5-Bedroom Homes for Sale in Boston, MA

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  /41

  $6,250,000

  • 5 Beds
  • 3.5 Baths
  • 3,849 Sq Ft

  41 Chestnut St, Boston, MA 02108

  Beacon Hill. Stunning Private Townhouse. Sunny South Facing. Contemporary meets Historic with many updates. Perfectly placed on much sought after block--near iconic Acorn St, Louisburg Square & the Public Garden. 5 beds/3.5 baths. Fabulous original architectural details throughout. Soaring ceilings, tall windows, fireplaces, intricate moldings, medallions, millwork + one of the prettiest

  Thomas McGair Coldwell Banker Realty - Boston

  41 Chestnut St, Boston, MA 02108
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  /5

  $1,090,000

  • 6 Beds
  • 3 Baths
  • 3,121 Sq Ft

  258 Lexington St, Boston, MA 02128

  VACANT! the property is a fantastic opportunity for an owner user or investor. The property is a very well cared for three-unit property that consists of a 1-bedroom, 2-bedroom and 3-bedroom unit. The property features hardwood floors, open floor plans, updated kitchens and base-building improvements. Located just outside Day Square in East Boston, the property is a short distance to amenities

  Kevin Benzinger Boston Realty Advisors

  258 Lexington St, Boston, MA 02128
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  /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
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  /25

  $5,999,999

  • 31 Beds
  • 16 Baths
  • 13,800 Sq Ft

  237 Cummins Hwy, Boston, MA 02131

  Great investment opportunity at The Hillcrest, this four-story brick building offers a substantial almost 14,000 square feet of living space on a 0.32-acre lot. The property comprises 16 residential units, providing 15 two-bedroom units and 1 one-bedroom unit and 16 parking spaces. Each unit is equipped with electric heating, simplifying maintenance by eliminating the costs associated with

  Daniel Lee Boston Plex

  237 Cummins Hwy, Boston, MA 02131
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  /30

  $1,499,900

  • 8 Beds
  • 4 Baths
  • 3,331 Sq Ft

  1524 Commonwealth Ave, Brighton, MA 02135

  Great investment opportunity with about 6% cap rate Location-Location! A truly exceptional opportunity awaits you with this rarely available 2 family rowhouse on Commonwealth Avenue. Situated just 0.1 miles away from MBTA Green line (B) Washington St T-stop and 0.3 miles away from Whole Foods, variety restaurants and shops. This brick home is very special and it's much larger than it looks from

  Daniel Lee Boston Plex

  1524 Commonwealth Ave, Brighton, MA 02135
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  /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
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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
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  /38

  $7,890,000

  • 5 Beds
  • 6.5 Baths
  • 4,151 Sq Ft

  160 Mount Vernon St, Boston, MA 02108

  This gorgeous flat of the hill stunner has undergone a homeowner led gut renovation via the esteemed duo of Hickox Williams Architects and Kevin Cradock Builders; a rare stylish nod to its history and finished to the highest standards. Formal front entry with private vestibule, sitting nook, custom kitchen with Viking, Subzero & Miele appliances, custom cabinetry, island and gracious formal

  Kyle Kaagan Team Gibson Sotheby's International Realty

  160 Mount Vernon St, Boston, MA 02108
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  /42

  $12,900,000

  • 5 Beds
  • 8 Baths
  • 7,777 Sq Ft

  57 Hancock St, Boston, MA 02114

  Grand iconic corner building has just undergone a complete restoration into one of the finest single family homes on Beacon Hill. An extremely rare Egyptian Revival home has stood in this location since 1870 and still posses the papyrus capitals on the entryway columns to mark the style. This sun filled corner property maintains three exposures, 65 windows, ceiling heights ranging from 9-11 to

  Glenn Forger Olde Forge Realty

  57 Hancock St, Boston, MA 02114
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  /30

  $5,499,000

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

  18 Hereford St, Boston, MA 02115

  Built in 1871 as a beautiful single family residence, 18 Hereford Street's luxurious ambiance and beautiful historic detailing has been painstakingly and thoughtfully restored by the current owners over the past 30 years. Meticulously maintained with extensive improvements to include a 2023 build out of a garden level au pair/in law apt. New furnace, a/c, hot water. (See documents for

