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$1,250,000
4 Beds 2 Baths 73568445 MLS
Attention investors- don't miss this great opportunity in one of the top neighborhoods in East Watertown with a highly desirable location! Solid two family on a spacious lot with a large rear yard- both units have remodeled kitchens and baths done in 2017, new roof in 2017, resurfaced driveway in 2019, new back entrance done in 2021 (railing, stairs, and door) and replaced supports and beams for decks. There is possible expansion potential in the walk up attic, gas heating systems, and a two car garage. This property has strong rental income, is a stone's throw from Bus 71 to Harvard Sq, short distance to Watertown Sq and Cushing Sq, Belmont, plus I-90, and Storrow Drive. Easy access to shops and restaurants.

6 Bates Rd E, Watertown

Listing courtesy of Listing Agent: Yvonne Logan from Listing Office: Coldwell Banker Realty - Lexington.

$989,000
4 Beds 2 Baths 73568335 MLS
Welcome to this charming and versatile two-family home in a highly convenient Medford location. Filled with classic character and thoughtfully laid-out living spaces, this property offers an excellent opportunity for both owner-occupants and investors. The first-floor features a spacious living room, inviting dining room with bay window and window seat, decorative fireplace, bedroom with beautiful stained-glass detail, eat-in kitchen with pantry and laundry, and a full bath. The expansive second-floor residence spans two levels and offers a living room, family room, dining room with bay window and den, eat-in kitchen, full bath, and three bedrooms on the upper level. Outside, enjoy a private enclosed yard surrounded by mature landscaping and plantings, plus the rare convenience of three-car parking. Ideally situated just minutes from Medford Square, Assembly Row, Route 93, and Routes 28 & 60, with public transportation conveniently located across the street. Close to local schools, the Medford Boat Club, shopping, dining, and major commuter routes. A wonderful opportunity to own a spacious two-family home in one of Medford's most convenient locations.

7 Pembroke St, Medford

Listing courtesy of Listing Agent: Sharon Tang from Listing Office: U3 Realty, LLC.

$985,000
5 Beds 3 Baths 73568201 MLS
Pride of ownership shines throughout this well-maintained, turnkey two-family home in sought after Westside neighborhood! Offering an impressive 13 rooms, 5 bedrooms, and 3 full baths, 91 Cedar Street is an ideal opportunity for an owner-occupant, investor, or multigenerational household seeking space, flexibility, and income potential. Unit 1 features 5 rooms, 2 bedrooms, 1 full bath, an eat-in kitchen, and the convenience of in-unit laundry. Unit 2 offers 8 spacious rooms, 3 bedrooms, and 2 full baths, highlighted by a beautifully finished upper level dedicated to a private primary suite. This special retreat includes a sitting area with a vaulted, beamed ceiling, bedroom, full bath, and an impressive wall-to-wall cedar closet. Throughout the home, hardwood flooring, high ceilings, natural woodwork, updated kitchens, and charming period details create a warm and inviting feel. Custom built-in dining room cabinetry adds even more character. Separate utilities, laundry, and ample storage make the property especially convenient for both owners and tenants. Outside, enjoy a welcoming front porch, low-maintenance vinyl siding, a two-car garage, and a lovely backyard situated on a corner lot. A neighborhood park is just steps away. The location is hard to beat for commuters and those who want to enjoy everything Wakefield has to offer. Conveniently located near the commuter rail, vibrant Main Street, Lake Quannapowitt, shopping, dining, and major highways, this property offers easy access to Boston while maintaining the feel of a welcoming neighborhood.Whether you're looking to live in one unit while generating rental income from the other, accommodate extended family, or add a strong multi-family property to your portfolio, 91 Cedar Street offers space, character, convenience, and versatility in desirable Wakefield location.

91 Cedar Street, Wakefield

Listing courtesy of Listing Agent: Meg Michaels from Listing Office: Residential Realty Group.

$1,250,000
4 Beds 2 Baths 73567841 MLS
Commuter's dream location in East Arlington! Charming and well-maintained two-family home, freshly painted and ready for its next owner. Both units feature separate entrances and hardwood floors. The first-floor unit offers 2 bedrooms, 1 full bath, living room, dining room, kitchen, and rear porch. The second-floor unit features 2 bedrooms, 1 full bath, an office/den, an open-concept living/dining/kitchen area, plus front and rear porches. Separate utilities, with gas heat on the first floor and oil heat on the second floor. Off-street parking for up to 6 cars, all side by side. Conveniently located near Alewife Station, Thorndike Field, the Minuteman Bikeway, and Capitol Square, with a variety of shops, restaurants, and the Fox Library nearby. Excellent access to public transportation and major commuter routes. A fantastic opportunity for owner-occupants or investors!

