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5-Bedroom Homes for Sale in Boston, MA

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  • /40

    $1,099,000

    • 8 Beds
    • 3 Baths
    • 2,800 Sq Ft

    132 Chelsea St, Boston, MA 02128

    Now 100% vacant! Sold as is. Location,Traffic Count, Visibility Potential! Detached 3 unit Multi-Family is situated on a corner lot. Located conveniently between Central Square and Maverick Square makes commuting/shopping/dining easy. A few blocks to Logan Airport! The property consists of a 2/1, 3/1 3/1. There is a full walk out basement with three storage rooms, 3 sets of full size Washer &

    Agent Photo

    Jeff Bowen

    eRealty Advisors, Inc.

    (857) 578-6338

    132 Chelsea St, Boston, MA 02128
  • /34

    $829,721

    • 6 Beds
    • 3 Baths
    • 2,208 Sq Ft

    538 Saratoga St, Boston, MA 02128

    Incredible investment opportunity in the heart of East Boston! This well-maintained 2-family home at 538 Saratoga Street offers over 2,200 square feet of living space and is fully occupied with stable, long-term tenants generating $4,300/month in below-market rent. Each unit features separate utilities and a newer heating system, offering convenience and efficiency for owners and tenants alike.

    Agent Photo

    Albeiro Lopera

    United Brokers

    (617) 446-5773

    538 Saratoga St, Boston, MA 02128
  • /35

    $1,699,999

    • 9 Beds
    • 5 Baths
    • 3,348 Sq Ft

    36-38 Priesing St, Boston, MA 02130

    Welcome to 36-38 Priesing. A Rare 3-Family Gem in the Heart of Hyde Square! Nestled on a quiet street in one of Jamaica Plain’s most sought-after neighborhoods, this spacious and well-maintained 3-family home offers the perfect blend of investment opportunity and comfortable living. All three distinct units feature an open living space and beautiful hardwood flooring.The partial finished basement

    Agent Photo

    Luis Martins

    RE/MAX Synergy

    (617) 676-2491

    36-38 Priesing St, Boston, MA 02130
  • /21

    $699,900

    • 5 Beds
    • 1.5 Baths
    • 2,369 Sq Ft

    88 Esmond St, Dorchester, MA 02121

    Well kept charming single family that can accommodate generations. Lot of victorian element traces including a beatifuly foyer entrance that leads to an open concept living and dining area flanked by crown moulding, recess lighting, high celings and wainscoting. Kitchen includes granite countertops, breakfast bar, pantry and a fireplace which has never been used and a 1/2 bath in the additonal

    Agent Photo

    Sonia Hart

    Common Wealth Realty Services

    (857) 578-7012

    88 Esmond St, Dorchester, MA 02121
  • /33

    $850,000 Open Sat 12PM - 3PM

    • 6 Beds
    • 2 Baths
    • 3,752 Sq Ft

    51 Pasadena Rd, Dorchester, MA 02121

    Two-family home offering over 3,700 square feet of living space, nestled in the vibrant heart of Boston's Grove Hall Community. Each unit features 3 generously sized bedrooms, 1 full bathroom, a spacious living room, formal dining room, and an eat-in kitchen—providing both comfort and functionality. This classic residence showcases original hardwood floors throughout, adding timeless character

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    Nakema Arrington

    Advisors Living - Canton

    (617) 765-4955

    51 Pasadena Rd, Dorchester, MA 02121
  • /28

    $2,099,000

    • 9 Beds
    • 3 Baths
    • 3,615 Sq Ft

    39 Union St, Boston, MA 02135

    Homeowners, Investors and Developers, OPPORTUNITY KNOCKS! Exceptional corner lot triple decker nestled in a quiet neighborhood next to Brighton Center. This residence is offering the best of both worlds: a peaceful residential atmosphere and convenient access to everywhere. Filled with abundance of natural lights, each unit features three bedrooms, one bathroom, living room with dining area,

    Agent Photo

    Nathan Long

    Coldwell Banker Realty - Cambridge

    (617) 326-5231

    39 Union St, Boston, MA 02135
  • /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
  • /42

    $1,899,900

    • 6 Beds
    • 5.5 Baths
    • 4,179 Sq Ft

    65 Southbourne Rd, Jamaica Plain, MA 02130

    The perfect home for multi-generational family. 6-bed,5.5-bath renovated down to the studs in 2013. The first floor boasts a legal 5-room IN-LAW Apt with a private deck and laundry. Enjoy a cozy wood-burning fireplace in the living room and an open dining area leading into a chef’s kitchen with high-end finishes, including a spacious island and a slider that opens to a separate deck. On the

