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Roxbury, MA Multifamily Homes & Duplexes for Sale

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  • /27

    $2,350,000

    • 9 Beds
    • 4 Baths
    • 2,595 Sq Ft

    1011 Tremont St, Boston, MA 02120

    Introducing a premier investment at 1011 Tremont Street - a fully renovated three-family brownstone across from Northeastern’s new 1,370-bed residence hall. Located at the nexus of the South End and Roxbury Crossing, steps from Ruggles and Mass Ave T stops, the MFA and Longwood Medical, this asset offers rare access to Boston’s top educational and medical hubs. This corner building with a

    Mission Realty Advisors Compass

    1011 Tremont St, Boston, MA 02120
  • /30

    $4,500,000

    • 9 Beds
    • 7 Baths
    • 5,050 Sq Ft

    666 Massachusetts Ave, Boston, MA 02118

    Enjoy this 2017 fully renovated, 5 unit brownstone ready to go and fully tenanted at $18,600/month. This multifamily offers high ceilings, large window exposures, open living room & kitchen floor-plans, white marble countertops, hardwood flooring throughout, bathrooms with walk-in showers & glass doors, recessed LED lighting, Bosch appliances including in-unit laundry, central a/c and large,

    Joshua Stiles Compass

    666 Massachusetts Ave, Boston, MA 02118
  • /3

    $2,000,000

    • 3 Beds
    • 3 Baths
    • 2,327 Sq Ft

    239 Northampton St, Boston, MA 02118

    Classic Boston Brownstone with Strong Investment Potential Rarely available 3-unit brick brownstone offering over 2,300 sq ft. Located at 239 Northampton St, this stately three-unit brick brownstone offers over 2,300 sq ft of living space in one of Boston’s most dynamic neighborhoods. Situated between the South End and Roxbury, with close proximity to public transit, Northeastern University, and

    Karen Wier Karen Wier's Realty Co.

    239 Northampton St, Boston, MA 02118
  • /22

    $2,100,000

    • 11 Beds
    • 7 Baths
    • 4,682 Sq Ft

    134-140 Smith St, Boston, MA 02120

    Development opportunity in Boston’s vibrant Mission Hill Historic Triangle. Once home to the beloved Squealing Pig Restaurant, this high-visibility site is fully approved and permitted for immediate construction of a three-story mixed-use building with ground-floor commercial space and six residential units. When completed, the project will deliver 4,682 square feet of rentable or sellable space,

    Mission Realty Advisors Compass

    134-140 Smith St, Boston, MA 02120
  • /3

    $1,300,000

    • 8 Beds
    • 4 Baths
    • 3,256 Sq Ft

    80 Mount Pleasant Ave, Roxbury, MA 02119

    Attention investors! Introducing a rare, turn-key 4 unit brick building in the heart of Roxbury with a $9500 per month rent roll! This beautiful corner brick building consists of four 2 bed/1 bath units across 4 levels. Units have varying degrees of renovations but are all in good shape with minimal maintenance required. Gas and electric are split out allowing for maximum cash flow and there is a

    Lior Rozhansky Keller Williams Realty Evolution

    80 Mount Pleasant Ave, Roxbury, MA 02119
  • /32

    $3,995,000

    • 6 Beds
    • 3.5 Baths
    • 4,789 Sq Ft

    66 Rutland St, Boston, MA 02118

    Conversion opportunity! Beautifully maintained Victorian townhouse located in the heart of the South End. Amazing double parlors with high ceilings (10'5") and intricate plaster moldings, wood casings, marble mantels and floor to ceiling windows. The back parlor is a intimate study/office with great built-ins. The open kitchen level, with hardwood floors, is ideal for family gatherings with great

    Sprogis Neale Doherty Team Sprogis & Neale Real Estate

    66 Rutland St, Boston, MA 02118
  • /40

    $1,200,000

    • 7 Beds
    • 2 Baths
    • 3,398 Sq Ft

    38 Juniper St, Roxbury, MA 02119

    Fort Hill Area of Roxbury! Boston city views from the 2nd Floor Deck! Fabulous Opportunity for an Owner Occupant or Investor! Lovingly cared for by owner * features New Windows, Modern Kitchens and bathrooms, Hardwood Floors, Washer/Dryer in Unit, 12ft high ceilings, Front and Rear decks, fenced in yard, First Floor features Living Room, Dining Room, Two Bedrooms, Large Kitchen Granite & SS

    Lauren MacEachern Boardwalk Properties

    38 Juniper St, Roxbury, MA 02119
  • /26

    $2,000,000

    • 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
  • /33

    $1,275,000

    • 9 Beds
    • 3 Baths
    • 2,628 Sq Ft

    121 George St, Roxbury, MA 02119

    This is THE opportunity you’ve been waiting for! Located in the heart of Boston, just blocks from the South Bay Shopping Center, this property is surrounded by hotels, restaurants, shops, and more. With quick access to Route 93 and Mass Pike (Route 90), you’re perfectly positioned for growth and success! Offering huge upside potential, this property is situated in one of the city’s most desirable

    Zachary Conley NextGen Realty, Inc.