90-92 Thorndike St, Arlington

Listing courtesy of Listing Agent: Danny Zheng from Listing Office: Keller Williams Realty.

$1,200,000
6 Beds 4 Baths 73567633 MLS
Beautifully Renovated Two Family Home in Dorchester’s 02125! This beautifully maintained property combines classic Boston character with modern updates and offers an exceptional opportunity for homeowners and investors alike.The first unit features 2 bedrooms and 2 full bathrooms, while the second unit offers an impressive 4 bedrooms and 2 full bathrooms, providing plenty of space for comfortable living, extended family, or rental income. The property has undergone recent renovations, offering modern finishes and an updated feel throughout. Located in Dorchester’s desirable 02125 neighborhood, the property is conveniently situated near local restaurants, shops, public transportation, major highways, and all that Boston has to offer. A rare opportunity to own a spacious, renovated two-family home in one of Boston’s most sought-after neighborhoods. Whether you’re looking to owner occupy, accommodate extended family, or expand your investment portfolio, this property is worth a look!

20 Rill, Boston

Listing courtesy of Listing Agent: Dexter Forrester from Listing Office: NCO Realty Group Inc..

$999,900
5 Beds 2 Baths 73567357 MLS
ATTENTION DEVELOPERS AND CONTRACTORS! Bring this Spring Hill TWO family home back to life! Sitting on a dead end street off of Summer Street, this property presents a super opportunity for the owner occupant or investor. This has been a family home for many years. The first floor includes a living room, dining room, kitchen, 2 bedrooms, a full bath and back porch. The second floor is the same layout with an additional bedroom. Both units have tall ceilings, built in hutches, pantries, hardwood floors & old world charm. Gas heating, off street parking, backyard, & separate utilities. Close to schools, shops, restaurants, the Bike Path, MBTA, Boston, Davis Square, Porter Square, Boston & so much more! This property will be DELIVERED VACANT and SOLD AS IS with the remaining contents. This is your next project!

9-11 Carter Terrace, Somerville

Listing courtesy of Listing Agent: Kristin Gennetti from Listing Office: Century 21 North East.

$1,399,900
6 Beds 3 Baths 73567268 MLS
Newly Renovated brick front 2-family with RARE 4 CAR GARAGE privately situated well off the street, offering two beautiful units with the perfect combination of style, comfort, and convenience. Both units feature spacious fireplaced living rooms with recessed lighting, younger kitchens beautifully appointed with quartz countertops and stainless steel appliances, generous dining areas, well-sized bedrooms, younger tile baths, hardwood floors, and excellent storage. Each unit enjoys its own PRIVATE beautifully landscaped fenced-in yard, providing exceptional outdoor space and privacy. Additional highlights include new 2022 roof, new 2026 decks, new insulation, and ready-to-finish lower level space. An exceptional opportunity for owner occupants, investors, or extended family. Conveniently located near the Charles River Bike Path, shopping, restaurants, parks, and public transportation. Condo Ready!!!

167-169 River Street, Waltham

Listing courtesy of Listing Agent: Hans Brings RESULTS from Listing Office: Coldwell Banker Realty - Waltham.

$899,900
4 Beds 2 Baths 73566926 MLS
Spacious Two-Family Home in Prime Commuter Location!!! Welcome to this fantastic two-family home offering the perfect combination of space, convenience, and opportunity. Ideally situated in a great commuter location, this property provides easy access to major roadways and public transportation, making daily travel a breeze.Set on a generous lot with plenty of land, the property offers ample outdoor space for entertaining, gardening, recreation, or simply enjoying the privacy and room to spread out. Inside, the two-family layout provides excellent flexibility for owner-occupants, extended families, or investors.Each unit offers comfortable living space with great potential to make the home your own. The expansive grounds are a standout feature and provide possibilities that are hard to find in a convenient commuter location.Great location + two-family flexibility + a substantial lot = an opportunity not to be missed! This property can be purchased in conjunction with 164 Green Street.

219 Montvale, Woburn

Listing courtesy of Listing Agent: Michael Koster from Listing Office: Joe Bean Real Estate.

