Multi family Property Investments Boston

Turnkey two-family investment in a prime Brighton location! This well-maintained up-down duplex offers two spacious 3-bedroom, 1-bath units, each featuring a modern kitchen and bath, a classic living room/dining room layout, and in-unit laundry for convenience. The roof was replaced in 2019 and a full exterior painting was completed in 2026, offering added peace of mind for years to come. Combined, the property boasts over 2,400 sq ft of living space on a 4,979 sq ft corner lot. With current gross monthly rent of $7,075 ($3,550 + $3,525), this property delivers immediate cash flow with strong upside potential. Off-street parking in a 2-car garage is a rare find in this locale, and the full basement plus walk-up attic offer excellent storage or expansion possibilities. Ideally situated with easy access to Boston College, public transportation, shopping, and the highway, this property is walkable to everything Brighton has to offer and just minutes to Boston, Cambridge, and Allston. Whether you're looking to add a solid income-producing asset to your portfolio or live in one unit while the other helps cover the mortgage, this is an opportunity you won't want to miss. Schedule your showing today!

31 Willoughby St, Boston

Listing courtesy of Listing Agent: Matt Gorman from Listing Office: EDGE Realty Advisors.

$3,750,000

12 Beds ⋅ 12 Baths ⋅ 73575226 MLS

2020 luxury 6 family ideally located in highly desirable JFK/UMASS Savin Hill neighborhood. Six 2 Bed/2 Bath Units all with private outdoor space including FOUR private roof decks with ocean/city views. Six large storage areas in basement. Parking area included w/space for up to Four cars. Kitchens w/Quartz countertops/islands, Stainless Steel appliances + shaker cabinetry. Open concept living, oversized windows allow natural light to pour in. Primary bedrooms with Walk In Closets, en-suite baths, double vanities, matte black fixtures and oversized shower w/frameless glass enclosure. Hardwood throughout, recessed lighting, in-unit laundry + tankless hot water in each unit. Unmatched location, 5 minute walk to JFK/UMASS T Station, multiple area parks, South Boston beaches, the newly revamped South Bay shopping center, numerous restaurant options on Dot Ave and in South Boston. gross rent of $22,000/month

19-21 Buttonwood St, Boston

Listing courtesy of Listing Agent: team_hestia from Listing Office: Hestia.

$2,550,000

12 Beds ⋅ 8 Baths ⋅ 73575105 MLS

Situated on a prominent corner lot in Brighton, 4 Union Street presents a compelling multifamily investment opportunity consisting of four spacious duplex residences totaling 12 bedrooms and 7.5 bathrooms across approximately 5,202 square feet of living area. The property generates approximately $180,000 in annual rental and parking income, with leases currently in place through August 31, 2027, providing an incoming investor with immediate and predictable cash flow. Strong historical occupancy and consistent rental demand are supported by the property's proximity to area universities, major employment and medical centers, restaurants, public transportation, and convenient highway access. Each residence offers generous living space, in-unit laundry, and outdoor deck space. Separate utilities provide operational efficiency and limit owner-paid expenses. Off-street parking area accommodates up to eight vehicles, providing an additional source of income in a supply-constrained urban market. With its combination of strong in-place income, desirable unit layouts, extensive parking, and established rental history, 4 Union Street offers investors a well-positioned income-producing asset in one of Boston's most active rental markets.

4 Union St, Boston

Listing courtesy of Listing Agent: Ian Armstrong from Listing Office: NextGen Realty, Inc..

$850,000

4 Beds ⋅ 3 Baths ⋅ 73574910 MLS

Join us for our Open Houses Sat and Sun 12-2 p.m. An excellent opportunity for investors and owner-occupants in East Boston’s desirable Eagle Hill neighborhood, with approximately $65,000 in potential gross annual rental income. The property can be delivered vacant, offering flexibility for immediate occupancy, tenant placement, or repositioning. This bright, updated two-family home features open-concept living areas, tall ceilings, and well-proportioned layouts. Each unit offers two bedrooms and one full bathroom. Additional amenities include a sunroom suitable for a home office or flex space, as well as a generously sized deck overlooking the spacious backyard—an inviting setting for gardening, entertaining, or outdoor relaxation. The partially finished basement provides a full bathroom, dedicated laundry area, and ample storage, along with potential for expanded use, subject to buyer due diligence and all required municipal approvals. Plenty of street parking is available throughout the surrounding area. Ideally situated near neighborhood restaurants, parks, schools, Day Square, Central Square, Liberty Plaza, Shaw’s, Market Basket, and additional shopping destinations. Constitution Beach and Revere Beach are also within convenient reach. Commuters will appreciate access to the Airport Blue Line station, Logan International Airport, Route 1A, and I-90, providing convenient connections to Downtown Boston and surrounding communities. Occupy one unit while generating rental income from the other, establish market-rate leases for both units, or add a versatile East Boston multifamily property to your investment portfolio.

