Multi Family homes for sale & real estate in Roslindale, MA

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ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Looking for a strong investment? Welcome to Hemman Street - a rare opportunity in Roslindale. Currently operating at a mid–6% cap rate, this partially updated 3-family features modern, condo-quality finishes in Units 1 and 2, while Unit 3, though unrenovated, is leased at a strong rental rate through 8/31/2026. Units 1 and 2 offer updated kitchens and baths, hardwood floors, private outdoor space, and in-unit conveniences that appeal to today’s renters. Unit 3 provides excellent long-term value with its high existing income stream. Situated on a residential street minutes from Roslindale Village, the commuter rail, shops, and dining, this property delivers strong cash flow, turn

$1,095,000

5 beds3 baths2,318 sq ft

5 7 Hemman St, Roslindale, MA 02131

7,000 sq ft lot • Built 1915 • Listed 48 days

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
INVESTORS and END-USERS! UNIQUE OPPORTUNITY to own a TRIPLE DECKER w/ ATTACHED AND VERSATILE ANNEX situated on Two Sizable Lots! Well-maintained and spacious, these units have a variety of features including Hardwood Floors, High Ceilings, Beautiful Woodwork, Pantries, Built-In Hutches, Stained Glass, French Doors, Ceiling Fans, Recessed Lighting & Rear Decks. There are 3 NEW, HIGH EFFICIENCY HEAT UNITS. The Basement has plenty of storage and Common Laundry. Also included are separate utilities & 3 off-street parking. The MODERN Two-Level ANNEX has great flexibility as an Art Studio, Meeting Room, Office, Gym, Rec Room or Bonus Room for guests, nannies, or family. It's is equip

$2,050,000

8 beds4 baths4,562 sq ft

26 Tower St, Jamaica Plain, MA 02130

7,240 sq ft lot • 3 parking spots • Built 1905

3D WALKTHROUGH

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Located at 103-105 Neponset in the historic Woodbourne Neighborhood of JP/Roslindale, this fully gut renovated multi-family property offers a strong 6% CAP rate, making it an exceptional investment opportunity or owner occupant scenerio allowing for supplemental income to offset your mortgage. The residence combines the look and feel of new construction with the charm of its 1933 origins. Featuring six bedrooms, four full baths, and one half bath across three levels. Each unit boasts open floor concept, white oak flooring, new stylish kitchens with s/s app package & solid stone counters, in-unit laundry, new heating & cooling systems, and garage parking. The renovation ensures m

$1,325,000

6 beds4.5 baths2,640 sq ft

103-105 Neponset Ave, Roslindale, MA 02131

4,880 sq ft lot • 2 garage spots • Built 1933

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Hard to find and well-maintained 3-family home located on a quiet side street! This property has been thoughtfully cared for and offers a great opportunity for both investors and owner-occupants. Each unit features spacious layouts, abundant natural light, and solid updates throughout. With off-street parking, a low-maintenance exterior, and convenient access to local amenities, this home combines comfort and practicality. Home has been in the same family for over 100+ years. .. .a very special home and opportunity - A rare find in today’s market—ADA possible as well . . Buyer due diligence of course. .. .

$1,549,900

9 beds3 baths4,393 sq ft

34 Averton St, Roslindale, MA 02131

6,600 sq ft lot • 4 garage spots • Built 1924

NEW CONSTRUCTION

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Multi-family to be built in 2026 by seller for advertised price including land and all hard costs of construction. All income and expense information is estimated for marketing purposes only. Purchaser to do their own due diligence. This approved parcel comes with fully designed and approved plans for a 9-unit development, featuring 8 sleek studio apartments above a prime commercial space. With a permit delivered at closing, the project will be shovel-ready and set for construction to begin in 2026. Don’t miss this rare opportunity to bring a high-demand development to market! Proposal in hand from local contractor who is prepared to build the project should buyers be interested.