$1,500,000
1 Beds 3 Baths 73566896 MLS
A truly rare opportunity to reimagine nearly 3,000 SF on an entire floor in Boston's Leather District, just one block from South Station. Units 4A and 4B are being offered together for the first time since 1979, creating the opportunity to transform this expansive footprint into something entirely your own. The 2,052 SF 4B offers a remarkable blank canvas with newly refinished hardwood floors, an open floor plan, and the scale to create a spectacular single-level loft, or thoughtfully reconfigure the space with a dream kitchen, bathroom oasis, multiple living areas, and additional potential bedrooms. The fourth floor also has roof rights for an approximately 300 SF deck on the south side of the roof. Alternatively, the two units could remain separate, with 4A providing immediate rental income at $2,600/month. Mixed-use zoning adds further flexibility for a live/work concept, creative studio, or professional use. Offered well below the current assessed value, the pricing reflects the opportunity to add value through renovation and represents a significant discount to comparable neighborhood pricing. A freight elevator opens directly into 4B for deliveries and moving; it is not a passenger elevator, and stairs are required to access the 4th floor. The building also features a 2026 roof and newer gas-fired heat serves both units. An exceptional opportunity to create a truly one-of-a-kind property in one of Boston's most connected neighborhoods.

118 South Street, Boston

Listing courtesy of Listing Agent: Randall Horn from Listing Office: Entourage Realty LLC.

$1,019,999
7 Beds 2 Baths 73565987 MLS
Welcome to 14-16 Nazing Street, an oversized two-family on the Dorchester/Roxbury line in Grove Hall. Appraised at $1,150,000 in 2025; appraisal available upon request. Unit 1 offers 3 bedrooms/1 bath and Unit 2 offers 4 bedrooms/1 bath, plus finished bonus space on the lower level. Bonus space is not a legal third unit. Strong in-place income as reported by ownership: Unit 1 at $3,500/mo and Unit 2 at $4,500/mo, $96,000 annually. Both tenancies are at will, offering flexibility for an owner-occupant or investor. Four off-street parking spaces plus a two-car garage, with potential to explore an ADU conversion subject to City of Boston zoning approval. Convenient to bus lines, commuter rail, Franklin Park, shops and restaurants. Investor, owner-occupant and 1031 friendly. Sold as-is; Buyer and buyer's agent to verify all information, figures and permitted use. Do not disturb tenants. Join us for the Open House on Sunday, September 6th, 2026, from 2:30 PM–3:30 PM

14-16 Nazing St, Boston

Listing courtesy of Listing Agent: Stevon Baron from Listing Office: Thumbprint Realty, LLC.

$1,200,000
4 Beds 2 Baths 73565592 MLS
Welcome to this meticulously maintained two-family home nestled on a spacious flat lot of over 9,000 square feet in a serene cul-de-sac setting. This property, zoned SR3, presents a unique opportunity for investors, developers, or those looking to create their ideal residence while generating rental income. Consistently operated as a two-family home, it offers a seamless option for buyers seeking both investment potential and comfortable living. Positioned between the vibrant villages of West Newton and Auburndale, residents enjoy easy access to public transportation and major highways. Local amenities include nearby parks, trails, conservation land as well as shops, dining and an independent theater adding to the appeal of this neighborhood. Unit 1 features two well-sized bedrooms, a formal dining room with charming built-ins, and a living room. The updated eat-in kitchen includes a variety of stainless steel appliances, complemented by additional non-stainless options. Fresh paint and refinished flooring can be seen throughout, enhancing the property’s overall appeal. This unit also boasts a front sunroom that can serve as an office or additional living space, along with an updated full bathroom. The first-floor unit has a new furnace converted to gas heat. Unit 2 offers a spacious bilevel layout, occupying the second and third floors. This unit includes two bedrooms on the second floor, with a potential third bedroom or multi-purpose room on the top floor. A formal living room and dining room with a built-in hutch, along with a full bathroom and sunroom, provide ample living space. The second floor operates on oil heat, while the third floor features a built-in wall AC unit for cooling. Natural gas services are available for cooking and other utilities. With just under 3,500 square feet of total area, the home boasts an unfinished walk-out basement with around 7 feet of ceiling height, providing excellent potential for additional storage or future development. Enjoy the convenience of plentiful off-street parking with a massive driveway, accommodating multiple vehicles. This quiet, well-kept property is an exceptional opportunity in a desirable neighborhood. Whether you’re looking to invest, develop, or make it your home, don’t miss your chance to explore the possibilities this property has to offer. Schedule a viewing today and envision the future you can create!

