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Roxbury, MA Multifamily Homes & Duplexes for Sale

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  • /42

    $3,700,000

    • 14 Beds
    • 11 Baths
    • 6,509 Sq Ft

    27 Dudley St, Roxbury, MA 02119

    A rare turnkey 7-unit investment property with cultural significance, 27 Dudley Street was once home to Maurice Starr where New Kids on the Block and New Edition rehearsed and recorded. Fully gut-renovated in 2021, it delivers modern finishes including waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces, ensuring strong tenant demand.

    Mission Realty Advisors Compass

    27 Dudley St, Roxbury, MA 02119
  • /17

    $1,300,000

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    66 Burrell St, Roxbury, MA 02119

    Nestled in the vibrant city of Boston, Massachusetts, 66 Burrell St presents an inviting multi-family residence ready to welcome you home. The heart of this residence is undoubtedly the kitchen, where shaker cabinets offer a timeless appeal, complemented by a backsplash that adds a touch of sophistication, creating an inspiring space for culinary exploration. The bathrooms offer a tiled walk-in

    Eric Jones Lamacchia Realty, Inc.

    66 Burrell St, Roxbury, MA 02119
  • /5

    $725,000

    • 6 Beds
    • 3 Baths
    • 3,104 Sq Ft

    51 Saint James St, Roxbury, MA 02119

    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

    J. Lucky Henry Henry RE

    51 Saint James St, Roxbury, MA 02119
  • /30

    $1,100,000

    • 5 Beds
    • 3 Baths
    • 2,148 Sq Ft

    20 Rockville Park, Roxbury, MA 02119

    ATTENTION INVESTORS: Fully gut-renovated in 2025, this 3-family delivers true turnkey ease in a prime Roxbury location on a dead end street near Northeastern University, the Longwood Medical Area, and the South End. The building offers 5 bedrooms and 3 baths across three units, all de-leaded. Interiors feature modern kitchens with stainless appliances and recessed lighting, and updated baths.

    Guy Contaldi RE/MAX Andrew Realty Services

    20 Rockville Park, Roxbury, MA 02119
  • /40

    $2,400,000

    • 11 Beds
    • 6 Baths
    • 4,296 Sq Ft

    20 Rockville Park, Roxbury, MA 02119

    ATTENTION INVESTORS: Premier Roxbury Turnkey Investment — Easy to Show Two semi-detached three-family homes on separate deeds—each eligible for residential financing—combine for a pristine 6-unit opportunity. Fully gut-renovated in 2021,2025, the property delivers a true turnkey experience: modern kitchens with stainless appliances and recessed lighting, and comprehensive system upgrades

    Guy Contaldi RE/MAX Andrew Realty Services

    20 Rockville Park, Roxbury, MA 02119
  • /30

    $1,300,000

    • 6 Beds
    • 3 Baths
    • 2,148 Sq Ft

    22 Rockville Park, Roxbury, MA 02119

    ATTENTION INVESTORS: Fully gut-renovated in 2021, this 3-family delivers true turnkey ease in a prime Roxbury location near Northeastern University, the Longwood Medical Area, and the South End. The building offers 6 bedrooms and 3 baths across three units, one unit is de-leaded. Parking for 10 cars. Interiors feature modern kitchens with stainless appliances and recessed lighting, and updated

    Guy Contaldi RE/MAX Andrew Realty Services

    22 Rockville Park, Roxbury, MA 02119
  • /31

    $2,699,999

    • 3 Beds
    • 9 Baths
    • 5,435 Sq Ft

    59 Perrin St, Boston, MA 02119

    Amazing opportunity to Own New construction Multi family with such great proximity to downtown . Configured as 3 large attached townhouses , these units would be in high demand as units like these are far more scarce. Could also set up for a multi generational family buying opportunity . These units are brand new and the feel alot like a single family home . The lot is spacious so the building

    Alex Walsh Access

    59 Perrin St, Boston, MA 02119
  • /25

    $1,549,000

    • 6 Beds
    • 4 Baths
    • 3,499 Sq Ft

    59 Fort Ave, Roxbury, MA 02119

    Located in the heart of Fort Point, one of Boston’s most desirable urban submarkets, this handsome brick three-family combines historic charm with modern upside. Strong rental history with an oppurtunity for investor or owner occupant.Just down the street from the Fort Point Monument and easy access to Jamaica Plain, Nubian Square and the Longwood district. The property sits in an unbeatable

