5-Bedroom Multifamily Homes & Duplexes for Sale in Roxbury, MA

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

Welcome to the William A Bowdlear House! This grand Roxbury multi-family home is a homeowner or developer’s playground, featuring an expansive front porch, high ceilings, gorgeous original staircase with a mahogany railing, crown moldings, and oak flooring with a mahogany inlay. This c.1860 Italianate home offers a myriad of options for a stunning next act. Sited on tree-lined Westminster Ave,

Lisa Drapkin Compass

A Developer's / Investors Dream. this multi-family residence presents a unique opportunity to own a piece of Boston's rich history. Constructed in 1910, this property offers a glimpse into a bygone era. encourages both privacy and communal gathering, accommodating a variety of lifestyles. This multi-family residence, steeped in history, now awaits its next chapter. This property requires TLC

David Adams Olde Towne Real Estate Co.

A truly exceptional offering, the landmark Alvah Kittredge House is a Greek Revival mansion built in 1834 and meticulously restored through a $3.8M award-winning rehabilitation in 2014. This certified historic property now offers five elegant 2-bedroom residences; three market-rate and two permanently affordable. Units feature hardwood floors, soaring ceilings, original moldings, open floor

Antonio Lopes M7 Real Estate Group

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

Guy Contaldi Advisors Living - Boston

Presenting a fully renovated 8-bedroom, 3-bathroom three-family building in the heart of Boston, offering 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, new hardwood floors, recessed lighting, tankless water heaters, and fully updated plumbing and electrical

Guy Contaldi Advisors Living - Boston

EASY TO SHOW! PREMIER ROXBURY TURN-KEY INVESTMENT! DEEDED AS TWO 3-FAMILY PARCELS – QUALIFIES FOR RESIDENTIAL FINANCING. This immaculate, fully occupied 6-unit building is a true cash-flow powerhouse producing strong income with long-term upside. Gut renovated in 2018, the property offers a complete turnkey experience with everything updated from top to bottom. Each apartment has been

Guy Contaldi Advisors Living - Boston

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

Opportunity to own a row of (4) Two Family townhouses. The property features 22 bedrooms and 9 full bathrooms across 7,812 square feet of living space—ideal for investors seeking scale, value-add potential, or long-term hold in a central city location. Whether repositioned for rental income or developed further, this property presents a compelling path forward in one of Boston’s most resilient

Oleg Elisev Greenville Real Estate Group, Inc.

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.

Don’t miss this fully renovated brick 3-family perfectly positioned between two open city lots — offering extra light, privacy, and sweeping city views. This solid investment property features a full interior sprinkler fire system, updated interiors, and great outdoor spaces.Unit 1 is a well-designed 2-bedroom, while Units 2 and 3 each offer spacious 3-bedroom layouts. All units enjoy private

Zachary Conley NextGen Realty, Inc.

Open house Sunday, September 14, 2025, 1-3PM. 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

Melanie Daye Boston's Future Finest RE

Development opportunity in Boston’s vibrant Mission Hill Historic Triangle. Once home to the beloved Squealing Pig Restaurant, this high-visibility site is fully approved and permitted for immediate construction of a three-story mixed-use building with ground-floor commercial space and six residential units. When completed, the project will deliver 4,682 square feet of rentable or sellable space,

Mission Realty Advisors Compass

Conversion opportunity! Beautifully maintained Victorian townhouse located in the heart of the South End. Amazing double parlors with high ceilings (10'5") and intricate plaster moldings, wood casings, marble mantels and floor to ceiling windows. The back parlor is a intimate study/office with great built-ins. The open kitchen level, with hardwood floors, is ideal for family gatherings with great

Sprogis Neale Doherty Team Sprogis & Neale Real Estate

Welcome to this beautiful updated 2-family residence located in the heart of historic Roxbury. Boasting 6 spacious bedrooms, this rare find sits on a massive corner lot and blends timeless character with modern upgrades- perfect for homeowners and investors alike. Each unit has new bathrooms with contemporary fixtures. Each bedroom has ample closet space with high ceilings. The new dormer adds

Farouk Brown MIG

PRICE IMPROVEMENT & DELIVERED VACANT! Discover this beautiful architecturally captivating 2-family Victorian nestled in Roxbury’s prestigious Historic Moreland District. GREAT OWNER OCCUPANT OR RENTAL INVESTMENT! This grand 2 family stands out with timeless curb appeal and soaring ceilings throughout both units. Spacious layouts feature oversized bedrooms, a newer roof, modern gas heating, in

