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$1,900,000
4 Beds 3 Baths NEW Status 73576215 MLS 2,083 SqFt.
Rare opportunity to own a charming, turnkey 2-family home on one of the few two-way streets in Charlestown’s historic Gaslight District. Spanning just under 2,100 square feet, this versatile stand alone property is on one of the rare two way streets in Charlestown, alongside plenty of storage space throughout the entire house. It is the perfect setup for savvy investors or owner-occupants looking for premium built-in rental income. Property Highlights. Prime Location: Situated in the highly desirable Gaslight District on a rare, accessible two-way street near local dining, parks, and transit. Stunning Views: Enjoy iconic views of the Bunker Hill Monument and exceptional natural light throughout. Storage & Amenities: Ample storage solutions throughout the house, including built-in wardrobes and shared basement laundry. Outdoor Space: Access to a shared deck and a private backyard oasis, perfect for entertaining. Unit 1 (1 Bed, 1 Bath): Features a large bedroom with a custom built-in wardrobe, bright living space, and direct access to the shared deck and backyard. Unit 2 (3 Bed, 2 Bath): Updated within the last 9 years. Boasting sun-drenched living spaces, sweeping Monument views, and three oversized bedrooms, each equipped with its own built-in wardrobe for maximum organization. Whether you look to convert to a large single family home, rent both units, or live in the upper unit while the lower unit offsets your mortgage, this Owner-Managed sale is a Charlestown gem.

23 Concord St, Boston

$1,799,000
6 Beds 4 Baths NEW Status 73575450 MLS 2,584 SqFt.
Exceptional opportunity to own a completely rebuilt and fully renovated two-family just minutes from Forest Hills Station. Renovated from the studs with virtually everything new, this turnkey property offers two spacious residences, each featuring 3 bedrooms, 2 full bathrooms, open-concept living areas, designer kitchens with quartz countertops, custom cabinetry, stainless steel appliances, and spa-inspired bathrooms. Every major component has been replaced or upgraded, including the electrical, plumbing, HVAC, insulation, windows, roof, flooring, kitchens, bathrooms, fixtures, and finishes, delivering the comfort and efficiency of new construction while preserving the property's classic character. Both units are independently HERS certified (Unit 6: HERS 54; Unit 8: HERS 50) and feature high-efficiency HVAC systems, premium insulation, air sealing verified by blower door testing, and energy-efficient windows, providing year-round comfort and lower operating costs. Perfect for owner-occupants, investors, or multigenerational living, this versatile property allows you to live in one unit while generating rental income from the other. Buyers are encouraged to consult their lender regarding the use of projected rental income for mortgage qualification. Conveniently located just minutes from Forest Hills Station, the MBTA Orange Line, Commuter Rail, Franklin Park, the Arnold Arboretum, Longwood Medical Area, Back Bay, restaurants, cafés, shopping, and major highways. A rare opportunity to own a move-in-ready, turnkey multifamily in one of Boston's most desirable neighborhoods.

6-8 Weld Hill St, Boston

$1,375,000
6 Beds 3 Baths ACTIVE Status 73574262 MLS 3,284 SqFt.
Incredible opportunity to own a fully renovated, turnkey multi-family home in an ultra desirable, uber-convenient East Boston location. Currently located in an EBR-4 zoning district, this three family home has been meticulously maintained and updated over the years. The property comes fully tenanted at market rate rents - with room to increase in the future. Updated kitchens, hardwood floors, new HVAC systems, in-building coin-op laundry and separate systems round out some of the features. This home offers a walk-up roof deck with panoramic views - great outdoor space with back patio and yard. Amazing location along MBTA bus route - walking distance to both Orient Heights and Wood Island MBTA Stations and minutes to Downtown Boston & Logan Airport - close to Constitution Beach, East Boston/MEW Greenway, shops, restaurants and more. This is the perfect investment opportunity, 1031 tax-exchange or addition to your portfolio.