15 Shirley Street, Newton

Listing courtesy of Listing Agent: Jeanne Marrazzo from Listing Office: RE/MAX Preferred Properties.

$1,475,000
7 Beds 3 Baths 73565570 MLS
Two-family home, complete with additional living space in the finished basement, offers the perfect blend of comfort and flexibility. Whether you're looking for a home with rental income, room for extended family, or a great investment opportunity, this property has so much to offer. The first-floor unit has been completely renovated from top to bottom and is truly move-in ready. You'll find beautiful hardwood floors throughout, recessed lighting, gorgeous cabinetry, upgraded countertops, and stainless-steel appliances, including an induction cooktop. The full bathroom features a tiled tub and shower. Custom window blinds add a finishing touch and make this space feel warm and complete. The basement has been fully finished and offers a bedroom, kitchenette, full bathroom, and laundry area. It's a great space for family, guests, or anyone looking for a little extra privacy. The second unit occupies the second and third floors and features four bedrooms, one full bathroom, hardwood floors in the living room and kitchen, plus an additional laundry room. Outside, you'll appreciate the off-street parking for approximately two or three cars, a custom-built shed with electricity, OTO smart sprinkler system, and patio with string lights. This is one of those properties that offers more than just square footage—it offers options. With multiple living spaces, thoughtful updates, and a great outdoor setup, this home is ready for its next chapter. Come see all that it has to offer!

43 Harrison Street, Somerville

Listing courtesy of Listing Agent: Jessica Mirabella from Listing Office: Coldwell Banker Realty - Lexington.

$674,900
4 Beds 2 Baths 73565114 MLS
TWO family home in prime Edgeworth location with great potential! This beauty was a family owned for many years. Bring it back to its former glory with your renovation ideas! TWO car garage with extra parking and great yard space! Nice curb appeal with granite front stairs and adorable front porch. The first floor consists of a kitchen, bedroom, living room, full bath, and bonus room. The owner's unit is TWO living levels of space, offering THREE bedrooms with a bonus room. Each unit has a flexible floor plan. Oil heat, gas cooking, and fuses for electric. Close to Malden Train Station, eateries, breweries, stores, and the vibrant Malden Center! Easy access to Assembly Row, Wellington Station, downtown Boston and major highways. Great pick up for the investor or owner occupant! Condo conversion possibility! This the opportunity that you have waited for. This property is SOLD AS IS!

51 Oakland Street, Malden

Listing courtesy of Listing Agent: Kristin Gennetti from Listing Office: Century 21 North East.

$1,250,000
5 Beds 2 Baths 73565007 MLS
This well-loved two-family home bordering the Lawrence Estates neighborhood of Medford has been well cared for by the same family for over 80 years. This home sits on a corner lot just 0.5 miles from vibrant downtown Medford Square, offering a quiet residential setting with fast access to local shops, parks and commuter routes. The house is located on 7500 sq. ft. of level land with a large yard/garden area, a two-car garage and additional parking for up to six cars in the driveway. The first-floor unit opens to a lovely foyer, living room, dining room, 2 bedrooms, 1 bath and an eat-in-kitchen. The second-floor unit consists of a large open living/dining area, 3 bedrooms, 1 bath and an eat-in-kitchen. The home has gleaming hardwood floors throughout, tile baths and front & rear enclosed porches. The large open basement contains all separate utilities for each unit. Blown in insulation, double pained windows and roof were all replaced within the past 15 years, all in good condition with plenty of life left in them. Heat & hot water are run by oil; the house has been piped for gas but is currently only being used for the dryer; this makes converting to a gas system much simpler; each unit has a separate 100 AMP service and there is a 60 AMP service for the common areas. Come turn this diamond in the rough into your forever home.

49 Webster Street, Medford

Listing courtesy of Listing Agent: Elvira Federico from Listing Office: Greenway Realty Group, LLC.

$1,395,000
4 Beds 2 Baths 73564872 MLS
Incredible investment opportunity just a block from Tufts University and half a mile from both Red and Green line T stops (Davis & Ball Sq). This 2-family home has an excellent rental history and is fully leased— unit 1 until 7/31/27 and unit 2 until 5/31/27. The first floor is a spacious 2 bedroom unit with an open living/dining area, eat-in-kitchen, and 2 porches. The second floor is 2 bedrooms plus an office, open living dining room, eat in kitchen, 2 porches, and access to an unfinished walk-up-attic which offers future expansion potential or storage. There are dedicated laundry machines for each unit in the basement. Enjoy the convenience of a garage and driveway that fits up to 3 cars and a private back patio area. 23 Burnham currently generates $6200/mo, is in great condition, and is in a top notch location. Features include slate roof, gas heating systems, beautiful wood floors and hutches in the living room, ample closet space, & more.

