Boston MA Real Estate, Homes for Sale With Family Room

5 Beds ⋅ 4 Baths ⋅ NEW Status ⋅ 73596167 MLS ⋅ 2,986 SqFt.

Charming and rarely available 3 family home in the coveted Peter's Hill neighborhood. Tucked between the 265 acre Arnold Arboretum and Roslindale Village, moments to shops, restaurants, Farmer's Market, parks, Community Center, Library, Commuter Rail, buses and more. Great architecture and details, with stained glass, French doors, mantels, built-ins and hardwood floors. 3 levels of living space with one unit per level. 5 total bedrooms, 3 baths in the units. Each have open concept kitchens. Units 1 & 2 with heat pumps/mini-splits for heating/cooling installed 2025. Unit 3 has skylights. Partially finished basement has an additional half bath with laundry, workspace and storage. Former garage is now a studio, ideal for music, art, business, etc. Lush back yard and patio for relaxation, BBQs, firepit and gardening. Driveway parking for 2-3 cars, All units are currently occupied, with leases and TAW. A special opportunity for extended family, owner-occupant or investor. Possible condo conversion or revert back to a single family home. Welcome to Peter's Hill, where City meets Country, where you can enjoy culture and nature alongside the views of the Boston Skyline.

21 Conway St, Boston

$1,400,000

6 Beds ⋅ 8 Baths ⋅ NEW Status ⋅ 73595726 MLS ⋅ 5,076 SqFt.

Design your home, and let the other side help pay for it. Extensively rebuilt on Wellington Hill, 29–31 Westmore Road is a two-family townhouse property with Boston skyline views from one of the city's highest residential perches. Each unit offers 3 bedrooms, 3.5 baths, and four levels of living, rebuilt from the frame with a new third level added and wrapped in James Hardie siding.No. 29, the larger of the two, is yours to finish exactly as you envision. All rough-ins are complete, heat pump heating and cooling is installed, and drywall is in place. A flexible lower level with egress offers room to add a fourth bedroom. Hardwood flooring, tile, and a quartzite double-vanity top are included with the sale. The vaulted top-floor primary suite opens to a private porch, the baths have built-in niches, and there's a dedicated laundry room.No. 31 is finished and ready to rent from day one. The chef's kitchen features quartzite counters, an oversized island, gas cooking with a pot filler, and Signature Kitchen Suite and LG Studio appliances. The vaulted primary suite has a walk-in closet and a marble and black granite bath with a soaking tub, separate shower, and Riobel fixtures. Two more en-suite bedrooms, a limestone junior bath, second-floor laundry, three porches, and off-street parking complete it.Both units feature heat pump systems and low-VOC finishes for cleaner indoor air. For the right offer, the seller will consider completing No. 29. Just 15 minutes from downtown Boston.

29-31 Westmore Road, Boston

$1,600,000

3 Beds ⋅ 4 Baths ⋅ NEW Status ⋅ 73595483 MLS ⋅ 2,802 SqFt.

Rarely available, premier Jeffries Point multi-family offering sophisticated urban living and strong investment upside! Perched in one of East Boston's most desirable pockets, this exceptional row-end two-family home captures natural light and delivers breathtaking, views of the Boston Harbor and downtown skyline. The property features a spacious, flexible layout across multiple levels, highlighted by a stunning owner's triplex complete with a gas fireplace, custom built-ins, an upper-level entertaining wet bar, and a private walk-out roof deck framing iconic city views. Additional highlights include gleaming hardwood floors, open-concept living spaces, a bonus finished lower level, separate utilities, and rare off-street parking for up to 4 vehicles on a separately deeded adjacent lot. Steps from the Maverick Blue Line T-station, the Harborwalk, waterfront parks, and Eastie's best dining and local cafes. A truly turnkey lifestyle asset for an owner-occupant or savvy developer looking for an elite Boston footprint!

24 Haynes Street, Boston

$2,549,000

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73594923 MLS ⋅ 3,834 SqFt.

Built in 2009, this free-standing three-family on the East Side is being offered for the first time. Unit 1 has an open-concept layout kitchen, dining and living 2 bedrooms, 2 baths, a family room, a laundry closet and direct garage access. Units 2 and 3 also have a generous open concept layout kitchen living dining each with 2 bedrooms, 2 baths and a laundry closet. Decks, a large yard and rare drive-in parking add to the appeal. The home offers 3,834 sq ft of living space on a 3,125 sq ft lot.The location is hard to beat: a 3-minute walk to Independence Park, 5 minutes to the beach, and a short stroll to Castle Island, with all bus lines one block away. Shopping, dining and amenities are within walking distance, and the Seaport, the Pike and the highway are easy to reach.Currently under-rented, the property will be delivered vacant and as-is at closing, making it a great choice for an owner-occupant or an investor. A newer build, a true free-standing structure and a convenient location in City Point

839 E Second St, Boston

$899,900

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73593279 MLS ⋅ 2,590 SqFt.

Discover an exceptional investment opportunity at 94 Chelsea Street in East Boston! Priced at $899,900, this three-family property offers strong income potential in a desirable Boston neighborhood.Even more exciting is the potential to convert the property into a legal four-family, similar to the nearly identical property immediately to the left. If feasible and approved by the appropriate city departments, this could create an additional income-producing unit and further enhance the property's long-term value.The property will be delivered completely vacant, free of all occupants and tenants, giving the new owner a clean slate to execute their investment strategy without the complications of existing tenancies.Whether you're an experienced investor looking to maximize rental income, pursue a condo conversion, an owner-occupant seeking to offset your mortgage, or an investor pursuing value-add opportunities, this property offers multiple avenues to build equity and long-term wealth.Conveniently located near local amenities, restaurants, public transportation, and major commuter routes, 94 Chelsea Street presents an opportunity to capitalize on East Boston's strong real estate market.Three units today, with the potential for four. Delivered vacant. Endless possibilities. Bring your vision and explore the opportunity!

