Dorchester, Boston, MA Real Estate | Dorchester, Boston, MA Multi-Family Homes for Sale

Set in the heart of Dorchester's Adams Village, 588 Gallivan Blvd was fully renovated in 2021. This two-family has generously sized units and thoughtful bonus space throughout. Unit 1 features four bedrooms and two full bathrooms, plus a lower-level bonus space with legal egress, its own full bathroom, and a kitchenette, ideal as a guest suite, home office, or extended-family space within the unit. Unit 2 offers five bedrooms and three full bathrooms in a layout that largely mirrors Unit 1, with a private staircase leading up to a third-floor bedroom featuring its own en-suite bathroom, an ideal setup for a roommate arrangement, an extended family, or a live-in owner seeking privacy. Both units place tenants and owners alike within easy walking distance of Adams Village's growing restaurant scene, including The Industry, Molinari's, and Landmark Public House, plus Crunch Fitness and the everyday neighborhood retail that keeps rental demand in this corridor consistently strong. Commuter access is excellent, with Route 93 minutes away by car, MBTA bus service running nearby, and Ashmont Red Line Station within walking distance, putting downtown Boston well within reach for tenants who work in the city. Both units are equipped with central air conditioning, gas heat, and on-demand hot water heaters. Turnkey for an investor and full of upside for an owner-occupant looking to offset a mortgage with rental income, 590 Gallivan Blvd is a rare opportunity to own a spacious, income-ready two-family in one of Dorchester's most walkable, amenity-rich villages, with a rental history that reflects consistently strong tenant demand. Property to be delivered vacant.

588 Gallivan Blvd, Boston

Listing courtesy of Listing Agent: Matt Colaneri from Listing Office: Structr.

$899,000

4 Beds ⋅ 3 Baths ⋅ 73574752 MLS

NICE 2-FAMILY WITH MANY UPDATES INCLUDING A BACKYARD OASIS!! Paver stone driveway with lots of parking and a patio with a garden area. 2 updated units with newer heating systems and the owners unit is equipped with central A/C. The bi-level owners unit also has 2-3 bedrooms, 2 full baths, an updated kitchen with a peninsula, stainless steel appliances, Corian counters, hardwood floors and a large private rear deck. Solar panels will help keep your electricity cost down. Unit 1 has a lease until 1/31/2027 for continuous and dependable property income. Updated plumbing, electrical and newer roof makes this home easy to manage for years to come.

120 Woodrow Ave, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..

$1,199,900

6 Beds ⋅ 4 Baths ⋅ 73572835 MLS

UNMATCHED ACCESS TO BOSTON TRANSIT & AREA AMENITIES. At 15 Whitten St, Boston is truly at your doorstep! This multifamily situated in a historic neighborhood offers the rare combination of a quiet residential setting with exceptional access to Boston and the surrounding region. Located in the Ashmont/St Marks area of Dorchester, within walking distance of 3 MBTA Red Line stations: Shawmut, Fields Corner & Ashmont. No car? No problem! Residents can easily commute to work, school, grocery stores, medical appts, dining, shopping & all that downtown Boston has to offer. Within 3-8 miles of Major colleges/universities/medical centers, the Lower Mills, public/private/charter schools, Boston Harbor, Downtown Crossing, South Station, the Seaport, Back Bay, Castle Island, Fenway Park & more. This property will be delivered vacant with no current tenants making it a great opportunity for an investor or owner-occupant looking to offset their mortgage with rental income. The 1st floor unit has 2 bdrms, 1 bath with kitchen & pantry, dining room, living room and large foyer. The 2nd floor unit consists of 2 levels, the first floor has 2 bdrms,1 full bath, living room, sitting room that opens to a balcony, separate dining room and kitchen with Silestone countertops, SS appliances & walk in pantry. The 2nd level boasts a large primary bdrm, full bath, & dedicated office space. The 1000 sq ft finished basement offers 1 bdrm, half bath with washer/dryer, living room & bonus room. Worried about parking? This property also features two off-street parking spaces and a good-sized shed with plenty of possibilities—storage, workshop, hobby space, or your very own backyard hideaway! Whether you're looking to invest, owner-occupy, or create a home with room to grow, 15 Whitten St offers flexibility, convenience, and a location that’s hard to beat. With Boston just minutes away and endless possibilities right at home, this is an opportunity worth exploring! Scheduled showings begin today! Don't miss out!

