5-Bedroom Homes for Sale in Dorchester, MA

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  /40

  $1,999,000

  • 8 Beds
  • 2.5 Baths
  • 4,172 Sq Ft

  87 Maple St, Dorchester, MA 02121

  Exceptional opportunity to own a fully updated multi-family residence at 87 Maple St, Boston. This 5,986 SF property features a new roof, windows, siding, utilities, and more—positioning it as a turnkey investment in one of Boston’s strongest rental markets. Other features include new water and sprinkler lines, electrical service, upgraded sewer line, New fire alarm and sprinkler systems,

  Bing and Sanchez Team Gibson Sotheby's International Realty

  87 Maple St, Dorchester, MA 02121
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  /4

  $2,050,000

  • 16 Beds
  • 5 Baths
  • 6,810 Sq Ft

  96-98 Woodledge St, Boston, MA 02125

  We are pleased to present for sale 96-98 Woodledge Street, a six-unit brick building in Dorchester, MA. This building includes a variety of unit types including two 2-bedroom / 1-bath units and three 3-bedroom / 1-bath units. The property provides investors with the opportunity to purchase a well-located brick building positioned for rent growth through in unit upgrades and releasing. Ideally

  Kevin Benzinger Boston Realty Advisors

  96-98 Woodledge St, Boston, MA 02125
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  /5

  $749,900

  • 7 Beds
  • 3.5 Baths
  • 2,949 Sq Ft

  41 Charlotte St, Dorchester, MA 02121

  ATTENTION owner occupants & savvy real estate investors looking to build Sweat Equity. This is a great opportunity to own a 7 bedroom 3.5 bath plus bonus sun room in a vintage home to improve the community! First time on the market in 35 years! Almost 3000 square feet of living space! Off street two car driveway is to the left of the house. Within walking distance to Franklin Park Zoo, William

  Mark D. Roberts Tesla Realty Group LLC

  41 Charlotte St, Dorchester, MA 02121
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  /33

  $1,430,000

  • 8 Beds
  • 3 Baths
  • 2,366 Sq Ft

  22-24 Romsey St, Boston, MA 02125

  Location, location, location! Prime Savin Hill 2-family with ADU potential—just minutes to the Red Line T, downtown, beaches, shops & restaurants. Fully renovated with new roof, siding, windows, heating system, modern kitchens & bathrooms, plus a new driveway and lots of parking. Hot spot for students & professionals with projected rental income around $10,000/month. Perfect for investors or

  rose dang Keller Williams Realty

  22-24 Romsey St, Boston, MA 02125
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  /35

  $1,135,000

  • 9 Beds
  • 3 Baths
  • 3,342 Sq Ft

  76 Bellevue St, Dorchester, MA 02125

  An extraordinary opportunity to acquire a profitable investment property -- perfect for first-time investors or seasoned ones alike. Welcome to 76 Bellevue, conveniently located on a one-way side street just minutes away from highway access, public transit, and a variety of local restaurants and shops. Each unit boasts three spacious bedrooms, updated kitchens equipped with dishwashers, and

  Jovonie Houston Coldwell Banker Realty - Dorchester

  76 Bellevue St, Dorchester, MA 02125
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  /17

  $2,383,000

  • 6 Beds
  • 6 Baths
  • 3,592 Sq Ft

  148-150 Pleasant St, Boston, MA 02125

  Located in the heart of Savin Hill, this six-unit multifamily sits in one of Boston’s fastest-growing and most diverse submarkets. This property comprises a mix of one-bedroom and one-bedroom plus den units, spanning approximately 3600 square feet. Each unit is thoughtfully designed and includes in-unit washer and dryer, stainless steel appliances, quartz countertops, and a private deck for added

  Tayler Barbella Boston Realty Advisors

  148-150 Pleasant St, Boston, MA 02125
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  /9

  $1,165,000

  • 8 Beds
  • 4 Baths
  • 3,198 Sq Ft

  36-38 Coleman St, Boston, MA 02125

  Great two family investment property lease through January 2026. Renovated to the studs in 2019 featuring 4 large bedrooms, 2 full bathrooms, central AC, new electric in each unit, new plumbing. Located on a larger 5,000 square foot lot, there is the potential for significant development or addition. This is a very stable income producing home with the potential to increase rents or further

  Jason Gell RE/MAX On the Charles

  36-38 Coleman St, Boston, MA 02125
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  /8

  $1,888,000

  • 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
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  /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
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  /37

  $1,199,000

  • 6 Beds
  • 2 Baths
  • 3,309 Sq Ft

  15-1/2 Tremlett St, Boston, MA 02124

  HUGE INVESTOR OPPORTUNITY. This spacious Victorian home with many original details is located in the heart of Melville Park. First floor unit was fully renovated in 2019 and features very spacious rooms with beautiful floors, formal dining room with beautiful eat in updated kitchen. Second floor unit was renovated in 2023 and offers three bedrooms, a spacious kitchen, living room and office..