$3,100,000

8 beds8 baths7,312 sq ft

579 American Legion Hwy, Boston, MA 02131

3,791 sq ft lot • 2 parking spots • Community pool

Property at 242 Belgrade Ave, Roslindale, MA 02131, 7 beds, 3 baths

$1,425,000

7 beds3 baths3,795 sq ft

242 Belgrade Ave, Roslindale, MA 02131

Property at 25 Crandall St, Roslindale, MA 02131, 6 beds, 2 baths

$949,900

6 beds2 baths2,308 sq ft

25 Crandall St, Roslindale, MA 02131

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ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Discover the potential of 104 Greaton Road, a versatile two-unit multifamily home in a prime West Roxbury location, ideally situated near Centre Street shops, Hynes Playground park, and Independence Village in Chestnut Hill. The living and dining rooms feature large windows and effortless flow, perfect for relaxation and entertaining. The semi-finished attic invites creativity, offering potential for two additional bedrooms or a luxurious primary suite. Original woodwork, hardwood floors, and built-ins grace the home, adding warmth and character throughout. Multiple 3-season enclosed porches are perfect for enjoying the changing seasons and a detached garage provides ample storage space. Th

$1,100,000

4 beds2 baths2,640 sq ft

104 Greaton Rd, West Roxbury, MA 02132

5,000 sq ft lot • Garage • Built 1910

OPEN TODAY, 4PM TO 5PM

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Fantastic investment opportunity in Mattapan! 95 Deering Rd is a multi-family property set on a generously sized lot, offering excellent value-add potential for both new and seasoned investors. With multiple units ready for updating or repositioning, this property is ideal for those looking to create long-term value and maximize rental income. The spacious lot provides added flexibility for outdoor space or future improvements. Conveniently located just minutes from the MBTA and highway access - this is a prime chance to invest in a growing Boston neighborhood.

$799,000

6 beds3.5 baths3,434 sq ft

95 Deering Rd, Mattapan, MA 02126

4,000 sq ft lot • 2 garage spots • Built 1925

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
2 family home in West Roxbury’s Bellevue Hill. Spacious living spaces w/ a flexible layout perfect for owner-occupants or investors. 1st floor unit features a large bedroom, eat in kitchen, dining room & sunlit living area. Or make it a 2 bed. Second unit has 2 floors of living, 4 generous bedrooms, plus an Office, 2 full baths, eat in kitchen & outdoor deck. Done over Hardwood floors w/ charming original details throughout. 4 floors of living space w/ lower level offering bonus space w/ high ceilings, full bath, options for a ADU or full apartment w/ direct access to the backyard. Additional highlights include detached 2 car garage & ample driveway parking for at le

$1,350,000

5 beds4 baths2,419 sq ft

145 Lagrange St, West Roxbury, MA 02132

6,145 sq ft lot • 2 garage spots • Built 1920

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Rare mixed-use opportunity (or building) in the heart of JP’s vibrant South Street corridor. This three-unit condo building features an established anchor business operating since 2004. a full-service bakery/café with a licensed 20x20 patio, and two spacious 4-bedroom residential units with covered porches. The property offers flexible use and strong income potential with projected rents of 15–18k monthly with the business in place. The commercial level features a walk-in freezer and an enormous high-ceiling basement with potential for restaurant or commercial expansion. Updated electrical with 400-amp service, FHA gas heat, and the option to dissolve the business and del

$2,900,000

8 beds2.5 baths3,996 sq ft

55 South St, Jamaica Plain, MA 02130

4,125 sq ft lot • 2 garage spots • Community pool

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
Collecting rents from Dec. Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms, ample storage, and a third-floor bonus retreat featuring a wet bar—ideal for entertaining or creating a private suite. Location highlights: set on Brush Hill Rd, the home offers quick access to I-93, making commutes to Boston and Cambridge effortless. Enjoy proximi

