305

Homes for Sale in Boston, MA with 5-Bedrooms

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  • /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
  • /19

    $9,899,000

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    274 Beacon St Unit PH, Boston, MA 02116

    Crowning one of Back Bay’s most coveted addresses, this one-of-a-kind 6,000 SF penthouse duplex offers a rare combination of grand entertaining spaces and comfortable family living. From its dramatic floor-to-ceiling windows, the residence showcases sweeping, front-row views of the Charles River, Cambridge skyline and City beyond. The elevator opens directly into a gracious foyer, introducing an

    Tracy Campion Campion & Company Fine Homes Real Estate

    274 Beacon St Unit PH, Boston, MA 02116
  • /37

    $1,549,000

    • 7 Beds
    • 4 Baths
    • 3,056 Sq Ft

    39-41 Donnybrook Rd, Boston, MA 02135

    Exceptional two-family opportunity in Boston's highly desirable Brighton neighborhood. This beautifully maintained and landscaped property is ideal for an owner-occupant seeking rental income or for investors looking for a strong portfolio addition. The second-floor unit features four spacious bedrooms and two full bathrooms, offering generous living space, abundant natural light, and a flexible

    Paul McCormick Gibson Sotheby's International Realty

    39-41 Donnybrook Rd, Boston, MA 02135
  • /2

    $3,600,000

    • 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
  • /21

    $1,400,000

    • 5 Beds
    • 2 Baths
    • 2,300 Sq Ft

    4 Barstow St, Allston, MA 02134

    Location! Renovated Colonial located on coveted cul-de-sac minutes to Downtown Boston, Cambridge and area universities. Parking in front of street is owned and deeded to the house for a total of 5 parking spots. 1/3 Mile from Boston Landing Commuter Rail Station which is 16 minutes into South Station. Currently leased out until 8/31/26 at $6,100 per month. Hardwood floors on entire first floor. 2

    Kurt Jackson Kurt Jackson

    4 Barstow St, Allston, MA 02134
  • /26

    $2,799,999

    • 20 Beds
    • 8 Baths
    • 9,980 Sq Ft

    971-973 Blue Hill Ave, Boston, MA 02124

    Cash-flowing 8-unit investment opportunity in Dorchester! This fully occupied asset at 971–973 Blue Hill Ave offers immediate, stable cash flow with units rented at market rates—ideal for the savvy investor looking to scale their portfolio with confidence.The property features a desirable unit mix ranging from 1-bedroom to spacious 4-bedroom layouts, appealing to a broad tenant base and

    Joanna Edwards Thumbprint Realty, LLC

    971-973 Blue Hill Ave, Boston, MA 02124
  • /18

    $2,299,900

    • 11 Beds
    • 5.5 Baths
    • 3,232 Sq Ft

    49 Dighton St, Brighton, MA 02135

    Unlock the potential of 49 Dighton Street, a rare Brighton offering combining a three-family residence with 3 bay brick garage sold together with 47 Dighton, another 3 family home with a combined lot of over 25k sf. Whether you’re a developer, investor, or future owner-occupant, this property delivers unmatched versatility. Two adjacent parcels create a generous footprint perfect for

    Brian Fitzpatrick Coldwell Banker Realty - Waltham

    49 Dighton St, Brighton, MA 02135
  • /20

    $2,400,000

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

    39 W Walnut Park, Roxbury, MA 02119

    DEEDED AS TWO 3-FAMILY PARCELS – This immaculate, 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 thoughtfully designed with stainless steel appliances, granite countertops, central air/heat, hardwood floors,

    Guy Contaldi REMAX Andrew Realty Services

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

    $5,300,000

    • 5 Beds
    • 3.5 Baths
    • 3,592 Sq Ft

    9 W Cedar St, Boston, MA 02119

    This historically significant townhouse was built in the Greek Revival style in 1834 by Asher Benjamin. The house was owned by Benjamin’s heirs until 1925 and was rented to the family of the well known landscape architect Arthur Shurcliff for many years. The home has five bedrooms, a beautiful living room with floor to ceiling windows and great light, a formal dining room, a deck, and a spacious

    Sally Brewster Brewster & Berkowitz R. E.