  James Silva At Home Real Estate Group, Inc

  15-1/2 Tremlett St, Boston, MA 02124
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  /35

  $1,199,900 Open Sun 11AM - 12PM

  • 8 Beds
  • 3 Baths
  • 4,862 Sq Ft

  36-38 Elm Hill Park, Boston, MA 02121

  Welcome to 36-38 Elm Hill Park located in a highly sought after and rare to market historic cul-de-sac neighborhood. Both units were fully renovated in 2024, including a new plumbing system, electrical system (all wiring, recessed lighting, all devices, separated panels, etc.), heating systems, roof, siding, retaining wall, kitchens, bathrooms, and insulation. No expense was spared in this

  Candor Realty Group Four Points Real Estate, LLC

  36-38 Elm Hill Park, Boston, MA 02121
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  /17

  $1,500,000

  • 8 Beds
  • 3 Baths
  • 3,519 Sq Ft

  8 Dawes St, Dorchester, MA 02125

  A Dorchester Grand Dame, oversized 3 "decka" with front and rear piazzas; This 3 fam offers - a well maintained large rear yard- along with many other charming amenities; Gum woods, hdwds, built ins, STAINED GLASS, pantries ,newly renovated 1st floor unit, newer roof, well maintained heating systems along with updated electrical , . The home is located minutes from the T and both North and South

  Bob Nelson RE/MAX Realty Plus

  8 Dawes St, Dorchester, MA 02125
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  /9

  $1,050,000

  • 8 Beds
  • 3 Baths
  • 2,460 Sq Ft

  227 Washington St, Dorchester, MA 02121

  227 Washington St in Dorchester, MA, is a well-maintained three-family home offering a solid investment opportunity in a vibrant urban neighborhood. This property is ideal for investors seeking rental income or owner-occupants looking to offset mortgage costs. Situated in the South Dorchester neighborhood, this property offers convenient access to public transportation, shopping, parks, medical

  Jeff Ravelo MIG

  227 Washington St, Dorchester, MA 02121
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  /24

  $2,715,000

  • 8 Beds
  • 6 Baths
  • 5,388 Sq Ft

  17 Spring Garden St, Dorchester, MA 02125

  Located in the heart of Savin Hill, this newly renovated six-unit multifamily sits in one of Boston’s fastest-growing and most diverse submarkets. Each unit is thoughtfully designed and includes in-unit washer and dryer, stainless steel appliances, quartz countertops, and a private deck for added comfort and appeal. This asset presents an excellent opportunity for both investors and

  Tayler Barbella Boston Realty Advisors

  17 Spring Garden St, Dorchester, MA 02125
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  /20

  $3,575,000

  • 9 Beds
  • 9 Baths
  • 5,388 Sq Ft

  148 Pleasant St, Dorchester, MA 02125

  Located in the heart of Savin Hill, this nine-unit multifamily sits in one of Boston’s fastest-growing and most diverse submarkets. This property comprises a mix of one-bedroom and one-bedroom plus den units, spanning approximately 5,400 square feet. Each unit is thoughtfully designed and includes in-unit washer and dryer, stainless steel appliances, quartz countertops, and a private deck for

  Tayler Barbella Boston Realty Advisors

  148 Pleasant St, Dorchester, MA 02125
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  /15

  $1,300,000

  • 11 Beds
  • 4 Baths
  • 3,480 Sq Ft

  98 Topliff St, Dorchester, MA 02122

  Exceptional investment opportunity in Dorchester for aggressive investors seeking strong absolute returns! This cash cow offers over an 8% cap rate, with four rental units fully leased through 8/31/2025 and generating $8,850 monthly, plus an additional $200–$300 from a coin-operated laundry. Each unit features 3 bedrooms, 1 bathroom, a living room, and an eat-in kitchen — highly desirable layouts

  Wilbur Chen S&W Consulting Group LLC

  98 Topliff St, Dorchester, MA 02122
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  /27

  $1,200,000

  • 9 Beds
  • 4 Baths
  • 3,091 Sq Ft

  64 Stockton St, Dorchester Center, MA 02124

  Fantastic investment opportunity with strong rental returns in Dorchester! This cash cow offers over a 9% cap rate, featuring four rental units fully leased through 8/31/2025, generating $9,070 monthly plus an additional $220 from two rented garage spaces. Major updates include a new roof installed just two years ago and a newer Navien tankless hot water and heating system for efficient,

