40 Shadow Lane
New Canaan, Connecticut 06840
- Beds
- 6
- Baths
- 3 | 2
- SqFt
- 4,425
- Acres
- 2.08
- Year Built
- 1960
- Neighborhood
- Silvermine
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
33
52 under contract
Median List Price
$3.00M
33 active listings
Median Closed Price
$2.75M
210 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.