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$2,299,000
12 Beds 3 Baths 73533547 MLS
Rare East Side 3 family offering just steps from M Street Beach, Castle Island and South Boston's vibrant East Side. With over 4,000 SF of living space, this is a rare turnkey investment opportunity for investors and owner occupants alike. This impeccably maintained property has been lovingly cared for by the same family and showcases beautiful original character, crown moldings, bow front windows, abundant natural light, wood floors and impressive 9 foot ceilings throughout. Each unit offers nearly 1,400 SF with eat-in kitchens, pantries, and the potential to function as 4 bedroom units, creating exceptional rental income opportunities. Additional features include oversized newer rear decks, a professionally landscaped backyard and patio, common laundry, and a walk-out basement with future expansion potential. Prime location near beaches, parks, public transportation, grocery stores, East Broadway's restaurants, coffee shops, and neighborhood amenities.

725 East 3rd St, Boston

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

$1,195,000
5 Beds 2 Baths 73533341 MLS
Rare opportunity to own a beautiful two family on a quiet dead end street, in the heart of West Roxbury, with a private driveway and two car garage. This pristinely maintained property with its A+ location is an ideal family home. Both units feature spacious layouts, high ceilings, original period details/built-ins, hardwood floors throughout, private screened rear decks, updated kitchen's with pantries, new windows, young gas systems, welcoming three season entry porch, laundry/storage area in basement, Massive unfinished attic provides endless possibilities for additional living space and great condo conversion potential, Ideal proximity to commuter rail (2 blocks), schools, buses, neighborhood shops, restaurants and Trader Joe's!. Don't miss out on this special offering!

14 Welton Road, Boston

Listing courtesy of Listing Agent: Susan Michaelidis from Listing Office: Conway - West Roxbury.

$999,000
7 Beds 3 Baths 73533210 MLS
Rare opportunity to own a massive, turn-key 2-family in the heart of West Roxbury! Perfectly positioned for owner-occupants looking to "house hack," savvy investors, or those seeking a potential ADU conversion. This 7-bedroom gem is a commuter’s dream with easy access to public transit and downtown Boston, and is ideally located near the VA Medical Center, the prestigious Roxbury Latin School, and the brand-new Trader Joe's.Both units offer spacious layouts, updated appliances, and the ultimate convenience of in-unit laundry. Outside, you’ll find ample off-street parking—a premium find in the city.  Enjoy the best of West Roxbury’s suburban feel with urban convenience at your doorstep. Don't miss out on this standout property!

108 Cass St, Boston

Listing courtesy of Listing Agent: Cheng Zhang from Listing Office: Thread Real Estate, LLC.

$1,350,000
7 Beds 6 Baths 73531974 MLS
Turn-key Brighton 2-family with extensive renovations in 2025. Offering 7 bedrooms & 6 bathrooms (2.5 each unit). New kitchens with Quartz & Stainless Steel, in-unit laundry, new heating & cooling systems, new windows & vinyl siding. Current total rental income $7,550/month. Located in desirable Oak Square neighborhood near public transportation, shopping, restaurants, parks, & major commuter routes. Significant capital improvements provide peace of mind for future ownership. Ideal for investors seeking long-term appreciation in one of Boston's well established rental markets, and also presents future owner-occupancy opportunity. The 1st floor lease expires April 2027 and upper-level lease expires August 2027. Convenient access to Boston's major employment centers, universities, and public transportation, helps support strong rental demand and long-term appreciation potential. Could be a great candidate for a 1031 Exchange

96 Brayton Road, Boston

Listing courtesy of Listing Agent: John Trotman from Listing Office: Cameron Real Estate Group.

$4,550,000
18 Beds 18 Baths 73531446 MLS
is pleased to present 142 Dorchester Street, an 18-unit stabilized multifamily asset in South Boston offered at a 6+ cap rate on in-place income.The property operates as a studio apartment building and is delivered fully stabilized and turnkey. All 18 units have been updated with modern kitchens, baths, and flooring. Common areas are modern throughout. The building is fully sprinklered and includes an additional driveway with 4 tandem parking spaces. Each unit is equipped with its own kitchen and bathroom (not shared), individual thermostat control for heat and AC — master HVAC is owner-paid. On-site laundry provides ancillary income.142 Dorchester Street represents one of the few opportunities to acquire scale in South Boston's supply-constrained multifamily market at a sub-$265,000 per-unit basis with no capital requirements to close!