    121 George St, Roxbury, MA 02119
  • /37

    $1,100,000

    • 6 Beds
    • 3 Baths
    • 3,200 Sq Ft

    74 Dale St, Roxbury, MA 02119

    Welcome to this beautiful updated 2-family residence located in the heart of historic Roxbury. Boasting 6 spacious bedrooms, this rare find sits on a massive corner lot and blends timeless character with modern upgrades- perfect for homeowners and investors alike. Each unit has new bathrooms with contemporary fixtures. Each bedroom has ample closet space with high ceilings. The new dormer adds

    Farouk Brown MIG

    74 Dale St, Roxbury, MA 02119
  • /25

    $1,035,000

    • 5 Beds
    • 3 Baths
    • 2,834 Sq Ft

    22-22A Montrose St, Boston, MA 02119

    PRICE IMPROVEMENT & DELIVERED VACANT! Discover this beautiful architecturally captivating 2-family Victorian nestled in Roxbury’s prestigious Historic Moreland District. GREAT OWNER OCCUPANT OR RENTAL INVESTMENT! This grand 2 family stands out with timeless curb appeal and soaring ceilings throughout both units. Spacious layouts feature oversized bedrooms, a newer roof, modern gas heating, in

    Markese Daise Stony Brook & Lennox Realty Advisors

    22-22A Montrose St, Boston, MA 02119
  • /11

    $3,000,000

    • 5 Beds
    • 5 Baths
    • 3,151 Sq Ft

    211 W Springfield St, Boston, MA 02118

    We are pleased to introduce 211 W Springfield Street which consists of five condominium quality residences, outdoor space, and parking. The property was completely renovated, brought down the just the façade and completely rebuilt in 2018-2021. The property features high quality finishes, exposed brick, individual heating and cooling systems, washers and dryers in each unit, and unique window

    Kevin Benzinger Boston Realty Advisors

    211 W Springfield St, Boston, MA 02118
  • /7

    $6,150,000

    • 10 Beds
    • 11 Baths
    • 12,759 Sq Ft

    16-24 Union Park St, Boston, MA 02118

    This property represents an incredible opportunity to acquire a rarely available value-add multifamily and retail asset on one of the most premier streets in the South End. The property consists of nine-residential units (eight-1 Bedrooms & one-studio) and two retail spaces, currently leased to high-end destination and neighborhood retailers; Dray Drinks & Mayne Hair Studio. The residential units

    Kevin Benzinger Boston Realty Advisors

    16-24 Union Park St, Boston, MA 02118
  • /6

    $5,650,000

    • 10 Beds
    • 6 Baths
    • 9,941 Sq Ft

    14 Union Park St, Boston, MA 02118

    This property represents an incredible opportunity to acquire a rarely available value-add multifamily and retail asset on one of the most premier streets in the South End. The property consists of six-residential units (two-1 Bedrooms & four-2 bedrooms) and two retail spaces, currently leased to high-end destination and neighborhood retailers; SOMA Optical and Hudson Interior Designs. The

    Kevin Benzinger Boston Realty Advisors

    14 Union Park St, Boston, MA 02118
  • /11

    $1,290,000

    • 8 Beds
    • 3 Baths
    • 2,574 Sq Ft

    1907 Columbus Ave, Roxbury, MA 02119

    Excellent opportunity for investors and FHA buyers at 1907 Columbus Ave! This centrally located property sits on the border of Jamaica Plain and Roxbury, steps from Jackson Square Station and the Orange Line—ideal for commuting to Northeastern, Longwood Medical, and downtown Boston. Surrounded by major developments and strong rental demand, this is a smart long-term investment. Walk to local

