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$6,150,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24205524 MLS
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich
$4,500,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24202628 MLS
A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstairs, the spacious primary suite is joined by three additional bedrooms, two of which are en suite. A fifth bedroom and flexible living space on the lower level provide additional accommodations. Expansive terraces extend the living spaces outdoors, overlooking the sweeping grounds and putting green, while a circular drive creates an impressive approach. A rare combination of scale, privacy, and setting, just minutes from central Greenwich.

74 Glenville Rd, Greenwich
$10,750
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24190690 MLS
Spacious furnished/unfurnished rental on a cul-de-sac close to beach, pool, schools and neighboring shops, offering the perfect combination of comfort, convenience and coastal living. A dramatic entry foyer welcomes you to an elegant living room featuring a fireplace. The formal dining room is ideal for hosting large family gatherings and special occasions, while the eat-in kitchen provides ample space for everyday. Adjacent to the kitchen, the 2-story family room with fireplace, offers a generous and comfortable setting. Upstairs, the luxurious primary suite features a fireplace, walk-in closets and en-suite bath designed for comfort and relaxation. Two (possibly 3) additional bedrooms, 2 additional bathrooms complete the second level. Walk-out Lower level has laundry, and full bath.

2 Stormy Circle Dr, Greenwich
$8,795,000
6 Beds ⋅ 10 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24177074 MLS
Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors and sunlit living space. A grand foyer opens to a gracious floor plan of spacious rooms perfect for formal entertaining and casual living. Highlights include an airy sun room, coffered ceiling family room & breakfast room, all opening to a expansive terrace with stunning lawn and garden views. Generous space for a new custom kitchen. Luxurious primary suite features two marble Waterworks bathrooms, walk in closets and a sitting room with access to a private balcony. An additional private guest suite provides enhanced comfort for guests. A welcoming garden level offers a media room, wet bar, wine cellar, gym with full bath and playroom with access to a private outdoor covered terrace. The main residence has a three car garage. There is a charming two story carriage house with storage for two more cars. This stately home, located on a quiet cul-de-sac, is close to downtown Greenwich with fine shopping and dining and transportation to NYC.

55 Calhoun Dr, Greenwich

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