$449,900 · For sale

Opportunity meets affordability in Medway! Welcome to this charming New England Cape, offering the perfect combination of move-in ready comfort and the opportunity to make it your own! This 3 bedroom, 1 bath home sits on a quarter acre corner lot and has been freshly painted, providing a great starting point for its next owner. The flexible floor plan features 2 bedrooms and a full bathroom on the main level, while the spacious second floor bedroom offers endless possibilities! Create a private primary retreat, a bedroom with an oversized walk-in closet, a combination bedroom and home office and MORE! The unfinished basement provides additional potential for future living space, storage, a workshop and......MORE! With a little creativity and some personal touches, this home offers an exciting opportunity to add value and build equity over time. Enjoy the charm of Medway, with beautiful outdoor destinations like Choate Park, scenic trails, and a welcoming small town atmosphere. Why pay for someone else's upgrades when you can create your own vision? Whether you're purchasing your first home, downsizing, or looking for a property with potential, this is an opportunity you won't want to miss!
65 Holliston Street is a 3-bedroom, 1-bath single-family home for sale in Medway, MA 02053 with 1,152 square feet, asking $449,900. It was built in 1958. It has been on our site since October 29, 2026.
The median asking price among the 8 other 3-bedroom single-family homes for sale in Medway is $659,950. This one asks about 32% less. At $391 a square foot, it compares with a median of $320 among the 26 other single-family homes for sale in Medway with a stated size.
At 1,152 square feet, it is smaller than 88% of the 8 other 3-bedroom single-family homes in Medway with a stated size.
This home is assessed at $487,500 for fiscal year 2026. The assessor lists a lot of 0.23 acres.
It scores 82 out of 100 for walkability, from how close everyday places are.
The closest train or subway stop is Forge Park/495 (MBTA Franklin/Foxboro Line), about 4.4 miles away. The closest bus stop is Medway School (GATRA route MT), about 0.3 miles away.
The closest public schools by level are Burke/Memorial Elementary School (0.5 miles), Medway Middle (0.3 miles) and Medway High (1.6 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73596725, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.
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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].