Fraud Blocker
Jamaica Plain Multi Family Homes For Sale

Jamaica Plain Multi Family Homes For Sale

$1,799,000
6 Beds ⋅ 4 Baths ⋅ 73575450 MLS
Exceptional opportunity to own a completely rebuilt and fully renovated two-family just minutes from Forest Hills Station. Renovated from the studs with virtually everything new, this turnkey property offers two spacious residences, each featuring 3 bedrooms, 2 full bathrooms, open-concept living areas, designer kitchens with quartz countertops, custom cabinetry, stainless steel appliances, and spa-inspired bathrooms. Every major component has been replaced or upgraded, including the electrical, plumbing, HVAC, insulation, windows, roof, flooring, kitchens, bathrooms, fixtures, and finishes, delivering the comfort and efficiency of new construction while preserving the property's classic character. Both units are independently HERS certified (Unit 6: HERS 54; Unit 8: HERS 50) and feature high-efficiency HVAC systems, premium insulation, air sealing verified by blower door testing, and energy-efficient windows, providing year-round comfort and lower operating costs. Perfect for owner-occupants, investors, or multigenerational living, this versatile property allows you to live in one unit while generating rental income from the other. Buyers are encouraged to consult their lender regarding the use of projected rental income for mortgage qualification. Conveniently located just minutes from Forest Hills Station, the MBTA Orange Line, Commuter Rail, Franklin Park, the Arnold Arboretum, Longwood Medical Area, Back Bay, restaurants, cafés, shopping, and major highways. A rare opportunity to own a move-in-ready, turnkey multifamily in one of Boston's most desirable neighborhoods.

6-8 Weld Hill St, Boston

Listing courtesy of Listing Agent: Hitesh Tara from Listing Office: eXp Realty LLC - Corporate Office.
$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.
$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.
$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.
$1,450,000
9 Beds ⋅ 3 Baths ⋅ 73572883 MLS
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.
$1,795,000
12 Beds ⋅ 5 Baths ⋅ 73563820 MLS
Fully occupied three-family in the heart of Jamaica Plain, one of Boston’s most vibrant and walkable neighborhoods. Three oversized units, all currently leased, with a current rent roll exceeding $143,000 annually and every unit rented through August 2027.Features include forced-air heating systems, updated electrical, stone and stainless steel kitchens, in-building laundry, and three large rear decks. The property also offers a finished attic, a semi-finished basement, and a paved rear and side yard.Set among Jamaica Plain’s tree-lined streets, the location puts you moments from the shops, cafes, and restaurants of Centre Street, the green expanse of Jamaica Pond, and the Emerald Necklace, with convenient Orange Line access for an easy commute downtown. Farmers markets, local breweries, and some of the city’s best dining round out a neighborhood known for its character and community.Full rent roll, leases, and financials available upon request.

12 Dalrymple Street, Boston

Listing courtesy of Listing Agent: from Listing Office: Block Realty.
$2,795,000
9 Beds ⋅ 6 Baths ⋅ 73562235 MLS
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.
$3,000,000
73561860 MLS
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.
$975,000
2 Beds ⋅ 3 Baths ⋅ 73561593 MLS
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: David Elliott from Listing Office: David W. Elliott.
$3,699,000
24 Beds ⋅ 18 Baths ⋅ 73549277 MLS
Rare opportunity to own a turnkey 9-unit brick apartment building in the desirable Egleston neighborhood of Jamaica Plain. This well-maintained asset features an ideal unit mix of six 3-bedroom, 1.5-bath units and three 2-bedroom, 1.5-bath units, offering broad tenant appeal. Solid brick construction provides long-term durability and low maintenance.Ideally located just minutes from major universities, renowned hospitals, downtown Boston, and the Orange Line, the property attracts a diverse tenant base of students, healthcare professionals, and working professionals. Currently generating $228,600 in gross annual income with three vacant units, this asset presents significant upside proforma through lease-up and rental growth.A rare opportunity to acquire a high-quality Boston multifamily asset with immediate value-add potential and long-term appreciation.

