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7 Bailiwick Road

Greenwich, Connecticut 06831

ACTIVE - NEW$4,250,000
Beds
5
Baths
4 | 2
SqFt
5,482
Acres
1.42
Year Built
1970
Matt Caiola

Matt Caiola

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Waterfront3-Car Garage2 Fireplaces

About This Home

Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk-in closets and luxurious marble bath with double vanities and oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor. Mature trees and new landscaping surround the perfectly level property, while an oversized three-car garage with soaring ceilings offers room for lifts and additional parking. An exceptional setting just minutes to Glenville and approximately 10 minutes to Greenwich Avenue and the train.

Key Facts

City/Town
Greenwich
Neighborhood
Glenville
Property / Style
Single Family · Colonial
Year Built
1970
Days on Market
0 days
Beds
5
Baths
4 full · 2 half
Living Area
5,482 sq ft
Lot Size
1.42 acres
Garage / Parking
3 garage
Property Taxes
$30,002 / Annually
HOA Fee
$1 / Annually

Market Snapshot

The Greenwich Market

Single Family · trailing 12 months

View area

Median Days on Market

68

33 active listings

Median $ / Sq Ft

$859

33 active listings

Sale-to-List Ratio

101.2%

165 sales

How this home compares

List Price

$4.25M

vs $3.25M median

30.8% above median

Price / Sq Ft

$775

vs $859 median

9.8% below median

Days on Market

0 days

vs 68 days median

68 days fresher than median

Based on 33 active and 165 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of September 8, 2026.

Location

7 Bailiwick Road, Greenwich, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$25,879

per month

  • Principal & Interest$21,962
  • Property Taxes$2,500
  • Insurance$1,417
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Greenwich
Neighborhood
Glenville
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1970
New Construction
No/Resale
Living Area
5,482 sq ft

Schools

Elementary
Glenville
Middle
Per Board of Ed
High
Greenwich

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerSubzeroDishwasherWasherDryerWine Chiller
Basement
Crawl SpaceUnfinishedInterior Access
Interior Features
Audio SystemAuto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
Additional Rooms
FoyerLaundry RoomMud RoomSitting Room

Exterior & Lot

Lot Size
1.42 acres
Zoning
RA-1
Garage / Parking
3 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
View
Water Source
Public Water Connected
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckUnderground SprinklerPatio
Lot Description
Level LotProfessionally Landscaped

HOA / Association

Fee
$1 / Annually

Listing & Financials

Property Taxes
$30,002 / Annually
Days on Market
0
MLS #
24205146
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jennifer Leahy

(917) 699-2783

Compass Connecticut, LLC

(203) 343-0141

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/8/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/8/2026 at 5:10 AM UTC.