    Ellen Corbett Hillman Homes

    65 Southbourne Rd, Jamaica Plain, MA 02130
  • /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
  • /32

    $4,498,000

    • 7 Beds
    • 5.5 Baths
    • 4,938 Sq Ft

    29 Follen St, Cambridge, MA 02138

    Welcome to Cloverden – a private estate on one-third of an acre, tucked away on a quiet side street just steps from Harvard University and Harvard Square. This grand Greek Revival residence offers an exceptional opportunity to reimagine a Cambridge classic. Interior highlights include floor-to-ceiling windows in the living and dining rooms, five fireplaces, and a dramatic curved central

    Maggie Dee + Charles Cherney Team Compass

    29 Follen St, Cambridge, MA 02138
  • /28

    $2,649,000

    • 6 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    12 Zamora St, Jamaica Plain, MA 02130

    A MIX OF HISTORIC ARCHITECTURAL DETAIL with MODERN UPDATES AND AMENITIES, this residence has the best of everything. On a tree-lined side street and Pondside, this well-maintained home offers crown moldings, high ceilings, gleaming hardwood floors, gas fireplaces, decorative diamond-paned windows, french doors, charming window seat and bay windows. The high-end, renovated Kitchen offers Sub-Zero

    Barbara Hakim Coldwell Banker Realty - Newton

    12 Zamora St, Jamaica Plain, MA 02130
  • /37

    $2,349,000

    • 5 Beds
    • 4 Baths
    • 3,810 Sq Ft

    56 N St, Boston, MA 02127

    South Boston’s most coveted home, “Big Red”, is now on the market! This 3,810 sq ft Front Gabled Colonial Revival is perched proudly across from Medal of Honor Park, blending historic charm with modern upgrades. The full-width farmer’s porch, custom vintage-style windows, and new shutters offer timeless curb appeal. Inside, the 1st floor features a cozy family room/playroom, a formal living room

    Jessica Quirk Coldwell Banker Realty - Boston

    56 N St, Boston, MA 02127
  • /42

    $7,495,000

    • 5 Beds
    • 6 Baths
    • 5,135 Sq Ft

    68 W Rutland Square, Boston, MA 02118

    Located on a serene, tree-lined cul-de-sac and overlooking picturesque Sparrow Park with sweeping views of the Back Bay skyline, 68 W Rutland Square offers an elegant and expansive single-family residence boasting over 5,000 square feet of beautifully designed living space.Renovated from top to bottom, the home retains its original architectural details, such as soaring ceilings, decorative

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    68 W Rutland Square, Boston, MA 02118
  • /17

    $49,500,000

    • 6 Beds
    • 10 Baths
    • 10,609 Sq Ft

    150 Seaport Blvd Unit GPH, Boston, MA 02210

    Experience a new echelon of luxury living at The Grand Penthouse, the crown jewel of the St. Regis Residences. Encompassing over 10,000 sq ft across 2 dramatic levels, this one-of-a-kind home sits atop Boston’s iconic Seaport, offering panoramic views of Boston Harbor and the city skyline through soaring floor-to-ceiling windows. Designed with extraordinary attention to detail, the residence

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    150 Seaport Blvd Unit GPH, Boston, MA 02210
  • /42

    $7,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,996 Sq Ft

    90 Mount Vernon St, Boston, MA 02108

    On Mount Vernon Street right along Louisburg Square, this quintessential Beacon Hill townhouse admires a sublime wide-open viewpoint centered on the illustrious Square’s picturesque park. Now meticulously restored and renovated, this rare gem is featured in the book “Beacon Hill: A Living Portrait” and also highlights an idyllic private garden which was on the Hidden Gardens of Beacon Hill tour.