    Scott Cordner Block Realty

    59 Fort Ave, Roxbury, MA 02119
  • /20

    $2,600,000

    • 14 Beds
    • 6 Baths
    • 4,300 Sq Ft

    39 W Walnut Park, Roxbury, MA 02119

    EASY TO SHOW! PREMIER ROXBURY TURN-KEY INVESTMENT! DEEDED AS TWO 3-FAMILY PARCELS – QUALIFIES FOR RESIDENTIAL FINANCING. This immaculate, fully occupied 6-unit building is a true cash-flow powerhouse producing strong income with long-term upside. Gut renovated in 2018, the property offers a complete turnkey experience with everything updated from top to bottom. Each apartment has been

    Guy Contaldi RE/MAX Andrew Realty Services

    39 W Walnut Park, Roxbury, MA 02119
  • /19

    $1,400,000

    • 8 Beds
    • 3 Baths
    • 1,974 Sq Ft

    39 W Walnut Park, Roxbury, MA 02119

    EASY TO SHOW! Presenting a fully renovated 8-bedroom, 3-bathroom three-family building in the heart of Boston, offers immediate cash flow and long-term upside. Gut renovated in 2018 with no detail overlooked, each unit features stainless steel appliances, central air and heat, custom countertops, newer hardwood floors, recessed lighting, tankless water heaters, and fully updated plumbing and

    Guy Contaldi RE/MAX Andrew Realty Services

    39 W Walnut Park, Roxbury, MA 02119
  • /18

    $1,300,000

    • 6 Beds
    • 3 Baths
    • 1,974 Sq Ft

    41 W Walnut Park, Roxbury, MA 02119

    Discover this fully renovated 3-family property in the heart of Boston, offering both prime location and strong rental income for immediate cash flow. Gut-renovated in 2018 with meticulous attention to detail, the building is designed for modern living and long-term durability. Each unit showcases high-end finishes including stainless steel appliances, central air/heat, hardwood flooring, custom

    Guy Contaldi RE/MAX Andrew Realty Services

    41 W Walnut Park, Roxbury, MA 02119
  • /24

    $1,075,000

    • 6 Beds
    • 2 Baths
    • 3,018 Sq Ft

    22 Alaska St, Roxbury, MA 02119

    This exceptional two-family home presents a perfect opportunity for investors or those seeking a comfortable setup for multi-generational living. The property offers great potential for expansion with a full walkout basement and a rare, oversized detached two-car garage. Located on a quiet side street in the Moreland Historic District and just moments from vibrant Nubian Square, occupants have

    Guimares Group Conway - Hanover

    22 Alaska St, Roxbury, MA 02119
  • /22

    $929,000

    • 6 Beds
    • 4 Baths
    • 3,345 Sq Ft

    119 Blue Hill Ave, Roxbury, MA 02119

    Beautiful Brick Beacon Hill style Row House in the wonderful neighborhood of Roxbury. Conveniently located on MBTA line near restaurants, shopping and businesses close to Boston. Fantastic opportunity for Investors, owner occupied/Property Manager onsite situation or you decide! Gorgeous newer kitchen and wood floors throughout the home on main 2 nd level townhouse style living. First floor unit

    Caroline Rocha Sheehy Seaport Properties Advisory Group

    119 Blue Hill Ave, Roxbury, MA 02119
  • /36

    $1,099,000

    • 6 Beds
    • 4 Baths
    • 2,554 Sq Ft

    16 Mayfair St, Roxbury, MA 02119

    Rare find! Nice two-family home in a fantastic Roxbury locale abutting Fort Hill. Features two spacious bi-level units full of timeless charm, gorgeous hardwood floors, and lofty ceilings throughout. The kitchens are bright with granite countertops and open directly to outdoor spaces, perfect for relaxing or entertaining. The upper unit offers a spacious bedrooms and a primary with an en-suite

    Delince Louis Redfin Corp.

