$4,795,000
Greenwich, CT 06830
MLS# 125962
Status: Pending
5 beds | 4.1 baths | 4778 sqft
1 / 1
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.
Details
Maps
Location & Property Info
List Price/SqFt: 1003.56
Zoning: R-12
Owner Financing: No
Section: South of Post Road
Association: Milbrook
For Rent: No
CIOA: Yes
# HBths: 1
# FPs: 2
General Property Info
Acres +/-: 0.29
Year Renovations: 2020
Elementary School: Julian Curtiss
Middle School: Central
Pool: No
Court: No
Year Built: 2011
Garage #: 2
SqFt +/-: 4778
Tax & Misc Info
Assessment: 2055410
Mill Rate: 10.484
Taxes: 21549
Sp Tax/Yr: 2026
Association Fee: 3124
Association Fee Frequency: Annually
Status Change Info
Contingency Date: 2026-10-08
Under Contract Date: 2026-10-16
Exterior
Shingle Siding: 1
Stone: 1
Design
Shingle: 1
Heat System
Forced Air: 1
Entry Hall Level/FP
1st: 1
Heat Fuel
Natural Gas: 1
Entry Hall Ceilings
Double Height: 1
Entry Hall Comments
Hardwood Floor: 1
Living Room Level/FP
1st: 1
FP: 1
Attic
Pull Down: 1
Lot Description
Level: 1
Roof
Asphalt: 1
Dining Room Level/FP
1st: 1
Cooling System
Central Air: 1
Library/Den Level/FP
LL: 1
Water Source
Public: 1
Sanitation Source
Town Sewer: 1
Gas Source
Public Utility: 1
Family Room Level/FP
1st: 1
LL: 1
FP: 1
Documents Available
Call LB: 1
Powder Room Level/FP
1st: 1
Kitchen Level/FP
1st: 1
Parking Description
Attached Garage: 1
Kitchen Comments
Pantry: 1
Updated in Past 5 Yr: 1
Primary Bdrm Level/FP
2nd: 1
Primary Bdrm Ceilings
Extra Height: 1
Included
All Kitchen Applncs: 1
Washer/Dryer: 1
Primary Bdrm Comments
Walk-in Closet(s): 1
Primary Bath Level/FP
2nd: 1
Primary Bth Comments
Luxury Bath: 1
Dbl Bdrms Level/FP
2nd: 3
LL: 1
Bath Level/FP
2nd: 2
LL: 1
Laundry Level/FP
2nd: 1
LL: 1
Laundry Comments
Separate Room: 1
Other Room Level/FP
1st: 1
Other Room Comments
Mudroom: 1
Other Room Level/FP 2
1st: 1
Other Room Comments 2
Butler's Pantry: 1
Other Room Level/FP 3
LL: 2
Other Room Comments 3
Exercise Room: 1
Wine Cellar: 1
Hot Water
Gas: 1
Basement Type
Finished: 1
Features
Central Vacuum: 1
Generator: 1
Security System: 1
Sprinkler System: 1
Terrace: 1
Excluded
Call LB: 1
Location Property Info
List Price: $4,795,000
Type: Single Family Residence
Street #: 271
Street Name: Overlook
Street Suffix: Drive
State: CT
Zip Code: 06830
County: Fairfield
Area: 3 - Greenwich
Property ID: 1-3193/S
# Bdrms: 5
# FBths: 4
Baths: 4.1
OfficeContract Info
Status: Pending
List Date: 2026-09-30
Property Features
Entry Hall Ceilings: Double Height
Entry Hall Comments: Hardwood Floor
Kitchen Comments: Pantry; Updated in Past 5 Yr
Primary Bdrm Ceilings: Extra Height
Primary Bdrm Comments: Walk-in Closet(s)
Primary Bth Comments: Luxury Bath
Laundry Comments: Separate Room
Other Room Comments: Mudroom
Other Room Comments 2: Butler's Pantry
Other Room Comments 3: Exercise Room; Wine Cellar
Design: Shingle
Cooling System: Central Air
Heat System: Forced Air
Heat Fuel: Natural Gas
Hot Water: Gas
Attic: Pull Down
Basement Type: Finished
Water Source: Public
Sanitation Source: Town Sewer
Gas Source: Public Utility
Exterior: Shingle Siding; Stone
Parking Description: Attached Garage
Roof: Asphalt
Lot Description: Level
Documents Available: Call LB
Features: Central Vacuum; Generator; Security System; Sprinkler System; Terrace
Included: All Kitchen Applncs; Washer/Dryer
Excluded: Call LB
Supplements
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!
Listing Office: Houlihan Lawrence
Last Updated: October - 16 - 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.