  Ellen Meyers Coldwell Banker Realty - Boston

  18 Hereford St, Boston, MA 02115
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  /28

  $11,500,000

  • 23 Beds
  • 12 Baths
  • 14,256 Sq Ft

  395 Commonwealth Ave, Boston, MA 02215

  Introducing the Ayer Mansion, widely regarded as one of the most stunning and distinctive addresses on Commonwealth Avenue in Back Bay. A National Historic Landmark, the Ayer Mansion is the last surviving example of a complete residential commission by the famed American artist, designer, and craftsman Louis Comfort Tiffany. Tiffany combined exotic architectural style with masterful design

  Tracy Campion Campion & Company Fine Homes Real Estate

  395 Commonwealth Ave, Boston, MA 02215
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  /34

  $1,999,000

  • 9 Beds
  • 5 Baths
  • 7,386 Sq Ft

  35 Heron St, West Roxbury, MA 02132

  INVESTORS/DEVELOPERS, don't miss this superior multi-property investment opportunity. July 10, we added a 3rd parcel of land. This property is very large & a gorgeous setting. It has .30 acres with 7386 sf including separate residential & commercial buildings: 1) A huge three-family of 4,488sf with 9 beds, 3 baths (2 new), spacious older kitchens with porches + decks. New windows on 3rd. 2) A

  Susan Ormont Keller Williams Realty

  35 Heron St, West Roxbury, MA 02132
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  /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
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  $8,990,000

  • 5 Beds
  • 6 Baths
  • 4,492 Sq Ft

  86 Mount Vernon St, Boston, MA 02108

  No. 86 Mount Vernon is a spectacular corner residence overlooking the coveted Louisburg Square in Boston’s most storied neighborhood. Built circa 1875, this 20’ wide townhouse offers 4,492 SQFT of classically scaled living space across 4 levels. The gracious floor plan has been reconfigured for today’s modern lifestyle, all while preserving the beauty and integrity of the magnificent historic

  Tracy Campion Campion & Company Fine Homes Real Estate

  86 Mount Vernon St, Boston, MA 02108
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  /31

  $699,000

  • 5 Beds
  • 2 Baths
  • 2,700 Sq Ft

  17 Richmond St Unit 1, Dorchester Center, MA 02124

  Welcome to 17 Richmond St, a beautifully maintained 5+ bedroom, 2-bath townhome with two bonus offices. With its expansive layout and flexible room configurations, this 2,700 sq. ft. home offers ample space for those seeking room to spread out—whether for a growing household or extended family. Inside, original hardwood floors and oversized windows fill the living and dining areas with natural

  Samuel Rymer Rymer Realty Group LLC

  17 Richmond St Unit 1, Dorchester Center, MA 02124
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  /31

  $2,199,000

  • 12 Beds
  • 3 Baths
  • 3,882 Sq Ft

  79 Sydney St, Dorchester, MA 02125

  **OWNERS ARE OFFERING TWO MONTHS OF FREE RENT FOR QUALIFIED APPLICANTS.** This meticulously renovated three-family home is ideally located less than five minutes from the Savin Hill MBTA Red Line station. Boasting a completely refreshed facade, this property offers two valuable off-street parking spaces. Inside, you'll find gleaming hardwood floors throughout, luxurious marble bathroom floors and

  Tayler Barbella Boston Realty Advisors

  79 Sydney St, Dorchester, MA 02125
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  $6,900,000

  • 5 Beds
  • 7 Baths
  • 6,106 Sq Ft

  1 W Hill Place, Boston, MA 02114

  Magnificent corner single-family residence at West Hill Place, a private cul-de-sac located just off Charles Street on the Flat of Beacon Hill. One West Hill Place is a 5-bed, 5-full and 2-half bath home with exposures on three sides offering sun-filled living spaces spanning over 6,000 sqft. Two floors are dedicated to living and entertaining rooms, including the dramatic 2-story great room with

  Tracy Campion Campion & Company Fine Homes Real Estate

  1 W Hill Place, Boston, MA 02114
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  $6,399,000

  • 5 Beds
  • 5.5 Baths
  • 4,000 Sq Ft

  6 W Hill Place, Boston, MA 02114

  Sensational renovation of a lovely Beacon Hill townhouse (w/ parking) perfectly positioned within intimate West Hill Pl. With the feel of a London Mews style home, this tastefully redesigned home brings together modern finishes & style alongside character, charm and Beacon Hill sophistication. 6 West Hill offers 5 bedrooms, 5 full & one half baths, a large private roofdeck w/ built-in grill as

