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$1,974,000
12 Beds 6 Baths 73559203 MLS
An exceptionally straightforward six-unit offering in Dorchester's Mount Bowdoin. The building holds six identical two-bedroom, one-bath units arranged two per floor across three levels. That symmetry makes the property unusually easy to own, easy to lease and easy to underwrite. At roughly 989 square feet apiece the units are meaningfully more generous than the submarket average, and that extra room is what renews leases year after year. Total living area is 5,934 square feet on a 4,600 square foot parcel zoned R4.The systems are simple and cost-efficient. Gas heat and gas hot water throughout, with tenants carrying their own gas and electric service while ownership covers only water and sewer. The result is a genuinely lean expense profile for a building of this vintage, and a rent roll that flows to the bottom line rather than to the utility company. Location does the rest. Bus service along Blue Hill Avenue and Washington Street is immediately at hand, the Fairmount Line reaches South Station in roughly twenty minutes, Fields Corner on the Red Line sits under a mile away, and I-93 is minutes out. Boston's medical and university employment centers are an easy commute in nearly every direction, and two-bedroom apartments remain the deepest and most consistently absorbed rental product in the city. Whether you are adding scale to an established Boston portfolio or stepping into your first five-plus-unit asset, this is a clean, income-producing building with no renovation budget required at acquisition. Shown by appointment only with 24 hours' notice. Please do not disturb occupants.

125 Rosseter St, Boston

Listing courtesy of Listing Agent: Mary Keenan from Listing Office: Heartland Property Real Estate.

$899,000
6 Beds 4 Baths 73559099 MLS
Completely renovated and deleaded two-family offering a turnkey opportunity for owner-occupants, investors, or multi-generational living. Extensively renovated in 2018, the property received major updates including the roof, vinyl siding, windows, heating systems, kitchens, and bathrooms, combing the benefits of an established home with modern finishes and systems. **Unit One features three bedrooms and two full bathrooms**, providing a spacious and functional layout. **Unit Two offers two bedrooms, two full bathrooms, plus a dedicated study/flex room** ideal for a home office, den, guest space, or additional living area (currently used as a bedroom). Both units feature open-concept kitchens, dining areas, and living rooms designed for today's lifestyle and effortless entertaining. The kitchens are finished with granite countertops, while hardwood floors throughout add warmth and timeless appeal. Outdoor living is equally inviting, with each unit enjoying its own private front and rear decks, perfect for morning coffee, relaxing outdoors, or entertaining. The property is designed with investment and ownership convenience in mind, including separate utilities, two 100-amp electrical panels, two gas meters, and a coin-operated laundry that both units share. Durable vinyl siding adds to the home's low-maintenance appeal. Ideally situated with convenient access to major highways, public transportation, shopping, restaurants, and everyday amenities, this property offers exceptional flexibility. Live in one unit while generating rental income from the other, add a quality property to your investment portfolio, or create a multi-generational living arrangement. With extensive renovations already completed, spacious layouts, private outdoor spaces, and a convenient commuter location, this is a rare opportunity to own a versatile, income-producing two-family that's ready for its next chapter.

20 Riverside Sq, Boston

Listing courtesy of Listing Agent: DeWolfe Group from Listing Office: Gibson Sotheby's International Realty.

$1,299,900
7 Beds 3 Baths 73559012 MLS
LOCATION, LOCATION, LOCATION!!! This spacious 2-family home is located in a highly desirable Neponset area that's within close proximity to the highway, restaurants & stores, McMorrow Playground, UMASS Boston, Castle Island, etc. 1st floor unit with 5 rooms, 2-3 bedrooms, and a full tiled bathroom. 2nd floor unit is a large bi-level unit on 2 floors with 7 rooms, 5 bedrooms, and 2 full bathrooms. This property offers new exterior Hardie Board siding, hardwood flooring thruout, in-unit laundry, vinyl replacement windows, updated roof, tankless water heaters, 2 newer HVAC systems with central AC, updated plumbing, and a spacious partially finished basement that's good for storage or utilized as work space. Low maintenance yard, and the rear offers great off-street parking space for multiple cars. This property is ideal for an either an owner occupant looking for additional rental income to assist with the mortgage payments, or an investor looking to build their investment portfolio.

