TWO FAMILY HOMES GREATER BOSTON

The way to hedge affordability in our Great Boston area is by making your first home a small mult-family.

Have tenants pay 40% + of your home while you begin to enjoy the benefits of Multi-family tax shelters.

Small Multi -family is the gateway to amplifying the powerful value in property wealth buiding

This link has the actual math and comparison over single family

https://www.cremass.com/why-multi-family/

Here are the larger Multi families that excellerate wealth creation:

https://www.cremass.com/3-4-families-greater-boston/

and here are apartment buildings investors 1031 exchange in the maximum tax sheltering ladder :

https://www.cremass.com/apartment-buildings-MA/

TWO FAMILIES GREATER BOSTON

$2,799,000

6 Beds ⋅ 6 Baths ⋅ 73594906 MLS

ONE OF KIND. Luxurious Gut Rehab Owner Occupied Victorian Estate Features 2 3Bed /3Bath Units Delivering A Balanced Classic / Modern Open Concept Living. Beautiful Foyer & Staircase. A Mosaic Stone Grotto In The Garden Level. Office Spaces , Bay Windows, over 1000 Sq Ft Mahogany Deck / Roof Terraces. 10"-15" Cathedral High Ceilings, Crown Molding, Stone Fire Place, Bose Integrated Surround Sound Systems. High Resolution Security System. Gourmet Designer Kitchens, Custom Built Cabinet, Water Stone Faucet + Pot Filler, Imported Premium "Carrara" Marble Counter Tops, "White Thasos" Stone Mosaic Splash, 6 Burner Wolf Cooktop, Jenn Air Fridge+ Convection + Speed Oven, U-Line Wine Cooler. LeGrand LED Recess Lighting. Sparkling Dark Hardwood Floors. Beautiful Stair Case. 2 Masters / 2 En- Suite. 1300 Sq Ft Master Bed Loft. Walk-in Closets & Built Ins. , All Bathrooms Feature Radiant Heated Marble Floors, Soaking Tubs, Walk-In Showers, High End Fixtures, Imported Vanities. RH Mirrors, Seamless Glass Surrounds. Security Cameras All Around. Manicured Fenced In Gardens. 3 Zone Central Air. GE W&D. 4 Off St Parking.2 Miles To Downtown, South End, Northeastern University Boston Medical & Longwood Medical.

27 Howland St, Boston

Listing courtesy of Listing Agent: Herion Karbunara from Listing Office: Herion Karbunara.

$1,049,000

4 Beds ⋅ 2 Baths ⋅ 73594513 MLS

Welcome to 16-18 Russell Road, a classic two-family home tucked along a tranquil one-way street just a short walk from downtown Winchester. The bright upper level features 3 bedrooms and 1 bath, while the flexible lower level offers a 1-bedroom, 1-bath layout with the potential to expand to two bedrooms, providing added versatility for investors, multigenerational living, or owner-occupants looking to offset their mortgage with rental income. Hardwood floors run throughout much of the home, while ductless mini-split systems provide efficient heating and cooling, complemented by a gas forced-air system in the basement*. Vinyl siding and an asphalt roof help keep exterior maintenance manageable, while ample off-street parking and a yard add everyday convenience. Located within the district for the newly built Lynch Elementary School, the home is also just a short walk to the commuter rail, a new neighborhood coffee shop, restaurants, and amenities of Winchester's vibrant town center.

16-18 Russell Rd, Winchester

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

$995,000

4 Beds ⋅ 2 Baths ⋅ 73594149 MLS

Classic 1950s traditional two-family home in a lovely, tree-lined setting with a gently sloping yard. Each apartment offers approximately 850 square feet with a traditional layout featuring living room, dining room, kitchen, two bedrooms, full bath, and an unheated sunporch off the kitchen. The first-floor apartment, formerly the owner's unit, features an updated 2017 kitchen open to the dining room. The second-floor apartment offers access to the third-floor bonus room with potential to finish. Each unit has separate gas-fired forced hot water heating with recessed radiators, gas hot water, and separate electric service. Both apartments are currently vacant, offering flexibility for an owner occupant or investor. Full basement with poured-concrete foundation, common laundry, and room to add a second laundry setup. One-car garage under with electric door opener. Conveniently located near the restaurants, cafés, and shops of Brighton Center, with Rogers Park, Charles River paths, Boston Medical Center Brighton, and Boston College nearby. Excellent commuter access to Boston from the Boston Landing Commuter Rail, the MBTA Green Line, and express bus service.

