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Tucked away at the end of a long private drive, 5 Winchester Road offers the rare combination of timeless Colonial living & a truly exceptional setting. Nestled on 1.7 acres of beautifully manicured grounds surrounded by mature trees, this property provides a sense of privacy and tranquility that is increasingly hard to find. Hardwood floors run throughout the entire home, complementing the classic Colonial floorplan designed for both comfortable living & entertaining. The first floor features a custom fieldstone fireplace in the family room, formal sitting room, formal dining room, and an eat-in kitchen with sliders leading to a deck overlooking the peaceful backyard. Upstairs are four bedrooms, including a spacious primary suite w/ private bath. The finished lower level adds valuable living space with a wet bar, dedicated home office, and room for recreation or gatherings. Offering the perfect balance of privacy, space, and nature-this is a place you'll love coming home to.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusNew
  • Bathroom3
  • Listing Terms Contract
  • Parcel Number M:07 B:029,4419143
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $718,000
  • Tax Year 2025
  • Taxes$10,232

School Information

  • High School Medway
  • Elementary SchoolBurke/Memorial
  • High SchoolMedway
  • Junior HighMedway

Parking

  • Parking Spaces8
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Rooms

  • Bathroom 1 First
  • Bathroom 2 Second
  • Bathroom 3 Second
  • Bathrooms Total Decimal 2.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Dining Room First
  • Family Room Main, First
  • Full Bath2
  • Half Baths1
  • Kitchen First
  • Living Room Main, First
  • Master Bedroom Second
  • Office Basement

Basic Information

  • List Price$874,900
  • MLS Number73536507
  • Modification Date06/17/2026
  • Property SubTypeSingle Family Residence

Location

  • Address5 Winchester Road
  • Building Number5
  • CountyNorfolk
  • StateMA
  • StreetWinchester Road
  • TownMedway
  • Zip02053

Building

  • Attached Garage YN Yes
  • BasementFull, Partially Finished, Radon Remediation System
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors
  • FireplaceYes
  • Fireplace Features Family Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Porch, Deck, Deck - Wood, Patio
  • Property StyleColonial
  • Rooms9
  • Utilities
    • For Electric Dryer
    • For Electric Oven
    • For Electric Range
    • Generator Connection
    • Icemaker Connection
    • Washer Hookup
  • Window Features Insulated Windows
  • Year Built2003
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage1.7

Interior

  • Flooring Tile, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
  • Interior Features
    • Beadboard
    • Bonus Room
    • Cable Hookup
    • Central Vacuum
    • Closet
    • Den
    • Office
    • Recessed Lighting
    • Wet Bar
    • Wet bar

Exterior

  • Exterior Features
    • Deck
    • Deck - Wood
    • Patio
    • Porch
    • Rain Gutters
    • Storage
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service, Generator Connection
  • Heat SystemYes
  • Heating Baseboard, Oil
  • Sewer Private Sewer
  • Water Source Private

Property Information

  • Square Feet2,640
  • Building Area Source Measured
  • Living Area 2,640
  • Lot Size Square Feet 73,878
  • Lot Size Units Acres
  • Road Responsibility Private Maintained Road

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Highway Access
    • House of Worship
    • Laundromat
    • Medical Facility
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedWater Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Softener, Plumbed For Ice Maker
  • Green Energy Efficient Thermostat

Other

  • Date Listed06/16/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Lisa Bailey of Berkshire Hathaway HomeServices Evolution Properties

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