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 Home! White Hills location! This versatile and expansive colonial offers the perfect blend of togetherness and independence - ideal for multigenerational living. With over 3,884 square feet, 5 bedrooms, and 5 bathrooms (3 full, 2 half), this 1985-built home on 1.36 private acres in the desirable White Hills neighborhood of Shelton lets your loved ones live under one roof while enjoying privacy and comfort. The standout in-law suite features a large private bedroom, a full bathroom, and a half bath - perfect for extended family, guests, or potential rental income. The main residence boasts 4 spacious bedrooms and 2.5 bathrooms. The heart of the home is a huge eat-in kitchen with granite countertops, stainless steel appliances, and a generous pantry. Gather in the expansive family room with its dramatic vaulted ceilings and cozy wood-burning fireplace. Additional living spaces include a formal dining room, living room, and a finished lower level with rec/play space. Step outside to the very large two-tiered deck, where you'll enjoy peaceful views of the backyard that backs directly to a tranquil brook and hundreds of acres of open space with hiking trails. Nature lovers will appreciate the privacy and endless outdoor recreation right at your doorstep. Additional highlights include a 3-car garage, abundant storage, and a flexible layout that adapts beautifully to modern family needs. Don't miss your opportunity to make it yours!
Key Facts
- City/Town
- Shelton
- Neighborhood
- White Hills
- Property / Style
- Single Family · Colonial
- Year Built
- 1985
- Days on Market
- 105 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
55
72 under contract
Median List Price
$615,000
55 active listings
Median Closed Price
$589,950
292 sales
Median Days on Market
41
55 active listings
Median $ / Sq Ft
$300
55 active listings
Sale-to-List Ratio
100.2%
292 sales
How this home compares
List Price
$800,000
vs $615,000 median
30.1% above median
Price / Sq Ft
$206
vs $300 median
31.3% below median
Days on Market
105 days
vs 41 days median
64 days longer than median
Based on 55 active and 292 closed sales (trailing 12 mo) of single family in Shelton. Source: SmartMLS · As of July 28, 2026.
Location
166 Thoreau Drive, Shelton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,079
- Property Taxes$712
- Insurance$267
- 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
- 105
- MLS #
- 24165978
- MLS Status
- Active
Similar Properties
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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 7/28/2026. 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 7/28/2026 at 5:25 AM UTC.