$1,285,000

8 beds4 baths2,785 sq ft

112 Brush Hill Rd, Milton, MA 02186

5,415 sq ft lot • 3 parking spots • Built 1920

ABOUT THIS HOME
Multi Family Home for sale in Roslindale, MA:
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 accommodation, while the six full bathrooms ensure convenience for all occupants. The 7504 square feet lot area provides space and possibilities. This multi-family residence, steeped in history and brimming with potential, awaits your vision to transform it into a remarkable urban haven. From the moment you

$2,220,000

16 beds6 baths4,989 sq ft

12 Hiawatha, Mattapan, MA 02126

7,504 sq ft lot • Built 1905 • Listed 39 days

Property at 157-167 Delhi St, Mattapan, MA 02126, 33 beds, 18 baths

$5,700,000

33 beds18 baths15,744 sq ft

157-167 Delhi St, Mattapan, MA 02126

Property at 492 Harvard, Dorchester, MA 02124, 9 beds, 3.5 baths

$1,200,000

9 beds3.5 baths5,865 sq ft

492 Harvard, Dorchester, MA 02124

Property at 27 Havelock St, Dorchester, MA 02124, 11 beds, 3 baths

$1,299,000

11 beds3 baths3,930 sq ft

27 Havelock St, Dorchester, MA 02124

Property at 29 Havelock St, Dorchester, MA 02124, 11 beds, 3 baths

$1,299,000

11 beds3 baths3,930 sq ft

29 Havelock St, Dorchester, MA 02124

Property at 25 Fessenden St, Mattapan, MA 02126, 9 beds, 3 baths

$1,249,000

9 beds3 baths3,564 sq ft

25 Fessenden St, Mattapan, MA 02126

Property at 23 Fessenden St, Mattapan, MA 02126, 9 beds, 3 baths

$1,249,000

9 beds3 baths3,699 sq ft

23 Fessenden St, Mattapan, MA 02126

Property at 10 Sutton St, Mattapan, MA 02126, 12 beds, 3 baths

$1,350,000

12 beds3 baths3,894 sq ft

10 Sutton St, Mattapan, MA 02126

Property at 755-759 Truman Hwy, Hyde Park, MA 02136, 7 beds, 5 baths

$2,000,000

7 beds5 baths4,380 sq ft

755-759 Truman Hwy, Hyde Park, MA 02136

Property at 49 Fottler Rd, Mattapan, MA 02126, 12 beds, 6 baths

$2,000,000

12 beds6 baths5,520 sq ft

49 Fottler Rd, Mattapan, MA 02126

Property at 567 B Norfolk St, Boston, MA 02126, 6 beds, 3 baths

$939,000

6 beds3 baths2,986 sq ft

567 B Norfolk St, Boston, MA 02126

Property at 20 Massasoit St, Hyde Park, MA 02136, 6 beds, 2 baths

$1,199,000

6 beds2 baths3,732 sq ft

20 Massasoit St, Hyde Park, MA 02136

Property at 5 Sutton St, Boston, MA 02126, 9 beds, 3 baths

$1,145,000

9 beds3 baths2,600 sq ft

5 Sutton St, Boston, MA 02126

Property at 35 Heron, West Roxbury, MA 02132, 9 beds, 4 baths

$1,999,000

9 beds4 baths7,386 sq ft

35 Heron, West Roxbury, MA 02132

Multi Family Homes for Sale in Roslindale

There are currently 7 multi family homes for sale in Roslindale at a median listing price of $1.31M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Roslindale stay on the market for 76 days and receive 5 offers. Popular neighborhoods include Hyde Park, Dorchester, Jamaica Plain, Mission Hill, Mattapan, Roxbury, Readville, Chestnut Hill, West Roxbury, and Savin Hill / Columbia Point. This map is refreshed with the newest listings in Roslindale every 15 minutes.

In the past month, 18 homes have been sold in Roslindale. In addition to houses in Roslindale, there were also 49 condos, 13 townhouses, and 12 multi-family units for sale in Roslindale last month. Find your dream home in Roslindale 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 Roslindale are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Roslindale. If you're looking to sell your home in the Roslindale area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Roslindale with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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