142 Dorchester Street, Boston

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

$1,095,000
5 Beds 3 Baths 73530421 MLS
Rare opportunity to own a beautifully renovated three- family brick building in the heart of Boston's highly sought-after Savin Hill neighborhood. Whether you're an investor seeking strong cash flow or owner-occupant looking to offset your mortgage, this property offers the perfect blend of ownership and investment returns. Unit #2 will be delivered vacant, providing an excellent opportunity for an owner-occupant, while Units #1 and 3 are currently leased, generating $5,650 per month in rental income. Each unit features updated kitchens and bathrooms with custom cabinetry, quartz countertops, stylish tile work, modern finishes and sleek walk-in showers. Additional highlights include separate utilities, updated electrical panels, in-unit washer and dryer, and energy efficient mini-split heating and cooling systems throughout. Located just minutes from the Savin Hill Red Line station, UMASS Boston, restaurants and downtown Boston, this turnkey asset makes for a great investment.

46 Saxton St, Boston

Listing courtesy of Listing Agent: Kristi Gjikondi from Listing Office: Gjikondi Realty.

$1,219,000
9 Beds 3 Baths 73530348 MLS
Well-maintained 3-family property offering an outstanding opportunity for investors or owner-occupants in a highly desirable Roslindale location. **Currently generating approximately $9,600 per month in rental income—over $110,000 annually—this property offers strong income-producing potential from day one.**Conveniently located just minutes from Roslindale Village, with easy access to restaurants, shops, the public library, parks, and neighborhood amenities. Commuters will appreciate nearby MBTA bus routes, commuter rail service, Forest Hills Station, and major roadways providing convenient access to Boston and surrounding communities.The property features **three spacious units, each offering 3 bedrooms and 1 full bathroom**, along with hardwood flooring throughout. A desirable **three-car garage** provides valuable additional parking and may offer potential for future ADU use, subject to buyer due diligence and local approvals.Over the years, the owner has completed numerous improvements, including exterior updates, renovated bathrooms, and additional enhancements throughout the property.With **9 total bedrooms, 3 full bathrooms, a three-car garage, and over $110,000 in annual rental income**, this is a compelling opportunity to add a strong income-producing multifamily property to your portfolio or offset your housing costs as an owner-occupant. **Excellent location, strong rental income, and long-term investment potential—Ready, Set, Go!**

28 Haslet St, Boston

Listing courtesy of Listing Agent: JEP Realty Team from Listing Office: Real Broker Ma, LLC.

$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.

$1,049,000
73530146 MLS
Prime South Boston Opportunity: Character, Scale, and Unmatched PotentialWelcome to 408 West 2nd Street, a classic South Boston multi-family property that perfectly balances historic character with incredible modern potential. Situated in one of Boston’s most dynamic and sought-after neighborhoods, this turn-of-the-century two-family home is a rare find for savvy investors, developers, or owner-occupants looking to establish their roots and generate rental income simultaneously.Spanning three floors at 1,570 square feet, this structurally sound 1910 build offers a versatile layout currently configured with 4 bedrooms and 2 bathrooms.The Potential: Whether you are looking to execute a high-end luxury renovation, add building height and massing, maintain it as a high-yield income generator, or craft a stunning bi-level owner's unit while renting the other unit--Opportunities abound!

408 W Second, Boston

Listing courtesy of Listing Agent: David Winick from Listing Office: Cosmopolitan Realty Advisors.