    George Ballantyne Gibson Sotheby's International Realty

    90 Mount Vernon St, Boston, MA 02108
  • /36

    $2,595,000

    • 6 Beds
    • 3 Baths
    • 2,970 Sq Ft

    21 Parker St, Charlestown, MA 02129

    Stunning newly renovated four-story red brick building in Charlestown embodies all the qualities of the perfect home. This large 6 bedroom, 3 full bath residence includes hardwood floors throughout, newly renovated kitchen with stainless steel appliances, newly renovated bathrooms, central heating and cooling with new mini-split air conditioning on first and second floor, new roof installed in

    John Dike Northeast Realty

    21 Parker St, Charlestown, MA 02129
  • /29

    $11,545,000

    • 5 Beds
    • 7 Baths
    • 3,965 Sq Ft

    1 Dalton St Unit 4703/4704, Boston, MA 02115

    Located in the One Dalton | Four Seasons Residences in Back Bay, Units 4703 and 4704 present an opportunity to acquire two adjacent units totaling nearly 4,000 sqft with 5 bedrooms, 5 full and 2 half baths, and a private elevator foyer on the 47th floor of Boston’s finest residential address. Unit 4703 offers 2 beds and 2.5 baths in nearly 1,400 sqft while Unit 4704 is over 2,500 sqft and offers

    Morgan Franklin Coldwell Banker Realty - Boston

    1 Dalton St Unit 4703/4704, Boston, MA 02115
  • /35

    $10,000,000

    • 5 Beds
    • 7 Baths
    • 4,130 Sq Ft

    2 Avery St Unit 30EF, Boston, MA 02111

    Rarely available Ritz-Carlton EF combination home! Perched high atop the 30th floor, this home offers unparalleled views spanning from Back Bay and The Charles River to The Financial District and Boston Harbor. The grand E unit is perfectly appointed with custom features throughout including a sound system, automatic window treatments and lighting system. The upgraded eat-in kitchen is

    Kaitlyn Attfield Luxury Residential Group, LLC

    2 Avery St Unit 30EF, Boston, MA 02111
  • /29

    $2,450,000 New Construction

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

    44 Robeson St, Jamaica Plain, MA 02130

    The Grand Residence, the perfect single-family alternative. A sprawling 4-story, approx. 3,972sf home exuding classic Greek Revival elegance, masterfully juxtaposed w/ the modernity of new construction. This residence features 6 beds, 3.5 baths, including a private guest suite, flex spaces, 2 mudrooms & more. Entering through the charming front porch, the main living floor features an entry w/

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    44 Robeson St, Jamaica Plain, MA 02130
  • /9

    $4,195,000

    • 5 Beds
    • 4.5 Baths
    • 3,181 Sq Ft

    150 Jordan Rd Unit (Lot B), Brookline, MA 02446

    Rare pre-construction opportunity to purchase a luxury, to-be-built single-family home in a prime Brookline location—just minutes from public transportation, top universities, and the best of Coolidge Corner’s dining and shopping. Plans are already in place for a stunning, open-concept home featuring 5 bedrooms, 4 bathrooms, a two-car garage, and high-end finishes, appliances, and detailing

    Todd Glaskin Coldwell Banker Realty - Newton

    150 Jordan Rd Unit (Lot B), Brookline, MA 02446
  • /18

    $3,498,000

    • 5 Beds
    • 4.5 Baths
    • 3,909 Sq Ft

    46 Malia Terrace, Chestnut Hill, MA 02467

    Available for the first time in over 40 years, this exquisite mid-century modern home sits on a lushly landscaped almost one acre lot in the coveted Chestnut Hill Historic District. Designed by renowned architect Stanley Myers and built in the 1950s for the founder of Sonesta Hotels, it has been lovingly maintained and updated while keeping true to the original style of the home. Many features

    Montgomery Carroll Group Compass

    46 Malia Terrace, Chestnut Hill, MA 02467
  • /13

    $2,638,000

    • 6 Beds
    • 6.5 Baths
    • 5,500 Sq Ft

    38 Kappius Path, Newton Center, MA 02459

    Modern elegance awaits you. Four levels of luxury living with the finest finishes. Soaring 10 ft ceilings, open-concept dining and living room areas. Designed for entertaining, the chef's kitchen features Thermador appliances with gas range, custom cabinets and island seating for five perfect for family gatherings. Living room with fireplace, wet bar and built-ins.A study with oversized windows

    Stephanie Lau Bellafi Real Estate, Inc.

