60 Shepard Hill Road
Newtown, Connecticut 06470
- Beds
- 5
- Baths
- 2 | 1
- SqFt
- 3,203
- Acres
- 3.10
- Year Built
- 1972
- Neighborhood
- Head of Meadow
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Down a quiet stretch of Boggs Hill, framed by open land and historic stone walls, this 5-bedroom, 3,200+ sq ft country retreat is a rare blend of privacy, space, and view. A grand two-story foyer opens into a light-filled living and dining room, flowing easily into an eat-in kitchen overlooking the yard and a cozy family room with access to the stone patio. A sun porch wrapped in windows on nearly every side makes for the perfect morning-coffee or golden-hour spot. The main level offers a peaceful primary suite plus a second bedroom or office with oversized windows, ideal for one-level living, guests, or remote work. Upstairs, three generously sized bedrooms share a full bath, joined by a secret bonus space (playroom, studio, storage - your call) and an unfinished attic with soaring ceilings, ready to become whatever you need next. Hardwood floors in most of the house, central air, and stone walls throughout give this home timeless country character. And the setting doesn't stop at the property line. Newtown offers charming Main Street shops and restaurants, scenic hiking and lake access, top-rated schools, and an easy commute to NYC or Boston for those craving small-town calm without giving up convenience. Privacy. Space. A view worth coming home to.
Key Facts
- City/Town
- Newtown
- Neighborhood
- Head Of Meadow
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1972
- Days on Market
- 6 days
- Beds
- 5
- Baths
- 2 full · 1 half
- Living Area
- 3,203 sq ft
- Lot Size
- 3.10 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $13,779 / Annually
Market Snapshot
The Newtown Market
Single Family · trailing 12 months
Active Listings
60
47 under contract
Median List Price
$799,000
60 active listings
Median Closed Price
$692,100
320 sales
Median Days on Market
42
60 active listings
Median $ / Sq Ft
$287
60 active listings
Sale-to-List Ratio
100.0%
320 sales
How this home compares
List Price
$875,000
vs $799,000 median
9.5% above median
Price / Sq Ft
$273
vs $287 median
In line with median
Days on Market
6 days
vs 42 days median
36 days fresher than median
Based on 60 active and 320 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of July 28, 2026.
Location
60 Shepard Hill Road, Newtown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,461
- Property Taxes$1,148
- Insurance$292
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Newtown
- Neighborhood
- Head Of Meadow
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1972
- New Construction
- No/Resale
- Living Area
- 3,203 sq ft
Schools
- Elementary
- Head O'Meadow
- Middle
- Reed
- High
- Newtown
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Main level with half bathroom
- Appliances
- Oven/RangeRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullUnfinished
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 3.10 acres
- Zoning
- R-3
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Brick
- Color
- Brick and White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersGarden AreaStone WallPatio
- Lot Description
- SecludedBorders Open SpaceLevel Lot
Listing & Financials
- Property Taxes
- $13,779 / Annually
- Days on Market
- 6
- MLS #
- 24193317
- MLS Status
- Active
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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 7:50 AM UTC.