$2,700,000
14 Beds 6 Baths 73530082 MLS
PRIME ALLSTON LOCATION! Incredible investment opportunity on highly desirable Ashford Street in the heart of Allston, just steps from Boston University. This turnkey oversized side-by-side two-family offers an exceptional combination of location, condition, and income, with a stable rental history generating $192,000 in annual gross rent. Major capital improvements have already been completed, including a new roof in 2022. Unit 22 was extensively renovated in 2023 with a new kitchen, bathrooms, bedrooms, and luxury vinyl flooring throughout. Unit 20 underwent similar renovations in 2025, featuring a new kitchen, bathrooms, updated bedrooms, and luxury vinyl flooring throughout. Large rental properties of this caliber rarely come to market in such a sought-after location near BU. A true turnkey asset offering strong cash flow, modernized interiors, and long-term investment potential in one of Boston's most proven housing markets.

20-22 Ashford St, Boston

Listing courtesy of Listing Agent: Josh Bryan from Listing Office: EDGE Realty Advisors.

$2,400,000
16 Beds 6 Baths 73529505 MLS
Rare value add and redevelopment opportunity in the heart of Allston. This side by side two family offers 16 bedrooms, 6 baths, 6 off street parking spaces, and a large basement with exceptional ceiling height on a 5,951 SF R2 lot. Both units are generating $17,383/month, or $208,596/year, in gross rental income. All utilities are tenant paid. The property offers significant income upside, with potential gross rental income of approximately $240,000/year. Ideal for investors seeking immediate cash flow while pursuing future value add or redevelopment opportunities. Positioned steps from BU, the Green Line, Barry’s Corner, Harvard’s Enterprise Research Campus, the $2B Allston Multimodal Project, and Harvard’s planned 358 acre expansion, placing the property in one of Boston’s most compelling long term investment corridors. Pro forma available upon request. Pro forma available upon request.

20-22 Highgate St, Boston

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.

$1,625,000
8 Beds 4 Baths 73529343 MLS
Rare opportunity to acquire a classic duplex-style two-family property in a desirable Brighton location. This large building offers flexibility for investors, owner-occupants, and developers alike. Maintain as two separate units, renovate and increase rental income, owner-occupy, or explore redevelopment potential. The property may support up to 6 market-rate units under proposed zoning changes expected in September, with potential parking relief and increased density allowances for transit-oriented development. Buyers to perform their own due diligence. The property can be delivered vacant, allowing immediate occupancy, renovation, or redevelopment. Current rent projections are based on actual performance, with additional upside through modernization. The spacious backyard may offer future parking potential. Conveniently located near Route 90, major commuter routes, MBTA commuter rail, Green Line access, and bus service. Close to Boston Landing, New Balance headquarters, restaurants.

25-27 Parsons St, Boston

Listing courtesy of Listing Agent: Greg Martin from Listing Office: Move Forward Real Estate.

$650,000
5 Beds 2 Baths 73529196 MLS
INVESTORS, CONTRACTORS, FLIPPERS, or the courageous owner occupant, this one is for you! IT HAS A SECOND KITCHEN ON THE 2nd FLOOR that has been there for decades, offering possibilities for expansion! Bring this spacious home back and unlock its full potential! Offering 5 bedrooms and 2 full bathrooms, this home features a flexible layout. Inside, you’ll find a cozy sitting room, charming built-ins, and ample closet space throughout. While the property could benefit from updates and improvements, the size, character, and layout provide an incredible opportunity to restore and personalize. Yes the property is operational and is financeable but it does need updating! Really strong opportunity for instant equity after updating this property. Outside, enjoy a large backyard with plenty of room for entertaining, gardening, or future expansion possibilities.

10 Waterlow St, Boston

Listing courtesy of Listing Agent: Aaron Katz from Listing Office: Proactive Realty.

$1,190,000
6 Beds 2 Baths 73529164 MLS
Turn-key multi-family gem at 51-53 S Waverly St, Boston! Built in 1930 & enhanced with over $110K in renovations (2021), this asset features identical layouts for Unit 1 & Unit 2, both beautifully updated 3BR/1BA units boasting gleaming hardwood floors throughout, modern kitchens/baths, and private porches/decks. Features a highly usable, square backyard and excellent potential to add an extra parking space in the front! Solid mechanicals minimize future capital expenses, ensuring stable cash flow with projected returns over a 6% gross yield. Unbeatable location steps from Boston Landing, Lower Allston, and the HQs of New Balance & Bose. Incredible proximity to Harvard Business School & the expanding SEAS campus. Commuter’s dream with instant access to the Mass Pike (I-90), making trips to BU and Downtown Boston incredibly fast. Exceptional layout also offers prime condo conversion potential!

