Multi Family homes for sale & real estate in Roxbury Crossing, MA

19 homes

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NEW 11 HRS AGO

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Well-located three-family brick row-end property in the heart of Roxbury, within walking distance to Nubian Square, offering convenient access to restaurants, shopping, cultural destinations, public transportation, and major commuter routes. This property presents a strong opportunity for investors and owner-occupants seeking stable income and long-term upside in one of Boston’s most vibrant neighborhoods. Built circa 1890, the property spans three levels and offers approximately 2,400 sq ft of living space (3,360 sq ft total area). Each unit features a functional one-bedroom, one-bath layout, providing consistent rental appeal. Recent interior updates include modernized kitchens, upd

$1,050,000

3 beds3 baths2,400 sq ft

59 Copeland St, Roxbury, MA 02119

Access to shopping • Modernized kitchens • Updated cabinetry

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
A million dollar opportunity…This property features one of the largest oversized yards in the area. A rare opportunity in the high-growth Tommy’s Rock Neighborhood of Roxbury. Less than 1 mile from Northeastern and 1.5 miles from the South End’s Restaurant Row. This centrally located gem allows you to drive to Seaport in less than 15 minutes and is less than 1 mile away from both the Orange Line (Roxbury Crossing) and Nubian station. Surrounded by new construction, strong condo activity, and rising values, this location supports a range of possibilities: renovate into a refined single-family, revive it as a two-family, or explore multi-unit development. For further inform

$725,000

6 beds3 baths3,104 sq ft

51 Saint James St, Roxbury, MA 02119

Centrally located • 8,715 sq ft lot • 3 parking spots

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Discover the potential at 11 Gay Head Street in Jamaica Plain! This two-family home offers an additional lot that features off-street parking—an incredible find in one of Boston’s most desirable neighborhoods. Perfect for owner-occupants or investors, the property provides flexible living options with rental potential. The lower level unit has 1 bedroom and newer flooring, the second unit has 3 bedrooms and plenty of space for an additional office room or future bedroom. Located steps from Centre Street’s shops, cafés, and public transit, and near Jamaica Pond and the Arnold Arboretum and Hyde Square and with access to top local schools like John F. Kennedy Elementa

$985,000

4 beds2.5 baths2,264 sq ft

11 Gay Head St, Jamaica Plain, MA 02130

Rental potential • Near jamaica pond • Additional lot

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
143 Hillside Street is a three family building located in the sought after Mission Hill Submarket which consistently is one of the strongest rental markets in the entire city of Boston. This property consists of (1) 3 Bedroom/1 Bathroom unit and (2) Four Bedroom/One Bathroom units. The building is currently 100% occupied and leased through the fall of 2026. This commuter location provides easy access to Northeastern, Wentworth, MASSart and Longwood Medical. The Green Line MBTA is a short walk from the property.

$2,385,000

11 beds1 bath3,462 sq ft

143 Hillside, Roxbury, MA 02120

Commuter location • 2,178 sq ft lot • Built 1900

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
91-93 Calumet Street is a three family building located in the sought after Mission Hill Submarket which consistently is one of the strongest rental markets in the entire city of Boston. This property consists of (1) 3 Bedroom/1 Bathroom unit and (2) Four Bedroom/One Bathroom units as well as four Parking Spaces. The building is currently 100% occupied and leased through the fall of 2026. This commuter location provides easy access to Northeastern, Wentworth, MASSart and Longwood Medical. The Green Line MBTA is a short walk from the property.