651 Bennington Street, Boston

$1,150,000
6 Beds 4 Baths PRICE CHANGED Status 73561517 MLS 3,247 SqFt.
Price Drop! Two substantial & beautifully renovated homes under one roof! Ideally located near Jamaica Plain, Longwood Medical Area, Franklin Park, Harambe Park, and the renowned William J. Devine Golf Course, convenient access to public transportation and directly across from the recently redeveloped Harvard Commons. Experience modern finishes, generous living space, and off-street parking. Each unit features 3 bedrooms and 2 full bathrooms, along with exceptional closet space throughout. The spacious primary suite includes a walk-in closet, private en suite bath, and its own private deck.The upper bi-level unit boasts a bright, open-concept kitchen, dining, and living area with soaring vaulted ceilings, skylights, and a stunning center island complete with a built-in wine refrigerator. A finished third-floor bonus room with skylights provides the perfect space for a home office, playroom, fitness room, or relaxing retreat. Both units offer front and rear decks for outdoor enjoyment, open living areas ideal for entertaining, and flexible bedroom layouts that easily accommodate today's work-from-home lifestyle. The unfinished basement offers potential for additional living or storage space, while the rear yard provides a welcoming outdoor area to enjoy. Both units will be fully vacant at closing!

360 Harvard St, Boston

$899,900
5 Beds 2 Baths UNDER AGREEMENT Status 73557529 MLS 1,924 SqFt.
***BACK ON THE MARKET AT NO FAULT OF SELLER - FINANCING ISSUE...Still a fantastic West Roxbury Two-Family Opportunity! Ideally situated on a desirable side street in a great West Roxbury location, this well-maintained and move-in-ready two-family home offers tremendous versatility for an investor, rental property owner, or owner-occupant looking to live in one unit while renting the other. One unit feature 2 bedrooms and Unit 2 features 3 bedrooms per public record (a bonus room staged as a third bedroom). Hardwood floors, eat-in kitchens, separate central heat and air conditioning units, separate electric meters (100 amp each) and separate common area electric @ 50 amp, insulated windows and new screens. Recent improvements include freshly painted interiors, newly painted exterior, new kitchen and bathroom flooring, new toilets and vanities, and a new hot water heater. Roof and heating system are approximately 14 years old. Enjoy wonderful outdoor space with upper and lower front decks, upper and lower rear porches, and ample off-street parking. A large storage shed provides additional convenience and storage. Separate utilities/meters add to the property's appeal for both investors and owner-occupants. Location is a major plus! An MBTA bus stop is conveniently located just two houses away, while the West Roxbury commuter rail station is approximately ½ mile away, providing easy access to Boston and surrounding communities. The property is also conveniently located near the Longwood Medical Area and numerous renowned hospitals and medical institutions, making it an attractive option for professionals seeking convenient housing close to work. Whether you're looking to expand your investment portfolio, generate rental income, or owner-occupy while offsetting your mortgage with rental income, this property offers an excellent combination of condition, location, flexibility and value. A wonderful opportunity in highly desirable West Roxbury - don't miss it!

9 Billings St, Boston

$1,490,000
6 Beds 3 Baths SOLD Status 73541644 MLS 3,550 SqFt.
A true piece of Dorchester history - and a rare chance to live in it. This lovingly restored two-family showcases the neighborhood's finest late-Victorian architecture, sitting at the edge of storied Carruth's Hill, one of the area's most beloved enclaves, with an iconic tower-turret unlike anything else nearby. With two fully separate units and two separate driveways (Weyanoke & Bushnell), it's ideal for an owner-occupant looking to offset their mortgage - move into the first-floor unit (open living/dining, two beds, full bath) while a tenant enjoys a spacious 4+ bedroom unit across two floors with two full baths and an updated kitchen, with many updates throughout by longtime owner-occupants - the flexibility is built in. Over 3,500 sq ft total, 4+ off-street parking spaces, private patio, deck, yard and large basement. Includes an additional abutting lot for extra outdoor space and possibilities. Prime location near Adams Village, Lower Mills, the Red Line & restaurants.

