Homes for Sale in Boston, MA with 5-Bedrooms

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  /2

  $1,999,990

  $200K PRICE DROP

  • 16 Beds
  • 6 Baths
  • 4,989 Sq Ft

  12 Hiawatha Rd, Mattapan, MA 02126

  Located at 12 Hiawatha, Boston, MA, this multi-family residence presents a unique opportunity to own a substantial property in this vibrant city. This building, constructed in 1905, holds immense potential. With a generous 4989 square feet of living area spread across four stories, the residence offers ample space for a variety of living arrangements. The 16 bedrooms provide comfortable

  Matthias McGuffie Home America Realty & Investments

  12 Hiawatha Rd, Mattapan, MA 02126
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  /23

  $12,500,000

  • 9 Beds
  • 8.5 Baths
  • 7,830 Sq Ft

  214 Beacon St, Boston, MA 02116

  Premier Riverside Beacon Street location just 3.5 blocks from the iconic Boston Public Garden. Rarely available 6-story townhouse with stunning Charles River views, brilliant natural light, and both south and north exposures. This trophy property features original architectural detail including bay windows, 9 fireplaces, high ceilings, hardwood floors, and tastefully renovated kitchens and baths.

  Shelagh Brennan Cabot & Company

  214 Beacon St, Boston, MA 02116
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  /42

  $829,900

  • 6 Beds
  • 2 Baths
  • 2,370 Sq Ft

  1 Shafter St, Dorchester, MA 02121

  Maintained two-family home offering three bedrooms on each floor, all with ample closet space. The first-floor unit is certified deleaded (see attached reports). Features mostly hardwood flooring throughout and numerous updates completed during ownership. Major improvements include conversion from oil to gas heating with new furnaces for both units (2004), new windows in the second-floor

  Naomi Malabre RE/MAX Real Estate Center

  1 Shafter St, Dorchester, MA 02121
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  /30

  $8,250,000

  • 6 Beds
  • 7 Baths
  • 4,320 Sq Ft

  189 W Brookline St, Boston, MA 02118

  A truly distinctive offering where timeless architecture, elevated design & flexible urban living converge. Set on one of the South End’s most coveted tree-lined streets, this home presents a rare opportunity to acquire two meticulously renovated residences within a classic bow-front brownstone, offered together as a cohesive multi-family property. Comprising a penthouse triplex & garden duplex,

  Ricardo Rodriguez Coldwell Banker Realty - Boston

  189 W Brookline St, Boston, MA 02118
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  /20

  $1,125,000

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

  76 Bellevue St, Dorchester, MA 02125

  **(BOM) BACK ON MARKET -- BUYER UNABLE TO SECURE FINANCING** UNIT 1 & 2 TO BE DELIVERED VACANT, UNIT 3 TENANTS AT-WILL (TAW). ALL THREE UNITS ARE DE-LEADED. An extraordinary opportunity to acquire a profitable investment property, with a near 10% CAP RATE -- perfect for first-time investors or seasoned ones alike. Welcome to 76 Bellevue, conveniently located on a one-way side street just minutes

  Jovonie Houston Coldwell Banker Realty - Dorchester

  76 Bellevue St, Dorchester, MA 02125
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  /24

  $1,600,000

  • 9 Beds
  • 3 Baths
  • 99,999 Sq Ft

  68 Bakersfield St, Dorchester, MA 02125

  Excellent investment or owner-occupant opportunity! Unit 1 features a brand-new renovation and is move-in ready, while Units 2 and 3 are occupied by long-term tenants with a strong existing rent roll. This well-maintained 3-family property offers spacious 3-bedroom, 1-bath units with hardwood floors throughout, in-unit laundry, and updated kitchen appliances. Professionally managed and maintained