    Niko Stafford CRG Commercial

    1907 Columbus Ave, Roxbury, MA 02119
  • /3

    $3,750,000

    • 6 Beds
    • 5.5 Baths
    • 4,162 Sq Ft

    15 Dwight St, Boston, MA 02118

    **RARE OPPORTUNITY to own a building with unobstructed views of the South End - on the only street in the "8 streets" district with (2) parking spots. This three-family building features a parlor duplex with patio, a second floor-through 1 bedroom, and an upper triplex with a SIXTH FLOOR - built, and "grandfathered" in with a FRONT and REAR DECK. Railings (in unit 3) repurposed from the old

    Brett Star Star Residential, LLC

    15 Dwight St, Boston, MA 02118
  • /40

    $2,750,000

    • 10 Beds
    • 5.5 Baths
    • 3,717 Sq Ft

    781 Parker St, Roxbury Crossing, MA 02120

    Fully renovated three-family in Boston’s highly sought-after Mission Hill, just 0.3 miles to the Orange Line and minutes to the Green Line, 39 & 66 buses. Steps from the Longwood Medical Area and top universities—Northeastern, Wentworth, MCPHS, MassArt, and Simmons—ensuring strong, stable rental demand. Starting 9/1/25, gross rent will be $16,500/month, with a projected 6.7% cap rate by 9/1/26.

    Mission Realty Advisors Compass

    781 Parker St, Roxbury Crossing, MA 02120
  • /8

    $1,350,000

    • 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 AWAITS YOU. WELL, MAINTAINED WITH UPDATED PLUMBING, AND ELECTRICAL. 12-YEAR-OLD RUBBER ROOF. SOLID 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 MODE. THE POTENTIAL HERE IS UNLIMITED. BOTH

    Eugene Moody Mass Property LLC

    91 Zeigler St, Boston, MA 02119
  • /23

    $1,400,000

    • 4 Beds
    • 2 Baths
    • 2,622 Sq Ft

    155-157 Hillside St, Boston, MA 02120

    Rarely available 2F in Mission Hill. This property offers 2 large units, each with an eat in kitchen, pantry, deck and heated sunroom. Updates include: new wood floors in kitchens of both units, 2017 roof , 2022 siding, forced hot water heating. Furnace and Hot Water Heaters: for 1st fl 2021, 2nd fl 2017, Windows: 1st Fl - 3/4 yo, 2nd Fl- 2016. Hardwood floors throughout units, There is a

    Kaye Karpovich Coldwell Banker Realty - Needham

    155-157 Hillside St, Boston, MA 02120
  • /13

    $6,500,000

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

    99 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 turnkey condition. Each building is individually zoned for 4-6 units and offers hardwood floors, exposed brick, rear terraces, and

    Hanneman Gonzales Penney Gould Compass

    99 W Springfield St, Boston, MA 02118
  • /41

    $2,899,000

    • 3 Beds
    • 2.5 Baths
    • 1,551 Sq Ft

    380 Harrison Ave Unit 14H, Boston, MA 02118

    NEW CONSTRUCTION! Experience unparalleled views of the iconic Boston skyline from your stunning 3-bedroom, 2.5-bathroom home. This luxurious residence features a sleek gas fireplace with a striking Calacatta stone surround, creating the perfect ambiance. The chef’s kitchen is equipped with top-tier Sub-Zero and Wolf appliances, double wall ovens, and a full-height wine refrigerator, ideal for

    Jae Wolcott The Collaborative Companies

    380 Harrison Ave Unit 14H, Boston, MA 02118
  • /24

    $1,119,000

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

    22 Alaska St, Roxbury, MA 02119

    Located on a side street in the Moreland Historic District & close to Nubian Square, 22 Alaska Street has been lovingly maintained, updated, owned, & occupied by the same family for over 50 years. This is the ideal opportunity for investors or those seeking comfortable multi-generational living. Take advantage of the expansion possibilities with the full walkout basement and the RARE, large

    Guimares Group Conway - Hanover

    22 Alaska St, Roxbury, MA 02119
  • /26

    $2,599,000

    • 11 Beds
    • 4 Baths
    • 3,496 Sq Ft

    410-412 Harrison Ave, Boston, MA 02118

    Huge price reduction. Investment Opportunity Knocks: A rear chance to own a 4-family brick house in this prime South End area. Just across from the Ink Block on E Berkeley St that close to everywhere. The house is at older condition, all rents are below market, potentially to raise rent with some renovation. House to be sold "as is " condition. All units are leased but will expire soon, all rents