3146-3150 Washington St, Boston

Listing courtesy of Listing Agent: Derek Young from Listing Office: Longwood Residential, LLC.
$999,000
6 Beds ⋅ 3 Baths ⋅ 73545435 MLS
Discover the investment potential of 9 Blanvon Road in Jamaica Plain—a classic 3-family home that appeals to owner-occupants, investors, and those seeking a solid investment opportunity. Each unit includes 5 rooms, 2 bedrooms, and 1 bathroom, with in-unit laundry, eat-in kitchens, pantries, built-in China cabinets, natural woodwork, hardwood floors, porches, and additional storage in the walkout basement. The property has been well-maintained and offers a sturdy foundation for future updates. This property is conveniently located just minutes from the Forest Hills T stop, the Arnold Arboretum, and the bustling shops and restaurants along Hyde Park Avenue in Jamaica Plain.

9 Blanvon Road, Boston

Listing courtesy of Listing Agent: Stephen Lussier from Listing Office: Arborview Realty Inc..
$625,000
9 Beds ⋅ 6 Baths ⋅ 73535348 MLS
Rare Developer Opportunity in Prime Jamaica Plain! Skip the lengthy Boston variance hurdles, zoning delays, and permitting headaches. This vacant parcel of land on Weld Hill Street comes with fully approved plans to build a 3-unit residential building, allowing you to move straight to excavation and construction. In a highly supply-constrained market like JP, a truly shovel-ready site is a rare find. This clean slate means zero surprises, and a significantly shortened holding period to accelerate your timeline to profitability. Future residents will love this prime location, situated just moments from the scenic trails of the historic Arnold Arboretum, the vibrant local shops and dining along Centre Street, and immediate access to the Orange Line for an effortless commute into downtown Boston. Whether your strategy is high-end condos or a lucrative rental portfolio, this project offers a de-risked path to excellent returns. ~$26,000 in fees +deposits to be paid ( buyer ) to get permit.

59 Weld Hill St, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..
$3,250,000
9 Beds ⋅ 3 Baths ⋅ 73534027 MLS
Discover a rare opportunity to own a substantial 3 family property situated on approximately 21,896 sf of land in Jamaica Plain. Whether your are an investor, owner-occupant, builder, or developer, this unique offering presents endless possibilities. Rich with old - world charm, the 3 family home features high ceilings, spacious rooms, and classic architectural details. All 3 units have living room, dining room, eat in kitchen, in unit laundry and 3 bedrooms.. The 1st and 2nd floor units have been freshly painted and enhanced with beautiful new hardwood flooring, creating an inviting blend of character and modern appeal.. Ideally located with easy access to public transportation, the Jamaica Way the Jamaica pond, major hospitals, renowned universities, parks, shopping and dining this property offers both immediate value and long term upside in a highly desirable location. Buyers are to perform their own due diligence regarding zoning, permitting, and development possibilities

52 Paul Gore St, Boston

Listing courtesy of Listing Agent: Effie Treon from Listing Office: Treon Realty Group.
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 73526105 MLS
DEVELOPMENT OPPORTUNITY OF THE YEAR IN CENTRAL JP. Attention builders, developers, and investors—rarely does a parcel of this magnitude become available in prime Jamaica Plain. Sited on a massive 13,263 SF lot with approx 109’ of street frontage, this property is an absolute dream. Located in a 2F-7,000 zoning subdistrict, the expansive footprint offers incredible potential for a high-end multi-unit project. Tap into Jamaica Plain’s premium condo values, proven right in the immediate micro-market: look no further than the successful 4-unit townhouse development directly across the street (207-209 Chestnut) and the new construction directly behind it (23 Chestnut Sq). A+ central locale, just a short walk to Stony Brook T, SW Corridor Park, and the Brewery Complex. Buyer to perform all due diligence regarding project feasibility; broker and seller make no representations. Do not walk the lot without an appointment. No open houses.