27 Houghton St, Boston

Listing courtesy of Listing Agent: Christine Do from Listing Office: Keller Williams Realty.

$1,235,000
6 Beds 3 Baths 73558834 MLS
Meticulously maintained two-family home offering 6 bedrooms, 2.5 baths, 5 parking spaces, and an exceptional yard in one of Brighton’s most sought-after neighborhoods. The sun-filled first-floor unit features 2 bedrooms, an updated full bath, a newer kitchen, hardwood floors, abundant natural light, and generous closet space. The upper unit spans two levels and offers 4 bedrooms, 1.5 baths, a home office, spacious living and dining areas, and a private deck perfect for relaxing or entertaining. The large paved driveway easily accommodates up to 5 vehicles, while the expansive yard provides rare outdoor space for gardening, recreation, or gatherings. Great basement with ample storage and additional living are potential. Pride of ownership is evident throughout, making this a true turnkey opportunity. Whether you're an owner-occupant seeking rental income or an investor looking for a well-maintained asset in a prime location, this property checks all the boxes. Ideally situated behind Rogers Park and between Oak Square and Brighton Center, with convenient access to the commuter rail, Boston College, shopping, dining, Chestnut Hill, major routes, and downtown Boston.

35 Trapelo St, Boston

Listing courtesy of Listing Agent: Bob Airasian from Listing Office: Coldwell Banker Realty - Belmont.

$1,790,000
7 Beds 6 Baths 73558616 MLS
BRAND NEW CONSTRUCTION THREE FAMILY Condos are selling from $600 a foot to $800 a foot, especially with parking. Comes with 3 Parking! 95% Completed. Condo Quality. Located in Orient Heights. A short walk to The Orient Heights MBTA Station AND The Beach. Close to Logan Airport. Close to shopping, dining and more. Photos and Video coming soon. Text Listing Agent to see the property today before it hits the open market in two weeks! Any 1031 Exhange buyers looking to sell their old Multi Famliy and move into a brand new one? There are grants, tax credits City, State and Federal programs for owner occupant first time home buyer's out there. Tired of renting? Become the landlord. Looking for your first investment? Air BNB, Traveling Nurses, Sober house, Crash Pad? Any cash as is condition buyers want to take a look? Buy one unit and rent the other two out. Invest in your future. Invest in yourself.

806 Saratoga, Boston

Listing courtesy of Listing Agent: Jeffrey Bowen from Listing Office: eRealty Advisors, Inc..

$1,950,000
16 Beds 6 Baths 73558560 MLS
Legal 3-Family with additional rental Income and value add potential.A great opportunity to own a legal 3-family in Mattapan with additional finished space and multiple ways to add value. The property offers three legal units, along with a finished attic currently rented for $2,350/month and a finished basement featuring 3 bedrooms and 2 full bathrooms. The existing rental income provides a solid starting point, while the additional finished space gives the next owner flexibility and upside. There is an opportunity to improve the property's overall income and value through strategic updates, while maintaining the existing 3-family configuration. With a combination of rental income, substantial finished space, and room for future improvements, this property is well suited for anyone looking to increase cash flow or an owner-occupant looking to offset their housing costs with rental income. Located in Mattapan with convenient access to public transportation, shopping, restaurants, and major routes into Boston. A property with plenty of space, existing income, and a clear value-add opportunity.

12 Hiawatha, Boston

Listing courtesy of Listing Agent: Matthias McGuffie from Listing Office: Home America Realty & Investments.

$9,250,000
10 Beds 10 Baths 73558515 MLS
Situated on one of Back Bay's most prestigious and historic streets, 14 Marlborough Street presents a rare investment opportunity or single family conversion opportunity in one of Boston's most sought-after neighborhoods. The property features nine residential units, including seven studios, one one-bedroom/one-bath apartment, and one two-bedroom/two-bath apartment, offering a diverse unit mix in an irreplaceable location. Originally built in the 1860s by Dr. James Jackson, a founding force behind Massachusetts General Hospital, this historic brownstone combines timeless architecture with enduring investment value. Residents enjoy an unparalleled location just steps from the Boston Public Garden, Commonwealth Avenue Mall, Newbury Street, and the city's premier dining, shopping, and cultural destinations. With its iconic address, rich history, and exceptional location, 14 Marlborough Street represents a unique opportunity to own a legacy asset in the heart of Back Bay.