  Rebecca Tulman & Leslie Adam Gibson Sotheby's International Realty

  6 W Hill Place, Boston, MA 02114
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  /39

  $2,165,000

  • 12 Beds
  • 8 Baths
  • 4,710 Sq Ft

  416 Harvard St, Dorchester Center, MA 02124

  TROPHY Ground-Up New Construction in Dorchester! This massive 4-unit property, complete with a spacious parking lot, is a standout investment opportunity. Expertly designed and newly built, this turnkey building promises low-maintenance ownership. Each unit features a luxurious 3-bed, 2-bath layout with condo-quality finishes, showcasing impeccable craftsmanship. With rental potential up to

  Markese Daise Stony Brook & Lennox Realty Advisors

  416 Harvard St, Dorchester Center, MA 02124
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  /20

  $3,068,000

  • 12 Beds
  • 6 Baths
  • 4,747 Sq Ft

  285 Lamartine St, Boston, MA 02130

  SELLER WILL GUARANTEE RENTS AT $6,500/MONTH PER UNIT TILL 8/31/25! Beautifully designed and built, each unit features 4 bedrooms/2 bathrooms, private outdoor space + parking. Enter into huge open floorplan living areas w/bay windows, plenty of room for living + dining furniture, access to side porches + beautiful kitchens w/shaker cabinets, quartz counters + gas cooking. The bedrooms are all

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

  285 Lamartine St, Boston, MA 02130
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  /12

  $2,400,000

  • 8 Beds
  • 4 Baths
  • 4,639 Sq Ft

  693 Dudley St, Dorchester, MA 02125

  IF YOU'RE AN INVESTOR LOOKING TO BUILD, OR ADD A PROPERTY TO YOUR PORTFOLIO, LOOK NO FURTHER. THIS PROPERTY COMES WITH 4 RESIDENTIAL UNITS ON THE UPPER LEVELS AND A MASSIVE COMMERCIAL UNIT ON THE GROUND LEVEL. IT ALSO INCLUDES THE LOT TO THE RIGHT OF IT KNOWN AS 691 DUDLEY ST WHICH COULD POSSIBLY ADD OFF ST PARKING OR POTENTIALLY BUILD A BIGGER BUILDING. THE PROPERTY IS CURRENTLY FULLY RENTED,

  Erin Peckham Bridge Realty

  693 Dudley St, Dorchester, MA 02125
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  /33

  $3,499,000

  • 11 Beds
  • 4.5 Baths
  • 4,732 Sq Ft

  378 Neponset Ave, Dorchester, MA 02122

  NEPONSET CIRCLE DEVELOPMENT OPPORTUNITY! THIS OFFERING IS FOR TWO COMBINED LOTS, PRESENTING OVER 21,000 SF OF EXCELLENT DEVELOPMENT POTENTIAL. BOTH THE 8 ROOM SINGLE FAMILY AND THE THREE ROW-HOMES ZONED AS A 3 FAMILY, OFFER STAINLESS/GRANITE KITCHEN, HARDWOOD FLOORS, MANY ADDITIONAL UPDATES AND ARE FULLY LEASED. THIS PACKAGE OFFERS TWO SEPARATE PARCELS OF LAND AND INCLUDES 10 PARKING SPOTS.

  Joyce Lebedew Joyce Lebedew Real Estate

  378 Neponset Ave, Dorchester, MA 02122
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  /31

  $7,250,000

  • 5 Beds
  • 3.5 Baths
  • 5,165 Sq Ft

  381 Beacon St, Boston, MA 02116

  Exceptional Single Family home in The Heart of Back Bay. This spacious townhouse has been painstakingly updated and is altogether a perfect combination of historic charm, authentic craftsmanship, and modern conveniences. Enter to a gorgeous foyer leading to a newly built eat-in kitchen inspired by the butler’s pantry of the historic Ogden Mills mansion and a handsome fireplaced family room. One

  Tracy Campion Campion & Company Fine Homes Real Estate

  381 Beacon St, Boston, MA 02116
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  /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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  /32