    9 W Cedar St, Boston, MA 02119
  • /24

    $5,500,000

    $100K PRICE DROP
    • 14 Beds
    • 11 Baths
    • 99,999 Sq Ft

    142 Pleasant St, Dorchester, MA 02125

    The Jones Hill Flats are a boutique collection of 8 brand-new construction luxury residences ideally located in Boston’s desirable Jones Hill/Savin Hill neighborhood. Thoughtfully designed, this professionally managed building blends modern design with elevated craftsmanship. Close proximity to neighborhood restaurants, shops, and public transportation, offering exceptional urban convenience. The

    Tayler Barbella Boston Realty Advisors

    142 Pleasant St, Dorchester, MA 02125
  • /42

    $21,950,000

    • 6 Beds
    • 8 Baths
    • 9,624 Sq Ft

    129 Commonwealth Ave, Boston, MA 02116

    Exquisite, wide Back Bay townhouse on the sunny side of Commonwealth with large private roof deck, magnificent views, Juliet balcony, and 6 outdoor parking showcases exceptional bones and timeless character. Expansive windows provide outstanding natural light, highlighting the home's historic charm and original detail. The property offers a versatile floor plan for customization, with

    Jeannemarie Conley Compass

    129 Commonwealth Ave, Boston, MA 02116
  • /11

    $1,300,000

    Open Sun 12:45PM - 1:30PM
    • 8 Beds
    • 3 Baths
    • 2,568 Sq Ft

    1903 Columbus Ave, Roxbury, MA 02119

    Everything brand new! Fully gut-renovated in 2022, this turnkey asset offers the perfect blend of modern upgrades and strong long-term potential. The building features all new plumbing, electrical, HVAC systems, roofing, and high-end interior finishes, providing true peace of mind for both investors and owner-occupants alike.Each unit has been thoughtfully designed with contemporary kitchens,

    Niko Stafford CRG Commercial

    1903 Columbus Ave, Roxbury, MA 02119
  • /41

    $1,680,000

    • 6 Beds
    • 6 Baths
    • 3,243 Sq Ft

    30 Rawson St, Dorchester, MA 02125

    Fully renovated three-family on a quiet dead-end street in the Polish Triangle, on the Dorchester/South Boston border between Andrew Square & Savin Hill. Gutted to the studs and rebuilt with premium finishes less than 10 years ago, this turnkey property is ideal for investors, owner-occupants, or condo converters.All three units feature 2 bedrooms, 2 full baths, designer kitchens with white

    Joe Parrish

    30 Rawson St, Dorchester, MA 02125
  • /5

    $1,399,900

    • 14 Beds
    • 10 Baths
    • 6,600 Sq Ft

    443 Bennington & 430 Frankfort St, Boston, MA 02128

    Attention Developers and Builders looking for a project that is shovel ready! Approved for 6 units with permits in hand. Located on 2 lots this project is approved for two 3 bedroom 2 bathroom duplex style units, two 2 bedroom 2 bathroom units, and two one bedroom 1 bathroom units. 2 parking spaces too. Steps to T, Greenway & easy walk to beach!

    Joseph Mario Century 21 Mario Real Estate

    443 Bennington & 430 Frankfort St, Boston, MA 02128
  • /42

    $1,549,000

    $201K PRICE DROP
    • 9 Beds
    • 3.5 Baths
    • 5,934 Sq Ft

    162 Humboldt Ave, Dorchester, MA 02121

    A prime 3-family investment on a sunny corner lot in the vibrant Dorchester/Roxbury neighborhood. This rare turnkey property features a fully renovated unit with three bedrooms, one bath, a bright living room, and a modern kitchen—ideal for immediate occupancy or high-yield rental income. Recently purchased from long-time owners, it showcases rich woodwork, classic built-ins, and gleaming