  Tayler Barbella Boston Realty Advisors

  68 Bakersfield St, Dorchester, MA 02125
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  /9

  $1,650,000

  $149K PRICE DROP

  • 12 Beds
  • 6 Baths
  • 5,448 Sq Ft

  640 River St, Mattapan, MA 02126

  We are pleased to present this multifamily opportunity for sale in Mattapan, MA. The building is made up of six 2-bedroom / 1-bathroom units that are positioned for rent growth through in-unit upgrades and releasing. Each with impressive layouts, the units offer comfortable living and design that maximizes space. The building benefits from its position within Mattapan, a neighborhood that

  Kevin Benzinger Boston Realty Advisors

  640 River St, Mattapan, MA 02126
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  /12

  $22,000,000

  • 9 Beds
  • 9 Baths
  • 15,108 Sq Ft

  1-5 Cortes St, Boston, MA 02116

  Presenting Arlington & Cortes, a portfolio of four (4) beautiful brownstone buildings - 1-5 Cortes Street and 143 Arlington Street - featuring 58 furnished short term rental units, located in Boston's Bay Village/Back Bay. Each building is a licensed lodging house enabling the short term rental operation. The building interiors are updated and recent building capital improvements include new

  Chris Sower Cushman & Wakefield

  1-5 Cortes St, Boston, MA 02116
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  /16

  $1,850,000

  • 6 Beds
  • 3 Baths
  • 2,550 Sq Ft

  3 Holden Ct, Boston, MA 02109

  Located on a private way tucked just off Commercial Street in Boston’s Historic North End, 3 Holden Court presents a rare opportunity for investors or owner-occupants seeking scale and long-term upside in one of the city’s most sought-after neighborhoods. Offering 2,550 square feet of living space, the property is currently configured as three spacious 2-bedroom, 1-bathroom apartments with strong

  Ron Ventresca Greater Metropolitan R. E.

  3 Holden Ct, Boston, MA 02109
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  /29

  $7,500,000

  • 5 Beds
  • 8 Baths
  • 6,351 Sq Ft

  75 Hancock St, Boston, MA 02114

  Welcome to 75 Hancock Street Beacon Hill, a beautifully renovated townhouse with elevator that epitomizes luxury living in one of Boston's most prestigious neighborhoods. This 24' wide six-level residence features 5 spacious bedrooms, 5 full bathrooms, and 3 half bathrooms, including a private au pair suite. The state-of-the-art kitchen, complete with a butler’s pantry, opens to a cozy family

  Rodney Scott Engel & Volkers Boston

  75 Hancock St, Boston, MA 02114
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  /31

  $6,500,000

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

  99 W Springfield St, Boston, MA 02118

  Excellent investment opportunity! Located on the east side of West Springfield Street between Washington Street and Shawmut Avenue in Boston's highly-desirable South End, 99-101 West Springfield offers an unusual opportunity to acquire two side-by-side buildings in excellent condition. Each building is individually zoned for 4-6 units and offers hardwood floors, exposed brick, rear terraces, and

  Hanneman + Gonzales Compass

  99 W Springfield St, Boston, MA 02118
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  /35

  $1,999,000

  $201K PRICE DROP

  • 17 Beds
  • 6 Baths
  • 5,544 Sq Ft

  252-254 Magnolia St, Boston, MA 02121

  Unlock this prime investment opportunity in one of Dorchester’s fastest-growing neighborhoods.This six-unit multifamily features five 3-bed/1-bath units and one 2-bed/1-bath unit, offering strong value-add potential investors can increase cash flow through cosmetic updates and strategic improvements.Minutes from Four Corners/Geneva and Upham’s Corner commuter rail stations, the location attracts

  Ashmael Brun EVO Real Estate Group, LLC

  252-254 Magnolia St, Boston, MA 02121
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  /17

  $1,675,000

  • 12 Beds
  • 5.5 Baths
  • 4,128 Sq Ft

  175 Princeton St, Boston, MA 02128

  175 Princeton Street is a three-story building containing three (3) units with two (2) 4-Bedroom/2-Bathroom units and one (1) 4-Bedroom/1.5-Bathroom unit with 4,128 square feet of gross living area in 5,268 square feet of gross area situated upon a 0.08-acre parcel. All units’ individual condo’s, feature condo quality finishes, improved by granite countertops, updated cabinetry, stainless steel