  $849,000

  • 6 Beds
  • 2 Baths
  • 2,308 Sq Ft

  25 Crandall St, Roslindale, MA 02131

  Charming Two-Family Home in Roslindale – Prime Location and Corner Lot! Welcome to this inviting two-family home situated on a desirable corner lot in Boston’s vibrant Roslindale neighborhood! With off-street parking and an unbeatable location just moments from Roslindale Village, this property offers both convenience and charm, making it an ideal investment or owner-occupied opportunity. Each

  mark maher eXp Realty

  25 Crandall St, Roslindale, MA 02131
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  /32

  $19,995,000

  • 7 Beds
  • 8 Baths
  • 9,924 Sq Ft

  4 Gloucester St, Boston, MA 02115

  Featured in WSJ’s Mansion section, this spectacular designer home in Boston’s prestigious Back Bay blends contemporary & classical style, presenting a rare opportunity to own an impeccably renovated brownstone. Boasting a gracious,wide footprint & light on 3 sides,it has ample space for entertaining,recreation & family living.The1st floor grand marble foyer invites you to an enormous modern

  Maggie Gold Seelig MGS Group Real Estate LTD

  4 Gloucester St, Boston, MA 02115
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  /22

  $19,500,000

  • 6 Beds
  • 6 Baths
  • 5,368 Sq Ft

  2 Commonwealth Ave Unit 9-10A, Boston, MA 02116

  RARELY AVAILABLE.Luxurious 6 BED-ROOOM duplex at the iconic Carlton House, overlooking the stunning Public Garden. With 24-hour concierge combines exclusivity and convenience.Elegantly renovated by the esteemed Payne Bouchier, that showcases meticulous craftsmanship . The grand formal gallery foyer leads to a bright living room featuring breathtaking views of the garden. The state-of-the-art

  Lili Banani Coldwell Banker Realty - Boston

  2 Commonwealth Ave Unit 9-10A, Boston, MA 02116
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  /5

  $1,798,999

  • 8 Beds
  • 3 Baths
  • 2,997 Sq Ft

  8 Porter St, Boston, MA 02130

  Have your cake and eat it too! This is a great investment opportunity for anyone who wants to be in the heart of the city! Centrally located, this property offers updated units, in unit laundry, parking and great rental income to help you pay the mortgage. You dont want to miss out on an opportunity this great!

  Salustia Ortiz Dreamcatcher Investment Group, Inc.

  8 Porter St, Boston, MA 02130
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  /42

  $9,500,000

  • 6 Beds
  • 7.5 Baths
  • 7,132 Sq Ft

  133-135 Charles St, Boston, MA 02114

  Located in the iconic Beacon Hill neighborhood of Boston, 133-135 Charles Street presents an outstanding opportunity for an end-user, developer or investor. Available for the first time in several decades, this gracious historic and well-loved building boasts 7132 square feet of space. Consisting of an established retail store, a boutique salon space and three floor-through two bedroom

  Irene O'Connell Sotheby's International Realty

  133-135 Charles St, Boston, MA 02114
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  /28

  $38,000,000

  • 5 Beds
  • 8 Baths
  • 7,848 Sq Ft

  1 Dalton St Unit 5801/5802, Boston, MA 02115

  Boston's most luxurious penthouse offering is a seamless combination of 2 of 1 Dalton's premiere units wrapping 2 corners of the building on the 58th floor with expansive views from every room. An exquisite full renovation was completed by the Lagasse Group in 2022 and is ready for immediate occupancy. A total renovation of the space includes a spectacular white Onyx primary kitchen with

  Michael Harper Coldwell Banker Realty - Boston

  1 Dalton St Unit 5801/5802, Boston, MA 02115
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  /15

  $9,950,000

  • 8 Beds
  • 8 Baths
  • 9,504 Sq Ft

  164 Marlborough St, Boston, MA 02116

  164 Marlborough St Boston, MA. The Crowninshield House is a historic house designed by renowned Architect Henry Hobson Richardson. One of a kind building on a corner lot that was the original Algonquin Club. It's a 4 story brick building, featuring a variety of trim in

  Paul Gleason Fairfield Realty

  164 Marlborough St, Boston, MA 02116
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  $10,950,000

  • 6 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  1 Fairfield St, Boston, MA 02116

  Reintroducing this newly RENOVATED rare 30-foot wide single-family home in the heart of the Back Bay and Boston’s most coveted neighborhood. Boasting 6 bedrooms, 5.5 bathrooms, and an expansive 5,700 square feet, this home mixes it's historical brownstone charm with contemporary luxuries of a newly installed elevator, exquisite custom wood flooring and state-of-the-art appliances throughout the

