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Multi-Residential Homes for Sale in Jamaica Plain, Boston, MA

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Welcome to your dedicated resource for multi-residential homes for sale in Jamaica Plain, Boston, MA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Jamaica Plain, Boston, MA agent, Marc Fiore specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the multi-residential properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Multi-Residential Homes for Sale in Jamaica Plain, Boston, MA

6 Oakdale St, Boston
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 73593293 MLS ⋅ ACTIVE Status
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.
177 Chestnut Avenue, Boston
$1,475,000
9 Beds ⋅ 3 Baths ⋅ 73587503 MLS ⋅ ACTIVE Status
A turnkey 3-family home in a highly desirable Jamaica Plain location. This 3,144-square-foot, 5/5/5, 3-bedroom-unit property offers a versatile option for owner-occupants, investors, buyers pursuing a 1031 exchange, or developers seeking a reliable asset in a sought-after area—just minutes from City Feed, the Stony Brook T Stop, and the Southwest Corridor.

177 Chestnut Avenue, Boston

Listing courtesy of Listing Agent: Stephen Lussier from Listing Office: Arborview Realty Inc..
15 Peter Parley Rd, Boston
$1,125,000
6 Beds ⋅ 2 Baths ⋅ 73586352 MLS ⋅ ACTIVE Status
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.
40-40A Newbern, Boston
$925,000
2 Beds ⋅ 3 Baths ⋅ 73584449 MLS ⋅ ACTIVE Status
As is Urban Living with Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat or a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with with full bathroom and washer & dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: Andrei Ganea from Listing Office: David W. Elliott.
6-8 Marmion St, Boston
$1,099,000
7 Beds ⋅ 3 Baths ⋅ 73584438 MLS ⋅ ACTIVE Status
A rare multi-family opportunity in one of Jamaica Plain’s most desirable neighborhoods, where properties of this caliber seldom become available. Ideal for investors, developers, or owner-occupants alike, this family-owned home has been treasured for decades and is now ready for its next chapter. Built at the turn of the century, the property offers the character, scale, and solid construction of an earlier era, with a total of seven bedrooms and three full baths. The location is exceptional, just moments from Green Street or Stoney Brook MBTA Stations on the Orange Line, two doors away from the recently revitalized Flaherty Park / dog park, and perfectly positioned between the Centre Street and Washington Street business corridors. Beyond its existing layout, the property offers compelling upside through the thoughtful reimagining of underutilized space, with the possibility of exploring an ADU or third-unit expansion, subject to applicable zoning and approvals. Enjoy convenient access to Jamaica Pond, the Arnold Arboretum, Sam Adams Brewery, downtown Boston, neighborhood restaurants, boutique shops, and public transportation. A truly special offering that combines location, flexibility, character, and long-term potential in the heart of Jamaica Plain.

6-8 Marmion St, Boston

Listing courtesy of Listing Agent: Stonehurst RE Group from Listing Office: Keller Williams Realty Evolution.
27 Cranston Street, Boston
$1,300,000
5 Beds ⋅ 2 Baths ⋅ 73578371 MLS ⋅ ACTIVE Status
Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwood flooring throughout much of the space, along with a kitchen, dining area, living room, and additional finished space on the upper level. Outside, multiple decks, including a roof deck, and a fenced yard provide additional outdoor space. The unfinished walk-out basement offers additional storage and utility space. Conveniently located near public transportation, the T, parks, bike paths, and highway access. Bring your ideas and discover the possibilities of this Jamaica Plain two-family!

27 Cranston Street, Boston

Listing courtesy of Listing Agent: Hope Addorisio from Listing Office: Lamacchia Realty, Inc..
374-374A Centre St, Boston
$5,200,000
16 Beds ⋅ 11 Baths ⋅ 73574354 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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.
194 Boylston St, Boston
$1,395,000
9 Beds ⋅ 3 Baths ⋅ 73572883 MLS ⋅ ACTIVE Status
NOW FULLY VACANT! READY FOR YOUR REHAB AND CONDO CONVERSION OR OTHERWISE! Spacious Multi-Family Triplex in Jamaica Plain with one parking space near Stony Brook Station. Rare opportunity in JP for investors & owner occupants! The property features three spacious units with good bones featuring original molding details & wood floors. Each unit features 3 bedrooms, eat-in kitchen, living room, 1 bathroom and an enclosed three-season porch. Units 2 & 3 have home office rooms in addition to the 3 bedrooms. These spacious units are minutes from the Stony Brook Orange Line T-station & in the sought-after Brewery District of Jamaica Plain easily attracting tenants. The Brewery complex around the corner is packed with arts and culture, dining, & exercise venues, giving this property unique appeal. Don't miss this opportunity to invest in an easily commutable & high-reward area of Boston's Jamaica Plain. Projected market rents of $3,900 - $4,100/unit would make the ROI & CAP rate 7 to 7.5.

194 Boylston St, Boston

Listing courtesy of Listing Agent: Josh Brett from Listing Office: Compass.
16-18-20 Plainfield St, Boston
$2,795,000
9 Beds ⋅ 6 Baths ⋅ 73562235 MLS ⋅ ACTIVE Status
16-18-20 Plainfield Street presents a rare opportunity to acquire a turnkey three-family investment property in the heart of Jamaica Plain. The property consists of three spacious townhouse-style residences. Each offering three bedrooms, two full bathrooms, modern open-concept living spaces, hardwood floors, central air conditioning, updated kitchens, and in-unit laundry. With one garage and one outdoor parking space per unit, modern construction, and strong rental demand, the asset offers an attractive combination of stable cash flow and long-term appreciation potential. Ideally located just minutes from Forest Hills Station, the Southwest Corridor Park, and Jamaica Plain's vibrant restaurants, shops, and green spaces, 16-18-20 Plainfield Street is a premier investment opportunity in one of Boston's most desirable neighborhoods.

16-18-20 Plainfield St, Boston

Listing courtesy of Listing Agent: from Listing Office: Block Realty.
717 Centre Street, Boston
$3,000,000
73561860 MLS ⋅ ACTIVE Status
Four condo quality rental units and first level commercial space current use tavern/restaurant. Three story plus basement building originally built in 1930 with multi floor addition of residential units constructed in 2021. All residential units have large living rooms, hardwood floors, custom kitchens with white cabinets, quartz counters, GE stainless appliances, in unit laundry, each unit is self contained for heating/cooling/hot water, custom tile baths, generous size bedrooms and closet space. Delivered vacant. Liquor and entertainment licenses NOT included in the sale.

717 Centre Street, Boston

Listing courtesy of Listing Agent: Michael Moran from Listing Office: Gibson Sotheby's International Realty.
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