44 Mount Vernon, Boston

Listing courtesy of Listing Agent: Susan and Jen Rothstein Team from Listing Office: Hammond Residential Real Estate.

$1,790,000

6 Beds ⋅ 3 Baths ⋅ 73594051 MLS

This classic Philadelphia two-family home located in the heart of sought-after Huron Village is available for the first time in forty years. First floor unit offers living room, dining room with built-in, eat-in kitchen, pantry with washer/dryer hookup, full bath and 2 bedrooms, one of which could be converted into office or den. Sunny second floor unit features a den, living room, powder room, dining room, eat-in kitchen (with washer/dryer hookup) with large sliders leading out to a deck overlooking a gorgeous view of mature trees. The top level boasts 3 bedrooms plus a bedroom/den/office space that could easily be converted to a second full bath. Newly seeded fenced in yard makes a wonderful area for relaxation, play or gardening, and private off street parking adds to the value of this home. Steps from Fromaggio Kitchen, Sumi House, Imagine, Crate Escape and all the other wonderful shops in Huron Village. Easy access to Fresh Pond, Observatory Hill and Mount Auburn/Brattle Street corridor. This lovely home is a wonderful opportunity for multigenerational living, a chance to occupy one unit while generating rental income, or as an investment/development property. Property is being sold as is.

386-388 Huron, Cambridge

Listing courtesy of Listing Agent: Amy Tillotson from Listing Office: Leading Edge Real Estate.

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 73593969 MLS

A unique opportunity to own a desirable two-unit residence in the heart of Cambridgeport, with strong potential for development, flexible floor plans, expansive basement, rooftop deck, private outdoor spaces, off-street parking, and an exceptional location close to the Charles River, Whole Foods, Trader Joe’s, Mass Audubon’s Magazine Beach Nature Center, and prestigious universities. Unit 1 showcases 9’ ceilings with a comfortable and functional layout filled with period detail. The living room and bedroom both have bay windows and hardwood floors. Living room features floor-to-ceiling custom built-ins and a French door. Generously sized bright bedroom features a marble-surround fireplace and ceiling medallion. A good-sized eat-in kitchen with a gas stove and tile flooring, along with a full bathroom, complete the interior. Unit 2, on the 2nd and 3rd floors, offers spacious, airy two-level living with a flexible floor plan, two bedrooms, two full bathrooms, hardwood floors, dedicated home office, and expansive roof deck. The second floor features a welcoming living room, sunny family room, eat-in kitchen with generous cabinets and gas stove, bedroom with large closet, full bathroom, and home office – an ideal setup for a work-from-home lifestyle. The third floor is a private primary bedroom suite, complete with full bathroom and direct access to the private outdoor roof deck. This exceptional deck with views of trees and urban landscape is a unique, much-coveted extension of the home, ideal for relaxing or entertaining. Roof deck offers potential to expand the 3rd floor living space. Property amenities include water filtration system, separate gas heat and hot water systems, laundry, patio and yard space, one deeded off-street parking space. Resident permit parking is also available on the street. The large basement has high ceilings and offers huge development potential. Ideally situated on one of Cambridgeport’s beautiful tree-lined streets, the property is less than ¼ mile from the Charles River, Whole Foods Market, and Trader Joe’s. Minutes to Mass Audubon’s Magazine Beach Nature Center, vibrant restaurants, cafés, parks, and neighborhood amenities. Convenient access to Central and Harvard Square, MIT, Harvard, BU, public transportation, and major commuter routes. A distinctive Cambridgeport property with potential for development, combining two residences, flexible living space, valuable private outdoor areas, parking, and an outstanding location.

247 Chestnut St, Cambridge

Listing courtesy of Listing Agent: Anne M Kennedy from Listing Office: Coldwell Banker Realty - Newton.