94 Chelsea St, Boston

$2,299,000

11 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73586174 MLS ⋅ 4,160 SqFt.

Rarely does a two-family home offer this combination of space, light, privacy, and flexibility. Beautifully renovated just two years ago, this expansive Brighton property provides an exceptional opportunity for a family seeking a generous primary residence with additional rental income, multigenerational living, or simply the flexibility to accommodate changing needs over time. The primary residence features a sun-filled open kitchen, dining, and living area with high ceilings and large windows. A spacious kitchen island provides the perfect gathering place for family and friends, while a private deck overlooking a wooded setting offers a peaceful outdoor retreat. Three bedrooms and a full bathroom complete this level. Upstairs, the oversized primary bedroom offers a true retreat, with an exceptionally large walk-in closet/dressing room and en-suite bathroom. An additional bedroom and full bathroom provide flexibility for family, guests, or a home office. In-unit laundry and dedicated parking add everyday convenience. The second residence offers tremendous flexibility, with an open kitchen and living area featuring high ceilings and large windows, three bedrooms, and a full bathroom on the main level. A lovely patio overlooking a wooded area extends the living space outdoors. The lower level offers a comfortable TV/recreation area, three additional bedrooms, and two full bathrooms, along with a dedicated laundry room, cable and parking. With six bedrooms and three bathrooms, this residence is ideally suited for a larger household or rental use. Together, the property offers twelve bedrooms, six bathrooms, two kitchens, multiple living and entertaining spaces, private outdoor areas, laundry, and parking—an extraordinary amount of space and flexibility. Conveniently located near public transportation, major highways, restaurants, BC, Harvard, BU, Logan Airport and neighborhood amenities, this distinctive two-family home offers an opportunity to live comfortably while creating additional income or accommodating extended family. Live in one residence and rent the other, create a multigenerational home, or enjoy the flexibility of having space for family, guests, and future needs. This is a rare opportunity to own a two-family home with possibilities rarely found in one property.

32-34 Perthshire Road, Boston

$1,380,000

10 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73582394 MLS ⋅ 4,119 SqFt.

Listing withdraw due to severe weather. Will relist it next week.. Investor opportunity in a prime Boston location! Located just an 11-minute walk from the T, this rarely available brick two-family offers approximately 3,246 square feet of above-grade living space. Currently configured and leased as 10 bedrooms, it features spacious rooms, high ceilings, hardwood floors, two fireplaces, abundant natural light, a finished basement, two garage bays used for storage, six off-street parking spaces, and a fenced yard. Projected gross rental income is approximately $117,600 annually. Public records identify six bedrooms; buyers and agents should perform their own due diligence regarding use, permits, income, and expenses.

7 Portina Rd, Boston

$2,250,000

11 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73581591 MLS ⋅ 4,053 SqFt.

A standout three-family offering in Brighton with the space, location, and flexibility to support a variety of ownership strategies. Currently generating rental income, this substantial property provides an appealing opportunity to enhance returns over time through thoughtful improvements and repositioning. Off-street parking adds further value in this sought-after Boston neighborhood. Whether held as a long-term investment, incorporated into a larger portfolio, improved for future appreciation, or occupied while collecting income, the possibilities are considerable. Conveniently located near Boston Landing, New Balance, the Commuter Rail, dining, shopping, and neighborhood amenities, this is a distinctive opportunity in a well-connected and continually evolving section of Brighton.

110 Murdock St, Boston

$1,050,000

9 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73579471 MLS ⋅ 4,140 SqFt.

Bring your vision and renovation expertise to this three-unit residential building offering a substantial value-add opportunity in Dorchester. With its distinctive multi-story exterior, classic Boston residential character, attractive street-facing façade, and prominent bay-style window features, the property offers a compelling canvas for an investor, contractor, or owner-occupant. The building features multiple levels with spacious living areas, numerous bedrooms, hardwood flooring in several rooms, high ceilings, and large windows that bring natural light into the interiors. Each unit offers its own kitchen and bathroom spaces, providing an existing framework for a comprehensive renovation and modernization. Covered and enclosed porch areas, along with multiple rear outdoor spaces, create additional opportunities for future enjoyment and appeal. The rear of the property includes additional access, a side/rear walkway, private outdoor space, and off-street parking accommodating multiple vehicles. A garage/utility structure and lower-level basement space provide additional storage and workspace potential. The property is in need of significant work, presenting an opportunity to reimagine the existing interiors and create value through thoughtful renovation. With its three-unit configuration, generous footprint, flexible room layouts, outdoor areas, parking, and lower-level space, this property offers plenty of potential for a buyer looking to undertake a meaningful renovation project. An excellent opportunity to transform an existing Dorchester property into a refreshed multi-unit investment while taking advantage of its existing structure, character, and versatile layout.

374 Geneva Ave, Boston

$1,025,000

4 Baths ⋅ ACTIVE Status ⋅ 73576231 MLS ⋅ 2,318 SqFt.

Investor and owner-occupant opportunity in Roslindale. This spacioushree-family investment opportunity located near Roslindale Village, one of the area’s most desirable and well-connected neighborhoods. This property offers a flexible layout ideal for investors, owner-occupants, or buyers seeking a combination of rental income and additional living or workspace.The ground-level unit features a one-bedroom layout and is currently ready to be positioned at market rent or utilized by an owner-occupant. Unit 1 offers a functional living arrangement with a modern kitchen, generous cabinet storage, and access to a private deck—an attractive amenity for outdoor dining, entertaining, or relaxing.Unit 2 features two bedrooms, two bathrooms, and two dedicated office spaces, providing added flexibility for remote work, a home office, or additional living space. The top-floor location offers increased privacy and abundant natural light. Conveniently located just minutes from Roslindale Village, the property provides easy access to neighborhood restaurants, cafés, shopping, schools, public transportation, and other local amenities. Unit 1 and Unit 2, Certified Lead A strong opportunity for investors, portfolio buyers, or owner-occupants seeking a well-located property with a flexible layout in the Roslindale market. Request more information for pro-forma

57 Hemman St, Boston

$2,500,000

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573042 MLS ⋅ 3,593 SqFt.