    38 Kappius Path, Newton Center, MA 02459
  • /32

    $3,498,000

    • 6 Beds
    • 6.5 Baths
    • 5,952 Sq Ft

    50 Grace Rd, Newton Center, MA 02459

    Elegance & sophistication describe this new construction home on a beautiful cul-de-sac in a sought after Newton neighborhood. With 6 beds, 6 full & 1 half bath, this home features gleaming hardwood floors & sun splashed windows throughout. The open concept main level offers a gorgeous chef's kitchen with stainless, marble, large island & breakfast nook. The family room features a fireplace &

    Jeff Groper Coldwell Banker Realty - Newton

    50 Grace Rd, Newton Center, MA 02459
  • /20

    $849,000 Open Tue 6PM - 7PM

    • 5 Beds
    • 3 Baths
    • 2,910 Sq Ft

    15 Quincefield St, Dorchester, MA 02125

    This three-family fixer-upper with parking is loaded with potential for developers, investors or owner-occupants ready to roll up their sleeves and create value. All three units are currently tenanted below market rate but will be delivered vacant at closing. Unit 1 is used as a 1-bedroom but could easily be converted to 2 beds and was rented at $1,600/month; Unit 2 mirrors the same layout and

    Leslie MacKinnon Compass

    15 Quincefield St, Dorchester, MA 02125
  • /15

    $1,399,000

    • 13 Beds
    • 3 Baths
    • 4,062 Sq Ft

    14 Fabyan St, Dorchester Center, MA 02124

    We are pleased to present for sale 14-18 Fabyan Street, a three unit triple decker building with parking in Dorchester, MA. This building includes two 4-bedroom / 1 bath units and one 5-bedroom / 1-bath unit. The property provides investors with the opportunity to purchase a well-located 3-family property positioned for rent growth through in unit upgrades and releasing. Ideally situated near

    Kevin Benzinger Boston Realty Advisors

    14 Fabyan St, Dorchester Center, MA 02124
  • /10

    $1,149,000

    • 5 Beds
    • 2 Baths
    • 2,612 Sq Ft

    977-979 Adams St, Boston, MA 02124

    Large two family home with garage and off street parking located in fantastic area between Adams Corner and Lower Mills. Walkable to the Neponset River walk, Cedar Grove MBTA station and minutes from 93.

    Julie Joyce Coldwell Banker Realty - Milton

    977-979 Adams St, Boston, MA 02124
  • /10

    $3,149,000

    • 12 Beds
    • 4 Baths
    • 3,297 Sq Ft

    17 M St, Boston, MA 02127

    Beautiful East Side 4-Family abutting Medal Of Honor Park! Drenched in natural sunlight, with approximately 3300 square feet of living space, this asset offers (2) 3-bedroom apartments, a 4-bedroom apartment, and a 2-bedroom penthouse. Completely renovated 4-unit at a very affordable price. Situated right off of the beaten path, you can walk to the beach, shops, restaurants and everything else

    Ryan Foley Greater Metropolitan R. E.

    17 M St, Boston, MA 02127
  • /42

    $1,199,900

    • 8 Beds
    • 3 Baths
    • 3,368 Sq Ft

    27 Brinsley St, Dorchester, MA 02121

    Rarely available! This large 3-family home is a fantastic value for the savvy investor or homeowner. Nestled in a highly accessible Dorchester location, this well-maintained property with curb appeal boasts beautiful original details including stained glass windows, hardwood floors, and charming woodwork throughout. Each unit offers generously sized bedrooms and excellent rental potential. Enjoy

    Delince Louis Redfin Corp.

    27 Brinsley St, Dorchester, MA 02121
  • /26

    $985,000

    • 5 Beds
    • 3.5 Baths
    • 2,127 Sq Ft

    113 Dakota St, Dorchester Center, MA 02124

    Welcome to 113 Dakota Street, a spacious and income-generating property located on a quiet residential street in the heart of Dorchester. Currently rented by the bedroom, this home has been adapted to maximize rental income—with both the living room and dining room converted into additional bedrooms. However, the layout offers flexibility, and the seller is open to converting those spaces back to

    Kelly Panepinto RE/MAX Distinct Advantage

    113 Dakota St, Dorchester Center, MA 02124
  • /14

    $1,390,000

    • 8 Beds
    • 3 Baths
    • 3,546 Sq Ft

    200 Norfolk St, Dorchester Center, MA 02124

    Incredible opportunity to own a fully vacant three-family home with 8 bedrooms and 3 bathrooms, plus a separate parcel currently used as a parking lot. Ideal for first-time homebuyers, house hackers, or investors looking to expand their portfolio. Two of the three units have been recently updated, offering move-in-ready or rent-ready options. All units feature spacious layouts, great natural

    Shabnam Mashmasarmi OnyxGroup Realty LLC

    200 Norfolk St, Dorchester Center, MA 02124
  • /42

    $1,399,000

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

    146 Spring St, West Roxbury, MA 02132

    Handsome 3 family residential property with 2 or 3 bedrooms (your choice), off-street & on-street parking & a super large fenced-in back yard is conveniently located on the bus line in the WR Neighborhood Shopping SubDistrict (NS), steps from Catholic Memorial & walking distance to the commuter rail. 1st floor includes a new kitchen, 1.5 baths & central air; 2nd & 3rd floors could easily be

