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21 Shadow Lane

Wilton, Connecticut 06897

ACTIVE - NEW$1,699,000
Beds
3
Baths
3 | 1
SqFt
4,092
Acres
3.14
Year Built
1930
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Wine Cellar4-Car Garage2 FireplacesVirtual Tour

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,818

per 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

Similar Properties

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

Listed By

Mary Bozzuti Higgins

(203) 216-7999

William Pitt Sotheby's Int'l

(203) 966-2633

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.