212 Chestnut Ave, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..
$1,599,000
6 Beds ⋅ 5 Baths ⋅ 73516441 MLS
Historically significant JP building that was once owned by the Doyle`s Restaurant Family. Formerly used as horse stalls, this building has had many other uses over the years including, car storage and a mixed-use office/residential building but now the approvals are in place to convert this beautiful 19th Century 3-story brick into 3 residential units with parking. Located near Williams Street where there multiple development projects currently underway and beautiful Rossmore Road where there are beautiful homes at every corner. Plans and approvals are being sold with this property to renovate and finish 3-3 bedroom industrial style units with multiple bathrooms, exposed brick, a full basement and parking at this magnificent location. Located in the Stonybrook neighborhood Close to Forest Hills T, The Midway Cafe, coffee shops, Third Cliff Bakery and Planet Fitness, this location is very convenient. 48 hours notice for all showings.

14 Meehan St, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..
$1,549,000
9 Beds ⋅ 3 Baths ⋅ 73515805 MLS
A turnkey 3-family home in a highly desirable trophy location. This 3,144-square-foot, 5/5/5, 3-bedroom units 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..
$9,450,000
26 Beds ⋅ 23 Baths ⋅ 73484635 MLS
NEW MIXED-USE BUILDING FOR SALE IN JAMAICA PLAIN - Fully stabilized mixed-use building for sale built in 2022 featuring 23 residential apartments and 1 retail unit. High end finishes including modern cabinets & vanities, stone countertops, all new appliances & fixtures, in-unit washer/dryers, and ample natural light. The apartments include five studios, eleven 1-bedroom units, three 2-bedroom units, and four artist live/work lofts. The retail unit is leased to an interior designer until 6/30/28. Conveniently located steps to the Orange Line via the MBTA Green Street station. The property features six parking spots on the premises for additional income. The building also a mail room, bike rack room, and room for trash & recycling. All utilities are separately metered. Current gross income for the building is $810,729.48 annually with a lot of upside potential for rent growth. Floor plans & pro-forma are available upon request.

197 Green, Boston

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.
$1,300,000
8 Beds ⋅ 6 Baths ⋅ 73478220 MLS
Attention investors and owner-occupants! Exceptional turnkey brick three-family in the heart of Jamaica Plain. This well-maintained asset features two expansive 3-bedroom units and one spacious 2-bedroom unit — each offering 1.5 baths, oversized floor plans, LVP flooring, and stainless steel appliances. The property includes common-area washer/dryer hookups in the basement along with generous private storage areas, adding valuable tenant convenience and long-term rental appeal. Solid brick construction, strong unit mix, and efficient layouts make this a durable, income-producing asset built for sustained performance. Ideally located near downtown Boston, major universities, shops, restaurants, parks, and public transportation, the property benefits from consistent rental demand in one of the city’s most established neighborhoods. A vacant 3-bedroom unit provides immediate income upside, repositioning potential, or an ideal owner-occupant opportunity in a high-demand rental market.

3150 Washington St, Boston

Listing courtesy of Listing Agent: Derek Young from Listing Office: Longwood Residential, LLC.
$1,325,000
6 Beds ⋅ 3 Baths ⋅ 73466208 MLS
New to Market: Charming and rarely available two-family home in a prime Pondside location, perfect for owners, investors, or anyone seeking flexible space and possible future upside. Each large and lovely unit features a welcoming foyer, bright and versatile layout, hardwood floors, original woodwork, and enclosed back porches that expand the living area and offer a quiet retreat. The third-floor suite provides additional living space with a striking cathedral ceiling, mini-split system for efficient heat and central air, and supplemental electric baseboard, making it comfortable year-round. The huge basement offers basic full bath/kitchen, exceptional storage and incredible potential for workshop, hobby space, or other future possibilities. Roof & heating very old. Property presents a rare opportunity to bring your vision to life in one of the area’s most desirable settings just blocks to JP Center. Not a short sale but subject to court approval. Offers if any Tue 6pm, good 24 hrs.

53 Prince St, Boston

Listing courtesy of Listing Agent: Jay Goober from Listing Office: Jamaica Hill Realty, Inc..
Start Your Search

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.

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.

Read More +

Contact Us Today

Call Jason Niles, REALTOR® – Coldwell Banker Realty, or Abby Niles, REALTOR® – Coldwell Banker Realty, to start your real estate journey today!