    Juztin Brown Three Hills Real Estate Service, LLC

    162 Humboldt Ave, Dorchester, MA 02121
  • /20

    $1,157,800

    • 9 Beds
    • 3 Baths
    • 3,384 Sq Ft

    8 Ogden St, Dorchester Center, MA 02124

    Welcome to Codman/Wellington Hill three-family property located in the heart of Boston’s Dorchester neighborhood. 8 Ogden Street presents an excellent opportunity for investors, owner-occupants, or multi-generational living with strong income-producing potential. Each unit features: 3 generously sized bedrooms, 1 full bathroom, spacious eat-in kitchens with ample dining space, Large and inviting

    Paige Thompson Coldwell Banker Realty - Milton

    8 Ogden St, Dorchester Center, MA 02124
  • /4

    $945,000

    $30K PRICE DROP
    • 7 Beds
    • 2.5 Baths
    • 3,169 Sq Ft

    2-4 Howard Place, Boston, MA 02125

    Opportunity knocks in Dorchester! This multifamily property offers strong potential for investors, developers, or owner-occupants looking to add value. The property features a unit mix of 3 bed / 1 bath first floor, 3 bed / 1 bath second floor, and 2 bed / 1.5 bath third floor, offering flexibility for rental income or future repositioning.Conveniently located near the MBTA Red Line (JFK/UMass &

    Joseph Minot Pontes Realty Inc.

    2-4 Howard Place, Boston, MA 02125
  • /15

    $3,750,000

    New Construction
    • 26 Beds
    • 25 Baths
    • 17,410 Sq Ft

    556 Cambridge 32 Gordon Package, Boston, MA 02134

    This is your chance to own 556 Cambridge Street, an existing office building and 32 Gordon Street, an existing 3 family, on contiguous lots, together w/approved plans to raze the office building and replace it with a 4 story, 14 unit residential building + separately approved plans to convert the 3 family to a 6 family via gut rehab, expansion into the basement + the addition of roof dormers. The

    The Residential Group Coldwell Banker Realty - Brookline

    556 Cambridge 32 Gordon Package, Boston, MA 02134
  • /16

    $2,350,000

    • 11 Beds
    • 4 Baths
    • 3,960 Sq Ft

    104-104A Tyler St, Boston, MA 02111

    Location! Location! Location! Close to Ink Block, MBTA stations (Red, Orange, Green, and Silver Lines), South Station, Downtown Crossing, Tufts Medical Center, Tufts University School of Medicine, schools, and with easy highway access. Attention builders, developers, and contractors: brick 4-family with an additional commercial unit at the garden level/basement. Potential opportunity to apply for

    Derek Wong V & E Realty

    104-104A Tyler St, Boston, MA 02111
  • /17

    $697,000

    • 6 Beds
    • 2 Baths
    • 2,838 Sq Ft

    48 Williams Ave, Hyde Park, MA 02136

    First showings at open house Sun 5/31 11-1. Contractor’s special. Located in highly requested Fairmount Hill, this Philadelphia style 2 family Mansard Victorian needs updating throughout. Nicely set on a corner lot and walking distance to the Fairmount train station and Cleary Sq, it features a spacious Philadelphia style 7 room 4 bedroom apt and a 4 room 2 bedroom apt as well as hardwood floors

    Robin B. Portman Portman Properties, Inc

    48 Williams Ave, Hyde Park, MA 02136
  • /4

    $8,450,000

    • 7 Beds
    • 6 Baths
    • 6,268 Sq Ft

    34 Union Park, Boston, MA 02118

    Endless opportunity awaits at 34 Union Park, a five-unit brownstone with 3 on site parking spaces in Boston’s coveted South End. Whether you’re an investor seeking strong income with a potential $235,800 annual rent roll, an owner-occupant envisioning a full single-family conversion, architectural plans complete and renderings available, or a hybrid buyer looking to live in the parlor + garden