15 Whitten St, Boston

Listing courtesy of Listing Agent: Lee Ann Phillips from Listing Office: LAER Realty Partners / Rose Homes & Real Estate.

$1,185,000

10 Beds ⋅ 3 Baths ⋅ 73572530 MLS

Do not miss this CLASSIC spired three-family located by Franklin Park. RENTAL INCOME of $112,000 annually (Unit 1 - $3,765, Unit 2 - $2,900, Unit 3 - $2,725). Offers almost 4,500 square feet of living space, 10 bedrooms, and driveway parking. UPDATES include roof, windows, boilers, water heaters, front steps and deck, gutters, and in-unit renovations (see List of Updates attachment in MLS listing for more details). De-Lead Certificates for Units 1 and 2. Basement coin-op laundry generates additional $95/mo. Conveniently located off Columbia Road and in proximity to Four Corners local businesses. This is a turnkey opportunity to step into a thriving and well-maintained property. Two units have lease in place and one unit is TAW. SELLER IS OPEN TO WORKING WITH OWNER-OCCUPANTS OR INVESTORS.

11 Wolcott Street, Boston

Listing courtesy of Listing Agent: Matthew Hadge from Listing Office: Steeplechase Realty.

$1,550,000

15 Beds ⋅ 3 Baths ⋅ 73572226 MLS

~9% CAP RATE — ~$136,470 NOI — 15 BEDROOMS — ~2,000 SF EACH FLOOR472 Warren St, Boston. Three-family on the Roxbury–Dorchester line, directly across from Boston Latin Academy (205 Townsend). Classic stacked-porch building with three 5-bedroom units, each about 2,000 SF. Play it two ways: hold as a high-bedroom rental or condo-convert. Comparable large condo units in this pocket have traded in the ~$700–800K range. Current tenants pay their own utilities. Each unit has its own heat and hot water systems in great condition. Kitchens and baths are updated. Hardwood floors are strong and well-maintained. Walk-up 4th-floor attic is unfinished and can add SF to the third floor or support an additional unit, subject to Boston ISD/zoning. Basement runs nearly 2,000 SF with 10+ ft ceilings and shared washer/dryer. On-street parking on Warren, a main spine between Nubian Square and Grove Hall. Washington Park Mall is close. Buses 23 and 28 run the corridor to Ruggles (Orange Line + commuter rail). Uphams Corner / Fairmount Line is nearby. Boston Medical Center, Longwood, Franklin Park, and South Bay retail are a short trip. Grocery, restaurants, and neighborhood retail sit on Warren and Blue Hill Ave. Scale plus location: 15 beds, separate systems, tenant-paid utilities, and leftover attic/basement SF in a walkable exam-school block.Attic/basement build-out not guaranteed; confirm with the City of Boston.

472 Warren Street, Boston

Listing courtesy of Listing Agent: Smith & Oak Greater Boston Group from Listing Office: Smith and Oak Real Estate Co..