Markese Daise Stony Brook & Lennox Realty Advisors

We are pleased to introduce 211 W Springfield Street which consists of five condominium quality residences, outdoor space, and parking. The property was completely renovated, brought down the just the facade and completely rebuilt in 2018-2021. The property features high quality finishes, exposed brick, individual heating and cooling systems, washers and dryers in each unit, and unique window

Kevin Benzinger Boston Realty Advisors

This property represents an incredible opportunity to acquire a rarely available value-add multifamily and retail asset on one of the most premier streets in the South End. The property consists of nine-residential units (eight-1 Bedrooms & one-studio) and two retail spaces, currently leased to high-end destination and neighborhood retailers; Dray Drinks & Mayne Hair Studio. The residential units

Kevin Benzinger Boston Realty Advisors

This property represents an incredible opportunity to acquire a rarely available value-add multifamily and retail asset on one of the most premier streets in the South End. The property consists of six-residential units (two-1 Bedrooms & four-2 bedrooms) and two retail spaces, currently leased to high-end destination and neighborhood retailers; SOMA Optical and Hudson Interior Designs. The

Kevin Benzinger Boston Realty Advisors

JUST STEPS AWAY FROM VIBRANT DUDLEY STATION, THIS BEAUTIFUL BRICK 3 FAMILY AND ADJACENT LOT AWAITS YOU. WELL, MAINTAINED WITH UPDATED PLUMBING, ELECTRICAL AND HEATING SYSTEMS. 12-YEAR-OLD RUBBER ROOF. SOLID ENCLOSED REAR DECKS. FIRST FLOOR IS VACANT. COME AND TAKE PART IN ONE OF BOSTON'S MOST RAPIDLY EXPANDING AREAS. OPPORTUNITY FOR THE BUYERS WITH VISION. DUDLEY SQUARE IS IN FULL DEVELOPEMENT

Eugene Moody Mass Property LLC

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

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

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

Tired of touring multifamily properties that don’t cash flow? Cash flow is king—and 472 Warren is wearing the crown. Look no further—472 Warren is the cash cow you’ve been waiting for. With nearly $150,000 in annual income, this one checks all the boxes for serious investors. Currently configured with three oversized residential units, this property offers both immediate returns and serious

Jim Fitzgerald RE/MAX Realty Plus

Attention builders, developers, and contractors—this is a land-value opportunity you won’t want to miss. While the property is currently occupied, the structure is best suited for development and is being sold strictly as-is, where-is. Set on 11,955 sf this parcel presents a prime opportunity for new construction in a desirable location. Buyers and their agents are responsible for all due

Focus Team Focus Real Estate

Turnkey 3-family just 6 blocks from the Uphams Corner MBTA Station with skyline views of downtown Boston. All three units feature updated kitchens, modern baths, and hardwood/ceramic flooring. Private rear decks overlook a vibrant Dorchester community garden. Ideal for condo conversion, owner-occupancy, or cash-flow investing. Includes 3 gas furnaces, 3 newer hot water heaters, updated plumbing

Frank Ventresca Strategy Street

Investors/Owners occupants pay attention!!! Located at 23 E Cottage St, Boston, MA, this multi-family residence presents a unique opportunity within a vibrant city setting. Constructed in 1895, this property offers a blend of historical charm and potential. With 2757 square feet of living space spread across three stories, high ceilings which makes units look larger and more comfortable, hardwood

Bradley Cesar Genesis Equity Realty, LLC

FULLY LEASED TO 8/31/2026! 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 at Stony Brook, 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 newer systems, central HVAC with AIR

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

Prime Mission Hill mixed-use investment, corner lot steps to the Longwood Medical Area (LMA) & universities. This fully stabilized 6-unit asset generates $186,694 in Net Operating Income, offered at a compelling 5.67% CAP RATE. The commercial income is de-risked by two long-term leases with contractual rent escalations. The anchor market tenant’s lease is extended to 2031 and includes a tax-stop

Kirsten McEleney KM Real Estate Group

Introducing a rare investment opportunity near Dorchester's Grove Hall, adjacent to Boston Latin Academy. This newly constructed 11-unit residential building offering modern amenities and strong rental potential. Each of the 11 units features a thoughtfully designed 2-bedroom, 2-bathroom layout, ideal for today’s tenants seeking both comfort and convenience.Every unit includes:In-unit washer and

Alex Jafry Sterling Beacon Hill

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

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

Martin Keogh Offices of Martin J. Keogh