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8 Hickory Dr, Greenwich
$3,599,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24213048 MLS
A striking expression of modern luxury, 8 Hickory Drive delivers sophisticated design, exceptional craftsmanship and high-end finishes across four beautifully finished levels. Set on 0.8 acres, the home pairs dramatic, light-filled living spaces with effortless indoor-outdoor flow. A deluxe chef's kitchen anchors the main level with open concept living to family room with fireplace. The primary suite is spacious and romantic with large walk in closet and spa bathroom. Four additional spacious bedrooms offer refined comfort and privacy. The finished third floor provides flexible space for work or retreat, and the lower level impresses with a private theater, gym and recreation spaces. Every detail has been thoughtfully considered, creating a home that feels as extraordinary as it looks.

8 Hickory Dr, Greenwich

17 Witherell Dr, Greenwich
$25,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24214311 MLS
Unique opportunity to rent this newly updated residence in the heart of the coveted Rock Ridge Association. Set on an exceptionally private, level 2 acre park-like property, this prime mid-country location offers estate-like privacy just minutes from downtown. Enjoy peaceful views of Horseneck Brook and adjacent conservation land. The charming 5-bedroom home features a primary suite plus four additional bedrooms, including an oversized bedroom ideal for an au pair/in-law suite with its own private entrance as well as access from the second-floor hall. Highlights include three fireplaces, a screened-in dining and lounging porch, and a lower-level family room. A rare combination of privacy, space, convenience and natural beauty.

17 Witherell Dr, Greenwich

150 Prospect St Unit 21, Greenwich
$4,595
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208963 MLS
Beautiful and quiet two bedroom, three bath condo in downtown Greenwich, CT with new 2024 hardwood floors installed. Incredible location with a 5 minute walk to the parks, ferry, train, playgrounds, shops and restaurants. This Condo has its own attached two-car garage plus an additional outdoor parking space, for a total of three parking spots. Features include central air conditioning, new hardwood floors, living room with fireplace, dining room with French doors leading to a private outdoor patio for relaxing and barbecuing, and yard. Updated kitchen with stainless steel appliances, quartzite countertops and hardwood floors. The 2nd floor has 2 en-suite bedrooms including the primary with walk-in closet. This unit has a washer/dryer and lots of storage. Conveniently located! A pleasure to show!

150 Prospect St Unit 21, Greenwich

38-48-58 Quaker Ln, Greenwich
$30,000,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24210105 MLS
Behind iron gates, a private drive winds to a stately shingle-style residence set high above the landscape, with sweeping western views. Exquisitely renovated, the home offers five bedrooms, five full and two half baths, and seven fireplaces. The French country kitchen, with its hand-laid wood-inlay floors, sets the tone for a home of rare craftsmanship. The grounds are a private retreat of orchards, a vineyard, a raised vegetable garden, and open fields. An infinity-edge pool and spa are complemented by a one-bedroom guest cottage that also serves as garage and pool house. The residence is offered furnished, with select exclusions. Available together with the adjoining 12 horse stable equestrian property with a beautiful Mediterranean 5 bedroom home, the three parcels form a complete estate of exceptional scale and privacy. Showings by private appointment.

38-48-58 Quaker Ln, Greenwich

21 Calhoun Dr, Greenwich
$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

74 Glenville Rd, Greenwich
$4,390,000
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

2 Stormy Circle Dr, 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

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