Located on a gas-lit street near Monument Square, this rarely available, 4BR/3.5BA, two-family home offers 3,593+sf and an extraordinary opportunity for an owner occupant to live in the "owner's unit" and keep a tenant in 1st floor unit; or buyers looking to convert into a spectacular single family home; or a developer/investor to convert into two high-end condos. The grand entrance is defined by soaring ceilings, period moldings, and a sweeping staircase that leads to an impressive formal living room. An elegant dining room flows into a chef’s kitchen with luxury finishes and top-tier appliances. A charming family room w/wet bar and gas FP provides an inviting hub for daily living. A spacious primary suite w/fireplace has ample closet space and marble spa bath. An addt’l bedroom and full bath complete this level. The separate entrance, 1BR rental unit in the rear of the first floor is well maintained. The crown jewel is an expansive 480sf private roof deck w/head house, wet bar, and panoramic views of the harbor, Monument, and Boston skyline. An unfinished basement offers future expansion capabilities, and a lush garden patio completes this special offering.

51 Chestnut Street, Boston

$1,161,000

6 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73570456 MLS ⋅ 3,611 SqFt.

Turnkey two-family home spanning three finished floors, perfect for multi-generational living or an owner-occupant seeking high-yield rental income.The remodeled first floor features five rooms, including two bedrooms, two full baths, and modernized kitchen complete with new granite countertops, a functional center island, and seamless access to the outdoor living area. The spacious second-floor unit offers six rooms, a full bath, and an impressive kitchen equipped with an L-shaped granite breakfast bar, a walk-in pantry with washer/dryer, and a sun-drenched breakfast nook. Classic architectural detail shines in the main living area, where a beautiful natural wood archway leads into a private sunroom alongside a formal dining room and a flexible space for a second bedroom or family room. The top floor expands your living space with a large bedroom suite, sitting area, flexible guest room/storage, and a dedicated 3/4 bathroom. Enjoy effortless city living with easy access to vibrant Roslindale Village—home to popular local dining, shops, and the famous Farmers Market—plus seamless commuting via nearby MBTA bus routes and the Roslindale Village Commuter Rail line directly into downtown Boston

44 Wellsmere Rd, Boston

$975,000

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73572214 MLS ⋅ 2,246 SqFt.

Two-family house on a quiet street, within walking distance to Brighton Landing, shopping, and the commuter rail. Tenants on a 90-day TAW (ask Broker for details). Everything is separately metered, with one new heating system and a new hot water tank. Front porches on both the first and second floors. Easy access to Soldiers Field Road to Boston and the Massachusetts Turnpike East and West, and Arsenal Yards in Watertown. Spacious separate apartments with older kitchens and baths.Extra storage in the basement and a small fenced yard in back. Tenants pay all utilities; 90-day TAW agreement. Could maybe be made into a 3-family by separating the second and third floors; ask the listing broker. 2nd & 3rd currently rented as a 3-bedroom apartment. Long-term excellent tenants in both units.

28-30 Etna St, Boston

$1,370,000

7 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73567199 MLS ⋅ 3,669 SqFt.

**Stunning Oversized Two-Family in Prime Roslindale Location!** Take a journey through this exceptional home to experience space, character, flexibility, and all the amenities you've been looking for. The spacious upper unit spans two level- the second floor features a bright living room, dining room with decorative beams with fireplace, eat-in kitchen with island and pantry area, large rear deck, and a dedicated home office with private front deck. Two bedrooms and a full bath complete this level. Then then third floor offers a spa-like bath, additional family room/living area (or 5th bedroom), and two large bedrooms with vaulted ceilings. A dedicated laundry room plus two heat/cool zones add comfort and convenience. The first-floor unit, currently rented, offers a welcoming foyer, living room, dining room with fireplace, eat-in kitchen with laundry in the pantry, two bedrooms, and a full bath. Also has direct access out to back deck and great backyard. The basement provides abundant storage, and direct walk-out access to the yard. The driveway accommodates 4+ cars, plus a small garage. This home is once-in-a-lifetime opportunity to mix home ownership with the investment quality of multi-family. ** Offers due Monday, August 31 by 6pm** Multiple offer situation.

39 Ainsworth St, Boston

$965,000

6 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73561134 MLS ⋅ 3,321 SqFt.

INVESTORS/CONTRACTORS SPECIAL!!! This 3-family is a great opportunity that needs work but is solid. Cash Sale only!!! This property will not pass traditional financing. Walls are exposed due to unknown water damage. Property is being sold strictly AS-IS. Seller and Broker make no representations or warranties, express or implied. Each unit has 2-bedrooms, livingroom, diningroom, front and rear porches. Newer roof, siding and HVAC less than 10 years.

35 Alpha, Boston

$1,005,000

5 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73560534 MLS ⋅ 2,856 SqFt.

Welcome to 14 Wabon Street, a distinctive two-family home in the Grove Hall/Washington Park area, where classic Boston character meets thoughtfully updated interiors and inviting outdoor space. The deep-plum exterior with black accents, mature plantings, front porch, private paved driveway, fenced gravel yard and concrete patio create strong curb appeal and a private setting for relaxing or entertaining. Unit 1 offers two bedrooms, one full bath, high ceilings and hardwood floors, with the kitchen, bathroom and flooring updated in 2022; the unit is currently tenant occupied. Owner-occupied Unit 2 will be delivered vacant and offers three bedrooms across two levels, along with a spacious family room, dining room, updated kitchen and full bath. Its kitchen and bathroom were updated in 2023, while the finished third floor features skylights and flexible living space. Below, the full unfinished basement offers interior access, a concrete floor, generous ceiling height, shared laundry, ample storage and potential for future finished space or an internal ADU. Additional highlights include separate gas heating systems. Conveniently located near Franklin Park, Grove Hall Shopping Center, public transportation, neighborhood amenities and the planned Grove Hall Community Center with a pool and gym, this property presents an exceptional opportunity for an owner-occupant or investor.

