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$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.

$899,000
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.

$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.

$1,150,000
9 Beds 3 Baths 73553914 MLS
Excellent investment opportunity! This fully occupied three-family property offers immediate cash flow with **$9,500/month** in rental income. All three units feature **3 bedrooms and 1 full bathroom** with spacious, functional layouts that consistently attract tenants. Units are occupied through housing voucher programs, providing stable tenancy, with Unit 3 under lease through **9/30/2026**. Freshly painted in **2025**, the property has been well maintained and features separate utilities with **3 gas meters, 4 electric meters (including a common panel), and three gas forced-air heating systems**. Additional amenities include hardwood floors, shared basement laundry, front and rear porches, a common backyard, and on-street parking. Conveniently located near shopping, restaurants, public transportation, and major commuter routes, this turnkey asset is an excellent opportunity for investors seeking reliable cash flow and long-term value. **48-hour notice required for all showings.**

109 Capen St, Boston

Listing courtesy of Listing Agent: Ciampa Group from Listing Office: Keller Williams Realty Boston Northwest.

$1,199,900
10 Beds 4 Baths 73552881 MLS
Welcome to 40-42 Coleman St. This property is a gem, well maintained and a rare find. Perfect for owner occupants or investors looking for a strong rental market. It's very rare to find a two-family home with 5 bedrooms and 1.5 baths per unit in the Dorchester area. The three season porches can be converted into a another room. The basement is clear and open and ready to be transformed into an ADU. Off street parking with this property is such a great convenience in this area. The half baths on both floors can easily be converted to full baths by adding a shower. The back yard is perfect for those special occasions, holiday cookouts and family gatherings. Whether you are looking for a place to grow into or a great investment opportunity, this property delivers with size and condition. There's also a community garden across the street for you, if you choose to use it. Come and see for yourselves and bring your imagination. The possibilities are endless.

40-42 Coleman St, Boston

Listing courtesy of Listing Agent: Paul A. Morrison from Listing Office: Keller Williams Realty.

$1,299,000
8 Beds 3 Baths 73551760 MLS
Prime opportunity at the top of highly sought-after Jones Hill! This classic triple-decker is a turnkey investment meticulously maintained by a long-term owner with a stellar rental history. Perfect for an owner-occupant or savvy investor, Units 1 and 2 are vacant and recently renovated with sleek stainless steel appliances. Unit 2 features a modern open layout, while Unit 3 offers traditional charm with stunning city views. Unbeatable location: a short walk to the Red Line, minutes to downtown Boston, and steps from vibrant local dining. With endless potential to buy and hold, condo-convert, or maximize market rents, this is a premier Boston investment you don't want to miss!

22 Rowell St, Boston

Listing courtesy of Listing Agent: Nichols Realty Team from Listing Office: MIG.

$940,000
4 Beds 3 Baths 73551319 MLS
This versatile multi-family property is perfect for savvy investors or owner-occupants looking for strong rental income. The first-floor unit features two bedrooms, while the second-floor unit also offers two bedrooms. Both units boast fresh paint, gleaming hardwood floors, and beautiful kitchens equipped with brand-new appliances and private balconies that welcome abundant natural light. The fully finished basement provides excellent extended living space, complete with two additional bedrooms and a full bathroom featuring a standing shower. For even more flexibility, the walk-up attic. Nestled in a quiet neighborhood, this home also boast backyard, off-street parking, and easy access to local schools, shopping, public transportation, and major highways. Don’t miss this incredible opportunity! Sold as-is.

391 Poplar St, Boston

Listing courtesy of Listing Agent: Johnson Folorunso from Listing Office: DOSU Realty LLC.

$1,575,000
6 Beds 4 Baths 73550870 MLS
Fully renovated three-family brick in South Boston's coveted City Point, delivered turnkey and stabilized with new September leases. 6 bedrooms and 4 bathrooms across three units, generating a $10,650/month gross rent roll ($127,800/year) with upside at the next renewal cycle ($3,850 + $3,400 + $3,400).Unit 1 is a spacious 2-bed/2-bath duplex with a private deck and mini-split system; Units 2 and 3 are each 2-bed/1-bath. Every unit shines with updated kitchens and baths, vinyl flooring, and in-unit laundry.Unbeatable location — two blocks to M Street Beach and Pleasure Bay, three blocks to East Broadway's shops and restaurants. MBTA bus routes 7, 9, and 11 reach Broadway Station on the Red Line (~10 min to South Station), and the Seaport is a 5-minute drive. Turnkey income and a lifestyle address in one — don't miss the second chance!

595 East 5th Street, Boston

Listing courtesy of Listing Agent: GPG Team from Listing Office: Grove Property Group.

$8,400,000
46 Beds 24 Baths 73550688 MLS
Rare opportunity to acquire a 24-unit, Cash Flowing Multifamily Asset in the Heart of Dorchester (one of Boston's most desirable rental markets). This Well-Maintained property generates $60,200 in monthly gross rental income (approximately $722,400 annually), featuring a highly sought after unit mix of 22 (2bd 1bth) units and 2 (1bd 1bth) units. Major capital improvements include updated plumbing and electrical systems completed within the past five years and a roof replaced approximately ten years ago. Additional features include separately metered utilities (Gas & Electric), ample off-street parking, and strong in-place cash flow with opportunities for long-term appreciation. Centrally located near Ashmont Station and Ruggles Station. Whether completing a 1031 exchange or expanding an investment portfolio, this turnkey asset offers immediate income, proven stability, and exceptional upside in one of Greater Boston's strongest multifamily markets. Pro Forma available.

7-11 Abbot St., Boston

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

$1,075,000
9 Beds 3 Baths 73550526 MLS
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 2nd floors currently used as 4-bedroom room rentals. The 1st and 3rd floor is vacant. 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 layouts, and strong rental demand in the area, this property is an ideal addition to any investor’s portfolio or a perfect opportunity for an owner-occupant landlord seeking extra income. Being sold As-Is” Work needed for this diamond in the rough.

45 Brookford St, Boston

Listing courtesy of Listing Agent: Paige Thompson from Listing Office: eXp Realty LLC - Corporate Office.

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