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166 Thoreau Drive

Shelton, Connecticut 06484

ACTIVE - NEW$744,000
Beds
5
Baths
3 | 2
SqFt
3,884
Acres
1.36
Year Built
1985
Matt Caiola

Matt Caiola

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3-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,797

per 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

Similar Properties

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Listed By

Antonio Salerno

(203) 605-1865

RE/MAX Heritage

(203) 254-7555

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.