Field Point Drive - Remarkable Belle Haven Classic Georgian Colonial with only 2 previous owners. The estate sits on almost 6.4 acres. 2, 1 acre lots have been subdivided thus able to create a compound in addition to the guest house and cottage flanking the driveway. A brick walled inner courtyard leads to the front door. Grand center hall with fireplace and wood paneling opens to a columned terrace overlooking the beautiful property. It was built in 1900 and enlarged over the years with the largest addition in 1991, nearly doubling the size of the home. The magnificent library features a doorway and details from Grosvenor House, London. Formal dining room with marble fireplace. Living room has raised wainscoting, original murals and a marble fireplace as well as french door to a covered terrace. 2nd fl has a grand master suite as well as 6 bedrooms. A unique property with unparalleled privacy and beauty.
1900 | 11 | 11 | 18,068 sqft.