Multi Family homes for sale & real estate in Fenway-Kenmore, MA

Multi Family Home for sale in Fenway-Kenmore, MA:

Discover the potential at 11 Gay Head Street in Jamaica Plain! This two-family home offers an additional lot that features off-street parking—an incredible find in one of Boston’s most desirable neighborhoods. Perfect for owner-occupants or investors, the property provides flexible living options with rental potential. The lower level unit has 1 bedroom and newer flooring, the second unit has 3 bedrooms and plenty of space for an additional office room or future bedroom. Located steps from Centre Street’s shops, cafés, and public transit, and near Jamaica Pond and the Arnold Arboretum and Hyde Square and with access to top local schools like John F. Kennedy Elementa

Multi Family Home for sale in Fenway-Kenmore, MA:

A standout in the North End market, this impeccably maintained 4-unit asset seamlessly blends sophisticated renovations with strong, reliable rental performance. Each residence showcases hardwood floors, stainless-steel appliances, granite countertops, and designer bathrooms, creating a cohesive, modern aesthetic throughout. The property features a 3-bed/2-bath duplex plus three 2-bed/1-bath units, all thoughtfully laid out and renovated in 2014 with continual upgrades since, including a new rooftop condenser, sprinkler and surveillance systems, electrical upgrades, and a new roof. Currently generating $13,100 per month ($157,200 annually), all units are leased through 08/31/2026, offering

Multi Family Home for sale in Fenway-Kenmore, MA:

A million dollar opportunity…This property features one of the largest oversized yards in the area. A rare opportunity in the high-growth Tommy’s Rock Neighborhood of Roxbury. Less than 1 mile from Northeastern and 1.5 miles from the South End’s Restaurant Row. This centrally located gem allows you to drive to Seaport in less than 15 minutes and is less than 1 mile away from both the Orange Line (Roxbury Crossing) and Nubian station. Surrounded by new construction, strong condo activity, and rising values, this location supports a range of possibilities: renovate into a refined single-family, revive it as a two-family, or explore multi-unit development. For further inform

Multi Family Home for sale in Fenway-Kenmore, MA:

Set on a generous 5,019 sq. ft. corner lot with mature trees in prime Cambridgeport, this handsome c. 1858 3-family building with 2 addresses offers exceptional potential for luxury single-family conversion, multi-unit development, or owner-occupancy with rental income. The largest owner unit at 215 Pearl Street is a charming 3-story townhouse-style home with an open kitchen and dining, 4 bedrooms, 2.5 baths, and direct basement access for possible expansion. It opens to a platform deck and side yard through the kitchen. The 174 Hamilton Street entrance serves two additional units: first floor 1-bed unit and upper 2 floors are a 2-bed unit. Enjoy beautiful grounds and gated driveway accessi

Multi Family Home for sale in Fenway-Kenmore, MA:

Welcome to the turnkey investment property you have been waiting for. Extensive renovations completed in 2021 includes the roof, siding, heating systems, central air, hot water heaters, kitchens, bathrooms and more. Hardwood floors and modern updates throughout offering 3 levels of living space, nothing to do but move right in. Rare off street parking for 7+ cars. The basement is framed to add 2 bedrooms for additional living space. Perfect for investors and owner occupants. First time on the market in 31 years.

Multi Family Home for sale in Fenway-Kenmore, MA:

Another opportunity as buyer could not perform! Prime Jamaica Plain Opportunity! Located near major hospitals, the Orange and Green Line T stations, shops, and local amenities, this property offers the perfect mix of convenience and long-term growth potential. Priced hundreds of thousands below comparable homes, offering instant equity at the closing table. With some updates and renovations, you can bring this property up to today’s tenant-ready standards and watch your investment grow. Unit 1 has 2 bedrooms and 1 bathroom. Unit 2 is townhouse style with 4 total bedrooms and 2 bathrooms. Separate structure in the back could be used as a 2 car garage, extra storage or ADU potential. DE