23 Burnham St, Somerville

Listing courtesy of Listing Agent: Katherine Malin from Listing Office: Compass.

$1,499,000
5 Beds 2 Baths 73564758 MLS
Welcome to 27 Woodleigh Rd, a well-maintained two-family home offering approximately 2,416 sq. ft. of living space in a desirable Watertown location. The property features two spacious units with separate entrances. One unit offers 2 bedrooms and 1 full bathroom, while the second features 3 bedrooms and 1 full bathroom. Both units offer updated kitchens and bathrooms and comfortable, functional layouts.Recent improvements include a newer roof (2021), two newer composite decks, and two gas hot water tanks installed in 2025. The property also offers an impressive driveway with parking for up to 10 cars.Additional space in both the basement and attic provides exciting future possibilities. The property is equipped with three electrical panels, including an additional panel that may support future expansion. The basement offers potential for an ADU, while the attic also presents potential for additional use and has independent exterior access currently enclosed within one of the bedrooms. Any ADU, expansion, or future use is subject to buyer due diligence and all required permits and municipal approvals.Conveniently located near shops, restaurants, public transportation and major routes, this property offers an excellent opportunity for an owner-occupant, investor, or multi-generational living. Easy to show.

27 Woodleigh Rd, Watertown

Listing courtesy of Listing Agent: Fabricia Guedes from Listing Office: Century 21 North East.

$860,000
6 Beds 2 Baths 73563770 MLS
Three levels, two distinct residences, and plenty of potential await at 26–28 Fountain St in Medford. Located on a dead-end street with convenient access to Route 93, MBTA connections, Medford Square dining and shops, this two-family offers generous space and a flexible layout for an owner-occupant, investor, or buyer ready to make improvements. The property has been recently rented, but it would benefit from updating and cosmetic improvements throughout, offering an opportunity for the next owner to add value and make it their own. The first-floor unit welcomes you with an entry foyer leading to a bright living room and adjoining dining area. Hardwood flooring continues into the eat-in kitchen, while the bedroom offers a large closet and is served by a full bath with a walk-in shower. Occupying the second and third floors, the larger residence features spacious living and dining room with classic built-in storage. The eat-in kitchen offers white cabinetry, stainless steel and black appliances, and separate walk-in pantry. A bedroom, full bath with tub & shower completes the main level. The heated walk-up third floor adds three additional rooms, including one with custom built-ins—ideal for bedrooms, or additional flexible living areas. Outside, a paved driveway provides three off-street parking spaces or more if you want to park on the grass. A walkout basement offers substantial storage and additional possibilities. Nearby Gillis Field and Hickey Park add to the neighborhood appeal. Bring your ideas and vision. With its desirable Medford location, substantial square footage, two-family configuration, and flexible three-level layout, 26–28 Fountain St offers a great opportunity for buyers looking to update a property and build value over time.

26-28 Fountain Street, Medford

Listing courtesy of Listing Agent: Angela Harkins from Listing Office: Lamacchia Realty, Inc..

$999,000
9 Beds 8 Baths 73563749 MLS
Rare opportunity to own two fully renovated three level townhomes in one Boson 2 family, with projected market rents of $10,500 per month an impressive $126,000 in potential annual rental income. 17–19 Clarence Street features two newly renovated, three-level townhomes, each offering approximately 1,518 square feet of modern living space. Unit 19 includes 5 bedrooms, 2.5 bathrooms, and a dedicated office, while Unit 17 offers 4 bedrooms and 4.5 bathrooms. Both residences have undergone extensive renovations, including updated electrical, plumbing, heating, kitchens, bathrooms, flooring, and interior finishes. Additional features include stainless steel appliances, hardwood floors, central air conditioning, pendant lighting, and recessed lighting. Enjoy city views from the upper level and direct roof access, offering potential for future roof-deck development (buyer to perform their own due diligence). Conveniently located near public transportation, shopping, restaurants, and neighborhood amenities, with downtown Boston just a 5 -10 minute ride away. An outstanding opportunity for investors seeking strong rental income or owner-occupants looking to live in one townhome while generating substantial income from the other.

