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60 Shepard Hill Road

Newtown, Connecticut 06470

ACTIVE - NEW$875,000
Beds
5
Baths
2 | 1
SqFt
3,203
Acres
3.10
Year Built
1972
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,901

per 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

Similar Properties

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

Listed By

Lauren Auresto

(203) 470-5150

BHGRE Gaetano Marra Homes

(203) 693-1185

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.