  Michael Carucci Gibson Sotheby's International Realty

  1 Fairfield St, Boston, MA 02116
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  /31

  $29,000,000

  • 5 Beds
  • 8 Baths
  • 7,557 Sq Ft

  1 Dalton St Unit 6102, Boston, MA 02115

  Introducing Residence 6102 at the world-renowned Four Seasons Private Residences, One Dalton, a magnificent two-story penthouse estate featuring the highest and most awe-inspiring residential views in all New England! This iconic residence offers an unprecedented opportunity to create a bespoke trophy home in the most premier full-service building in the City. Security-enabled elevator access

  Tracy Campion Campion & Company Fine Homes Real Estate

  1 Dalton St Unit 6102, Boston, MA 02115
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  /22

  $3,000,000

  • 9 Beds
  • 8 Baths
  • 5,668 Sq Ft

  493 E 7th St, Boston, MA 02127

  Rarely available, fully occupied, semi-attached, turnkey six-family with three sides of exposure! This spacious multi-family offers 4 one bedroom, one bathroom units occupying the second and third floors, as well as a first and garden level two bedroom, two bathroom duplex, and a three bedroom, two bathroom first and garden level duplex. Current rents are well below market value and easy to

  Aranson Maguire Group Compass

  493 E 7th St, Boston, MA 02127
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  /2

  $4,500,000

  • 8 Beds
  • 7 Baths
  • 5,480 Sq Ft

  47A N Margin St, Boston, MA 02113

  Introducing 47 A North Margin Street located on a quiet residential side street in Boston's North End. This Large Multi Family Property consists of 7 units, one (1) 2 - Bedroom/1 Bath Unit and six (6) 1- Bedroom/1 Bath Units. This four story building is a sweeping 6,850 square feet of endless possibilities. All units are leased through August 31, 2026. All rents are below market rate even with

  Lisa Ventresca Greenway Realty Group, LLC

  47A N Margin St, Boston, MA 02113
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  /2

  $6,895,000

  • 12 Beds
  • 4.5 Baths
  • 7,124 Sq Ft

  141-143 Charles St, Boston, MA 02114

  141 Charles Street is a highly desirable mixed-use asset located in Beacon Hill, Boston, MA. The property consists of 3 large four bedroom residential units and one of the largest commercial spaces on Charles Street. Located in close proximity to the red line, this offers investors and retail tenants a highly visible and easily-reached destination. The property is fully rented and has a strong

  Rebecca Marston Marston Beacon Hill, Inc.

  141-143 Charles St, Boston, MA 02114
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  /2

  $5,800,000

  • 40 Beds
  • 15 Baths
  • 9,999 Sq Ft

  5 Three Families, Boston, MA 02121

  Rare opportunity to acquire a 100% residential portfolio consisting of five multi-family buildings across two high-demand Boston neighborhoods: 223, 225, and 227 Washington St in Dorchester, and 1903 & 1907 Columbus Ave in Roxbury. This 2021 gut renovated portfolio offers strong in-place rental income. All properties are fully rented and located near public transit, major universities, and

  Niko Stafford CRG Commercial

  5 Three Families, Boston, MA 02121
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  /2

  $1,199,000

  • 6 Beds
  • 2 Baths
  • 3,732 Sq Ft

  20 Massasoit St, Boston, MA 02136

  Don’t miss an opportunity to own this one-of-a-kind Hyde Park two-family built in 2013.The first-floor features 3 bedrooms,1 bath with living room/dining room, eat-in kitchen. The second floor has 3 bedrooms,1 bath, living room/dining room, eat-in kitchen, an unfinished basement and the attic awaiting for your personal touch,Central A/C in each unit, hardwood floors throughout, separate gas

  Richard Maurice Diamond Realty Professionals

  20 Massasoit St, Boston, MA 02136
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  /13

  $1,950,000

  • 8 Beds
  • 3 Baths
  • 3,159 Sq Ft

  230 Corey Rd, Brighton, MA 02135

  Jon-Marc Mallory R. Conte Construction, Inc.

  230 Corey Rd, Brighton, MA 02135
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  /5

  $2,399,000 New Construction

  • 26 Beds
  • 20 Baths
  • 15,542 Sq Ft

  970 Saratoga 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! 970 Saratoga St. Development Project is comprised of an empty parking lot with with city approvals/plans for a 4 story building totaling 14 residential apartments (2 IDP/Affordable) and 1 ground level retail

  Brian Rivas Carlton's Wharf & Co.

  970 Saratoga St, Boston, MA 02128

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