14 Wabon St, Boston

$2,250,000

11 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73547741 MLS ⋅ 5,489 SqFt.

Charming multi-family on massive, beautifully landscaped 10,000+ SF lot with 17 off-street parking spaces! This nicely maintained property features 3 updated, well proportioned units: The first & ground floor consists of an oversized 5 bedroom/2 bath duplex with 2 large living rooms, dining room and fireplace. The second floor is a very spacious 4 bedroom/2 bath apartment with gleaming hardwood floors and huge modern eat-in kitchen. The third floor is a recently renovated, unique loft style unit with 2 equal sized bedrooms and 1 bath. All apartments feature in unit laundry, hardwood floors and recent paint. Strong rental history; fully leased through August of 2027. Steps to Boston College, Cleveland Circle, shops, restaurants, parks, jogging trails, golf, the MBTA Green B, C & D lines and more. This is a wonderful opportunity for an investor or owner occupant. Assessed as 4-8 unit property. Huge expansion/development potential! First showings at open house Sunday 7/12, 11:30am-1:00pm

1847 Commonwealth Ave, Boston

$980,000

7 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73535647 MLS ⋅ 3,336 SqFt.

Exceptional opportunity to own a spacious 3-family property in the heart of Dorchester. This income-producing multifamily features three well-designed units with generous living spaces, abundant natural light, and functional floor plans ideal for both owner-occupants and investors. Each unit offers comfortable bedrooms, spacious kitchens, and inviting living areas designed for everyday living. The property provides excellent rental income potential while offering flexibility for multigenerational living or portfolio expansion. Conveniently located near public transportation, major highways, shopping, restaurants, schools, and neighborhood amenities, this property combines strong investment value with urban convenience. Don't miss the chance to own a prime multifamily asset in one of Boston's most vibrant and sought-after neighborhoods.

25 Wheatland Ave, Boston

$1,799,000

8 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73534721 MLS ⋅ 4,602 SqFt.

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

61 Wayland Street, Boston

$1,000,000

6 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73530354 MLS ⋅ 2,768 SqFt.

RESPLENDENT ROSLINDALE MASSIVE MULTIFAMILY!. BEST PRICE IN ROSLINDALE PERIOD! 2-family home available for first time in 20 years offering just under 3000sqft of living space including 14 rooms, 6 beds, 3 full baths, and 4 porches—just a 2-min walk to vibrant Roslindale Square! Value Range Pricing: $950,000–$1,100,000—all offers in range considered. Features wood floors, eat-in kitchens with gas stoves, butler’s pantries, dining rooms with built-in hutches & leaded glass. Well-maintained with updated thermopane windows, recent roof, upgraded electric, separate gas heat & hot water. Third floor has 2 egresses—ideal for ADU/in-law use. Partially finished basement with walk-out also offers ADU potential. Driveway + 2 CAR GARAGE. Near shops, dining, bus & commuter rail. Perfect for investors or owner-occupants seeking charm, space & location. WILL BE DELIVERED VACANT!

4093 Washington St, Boston

$1,275,000

9 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73524776 MLS ⋅ 4,833 SqFt.

Welcome to 26 Merrill St in Dorchester — a well-maintained triple-decker that has been lovingly cared for by the same owners for over 20 years. This rare investment opportunity features spacious units with functional layouts, abundant natural light, and charming front and back balconies perfect for enjoying outdoor space. Units 2 and 3 offer the potential for a fourth bedroom, creating added value and income potential for investors or owner-occupants alike. Conveniently located near the Franklin Park Zoo, public transportation, shops, restaurants, parks, and major highways, this property offers strong rental appeal in one of Boston’s most desirable neighborhoods. A perfect opportunity for investors looking to add a solid multi-family asset to their portfolio.

26 Merrill St, Boston

$1,275,000

6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73518491 MLS ⋅ 2,138 SqFt.

Opportunity Knocks!Rare three-family investment opportunity in a prime location, just a short walk to Pavement Coffeehouse, Barry’s Corner, Trader Joe’s, and the Boston Landing commuter rail. Minutes to Harvard Square, the Mass Pike, Storrow Drive, and with buses right outside your door. This well-located three-family features a newer roof, less than five years old, separate utilities, plus a fourth gas and electric meter for the common areas. The first-floor unit is vacant, renovated, and ready for its next owner, featuring quartz countertops, new appliances, new laundry, and additional finished basement space ideal for a home office, family room, or bonus living area. The property also offers three-car parking and strong rental potential. A great opportunity to live in one unit while collecting income from the other two. First showings at the open house Sunday, May 17th, 12:00–2:00 PM. This one won’t last.

12-14 Richardson Street, Boston

$920,000

6 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73517127 MLS ⋅ 3,564 SqFt.

At 18 Johnston Rd, Boston, MA, a distinguished multi-family residence constructed in 1910 offers 3,564 square feet of living space, presenting an attractive property in great condition. This three-story edifice represents a unique opportunity for sophisticated urban living, blending historical charm with contemporary functionality. The property encompasses six generously proportioned bedrooms, providing ample private accommodations across its three levels. Complementing these sleeping quarters are three full bathrooms, thoughtfully appointed to serve the needs of multiple residents with comfort and convenience. Further enhancing the living experience, the property features a private yard, offering an exclusive outdoor retreat for relaxation or recreation. A welcoming porch extends the living space outdoors, providing an inviting area for leisure.