$2,785,999

12 Beds ⋅ 8 Baths ⋅ 73571566 MLS

A rare opportunity to acquire an entire newly constructed four-residence building in one of Boston’s most dynamic Dorchester residential sub-markets. Completed in 2026, 64 Nelson Street combines over 7,000+ SF of residential living space with sophisticated finishes, expansive layouts, private outdoor space, dedicated parking, EV charging and an owned solar energy system; creating a compelling turnkey asset for the luxury rental, owner occupant, furnished housing or short-term rental investor. Designed with the end user in mind, the property consists of four spacious 3-bedroom, 2-bath residences, each featuring a private primary suite, open-concept living and entertaining areas, custom kitchens and baths, central air conditioning and in-unit laundry. The oversized floor plans offer the scale and functionality increasingly difficult to find in new Boston construction. Private decks extend the living experience outdoors, while the exclusive top-floor roof deck delivers a signature amenity with exceptional entertaining potential. A private parking lot provides coveted off-street parking along with EV charging stations, while the building's owned solar panels add another forward-thinking component to this state-of-the-art property. For investors, 64 Nelson offers something increasingly difficult to replicate in Boston: four brand-new, highly amenitized residences under one roof with no legacy renovations or deferred maintenance. Located close to the Red Line train & MBTA; the property is easily positioned to commute to Downtown Boston, Back Bay, Cambridge & more. Whether building a premium rental portfolio, pursuing a condominium investment strategy or securing a generational Boston real estate asset, 64 Nelson delivers scale, versatility and new-construction quality in one complete offering.Four residences. 12 bedrooms. 8 full baths. 6,500+ SF. Parking. EV charging. Solar. Private outdoor spaces. One extraordinary investment opportunity. Come & see it now!

64 Nelson, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.

$1,149,000

6 Beds ⋅ 3 Baths ⋅ 73568723 MLS

CLASSIC BRICK ROWHOUSE....... WITH PARKING!! Vacant and ready for a new chapter, these 3 "freshened up" units are great for an investor or owner occupant. With a least 2 parking spaces, a rear yard and updated rear decks, this building is move-in ready. All 3 units have updated kitchens, hardwood floors and high ceilings and lead paint compliant certificates. The basement is a full walkout that could easily be made into a city ADU. Open House on Friday 8/28 from 2-3pm and Saturday 8/29 from 1-2pm!

247 Washington St, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..

$1,250,000

14 Beds ⋅ 6 Baths ⋅ 73568259 MLS

342 Bowdoin Street is a three-family building in Dorchester's Meeting House Hill neighborhood, offering both owner-occupant and investor appeal. The two lower-level units will be delivered vacant at closing, allowing immediate move-in or re-lease at market rent. Rents on the vacant units have been driven by a furnished, extended-stay rental strategy, generating income above a traditional stabilized lease structure — upside a new owner can capture immediately or normalize toward conventional leasing over time. The top-floor unit is occupied by a long-term Section 8 tenant, providing stable, subsidized income in place. The building is very well maintained, with all units featuring 2 full bathrooms, central air, keyless door entry, and common coin-op laundry. The property sits directly on an MBTA bus route, minutes from Fields Corner Station on the Red Line, with quick access to I-93, and is walkable to the Dorchester Food Co-op, Ronan Park, and a growing local retail and dining corridor. The attached building at 344 Bowdoin Street is also offered for sale.

342 Bowdoin Street, Boston

Listing courtesy of Listing Agent: Daniel Alper from Listing Office: Boston Realty Advisors.

$1,250,000

14 Beds ⋅ 6 Baths ⋅ 73568260 MLS

344 Bowdoin Street is a three-family building in Dorchester's Meeting House Hill neighborhood, offering both owner-occupant and investor appeal. The two lower-level units will be delivered vacant at closing, allowing immediate move-in or re-lease at market rent. Rents on the vacant units have been driven by a furnished, extended-stay rental strategy, generating income above a traditional stabilized lease structure — upside a new owner can capture immediately or normalize toward conventional leasing over time. The top-floor unit is occupied by a long-term Section 8 tenant, providing stable, subsidized income in place. The building is very well maintained, with all units featuring 2 full bathrooms and keyless door entry, one unit with central air and another with a mini-split system. The property sits directly on an MBTA bus route, minutes from Fields Corner Station on the Red Line, with quick access to I-93, and is walkable to the Dorchester Food Co-op, Ronan Park, and a growing local retail and dining corridor. The attached building at 342 Bowdoin Street is also offered for sale.

344 Bowdoin Street, Boston

Listing courtesy of Listing Agent: Daniel Alper from Listing Office: Boston Realty Advisors.

