Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservation land in one of Winchester's most sought-after neighborhoods. This well-appointed 11-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. Thoughtfully updated for year-round comfort, the home features central AC, central humidification, and an air exchanger. Outside, enjoy beautifully landscaped gardens, a spacious deck overlooking the private yard, lush irrigated grounds with an invisible dog fence, and a hot tub for unwinding after a long day. A wood-burning fireplace adds warmth and character to the living space. Located just minutes from top-rated schools, Winchester Center, and convenient commuter access to Boston, this is a rare opportunity to enjoy privacy, nature, and timeless New England living in an exceptional location.
Single-familyProperty Type
1959Year Built
0.52 acresLot Size
$590Price/Sq.Ft.
2 garage spacesParking
Listed by Steph Crawford Group• Real Broker MA, LLC
West Side, located between the Aberjona River and the Middlesex Fells Reservation, is a residential and commuter-friendly Winchester neighborhood with leafy side streets and trail-forward green space. The neighborhood’s character concentrates around the Winchester Center area at Main Street and Church Street, where independent cafes, small shops, and the commuter rhythm of the station set the pace. Community pillars include the Winchester Community Music School, the Winchester Unitarian Society’s historic campus, and the Jenks Center. Housing reads as classic New England—Colonial Revivals, Victorians, and well-kept mid-century homes—on walkable blocks with stone walls and mature trees. The Fells’ trailheads and reservoirs shape daily routines, while the river corridor adds a quieter, tucked-away geography. A short ride to the station keeps Boston-bound schedules in view without turning the streetscape into a thoroughfare.
Provided by Walk Score and Local Logic
Offer insights
9 Plymouth Rd · $2,400,000
$2.37M and above
75% chance or better to win
Why $2.37M+ is a strong offer
DAYS ON MARKET
77 days
The average home goes pending in 22 days.
SALE-TO-LIST
101.3%
Most homes are selling 1% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Insulated doors
Insulated windows
Total of 11 rooms
Partial basement
One fireplace
Bedrooms
Master bathroom present
Bathrooms
3 full bathrooms
Kitchen
Oven
Range
Microwave
Dishwasher
Disposal
Refrigerator
Freezer
Laundry & utility
Washer
Dryer
Water heater
Flooring
Wood floors
Heating & cooling
Oil-fired baseboard heating
Central air conditioning
Exterior features
Wood deck
Hot tub / spa (private)
Storage
Rain gutters
Professional landscaping
Sprinkler system
Garden
Invisible fence
Paved driveway
Public road frontage
Paved road
Home design
Single family residence
Above-grade finished area of 4,071 (approximate)
Parking
Attached garage with 2 garage spaces and storage
Garage door opener
2 covered parking spaces
2 open (off-street) parking spaces
Total of 4 parking spaces
Construction
Frame construction
Concrete perimeter foundation
Shingle roof
Year built (approximate)
Utilities
Public water
Public sewer
220 volt electric service
HOA & community
Community features include park, walk/jog trails, golf, bike path, conservation area, highway access, and public school access
Not a senior community
Other
Lot size approximately 0.52 acres
Electricity and solar
View estimated energy costs and solar savings for this home