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106 Silver Spring Road

Wilton, Connecticut 06897

ACTIVE - NEW$1,775,000
Beds
4
Baths
2 | 1
SqFt
4,415
Acres
1.42
Year Built
1984
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

About This Home

Set along a private road in Wilton's coveted Silver Spring community-once part of the historic Firestone estate thoroughbred racetrack-this beautifully updated Colonial pairs timeless character with a fresh, sophisticated interior. Recently refinished and lightened hardwood floors flow throughout, including newly installed hardwoods on the upper level. At the heart of the home, the white chef's kitchen features quartz countertops, Sub-Zero and Thermador appliances, and a generous center island opening to a vaulted family room with custom built-ins and a striking fireplace. Formal living and dining rooms offer inviting spaces to gather, while a private study provides a dedicated home office. Upstairs, the serene primary suite includes two walk-in closets and a marble bath with dual sinks, joined by three additional spacious bedrooms and a hall bath. The finished walk-out lower level expands the living space with room for recreation, fitness or relaxation, plus a fabulous mudroom off the garage. Outside, a large Trex deck overlooks the level, professionally landscaped backyard. Additional enhancements include a new water-filtration system at the point of entry with a new reverse osmosis system at the kitchen sink, whole-house generator and Lutron lighting. Close to Wilton schools, town center, Ambler Farm, Weir Farm and Ridgefield's Main Street. Truly a move in ready property in an idyllic Wilton neighborhood.

Key Facts

City/Town
Wilton
Neighborhood
North Wilton
Property / Style
Single Family · Colonial
Year Built
1984
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
4,415 sq ft
Lot Size
1.42 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$22,270 / Annually
HOA Fee
$1,000 / Annually

Market Snapshot

The Wilton Market

Single Family · trailing 12 months

View area

Median Days on Market

38

30 active listings

Median $ / Sq Ft

$409

30 active listings

Sale-to-List Ratio

105.5%

211 sales

How this home compares

List Price

$1.77M

vs $1.78M median

In line with median

Price / Sq Ft

$402

vs $409 median

In line with median

Days on Market

0 days

vs 38 days median

38 days fresher than median

Based on 30 active and 211 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of September 16, 2026.

Location

106 Silver Spring Road, Wilton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,751

per month

  • Principal & Interest$9,220
  • Property Taxes$1,856
  • Insurance$592
  • HOA$83

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

Location

City/Town
Wilton
Neighborhood
North Wilton
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1984
New Construction
No/Resale
Living Area
4,415 sq ft
Below Grade
1,007 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
Main Level with walk-out to deck
Appliances
Gas RangeMicrowaveRange HoodSubzeroDishwasherWasherElectric DryerWine Chiller
Basement
FullHeatedFully FinishedGarage AccessInterior AccessLiveable SpaceFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Pre-wiredSecurity System
Additional Rooms
Exercise RoomFoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
1.42 acres
Zoning
R-2
Garage / Parking
2 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
ClapboardWood
Color
light grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesDeckGuttersLightingStone WallUnderground Sprinkler
Lot Description
Lightly WoodedLevel LotProfessionally LandscapedRolling

HOA / Association

Fee
$1,000 / Annually

Listing & Financials

Property Taxes
$22,270 / Annually
Days on Market
0
MLS #
24190333
MLS Status
Active

Similar Properties

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

Listed By

Kim Burke

(203) 767-0055

Berkshire Hathaway NE Prop.

(203) 762-8331

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 9:30 PM UTC.