271 Overlook Drive, Greenwich, CT 06830

$4,795,000
5
BD
5
BA
4,778
SqFt

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List Price
$4,795,000
Status
PENDING
MLS#
125962
Year Built
2011
Bedrooms
5
Bathrooms
5
Acres
0.29
Living Area
4,778

Property Description

The property you have been waiting for! Chic, sun-filled and turn key, this beautifully appointed five-bedroom home pairs fresh, modern interiors with the warmth and character of a classic Greenwich residence. Tucked into the coveted Milbrook Association, just around the corner from the private Club and minutes from Greenwich Avenue, the train and schools, 271 Overlook offers an exceptional combination of neighborhood charm, in-town convenience and relaxed luxury. High ceilings, hardwood floors and abundant natural light set the tone throughout. Gracious formal rooms give way to a welcoming Great Room with fireplace, a sun-filled breakfast room and newly redesigned contemporary kitchen with direct access to an expansive stone terrace. A walk-in pantry, mudroom and powder room complete the main level. Upstairs, the spectacular primary suite features vaulted ceiling, an exceptional closet and a luxurious bath with radiant heated floors. Three additional light-filled bedrooms provide generous accommodations for family and guests. The finished lower level adds flexible living and entertaining space with a wine cellar, family/playroom, office/gym, second laundry and en-suite bedroom. Outside, the setting is truly enchanting with lovely lawn for play, a shaded terrace and a fantastic vegetable garden. Experience the best of Milbrook, with dedicated security, a neighborhood playground and a welcoming sense of community, plus priority positioning for Club membership. Just steps away, the Milbrook Club offers golf, tennis, paddle, swimming and dining - an exceptional lifestyle in one of Greenwich's most coveted neighborhoods. This is Greenwich living at its best!

Additional Information

Taxes
$21,549
Lot Size
12,632
Interior Features
Pantry, Central Vacuum
Heating
Natural Gas, Forced Air
Cooling System Type
Central Air
Sewer
Public Sewer
Water Source
Public
Fireplaces
2
Exterior
Shingle Siding, Stone
Garage Spaces
2
Elementary School
Julian Curtiss
Middle School
Central

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Calculator source: Real Geeks

Listing courtesy of Ellen Mosher from Houlihan Lawrence.

Listing information provided by the Greenwich Multiple Listing Service, Inc. © 2026. Last updated: