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294 East Middle Patent Road

Greenwich, Connecticut 06831

ACTIVE$3,950,000
Beds
5
Baths
4 | 1
SqFt
6,279
Acres
2.00
Year Built
1984
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Pool4-Car Garage3 FireplacesVirtual Tour

About This Home

A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.

Key Facts

City/Town
Greenwich
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1984
Days on Market
102 days
Beds
5
Baths
4 full · 1 half
Living Area
6,279 sq ft
Lot Size
2.00 acres
Garage / Parking
4 garage · 4 total
Property Taxes
$22,562 / Annually

Market Snapshot

The Greenwich Market

Single Family · trailing 12 months

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

$3.95M

vs $3.54M median

11.7% above median

Price / Sq Ft

$629

vs $858 median

26.7% below median

Days on Market

102 days

vs 43 days median

59 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

294 East Middle Patent Road, Greenwich, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$23,337

per month

  • Principal & Interest$20,140
  • Property Taxes$1,880
  • Insurance$1,317
  • HOA$0

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

Location

City/Town
Greenwich
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1984
New Construction
No/Resale
Living Area
6,279 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Appliances
Electric CooktopWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
FullUnfinished
In-Law Apartment
YesFirst Floor
Interior Features
Audio SystemAuto Garage Door OpenerSaunaSecurity System

Exterior & Lot

Lot Size
2.00 acres
Zoning
RA3
Garage / Parking
4 garage spaces4 total parking spacesAttached GarageDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedSpaIn Ground Pool
Construction
Stucco
Color
Dark Blue
Roof
Asphalt Shingle
Foundation
Slab
Lot Description
Treed

Listing & Financials

Property Taxes
$22,562 / Annually
Days on Market
102
MLS #
24167441
MLS Status
Active

Similar Properties

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Listed By

Iryna Lysogor

(917) 547-7015

William Raveis Real Estate

(203) 655-1423

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 12:31 PM UTC.