    16 Mayfair St, Roxbury, MA 02119
  • /32

    $1,450,000

    • 6 Beds
    • 3 Baths
    • 3,380 Sq Ft

    49 Norfolk St, Roxbury, MA 02119

    Fantastic investment/occupancy opportunity on sought-after Fort Hill! TWO SUNNY ATTACHED SINGLE FAMILY HOMES with a separate plot at 53 attached to 51,currently 4 parking spaces! 53 currently has a building deed-restriction on it which will expire in 9 years. 49 is a meticulously maintained owner-occupied house with wood floors throughout, 2 parking. Central A/C, w/d in well-kept basement w/

    Joe Wolvek Gibson Sotheby's International Realty

    49 Norfolk St, Roxbury, MA 02119
  • /31

    $6,500,000

    • 10 Beds
    • 10 Baths
    • 7,250 Sq Ft

    99 + 101 W Springfield St, Boston, MA 02118

    Excellent investment opportunity! Located on the east side of West Springfield Street between Washington Street and Shawmut Avenue in Boston's highly-desirable South End, 99-101 West Springfield offers an unusual opportunity to acquire two side-by-side buildings in excellent condition. Each building is individually zoned for 4-6 units and offers hardwood floors, exposed brick, rear terraces, and

    Hanneman + Gonzales Compass

    99 + 101 W Springfield St, Boston, MA 02118
  • /33

    $2,750,000

    • 10 Beds
    • 5 Baths
    • 4,708 Sq Ft

    10 Linwood St, Boston, MA 02119

    A truly exceptional offering, the landmark Alvah Kittredge House is a Greek Revival mansion built in 1834 and meticulously restored through a $3.8M award-winning rehabilitation in 2014. This certified historic property now offers five elegant 2-bedroom residences; three market-rate and two permanently affordable. Units feature hardwood floors, soaring ceilings, original moldings, open floor

    Antonio Lopes M7 Real Estate Group

    10 Linwood St, Boston, MA 02119
  • /9

    $2,899,000

    • 22 Beds
    • 9 Baths
    • 7,812 Sq Ft

    94 Walnut Ave, Roxbury, MA 02119

    Opportunity to own a row of (4) Two Family townhouses. The property features 22 bedrooms and 9 full bathrooms across 7,812 square feet of living space—ideal for investors seeking scale, value-add potential, or long-term hold in a central city location. Whether repositioned for rental income or developed further, this property presents a compelling path forward in one of Boston’s most resilient

    Oleg Elisev Greenville Real Estate Group, Inc.

    94 Walnut Ave, Roxbury, MA 02119
  • /9

    $1,719,000

    • 15 Beds
    • 5.5 Baths
    • 5,816 Sq Ft

    69 Burrell St, Roxbury, MA 02119

    An exceptional chance to own a fully tenanted, turn-key asset in one of Boston’s most resilient and well-connected rental markets. This stabilized 5-unit property offers strong, reliable income with a versatile unit mix: (1) two-bedroom, (3) three-bedrooms, and (1) four-bedroom—ideal for attracting students, professionals, and families alike.Situated on a quiet residential street, the property

    Oleg Elisev Greenville Real Estate Group, Inc.

    69 Burrell St, Roxbury, MA 02119
  • /18

    $775,000

    • 5 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    133 Blue Hill Ave, Roxbury, MA 02119

    Thank you for attending the Open House. The list price for the property at 133 Blue Hill Ave is now $775,000, and it does not include the lot at 135 Blue Hill Ave. However, the purchase of the adjacent lot is negotiable when purchasing 133 Blue Hill Ave. Now, here is your chance to own real estate or enhance your portfolio. This multi-family residence presents an inviting home, ready for

    Melanie Daye Boston's Future Finest RE

    133 Blue Hill Ave, Roxbury, MA 02119
  • /26

    $1,725,000

    • 4 Beds
    • 3.5 Baths
    • 1,842 Sq Ft

    377 Shawmut Ave, Boston, MA 02118

    Impeccably maintained Federal-style two family row house blends a unique combination of classic charm, modern comfort, flexibility and opportunity. Thoughtfully updated with custom details throughout, the owner’s triplex welcomes you with a bright, airy front-to-back open-concept layout on the main level with direct access to your private, sun-filled rear patio—perfect for entertaining! In the