  Kelleher - Pentore Team Horvath & Tremblay

  175 Princeton St, Boston, MA 02128
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  /21

  $499,000

  $40K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft

  353-357 Adams St Unit R, Boston, MA 02122

  Expansive to say the least and ready for its next owner, welcome to this completely updated 2016 condo spanning 2,100 square feet. This stunning duplex at 353 Adams offers the perfect blend of space, style, and functionality, featuring five well-proportioned bedrooms, a massive living room, and two beautifully finished bathrooms. The large kitchen showcases gas cooking, modern finishes, and

  Dan Distefano Engel & Volkers Boston

  353-357 Adams St Unit R, Boston, MA 02122
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  /12

  $5,900,000

  • 18 Beds
  • 18 Baths
  • 9,405 Sq Ft

  87 Gordon St, Boston, MA 02135

  Boston Realty Advisors is proud to present an exclusive opportunity to acquire 87 Gordon Street in Brighton, Boston, MA. This fully occupied, 18-unit multifamily asset — comprised of studios , studio alcoves, and one-bedroom apartments — is ideally situated in one of Greater Boston’s most dynamic and supply-constrained rental markets. The offering presents investors with a compelling combination

  Kevin Benzinger Boston Realty Advisors

  87 Gordon St, Boston, MA 02135
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  /7

  $999,000

  $51K PRICE DROP Pre-Foreclosure

  • 6 Beds
  • 2 Baths
  • 2,477 Sq Ft

  60 Thetford Ave, Dorchester Center, MA 02124

  Well-maintained two-family property in a desirable Dorchester location. Both units are currently occupied, offering immediate rental income. Situated in an area with strong rental demand and easy access to public transportation, major routes, shopping, and neighborhood amenities.The property has been well cared for and is low maintenance, making it an excellent turnkey investment or ideal

  JERMAINE DOWDELL eXp Realty LLC - Corporate Office

  60 Thetford Ave, Dorchester Center, MA 02124
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  /29

  $4,599,900

  $900K PRICE DROP

  • 24 Beds
  • 12.5 Baths
  • 7,092 Sq Ft

  47 Dighton St, Brighton, MA 02135

  Exceptional development opportunity on over 25k sf of level land in one of Brighton’s most sought-after neighborhoods. 47 & 49 are two three family homes along with a 3 bay brick garage. The properties are offered together, presenting a rare chance to reimagine two adjacent parcels in a prime urban setting steps from Brighton Center, St. Elizabeth’s Medical Center, public transit, and vibrant

  Brian Fitzpatrick Coldwell Banker Realty - Waltham

  47 Dighton St, Brighton, MA 02135
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  /13

  $5,180,000

  $100K PRICE DROP

  • 9 Beds
  • 7 Baths
  • 6,650 Sq Ft

  65-65A Beach St, Boston, MA 02111

  Prime mixed-use investment opportunity in Boston’s Chinatown area. This 4-story building includes 6 residential units and 1 street-level retail space. The property has historically maintained strong occupancy, providing stable cash flow—approximately 6,650 SF gross building area with 5,320 SF residential living area. Low real estate taxes and manageable operating expenses enhance investment

  Bin Yan Ark Real Estate Inc.

  65-65A Beach St, Boston, MA 02111
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  /20

  $4,299,000

  $301K PRICE DROP

  • 18 Beds
  • 15.5 Baths
  • 12,800 Sq Ft

  10 Roxbury St, Roxbury, MA 02119

  10 Roxbury presents a rare opportunity to acquire an 11-unit multifamily building constructed in 2014, offering exceptional quality in a transit oriented neighborhood. Each unit features an excellent layout with abundant natural light, skyline views, and modern finishes. Ideally situated in Nubian Square, the property provides residents with convenient access to Boston's public transportation