18 Johnston Rd, Boston

$2,899,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73516447 MLS ⋅ 3,518 SqFt.

A stunning three-unit bowfront rowhouse on Appleton Street, ideally located between Dartmouth and Clarendon Streets. The private-entry upper triplex opens to an extraordinary front-to-back double parlor featuring soaring ceilings, exquisite reproduction period plasterwork, hardwood floors, stained glass windows, a wet bar, and dramatic overmantel mirrors accenting two elegant marble fireplaces. The spacious kitchen and dining area flow seamlessly into an inviting sitting room with a fireplace and custom built-in bookcases, while a conveniently located half bath completes this level. Rich architectural detail is showcased throughout, including the beautifully preserved main staircase with intricate woodwork and a striking stained-glass skylight that fills the stair hall with colorful natural light. The upper floor offers two generously sized bedrooms and a beautifully appointed marble bathroom. Completing the property are two separate-entry rental units: a street-level one-bedroom and garden studio.

110 Appleton St, Boston

$1,950,000

5 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73515576 MLS ⋅ 2,805 SqFt.

Rarely available & lovingly owned by the same family for generations, this exceptionally maintained 4-family property presents a unique opportunity in the heart of Boston’s historic North End. Strong investment with substantial value-add potential. Pro forma rental income at current market rates is projected at over $140K annually. 2 of the 4 units are currently occupied by family members without leases & are significantly below market rent. The remaining 2 units are also below market value with leases in place through 8/31/26. Property features an extraordinary duplex-style layout with finished lower level, private patio access, & in-unit laundry. 1 of the units has long functioned as a 2-bedroom. Major property improvements include roof in 2023 & hot water tank in 2024. Potential future roof deck opportunity. A rare chance to own a generational asset in one of Boston’s most iconic & sought-after neighborhoods, surrounded by renowned restaurants, cafes, waterfront, downtown & the "T".

38 Sheafe Street, Boston

$1,200,000

5 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73509878 MLS ⋅ 3,388 SqFt.

Owner-occupied two-family on a wonderful Roslindale street offering a great opportunity for end-users seeking additional income. Both units feature flexible layouts with dedicated living and dining areas. The first unit spans two levels with 2 bedrooms, 2 full baths, featuring hardwood floors, updated kitchen and baths, a ductless mini-split system for heating and cooling, and exclusive access to a finished basement with additional recreational and office space. The second-floor unit offers 3 bedrooms, 1 bath, a functional layout, private balcony, and direct access to an attic with potential for future expansion. The property also features a spacious yard with a new rear deck and off-street parking for two cars. Conveniently located near public transportation, including the Bellevue commuter rail, as well as Roslindale Village, Centre Street in West Roxbury, and the Arnold Arboretum.

63 Bradwood St, Boston

$1,000,000

8 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73502577 MLS ⋅ 4,191 SqFt.

Multi-Family Investment Opportunity – Boston, MA. Rare opportunity for investors or owner-occupants! This three-family property offers strong income potential and flexibility. Unit 1: 2 bedrooms, Unit 2 and 3, Three bedrooms. All units delivered vacant. Additional features include a finished basement, providing extra living or storage space. Conveniently located near public transportation, major highways (I-93), shopping, houses of worship, and downtown Boston. Walking distance to parks and local amenities. Property to be SOLD AS IS, Great potential for rental income or condo conversion. Don’t miss out!

36 Mclellan St, Boston

$995,000

6 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73497874 MLS ⋅ 3,102 SqFt.

All offers due Monday at 10AM! Oversized 2-family home with STRONG investment and owner-occupant potential! Each unit offers 3 bedrooms and 1 bathroom. A commuter’s dream, situated in a desirable Dorchester neighborhood. A short distance to Adams Village restaurants and shops, the MBTA Red Line station, local parks and beaches! This Philadelphia style duplex features bi-level living in each unit, spacious floor plans, a large pantry, and additional basement storage! Potential to convert Unit 2 back to a 4 bedroom! Includes 1 off-street parking space and a fenced in backyard area. Original trim and stained glass windows add timeless character throughout! Unit 1 hot water tank replaced in 2025, heating system in 2023. Updated electrical for both units and mostly newer windows!

45 Edwin St, Boston

$5,500,000

7 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73489655 MLS ⋅ 5,779 SqFt.

A rare opportunity to acquire a distinguished four-story brownstone on one of Beacon Hill’s most coveted blocks on the Flat. 92 Chestnut Street comprises of three units totaling approximately 6,333 square feet including a full basement with masonry arches and offers two private outdoor spaces, a patio off Unit 1 and a private roof deck from the top floor duplex penthouse Unit 3. The property retains original architectural detail with high ceilings, hardwood floors, and oversized windows with abundant natural light. Rich in history, the building once housed the Warren Museum of Natural History, adding a unique layer of provenance. Unit 3 is a duplex 3BR/2Bath and features a wood-burning fireplace and direct access to the roof deck with sweeping Beacon Hill views. Flexible use as a three-family, condo conversion, or single-family with in-law suite. Building delivered vacant. Pilings inspected and test pit completed February 2026. Engineer’s report available. See floorplan. Offered as is

92 Chestnut St, Boston

$1,495,000

8 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73486886 MLS ⋅ 3,903 SqFt.

This expansive, quintessential two-family Victorian, built circa 1890, fixer-upper property, a family treasure since 1967, is steeped in a rich history you can be a part of. It offers a wonderful canvas for your personal touch, renovation ideas, and preservation. This property flaunts intricate, ornate, and elaborate details, intact woodwork, and asymmetrical facades—showcasing timeless architectural charm throughout. The possibilities here are endless: Unit one has 5+ rooms, and Unit two is an upper duplex with 10 rooms. Just minutes to Stony Brook T, 39 Bus, City Feed, Whole Foods, bustling Centre Street, Pond, and all Jamaica Plain offers.