    Michael Kwan Denkar Realty Group

    410-412 Harrison Ave, Boston, MA 02118
  • /41

    $3,700,000

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

    27 Dudley St, Roxbury, MA 02119

    27 Dudley Street | Roxbury’s Fort Hill | 7-Unit | 14 Beds | 11 Baths | $24,250/Month Income | 7.2% Cap Rate Projected by 9/1/25. Step into a high-performing investment with historic flair. Once home to Maurice Starr—where New Kids on the Block and New Edition recorded—27 Dudley Street blends cultural legacy with cash flow in Roxbury’s Fort Hill.This fully renovated seven-unit property is

    Mission Realty Advisors Compass

    27 Dudley St, Roxbury, MA 02119
  • /25

    $699,000 Open Fri 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,117 Sq Ft

    4 Ruthven St, Dorchester, MA 02121

    Attention builders, contractors and/or end users! Bring this home back to its original glory as a multi-family or condominium conversion investment project. This large home boasts high ceilings and wood floors over three levels. There's also a huge basement with great ceiling height that adds lots of potential additional living space. There is natural gas in the building for cooking. The driveway

    Deanna Salemme Coldwell Banker Realty - Newton

    4 Ruthven St, Dorchester, MA 02121
  • /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
  • /8

    $1,885,000

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

    620 Dudley St, Dorchester, MA 02125

    CASH COW. $183,000 in annual gross rents. Textured brick building in Uphams Corner. Large, low maintenance, updated units with one unit vacant for your tenant. Prime location, situated directly across from the recently renovated Hannon Park and a short walk to the T and Croc Community Center and Aquatics Park. Maintenance free, open green space to the rear of building. On-site coin-op

    Ross Williams Berkshire Hathaway HomeServices Warren Residential

    620 Dudley St, Dorchester, MA 02125
  • /29

    $1,010,000

    • 6 Beds
    • 3 Baths
    • 3,972 Sq Ft

    36 Brookford St, Dorchester, MA 02125

    Calling all house hackers and owner-occupants!!! Now's the time to get into this turn-key home and start building equity and cash flow. There is very little available in this price range and condition. Unit #1 (now vacant) is a 1 bedroom with a great rental history with updates made consistently throughout the years. Unit #2 has 2 bedrooms, a separate living room & eat-in kitchen. The most

    David Cahill Century 21 Cityside

    36 Brookford St, Dorchester, MA 02125
  • /13

    $1,050,000 Open Sat 12PM - 2PM

    • 8 Beds
    • 4 Baths
    • 3,718 Sq Ft

    102-104 Robey St, Boston, MA 02125

    Contractors, Developers 3 units close to the SouthBay Mall, commuter rail and highways. Units 1&2 are in fair shape and good sized units. Unit 3 is on 2 levels with recently done kitchen. Needs porch work and two new heating systems.Great potential for condo conversion.

    Rickie Thompson Prime Real Estate Sales

    102-104 Robey St, Boston, MA 02125
  • /24

    $1,650,000

    • 15 Beds
    • 3 Baths
    • 5,718 Sq Ft

    472 Warren St, Dorchester, MA 02121

    Tired of touring multifamily properties that just don’t cash flow? Cash flow is king—and 472 Warren is wearing the crown. Look no further—472 Warren is the cash cow you’ve been waiting for. With nearly $150,000 in annual income, this one checks all the boxes for serious investors. Currently configured with three oversized residential units, this property offers both immediate returns and serious

    Jim Fitzgerald RE/MAX Realty Plus

    472 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
  • /25

    $1,050,000

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

    29 E Cottage St, Dorchester, MA 02125

    This spacious triple-decker, situated in a prime location, is an excellent opportunity for investors or owner-occupants. Each unit has been partially updated with new flooring, countertops, and appliances. Additional highlights include a fully renovated back deck, a coin-operated washer and dryer in the basement, newer gas furnaces, water heaters, and separate utilities for each unit.

    Farah Fakih Coldwell Banker Realty - Boston

    29 E Cottage St, Dorchester, MA 02125
  • /7

    $2,175,000

    • 12 Beds
    • 7 Baths
    • 4,267 Sq Ft

    66 Mozart St, Jamaica Plain, MA 02130

    Investors, your opportunity to buy a BIG BUILDING that is producing BIG INCOME! Located in Central JP, close to shopping, restaurants and the Orange Line T, this 2012 new renovation 3 family boasts 12 BEDROOMS, 4 FULL BATHS and 3 HALF BATHS, along with parking and a rear yard for the tenants enjoyment. Each unit has new systems, central HVAC with air conditioning, tile baths, open floorplan

    The Residential Group William Raveis R.E. & Home Services

    66 Mozart St, Jamaica Plain, MA 02130
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