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    34 Union Park, Boston, MA 02118
  • /13

    $2,385,000

    • 9 Beds
    • 9 Baths
    • 4,770 Sq Ft

    8 Leeds St, Boston, MA 02127

    Exclusive South Boston investment assemblage: 3 separately deeded buildings at 8, 10 & 12 Leeds Street offered together or individually. Properties include two, 3 unit buildings and one 2-unit building, totaling approximately 4,800 SF of living area across separate lots. All require full gut rehabs — ideal for a developer or investor to modernize into luxury condos, rentals, or a larger

    Jeff Hamilton Columbus and Over Group, LLC

    8 Leeds St, Boston, MA 02127
  • /15

    $3,394,000

    $1K PRICE DROP
    • 14 Beds
    • 6 Baths
    • 6,206 Sq Ft

    1789 Commonwealth Ave, Boston, MA 02135

    Dream Generational Opportunity on rare 1/2 acre lot in prime Cleveland Circle location on the MBTA Green Line. Extraordinary oversized three family in absolute PRIME rental location. Two of the 3 units are already pre-rented for September 2026-August 2027 at over nearly $200,000 gross rent - dream rental or condo location with the MBTA Green Line at your door and Boston College and

    Todd Glaskin Coldwell Banker Realty - Newton

    1789 Commonwealth Ave, Boston, MA 02135
  • /35

    $990,000

    • 6 Beds
    • 3 Baths
    • 2,842 Sq Ft

    68 Murdock St, Brighton, MA 02135

    Oversized Brighton single family offering a rare opportunity for renovation and value-add! This 6 bedroom, 3 bath home features over 2,800 sq ft of living space with generously sized rooms, high ceilings, and a flexible layout across three finished levels. The finished walk-up third floor provides additional living space ideal for bedrooms, office, or extended living. Period details include

    Matt Gorman EDGE Realty Advisors

    68 Murdock St, Brighton, MA 02135
  • /22

    $1,250,000

    • 6 Beds
    • 4 Baths
    • 2,184 Sq Ft

    36-38 Faneuil St, Boston, MA 02135

    Attention investors: incredible opportunity to purchase a turnkey two-family in the heart of Brighton! Fully stabilized with both units occupied through 8/31, generating $7,100/month in gross rental income with the opportunity to grow your rent roll seamlessly from day one.The property has been recently renovated throughout, featuring stainless steel appliances, quartz countertops, hardwood

    David Dobrowolski Block Realty

    36-38 Faneuil St, Boston, MA 02135
  • /19

    $2,299,900

    • 10 Beds
    • 6 Baths
    • 3,860 Sq Ft

    47 Dighton St, Brighton, MA 02135

    Unlock the potential of 47 Dighton Street, a rare Brighton offering combining a three-family residence sold together with 49 Dighton, another 3 family home with 3 bay brick garage on over 25k sf of land. Whether you’re a developer, investor, or future owner-occupant, this property delivers unmatched versatility. Two adjacent parcels create a generous footprint perfect for redevelopment,

    Brian Fitzpatrick Coldwell Banker Realty - Waltham

    47 Dighton St, Brighton, MA 02135
  • /35

    $1,700,000

    • 8 Beds
    • 7 Baths
    • 4,100 Sq Ft

    50 Perrin St, Roxbury, MA 02119

    Rare Roxbury Golden Triangle investment opportunity featuring a meticulously maintained 3-family French Mansard with substantial income-generating potential, updated systems, and minimal deferred maintenance. This 8-bedroom, 7-bath asset offers immediate rental revenue with projected gross annual income exceeding $125K, plus exceptional value-add upside through approved permits for an additional

    francesca driscoll Redfin Corp.