  Wilbur Chen S&W Consulting Group LLC

  64 Stockton St, Dorchester Center, MA 02124
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  /27

  $924,900

  • 6 Beds
  • 3 Baths
  • 3,672 Sq Ft

  12 Spencer St, Dorchester Center, MA 02124

  Welcome to this Diamond on the Rough! This 3-family home offers over 3,600 sq ft of living space and is perfect for savvy investors or multi-generational living. Located on a quiet street, this oversized multi boasts three large 2-bedroom units (each 2-bedroom can easily be reconfigured into a 3-bedroom unit), each featuring: Two exterior decks per unit, 3 Gas FHA Heating Systems, Updated CB

  Robert Chestnut Keller Williams Realty

  12 Spencer St, Dorchester Center, MA 02124
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  /16

  $1,229,000

  • 11 Beds
  • 3 Baths
  • 4,010 Sq Ft

  44 Floyd St, Dorchester Center, MA 02124

  We are pleased to present this multifamily offering which consists of three units. The units consist of two-4 bed / 1 bath units and one-3 bed / 1 bath unit which is currently vacant. The property has been very well maintained but offers investors and end-users future value through cosmetic improvements and management efficiencies. The property is ideally located in a residential neighborhood and

  Kevin Benzinger Boston Realty Advisors

  44 Floyd St, Dorchester Center, MA 02124
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  /8

  $1,199,000

  • 12 Beds
  • 5 Baths
  • 4,440 Sq Ft

  19 Irma St, Dorchester Center, MA 02124

  We are pleased to present this multifamily offering which consists of three, 4-bedroom units. The property has been very well maintained but offers investors and end-users future value through cosmetic improvements and management efficiencies. The property is ideally located in a residential neighborhood and is a short drive to public transportation with access to downtown Boston. All units are

  Kevin Benzinger Boston Realty Advisors

  19 Irma St, Dorchester Center, MA 02124
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  /2

  $1,650,000

  • 6 Beds
  • 4 Baths
  • 2,880 Sq Ft

  84-86 Park St, Boston, MA 02122

  Board of Appeal variance granted for this fantastic development opportunity near Fields Corner in booming Dorchester for a 5-story, 14-unit residential community with 5 off-street parking spaces (letter attached). Seller will pay for actual permit prior to closing date. This 5,000 sf property is just a short walk to the Red Line, has easy access to all major colleges, hospitals, Downtown Boston,

  Lisa Couture LAER Realty Partners

  84-86 Park St, Boston, MA 02122
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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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  /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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  /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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  /2

  $659,000

  • 5 Beds
  • 3 Baths
  • 1,755 Sq Ft

  10 Gaylord St, Dorchester Center, MA 02124

  Welcome to 10 Gaylord Street, a spacious 5-bedroom, 3-bath home owned and cared for by the same family for many years. This property offers a strong foundation with generous living space and a layout ready to suit today’s needs. It’s the perfect opportunity for buyers who want to add their own style—whether that’s a modern refresh, custom finishes, or bold design touches. With multiple levels of

  Eric Vick Deedshare Realty Co

  10 Gaylord St, Dorchester Center, MA 02124
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  /2

  $1,600,000

  • 11 Beds
  • 3 Baths
  • 3,924 Sq Ft

  22 Ronan St, Dorchester, MA 02125

  If you have been looking for an excellent opportunity to invest in the Dorchester area, this is it: 3-family homes that will deliver vacant with off-street parking, a huge basement, and a newer water heater and boiler.

  Edouard Joseph Advanced Realty Company

  22 Ronan St, Dorchester, MA 02125
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  /19

  $1,050,000

  • 6 Beds
  • 3 Baths
  • 3,223 Sq Ft

  79 W Cottage St, Dorchester, MA 02125

  Martin Keogh Offices of Martin J. Keogh

  79 W Cottage St, Dorchester, MA 02125
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  /15

  $1,150,000 Pre-Foreclosure

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

  15 Ellington St, Dorchester, MA 02121

  Experience the perfect blend of comfort, elegance, and investment potential in this 2005 built duplex! The expansive owner's unit spans 3 levels, showcasing hardwood floors, plush carpeted bedrooms, a gas fireplace, and 3 full baths, including a serene master en-suite. This unit also has central air to ensure year-round comfort. The well appointed tenants unit offers two spacious levels with

  Jasmin Lowe Lowe & Lowe Realty Co.