28 Boylston Street, Boston

$1,299,000

9 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73478046 MLS ⋅ 5,934 SqFt.

A prime 3-family investment on a sunny corner lot in the vibrant Dorchester/Roxbury neighborhood. This rare turnkey property features a fully renovated unit with three bedrooms, one bath, a bright living room, and a modern kitchen—ideal for immediate occupancy or high-yield rental income. Recently purchased from long-time owners, it showcases rich woodwork, classic built-ins, and gleaming hardwood flooring that add character throughout. A 2015 roof and updated heating system provide efficiency and peace of mind.The lower level includes a half bath and offers incredible potential to be finished for additional living, office, or recreational space (buyer to perform due diligence). Offering 19 rooms, 9 bedrooms, 3 full baths and half, and 4 fireplaces across three levels, there is significant upside for value-add, expansion, or future condo conversion. An absolute commuter’s dream, conveniently located near downtown Boston, commuter rail, bus lines, and top-tier neighborhood restaurants

162 Humboldt Ave, Boston

$940,000

4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73474691 MLS ⋅ 1,995 SqFt.

Exceptional investment opportunity in the heart of East Boston. This well-maintained two-family residence offers immediate income with strong upside. The property is currently generating $2,400 per month, with the upstairs unit delivered vacant, making it ideal for owner-occupants or investors seeking flexibility. Recent improvements include refinished hardwood floors, a renovated bathroom, an updated kitchen, and spacious bedrooms. Major upgrades add long-term value, including a new high-efficiency furnace installed in 2025, a new weather-rated upstairs door, and a new exterior staircase from the driveway installed in 2024. A RARE BONUS FOR East Boston: TWO off-street parking spaces, with potential for a third space. Conveniently located within walking distance to Airport T Station, just two blocks from Wood Island Station, and close to local parks, shops, and restaurants. A solid asset in a high-demand neighborhood. A detailed feature sheet with updates is included in the MLS.

622-624 Saratoga St, Boston

$900,000

4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73474218 MLS ⋅ 3,213 SqFt.

Incredible investment opportunity in highly desirable part of Dorchester...whether it be owner-occupants offsetting a mortgage, multigenerational living, or adding to your portfolio, this property with garage parking checks all the boxes...classic charm meets modern efficiency. Updated electrical, solar panels, new roof (2016), and a freshly painted exterior( 2025). A+ walkable location near Ashmont Red Line and Peabody Square cafés, restaurants, and farmers’ market. Neighborhood amenities boost long-term value whether you live in, rent out, or reposition; plus a clear path to 2–3 luxury condos or high-end rentals. Endless possibilities—live in one, rent the other, or reimagine entirely. Don't miss out!

87 Burt St, Boston

$1,225,000

5 Beds ⋅ 6 Baths ⋅ SOLD Status ⋅ 73465824 MLS ⋅ 2,342 SqFt.

This is a well-maintained, updated 3-family home in East Boston ideal for an owner-occupant investor or condos with potential own, rent or sell each individual units.. Layout: 13 rooms total | 5 bedrooms | 3 full baths | 2 half baths. Living Area: 2,342 sq ft (includes finished basement). New kitchens, baths, flooring, heating systems, hot water tanks. Outdoor: Decks with spiral staircase, vinyl siding, good roof. Street parking only, Walkable to schools, shops, parks; easy highway access. Investment Angles: Live in one, rent two, Condos and/or sell-off. Room to negotiate closing costs, repairs, or rate buydown.

5 Monmouth St, Boston

$925,000

6 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73464320 MLS ⋅ 3,220 SqFt.

Perfect for multi-generational living, roommates, or investors, this home benefits from strong rental demand driven by proximity to major employment hubs, Red Line access, multiple bus routes, and quick connections to I-93. 2-year-old roof, gas radiator, and a heated finished attic provide valuable flexible space that supports evolving needs and future adaptability. Positioned along a highly connected corridor near restaurants, parks, and everyday conveniences, the location continues to attract professionals, families, and long-term tenants. Dorchester remains one of Boston’s most resilient markets, supported by limited housing inventory, transit-oriented demand, and steady appreciation. A strategic opportunity for owner-occupants or investors focused on durability, income stability, and long-term value growth.

86-88 Gallivan Blvd, Boston

$1,834,000

7 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73454553 MLS ⋅ 4,460 SqFt.

Welcome to 65/67 Halifax Street, a rare and expansive two-family offering in the heart of Jamaica Plain. This well-maintained property delivers exceptional space, flexibility, and income potential just moments from parks, local amenities, and transit.The first residence is a bright and comfortable two-bedroom home laid out on a single level, featuring generous living spaces and classic JP character. Above it, the second residence spans two full floors with five bedrooms, two bathrooms, and an abundance of room to spread out - ideal for larger households, roommates, or an owner-occupant seeking significant rental offset.Shared laundry is located in the basement, and the property offers the kind of footprint, versatility, and long-term value that rarely comes to market in this neighborhood. Whether you're investing, expanding, or looking to anchor yourself in one of Boston’s most beloved communities, Halifax Street presents a standout opportunity.Some photos are virtually staged

65-67 Halifax St, Boston

$1,835,950

6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73438373 MLS ⋅ 3,781 SqFt.