248 Princeton St, Boston

Listing courtesy of Listing Agent: Maria Babakhanova from Listing Office: Redfin Corp..

$1,375,000

13 Beds ⋅ 7 Baths ⋅ 73574876 MLS

ATTENTION INVESTORS & OWNER-OCCUPANTS: Welcome to 19 Hiawatha Rd, a fully occupied 4-family cash-flow generator located in Mattapan. Whether you are looking to scale your existing real estate portfolio or house-hack your way into property ownership, this property offers immediate rental income paired with value-add upside. The majority of in-place rent is paid directly through Section 8 programs, providing a stable, predictable income stream. Built in 1989; property is exempt from Massachusetts Lead Law requirements applicable to pre-1978 housing. MAJOR SYSTEMS & PROPERTY FEATURES: The property boasts a solid foundation. CertainTeed Landmark architectural shingle roof with synthetic underlayment and ice-and-water barrier, individual heating systems, and gas-fired hot water. Unit 4 is served by a Navien gas combination boiler. The finished basement and large detached storage shed with electric hookup for lighting provide additional usable and storage space, subject to buyer due diligence. The property also includes a 20-camera hard-wired WIFI surveillance system. VALUE-ADD POTENTIAL: Currently fully tenanted, the property generates cash flow from day one. Current rents are comfortably below market, providing meaningful opportunity to grow Net Operating Income (NOI) over time. Unit 3 was recently renovated and Unit 2 has been well maintained, while select remaining units and common areas offer cosmetic upside. Potential improvements include kitchens, baths, paint, flooring, landscaping and common areas as units turn over. On-Site Laundry Revenue: Leverage dedicated common space for coin-operated or mobile-pay laundry. Storage & Shed Monetization: The expansive finished basement and large exterior shed may offer additional storage or rental-income opportunities, subject to buyer due diligence. POTENTIAL FINANCING ADVANTAGE – ASSUMABLE FHA LOAN: For qualified owner-occupant buyers, the existing 2.25% FHA financing may be assumable, subject to lender approval. Given the below-market financing benefit, seller expects offers utilizing the assumption to reflect a premium relative to conventional financing offers. Buyers may also submit offers without the loan assumption. LOCATION & CONVENIENCE: Situated on a quiet residential street, tenants benefit from convenient access to public transportation options (including MBTA bus lines and the Mattapan High-Speed Line), local parks, shopping, and smooth commutes into Downtown Boston.

19 Hiawatha Rd, Boston

Listing courtesy of Listing Agent: Saad Munir from Listing Office: ENRG Global Realty, LLC.

$7,750,000

6 Beds ⋅ 7 Baths ⋅ 73574727 MLS

An entire South End brownstone. Newly reimagined, move-in ready & yours to define. A truly distinctive opportunity to acquire an entire, newly renovated bow-front brownstone on one of the South End’s most coveted tree-lined streets. Thoughtfully transformed to near-new construction standards, the property brings together timeless architecture, elevated contemporary design & exceptional flexibility within one complete building. Comprised of two meticulously designed residences, a penthouse triplex & garden duplex, the offering can be enjoyed exactly as it is today or reimagined for years to come. Live in one residence while generating income from the other, create a private arrangement for extended family, guests, or an au pair, or combine both homes into a substantial single-family residence, with conversion plans available for review. Few South End properties offer this level of immediate livability alongside such compelling long-term flexibility. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths, soaring ceilings, abundant natural light, custom millwork, gas fireplaces, a beautifully integrated designer kitchen & generous spaces for living & entertaining. A private balcony extends from the kitchen, while the upper levels culminate in an expansive private roof deck with Boston skyline views, built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two thoughtfully designed levels. Generous living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & refined finishes create a warm, tailored interior, while the living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences offer approximately 4,320 SF of beautifully finished interior space, two distinct private outdoor spaces & 2 direct-access parking spaces. Moments from acclaimed restaurants, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to own an entire turnkey South End building, the income potential of a multi-family, the privacy of two distinct residences & the possibility of one remarkable single-family home.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$899,000