    50 Perrin St, Roxbury, MA 02119
  • /9

    $22,000,000

    • 9 Beds
    • 63 Baths
    • 35,268 Sq Ft

    33 Third Ave, Charlestown, MA 02129

    Presenting Navy Yard 33 in Charlestown, Massachusetts. This 47-unit, loft-style apartment building is ideally located along Charlestown’s waterfront. Built at the turn of the 20th century, the building has since been masterfully renovated and modernized while still maintaining many of the building’s original features. The building is comprised of forty–seven (47) units, offering residents a

    Chris Sower Cushman & Wakefield

    33 Third Ave, Charlestown, MA 02129
  • /13

    $1,579,000

    $71K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 1,839 Sq Ft

    23 Warwick St, Roxbury Crossing, MA 02120

    Location! Attention investors looking for a turn-key trophy asset! Very rare beautiful 3-family brick building that was fully renovated in 2020 and fully leased out. This South End location is walking distance to Ruggles T Station, Mass Ave T Station, Northeastern, Wentworth, and Boston Medical! The building has all new electric/plumbing/HVAC and features three units that are all compact 2

    Lior Rozhansky Keller Williams Realty Evolution

    23 Warwick St, Roxbury Crossing, MA 02120
  • /15

    $1,399,000

    $1M PRICE INCREASE
    • 9 Beds
    • 3 Baths
    • 4,986 Sq Ft

    22 Crawford St, Dorchester, MA 02121

    Charming all-brick, three-family investment property in a highly desirable neighborhood.beautifully updated. Each spacious unit features contemporary high-end finishes, newly renovated bathrooms, modern recessed lighting, and stylish tile work throughout. Open layouts maximize natural light and flow, offering comfortable living spaces for tenants or owners.Well-maintained exterior, strong curb

    Anthony Jean-Baptiste Bohio Realty LLC

    22 Crawford St, Dorchester, MA 02121
  • /19

    $1,165,000

    $35K PRICE DROP
    • 8 Beds
    • 3 Baths
    • 3,469 Sq Ft

    8 Colonial Ave, Dorchester Center, MA 02124

    Turnkey 3-family in the heart of Codman Square — fully tenanted & cash-flowing from day one! This meticulously renovated triple-decker offers two 3BR units & one 2BR unit generating $8,425/mo in current gross income with a clear path to $9,400/mo at market rents. Over $195,000 in capital improvements including lifetime metal roof, 400-amp electrical upgrade, HVAC mini splits, new kitchens &

    The Avenue Serhant

    8 Colonial Ave, Dorchester Center, MA 02124
  • /39

    $724,900

    $25K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 2,564 Sq Ft

    7 Parkway St, Boston, MA 02124

    New construction duplex style two-family in Dorchester offering a prime opportunity for investors or contractors. Property is largely completed and requires finish work, providing the ability to customize and add value. Designed for modern living with planned spacious layouts and separate utilities. Ideal for those looking to complete a project in a strong rental market. Convenient location near

    Kimberly Dowling Vylla Home

    7 Parkway St, Boston, MA 02124
  • /12

    $1,770,000

    $10K PRICE DROP
    • 10 Beds
    • 3 Baths
    • 3,780 Sq Ft

    251 Cambridge St, Boston, MA 02114

    BRICK 3-FAM FOR SALE - Exceptional investment opportunity in the heart of Allston! 251 Cambridge St is a well-positioned three-unit property with tremendous upside potential close to Harvard University and Boston University's campuses. Ideally located near public transportation, highway access via I-90, local dining, and retail, the property benefits from consistent rental demand and high tenant

    Sean Rose City Realty Group

    251 Cambridge St, Boston, MA 02114
  • /42

    $2,225,000

    • 12 Beds
    • 6 Baths
    • 6,775 Sq Ft

    69 Greenwood St, Dorchester, MA 02121

    THIS IS THE ONE! This is the massive almost 7,000+ SQ FT modern multi-family across 4 finished units that you have been waiting for in the Boston/Dorchester area! A true turnkey investment or premier owner-occupant opportunity, this impressive property can generate up to $170,000 annually in gross rents—or live in one of the four levels and let the others pay your mortgage. Featuring 4 spacious

