5 Winchester Rd, Medway, MA 02053

• 4 beds |
• 3 baths |
• 2,640 sqft

Property Description

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.

Listing Status:

Active

Date Added:

June 16, 2026

Data Last Updated:

June 20, 2026 at 5:07AM

Listing Office:

Berkshire Hathaway HomeServices Evolution Properties : 508-384-3435

Listing Agent:

Lisa Bailey : 774-210-0153

MLS ID:

73536507

Interior

• General: Recessed LightingClosetBeadboardWet barCable HookupOfficeBonus RoomDenCentral VacuumWet Bar
• Appliances: Water HeaterRangeDishwasherMicrowaveRefrigeratorWasherDryerWater SoftenerPlumbed For Ice Maker
• Laundry: Electric Dryer HookupWasher Hookup
• Basement: FullPartially FinishedRadon Remediation System
• Flooring: TileHardwoodFlooring - Wall to Wall CarpetFlooring - Stone/Ceramic Tile
• A/C: Central Air
• Heating: BaseboardOil
• Fireplace: Family RoomFireplaceFireplaces: 1
• Eco/Green Feature: Thermostat

Exterior

• General: PorchDeckDeck - WoodPatioRain GuttersStorage
• Style: Colonial
• Parking: AttachedGarage Door OpenerPaved DriveOff StreetPavedParking spaces: 8

Construction

• Roofing: Shingle
• Windows: Insulated Windows
• General: FrameConcrete Perimeter

Location

• Road/Access: Private RoadDead End
• Originating MLS: MLS Property Information Network
• County: Norfolk

Lot

• Zoning: AR-IM:07 B:0294419143

Utilities

• Utilities: for Electric Rangefor Electric Ovenfor Electric DryerWasher HookupIcemaker ConnectionGenerator Connection200+ Amp ServiceGenerator Connection
• Water: Private
• Sewer: Private Sewer

Financial

• Source: MLS Property Information Network