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Jamaica Plain Multi Family Homes For Sale

Jamaica Plain Multi Family Homes For Sale

6 Oakdale St, Boston
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 73593293 MLS
The marble mantel is still there — arched opening, scrolled keystone, original cast-iron summer cover in place. So are two pierced plaster ceiling medallions, a walnut stair with a carved volute and a rosette newel cap, deep built-up casings under a century intact after more than a century, 4-panel doors on original hardware, and a bay-window parlor that already works. JP's best condo resales are conversions of pre-1910 buildings, not new construction. Plenty of details to preserve here! An 1865 Second Empire three-family on a 9,600 square foot lot in the 3F-5000 subdistrict. Straight-sided slate mansard, segmental dormers with bracketed hoods, deep cornice on paired scroll brackets, 2-story canted bay. A spindled entry porch, a bracketed side porch, and wall-mounted espaliers. Nothing is built on the east side and nothing is likely to be: a community garden runs that line, then Lawndale Terrace, then the Southwest Corridor park, with the Orange Line beyond. 63.61 feet of frontage, just over 150 feet deep, roughly 73 feet of open yard behind the house, a 17.7 foot driveway on the west side, pkg for 4.The lot clears district minimums on area and frontage with room to spare. Setbacks are not a constraint. Keeping the shell and adding to the rear is the path the comps and the approvals both favor. Real work ahead, but the reward here is worth the effort. Site visits by appointment.

6 Oakdale St, Boston

Listing courtesy of Listing Agent: The Boston Home Team from Listing Office: Gibson Sotheby's International Realty.

164 Boylston Street, Boston
$1,500,000
8 Beds ⋅ 6 Baths ⋅ 73587007 MLS
Exceptional Jamaica Plain three-family investment opportunity! Fully tenanted and generating $128,100 in annual rental income with a 6.5% cap rate, this 2006-built property is ideally situated just three blocks from the Stony Brook T stop. Featuring three spacious renovated residences, four off-street parking spaces, modern systems and meaningful rental upside, 164 Boylston Street combines strong in-place income with compelling long-term growth potential. The unit mix includes one 2-bedroom, 2-bath residence and two 3-bedroom, 2-bath residences, each featuring a primary bath, granite countertops, stainless steel appliances, central air, in-unit laundry and separately metered heat, hot water and electricity. The second- and third-floor residences enjoy private rear balconies, while the first-floor unit offers wheelchair accessibility. Additional amenities include three large private basement storage rooms, individual power-vented hot water tanks and a building-wide sprinkler system. Currently generating $10,675 per month in gross rental income, the property delivers immediate cash flow with existing rents below estimated market levels. Projected rents for the 2027/2028 rental cycle total $11,700 monthly, or $140,400 annually, representing $11,100 in potential additional annual gross income as leases turn over. Ideally situated near the Orange Line, Southwest Corridor and Longwood Medical Area, residents enjoy convenient access to major employment centers, Jamaica Pond, Franklin Park, Café Ula, Chilacates, the Sam Adams Brewery and Jamaica Plain's vibrant collection of restaurants, shops and neighborhood amenities. A compelling opportunity to acquire a turnkey, income-producing multifamily property with parking, modern construction, established rental income and significant future upside in one of Boston's most desirable rental markets.

164 Boylston Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

15 Peter Parley Rd, Boston
$1,125,000
6 Beds ⋅ 2 Baths ⋅ 73586352 MLS
Offered for the first time in more than 60 years, 15 Peter Parley Road presents a rare opportunity to own a well-maintained two-family residence in Jamaica Plain. Built in 1905, this family-owned property combines original architectural details with flexible living space and future possibilities.The home offers approximately 2,828 square feet of living space and includes a framed third-floor area that may provide expansion opportunities, subject to buyer verification and applicable approvals. The property features six bedrooms and two full bathrooms across two levels.Situated on a 6,355-square-foot lot, the property is conveniently located near Franklin Park, Green Street MBTA Station, shopping, dining, and neighborhood amenities. New decks overlook the private, level backyard, providing additional outdoor living space.Original character is evident throughout the home, including hardwood floors, built-in cabinetry in the living and dining rooms, walk-in pantries, solid wood interior doors with original hardware, and front and rear common stairways.Nearby recreational destinations include Franklin Park Zoo, William J. Devine Golf Course, Arnold Arboretum, and Jamaica Pond. The flexible floor plan, preserved period details, and expansion potential make this a unique opportunity in one of Boston's most vibrant neighborhoods. The Owner is selling this property as is.

