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166 Thoreau Drive

Shelton, Connecticut 06484

ACTIVE$800,000
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 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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,058

per 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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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 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.