17-19 Clarence St, Boston

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

$949,000
5 Beds 2 Baths 73562761 MLS
Fantastic opportunity to own a spacious two-family home tucked away on a dead-end street in Malden! Whether you're looking for an owner-occupied home with rental income potential or an investment property, 18 Crawford Street offers a versatile layout, generous living space and a convenient location near Malden Center. The first-floor unit features one bedroom, a living room, dining room, kitchen and full bath. The expansive second-floor unit offers two levels of living space with four bedrooms, a living room, dining room, office and full bath, providing plenty of flexibility for today's living needs. Each unit has its own dedicated laundry, adding convenience for both occupants and tenants. Charming details throughout include hardwood floors, French doors, high ceilings and abundant natural light. Outside, enjoy a private fenced-in backyard complete with a spacious patio and built-in fire pit, an inviting setting for outdoor dining, entertaining or simply relaxing. The second-floor unit also features its own private rear porch overlooking the yard. Conveniently located near Malden Center with easy access to the MBTA Orange Line and bus connections, as well as the area's many restaurants, cafés, shops and entertainment options.

18 Crawford Street, Malden

Listing courtesy of Listing Agent: Anna Mean from Listing Office: AC Realty.

$999,999
4 Beds 2 Baths 73562642 MLS
Show and Go!!!!!Exceptional opportunity to own a well-maintained two-family in a prime Somerville location! Just minutes from Tufts University, the Alewife Greenway, parks, restaurants, shopping, public transportation, and major commuter routes, this property offers the perfect combination of convenience and investment potential. Ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage, each unit features a spacious, functional layout, separate laundry hookups, and the added convenience of off-street parking—a rare and valuable amenity in Somerville. Enjoy easy access to everything the city has to offer while benefiting from one of Greater Boston's most desirable rental markets with consistently strong demand. Whether you're expanding your investment portfolio or looking for a home with income-producing potential, this versatile property is an opportunity you won't want to miss. Schedule you appointment now this won't last!!!!!

303 Alewife Brook Pkwy, Somerville

Listing courtesy of Listing Agent: Marie White from Listing Office: LAER Realty Partners.

$1,024,000
5 Beds 2 Baths 73562441 MLS
Welcome to 109 Bucknam Street, a stately two family home offering an abundance of space and potential in a desirable location. This spacious property has been owned by the same family for over 60 years and features generously sized rooms, a flexible layout, and numerous updates throughout. The home lives LARGE, with approximately 3,400 sq ft of finished space and abundance of unfinished space offering opportunities for future expansion or customization. The basement features impressive 8–9 foot ceilings, providing excellent potential for additional living or recreational space. A detached garage adds further versatility and potential. With its size, character, updates, and possibilities for future use, this unique two family property is a great opportunity for both owner-occupants and investors. THIS IS A RARE MUST SEE OFFERING!!!!!

109 Bucknam St, Everett

Listing courtesy of Listing Agent: Alexander Colarusso from Listing Office: Colarusso Realty.

$1,000,000
4 Beds 2 Baths 73562267 MLS
WONDERFUL WATERTOWN! VIDEO: https://youtu.be/5C9JQjpXhcQ OPEN HOUSE: Sun, 9/6 2-3pm Solid, meticulously maintained brick two-family in East Watertown, ideal for an investor or owner-occupant seeking immediate rental income. Built in 1939 and standing on a 5,500 SF lot, this classic two-story duplex offers 1,750 SF of living area across two mirrored 2-bedroom, 1-bath units — 10 rooms total. Each unit features a bright living room, dining area, eat-in kitchen, screened porch, and two second-floor bedrooms with a full bath. Both units currently have long-term tenants in place, making this a turnkey income property from day one.This home has been meticulously maintained with a steady stream of big-ticket updates: a new roof in 2017, boilers replaced in 2019 and 2020, a new dishwasher installed December 2025, and a new washing machine added February 2026 — giving the next owner real peace of mind on major systems and appliances alike. The full basement is split into two individual sections — one per unit — each with its own utility/mechanical space and a semi-finished room offering flexible storage or non-sleeping bonus space...add heat and you could have 1300sqft+ units! Plus an installed waterproofing system. A detached 2-car garage adds valuable off-street parking, a rare commodity in this part of Watertown.Location is a standout: the property sits directly across from the Lowell Elementary School, and is just under a mile to the Waverley Commuter Rail stop for an easy inbound commute. It's also close to MBTA bus lines and just minutes from the shops, restaurants, and everyday conveniences of Coolidge Square — including Coolidge Hardware, Dunkin', Artemis Yoga, and a mix of local eateries — as well as the broader dining and retail corridor along Trapelo Road in nearby Waverley Square. Commuters and shoppers alike will also appreciate easy access to Arsenal Yards and the Charles River Greenway/bike path system.With income already in place, meticulously maintained mechanical systems, and a location that checks the boxes for schools, transit, and walkable amenities, 67-69 York Ave offers a compelling combination of stability and long-term upside in one of Watertown's most convenient East End pockets.