$2,425,000

12 beds4 baths3,866 sq ft

91-93 Calumet, Boston, MA 02120

Commuter location • 3,920 sq ft lot • 4 parking spots

Property at 79 W Cottage St, Dorchester, MA 02125, 6 beds, 3 baths

$1,024,900

6 beds3 baths2,609 sq ft

79 W Cottage St, Dorchester, MA 02125

Property at 119 Blue Hill Ave, Roxbury, MA 02119, 6 beds, 4 baths

$899,000

6 beds4 baths3,345 sq ft

119 Blue Hill Ave, Roxbury, MA 02119

Property at 16 Mayfair St, Roxbury, MA 02119, 6 beds, 4 baths

$1,099,000

6 beds4 baths2,554 sq ft

16 Mayfair St, Roxbury, MA 02119

Property at 22 Alaska St, Roxbury, MA 02119, 6 beds, 2 baths

$1,075,000

6 beds2 baths3,018 sq ft

22 Alaska St, Roxbury, MA 02119

Property at 133 Blue Hill Ave, Roxbury, MA 02119, 5 beds, 2.5 baths

$750,000

5 beds2.5 baths2,718 sq ft

133 Blue Hill Ave, Roxbury, MA 02119

Property at 91-93 Zeigler, Roxbury, MA 02119, 6 beds, 3 baths

$950,000

6 beds3 baths2,769 sq ft

91-93 Zeigler, Roxbury, MA 02119

Property at 59 Perrin, Roxbury, MA 02119, 3 beds, 7.5 baths

$2,699,999

3 beds7.5 baths5,435 sq ft

59 Perrin, Roxbury, MA 02119

Property at 49-51-53 Norfolk St, Roxbury, MA 02119, 6 beds, 3 baths

$1,450,000

6 beds3 baths3,380 sq ft

49-51-53 Norfolk St, Roxbury, MA 02119

Property at 27 Dudley St, Roxbury, MA 02119, 14 beds, 11 baths

$3,700,000

14 beds11 baths6,509 sq ft

27 Dudley St, Roxbury, MA 02119

Property at 10 Linwood St, Roxbury, MA 02119, 10 beds, 5 baths

$2,750,000

10 beds5 baths4,708 sq ft

10 Linwood St, Roxbury, MA 02119

Property at 20 Rockville Park, Roxbury, MA 02119, 5 beds, 3 baths

$1,100,000

5 beds3 baths2,148 sq ft

20 Rockville Park, Roxbury, MA 02119

Property at 22 Rockville Park, Roxbury, MA 02119, 6 beds, 3 baths

$1,300,000

6 beds3 baths2,148 sq ft

22 Rockville Park, Roxbury, MA 02119

Property at 99 + 101 West Springfield St, Boston, MA 02118, 10 beds, 10 baths

$6,500,000

10 beds10 baths7,250 sq ft

99 + 101 West Springfield St, Boston, MA 02118

Property at 94 Walnut Ave, Roxbury, MA 02119, 22 beds, 9 baths

$2,899,000

22 beds9 baths7,812 sq ft

94 Walnut Ave, Roxbury, MA 02119

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ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Quintessential South End charm. High ceilings, beautiful moldings, updated kitchen, near 500 sqft roof deck, 2 full parking spaces are a few of the highlights. Ascend the stairs to the owners parlor level entry. You'll be greeted by generously proportioned living and dining rooms, separated by movable pocket doors, as well as an updated kitchen. The second level features your primary bedroom with en suite bath, second bedroom with direct access to the common full bath and separate half bath. Your top floor offers two more bedrooms, and office nook and full bath. Combine the office and bedroom for an absolutely stunning space that spans the full width. A full set of stairs will lead you to y

$2,999,000

6 beds4.5 baths3,226 sq ft

21 E Concord St, Roxbury, MA 02118

Movable pocket doors • Roof deck • Private roof deck

3D WALKTHROUGH

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Trophy Location! 43 Boylston Street is a rare Victorian 2-family with a bonus top-floor in-law apartment and a 2-car garage in one of Jamaica Plain’s most sought-after neighborhoods! Perfectly situated between the vibrant shops and restaurants of Centre Street and the Stony Brook Orange Line! All three units will be delivered vacant—ideal for an owner-occupant, condo conversion, or investor/1031 exchange opportunity. Unit 1 offers a flexible 5-room layout with 2 bedrooms including spacious living & dining rooms, soaring ceilings, oversized windows, and a large eat-in kitchen + full bath. Unit 2 is a bright and airy 2/3-bedroom, 1 bath unit featuring a modern kitchen and f

$1,395,000

6 beds3 baths2,691 sq ft

43 Boylston St, Jamaica Plain, MA 02130

Rare victorian • 2-car garage • Modern kitchen

VIDEO TOUR

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Discover this fully renovated 3-family property in the heart of Boston, offering both prime location and strong rental income for immediate cash flow. Gut-renovated in 2018 with meticulous attention to detail, the building is designed for modern living and long-term durability. Each unit showcases high-end finishes including stainless steel appliances, central air/heat, hardwood flooring, custom countertops, and recessed lighting. Additional upgrades—tankless water heaters, updated plumbing, and newer electrical—ensure efficiency and low maintenance. Located just steps from the Stony Brook Orange Line T Station, Sam Adams Brewery, Southwest Corridor Park & Bike Path, Longw