4 Beds ⋅ 3 Baths ⋅ 73574752 MLS

NICE 2-FAMILY WITH MANY UPDATES INCLUDING A BACKYARD OASIS!! Paver stone driveway with lots of parking and a patio with a garden area. 2 updated units with newer heating systems and the owners unit is equipped with central A/C. The bi-level owners unit also has 2-3 bedrooms, 2 full baths, an updated kitchen with a peninsula, stainless steel appliances, Corian counters, hardwood floors and a large private rear deck. Solar panels will help keep your electricity cost down. Unit 1 has a lease until 1/31/2027 for continuous and dependable property income. Updated plumbing, electrical and newer roof makes this home easy to manage for years to come.

120 Woodrow Ave, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..

$699,900

4 Beds ⋅ 2 Baths ⋅ 73574738 MLS

GREAT INVESTMENT & VALUE-ADD OPPORTUNITY! Located in a beautiful Boston neighborhood, 34-36 Maynard St is a two-family property offering two units, each featuring 2 bedrooms and 1 full bath.The property is in solid condition with a new roof put on in 2022 but would benefit from updating and some TLC, making this a fantastic opportunity for an investor, contractor, or owner-occupant looking to build value. Bring your vision and transform this property into a standout two-family home.An excellent opportunity to renovate, improve, and capitalize on a desirable Boston location. Offered AS-IS. Buyers and agents to perform their own due diligence regarding condition, zoning, measurements, and permitted uses.Great location, great layout, and great potential — don’t miss this opportunity!

34-36 Maynard St, Boston

Listing courtesy of Listing Agent: Jennifer Rossman from Listing Office: Carpe Diem Realty LLC.

$2,399,000

3 Beds ⋅ 4 Baths ⋅ 73574728 MLS

Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

12 Auburn Street, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

$1,000,000

6 Beds ⋅ 2 Baths ⋅ 73574498 MLS

Exceptional Dorchester two-family offering with strong income potential and an attractive combination of space, parking, and flexibility. 9-11 Nazing Street features two spacious 3-bedroom, 1-bath units, a full unfinished basement, a 2-car garage, and 3 additional off-street parking spaces. The property presents an excellent opportunity for investors seeking a value-add multifamily asset or owner-occupants looking to offset their housing costs with rental income. Generous layouts and substantial supporting space provide flexibility for future improvements and customization. Property will be delivered vacant at closing. Ideally situated with convenient access to public transportation, major routes, shopping, dining, and downtown Boston. A compelling opportunity to acquire a well-positioned Dorchester multifamily with significant upside. Buyer and buyer's agent to verify all information.

9-11 Nazing St, Boston

Listing courtesy of Listing Agent: Matthew Collamore from Listing Office: Today Real Estate, Inc..

$1,600,000

4 Beds ⋅ 2 Baths ⋅ 73574480 MLS

Rarely available, and well loved through generations, this handsome, 4+BR/2BA, brick two-family home on coveted Auburn Street offers nearly 2,600 square feet of living space and an additional 917sf of unfinished basement space, providing an extraordinary opportunity for an investor, contractor, or end-user to build equity or seamlessly convert to a single-family residence. Set on a picturesque, tree-lined street, the building features a grand entry foyer, tall ceiling height throughout, large windows that flood the rooms with natural light, and a blend of rich original oak and pine floors. The oversized first-floor, 1BR/1BA apartment offers a spacious 900+sf layout, featuring formal living and dining room parlors with pine floors, a full bath with tub, and an inviting kitchen that opens onto a private deck, which leads to a large, fenced in yard waiting to be brought back to a lush sanctuary. The “owner’s” unit is an impressive 3+BR/1BA, 1,600sf upper duplex with a spectacular front living room parlor with white marble mantel, ornate ceiling medallion and crown molding. A formal dining room parlor flows to the updated kitchen featuring stainless appliances and quartz countertops. A full bath with tub and a separate laundry room/pantry complete this level. The upper level offers 3 bedrooms, plus study, bathed in light from front and back windows and a skylight. This home is close to all Charlestown has to offer with great parks, local dining, shopping, and transport to downtown Boston.

24 Auburn Street, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

$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.

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