Seller is taking responsibility for the roofs. Fantastic location in JP's architecturally significant Historic Sumner Hill. Gorgeous period Victorian details include crown & dentil moldings, bay windows, high ceilings, hw floors. The stunning LR windows offer leafy views, sunlight, and privacy. Renovated kitchens feature stone countertops, tile backsplashes, and Shaker cabinets. Flexible floor plans mean that possibilities abound in this home! Apt.1, deeply renovated in 2023, currently includes an open fireplaced living/dining/ kitchen, sitting room, office, primary bedroom, working artist’s studio, 1.5 baths, laundry, a lovely patio, & thoughtful garden plantings. Apt 2 currently includes a lovely recent kitchen, dining area, living room, office/playroom, 3-4 bedrooms, 2 baths, laundry, and a tree top deck. Enjoy lively JP Centre shops & restaurants just around the corner. The Orange Line is just blocks away. WalkScore 98 "Walkers Paradise." OH Sunday Jan 11, 1:00-2:00

36 Alveston Street, Boston

$970,000

6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73438170 MLS ⋅ 3,072 SqFt.

Investment Opportunity in Boston! Unlock the doors to cash flow with this turnkey multi-family residence at 39 Wachusett St. in one of Boston’s most vibrant neighborhoods. Boasting 3,072 sq. ft. across three spacious stories, this classic 1910 home underwent a full gut renovation seamlessly blending timeless Boston charm with modern comforts. With 6 bedrooms, 4 full bathrooms, and 2 updated bi-level units, the property offers outstanding rental flexibility and immediate income potential. Unit 1 features 2 bedrooms and 2 baths with a bi-level design, while Unit 2 delivers 4 bedrooms and 2 baths with expansive living space. Both units come equipped with hardwood floors, in-unit laundry, modern kitchens, and spa-like baths featuring jacuzzi tubs. Don’t miss out on this chance to add a valuable asset to your investment portfolio in a sought-after Boston neighborhood!

39 Wachusett St, Boston

$1,825,000

12 Beds ⋅ 6 Baths ⋅ SOLD Status ⋅ 73426386 MLS ⋅ 2,943 SqFt.

Turnkey investment at 220 Bremen Street, East Boston generates $152,400 annual gross income. Current EBR-4 zoning allows 4 stories by right makes this an attractive value add potential. Each unit is 4-bed, 2-bath home features hardwood floors, granite counters, stainless steel appliances, central air, and in-unit laundry. An open-concept layout flows seamlessly to a private deck, creating the perfect space for entertaining or relaxing. Directly across from Bremen Street Park, you’ll enjoy playgrounds, gardens, and the East Boston Greenway at your dooEast Boston remains one of Boston’s fastest-growing rental markets, with high occupancy, rising rents, and limited new supply. Low-maintenance upgrades reduce operating costs, while location drives long-term appreciation potential. Whether held as a cash-flowing rental or future condo conversion, 220 Bremen offers investors immediate stability with meaningful upside in one of the city’s most dynamic submarkets.

220 Bremen Street, Boston

$1,050,000

4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73412893 MLS ⋅ 2,364 SqFt.

INCREDIBLE opportunity to own a strong, low maintenance investment property in demanding East Boston! This vacant detached 2 family with in law, has a spacious GARAGE AND PARKING! Quality construction completed this young 2014 build, with separate utilities, all new SS kitchen appliances, & fresh interior paint. The 1st floor is a spacious studio with full bath & backyard access. The 2nd & 3rd floor units offer a bright open floor plan, modern kitchen with gas stove, granite counters, & peninsula, 2 bedrooms, full bath, in-unit laundry, & rear deck with views of Boston. Additionally the 3rd floor offers a large entry coat closet, & addt'l living space good for a dining area or home office space. The proximity to the MBTA Blue Line here is unmatched! Cross the street to head inbound to Airport or downtown Boston, or go outbound to Constitution or Revere Beach. Quickly access Rt1A/93/90 just 1 block away to get to the City & points westbound, or major highways North & South. Don't wait!

587 Saratoga St, Boston

$1,125,000

6 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73409083 MLS ⋅ 4,628 SqFt.

Ideal for an investor or savvy owner occupant! In close proximity to public transit and major highway. Showings upon request! Buyer and buyer agent to due their own due diligence and verify all listing information prior to offer submission. To attend the group showing this weekend please contact listing agent!

726 Columbia Rd, Boston

$1,370,000

6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73406070 MLS ⋅ 3,972 SqFt.

Handsome 3 family residential property with 2 or 3 bedrooms (your choice), off-street & on-street parking & a super large fenced-in back yard is conveniently located on the bus line in the WR Neighborhood Shopping SubDistrict (NS), steps from Catholic Memorial & walking distance to the commuter rail. 1st floor includes a new kitchen, 1.5 baths & central air; 2nd & 3rd floors could easily be updated to include the same. Rear decks are perfect for quiet relaxation & the large backyard w/ river rock stone is ideal for play. The basement & expansive walk-up attic offer multiple options. While presently 100% residential, a variety of commercial uses are allowed for this subdistrict - including most retail, office, service & trade establishments. Sellers believe property is regulated by Article 56 of the Zoning Code, & allowed land uses for the property are in Table B of the Article 56 Tables. Buyer responsible for due diligence concerning possible expansion/uses. Same owners for 40+ years.

146 Spring St, Boston

$1,250,000

6 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73404410 MLS ⋅ 4,086 SqFt.

Nestled in the heart of Jamaica Plain, this multi-family home offers the perfect blend of community charm and city convenience. Located in a close-knit neighborhood known for its warm, welcoming vibe and monthly community events, it's ideal for those seeking connection and comfort. Just steps from the popular playground on Wachusett Street, and easy access to 3 transit lines and major routes, making daily travel a breeze. Plus, you're just minutes from the stunning Arnold Arboretum, Jamaica Pond, and Centre Street. Perfect for weekend strolls and nature escapes. Investors will benefit from this valuable property with high rental potential or condo re-sales. A rare find in one of Boston's most beloved neighborhoods! Selling as is.

59 Wenham St, Boston

$1,840,000

7 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73403772 MLS ⋅ 3,236 SqFt.