$1,169,000

14 Beds ⋅ 6 Baths ⋅ 73568044 MLS

89 Ruthven Street is a fully leased, three-unit apartment building in Dorchester, offering a large unit mix headlined by one 4-bedroom/2-bath apartment and two 5-bedroom/2-bath apartments. All units are lead-paint certified, and the roof was replaced in 2023, minimizing near-term capital needs for a new owner. Coin-operated laundry on site adds an additional income stream, rounding out a well-maintained asset with an outsized unit mix for the submarket. Dorchester has emerged as one of Boston's most dynamic, fast-growing neighborhoods, offering a rare mix of accessibility, character, and long-term upside just minutes from downtown. With Red Line and bus access, tree-lined streets, and an ever-expanding mix of restaurants and shops, Dorchester continues to draw renewed investment and rising demand, cementing its place among Boston's most sought-after residential submarkets.

89 Ruthven Street, Boston

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.

$999,900

6 Beds ⋅ 3 Baths ⋅ 73567663 MLS

INVESTORS and OWNER-OCCUPANTS ALIKE!!! ***ASTONISHING*** Opportunity to purchase an excellent 3-family property with over very large floor plates spanning more than 4,000 SF of livable space, at an Unbelievable price point. Unit #1 (2-bed leased through June 2027 at $2,500) and #2 (3-bed, vacant and ready to be moved into) have both been fully remodeled. Must see photos and better yet, must experience it all in person! Unit #3 (2-bed leased through February 2027 at $1,600) is in good condition but can use some value-add TLC in the future. It is currently leased (well under market) until Spring '27. The property is conveniently located right off of Blue Hill Ave, on multiple MTA bus routes, a short 10-minute walk to the Four Corners/Geneva Commuter Rail line, and a very short walk to Franklin Park Zoo (and Golf Course), multiple businesses and restaurants, parks, grocery shops, and much more! Hardwood floors throughout, incredibly well lit with plenty of windows, tall ceilings and large floorplates featuring a Kitchen and Dining room in each unit as well as back and front porches. Shared backyard and a parking space for each unit! UPDATES: electrical systems (2017 - 200amps), siding/gutters (2019), rear porches (2017), front porch (2019), hard wired smoke alarms throughout (2025). ****2nd (Very Likely Final) Open House SATURDAY 09/06 from 11am-1pm**** and OFFERS DUE BY: THURSDAY, 09/10/2026, BY 5PM.

15 Mclellan St, Boston

Listing courtesy of Listing Agent: The Linder-Simao Sales Solutions Team from Listing Office: Prestige Property Solutions, Inc..

$1,050,000

8 Beds ⋅ 3 Baths ⋅ 73567077 MLS

Investment opportunity near the Dorchester/Roxbury line! This three-family offers a strong unit mix consisting of two 3-bedroom units and one 2-bedroom unit, with separate utilities, significant income potential and separate living spaces. Unit 1 is a 3-bedroom currently rented for $3,000/month. Unit 2 is a 3-bedroom previously rented at $3000 offering immediate value-add potential. Unit 3 is a 2-bedroom currently rented for $1,650/month. The property features updated flooring, modern countertops, newer appliances, separate utilities, gas heating systems, and a renovated rear deck. Conveniently located with easy access to public transportation, neighborhood amenities, Downtown Boston and major routes. Excellent opportunity for an investor or owner-occupant looking to build equity while generating rental income.

29 East Cottage, Boston

Listing courtesy of Listing Agent: Farah Fakih from Listing Office: Coldwell Banker Realty - Boston.

$925,000

7 Beds ⋅ 3 Baths ⋅ 73562367 MLS

96 Ruthven Street, Boston, MA, is a distinguished multi-family property offers 3,387 square feet of refined living space. This residence presents a unique opportunity for those seeking a substantial property with inherent versatility in a prime urban setting. This expansive property spans three stories, providing a generous distribution of living areas that cater to diverse needs. With seven bedrooms, the residence offers considerable flexibility for multi-generational living, income generation, or the establishment of dedicated workspaces and guest accommodations. The three full bathrooms are thoughtfully integrated throughout the property, ensuring convenience and privacy for all occupants across its distinct levels.This property offers excellent potential for investors or owner-occupants. While the property does need some updates, but many of the major-ticket items have already been completed, including a brand-new heating system, water heater, and updated plumbing. A great opportunity to add value and build equity in a multi-family property.

