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
Welcome to White Hills! Set on 1.36 private acres in one of Shelton's most desirable neighborhoods, this expansive Colonial offers over 3,884 square feet of living space with a versatile layout ideal for multigenerational living, extended family, or guests. Featuring 5 bedrooms and 5 bathrooms, including 3 full and 2 half baths, this home provides an impressive combination of space, privacy, and flexibility. A standout feature is the spacious in-law suite, complete with a large private bedroom, full bath, and half bath, creating a comfortable and separate living space while still being connected to the main home. The main residence offers 4 additional generously sized bedrooms and 2.5 baths. At the heart of the home is an oversized eat-in kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a generous pantry. The expansive family room is highlighted by dramatic vaulted ceilings and a wood-burning fireplace, creating a warm and inviting gathering space. A formal dining room, separate living room, and finished lower level with recreation and play space provide even more room to spread out. Outside, a large two-tiered deck overlooks the peaceful backyard, which backs directly to a tranquil brook and hundreds of acres of open space with hiking trails. Enjoy exceptional privacy, beautiful natural surroundings, and outdoor recreation right beyond your backyard. A 3-car garage, abundant storage, and a flexible floor plan complete this special Wh
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 · 6 total
- Property Taxes
- $8,543 / Annually
Market Snapshot
The Shelton Market
Single Family · trailing 12 months
Active Listings
54
68 under contract
Median List Price
$629,900
54 active listings
Median Closed Price
$585,000
289 sales
Median Days on Market
35
54 active listings
Median $ / Sq Ft
$291
54 active listings
Sale-to-List Ratio
100.2%
289 sales
How this home compares
List Price
$744,000
vs $629,900 median
18.1% above median
Price / Sq Ft
$192
vs $291 median
34.0% below median
Days on Market
0 days
vs 35 days median
35 days fresher than median
Based on 54 active and 289 closed sales (trailing 12 mo) of single family in Shelton. Source: SmartMLS · As of August 13, 2026.
Location
166 Thoreau Drive, Shelton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$3,837
- Property Taxes$712
- Insurance$248
- 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
- High
- Shelton
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- in law & main house
- Appliances
- Electric CooktopMicrowaveDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedGarage AccessInterior AccessFull With Walk-Out
- In-Law Apartment
- YesFirst FloorSeparate Entry
Exterior & Lot
- Lot Size
- 1.36 acres
- Zoning
- R-1
- Garage / Parking
- 3 garage spaces6 total parking spacesUnder House GaragePavedDrivewayAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchDeck
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $8,543 / Annually
- Days on Market
- 0
- MLS #
- 24198324
- 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 8/13/2026. 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 8/13/2026 at 5:40 PM UTC.