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189 Shore Road

Greenwich, Connecticut 06870

ACTIVE$8,750,000

Reduced from $10,950,000

Beds
4
Baths
4
SqFt
4,262
Acres
0.68
Year Built
1979
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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Waterfront2-Car Garage3 FireplacesPrice Reduced

About This Home

An extraordinary waterfront residence in Old Greenwich, offers a rare opportunity for sophisticated coastal living with spectacular, unobstructed water views from virtually every room. Meticulously redesigned by renowned architect Rick Swann, this exceptional home is defined by dramatic architectural details, soaring ceilings, and an open, light-filled floor plan that seamlessly blends indoor elegance with the serenity of Long Island Sound vistas. First-floor rooms are anchored by expansive walls of glass and French doors that open to a wrap-around deck, the ideal setting for refined entertaining against the backdrop of ever-changing waterfront panoramas. The gourmet kitchen showcases marble countertops, a generous island, and state-of-the-art appliances, reflecting both style and performance. Thoughtfully designed living spaces offer flexibility and grace, with a first-floor den that can serve as a fifth bedroom, private guest suite, or executive office. Each room is elevated by exceptional light and continuous water views, creating an immersive connection to the coastal environment. Set on a premier waterfront parcel with private dock access to Long Island Sound, this distinguished property embodies the ultimate in seaside refinement; a sanctuary of light, luxury, and lifestyle in one of Connecticut's most coveted coastal enclaves.

Key Facts

City/Town
Greenwich
Neighborhood
Old Greenwich
Property / Style
Single Family · Cottage
Year Built
1979
Days on Market
144 days
Beds
4
Baths
4 full
Living Area
4,262 sq ft
Lot Size
0.68 acres
Garage / Parking
2 garage
Property Taxes
$46,708 / Annually

Market Snapshot

The Greenwich Market

Single Family · trailing 12 months

View area

Median Days on Market

43

42 active listings

Median $ / Sq Ft

$858

42 active listings

Sale-to-List Ratio

100.4%

176 sales

How this home compares

List Price

$8.75M

vs $3.54M median

2.5× the median

Price / Sq Ft

$2,053

vs $858 median

2.4× the median

Days on Market

144 days

vs 43 days median

101 days longer than median

Based on 42 active and 176 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of July 27, 2026.

Location

189 Shore Road, Greenwich, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$51,423

per month

  • Principal & Interest$44,614
  • Property Taxes$3,892
  • Insurance$2,917
  • HOA$0

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

Location

City/Town
Greenwich
Neighborhood
Old Greenwich
County
Fairfield

Residence

Property Type
Single Family
Style
Cottage
Year Built
1979
New Construction
No/Resale
Living Area
4,262 sq ft

Schools

Elementary
Old Greenwich
High
Greenwich

Interior

Heating
Zoned
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Appliances
MicrowaveRefrigeratorWasherDryer
Basement
Full

Exterior & Lot

Lot Size
0.68 acres
Zoning
R-12
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
Ocean Frontage
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Shingle
Roof
Wood Shingle
Foundation
Block
Lot Description
Water View

Listing & Financials

Property Taxes
$46,708 / Annually
Days on Market
144
MLS #
24157191
MLS Status
Active

Similar Properties

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

Listed By

Joy Kim Metalios

(917) 620-9121

Houlihan Lawrence

(203) 869-0700

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 5:45 AM UTC.