21 Shadow Lane
Wilton, Connecticut 06897
- Beds
- 3
- Baths
- 3 | 1
- SqFt
- 4,092
- Acres
- 3.14
- Year Built
- 1930
- 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
Welcome to this magnificent 3-4 bedroom Wilton "Villa" on over 3 acres! A rare architectural treasure where classic proportions harmonize with true old-world European warmth, blending timeless artisan details and modern luxury into an inviting sanctuary tailored for both intimate living and grand entertaining. Enter into a light-filled two-story foyer creating an immediate sense of grandeur, featuring gleaming granite tile with a custom inlay design. A sunken living room boasting soaring cathedral ceiling, hardwood, bathed in light. The formal dining room was built to large proportions to accommodate a house full of guests. A saved piece of history lies in the sunken family room-part of the original 1930s home that adds old-world charm with its impressive fieldstone fireplace and hand-hewn ceiling beams. The heart of the home is the huge kitchen, intentionally designed for the chef and baker, featuring granite counters, SS double ovens, 6 burner gas stove and stunning hand-painted Portuguese Azulejo tiles that spill into the adjacent Butler's Pantry and Laundry. An office/poss. 4th bedroom and Full Bath round out the 1st floor. Upper Level you'll enter the Primary Suite through French doors to find a huge walk-in closet and spa bathroom. 2 additional bedrooms offer charm and space, one with original fireplace. Over 2000 SF in LL, ready for whatever you need!!! All utilities underground, new roof, 2nd detached garage, central vac. For the discerning buyer of the exceptional!!
Key Facts
- City/Town
- Wilton
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1930
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full · 1 half
- Living Area
- 4,092 sq ft
- Lot Size
- 3.14 acres
- Garage / Parking
- 4 garage · 10 total
- Property Taxes
- $23,868 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
29
23 under contract
Median List Price
$1.55M
29 active listings
Median Closed Price
$1.38M
208 sales
Median Days on Market
48
29 active listings
Median $ / Sq Ft
$439
29 active listings
Sale-to-List Ratio
105.5%
208 sales
How this home compares
List Price
$1.70M
vs $1.55M median
9.6% above median
Price / Sq Ft
$415
vs $439 median
5.5% below median
Days on Market
0 days
vs 48 days median
48 days fresher than median
Based on 29 active and 208 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of November 4, 2026.
Location
21 Shadow Lane, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$9,263
- Property Taxes$1,989
- Insurance$566
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wilton
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1930
- New Construction
- No/Resale
- Living Area
- 4,092 sq ft
Schools
- Elementary
- Miller-Driscoll
- Middle
- Cider Mill
- High
- Wilton
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Off Kitchenin Butler's Pantry
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherGas Dryer
- Basement
- FullStorageInterior AccessPartially FinishedWalk-outFull With Walk-Out
- In-Law Apartment
- PossibleOver Garage
- Interior Features
- Auto Garage Door OpenerSecurity System
- Additional Rooms
- FoyerLaundry RoomMud RoomWine CellarWorkshop
Exterior & Lot
- Lot Size
- 3.14 acres
- Zoning
- R-2
- Garage / Parking
- 4 garage spaces10 total parking spacesDetached GarageUnder House GaragePavedDrivewayPrivateCircularAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- DeckGuttersGarden AreaLighting
- Lot Description
- SecludedDryLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $23,868 / Annually
- Days on Market
- 0
- MLS #
- 24215961
- MLS Status
- Active
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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 11/4/2026. 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 11/4/2026 at 8:20 PM UTC.