  Kevin Benzinger Boston Realty Advisors

  10 Roxbury St, Roxbury, MA 02119
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  /28

  $2,595,000

  • 8 Beds
  • 2.5 Baths
  • 3,996 Sq Ft

  55 South St, Jamaica Plain, MA 02130

  Rare mixed-use investment opportunity in the heart of Jamaica Plain’s vibrant South Street corridor. This three-unit condominium building features a well-established bakery/café operating since 2004 with a licensed 20x20 patio, alongside two spacious four-bedroom residential units with covered porches. Property offers flexible use and strong income potential, with projected rents of

  Riley Walters eXp Realty LLC - Corporate Office

  55 South St, Jamaica Plain, MA 02130
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  /19

  $1,315,000

  • 9 Beds
  • 4 Baths
  • 3,885 Sq Ft

  5 Lafield St, Dorchester, MA 02122

  Welcome to 5 Lafield Street, a well-maintained three-family home in the heart of Fields Corner, one of Dorchester’s most desirable neighborhoods. Located on a quiet residential street, this property offers easy access to the Fields Corner Red Line station, bus routes, shops, restaurants, and parks. Each spacious unit features 3+ bedrooms, 1 full bath, a living room, kitchen, and in-unit laundry.

  Marley Kanda Coldwell Banker Realty - Boston

  5 Lafield St, Dorchester, MA 02122
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  /18

  $1,149,000

  • 8 Beds
  • 3 Baths
  • 2,502 Sq Ft

  113 Regent St, Roxbury, MA 02119

  Attention homeowners and investors! Prime opportunity to acquire a brick three-family building in Roxbury’s Fort Hill, comprised of three condominium units offered as a package. Unit 1 is a two-bed/one-bath that is tenanted and occupied. Unit 2 is a three-bed/one-bath that is vacant and ready for you to move in. It features a stunning kitchen with white shaker cabinets, stainless steel appliances

  Alex Burk Aspen Consulting

  113 Regent St, Roxbury, MA 02119
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  /10

  $2,975,000

  $74K PRICE DROP

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

  17 M St, Boston, MA 02127

  Rare 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 in 2025 with professionally designed finishes. All 4 units are spacious and include in-unit laundry making for easy rentals each year. Situated

  Ryan Foley Greater Metropolitan R. E.

  17 M St, Boston, MA 02127
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  /2

  $8,000,000

  • 5 Beds
  • 8 Baths
  • 8,068 Sq Ft

  34.5 Beacon St Unit PH, Boston, MA 02108

  One-of-a-kind 8,000+ sq ft penthouse residence atop The Tudor, one of Beacon Hill’s most prestigious addresses. This extraordinary home spans the entire 7th floor, half of the 8th floor, and a sprawling private rooftop level, created through the seamless combination of three residences. A dramatic Charles Bulfinch-inspired spiral staircase connects all three levels, while breathtaking views

  Stephanie Crawford Real Broker MA, LLC

  34.5 Beacon St Unit PH, Boston, MA 02108
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  /12

  $799,000

  • 5 Beds
  • 2 Baths
  • 1,409 Sq Ft

  129 Chiswick Rd Unit 6, Brighton, MA 02135

  Rare and spacious 5-bedroom, 2-bath investment property with one deeded parking space conveniently located next to the back door entrance. Prime location just a short walk to the T station!The good-sized kitchen features granite countertops and stainless steel appliances. Renovated in 2019, this property is currently leased at $4,761/month through August 31, 2026, offering strong and stable

  KoKo Kwan Kwan Realty Inc.

  129 Chiswick Rd Unit 6, Brighton, MA 02135
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  /10

  $3,200,000

  • 12 Beds
  • 4 Baths
  • 4,800 Sq Ft

  106 W 8th St, Boston, MA 02127

  106-112 West 8th Street offers investors the opportunity to acquire four townhouses with three rows of tandem parking included (3-spaces per row). Located just one block from the Old Colony/Dorchester Ave corridor which is set to see an unprecedented amount of development in the next decade. This asset offers strong in-place income and clear upside through unit upgrades, rent optimization and