15 Peter Parley Rd, Boston

Listing courtesy of Listing Agent: Andrew Lane from Listing Office: Bantry Way Brokerage.

33 Cranston Street, Boston
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 73581410 MLS
Welcome to 33 Cranston Street — a rare Jamaica Plain opportunity ready for its next chapter. Offered for the first time in more than 40 years, this freestanding two-family home presents an exciting opportunity for an owner-occupant, investor, contractor, or developer. With 4 bedrooms, 2 full baths, and 3 off-street parking spaces, the property offers a generous footprint and plenty of possibilities for those looking to renovate, customize, or explore its future potential. The first-floor duplex features a front living area currently used as an artist studio, highlighted by a charming bay window, along with a kitchen, full bath, and deck. Two additional bedrooms are located on the lower level, with direct access to the expansive yard. The second unit spans two levels and features hardwood flooring throughout much of the living space, with a kitchen, dining area, living room, and additional bedrooms on the upper level. Outside, multiple decks and a fenced yard create valuable outdoor space, while the three off-street parking spaces add to the property’s appeal. Ideally situated in Jamaica Plain, close to public transportation, the T, parks, bike paths, and major highway access, 33 Cranston Street is an opportunity to create something truly your own. Bring your vision and unlock the potential of this longtime Jamaica Plain two-family home.

33 Cranston Street, Boston

Listing courtesy of Listing Agent: Brian Caluori from Listing Office: Gibson Sotheby's International Realty.

374-374A Centre St, Boston
$5,200,000
16 Beds ⋅ 11 Baths ⋅ 73574354 MLS
A premier mixed-use investment opportunity at the corner of Centre Street and Sheridan Street in the heart of Jamaica Plain’s Hyde Square, 374 Centre Street offers 9,153 square feet of rentable area, strong income, and compelling long-term upside in one of Boston’s established rental markets. The fully renovated property consists of two street-level commercial spaces, one office, and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated and are fully leased through September 1, 2027, while all three commercial spaces are currently leased. Total gross monthly rental income is $33,000, supporting an attractive 6.6% cap rate and providing immediate cash flow with additional opportunity for future income growth. The prominent corner location offers excellent visibility and exposure for commercial tenants while placing residents in the heart of Hyde Square. The property offers convenient access to the Longwood Medical Area and the numerous universities, hospitals, and institutions throughout the surrounding area. Multiple public transportation options connect the property to destinations across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Heath St. Jamaica Pond, Whole Foods Market, the Arnold Arboretum, and Franklin Park are all nearby, while Centre Street’s restaurants, shops, and neighborhood amenities create an exceptionally walkable setting for residents and businesses alike. 374 Centre Street may be acquired independently or together with neighboring 370 Centre Street, a separately offered mixed-use property consisting of two commercial spaces and four fully renovated residential apartments. Combined, the properties comprise five commercial spaces and eight residential apartments, creating a rare opportunity to acquire significant scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, a high-visibility corner location, future upside, and the flexibility to acquire individually or as a package, 374 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