96 Ruthven St, Boston

Listing courtesy of Listing Agent: Jaelle Trimble from Listing Office: eRealty Advisors, Inc..

$1,264,900

9 Beds ⋅ 5 Baths ⋅ 73561289 MLS

Opportunity awaits with this spacious three-family offering 4,059 sq ft of living space and 3 spacious bedrooms in each unit. The property features newer heating systems serving the first and second floors and hot water baseboard heat. The fully finished basement includes 1.5 bathrooms and offers substantial additional living space, with potential to explore an ADU configuration subject to applicable approvals and buyer due diligence. Outside, the property offers a deck and backyard, providing additional space to enjoy. Resident permit parking in the area can also be a valuable benefit given the property's proximity to Blue Hill Avenue, particularly during winter parking restrictions. Conveniently located minutes from commuter rail service and bus lines, with easy access to Blue Hill Avenue and surrounding amenities. With three spacious units, modernized interiors, and additional finished space in the basement, this property offers tremendous versatility for its next owner.

29 Wildwood St, Boston

Listing courtesy of Listing Agent: Brandan Burke from Listing Office: Amaral & Associates RE.

$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.

$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.

$775,000

5 Beds ⋅ 3 Baths ⋅ 73557806 MLS

This is your chance to own a multi family on the desirable Roxbury/North Dorchester line. Spacious three family in need of cosmetics and updating, loaded with potential. Large lot, plenty of parking, near bus line, highway and downtown. Units full of original character, large rooms, oak floors throughout. Front and back porches.

31 Lawrence Ave, Boston

Listing courtesy of Listing Agent: Rickie Thompson from Listing Office: Prime Real Estate Sales.

$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.

$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.

$1,299,000

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.

$1,049,000

8 Beds ⋅ 3 Baths ⋅ 73551577 MLS

Step inside to this this well-maintained 3-unit multi-family property conveniently situated near the Morton St T station. Offering easy access to all that the city of Boston has to offer. Each unit features beautiful hardwood floors, updated kitchens and bathrooms, and separate gas heating systems and hot water heaters for added efficiency and tenant comfort. All 3 units are certified treated for lead paint, certificates available. Whether you're looking to begin or expand your investment portfolio, 46 Theodore St is an exceptional opportunity in a desirable Dorchester location.

46 Theodore St, Boston

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

$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.

$1,599,000

12 Beds ⋅ 6 Baths ⋅ 73548748 MLS

The property is a six-unit apartment building in Dorchester Center, comprised entirely of spacious 2-bedroom/1-bath units offering strong rental appeal and versatile occupancy. The asset has been well maintained by a professional property management group, providing an investor immediate scale, steady income, and the flexibility to pursue value-add improvements. Dorchester has emerged as one of Boston's most dynamic, fast-growing neighborhoods, offering a rare mix of accessibility, character, and long-term upside just minutes from downtown. With Red Line and bus access, tree-lined streets, and an ever-expanding mix of restaurants and shops, Dorchester continues to draw renewed investment and rising demand, cementing its place among Boston's most sought-after residential submarkets.

140 Callender St, Boston

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.

$1,275,000

6 Beds ⋅ 3 Baths ⋅ 73543627 MLS

Exceptional investment or owner-occupant opportunity! This well-maintained, long-term owner-occupied three-family home features three spacious units, each offering 5 rooms, 3 bedrooms, and 1 full bath. Every unit includes both front and rear decks, providing inviting outdoor living space, along with access to laundry and private storage in the full basement. The driveway offers valuable off-street parking, while the generously sized backyard provides additional outdoor space to enjoy. Ideally located just 0.6 miles from the Shawmut MBTA Red Line, this property provides convenient access to Route 93, downtown Boston, Quincy Center, and East Milton Square, making commuting a breeze. With strong rental appeal and a prime location, this is a rare opportunity to own a versatile multi-family property in one of Dorchester's most convenient neighborhoods.

