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58 Shore Road

Greenwich, Connecticut 06870

ACTIVE - NEW$19,995,000
Beds
5
Baths
5 | 2
SqFt
7,000
Acres
0.37
Year Built
2026
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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WaterfrontDock / MooringElevatorPool4-Car Garage2 FireplacesNew Construction

About This Home

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a facade clad in premium Thermory wood siding beneath a Spanish slate roof an exterior that feels both grounded and enduring.. Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence; featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances and a fully equipped secondary prep kitchen designed for effortless entertaining at scale. Upstairs, European white oak introduce warmth, while radiant heat continues throughout all main spaces and baths reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural

Key Facts

City/Town
Greenwich
Neighborhood
Old Greenwich
Property / Style
Single Family · European
Year Built
2026
Days on Market
0 days
Beds
5
Baths
5 full · 2 half
Living Area
7,000 sq ft
Lot Size
0.37 acres
Garage / Parking
4 garage
Property Taxes
$39,957 / Annually

Market Snapshot

The Greenwich Market

Single Family · trailing 12 months

View area

Median Days on Market

46

42 active listings

Median $ / Sq Ft

$861

42 active listings

Sale-to-List Ratio

101.2%

166 sales

How this home compares

List Price

$20.00M

vs $3.38M median

5.9× the median

Price / Sq Ft

$2,856

vs $861 median

3.3× the median

Days on Market

0 days

vs 46 days median

46 days fresher than median

Based on 42 active and 166 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of September 9, 2026.

Location

58 Shore Road, Greenwich, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$113,320

per month

  • Principal & Interest$103,325
  • Property Taxes$3,330
  • Insurance$6,665
  • 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
European
Year Built
2026
New Construction
Completed/Never Occupied
Living Area
7,000 sq ft

Schools

Elementary
Old Greenwich
High
Greenwich

Interior

Heating
Hot Water
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Appliances
Oven/RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullFully Finished
Interior Features
Audio SystemAuto Garage Door OpenerElevatorSaunaSecurity System

Exterior & Lot

Lot Size
0.37 acres
Zoning
R-12
Garage / Parking
4 garage spacesUnder House Garage
Waterfront
Direct waterfront
Waterfront Details
L. I. Sound FrontageDock or Mooring
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
HeatedIn Ground Pool
Construction
Wood
Roof
Slate
Foundation
Concrete
Exterior Features
BalconyCovered Deck
Lot Description
Rocky

Listing & Financials

Property Taxes
$39,957 / Annually
Days on Market
0
MLS #
24164225
MLS Status
Active

Similar Properties

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

Listed By

Danielle Malloy

(203) 921-9987

Serhant Connecticut, LLC

(203) 489-7800

Co-Listed By

Jess Lane Alsina

Serhant Connecticut, LLC

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/9/2026. 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 9/9/2026 at 6:10 PM UTC.