

1 / 42$1,600,000
3 bd · 3 ba · 2,064 sqft · Multi-Family
247 Chestnut St
Cambridge, MA 02139
Listing courtesy of Anne M Kennedy, Coldwell Banker Realty - Newton · MLS PIN #73593969
$1,950,000
Provided by the listing agent
A rare opportunity to own a beautifully maintained traditional two-family home on a desirable, tree-lined residential street. Offering exceptional flexibility for multigenerational living, an owner-occupant seeking rental income, or an investment property, this inviting home combines classic character with thoughtful updates. Both spacious apartments feature welcoming entry halls, living rooms with fireplace, sunrooms, elegant dining rooms with double china cabinets, renovated kitchens with granite countertops, tile floors and stainless-steel appliances, two bedrooms, and a full hall bathroom. The second-floor residence offers exciting expansion potential in the walk-up attic. Glowing natural woodwork, hardwood floors and custom cabinetry add warmth and timeless appeal throughout. Outdoor living includes a welcoming front porch, second-floor deck, and patio in a backyard. A spacious basement with extensive storage and laundry, along with a two-car garage and wide driveway, offers exceptional convenience for parking and storage. Ideally located near the Brookline Hills T, Brookline High School, Lincoln School, Brookline Reservoir, parks, cafés, markets, and shops, with easy access to the Longwood Medical Area and Downtown Boston. An active neighborhood association further enhances this vibrant and welcoming community.
Listing courtesy of Susan and Jen Rothstein Team, Hammond Residential Real Estate · MLS PIN #73577225
MLS PIN #73577225 · Listed September 15, 2026
36 Milton Road, Brookline · All Brookline homes
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.


1 / 42$1,600,000
3 bd · 3 ba · 2,064 sqft · Multi-Family
Cambridge, MA 02139
Listing courtesy of Anne M Kennedy, Coldwell Banker Realty - Newton · MLS PIN #73593969


1 / 30$1,898,000
4 bd · 3 ba · 2,115 sqft · Multi-Family
Cambridge, MA 02139
Listing courtesy of The LIV Group, Berkshire Hathaway HomeServices Commonwealth Real Estate · MLS PIN #73575507


1 / 42$1,975,000
5 bd · 4.5 ba · 2,602 sqft · Multi-Family
Cambridge, MA 02141
Listing courtesy of Mike Cohen, Compass · MLS PIN #73577696


1 / 6$1,599,000
3 bd · 3 ba · 1,632 sqft · Multi-Family
Beacon Hill, Boston, MA 02114
Listing courtesy of Kevin Benzinger, Boston Realty Advisors · MLS PIN #73586461
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.