106 Silver Spring Road
Wilton, Connecticut 06897
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 4,415
- Acres
- 1.42
- Year Built
- 1984
- Neighborhood
- North Wilton
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
30
19 under contract
Median List Price
$1.78M
30 active listings
Median Closed Price
$1.42M
211 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per 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
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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 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.