14 Marlborough St, Boston

Listing courtesy of Listing Agent: Dodge Tucker from Listing Office: Tucker Real Estate Advisors, Inc..

$1,299,999
8 Beds 4 Baths 73558421 MLS
Rare 4-unit investment opportunity in East Boston offering immediate value-add potential and flexibility. The property includes a 2-car garage along with a paved driveway, providing 4 total off-street parking spaces. Delivered completely vacant, offering a clean slate to optimize market-rate rents across all units immediately. Capital improvements are actively underway, including roof repairs/reinforcement, fresh interior paint, and ongoing pest remediation. Outdoor amenities feature a private balcony on every level, located less than half a mile from constitution beach with convenient access to Wood Island. Across from Mclean Playground which is currently being overhaled. Ideal for house-hackers or short-term rentals such as for travel nurses, strong long-term upside in a prime location.

549 Bennington St, Boston

Listing courtesy of Listing Agent: Kevin Alen from Listing Office: Cameron Prestige, LLC.

$1,150,000
6 Beds 3 Baths 73558277 MLS
Welcome to 58-60 Hamilton Street, a beautifully maintained and thoughtfully updated two-family home in the heart of Hyde Park. Pride of ownership is evident throughout, with renovations completed over the years that make this a truly move-in ready opportunity for both owner-occupants and investors. The first-floor unit offers a comfortable 2-bedroom, 1-bath layout featuring an updated kitchen and bath, modern flooring, and bright living spaces enhanced by ample windows & high ceilings. The second unit spans two levels, providing an expansive 4-bedroom, 2-bath bi-level floor plan that's ideal for larger households or maximizing rental potential. It also boasts an updated kitchen and baths, refreshed flooring, and generous living space across both levels. Beyond the interiors, the home has been meticulously maintained with significant exterior improvements and a beautifully maintained yard, offering lasting curb appeal and reduced maintenance for years to come. Whether you're looking to live in one unit while generating rental income from the other or add a turnkey multi-family property to your investment portfolio, 58-60 Hamilton Street delivers the perfect combination of modern updates, flexible living arrangements, and long-term value. Conveniently located near public transportation, shopping, restaurants, parks, and major commuter routes, this is a rare opportunity to own a well-cared-for property in one of Hyde Park's most desirable neighborhoods.

58-60 Hamilton St, Boston

Listing courtesy of Listing Agent: Dot Collection from Listing Office: Access.

$1,539,999
7 Beds 3 Baths 73558205 MLS
A rare 3-family property located in the heart of highly desirable Brighton! Located on a corner lot, you'll find 36-38 Gardena Street in close proximity to public transportation, restaurants, shops and a quick commute into Boston for the hybrid worker. This property represents a compelling opportunity for discerning investors or those seeking a versatile living arrangement within a vibrant urban landscape. The expansive layout includes seven well-proportioned bedrooms, providing significant flexibility for diverse living configurations or income-generating units. This multi-family residential property offers three units under lease through 8/31/2027 with excellent cash flow and a very competitive capitalization rate. Units are quite spacious with hardwood floors throughout, beautifully maintained and no wall-to-wall carpet. Buyers/investors, you don't want to miss this amazing opportunity!

36-38 Gardena St, Boston

Listing courtesy of Listing Agent: Paul Bombara from Listing Office: Leverage Real Estate, LLC.