25 Weyanoke Street, Boston

$1,930,000
9 Beds 3 Baths SOLD Status 73541051 MLS 3,750 SqFt.
Location, location, location! Hillside Street triple decker in the same family for a generation becoming available for sale. Property offers strong rents ($12,650/month on 9-1-26) with potential for improvement (used as 3 bedroom units but 4 bedroom layout currently exists - also a large walk up attic on fourth floor). Apartment demand is strong with tenants in place September 1st every year. Current leases run through 8-31-27. Property has seen some recent improvements including new windows in unit 3, new tile bath on second floor, and front and rear deck replacement. Exterior needs attention. Owner has quote to install new siding and window trim for $70K and new roof for $20K. There are three individual storage rooms in the basement and a walk up attic off the third floor rear stairs offering wonderful city views. Located by colleges and hospitals with strong customer demand! Showings by appointment.

68 Hillside St, Boston

$1,200,000
7 Beds 2 Baths SOLD Status 73531146 MLS 3,399 SqFt.
This is a rare opportunity to own an amazing two family investment property, either as a traditional income producing property or as an owner occupied property. The first time on the market in over 70 years, this property sits on a great corner lot with private side yard. While located on a quiet side street in the city, it still offers a private deck for the upper unit as well as a shared deck for the first unit. The property has a ton of character with the mill work, hardwood floors, stained glass windows, pocket doors just to name. The kitchens and baths have also been updated and offer an update to meet modern living needs. The property presents a chance to collect rent while you live in one of the units to help pay off your mortgage. The property offers a great commuting location with access to major roads and public transportation, with access to many nearby amenities including Oak Square and Brighton Landing. This one is worth a look, come take a peek, it will not disappoint!

87 Etna Street, Boston

$1,318,500
10 Beds 5 Baths SOLD Status 73528818 MLS 3,381 SqFt.
Turn-key Fort Hill two-family with vacant possession September 1, 2026 — owner-occupy, house-hack, or select your own tenants. Complete 2018 gut renovation in the Highland Park Architectural Conservation District: Pella windows, Hardie plank siding, central A/C and heating, dual Navien tankless, 200-amp electric, separately sub-metered utilities. Two mirrored five-bedroom units, each with stainless appliances, in-unit washer/dryer, granite counters, hardwood floors, and walk-in closets. 1st floor: 5BR/3BA. 2nd floor: 5BR/2BA. Deeded tandem two-car parking — a Fort Hill rarity. 10-min walk to Roxbury Crossing Orange Line and John D. O'Bryant exam school, minutes to Longwood Medical, Northeastern, downtown Boston, and I-93. Current gross rents $115,140/year with significant upside upon September lease restructure. Eligible for FHA 2-unit (3.5% down), conventional, or DSCR financing. Owner-occupants qualify for Boston residential exemption. Leases expire 8/31/2026.

10-12 Rockledge St, Boston

$1,179,900
8 Beds 4 Baths ACTIVE Status 73525577 MLS 3,613 SqFt.
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

$2,625,000
6 Beds 5 Baths SOLD Status 73505155 MLS 4,860 SqFt.
Stately brick 2 family situated on a corner lot in a prime location and quiet street with serene views of the Boston College campus across the street. A tremendous opportunity for an owner to live in a luxurious and expansive 3 bedroom 3 bath tastefully renovated home while collecting rental income from a 3 bedroom/2 bath rental unit. High ceilings, crown moldings, central ACs and in-unit washer and dryers in each unit, spacious bedrooms. Many built in features. All separate utilities except water. A partially finished full basement with a full bath and many storage rooms along with a washer and dryer and a 2 car detached garage are bonuses that enhance this exceptional property. Hardwood and bamboo floors, French pocket doors leading to bright sunrooms. The primary bedroom has whirlpool tub and walk in closet. Close proximity to Brighton Center, Boston College, Chestnut Hill reservoir, the Green line and all the vibrant local amenities.

