$6,995,000
Greenwich, CT 06830
MLS# 124480
6 beds | 6.3 baths | 7292 sqft

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Property Description
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
Details
Maps
Location Property Info
List Price: $6,995,000
Type: Single Family Residence
Street #: 105
Street Name: Woodside
Street Suffix: Drive
State: CT
Zip Code: 06830
County: Fairfield
Area: 3 - Greenwich
Property ID: 01-1081/S
# Bdrms: 6
# FBths: 6
Baths: 6.3
OfficeContract Info
Status: Active
List Date: 2026-03-12
General Property Info
Year Built: 1930
Year Renovations: 2015
Year Addition: 2015
Garage #: 2
Elementary School: Julian Curtiss
Middle School: Central
Pool: No
Court: No
SqFt +/-: 7292
Acres +/-: 0.88
Property Features
Entry Hall Ceilings: Extra Height
Entry Hall Comments: Entrance Foyer
Living Room Comments: Built-in Features; French Doors
Dining Room Ceilings: Coffered
Dining Room Comments: Formal
Family Room Ceilings: Vaulted Ceiling(s)
Family Room Comments: Adjacent Kitchen; Wet Bar
Powder Room Ceilings: Extra Height
Kitchen Ceilings: Extra Height
Kitchen Comments: Breakfast Room; Gourmet
Primary Bdrm Ceilings: Vaulted
Primary Bdrm Comments: Dressing Room; Multi-Closets; Primary Bedroom Suite
Primary Bth Comments: Luxury Bath; Sep Shower; Steam Shower
Laundry Comments: Separate Room
Other Room Comments: Mudroom
Other Room Comments 3: Exercise Room; Media Room; Wine Cellar
Design: Other
Cooling System: Central Air
Heat System: Combination
Heat Fuel: Natural Gas
Hot Water: Gas
Attic: Finished
Basement Type: Finished
Water Source: Public
Sanitation Source: Town Sewer
Gas Source: Public Utility
Exterior: Stone
Parking Description: Attached Garage
Roof: Tile
Lot Description: Level
Waterfront Descrip: Lake; Waterfront
Features: Back Stairs; Cedar Closet(s); Gated; Invisible Fence; Security Guard; Security System; Terrace
Included: All Kitchen Applncs; Invisible Fence; Washer/Dryer
Excluded: Call LB
Supplements
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!!
Listing Office: Houlihan Lawrence
Last Updated: March - 12 - 2026
Listing information comes from various sources and may not always be accurate. No representation or warranty is made as to the accuracy of this information. You should verify any information that is important to your buying decision. Greenwich Multiple Listing Service, Inc.