21 Saint Marks Rd, Boston

Listing courtesy of Listing Agent: Tiffanie Williams Needham from Listing Office: Escalate Real Estate.

$935,000

9 Beds ⋅ 4 Baths ⋅ 73540835 MLS

MASSIVIVE 2-FAMILY with Value-Add! Rare investor or owner-occupant gem at 196 Hamilton St. This massive multi-family boasts an incredible footprint and premium features, delivered 100% vacant. Unit 1 features gleaming hardwood floors, formal living/dining rooms, a modern kitchen with stainless steel appliances, and direct access to fully finished basement with a variety of rooms including wet bar w/wine closet and a full bathroom. Unit 2 is a sprawling bi-level penthouse spanning the top two floors with plenty of rooms, flexible living spaces, a private balcony and a dedicated office space. Outside, enjoying growing fresh vegetables in your garden or having a cookout in the back. Massive upside for premium market rents or a condo conversion in a high-demand market || Can be delivered vacant || Please Allow 24-hour notification required for all access

196-196A Hamilton St, Boston

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

$1,799,000

8 Beds ⋅ 5 Baths ⋅ 73534721 MLS

Extensively renovated and expanded, this exceptional Dorchester property offers over 4,600 SF of thoughtfully designed living space. Classic colonial details, elegant millwork, and a grand staircase blend seamlessly with modern updates throughout. The main residence features sun-filled living spaces, an exquisite fireplace, and a stunning chef’s kitchen with an oversized island, custom cabinetry, professional appliances, and designer finishes. Upstairs, the expansive primary suite is complemented by additional bedrooms and a second-floor living area opening directly to the upper deck. Configured with two distinct living areas, the property offers 8 bedrooms, 5 bathrooms, and exceptional flexibility for a variety of occupancy needs, including a thoughtfully designed lower-level living unit with its own private entrance. Outdoor spaces include a two-story deck, patio, yard, and paved driveway. A rare offering combining timeless character, modern luxury, and versatility.

61 Wayland Street, Boston

Listing courtesy of Listing Agent: Jason Lisherness from Listing Office: The Agency Boston.

$1,650,000

14 Beds ⋅ 5 Baths ⋅ 73530214 MLS

Introducing a rare, oversized Dorchester multi-family opportunity delivering scale, flexibility, and strong income in one of Boston’s most dynamic neighborhoods. This massive property offers 14 bedrooms and 5 bathrooms across four expansive units, including a complete finished apartment in the lower level; ideal for maximizing rental income. Each residence features generous layouts, hardwood floors, in-unit laundry, and updated systems, creating comfortable, modern living spaces attractive to today’s tenants & owners. With projected annual income upwards of $189,000, this asset is perfectly suited for investors seeking strong cash flow, a strategic 1031 exchange, or an owner-occupant looking to offset their mortgage with substantial rental income & immediate cash flow. Conveniently positioned near public transportation, neighborhood restaurants, shopping, and easy access to Downtown Boston, the location ensures long-term tenant demand. A high-yield Boston multi-family opportunity.

14 Everton St, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.

$1,179,900

8 Beds ⋅ 4 Baths ⋅ 73525577 MLS

Take note of this modern, stunning and expansive 3613 sq ft (2 Family Home). 8 Bedrooms/ 4 Full Baths built in 1925; 2016 gut renovated offering refined living space with desirable open floorplans. This is a really special multifamily / forever home, with room for everyone. Perfect for owner occupants or 1031 exchange looking to invest and live in the city and do little to no work and deal with less tenant issues. Highly sought features include; 2026 HVAC's / Central Air, 9-foot ceilings, Hardwood floors, recessed lighting, chef's kitchens, terrazzo countertops & islands, beverage chillers, stainless appliances - complete with gas stove & griddle, in unit W/D hook ups. Bells & whistles adorn this owner occupant & solid income producing property including ensuites, marble floors, designer baths & showers, walk in closets, backyard w/ updated decks. Unit 1 delivering 3 bed, 2 full baths and Unit 2 boasting a bi level, approx. 2300 sq ft 5 beds / 2 full baths- currently rented for $5000/ month. 2016 plumbing, electrical, roof, walls & decks. 2023 Upgraded Foundation. The separate 2 car garage and clean full sized 7-foot ceiling basement await a potential ADU, workshop, lounge or additional future living space. To be delivered vacant.