$1,199,000
6 Beds 2 Baths 73558141 MLS
Built in 2013, this spacious and contemporary 2-family home delivers the perfect blend of urban convenience and modern comfort. Set on a 5,000 sq. ft. lot, the property boasts an expansive 3,732 sq. ft. footprint with incredible upside potential. The1st & 2nd floor each offers generously sized unit features 3 bedrooms, a full bathroom, a bright living room, and a large eat-in kitchen, separate private entrances, individual gas and electricity meters. Each level is fully equipped with its own central air conditioning system. Massive unfinished basement and attic spaces with endless possibilities for expansion, storage, or additional customization. Steps away from local bus lines, Within easy walking distance to local shops, dining, and neighborhood amenities. Whether you are looking to generate strong rental income or live in one unit while renting out the other, this 2013-built multi-family is a rare find in today's market!

20 Massasoit St, Boston

Listing courtesy of Listing Agent: Richard C. Maurice from Listing Office: Diamond Realty Professionals.

$3,950,000
14 Beds 8 Baths 73558015 MLS
Introducing the 35-37 Delle portfolio, a collection of two side by side 4-unit brick properties (8 units total) that were fully gut renovated to the studs in 2025 generating $24,275 of monthly income! The buildings underwent an extensive full gut renovation in 2025, including all new framing/subfloors, all new electrical with 400 amp service into each building, new plumbing, new HVAC including forced air heating/cooling and ERVs, fire alarm and sprinkler systems, new water/sewer lines coming into the building and drainage cultec chambers in the yard, new windows and roof, insulation package (buildings meet updated HERs standards), and a nice high-end finish package including white shaker cabinets, quartz countertops, SS appliances, recessed lighting/upgraded light fixtures throughout, hardwood floors, and more! The units consist of efficient 1 and 2 bed units each equipped with one bathroom and WD. Nice large shared yard in the rear. Unit leases all run from 9/1/26 to 8/31/27. Incredible location in Mission Hill close to all universities including Northeastern, T stops, and the hospital systems making this an excellent investment!

35-37 Delle Ave, Boston

Listing courtesy of Listing Agent: Lior Rozhansky from Listing Office: Keller Williams Realty Evolution.

$999,995
7 Beds 3 Baths 73557983 MLS
Simply stunning! Settled in historic Lower Mills section of Boston. This amazing one-of-a-kind gem promises to captivate you from the moment you step foot inside. Ornate decor abounds inside out. This grandiose abode features a large bedroom & bathroom count that is sure to satisfy your appetite for ample functional space! Upgraded amenities include recessed lighting, modern light features, and recently-installed hardwood floors. Nice wraparound yard, 2-car garage, and more. City-approved ADU unit in fully-finished basement allows for extra income!! ADU features a living area that includes 2 BRs, 1 full bath, and kitchen! Main house consists of living room, 4-5 bedrooms (if formal dining room is used), and 2 full bathrooms. Close proximity to iconic historical landmark Baker Chocolate Factory, hip eateries, local shops, and much more!!

1103 Morton St, Boston

Listing courtesy of Listing Agent: Junior Pena from Listing Office: Landmark Unlimited Realty.

$850,000
6 Beds 4 Baths 73557710 MLS
Prime opportunity for developers, investors, and business owners! This versatile three-level building offers endless potential. The property features 4,020 sq ft of living area on a 2460 lot, offering spacious interior living that is larger than many three family homes and well suited for a variety of lifestyle needs. The first floor features an open floor plan and is currently being used as a church with an office and two half baths and hall. The second floor has three bedrooms, kitchen, pantry, one half bath and study which is being utilized a classroom space. The third floor includes three bedrooms, kitchen, full bath and living room which is also being used as classroom. Whether you’re looking to redevelop, invest, or establish a new business, this unique property offers exceptional flexibility and opportunity! Subject to owner finding suitable housing.

547-549 Dudley Street, Boston

Listing courtesy of Listing Agent: Helen Hennigan from Listing Office: Conway - West Roxbury.