    Markese Daise Stony Brook & Lennox Realty Advisors

    69 Greenwood St, Dorchester, MA 02121
  • /7

    $3,490,000

    New Construction
    • 39 Beds
    • 27 Baths
    • 20,825 Sq Ft

    2 Ford St, Boston, MA 02128

    Attention Developers and Investors! Become an important part of East Boston's ever-changing history that will completely redefine the Orient Heights neighborhood for generations to come! 2 Ford St. Development Project is comprised of 2 lots including an existing auto body shop delivered with city approvals/plans for a 4 story building totaling 27 residential apartments (5 IDP/Affordable), 10

    Brian Rivas Carlton's Wharf & Co.

    2 Ford St, Boston, MA 02128
  • /24

    $9,770,000

    New Construction $30K PRICE DROP
    • 9 Beds
    • 8 Baths
    • 7,500 Sq Ft

    51 N Margin St, Boston, MA 02113

    GENERATIONAL WEALTH STARTS HERE! Bostons Iconic North end ? This gorgeous 4 unit has everything you will love and need !! Parking ? Garage parking indeed! each unit has its own 1 car space in this heated garage with direct elevator access to each unit. The developer has carefully brought his vision of luxury living with classic flair that reflects the charm of the North end neighborhood..Units

    Tammy DiMarzio eXp Realty LLC - Corporate Office

    51 N Margin St, Boston, MA 02113
  • /32

    $2,300,000

    • 12 Beds
    • 6 Baths
    • 3,981 Sq Ft

    25 Pleasant St, Dorchester, MA 02125

    Completely renovated and fully leased, this Savin Hill multi-family blends modern design, high-end finishes, and exceptional rental performance. Each spacious 4-bedroom, 2-bath unit features a brand-new kitchen, designer baths, in-unit laundry, and private outdoor space. Off-street parking adds convenience and long-term value. With a current rent roll of $13,250/month and a projected 6.1% cap

    Mission Realty Advisors Compass

    25 Pleasant St, Dorchester, MA 02125
  • /35

    $1,379,000

    Open Sat 12PM - 1:30PM
    • 10 Beds
    • 5 Baths
    • 3,381 Sq Ft

    10-12 Rockledge St, Boston, MA 02119

    Turn-key Fort Hill two-family with vacant possession September 1, 2026 — owner-occupy, house-hack, or select your own tenants. Complete 2018 gut renovation in the Highland Park Architectural Conservation District: Pella windows, Hardie plank siding, central A/C and heating, dual Navien tankless, 200-amp electric, separately sub-metered utilities. Two mirrored five-bedroom units, each with

    Judy Joa Centre Realty Group

    10-12 Rockledge St, Boston, MA 02119
  • /22

    $1,200,000

    • 7 Beds
    • 3 Baths
    • 3,690 Sq Ft

    53 Greenbrier St, Dorchester Center, MA 02124

    Fully renovated 3-family home! Enjoy peace of mind with the roof, central AC, and heating systems all updated within the last 7 years. Each unit features hardwood floors and modern kitchens with stainless steel appliances. The basement includes coin-op laundry. With one unit delivered vacant, ready to move-in immediately. This is a solid, low-maintenance addition to any portfolio. Conveniently

    Robert Nichols MIG

    53 Greenbrier St, Dorchester Center, MA 02124
  • /22

    $1,295,000

    $100K PRICE DROP
    • 9 Beds
    • 3 Baths
    • 3,234 Sq Ft

    3985 Washington St, Roslindale, MA 02131

    RARE FIND! Come make this house your home now: A well-cared-for, large, well-built3-family IN GREAT CONDITION, on a large, sun-facing lot. So many possibilities for anowner-occupant, an investor for a condo conversion, or a turnkey buy-and-holdproperty.Oversized private backyard with off-street parking and a space to relax. Pet-friendly.One apartment will be vacant and waiting for you to move

    Darin Thompson Stuart St James, Inc.

    3985 Washington St, Roslindale, MA 02131

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