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21 Cobblers Mill Road

Newtown, Connecticut 06482

PENDING$850,000

Reduced from $925,000

Beds
4
Baths
2 | 1
SqFt
3,670
Acres
1.00
Year Built
1998
Matt Caiola

Matt Caiola

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About This Home

This stately Colonial offers a peaceful setting, yet close to I84, shopping, restaurants, & schools. Beautiful seasonal views with Preserve across the street and exceptional indoor and outdoor living spaces. The spacious eat-in kitchen is designed for both everyday living and entertaining, featuring a center island, beverage bar with sink, and ample cabinetry. The heart of the home is the impressive family room, highlighted by soaring vaulted ceilings, a cozy fireplace, and French doors that open to a deck overlooking the picturesque backyard. Step outside to the bluestone patio, where you'll enjoy the tranquil sights and sounds of a unique manmade brook with a switch-operated waterfall cascading into a pond. The finished lower level provides the perfect space for relaxing or entertaining, complete with a stunning stone gas fireplace, custom built-in shelving, and a pull-down projector screen for movie nights or watching the big game. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite featuring a walk-in closet and a luxurious ensuite bath with a separate shower, jetted soaking tub, and dual vanity. Combining timeless Colonial charm with thoughtful amenities and a serene setting, this exceptional home offers comfort, privacy, and the perfect backdrop for everyday living and entertaining.

Key Facts

City/Town
Newtown
Neighborhood
Sandy Hook
Property / Style
Single Family · Colonial
Year Built
1998
Days on Market
68 days
Beds
4
Baths
2 full · 1 half
Living Area
3,670 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$13,485 / Annually

Market Snapshot

The Newtown Market

Single Family · trailing 12 months

Median Days on Market

48

79 active listings

Median $ / Sq Ft

$306

79 active listings

Sale-to-List Ratio

100.0%

305 sales

How this home compares

List Price

$850,000

vs $895,000 median

5.0% below median

Price / Sq Ft

$232

vs $306 median

24.2% below median

Days on Market

68 days

vs 48 days median

20 days longer than median

Based on 79 active and 305 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of October 15, 2026.

Location

21 Cobblers Mill Road, Newtown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,115

per month

  • Principal & Interest$4,708
  • Property Taxes$1,124
  • Insurance$283
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Newtown
Neighborhood
Sandy Hook
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1998
New Construction
No/Resale
Living Area
3,670 sq ft
Below Grade
548 sq ft

Schools

Elementary
Sandy Hook
Middle
Reed
High
Newtown

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric DryerWine Chiller
Basement
FullPartially Finished
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
1.00 acres
Zoning
R-1
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Gray
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesShedDeckLightingFrench DoorsPatio
Lot Description
Sloping Lot

Listing & Financials

Property Taxes
$13,485 / Annually
Days on Market
68
MLS #
24195687
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Laura Hegarty

(203) 240-0134

Hegarty & Co Real Estate

(203) 775-8353

Co-Listed By

Tara Hegarty

Hegarty & Co Real Estate

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/15/2026. 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 10/15/2026 at 11:30 PM UTC.