39 Greycliff Road, Boston

$1,600,000
8 Beds 3 Baths SOLD Status 73451060 MLS 2,908 SqFt.
Investors take note! This free standing 3 family is centrally located on the East Side and perfect for owner occupants or investors! This property offers two 3-bedroom units and one 2-bedroom unit, each featuring a sun-filled living room with gleaming hardwood floors, spacious eat-in kitchens, and the convenience of in-unit laundry. The well maintained building is very low maintenance with vinyl siding, vinyl replacement windows, separate utilities, gas forced hot air heating systems, and a flat rubber roof. Tall ceilings in the basement offer expansion potential and there is a full interior staircase to the roof headhouse. All this only a few blocks to the beach and all of the shops and restaurants East Broadway has to offer.

151 L Street, Boston

$1,490,000
4 Beds 3 Baths SOLD Status 73421106 MLS 2,168 SqFt.
Very unique, rarely available Pondside offering - renovated modern multi-level townhouse-style home, with a 2nd income-producing unit for ADU: au pair, multi-generational living, or Airbnb. The upper townhouse on 3 floors offers a 2025 renovated kitchen, 3 beds and 1.5 baths, office nook, spacious rooms w/vaulted ceilings, dining room open to living room w/loft elevation, private balcony, skylights, open wood beams, built-ins, & private laundry. The beautifully renovated lower unit w/fully-equipped island kitchen open to the living room offers a large bedroom and walk-in closet w/laundry, and designer bath. This unit has been used as a high income-producing Air BnB grossing $5K/mo, but can be rented out long-term as well. Two car parking (one in garage) and private yard on corner lot (this is an end unit). Adjacent to Brewer-Burroughs playground and tot lot, a (free) Boston Municipal parking lot, EV charging station, shopping on Centre St, Green Street T, Arboretum, and Jamaica Pond.

2A Brewer Street, Boston

$2,450,000
9 Beds 6 Baths SOLD Status 73417594 MLS 4,162 SqFt.
Rare offering in one of Allston’s most active rental corridors - 581 Cambridge St is a turn-key, income-producing asset with long-term land value and future flexibility. Set on a massive 10,550 sqft lot, this unique compound includes two fully leased, separately metered structures: a 2-family Victorian and detached carriage house. Currently earning $13,000/month with minimal overhead, this is ideal for investors seeking stable, low-maintenance income today with the option to redevelop, condo convert, or expand in the future (buyer to verify). Well-maintained with no major capital needs, all units feature in-unit laundry and central A/C. Enjoy multiple private decks and a patio, ample off-street parking, and an unbeatable location steps from Harvard Ave, the Green Line, and Boston’s top universities. Rare opportunity to land bank in a high-demand neighborhood while earning strong, reliable returns. Open houses 8/16 12:00-2:00pm, 8/17 11:00am-1:00pm and 8/19 5:00-7:00pm

581 Cambridge St, Boston

$1,180,000
6 Beds 4 Baths SOLD Status 73394080 MLS 3,225 SqFt.
Located in the highly sought after Adams Village n'hood, this 3 unit home is being offered for the first time in generations. The 1st Fl 3BR 1.5BA apt is gracious & updated, highlighted by the granite & SS kitchen with dining peninsula open to the more formal DR. French door width opening to the large LR with south-facing replacement windows. An oversized, usable foyer/mudroom can function as treadmill or stationary bike space, separating the living side from the sleeping side of the apt. 3BRs on this side of the home with the half bath in the hall. Upstairs features a 3-room 1BR and a 4-room 2BR, both with high ceilings. 2 apartments have rear porches, and there is a nice fenced back & side yard for BBQ. There is a 2-car garage and driveway pkg Fabulous Location! This pretty one way street has loads of charm & convenience. Enjoy dinners at Lucy’s, Blasi’s, Molinari’s and so many others. Minutes to Ashmont T, Pope John Park, Rt 93 N & S.