67-69 York Ave, Watertown

Listing courtesy of Listing Agent: Thomas O'Connor from Listing Office: Conway - West Roxbury.

$975,000
2 Beds 3 Baths 73561593 MLS
Urban Living with Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat or a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with with full bathroom and washer & dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: David Elliott from Listing Office: David W. Elliott.

$1,499,000
7 Beds 4 Baths 73561037 MLS
Prime Lower Allston Two-Family Investment Opportunity63 Coolidge Rd is a well-located two-family residence on a quiet residential street in Lower Allston, offering excellent proximity to major university hubs and convenient transportation.The approximately 1,200 sq ft lower unit features 3 bedrooms and 2 bathrooms in a Philadelphia-style layout, including a primary suite on the second floor. The approximately 1,600 sq ft upper unit spans two levels and offers 4 bedrooms and 2 bathrooms.Both units have benefited from kitchen and bathroom renovations within the past five years, along with the addition of in-unit laundry. Current rents are $3,200/month for the lower unit and $4,400/month for the upper unit, providing strong existing rental income.There may also be an opportunity to finish the basement and add approximately 900 sq ft to the lower unit, creating additional potential for value and income.The property is located less than one mile from Harvard Business School, less than 1.5 miles from Harvard Square and Boston University, and just one block from the 66 bus stop. Convenient access to the Massachusetts Turnpike and Storrow Drive further enhances the location.An attractive opportunity for investors, owner-occupants, and developers seeking a well-positioned multifamily property with current rental income and future expansion potential.

63 Coolidge Rd, Boston

Listing courtesy of Listing Agent: Nathan Long from Listing Office: Coldwell Banker Realty - Cambridge.

$1,549,000
8 Beds 3 Baths 73561000 MLS
Prime Turnkey Two-Family Near Bow Market & Union SquareImpeccably maintained and ideally located on Summer Street, this turnkey two-family offers the perfect combination of modern updates, strong rental income, and proximity to the best of Somerville. Just steps from Bow Market and Union Square, the property features two spacious, sun-filled units with hardwood floors and renovated kitchens.Unit 1 occupies the first floor and lower level and is currently configured as a 3-bedroom, 2-bath residence, offering approximately 1,128 square feet on the main level plus 764 square feet on the lower level. Unit 2 spans the second and third floors and is currently configured as a 5-bedroom, 1-bath residence, with approximately 1,110 square feet on the second floor and 339 square feet on the third.The property generates strong rental income of $9,020 per month—$4,200 for Unit 1 and $4,820 for Unit 2. Unit 1 tenants also enjoy the benefit of three tandem parking spaces.Whether you’re looking for a turnkey investment with attractive cash flow or envision living in one unit while renting the other, this versatile property offers an exceptional opportunity in Somerville’s vibrant Union Square neighborhood.

34 Summer St, Somerville

Listing courtesy of Listing Agent: Nathan Long from Listing Office: Coldwell Banker Realty - Cambridge.

$2,100,000
6 Beds 4 Baths 73557273 MLS
A Truly Unique Opportunity in the Heart of Newton Centre. An exceptional opportunity to own both condominium units in beautifully converted two-family home. Ideally located on a pretty street in a very user friendly neighborhood. Whether you're searching for a multi-generational living arrangement, or the flexibility of owner occupancy with rental income, this could the one for you. The first floor unit features 2 bedrooms, 1.5 bathrooms, living room, dining room, eat-in kitchen, in unit laundry, central air and private outdoor living area. The upstairs residence has all four bedrooms on the same floor, where the laundry is conveniently located. The main level consists of living room with gas fireplace nook, separate dining room, office, and an open floor-plan kitchen / family area with direct access to a covered deck. Very pleasant outdoor space with level yard and lovely flowering trees and shrubs. Sensational location, minutes to Crystal Lake Beach, the vibrant shops and acclaimed restaurants, cafes and amenities of Newton Centre and the Highlands. Residents also enjoy access to Newtons highly regarded public schools, nearby parks and public transportation, and effortless commuting to Longwood Medical Area, Brookline, Cambridge, and downtown Boston. Easy access to all major driving routes. An exceptional feature of this offering is that both residences have already been legally converted into separate condominium units, providing unmatched ownership flexibility, future resale opportunities and enhanced long term investment opportunity. This is a turnkey property, with updated heating systems, central air conditioning, and an architectural shingle roof. Plus, both units are certified lead paint compliant. Listing price is considerably less than separately listed Condominiums. Once one of the Condo's goes under agreement this opportunity may no longer be available.