    Barbara Alavi William Raveis R.E. & Home Services

    377 Shawmut Ave, Boston, MA 02118
  • /8

    $950,000

    • 6 Beds
    • 3 Baths
    • 2,769 Sq Ft

    91 Zeigler St, Boston, MA 02119

    JUST STEPS AWAY FROM VIBRANT DUDLEY STATION, THIS BEAUTIFUL BRICK 3 FAMILY AND ADJACENT LOT AWAITS YOU. WELL, MAINTAINED WITH UPDATED PLUMBING, ELECTRICAL AND HEATING SYSTEMS. 12-YEAR-OLD RUBBER ROOF. SOLID ENCLOSED REAR DECKS. FIRST FLOOR IS VACANT. COME AND TAKE PART IN ONE OF BOSTON'S MOST RAPIDLY EXPANDING AREAS. OPPORTUNITY FOR THE BUYERS WITH VISION. DUDLEY SQUARE IS IN FULL DEVELOPEMENT

    Eugene Moody Mass Property LLC

    91 Zeigler St, Boston, MA 02119
  • /20

    $699,900

    • 6 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    8 Weldon St, Boston, MA 02121

    Two family in a 3 family zoned. Brand new roof, including plywood underneath, soffits, and gutters. Basement has potential to add more living square footage or an additional unit with city approval, due to its tall ceiling, full sized windows, and a full walkout. Property has 6-8 bedrooms and 3.5 bathrooms (1 full bathroom in the basement). Fully cleaned out and will be delivered vacant. Property

    The Vici Group Shore Real Estate LLC

    8 Weldon St, Boston, MA 02121
  • /29

    $1,024,900

    • 6 Beds
    • 3 Baths
    • 2,609 Sq Ft

    79 W Cottage St, Dorchester, MA 02125

    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

    Team Lillian Montalto Lillian Montalto Signature Properties

    79 W Cottage St, Dorchester, MA 02125
  • /42

    $1,399,000

    • 11 Beds
    • 3 Baths
    • 4,560 Sq Ft

    99 Harrishof St, Dorchester, MA 02121

    Highly sought after brick trophy building available now! 8% cap! This iconic, triple-wide brick 3-family blends historic craftsmanship with modern luxury in one of Roxbury’s most rapidly developing pockets. Each sprawling unit consisting of (1) 3 Bed & (2) 4 Beds is flooded with natural light, soaring ceilings, and sleek finishes. Gross rent earning potential upwards of $130K with upside to scale

    Markese Daise Stony Brook & Lennox Realty Advisors

    99 Harrishof St, Dorchester, MA 02121
  • /39

    $1,299,000 Open Mon 12PM - 1PM

    • 9 Beds
    • 3 Baths
    • 3,852 Sq Ft

    12 Gayland St, Dorchester, MA 02125

    Live smart or invest strategically! This turn-key 3-unit multi-family on the Dorchester/Roxbury line offers the best of both worlds. Ideal for an owner-occupant looking to offset their mortgage or an investor seeking strong cash flow and appreciation, this property is fully updated with spacious layouts, modern systems, and long-term upside. Gross rent potential exceeds $130K annually, with room

    Markese Daise Stony Brook & Lennox Realty Advisors

    12 Gayland St, Dorchester, MA 02125
  • /8

    $1,895,000

    • 19 Beds
    • 4 Baths
    • 5,484 Sq Ft

    620 Dudley St, Dorchester, MA 02125

    CASH COW. $183,000 in annual gross rents. Solid, textured brick building in vibrant Upham’s Corner Arts and Innovation District. Large, low maintenance, updated units with one renovated unit left vacant for your tenant. Prime Location, one block from the Croc Community & Aquatic Center, recently renovated Hannon Park and a short walk to the T. Maintenance free, open green space to the rear

    Ross Williams Berkshire Hathaway HomeServices Warren Residential

    620 Dudley St, Dorchester, MA 02125
  • /12

    $1,150,000

    • 9 Beds
    • 3 Baths
    • 3,852 Sq Ft

    45 Brookford St, Dorchester, MA 02125

    Investor Opportunity – MOTIVATED SELLER!! For this Value-Add 3-Family in 02125 zip code with ADU Potential! This spacious 3-family property offers strong rental potential and room for growth. Each floor features 3 bedrooms, with the 1st and 2nd floors currently used as 4-bedroom rentals. The 3rd floor is occupied by a long-term tenant, providing immediate stability.A major value-add opportunity

    Paige Thompson Coldwell Banker Realty - Milton

    45 Brookford St, Dorchester, MA 02125
  • /30

    $1,050,000

    • 8 Beds
    • 3 Baths
    • 2,832 Sq Ft

    29 E Cottage St, Dorchester, MA 02125

    Exceptional Triple-Decker Investment OpportunitySpacious and well-maintained three-family in a prime location near shops, public transit, and major routes. Each bright unit offers updated flooring, modern countertops, and newer appliances. One unit can be delivered vacant, allowing for owner-occupancy or market-rate rent. Current rents are below market, providing significant upside for investors.