$1,300,000

6 beds3 baths1,974 sq ft

41 W Walnut Park, Roxbury, MA 02119

Fully renovated • High-end finishes • Gut-renovated

VIDEO TOUR

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
EASY TO SHOW! Presenting a fully renovated 8-bedroom, 3-bathroom three-family building in the heart of Boston, offers immediate cash flow and long-term upside. Gut renovated in 2018 with no detail overlooked, each unit features stainless steel appliances, central air and heat, custom countertops, newer hardwood floors, recessed lighting, tankless water heaters, and fully updated plumbing and electrical systems. The property is ideally located near the Stony Brook Orange Line T Station, Sam Adams Brewery, the Southwest Corridor Park and Bike Path, and within close reach of the Longwood Medical Area, Northeastern University, and Back Bay. Combining a prime location with high-quality renovatio

$1,400,000

8 beds3 baths1,974 sq ft

39 W Walnut Park, Roxbury, MA 02119

Fully renovated • Central air and heat • Recessed lighting

OPEN SAT, 12PM TO 1:30PM

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Beautiful Hyde Square - Turnkey Investment Opportunity. This beautifully updated triple-decker East of Jamaica Pond offers move-in-ready living with a solid investment potential. Each unit has been upgraded with modern kitchens and bathrooms. A commuter's dream, just moments away from Heath Station Green Line and minutes to Stony Brook Orange Line. The vibrant neighborhood offers ample dining and shopping options. First Showings are Saturday October 11th 2025 and Sunday October 12th 2025, 1PM-3PM

$2,497,000

10 beds4 baths4,189 sq ft

70 Day St, Jamaica Plain, MA 02130

Updated bathrooms • Vibrant neighborhood • Updated kitchens

ABOUT THIS HOME
Multi Family Home for sale in Roxbury Crossing, MA:
Investor Opportunity – MOTIVATED SELLER!! For this Value-Add 3-Family in 02125 zip code with ADU Potential! This spacious 3-family property offers strong rental potential and room for growth. Each floor features 3 bedrooms, with the 1st and 2nd floors currently used as 4-bedroom rentals. The 3rd floor is occupied by a long-term tenant, providing immediate stability. A major value-add opportunity exists with the potential to add an ADU (Accessory Dwelling Unit) in the basement, effectively converting this into a 4-unit building and significantly increasing cash flow. Recent updates include newly constructed back porches completed just a few years ago. With solid bones, great unit lay

$1,150,000

9 beds3 baths3,852 sq ft

45 Brookford St, Boston, MA 02125

Adu potential • 4,225 sq ft lot • Built 1905

Property at 10 Bynner St, Jamaica Plain, MA 02130, 10 beds, 4 baths

$1,869,000

10 beds4 baths4,600 sq ft

10 Bynner St, Jamaica Plain, MA 02130

Property at 21 Dean St, Boston, MA 02125, 8 beds, 3 baths

$1,149,999

8 beds3 baths3,126 sq ft

21 Dean St, Boston, MA 02125

Property at 820-824 Huntington Ave, Boston, MA 02115, 10 beds, 5 baths

$3,095,000

10 beds5 baths4,740 sq ft

820-824 Huntington Ave, Boston, MA 02115

Property at 30 Cumberland St, Boston, MA 02115, 7 beds, 3.5 baths

$3,995,000

7 beds3.5 baths4,642 sq ft

30 Cumberland St, Boston, MA 02115

Multi Family Homes for Sale in Roxbury Crossing

There are currently 19 multi family homes for sale in Roxbury Crossing. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Dorchester, Jamaica Plain, Roslindale, Brighton, and Back Bay. This map is refreshed with the newest listings in Roxbury Crossing every 15 minutes.

Find your dream home in Roxbury Crossing using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Roxbury Crossing are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Roxbury Crossing. If you're looking to sell your home in the Roxbury Crossing area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Roxbury Crossing with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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