106 Highland St, Boston, MA 02136
$975,000 · For sale
- 4 bedrooms
- 2 bathrooms
- 2,110 sq ft
- Single Family
- Built 1986
- MLS #73597108
Set your clocks back and your sights on Fairmount Hill's Best Opportunity! This charming raised ranch offers space, flexibility, and endless potential. Well maintained and filled with natural sunlight, the main level features a fireplaced living room, an eat-in kitchen, and an oversized bonus room ready for your personal touch.... Whether you're envisioning a home office, family room, or creative space, the possibilities are endless. ...invest your talents and ideas to make this what you want. Two bedrooms and a full bath complete this level. The lower level is the standout feature ... offering a fully finished, handicap-accessible suite with a ramp-style entrance. This versatile space includes a bright kitchen, full bath, cozy living room, and two additional bedrooms, making it ideal for extended family, in-laws, guests, a teenage retreat, or a potential ADU. Additional land included with the property bring the total land area to 18,830 s/f, providing ample room for recreation, gardening, expansion, or future possibilities. A perfect setting for family fun and enjoyment. Updates include: Newer Roof, New Heating, New Hot Water ... and Central Air Conditioning. No big expenses on this one, just "Move in and enjoy!" Three commuter rail stations nearby and the T is another option. Seconds to small neighborhood square w/restaurants, YMCA and Community Theatre. Parks and conservation Area close by! Public Tennis courts and more. Stop by our Open House Sunday. 12-2!
About this address
106 Highland St is a 4-bedroom, 2-bath single-family home for sale in Boston, MA 02136 with 2,110 square feet, asking $975,000. It was built in 1986. It has been on our site since October 30, 2026.
The median asking price among the 86 other 4-bedroom single-family homes for sale in Boston is $1,141,500. This one asks about 15% less. At $462 a square foot, it compares with a median of $540 among the 247 other single-family homes for sale in Boston with a stated size.
At 2,110 square feet, it is smaller than 66% of the 86 other 4-bedroom single-family homes in Boston with a stated size.
It scores 63 out of 100 for walkability, from how close everyday places are.
The closest train or subway stop is Fairmount (MBTA Fairmount Line and Franklin/Foxboro Line), about 0.3 miles away. The closest bus stop is Milton Ave @ Highland St (MBTA route 24), about 0.1 miles away.
The closest public schools by level are Grew Elementary School (0.8 miles) and Boston Community Leadership Academy (0.7 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73597108, 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.
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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].