About 60 Shepard Hill Road
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.
Features of 60 Shepard Hill Road
| MLS® # | 24193317 |
|---|---|
| Price | $875,000 |
| Bedrooms | 5 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 3,203 |
| Acres | 3.10 |
| Type | Single Family For Sale |
| Style | Cape Cod |
| Status | Active |
Community Information
| Address | 60 Shepard Hill Road |
|---|---|
| Area | Head of Meadow |
| City | Newtown |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06470 |
Amenities
| Parking | Attached Garage |
|---|---|
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Appliances | Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer |
|---|---|
| Heating | Hot Air, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Full, Unfinished |
Exterior
| Exterior | Brick |
|---|---|
| Exterior Features | Gutters, Garden Area, Stone Wall, Patio |
| Lot Description | Secluded, Borders Open Space, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Head O'Meadow |
|---|---|
| Middle | Newtown |
| High | Newtown |
Additional Information
| Date Listed | July 22nd, 2026 |
|---|---|
| Days on Market | 50 |
| Zoning | R-3 |
| RE / Bank Owned | No |
Listing Details
| Office | BHGRE Gaetano Marra Homes |
|---|