  Ryan Quinn Grove Property Group

  106 W 8th St, Boston, MA 02127
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  /27

  $9,999,000

  $491K PRICE DROP

  • 30 Beds
  • 29.5 Baths
  • 16,389 Sq Ft

  33 Ward St, Boston, MA 02127

  Back on the market with a significant price adjustment of $500,000 Offering turnkey investment value in this modern, elevator-served multifamily bldg delivered in Dec 2021 and fully stabilized at 100% occupancy, offered at approx. 5.3% cap rate. Has a Condo Conversion flip exit strategy. The 14-unit property features a highly desirable mix dominated by spacious 2BR/2BA residences plus one

  Easter Entwistle Advisors Douglas Elliman Real Estate - Easter Entwistle Advisors

  33 Ward St, Boston, MA 02127
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  /42

  $3,149,000

  • 13 Beds
  • 8 Baths
  • 5,945 Sq Ft

  66-66R Stanley St, Boston, MA 02125

  A rare offering featuring two buildings on a quiet cul-de-sac with five total units and 8+ off-street parking spaces ideal for the savvy investor or condo conversion. The fully gut-renovated front building showcases modern design and high-end finishes, with each unit offering two full baths, brand new central HVAC, in-unit laundry, and tankless hot water systems. Interiors shine with recessed

  Dynan Team Seaport Realty Group

  66-66R Stanley St, Boston, MA 02125
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  /6

  $1,250,000

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

  4A Weld Ave, Roxbury, MA 02119

  The property offers an exceptional value-add investment or end user/owner occupant strategy. Consisting of three well-laid out units, this free-standing 3 unit property contains a mix of 2-bedroom and 3-bedroom units with on site parking. The property is brick construction and sits in the vibrant Egleston Square community. The property has been well maintained and utilities are separately metered.

  Kevin Benzinger Boston Realty Advisors

  4A Weld Ave, Roxbury, MA 02119
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  /13

  $5,900,000

  • 20 Beds
  • 12 Baths
  • 11,070 Sq Ft

  1 Schrepel Place, Boston, MA 02127

  The Property consists of a three-story building containing twelve (12) units comprised of eight (8), 2-Bedroom/1-Bathroom units and four (4) 1-Bedroom/1-Bathroom units with 11,070 square feet of living area in 14,760 gross square feet on a 0.149-acre parcel. The building has separate utilities and the tenants are responsible for their own electricity, electric heat and hot water. The building

  Kelleher - Pentore Team Horvath & Tremblay

  1 Schrepel Place, Boston, MA 02127
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  /40

  $2,450,000

  • 5 Beds
  • 3.5 Baths
  • 4,833 Sq Ft

  24 Sigourney St Unit 2, Jamaica Plain, MA 02130

  Built in 2017 with nearly 5,000 square feet across four floors, this Parkside residence lives more like a single-family home than a condo. Enter through a mudroom with cabinetry and tiled floors before arriving at the main level, featuring a chef's kitchen with a La Cornue range, Sub-Zero refrigerator, dining and living area, and powder room. The second floor offers three bedrooms, a full bath,

  Max Dublin Team Gibson Sotheby's International Realty

  24 Sigourney St Unit 2, Jamaica Plain, MA 02130
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  /42

  $1,350,000

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

  21 Hosmer St, Mattapan, MA 02126

  A rare, fully turn-key Mattapan multi-family delivering scale, flexibility, and immediate income in a high-demand Boston market. This oversized 3-family features three expansive 3 bed/1 bath units, each with layouts that can easily function as 4-bedroom apartments maximizing rental potential. Designed for today’s buyer, the property offers central air, updated electrical, hardwood floors, modern

  Markese Daise Stony Brook & Lennox Realty Advisors

  21 Hosmer St, Mattapan, MA 02126
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  /37

  $1,549,000

  $101K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,004 Sq Ft

  49 Jamaica St, Jamaica Plain, MA 02130

  Fully renovated and move-in ready 2-family in prime Jamaica Plain, less than a 10-minute walk to Centre Street cafés, parks, the T, and the Arnold Arboretum. This turnkey property offers sunlit interiors, new oak hardwood floors, and two beautifully finished units—ideal for owner-occupants or investors. Unit 1 features 3 bedrooms and a stylish bath, while Unit 2 offers 3 bedrooms and 2 sleek

