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40 Shadow Lane

New Canaan, Connecticut 06840

PENDING$2,395,000
Beds
6
Baths
3 | 2
SqFt
4,425
Acres
2.08
Year Built
1960
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

About This Home

Beautifully renovated and reimagined, this home appears as if it were lifted directly from a designer's showhouse. Perfectly situated in a prime neighborhood, the residence offers the ideal balance of privacy and convenience, located just minutes from town, schools, and the train. Nestled at the end of a private cul-de-sac on over two acres of park-like property, this 5 bedroom 3 full 2 half bath, Colonial home spans more than 4,000 square feet. The sun-drenched interior is designed for effortless entertaining, featuring an expansive layout with vaulted ceilings and an abundance of windows that flood every room with incredible natural light. The sparkling, renovated chef's kitchen is equipped with premium Wolf and Sub-Zero appliances and includes a charming breakfast room with a bay window. The main level flows seamlessly from the formal living room-complete with a fireplace and vaulted ceiling-to the formal dining room. The inviting family room also features a fireplace and oversized windows, while the sunroom provides a serene retreat overlooking the lush backyard and an expansive outdoor deck. The entire second floor has been reconfigured to create a luxurious owner suite including marble bath soaking tub and walk in closets. Functional luxury abounds in the mudroom, which offers custom built-in cubbies, ample closet space, heated floors, and a convenient half bath. This one is special.

Key Facts

City/Town
New Canaan
Neighborhood
Silvermine
Property / Style
Single Family · Colonial
Year Built
1960
Days on Market
42 days
Beds
6
Baths
3 full · 2 half
Living Area
4,425 sq ft
Lot Size
2.08 acres
Garage / Parking
2 garage
Property Taxes
$18,636 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

View area

Median Days on Market

43

33 active listings

Median $ / Sq Ft

$657

33 active listings

Sale-to-List Ratio

100.4%

210 sales

How this home compares

List Price

$2.40M

vs $3.00M median

20.2% below median

Price / Sq Ft

$541

vs $657 median

17.7% below median

Days on Market

42 days

vs 43 days median

In line with median

Based on 33 active and 210 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 29, 2026.

Location

40 Shadow Lane, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,562

per month

  • Principal & Interest$12,211
  • Property Taxes$1,553
  • Insurance$798
  • HOA$0

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

Location

City/Town
New Canaan
Neighborhood
Silvermine
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1960
New Construction
No/Resale
Living Area
4,425 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
second floor all measurements are approx
Appliances
Gas RangeMicrowaveRefrigeratorSubzeroDishwasherWasherElectric Dryer
Basement
FullUnfinished

Exterior & Lot

Lot Size
2.08 acres
Zoning
2AC
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGarden Area
Lot Description
On Cul-De-Sac

Listing & Financials

Property Taxes
$18,636 / Annually
Days on Market
42
MLS #
24166891
MLS Status
Under Contract

Similar Properties

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

Listed By

Hannelore Kaplan

(914) 450-3880

William Raveis Real Estate

(203) 966-3555

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.