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5 Winchester Rd, Medway MA 02053

$874,900

Estimated $6,244/month Calculator

Single Family

4 Bedrooms

Baths

2640

Total Parking: 10 (2 Garage)

73,878 (1.70)

Built in 2003

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.

This home has been viewed 4 times

Last Checked: June 20th, 2026 at 5:18pm (Source: MLS PIN #73536507)

Garage Parking

Green Features

Air Conditioning

Lead Paint Free

General Information for 5 Winchester Rd, Medway MA 02053

Listing ID73536507

Property TypeSingle Family / Detached

Price$874,900 ($331.4/SqFt)

StyleColonial

CityMedway

CountyNorfolk

Neighborhood(s)

Garage Parking2

ZoningAR-I

Year Built2003

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 5 Winchester Rd, Medway MA 02053

Approximate Living Area Total2640

Living Area Includes BasementYes

Rooms9

Bedrooms4

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 5 Winchester Rd, Medway MA 02053

Approximate Lot Size (Acres)1.7

Approximate Lot Size (Square Feet)73878

Total Parking10 (2 Garage)

Garage Parking2

WaterPrivate

SewerPrivate Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 5 Winchester Rd, Medway MA 02053

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsTree House

Title 5A

Compensation Based On

Financial Information for 5 Winchester Rd, Medway MA 02053

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax10232

Tax Year2025

Assessed Value$718,000

Location Information for 5 Winchester Rd, Medway MA 02053

Elementary SchoolBurke/Memorial

Middle SchoolMedway

High SchoolMedway

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 5 Winchester Rd, Medway MA 02053

Agent

Name: Lisa Bailey

Office

Name: Berkshire Hathaway HomeServices Evolution Properties

Phone: 508-384-3435

Payment Calculator

, Interest

Property Taxes 852.67

Principal & Interest 5390.86

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Berkshire Hathaway HomeServices Evolution Properties

Lisa Bailey

Agent Phone

Office Phone

(508) 384-3435

Text Agent Call Agent Call Office

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EXIT

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