  Danny Griffin Griffin Realty Group

  49 Jamaica St, Jamaica Plain, MA 02130
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  /30

  $1,800,000

  • 8 Beds
  • 3 Baths
  • 3,000 Sq Ft

  564 E 5th St, Boston, MA 02127

  Prime South Boston Investment or Owner- Lifestyle Opportunity! Stunning brick brownstone in one of South Boston’s most coveted neighborhoods—perched proudly on the corner of K Street and East 5th. This beautifully maintained property offers a rare blend of historic charm and modern convenience, featuring a spacious 3-bedroom, 2-bathroom duplex currently leased through May 2027 for $7k month,

  AD Advisors Team Block Realty

  564 E 5th St, Boston, MA 02127
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  /41

  $2,779,000

  • 5 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  419 Main St, Charlestown, MA 02129

  Rare opportunity to own a beautifully updated single family home rich in character and thoughtfully designed for modern living. This expansive 5BR/3.5BA residence blends timeless charm with functional updates across multiple levels of living space. Beautiful moldings throughout and stunning original marble mantels in four rooms add warmth and historic character. The recently renovated kitchen

  Tracy Shea Coldwell Banker Realty - Boston

  419 Main St, Charlestown, MA 02129
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  /18

  $849,999

  Open Sat 1PM - 2:30PM $100K PRICE DROP

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

  133 Blue Hill Ave, Roxbury, MA 02119

  BOM, because it is waiting on you! The list price is now $849,999 and includes the lot at 135 Blue Hill Ave. By combining both lots you will now have 6,341 square feet of land. Now is your chance to own real estate or enhance your portfolio. This multi-family residence presents an inviting home, ready for immediate occupancy. With a generous 2,718 square feet of living area, this property offers

  Melanie Daye Boston's Future Finest RE

  133 Blue Hill Ave, Roxbury, MA 02119
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  /26

  $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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  /15

  $5,850,000

  • 25 Beds
  • 8 Baths
  • 6,690 Sq Ft

  159-161 Allston, Boston, MA 02134

  BRAND NEW, FULLY GUT RENOVATED APARTMENT BUILDING FOR SALE OFF COMM AVE - Turnkey/Condo quality 7 unit apartment building located in a prime Allston location. ~$402,600 Gross income through 8/31/26. Lots of upside potential in the rents! All plumbing and electrical was newly updated, a full sprinkler system was installed, new energy efficient windows, designer Kitchens & Bathrooms, Gleaming New

  Sean Rose City Realty Group

  159-161 Allston, Boston, MA 02134
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  /21

  $2,099,000

  • 8 Beds
  • 6 Baths
  • 3,510 Sq Ft

  142 Metropolitan Ave, Roslindale, MA 02131

  Newly renovated two-unit luxury residence offering a total of eight bedrooms, four full baths, and two half baths, designed for elevated city living. Each unit features a sun-filled, open-concept layout with engineered hardwood floors, quartz countertops, stainless steel appliances, and oversized kitchen islands perfect for hosting and everyday living. Expansive living and dining spaces are

  Dan Duval Elevated Realty, LLC

  142 Metropolitan Ave, Roslindale, MA 02131
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  /29

  $1,185,000

  • 9 Beds
  • 3 Baths
  • 3,468 Sq Ft

  45 Msgr Patrick j Lydon Way, Dorchester Center, MA 02124

  Well-maintained three-family home in Dorchester offering three 3-bedroom, 1-bath units with over 3,400 square feet of living space. Each unit features hardwood floors, large bedrooms, separate living rooms, eat-in kitchens with updated cabinetry and stainless steel appliances, and renovated bathrooms. Rear decks provide private outdoor space for each unit, while the fenced backyard and off-street

  Team Galvin The Galvin Group, LLC

  45 Msgr Patrick j Lydon Way, Dorchester Center, MA 02124

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