45 Westmoreland St, Boston

$895,000
4 Beds 2 Baths SOLD Status 73388603 MLS 2,017 SqFt.
This beautiful and spacious duplex in East Boston was completely renovated in 2018 to reflect the demands of today’s upscale lifestyle. Located a block away from the Wood Island Station (Blue Line), and with plentiful/stress-free on street parking, this home is perfectly located for commuters headed in any direction. Both 2bd/1ba units have open floor plans and feature their own private back decks. With elegant kitchens containing expansive islands and granite countertops, *private laundry per unit*, stainless appliances, central HVAC (2018), hardwood flooring, and bedrooms that easily fit King Size beds, both units are desirable for either occupying or renting out. Each unit is separately metered for both gas and electric, with individual water heaters installed in 2022. Basement provides considerable space for storage. East Boston is a vibrant neighborhood with much to see and do - countless restaurants and the beach are a stone’s throw away. Come and see this gorgeous home today!

506 Bennington St, Boston

$1,125,000
9 Beds 3 Baths SOLD Status 73358024 MLS 3,735 SqFt.
Three-Unit Multi-Family in Boston – Over 3,700 Sq Ft, 8 Bedrooms! Incredible opportunity to own a spacious three-family property in Boston, offering more than 3,700 square feet of living space and a total of 8 bedrooms. Whether you're looking to live in one unit and rent out the others or expand your investment portfolio, this property offers the flexibility and potential to meet your goals. Each unit provides generous layouts, and the building is well-suited for both owner-occupants and investors. With strong rental demand in the area, this property presents the chance to generate consistent income while building long-term equity. Located in a desirable Boston neighborhood with access to public transportation, parks, shops, and dining, this is a smart buy in a high-demand market. Live here and let the other units help pay your mortgage, or rent all three for maximum return. Showings available by appointment. Don’t miss this multi-family gem.

103 Brunswick Street, Boston

$1,270,000
9 Beds 3 Baths SOLD Status 73351532 MLS 4,308 SqFt.
A Must-See Opportunity! Looking for a fantastic investment or a perfect place to call home? This spacious 3-family in Dorchester is ready for its next owner! Remodeled in 2019, this property offers three large 3+ bedroom, 1-bath units, each with plenty of potential. Move-in Ready 1st Floor – Featuring-hardwood floors, granite countertops, central AC/heat, and an in-unit washer/dryer. Opportunity Awaits on the 2nd & 3rd Floors – Updated units that just need a little TLC to shine! Major upgrades done– new roof, updated plumbing & electrical, a brand-new sprinkler system, and hardwired smoke detectors. Each unit has its own HVAC & laundry room in unit. Enjoy front and back porches plus a cozy backyard—perfect for relaxing or entertaining! Bonus Potential– A huge walk-out basement offers the possibility of an ADU or remain as extra storage space. All units will be delivered vacant—move right in or rent them out immediately! With amazing rental income potential, this one won’t last long!

247 Harvard St, Boston

$1,089,000
5 Beds 4 Baths SOLD Status 73328724 MLS 3,132 SqFt.
If you have been looking for a house with character and the wow factor; then look no further! Owner occupants and investors alike will find that this house really checks all the boxes. This property is split between a large 4 bed 3 full bath unit that spans across 3 levels of living, and a 1 bed 1 bath garden level unit that is always in high rental demand. Both units have been tastefully updated with modern amenities including smart home features, stainless steel appliances, quartz countertops, tiled bathrooms, new windows and 4 bedrooms large enough to fit king sized beds. Lets not forget about the 400sqft back deck or private fenced back yard. Curious about the location? This house is centrally located to well know Boston amenities such as 1.4 miles to the beach, 1.2 miles to Boston Medical Center, 1.4 miles to South Bay Mall and 5 blocks to the MBTA Commuter rail.