$899,900
5 Beds 2 Baths 73557529 MLS
***BACK ON THE MARKET AT NO FAULT OF SELLER - FINANCING ISSUE...Still a fantastic West Roxbury Two-Family Opportunity! Ideally situated on a desirable side street in a great West Roxbury location, this well-maintained and move-in-ready two-family home offers tremendous versatility for an investor, rental property owner, or owner-occupant looking to live in one unit while renting the other. One unit feature 2 bedrooms and Unit 2 features 3 bedrooms per public record (a bonus room staged as a third bedroom). Hardwood floors, eat-in kitchens, separate central heat and air conditioning units, separate electric meters (100 amp each) and separate common area electric @ 50 amp, insulated windows and new screens. Recent improvements include freshly painted interiors, newly painted exterior, new kitchen and bathroom flooring, new toilets and vanities, and a new hot water heater. Roof and heating system are approximately 14 years old. Enjoy wonderful outdoor space with upper and lower front decks, upper and lower rear porches, and ample off-street parking. A large storage shed provides additional convenience and storage. Separate utilities/meters add to the property's appeal for both investors and owner-occupants. Location is a major plus! An MBTA bus stop is conveniently located just two houses away, while the West Roxbury commuter rail station is approximately ½ mile away, providing easy access to Boston and surrounding communities. The property is also conveniently located near the Longwood Medical Area and numerous renowned hospitals and medical institutions, making it an attractive option for professionals seeking convenient housing close to work. Whether you're looking to expand your investment portfolio, generate rental income, or owner-occupy while offsetting your mortgage with rental income, this property offers an excellent combination of condition, location, flexibility and value. A wonderful opportunity in highly desirable West Roxbury - don't miss it!

9 Billings St, Boston

Listing courtesy of Listing Agent: Condon-Droney Team from Listing Office: Gilmore Murphy Realty LLC.

$899,000
5 Beds 2 Baths 73556941 MLS
Perched high atop Bigelow Hill on a quiet cul-de-sac on a relatively level lot near Oak Square, this classic Brighton two-family offers sweeping skyline views, exceptional flexibility, and outstanding potential for both owner-occupants and investors. Whether you're looking to offset your mortgage with rental income, create a multigenerational living arrangement, renovate to build equity, or expand your investment portfolio, this property presents a rare opportunity in a highly desirable location. The first-floor unit offers five rooms with a flexible 2 or 3 bedroom layout, while the second-floor unit offers six rooms with a flexible 2 or 3 bedroom layout. Both units feature hardwood floors, abundant natural light, and separate all-electric utilities. The versatile floor plans allow the third bedroom to easily function as a formal dining room, home office, or den to suit a variety of lifestyles. The first-floor unit is ready for renovation, providing the opportunity to update and customize the space to your own vision, while the second-floor unit offers immediate owner-occupancy or rental income potential. The lower level presents excellent expansion possibilities, including potential for an Accessory Dwelling Unit (ADU), additional living space, guest suite, home office, or recreation area, subject to buyer verification and all applicable City of Boston approvals. Outside, the property features a two-car driveway plus a rear right-of-way along the right side of the property that may provide opportunities for additional parking or improved access. Buyers are encouraged to review the recorded Right-of-Way document available in the MLS Documents section. Enjoy the convenience of nearby Oak Square's restaurants, cafés, shopping, parks, public transportation, and easy access to downtown Boston, Cambridge, Storrow Drive, the Massachusetts Turnpike, and Routes 95 and 128. Qualified owner-occupants may also be eligible for the City of Boston Residential Exemption. For Fiscal Year 2026, the exemption reduced eligible homeowners' real estate tax bills by $4,353.74. Buyers should verify eligibility and apply directly with the City of Boston Assessing Department.Properties offering this combination of location, flexibility, panoramic views, expansion potential, and value-add opportunity are increasingly difficult to find.

9-11 Hardwick Ter, Boston

Listing courtesy of Listing Agent: Jim & Mike Savas Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,250,000
8 Beds 4 Baths 73556696 MLS
Conveniently located two-family home in the highly sought-after Carruth Street neighborhood. This property is surrounded by a variety of amenities, including restaurants, parks, shops, bus lines, the Red Line MBTA station, and offers easy access to I-93.Unit 1 features 3 bedrooms and 1 full bathroom and is currently occupied by a long-term tenant-at-will, providing immediate rental income. Unit 2 offers spacious bi-level living with 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants or investors.The exterior includes a private backyard and an off-street driveway, adding to the home's convenience and appeal. Don't miss this excellent opportunity to own a versatile multi-family property in a prime location.