47-49 Clark Street, Newton

Listing courtesy of Listing Agent: Alan Stone from Listing Office: Preservation Properties.

$1,398,000
5 Beds 2 Baths 73560427 MLS
This sun drenched brick two family home sits directly on Cabot Park and features incredible sunset views overlooking Cabot Elementary School, the baseball diamonds, tennis courts and dog park at the Newtonville Ave end. Seller upgrades include 93.3% high efficiency Navien boilers with on demand hot water for each unit, Harvey replacement windows throughout, upgraded 200 amps of power into the house, replaced 2 baths and 1 kitchen and added a large rear sunroom to each unit. The 2nd floor unit features a gorgeous kitchen with southern sun exposure, quartz counters, stainless steel appliances and tons of attractive cabinetry and plenty of counter prep space. The kitchen flows into the large sunroom with a ductless mini-split system for heat & A/C that overlooks the back yard and 2 car garage. The 3rd BR could also serve as a home office, with access to the front porch for fresh air & sunsets. The first floor features a newer step in shower, and the rear family room beyond the kitchen with plenty of windows to keep everyone smiling. Plenty of additional driveway parking and some rear yard space with good garden sun. Who needs an oversized yard when just across the street are over 11 acres of Cabot Park land, all maintained by City of Newton. Let the city cut the grass, fertilize, landscape and pay taxes on the land, while you enjoy bocci, tennis, basketball, soccer, football, and League baseball. There are also two swing areas, school-age play equipment, and a fenced pre-school play area in addition to a fenced, off-leash dog recreation area. Walk into the increasingly vibrant Newtonville Sq to enjoy great food & cafes. Great commuter rail and express bus access, as well as Whole Foods, Trader Joe's and the Mass Pike to almost anywhere. You won't want to miss this one!

166-168 East Side Pkwy, Newton

Listing courtesy of Listing Agent: Ed Lyon from Listing Office: Preservation Properties.

$948,000
6 Beds 3 Baths 73560104 MLS
Your search ends today! Welcome to this well-maintained multifamily home located in one of the best spots in town — just a 15-minute walk to Center T and only 5 minutes to the highway. This home features gleaming hardwood floors throughout, high ceilings, spacious and well-proportioned rooms, gas stoves, gas heating systems, walk-up attic, and plenty of windows bringing in abundant natural sunlight. The second unit offers a formal dining room and a huge family room, making it ideal for comfortable living. Great size yard, Freshly painted and move-in ready, this property is a true cash cow — perfect for investors or owner-occupants looking to live in one unit and collect rent from the other. Priced to sell and won’t last!

13 Welsh St, Malden

Listing courtesy of Listing Agent: Chris Yang from Listing Office: Metropolitan Realty.

$2,578,000
4 Beds 4 Baths 73559606 MLS
Presenting 84-86 & 88-90 Park Street. A truly rare investment opportunity to acquire 2 adjacent two-family properties on contiguous lots, both built by the current owner and offered together as one exceptional four-unit package in a prime, highly accessible Medford location. One property occupies a prominent corner lot, enhancing the package's visibility and long-term appeal. The offering includes four 4-room units, each featuring a living room, kitchen, two bedrooms, and a full bath, including one recently remodeled first-floor apartment. Separate utilities, central air, approximately two off-street parking spaces per unit, and yard space contribute to strong tenant appeal while simplifying long-term ownership. Ideally situated with outstanding access to I-93, major roadways, public transportation, Wellington MBTA Station, Assembly Row, Medford and Haines Squares, the Mystic River, shopping, dining, and everyday conveniences. Opportunities to acquire side-by-side multi-family properties of this nature are exceptionally scarce, making this a standout offering for investors seeking scale, stability, and long-term growth potential. Also being sold as 2 separate two-family properties. See MLS#73559603 (84-86 Park Street, Medford) & MLS#73559604 (88-90 Park Street, Medford).

84-90 Park Street, Medford

Listing courtesy of Listing Agent: John Veneziano from Listing Office: REMAX Andrew Realty Services.

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