166 Thoreau Drive
Shelton, Connecticut 06484
- Beds
- 5
- Baths
- 3 | 2
- SqFt
- 3,884
- Acres
- 1.36
- Year Built
- 1985
- Neighborhood
- White Hills
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Lovingly maintained by its original owner, this exceptional home offers over 3,800 sq. ft. and a spacious two-level in-law suite that feels like a home of its own. With a private driveway, entrance and one-car garage, the suite is ideal for multigenerational living, extended family or long-term guests. It features an eat-in kitchen with cherry cabinetry and a skylight, open living and dining areas, a laundry room with half bath, and a bedroom with a walk-in closet and private full bath. The lower level adds a family room with sliders to a private deck, an office area and storage. A mudroom and laundry area connect the suite to the main home, where an eat-in kitchen offers granite counters, a peninsula and two pantry closets. The living and dining room has hardwood floors, and the spacious family room features a vaulted ceiling and wood-burning fireplace. Upstairs are four bedrooms, including a primary suite with a walk-in closet and full bath, plus a full hall bath. A main-level half bath and full basement with access to the two-car garage complete the main home. Set on 1.36 acres bordering open space and the Paugussett hiking trails, the property features a two-tiered deck overlooking the private, wooded backyard.
Key Facts
- City/Town
- Shelton
- Neighborhood
- White Hills
- Property / Style
- Single Family · Colonial
- Year Built
- 1985
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full · 2 half
- Living Area
- 3,884 sq ft
- Lot Size
- 1.36 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $9,732 / Annually
Market Snapshot
The Shelton Market
Single Family · trailing 12 months
Active Listings
58
64 under contract
Median List Price
$644,950
58 active listings
Median Closed Price
$585,750
282 sales
Median Days on Market
46
58 active listings
Median $ / Sq Ft
$269
58 active listings
Sale-to-List Ratio
100.0%
282 sales
How this home compares
List Price
$699,900
vs $644,950 median
8.5% above median
Price / Sq Ft
$180
vs $269 median
33.1% below median
Days on Market
0 days
vs 46 days median
46 days fresher than median
Based on 58 active and 282 closed sales (trailing 12 mo) of single family in Shelton. Source: SmartMLS · As of November 5, 2026.
Location
166 Thoreau Drive, Shelton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$3,816
- Property Taxes$811
- Insurance$233
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Shelton
- Neighborhood
- White Hills
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1985
- New Construction
- No/Resale
- Living Area
- 3,884 sq ft
Schools
- Elementary
- Elizabeth Shelton
- Middle
- Perry Hill
- High
- Shelton
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- main level on both sides
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedGarage AccessInterior AccessPartially FinishedLiveable SpaceFull With Walk-Out
- In-Law Apartment
- YesSeparate Entry
Exterior & Lot
- Lot Size
- 1.36 acres
- Zoning
- R-1
- Garage / Parking
- 3 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchDeck
- Lot Description
- Lightly WoodedOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $9,732 / Annually
- Days on Market
- 0
- MLS #
- 24218570
- 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 11/5/2026. 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 11/5/2026 at 7:35 PM UTC.