105 Woodside Drive, Greenwich, CT 06830
- $6,750,000
- 6
- BD
- 9
- BA
- 7,292
- SqFt
- Sold Price
- $6,750,000
- List Price
- $6,995,000
- Status
- CLOSED
- MLS#
- 124480
- Closing Date
- Jun 22, 2026
- Year Built
- 1930
- Bedrooms
- 6
- Bathrooms
- 9
- Acres
- 0.88
- Living Area
- 7,292
Property Description
105 Woodside Drive captures the very best of Country Club Living in Greenwich. Chic stone 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 with incredible water view 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. Life in Milbrook is uniquely effortless--gated privacy, dedicated security and a neighborhood playground create a true sense of community, while membership at the Milbrook Club brings golf, tennis, paddle, swimming and dining just steps away. This is what you have been waiting for!!
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Additional Information
- Taxes
- $53,260
- Lot Size
- 38,332
- Waterfront Desc
- Waterfront, Lake
- Interior Features
- Entrance Foyer, Built-in Features, Vaulted Ceiling(s), Sep Shower, Back Stairs, Cedar Closet(s)
- Heating
- Natural Gas, Combination
- Cooling System Type
- Central Air
- Sewer
- Public Sewer
- Water Source
- Public
- Fireplaces
- 4
- Exterior
- Stone
- Garage Spaces
- 2
- Elementary School
- Julian Curtiss
- Middle School
- Central
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Listing courtesy of Ellen Mosher from Houlihan Lawrence.
Selling Office: .Listing information provided by the Greenwich Multiple Listing Service, Inc. © 2026. Last updated: