Listing Tools

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.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusActive
  • Bathroom3
  • Parcel Number M:023 B:0095 L:0,900637
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $1,721,200
  • Tax Year 2025
  • Taxes$19,088

School Information

  • High School Winchester
  • Elementary SchoolVinson Owen
  • High SchoolWinchester
  • Junior HighMccall

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Garage Door Opener
    • Off Street
    • Paved
    • Paved Drive
    • Storage

Rooms

  • Bathrooms Total Decimal 3
  • Full Bath3

Basic Information

  • List Price$2,500,000
  • MLS Number73544924
  • Modification Date07/10/2026
  • Property SubTypeSingle Family Residence

Location

  • NeighborhoodWinchester Highlands
  • SubdivisionWinchester Highlands
  • Address9 Plymouth Road
  • Building Number9
  • CountyMiddlesex
  • StateMA
  • StreetPlymouth Road
  • TownWinchester
  • Zip01890

Building

  • Attached Garage YN Yes
  • BasementPartial
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck - Wood
  • Property StyleColonial
  • Rooms11
  • Window Features Insulated Windows
  • Year Built1959
  • Year Built Details Approximate
  • Year Built Source Public Records

Property

  • Acreage0.52

Interior

  • Flooring Wood

Exterior

  • Exterior Features
    • Deck - Wood
    • Garden
    • Hot Tub/Spa
    • Invisible Fence
    • Professional Landscaping
    • Rain Gutters
    • Sprinkler System
    • Storage
  • Fencing Invisible
  • RoofShingle

Utilities

  • Cooling Central Air
  • Electric 220 Volts
  • Heat SystemYes
  • Heating Baseboard, Oil
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet4,071
  • Building Area Source Public Records
  • Living Area 4,071
  • Lot Size Square Feet 22,599
  • Lot Size Units Acres
  • Spa YN Yes

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • Park
    • Public School
    • Walk/Jog Trails
  • Appliances IncludedWater Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer

Legal

  • ZoningRDA

Other

  • Date Listed07/06/2026
  • Farm Land Area Units Square Feet
  • Spa Features Private
  • View Count1

Map Location

Driving Directions

Listed by Steph Crawford Group of Real Broker MA,LLC

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Castles Unlimited. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.