51-53 S Waverly St, Boston

Listing courtesy of Listing Agent: Montivista Real Estate Group from Listing Office: eXp Realty LLC - Corporate Office.

$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.

$4,600,000
8 Beds 7 Baths 73527720 MLS
Located in the heart of Boston’s iconic North End, this impeccably renovated 7-unit brick building presents a rare turnkey investment opportunity in one of the city’s most sought-after neighborhoods. The property has undergone a complete gut renovation and features six beautifully updated one-bedroom apartments and one spacious two-bedroom unit, all thoughtfully designed with modern finishes. Offered fully occupied with seven leases in place, this asset delivers immediate and stable income for investors seeking a low-maintenance, income-producing property. The building also includes common laundry facilities and has been meticulously maintained, showcasing pride of ownership throughout. Situated in a prime North End location, residents enjoy immediate access to Boston’s renowned restaurants, cafés, waterfront, and historic attractions. The property is just minutes from Faneuil Hall, the Financial District, and downtown Boston.

12 North Bennet Street, Boston

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

$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.

$1,649,000
5 Beds 4 Baths 73527062 MLS
Introducing 118 F St, a meticulously maintained multifamily brownstone located just off vibrant and amenity rich West Broadway. This property boasts two spacious duplex units with an excellent history of rental income over $9100k/mo. Each unit features custom built-ins and generously appointed moldings and finishes throughout. A large roof deck sits behind and atop unit 2 with spectacular city views for outdoor entertainment and enjoyment. Spacious master bedrooms feature impressive 15+ foot cathedral ceilings and plentiful storage.The exterior of this brownstone rowhouse has recently been fully restored to its original grandeur. Work included at that time was brick repointing, new windows, a new roof, and a full fire suppression system. A modest backyard for BBQ and outdoor enjoyment is also an added feature of this property. Don't miss this opportunity to come and experience all this investment has to offer!

118 F, Boston

Listing courtesy of Listing Agent: David Winick from Listing Office: Cosmopolitan Realty Advisors.

$759,000
5 Beds 3 Baths 73526267 MLS
Opportunity awaits at 6-8 Plain St, a charming two-family property ideally located in the heart of Dorchester. Offering nearly 2,000 SqFt of living space across two spacious units, this home presents endless potential for investors, developers, or owner-occupants looking to add value. Featuring generous room sizes, hardwood flooring, and flexible layouts, the property provides a strong foundation for renovation or customization. A private driveway and yard space add to the appeal, while the unbeatable location places you moments from neighborhood shops, restaurants, public transportation, and major commuter routes. Whether you're looking to find a new home or create your ideal multi-family investment, this is a rare opportunity in one of Dorchester’s most beloved neighborhoods.

6-8 Plain St, Boston

Listing courtesy of Listing Agent: Team Galvin from Listing Office: The Galvin Group, LLC.

$1,800,000
4 Beds 3 Baths 73526128 MLS
It’s rare to find a turnkey two-family that hits every mark, but this Charlestown gem on a quiet, sought-after street does exactly that. Whether you’re looking for a high-performing investment or a home with built-in rental income, this property delivers. Unit 1 is a modern one-bedroom retreat with a private deck. Upstairs, Unit 2 is a stunning duplex that masterfully balances contemporary updates with historic character. The main level flows seamlessly between the kitchen, dining, and living areas, while the top floor houses three sun-filled bedrooms and a stylishly renovated bath.The real "wow" factor? The private roof deck. It offers breathtaking, 360-degree unobstructed views of the city skyline—a true sanctuary in the heart of the neighborhood. With a proven track record for short-term rentals and a flexible layout, this is a standout opportunity in one of Boston’s most iconic locations.