19 Verdun St, Boston

Listing courtesy of Listing Agent: Johnny Ho from Listing Office: Kava Realty Group, Inc..

$749,999
3 Beds 2 Baths 73556485 MLS
A lovely two-family, turn-key and cash flowing with nearly $52k/year income, all at the end of a quiet street featuring a large lot of land. With ample parking, features spacious yard, making your way inside off of the driveway into the first floor mudroom. Walk right into the updated kitchen with built in seating. Main floor has two bedrooms situated off of the large living room, with hardwood flooring throughout. The main floor also has another entrance off of the front of the home, and an additional office/den. Make your way upstairs to the second floor unit, complete with a full kitchen, large living room and gas fireplace, one bedroom, and full bathroom.Convenient location, around the corner from Shaw's supermarket and Hyde Park MBTA commuter rail for easy access to downtown Boston or greater Providence and Fairmount Station for destinations such as Gillette Stadium, Franklin, & more - with Forest Hills Orange Line not far. Lot is also ripe for future development via ADU or more.

15 Madison Street, Boston

Listing courtesy of Listing Agent: Joseph Rinaldi from Listing Office: FuturePort Realty LLC.

$1,195,000
11 Beds 3 Baths 73556347 MLS
Cash Cow Opportunity! Massive renovated 11-bed three-family property located in Hyde Parks desirable Fairmount location. Unit 1 and 2 are being delivered vacant, have gone through recent renovations and offer in-unit laundry hookups. Recent upgrades include updated kitchens and bathrooms, flooring, light fixtures, doors & hardware, blinds and much more. Unit 3 is occupied by a long-term tenant-at-will, providing immediate rental income. Other recent improvements include a new roof (2026), new siding (2024), and freshly painted porches and common areas. All utilities are separately metered with individual gas heat and hot water. Two of the three units have lead compliance certificates. Ideal for investors or owner-occupants seeking a turnkey property with strong rental potential. Conveniently located near the Fairmount Commuter Rail (0.4 miles), public transportation, major highways, shopping, and local amenities. Ample street parking. Private showings available. Come see this beautiful 3 family while it lasts! Open House Saturday 8/1 and Sunday 8/2, from 12-2pm

35 Pond St, Boston

Listing courtesy of Listing Agent: Mark Pitzi from Listing Office: Coldwell Banker Realty - Beverly.

$5,875,000
31 Beds 16 Baths 73555611 MLS
9 Hannon Street in Dorchester MA is a four-story brick building containing fifteen (15) 2-Bedroom/1-Bathroom units and one (1) 1-Bedroom/1 Bathroom unit with 14,720 square feet of gross living area in 14,720 square feet of gross area. The Property is situated upon a 0.22-acre parcel and features over eight (8+) off-street parking spaces. The units, which feature luxury vinyl plank flooring, updated kitchens with granite counter tops and updated bathrooms with tile flooring and a tiled shower. The Property also offers an on-site laundry facility. The Property is ideally situated in the Dorchester neighborhood of Boston, steps away from the Morton Street MBTA Commuter Rail Station, also providing residents with convenient access to the Red and Orange MBTA Commuter Rails.

9 Hannon St, Boston

Listing courtesy of Listing Agent: Nick Bevilacqua from Listing Office: Horvath & Tremblay.

$2,450,000
7 Beds 4 Baths 73555213 MLS
15 Cooper Street is a charming 4-unit apartment building located in the heart of Boston's North End Neighborhood. The property is comprised of (3) two-bedroom / one-bath units and (1) one-bedroom / one-bath unit. The monthly rent roll (effective 9/1) is $13,400 and leases run through 8/31/2027 giving an investor a stable income stream in one of Boston's strongest rental markets. The apartments features upgraded kitchens, hardwood flooring, air-conditioning, and in-unit laundry. A shared roofdeck is a major selling point to tenants looking to enjoy sweeping views of the city. The basement is partially finished with high clearance and presents well for a possible ADU-conversion.

15 Cooper Street, Boston

Listing courtesy of Listing Agent: Tony Pepdjonovic from Listing Office: Marcus & Millichap Real Estate Investment Services.

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