$739,000

4 Beds ⋅ 2 Baths ⋅ 73593921 MLS

Lowest priced 2 family on the market in Malden and a great property for owner occupied or investor. This 2-family home is well-maintained and offers a great combination of comfort, updates, and potential. Each unit features 2 bedrooms, an updated kitchen, a pantry, hardwood floors throughout, and front and rear porches. Both units are equipped with mini-split systems for added heating and cooling comfort. The property also features updated electrical panels, some newer windows, and a roof replaced in 2020. Separate utilities for each unit provide added convenience and flexibility. A large basement offers excellent storage and utility space, while the walk-up attic presents potential for future expansion. Washer/Dryer included in sale. Additional highlights include solar panels and a detached 2-car garage, making this a versatile property with both practical amenities and future possibilities. 2nd unit rent includes electricity; however, each unit is separately metered for future flexibility. Tenants are TAW.

57 Upham Street, Malden

Listing courtesy of Listing Agent: Joseph Duggan from Listing Office: Trinity Real Estate.

$849,900

5 Beds ⋅ 3 Baths ⋅ 73593838 MLS

RARE OPPORTUNITY IN EVERETT'S DESIRABLE GLENDALE NEIGHBORHOOD! Discover the space, flexibility, and investment potential of this oversized, VACANT 2-family home offering over 3,000 sq. ft. of living space! Ideal for owner-occupants, first-time buyers, and savvy investors looking to maximize value. Freshly painted inside and out, with repaired decks, an updated basement, and numerous improvements. Additional updates include tankless (2021), roof is from 2006, and front porch (2013). Unit 1 features 2 bedrooms, living room with fireplace, dining room, and kitchen. Unit 2 offers 3 bedrooms, living room with fireplace, dining room, and kitchen. Hardwood floors throughout, walk-up attic with finishing potential, rear decks, 1-car garage, and fenced-in yard. Excellent value-add potential, including possible conversion to a 3-family (buyer to verify zoning, permits, and approvals). Conveniently located near public transportation, shopping, restaurants, and major routes. PROPERTY IS VACANT AND EASY TO SHOW! DON'T MISS THIS OPPORTUNITY Some photos have been virtually enhanced and staged.

14 Harding Ave, Everett

Listing courtesy of Listing Agent: Ana Roque from Listing Office: Property Investors & Advisors, LLC.

$1,099,000

5 Beds ⋅ 2 Baths ⋅ 73593805 MLS

Space, character, and an exceptional Watertown location come together in this two-family home offering 2,176 sq ft of living space! The vacant first-floor unit features three bedrooms, a full bath, freshly refinished hardwood floors, fresh paint, all-new replacement windows, and charming original woodwork and built-ins. The kitchen offers new flooring and appliances, while the entire unit has been deleaded with a Certificate of Compliance. Upstairs, the tenant-occupied second unit features two bedrooms, a full bath, hardwood floors, in-unit laundry, and an additional sunroom offering flexible space for an office or storage. Currently rented for $2,700 per month with a lease through July 2027, this unit provides immediate rental income. Major improvements include two brand-new oil tanks, two new hot water heaters, updated 100-amp electrical panels, and separate utilities. Both units enjoy rear decks overlooking a very spacious, fully fenced shared backyard. A one-car garage for storage and off-street parking for approximately 4–6 vehicles add further appeal. Ideally located near Watertown Square, Arsenal Yards, the Charles River Greenway, public transportation, and major routes into Cambridge and Boston. An outstanding opportunity to enjoy owner-occupancy with rental income in a desirable Watertown location!

44-46 Quimby Street, Watertown

Listing courtesy of Listing Agent: Adriana Scholz from Listing Office: Lamacchia Realty, Inc..

$1,250,000

6 Beds ⋅ 3 Baths ⋅ 73593703 MLS

Rarely does an opportunity present itself to acquire a good-sized, sun-filled Victorian dwelling that perfectly blends classic architectural charm with extensive modern updates. Situated in a prime location within close reach of local services, schools, Fellsmere Pond, the Orange train line, and major routes, this character-filled two-family house has been beautifully updated and is in excellent, turnkey condition. Both units feature fully renovated kitchens, upgraded bathrooms, brand-new flooring, and fresh paint throughout, offering an immaculate living space ready for immediate occupancy or investment. The versatile space is thoughtfully designed across both levels to accommodate generous living arrangements. The first-floor unit features two comfortable bedrooms with a bright, welcoming layout. The upstairs unit spans two levels and offers four spacious bedrooms, two full bathrooms, and a large living room that provides ample room for relaxation and entertaining. Highlighted by soaring high ceilings and fine hardwood finishes, the interior creates an open, airy atmosphere that fills each room with natural light. In addition to its refined indoor spaces, the home provides delightful outdoor features and practical everyday benefits. Enjoy morning coffee or evening gatherings on the classic wrap-around porch, alongside the convenience of plenty of off-street parking. Whether you are looking for an exceptional owner-occupied option with rental income potential or a worry-free multi-family investment, this property delivers incredible comfort, convenience, and value. Open House: 11:00 AM – 1:00 PM, Saturday & Sunday, 10/24 and 10/25