19 Walker St, Boston

Listing courtesy of Listing Agent: Aranson Maguire Group from Listing Office: Compass.

$1,395,000
4 Beds 3 Baths 73526105 MLS
DEVELOPMENT OPPORTUNITY OF THE YEAR IN CENTRAL JP. Attention builders, developers, and investors—rarely does a parcel of this magnitude become available in prime Jamaica Plain. Sited on a massive 13,263 SF lot with approx 109’ of street frontage, this property is an absolute dream. Located in a 2F-7,000 zoning subdistrict, the expansive footprint offers incredible potential for a high-end multi-unit project. Tap into Jamaica Plain’s premium condo values, proven right in the immediate micro-market: look no further than the successful 4-unit townhouse development directly across the street (207-209 Chestnut) and the new construction directly behind it (23 Chestnut Sq). A+ central locale, just a short walk to Stony Brook T, SW Corridor Park, and the Brewery Complex. Buyer to perform all due diligence regarding project feasibility; broker and seller make no representations. Do not walk the lot without an appointment. No open houses.

212 Chestnut Ave, Boston

Listing courtesy of Listing Agent: Christian Iantosca Team from Listing Office: Arborview Realty Inc..

$1,875,000
9 Beds 3 Baths 73525869 MLS
Exceptional investment opportunity in Brighton! This well-maintained corner lot triple decker offers strong rental income and long-term upside in a prime location near Brighton Center. Spanning over 3,600 sq ft of living space, each sun-filled unit features 3 bedrooms, 1 bathroom, spacious living/dining areas, and fully renovated kitchens with quartz countertops, plus renovated bathrooms. Completely turnkey! Unit 1 is leased until 8/31/2027 for $3,600/month. Units 2 and 3 are leased until 8/31/2026 for $3,500/month each, offering flexibility for investors or owner-occupants. Additional highlights include side-by-side off-street parking accessible from both Union St and Snow St, a large shaded backyard, and a high-ceiling basement with direct access offering expansion or development potential. Conveniently accessible to BC, BU, Harvard, MIT, the Green Line, and Brighton Center's amenities. Don't miss your chance to invest in a prime neighborhood!

39 Union St, Boston

Listing courtesy of Listing Agent: Matt Gorman from Listing Office: EDGE Realty Advisors.

$999,000
6 Beds 3 Baths 73524734 MLS
Exceptional opportunity for investors, contractors, and developers. 34 Bicknell Street is a legal three-family property offering approximately 3,376 square feet of living space on a 6,020 square foot lot in Boston’s vibrant Dorchester neighborhood. Each unit features 2 bedrooms and 1 bathroom with spacious layouts and large front decks. The property also includes a driveway with valuable off-street parking.The home is being sold strictly “as is” and presents deferred maintenance, offering strong potential for renovation, value-add improvements, or long-term investment. All tenants are tenants at will. Listing representative is a court-appointed Special Master and makes no representations or warranties. Buyers to perform their own due diligence.Conveniently located near Franklin Park, Harambee Park, public transportation, local restaurants, cafes, and neighborhood amenities, with easy access to Downtown Boston, Longwood Medical Area, and major commuter routes.

34 Bicknell St, Boston

Listing courtesy of Listing Agent: Joseph Castro from Listing Office: Compass.

$3,020,000
73524576 MLS
Prime redevelopment opportunity along South Boston’s East Broadway corridor. 614–618 E. Broadway is a mixed-use property currently comprised of street-level commercial space (configured as 1–2 units) with four residential units above. Situated on an approximately 2,795 ± sq ft parcel, the property requires renovation or re-development and is being sold as-is. Located within Local Industrial (LI) zoning district, the site supports a range of uses. By-right uses generally include commercial, light industrial, and certain mixed-use configurations. Residential use and higher-density redevelopment may be permitted subject to approvals/relief (buyer to perform due diligence). Prominently located with strong visibility, close to the Seaport District, downtown Boston, and public transportation. Excellent value-add opportunity in a high-demand submarket. Also listed under MLS #: 73510304.

614-618 E. Broadway, Boston

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.

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