41 Gleason St, Boston

Listing courtesy of Listing Agent: Cori Daddabbo from Listing Office: Coldwell Banker Realty - Canton.

$995,000

6 Beds ⋅ 4 Baths ⋅ 73527312 MLS

Sitting prominently atop Upham's Corner, this oversized two-family is exactly what a seasoned investor or first-time buyer has been waiting for. Unit 1 spans two floors with 4 bedrooms and 2.5 baths, showcasing early 19th-century craftsmanship with wide staircases, soaring ceilings, intricate woodwork, and original hardwood floors throughout, complete with in-unit laundry, and central a/c. Unit 2 offers a comfortable 2 bedroom, 1 bath layout. Both units are lead compliant and self-sufficient with tenants paying their own gas and electric, landlord only pays water and sewer. Grossing $7,000 monthly currently with minimal overhead and no immediate capital expenses. Roof and fresh siding have been done in recent years. ADU potential adds another layer of upside for those looking to maximize the asset further. Ample parking on site, 15 minutes to Downtown Boston, and just 0.8 miles to the Savin Hill T Station. Reach out for a tour today!

3 Ware St, Boston

Listing courtesy of Listing Agent: Brian Quijada from Listing Office: EVO Real Estate Group, LLC.

$1,350,000

9 Beds ⋅ 3 Baths ⋅ 73522682 MLS

Charming all-brick, three-family investment property in a highly desirable neighborhood.beautifully updated. Each spacious unit features contemporary high-end finishes, newly renovated bathrooms, modern recessed lighting, and stylish tile work throughout. Open layouts maximize natural light and flow, offering comfortable living spaces for tenants or owners.Well-maintained exterior, strong curb appeal, and thoughtful upgrades make this a low-hassle, high-return opportunity. Ideal for investors or owneroccupiers seeking reliable income in a sought-after location schedule a showing today.

22-A Crawford St, Boston

Listing courtesy of Listing Agent: Anthony Jean-Baptiste from Listing Office: Bohio Realty LLC.

$1,499,900

9 Beds ⋅ 6 Baths ⋅ 73501320 MLS

Fully gut-renovated in 2022, this turnkey multi-family property offers modern living with all major systems and finishes completely updated. Featuring a full sprinkler system for enhanced safety, this home blends quality construction with peace of mind. Each unit showcases bright, open-concept layouts with stylish kitchens, quartz countertops, stainless steel appliances, and updated baths, all in-unit washer+ dryer. Enjoy good ceiling heights, central HVAC. Exterior highlights include private outdoor spaces with balcony, deck, and patio—perfect for relaxing or entertaining. Only 10 minutes walk Shawmut and Ashmont MBTA Red Line, local restaurants, parks, and major routes, this property offers both strong rental potential and ideal owner-occupant flexibility. A rare opportunity to own a fully renovated, income-producing property in a prime Dorchester location.

61 Shepton St, Boston

Listing courtesy of Listing Agent: Rebecca Huang from Listing Office: William Raveis R.E. & Home Services.

$3,149,000

13 Beds ⋅ 8 Baths ⋅ 73492888 MLS

A rare offering featuring two buildings on a quiet cul-de-sac with five total units and 8+ off-street parking spaces ideal for the savvy investor or condo conversion. The fully gut-renovated front building showcases modern design and high-end finishes, with each unit offering two full baths, brand new central HVAC, in-unit laundry, and tankless hot water systems. Interiors shine with recessed lighting, new windows, hardwood floors, and sleek quartz countertops complemented by stainless steel appliances and slab quartz backsplashes. Unit 3 features a private deck with great views, while Unit 1 enjoys a patio. The basement provides ample storage. The rear building includes two additional units with a charming wraparound porch, both updated with new countertops and appliances. A true turnkey opportunity ready for immediate occupancy or portfolio expansion.