485 Pleasant St, Malden

Listing courtesy of Listing Agent: Angela Cui from Listing Office: Keller Williams Realty.

$999,000

7 Beds ⋅ 4 Baths ⋅ 73593446 MLS

Discover the possibilities in a prime Malden location! This side-by-side two-family home offers flexible living arrangements, spacious layouts, and the potential to make the property your own. Both units feature three levels of living space and hardwood floors. Unit 1 is vacant and ready for its next owner or tenant. The first floor features a living room and dining room combination, full bathroom, and kitchen. Upstairs, the second floor offers three bedrooms and another full bathroom, while the top floor provides a fourth bedroom with added flexibility for guests, a home office, or additional living space. Unit 2 offers an opportunity to generate rental income from day one, with established tenants paying $3,250 per month through June 2027. The first floor features a combined living and dining room, a half bathroom, and a kitchen. The second floor offers two bedrooms, a den or home office, and a full bathroom, while the top floor features a third bedroom. Both units also offer basement laundry, and the property includes two off-street parking spaces. Conveniently located near the Northern Strand Community Trail and Green Street Park, with easy access to the Orange Line, downtown Malden’s shops and restaurants, Assembly Row, Encore Boston Harbor, and major routes into Boston. Whether you’re looking to expand your investment portfolio, owner-occupy while generating rental income, or explore the possibilities of a two-family property, 108 Madison Street is an opportunity worth exploring.

108 Madison St, Malden

Listing courtesy of Listing Agent: Wilson Group from Listing Office: Keller Williams Realty.

$1,399,000

6 Beds ⋅ 2 Baths ⋅ 73593416 MLS

Renovated and well maintained two-family on a corner lot between Waverley Square and Belmont Center, with major updates already done: foundation reinforced and basement waterproofed (2022), new roof (2024), new insulation, shingles and Trex back porches (2025), exterior paint (2025), new water line from the street, and full rewiring. The first floor unit has 2 bedrooms and 1 bath, a renovated kitchen with granite counters and stainless steel appliances, living room, dining room, and a large pantry with laundry. The second floor unit spans two levels with 4 bedrooms and 1 bath, a renovated kitchen with granite counters and stainless steel appliances, living room, dining room, large pantry, in-unit laundry and a private deck. The third floor offers an open primary bedroom with vaulted ceilings and a 4th bedroom, with water, sewer and gas lines already in place for a second full bath and a gas fireplace. 4+ off-street parking spaces. The first floor unit is rented for $3,000 until 6/30/27, and the second floor unit will be delivered vacant. A great fit for an investor, an owner-occupant offsetting the mortgage with rental income, or multigenerational living. Close to the Waverley and Belmont Center commuter rail stops (to Porter Square and North Station), shopping, restaurants and parks.

257 Waverley St, Belmont

Listing courtesy of Listing Agent: Simon Gray from Listing Office: Coldwell Banker Realty - Newton.

$1,125,000

5 Beds ⋅ 3 Baths ⋅ 73592962 MLS

Well maintained brick & Vinyl two family, first floor consists of a living room, kitchen, two beds and full bath. Top unit rehabbed in 2010, central air, Large modern kitchen with granite island, open floor plan with formal dining area, a fireplace'd Family room, full bath with laundry, top floor consists of two bedrooms. This well maintained multi-family boasts updated 300 amp electrical, ample off street parking, coin op laundry for tenants as well as two storage sheds, great for tools, motorcycles, bikes and more!

24 Charles St, Watertown

Listing courtesy of Listing Agent: Jamie Venezia from Listing Office: Real Estate Pros Inc..

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

TWO FAMILIES GREATER BOSTON

How much is your home worth?

How much is your home worth?