    Farah Fakih Coldwell Banker Realty - Boston

    29 E Cottage St, Dorchester, MA 02125
  • /11

    $8,500,400

    • 2 Beds
    • 19 Baths
    • 6,645 Sq Ft

    398-400 Columbus Ave, Boston, MA 02116

    We are pleased to present this 19-unit brick building for sale, located in the South End of Boston and currently configured as short term rentals. The opportunity consists of 18 fully furnished short-term studio rentals, one 2-bed / 1-bath apartment and one commercial space. Located in the heart of the South End, the property is situated on one of the most highly amenitized, idyllic streets in

    Nicholas Herz Boston Realty Advisors

    398-400 Columbus Ave, Boston, MA 02116
  • /11

    $3,259,200

    • 9 Baths
    • 3,825 Sq Ft

    402 Columbus Ave, Boston, MA 02116

    We are pleased to offer for sale this brick short term rental property located in the South End of Boston. The opportunity consists of 9 fully furnished short-term studio rentals and one commercial space. Located in the heart of the South End, the property is situated on one of the most highly amenitized, idyllic streets in Boston, making it an ideal destination for travelers. Investors have the

    Nicholas Herz Boston Realty Advisors

    402 Columbus Ave, Boston, MA 02116
  • /27

    $1,149,999

    • 8 Beds
    • 3 Baths
    • 3,126 Sq Ft

    21 Dean St, Dorchester, MA 02125

    Turnkey 3-family just 6 blocks from the Uphams Corner MBTA Station with skyline views of downtown Boston. All three units feature updated kitchens, modern baths, and hardwood/ceramic flooring. Private rear decks overlook a vibrant Dorchester community garden. Ideal for condo conversion, owner-occupancy, or cash-flow investing. Includes 3 gas furnaces, 3 newer hot water heaters, updated plumbing

    Frank Ventresca Strategy Street

    21 Dean St, Dorchester, MA 02125
  • /23

    $3,095,000

    • 10 Beds
    • 6 Baths
    • 4,740 Sq Ft

    820-824 Huntington Ave, Boston, MA 02115

    Now offered at $3,095,000. Prime Mission Hill mixed-use investment, corner lot steps to the Longwood Medical Area (LMA) & universities. This fully stabilized 6-unit asset generates $186,694 in NOI, offered at a compelling 6.0% CAP RATE. The commercial income is de-risked by two long-term leases with contractual rent escalations. The anchor market tenant’s lease is extended to 2031 and includes a

    Kirsten McEleney KM Real Estate Group

    820-824 Huntington Ave, Boston, MA 02115
  • /29

    $6,200,000

    • 22 Beds
    • 22 Baths
    • 10,089 Sq Ft

    476 Warren St, Dorchester, MA 02121

    Introducing a rare investment opportunity near Dorchester's Grove Hall, adjacent to Boston Latin Academy. This newly constructed 11-unit residential building offering modern amenities and strong rental potential. Each of the 11 units features a thoughtfully designed 2-bedroom, 2-bathroom layout, ideal for today’s tenants seeking both comfort and convenience.Every unit includes:In-unit washer and

    Alex Jafry Sterling Beacon Hill

    476 Warren St, Dorchester, MA 02121
  • /2

    $3,995,000

    • 7 Beds
    • 3.5 Baths
    • 4,642 Sq Ft

    30 Cumberland St, Boston, MA 02115

    Amazing development opportunity to create the home of your dreams in the heart of the city. Currently a 4,642 sq ft (see plans in public doc's.) 3-family corner row house with 3 exposures abuts the SW Corridor at the South End/ Back Bay border, on a quiet, tree-lined, dead-end street. Permits in place to add an additional 880 sq ft (total of 5,522 sq ft) this home can be transformed into the home

    Brian Perry Gibson Sotheby's International Realty

    30 Cumberland St, Boston, MA 02115
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