21 Cobblers Mill Road
Newtown, Connecticut 06482
Reduced from $925,000
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,670
- Acres
- 1.00
- Year Built
- 1998
- Neighborhood
- Sandy Hook
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
79
46 under contract
Median List Price
$895,000
79 active listings
Median Closed Price
$680,000
305 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per 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.
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.