374-374A Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

370-372 Centre St, Boston
$5,000,000
16 Beds ⋅ 9 Baths ⋅ 73574148 MLS
A premier mixed-use investment opportunity in the heart of Jamaica Plain’s Hyde Square, 370 Centre Street offers 9,768 square feet of rentable area, strong in-place income, and compelling long-term upside in one of Boston’s most established rental markets. The fully renovated property consists of two street-level commercial spaces and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated to modern standards and are fully leased through September 1, 2027. Total gross monthly rental income is $31,300, supporting an attractive 6.5% cap rate and providing immediate cash flow with additional opportunity for future income growth. The location is a key driver of long-term demand. Positioned directly on Centre Street in vibrant Hyde Square, the property offers convenient access to the Longwood Medical Area and the numerous universities, hospitals, and institutions throughout the surrounding area. Multiple public transportation options connect the property to employment and education centers across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Longwood. Jamaica Pond, Whole Foods Market, the Arnold Arboretum, and Franklin Park are all nearby, while Centre Street’s restaurants, shops, and neighborhood amenities create an exceptionally walkable setting for residents and businesses alike. 370 Centre Street may be acquired independently or together with neighboring 374 Centre Street, a separate seven-unit mixed-use property. Combined, the properties comprise five commercial spaces and eight fully renovated residential apartments, creating a rare opportunity to acquire meaningful scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, future upside, exceptional connectivity, and the flexibility to acquire individually or as a package, 370 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

370-372 Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

44 Mozart Street, Boston
$2,675,000
14 Beds ⋅ 8 Baths ⋅ 73573477 MLS
Turnkey Jamaica Plain three-family offering a 6.23% in-place cap rate with meaningful additional upside through future rent growth and the potential to add 1–2 additional bedrooms. Generating $17,375 per month and $208,500 annually in current rents, 44 Mozart Street provides investors with strong immediate cash flow while retaining the opportunity to further increase income and long-term returns. Spanning 4,608 square feet, the property offers an exceptional 14-bedroom, 8-bath unit mix across three spacious, updated residences: a 5-bedroom, 3-bath lower duplex, a 4-bedroom, 2-bath floor-through, and a 5-bedroom, 3-bath penthouse duplex. Each residence features generous living space, updated kitchens with granite countertops and stainless steel appliances, modern baths, hardwood floors, central air, in-unit laundry, and private rear outdoor space. Tandem off-street parking spaces further enhance the property’s rental appeal. Ideally located just off Centre Street and approximately 0.3 miles from Jackson Square Orange Line Station, the property offers convenient access to the Longwood Medical Area, Northeastern University, Downtown Boston, public transportation, and the restaurants, shops, parks, and amenities that make Jamaica Plain one of Boston’s most established rental markets. With substantial scale, strong in-place income, a large-bedroom unit mix, parking, private outdoor space, and additional value-add potential, 44 Mozart Street presents a compelling opportunity for investors seeking both immediate yield and long-term appreciation potential. An excellent candidate for a 1031 exchange, portfolio expansion, or long-term hold. Pro forma available upon request.

44 Mozart Street, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

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Home | Boston Homes | Jamaica Plain Multi Family Homes For Sale

Jamaica Plain Multi Family Homes For Sale

Explore Jamaica Plain multi family homes for sale and discover a fantastic opportunity for investors and owner-occupants alike. Known for its strong community feel, vibrant arts scene, and diverse housing options, Jamaica Plain offers a variety of multi-family properties, including classic triple-deckers, two-family homes, and larger investment properties. Whether you're looking to generate rental income or live in one unit while leasing the others, Jamaica Plain is a prime location for multi-family homeownership.

Jamaica Plain is home to scenic green spaces such as the Arnold Arboretum and Jamaica Pond, as well as a thriving business district along Centre Street filled with boutique shops, cafés, and restaurants. With easy access to the MBTA Orange Line, Commuter Rail, and major bus routes, commuting to downtown Boston and surrounding areas is convenient. With strong demand for rental properties and an ever-growing real estate market, Jamaica Plain multi family homes for sale provide an excellent investment in one of Boston’s most desirable neighborhoods.

Ready to explore multi-family properties in Jamaica Plain? Browse our updated listings today to find homes that align with your investment or housing needs. Start your search now and stay connected with the latest updates on Jamaica Plain’s real estate market!

At MA New Listings | Coldwell Banker, we take pride in helping clients find the perfect Cambridge, MA homes for sale to fit their lifestyle. Whether you’re searching for a historic property, a modern condo, or a family-friendly home, our expert team is here to guide you through the process. Contact us today to browse our listings and start your journey to your dream home.

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