  15 Ellington St, Dorchester, MA 02121
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  /29

  $699,900

  • 6 Beds
  • 2 Baths
  • 3,779 Sq Ft

  21 Mclellan St, Dorchester, MA 02121

  Endless Potential in Prime Dorchester Location! Welcome to 21 McLellan Street—a classic Philadelphia-style two-family home brimming with opportunity. Perfect for investors, contractors, or savvy owner-occupants looking to customize and build equity, this property offers a solid footprint and a flexible layout. Situated on a generous lot with ample off-street parking, this property is located in a

  Thomas Mario Century 21 Mario Real Estate

  21 Mclellan St, Dorchester, MA 02121
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  /28

  $1,150,000

  • 9 Beds
  • 3 Baths
  • 3,648 Sq Ft

  23 Deering Rd, Mattapan, MA 02126

  Vintage double-bow triple-decker offering three spacious units with desirable layouts and great bones. Each floor has large rooms, hardwood floors, eat in kitchen with pantry and excellent natural light. Large front and rear porches add charm, perfect for tenants or future owner-occupants. Located on a residential street with access to public transit, shops, and parks. Don’t miss this rare

  James Harrison Boston Bayside Properties, LLC

  23 Deering Rd, Mattapan, MA 02126
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  /31

  $1,375,000

  • 9 Beds
  • 6 Baths
  • 3,105 Sq Ft

  19 Deering Rd, Mattapan, MA 02126

  A young 3-unit multifamily built just 10 years ago, featuring spacious 3-bed, 2-bath units with modern finishes, open layouts, hardwood floors, and central air. Each unit includes in-unit laundry hook ups and large bedroom sizes. The building is fully sprinklered and offers secure under-building garage parking for upto 2 vehicles. Make this property a turnkey addition to any portfolio—ideal for

  James Harrison Boston Bayside Properties, LLC

  19 Deering Rd, Mattapan, MA 02126
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  /40

  $949,999

  • 6 Beds
  • 3 Baths
  • 4,291 Sq Ft

  151 Blue Hill Ave, Roxbury, MA 02119

  Welcome home to a beautifully remodeled Victorian that blends timeless charm with modern updates. Offering 6 bedrooms and 3 full bathrooms, this spacious home provides plenty of room for both living and entertaining. Step inside and be greeted by architectural details paired seamlessly with today's finishes. The updated kitchen features sleek countertops with stainless steel appliances. Bright

  Kade Phillips RE/MAX Legacy

  151 Blue Hill Ave, Roxbury, MA 02119
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  /30

  $1,499,000

  • 6 Beds
  • 4 Baths
  • 3,479 Sq Ft

  31 Alaska St, Roxbury, MA 02119

  Nestled in Boston's vibrant and historical neighborhood of Roxbury and conveniently located near public transportation, shopping, schools, and healthcare, this turn-key two-family home showcases approximately 2,574 sq ft of freshly remodeled living space featuring six bedrooms, four full baths, hardwood floors, stylish kitchens, in-unit laundry, and brand-new electrical, plumbing, HVAC, roof, and

  Lindsey & Associates Realty Team Keller Williams Realty Boston-Metro | Back Bay

  31 Alaska St, Roxbury, MA 02119
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  /9

  $1,719,000

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

  69 Burrell St, Roxbury, MA 02119

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

  Oleg Elisev Greenville Real Estate Group, Inc.

  69 Burrell St, Roxbury, MA 02119
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  /16

  $879,999

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

  133 Blue Hill Ave, Roxbury, MA 02119

  Now here is your opportunity! This multi-family residence presents an inviting home, ready for immediate occupancy. With a generous 2718 square feet of living area, this property offers ample space to create comfortable living zones. The residence includes five bedrooms, providing private retreats for rest and rejuvenation. Two full bathrooms and one-half bathroom are thoughtfully placed to

  Melanie Daye Boston's Future Finest RE

  133 Blue Hill Ave, Roxbury, MA 02119
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  /10

  $1,145,000

  • 9 Beds
  • 3 Baths
  • 2,600 Sq Ft

  5 Sutton St, Mattapan, MA 02126

  PACKAGE DEAL! 3 condo units in a 6 unit Mattapan building available now & being delivered vacant. Each unit features 3 beds 1 bath & are identical units. There is one unit on each floor being sold. Perfect opportunity to acquire this 3 unit package deal & cash flow in a bustling market. With annual gross rent potential upwards of $122K this makes for a great acquisition hold or your perfect

  Markese Daise Stony Brook & Lennox Realty Advisors

  5 Sutton St, Mattapan, MA 02126
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  /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
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  /2

  $825,000

  • 6 Beds
  • 3 Baths
  • 2,943 Sq Ft

  30 Alaska St, Roxbury, MA 02119

  Developer - investor opportunity. Brick three family as defined by the City of Boston - in need of full rehabilitation.

  Michael Moran Gibson Sotheby's International Realty

  30 Alaska St, Roxbury, MA 02119

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