Greenwich, CT 06830 (MLS # 24159292)

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PRICE $6,995,000 dsIDX morgage calculator
BEDS 6
BATHS 7.5
HOME SIZE 7,292 sqft
LOT SIZE 38,333 sqft

105 Woodside Drive captures the very best of Country Club Living in Greenwich. Chic fieldstone classic set within the gated Milbrook community, home to the coveted Milbrook Club, with the opportunity to apply for private membership--creating a lifestyle where recreation, relaxation, and social life are just moments from your front door. Perfectly sited overlooking the lake on nearly an acre, the six-bedroom residence blends modern interiors with an effortless indoor-outdoor flow designed for entertaining and everyday enjoyment. Renovated and expanded for seamless living, the crisp, light-filled residence unfolds across four levels, highlighted by a spectacular great room with soaring 19-foot ceilings, elegant formal rooms, and a welcoming family room that opens to a gourmet kitchen with center island, professional appliances and a sunny breakfast room. French doors lead to terraces and a lush backyard--an inviting setting for outdoor dining, gatherings, and play. Upstairs, the serene primary suite offers generous walk-in closets and two luxurious baths, accompanied by three additional ensuite bedrooms. A versatile top floor provides two more bedrooms or a creative retreat, while the finished lower level (additional 1500+ sq ft) has another media area, gym, wine space and much more.

DAYS ON MARKET 4 LAST UPDATED 3/16/2026
YEAR BUILT 1930 GARAGE SPACES 2.0
COUNTY Fairfield STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Julian Curtiss
Jr. High School Central
High School Greenwich


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
AMENITIES Security
APPLIANCES Dishwasher, Dryer, Gas Cooktop, Gas Water Heater, Oven, Refrigerator, Washer
BASEMENT Finished, Full, Yes
CONSTRUCTION Stone
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Hot Water, Natural Gas
HOA DUES 10826
INTERIOR Entrance Foyer
LOT 0.88 acre(s)
LOT DESCRIPTION Corner Lot, Level, Waterfront
PARKING Garage Door Opener, Attached
SEWER Public Sewer
STYLE Colonial
TAXES 53260
WATER Public
WATERFRONT Yes
WATERFRONT DESCRIPTION Lake
ZONING R-12
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing courtesy of Houlihan Lawrence
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