66-66R Stanley St, Boston

Listing courtesy of Listing Agent: Tara Dynan from Listing Office: Seaport Realty Group.

$1,175,000

10 Beds ⋅ 3 Baths ⋅ 73487162 MLS

Fantastic opportunity to own a solid 3 family in an up and coming area in Dorchester. Units are in good condition, hardwood floors, tile baths, front and back porches, all separate utilities. Long term tenants.

36 Floyd Street, Boston

Listing courtesy of Listing Agent: Wendy Rist from Listing Office: Jamaica Plain Realty.

$960,000

6 Beds ⋅ 2 Baths ⋅ 73470153 MLS

**Back on the Market – No Fault of the Seller!** Previous buyer was unable to complete the purchase after their home did not sell before the contingency deadline and financing was not secured prior to the agreement expiration.**Now competitively priced to reflect today's market**, this is your opportunity to own a spacious and versatile two-family home in one of Dorchester's most convenient locations. Whether you're an owner-occupant looking to offset your mortgage with rental income or an investor seeking a strong long-term asset, this property offers exceptional value.Each unit provides generous living space with functional layouts, abundant natural light, and the flexibility today's buyers are looking for. Conveniently located near public transportation, major highways, shopping, restaurants, parks, schools, and downtown Boston.The seller has already navigated the inspection and transaction process, making this an excellent opportunity for a motivated buyer ready to move forward. With the recent price adjustment, this property is positioned to attract immediate interest.**Don't miss your second chance—schedule your private showing today!**

60 Thetford Ave, Boston

Listing courtesy of Listing Agent: Jermaine Dowdell from Listing Office: eXp Realty LLC - Corporate Office.

$2,225,000

12 Beds ⋅ 6 Baths ⋅ 73451541 MLS

THIS IS THE ONE! This is the massive almost 7,000+ SQ FT modern multi-family across 4 finished units that you have been waiting for in the Boston/Dorchester area! A true turnkey investment or premier owner-occupant opportunity, this impressive property can generate up to $170,000 annually in gross rents—or live in one of the four levels and let the others pay your mortgage. Featuring 4 spacious units including a masterfully finished lower level, this property showcases brand-new central air, updated plumbing and updated electrical, new roof, siding, and gutters, refinished hardwood floors, plus a 2-car powered garage W/ additional parking. Every detail reflects quality and care. Enjoy a central location near Franklin Park, the golf course, public transit, and easy access to the Orange and Red Lines. Minutes to Downtown Boston, universities, restaurants, and shops. A must-see modern TROPHY BUILDING—live, invest, and build wealth! This property is turn key & is well taken care of!

69 Greenwood St, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.

$1,799,000

17 Beds ⋅ 6 Baths ⋅ 73440102 MLS

Unlock this prime investment opportunity in one of Dorchester’s fastest-growing neighborhoods.This six-unit multifamily features five 3-bed/1-bath units and one 2-bed/1-bath unit, offering strong value-add potential investors can increase cash flow through cosmetic updates and strategic improvements.Minutes from Four Corners/Geneva and Upham’s Corner commuter rail stations, the location attracts renters seeking convenience and transit access. Nearby grocery stores, shops, and restaurants support strong rental demand.Private decks, a fenced backyard, and direct access to an adjacent playground add to tenant appeal. This property combines the opportunity to enhance cash flow with a desirable, rapidly developing location. Video walkthrough/virtual tour available.

252-254 Magnolia St, Boston

Listing courtesy of Listing Agent: Ashmael Brun from Listing Office: EVO Real Estate Group, LLC.

Dorchester, Boston, MA Multi-Family Homes for Sale

Newest Dorchester, Boston, MA Multi-Family Homes for Sale