20 W Cottage St, Boston

$1,170,000
8 Beds 3 Baths SOLD Status 73306958 MLS 2,568 SqFt.
FANTASTIC INVESTMENT OPPORTUNITY!! Charming oversized 3-family rowhouse is the ideal standalone investment! All 3 units recently underwent full renovations, have spacious open-concept living rooms & dining areas, fully-applianced kitchens, lots of sunlight & rear decks in each floor. Dedicated central HVAC systems & electrical panels in each unit. Separate utilities. Excellent expansion potential in unfinished basement w/ kitchen/bath plumbing hook-ups already in place. Great investment for rental income or eventual condo conversion: Property may be developed into 3-4 separate condos (buyer to complete all due diligence, investigate any building permits, variances & other items required by city to develop). Rubber roof, newer hardwood floors through\out, de-lead certificates in-hand. Nestled in a vibrant neighborhood, super commuter-friendly location, near public transportation, T-station, downtown, shopping, restaurants, hospitals & parks. Short walk to area college.

1905 Columbus Avenue, Boston

$1,215,000
5 Beds 2 Baths SOLD Status 73257981 MLS 2,444 SqFt.
6/29/24 OPEN HOUSE CANCELLED! Looking for a 2-family to live in one unit and rent the other to build your equity and reduce your payment? Newly renovated 2 family with amazing natural light, on a peaceful, tree-lined street. This building is turn-key ready with full kitchen and bath renovations. Eat-in kitchens boast quartz counters, solid wood cabinetry, and new stainless LG appliance packages. The beautiful dining area flows seamlessly into your giant living room. All new energy-efficient windows combined with brand-new insulation throughout will ensure your comfort all year round while keeping your utility bills in check. The building was future-proofed with a brand-new electrical system to handle today's and tomorrow's electricity demands. Newly rebuilt porches provide great covered space to enjoy the outdoor weather without getting wet. Brand new driveway featuring 2 car off-street parking with ample parking on the street. New laundry area in basement.

273-275 Roslindale Ave., Boston

$885,000
4 Beds 2 Baths SOLD Status 73242468 MLS 2,332 SqFt.
Rare opportunity to own a meticulously kept two-family home in the sought-after Fairmount Hill's neighborhood of Hyde Park, steps from the Commuter Rail station. Whether you're looking for single-family living or the potential to create an exclusive two-unit condominium, this property offers unparalleled flexibility and opportunity. Why not offset your living costs with "house hacking"? Each unit features two bedrooms and one bathroom, providing comfortable living spaces while potentially generating rental income. The first-floor unit includes a private deck off the kitchen, perfect for enjoying the beautiful backyard and ideal for indoor/outdoor living. The second-floor unit offers its own private front porch. Additional amenities include a two-car garage, two extra parking spots in the spacious driveway, and two storage units in the basement. The property has been recently painted both inside and out, ensuring a fresh and welcoming environment for its new owners. Don't miss out!

45 Milton Ave, Boston

$1,150,000
6 Beds 2 Baths SOLD Status 73214262 MLS 3,350 SqFt.
OFFERS DUE MARCH 25th AT 5:00 PM! Welcome to 22-24 Wrentham Street, a meticulously maintained 2-family residence nestled in the desirable Ashmont District of Dorchester, just a short distance from Ashmont Train Station. This generous property boasts over 3,350 square feet of living space and showcases high-end finishes, stainless steel appliances, and gleaming hardwood floors. Perfect for extended family, this home could be used as a 9 bedroom. The first-floor unit features 2.5 bedrooms plus an office and stylish finishes throughout. The second unit spans 2 floors, offering 4.5 bedrooms plus an ensuite office and room for expansion. The brand-new heating system and recently replaced roof add to the property's appeal. With 4 parking spaces available in 2 driveways, parking is convenient. Relax or entertain on the custom backyard patio. Additional storage space on the third floor and a spacious basement offer flexibility for additional living space or in-law. DELIVERED VACANT.

22-24 Wrentham St., Boston

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