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596 Silvermine Road

New Canaan, Connecticut 06840

ACTIVE$2,780,000

Reduced from $2,895,000

Beds
5
Baths
4 | 3
SqFt
6,373
Acres
4.02
Year Built
1993
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage3 FireplacesPrice Reduced

About This Home

Classic Colonial in sought-after Silvermine, set on four acres of protected natural surroundings that offer a rare combination of privacy, beauty, and enduring character. Mature trees, preserved wetlands, and seasonal views create a landscape that feels both expansive and intimately connected to nature, while a conservation easement helps ensure these surroundings remain protected for generations to come. Inside, elegant living spaces and thoughtful design create a home equally suited to quiet enjoyment and effortless entertaining. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms include two en-suite baths. A private fifth bedroom with sitting room and full bath is ideal for in-law or au pair. Finished basement and full-house generator complete this exceptional offering.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1993
Days on Market
62 days
Beds
5
Baths
4 full · 3 half
Living Area
6,373 sq ft
Lot Size
4.02 acres
Garage / Parking
3 garage
Property Taxes
$30,585 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

41

34 active listings

Median $ / Sq Ft

$658

34 active listings

Sale-to-List Ratio

100.6%

212 sales

How this home compares

List Price

$2.78M

vs $3.02M median

8.1% below median

Price / Sq Ft

$436

vs $658 median

33.7% below median

Days on Market

62 days

vs 41 days median

21 days longer than median

Based on 34 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 27, 2026.

Location

596 Silvermine Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$17,650

per month

  • Principal & Interest$14,174
  • Property Taxes$2,549
  • Insurance$927
  • HOA$0

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

Location

City/Town
New Canaan
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1993
New Construction
No/Resale
Living Area
6,373 sq ft
Below Grade
960 sq ft

Schools

Elementary
East
Middle
Saxe Intermediate School
High
New Canaan

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
3
Laundry
Main Level
Laundry Location
Main Level
Appliances
Gas CooktopWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
Crawl SpaceFullHeatedGarage AccessCooledPartially Finished
In-Law Apartment
PossibleSecond Floor
Interior Features
Central Vacuum
Additional Rooms
Exercise RoomFoyerLaundry RoomMud RoomSitting Room

Exterior & Lot

Lot Size
4.02 acres
Zoning
2AC
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Wood
Color
Gray
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedGuttersFrench DoorsPatio
Lot Description
Some WetlandsLightly WoodedLevel Lot

Listing & Financials

Property Taxes
$30,585 / Annually
Days on Market
62
MLS #
24165375
MLS Status
Active

Similar Properties

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

Listed By

Nicola Dougherty

(203) 912-9144

Houlihan Lawrence

(203) 966-3507

Co-Listed By

Taylor Tait

Houlihan Lawrence

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 8:10 PM UTC.