    Condon-Droney Team Gilmore Murphy Realty LLC

    146 Spring St, West Roxbury, MA 02132
  • /20

    $1,025,000

    • 8 Beds
    • 3 Baths
    • 2,490 Sq Ft

    105 Erie St, Dorchester, MA 02121

    This well-maintained three-family property offers an exceptional opportunity for investors. Conveniently located near public transportation, parks, golf courses, shopping, major highways, hospitals, and just minutes from downtown Boston, this property is ideally situated for both convenience and long-term value.Key highlights include:Updated Systems: All major systems are newer and in excellent

    Winston Wong Black Oak Brokerage LLC

    105 Erie St, Dorchester, MA 02121
  • /14

    $1,150,000

    • 7 Beds
    • 3 Baths
    • 2,818 Sq Ft

    139 Chelsea St, Boston, MA 02128

    Welcome to 139 Chelsea St—an incredible investment or owner-occupant opportunity located just moments from Airport Station, Bremen Street Park, and Logan Airport. Enjoy unbeatable access to downtown Boston in just minutes by train or car. Each of the three units features central heating and cooling, in-unit washer and dryer, and a thoughtfully laid-out floor plan. Surrounded by local restaurants,

    The Reference Group Reference Real Estate

    139 Chelsea St, Boston, MA 02128
  • /14

    $890,000

    • 5 Beds
    • 2 Baths
    • 1,790 Sq Ft

    28 Wabon St, Dorchester, MA 02121

    Newly renovated charming two family in Dorchester close to the city. Unit one has open concept with two bedrooms one bath with updated appliances and fixtures. Unit two also has open concept with two levels, on the first floor the kitchen features stainless steel appliances and a quartz counter top also there is a bathroom, living room and master bathroom on level one. Second floor offers two

    Dexter Forrester NCO Realty Group Inc.

    28 Wabon St, Dorchester, MA 02121
  • /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
  • /33

    $949,000

    • 8 Beds
    • 3 Baths
    • 3,074 Sq Ft

    38 Waumbeck St, Dorchester, MA 02121

    Exceptional investment opportunity with this large Roxbury 3 family featuring High Ceilings, and hardwood floors, loaded with potential including owner occupy, a condo conversion thanks to off street parking and a large garage. Other options include updating and getting strong rental income thanks to its location in this high demand area, with quick access to Downtown, the major highways & public

    David Thompson Stuart St James, Inc.

    38 Waumbeck St, Dorchester, MA 02121
  • /42

    $1,680,000

    • 11 Beds
    • 6 Baths
    • 3,420 Sq Ft

    116 Evans St, Dorchester Center, MA 02124

    Stunning Brand-New Construction – Completed in 2025! Welcome to this exceptional newly built three-family home, offering a total of 11 bedrooms and 6 full bathrooms across three luxurious units—with a potential ADU in the basement, ready for your vision. Each unit features a modern open-concept kitchen outfitted with sleek stainless steel appliances, and stylish finishes that elevate everyday

    Rebecca Huang East West Real Estate, LLC

    116 Evans St, Dorchester Center, MA 02124
  • /24

    $1,399,999

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

    34 Norton St, Dorchester, MA 02125

    Welcome to this exceptional investment opportunity or ideal multi-generational living property in the vibrant neighborhood of Dorchester, MA. This recently renovated 3-family home offers 18 spacious rooms, including 10 generously sized bedrooms and 3 full bathrooms, thoughtfully distributed across three units.Each unit has been tastefully updated with modern finishes while maintaining classic

    Betsaleel Pierre Genesis Equity Realty, LLC

    34 Norton St, Dorchester, MA 02125
  • /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
  • /29

    $1,950,000

    • 8 Beds
    • 4 Baths
    • 3,134 Sq Ft

    36-42 O St, Boston, MA 02127

    Exceptional investment opportunity in the heart of South Boston’s sought-after City Point neighborhood. This well-maintained four-unit building offers flexible floor plansthat can be configured as either two-bedroom units or one-bedroom plus office. Each unit features its own private entrance and separate utilities, helping to minimizeoperating costs. The property includes a large basement with

    Ramsay Fretz Leading Edge Real Estate

    36-42 O St, Boston, MA 02127

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