$874,900
5 Winchester Rd
Medway, MA, 02053
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.
Property Details
Price:
$874,900
MLS #:
73536507
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jun 16, 2026
Finished Sq Ft:
2,640
Total Sq Ft:
2,640
Lot Size:
73,878 sqft / 1.70 acres (approx)
Year Built:
2003
Schools
Elementary School:
Burke/Memorial
Middle School:
Medway
High School:
Medway
Interior
Above Grade Finished Area
2016
Appliances
Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Softener, Plumbed For Ice Maker
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
624
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Hardwood, Flooring – Wall to Wall Carpet, Flooring – Stone/Ceramic Tile
Heating
Baseboard, Oil
Interior Features
Recessed Lighting, Closet, Beadboard, Wet bar, Cable Hookup, Office, Bonus Room, Den, Central Vacuum, Wet Bar
Laundry Features
Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Deck, Deck – Wood, Patio, Rain Gutters, Storage
Garage Spaces
2
Green Energy Efficient
Thermostat
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Paved Drive, Off Street, Paved
Parking Spots
8
Parking Total
8
Patio And Porch Features
Porch, Deck, Deck – Wood, Patio
Roof
Shingle
Window Features
Insulated Windows
Financial
Tax Year
2025
Taxes
$10,232
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Medway as of Jun 20, 2026
40
Single Family Listed
34
Avg DOM
332
Avg $ / SqFt
$793,457
Avg List Price
Community
- Address5 Winchester Rd Medway MA
- CityMedway
- CountyNorfolk
- Zip Code02053
Subdivisions in Medway
Similar Listings Nearby
Property Summary
- 5 Winchester Rd Medway MA is a Single Family for sale in Medway, MA, 02053. It is listed for $874,900 and features 4 beds, 3 baths, and has approximately 2,640 square feet of living space, and was originally constructed in 2003. The current price per square foot is $331. The average price per square foot for Single Family listings in Medway is $332. The average listing price for Single Family in Medway is $793,457. To schedule a showing of MLS#73536507 at 5 Winchester Rd in Medway, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Berkshire Hathaway HomeServices Evolution Properties. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
5 Winchester Rd
Medway, MA