Discover this grand Mansard Victorian home built circa 1865, with over 3,200 sq ft of living space, 7 bedrooms, 3.5 baths, and rare 4-car parking on a generous corner lot. High ceilings, original woodwork, wide pine floors, floor-to-ceiling windows, period details and welcoming entrance highlight its character. Lovingly cared for and lived in, this home is waiting for new owners to enjoy this coveted spectacular central JP location. Currently used as a two-family home, the flexible layout could be converted back to a single-family. Features include an eat in kitchen, gas fireplace, updated baths, spacious bedrooms, a garden, front porch, and side deck. Located in JP’s desirable Pondside neighborhood near Jamaica Pond, Centre Street, the Arboretum, and transit options including the 39 Bus,Orange Line, bike paths and convenient to the Jamaicaway. A rare opportunity to own a substantial, historic home with strong long-term potential in one of JP’s most vibrant and accessible locations.

17 Myrtle, Boston

$965,000

6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73401194 MLS ⋅ 2,856 SqFt.

Desirable THREE family property with tons of great space,10 plus parking spaces and huge yard. Hardly ever you see all this in one property! Don't miss the first sight at the open house on 07/12/2025 1pm to 3pm- 1st floor needs some TLC but other units are in mint condition. 3rd unit is a studio.2nd and 3rd units are separated on the 2nd floor- front and back side- back side is the studio- 3rd unit. Attic has a full bedroom counted as 2nd bedroom on 2nd unit. 3rd unit is a studio. No rents on any units. Property being occupied by seller and family. Offers can be presented as best suited for new buyer. 2nd and 3rd unit will be delivered vacant. 1st unit occupancy is negotiable.

37 Neponset Ave, Boston

$1,160,000

8 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73384287 MLS ⋅ 3,988 SqFt.

First Time on the Market! Prime East Boston 3-Family with garage on corner lot. An exceptional investment opportunity in one of East Boston’s thriving and ever-appreciating neighborhoods! Each unit offers comfortable living space, ideal for both owner-occupants, investors and developers. A detached garage adds rare and valuable parking/storage options, while the property’s proximity to public transportation ensures easy access to downtown Boston and surrounding areas. Possible additional basement living space, offering further potential for expansion or added value (buyer to do due diligence). This property is a standout choice for those seeking a strong rental income stream or long-term value growth.

524 Bennington Street, Boston

$1,700,000

5 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73380610 MLS ⋅ 2,950 SqFt.

Perched at the apex of historic Fort Hill atop an expansive 0.29-acre lot, this extensively renovated legal two-family sits directly opposite Highland Park and its exquisite monument, offering views in every direction. Built in 1999, this extraordinary property strikes the perfect balance of modern luxury and architectural charm, evoking the colonial-era style of the neighborhood with its double-gabled roof and inviting front porch. It features a luxurious 4BR 3.5BA owner’s residence, an attached one-bedroom apartment or guesthouse, a direct-entry two-car garage, multiple decks, and an incredible terraced backyard—an urban oasis like no other. Recent upgrades include a designer kitchen, renovated bathrooms, extensive landscaping, and custom garage workshop. Central air. Fab finished walkout basement + attic storage. The self-contained 1BR apartment offers exceptional versatility—perfect for rental income, extended family, or a home office—delivered vacant for maximum flexibility.

17-19 Beech Glen, Boston

$700,000

4 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73378254 MLS ⋅ 2,610 SqFt.

Unlock the potential of this rare 2-family property located in one of Boston’s most dynamic and evolving neighborhoods. Situated directly across from White Stadium and Franklin Park, 439 Walnut Ave offers unmatched proximity to green space, public transportation, and the cultural heart of Jamaica Plain. Easy access to the Orange Line & major bus routes to Downtown Boston, Northeastern University, and Longwood Medical Area. This property needs significant renovation—ideal for investors, developers, or savvy buyers looking to build value in a high-demand area. Each unit provides generous square footage and flexible layout opportunities to reimagine and maximize rental income or resale value. Additional opportunity in the walk-out basement. Whether you’re looking to renovate and rent, condo-convert, or flip, this property checks all the right boxes for location and long-term value. This is a rare opportunity to add value in a location with strong rental demand and future appreciation.

439 Walnut Avenue, Boston

$1,465,000

8 Beds ⋅ 6 Baths ⋅ SOLD Status ⋅ 73377555 MLS ⋅ 5,500 SqFt.

This Victorian property offers history in the heart of Jamaica Plain. Designed by architect George Harvey, & updated into a Philadelphia walk up style, this multi family property boasts period details, 6 fireplaces, beautiful wood floors & trim, 2 substantial multi level units with over 2,150 sq/ft of living area, city views, private patios & garage parking. Unit 1 is 7 rms, 3 bedrooms, 2.5 baths, den, 4 fireplaces & en-suite laundry. Unit 2 is 7 rooms, 4-5 bedrooms & 2 full baths. This unit also has en-suit laundry, 2 fireplaces & skyline city views. There is also a separate entrance in-law suite on the lower level, (above ground), that has 3 rooms, 1 bedroom & bath with separate laundry as well. Total income is $117,600. Walk to the T, Arnold Arboretum & JP center. With modern kitchens & baths, updated Lennox hi efficiency boilers, 2023 roof & 2018 siding & gutters, this property has it all.

388 Arborway, Boston

$7,500,000

7 Beds ⋅ 8 Baths ⋅ SOLD Status ⋅ 73369878 MLS ⋅ 7,339 SqFt.

Riverside Beacon Street building for sale with CHARLES RIVER VIEWS from 6 of the 7 living levels. 5 CAR PARKING in total w/4 garage spaces (2 attached) & 1 exterior space. This extraordinary property consists of 5 condo units however, units 1&2 have been combined to create a striking 3 bed/3.5 bath triplex on the parlor, second and garden levels with attached garage, private patio & expansive garage rooftop deck. The 3rd and 4th floors are each floor-through 1 bedroom homes with Charles River Views & oversized living/dining & bedroom spaces. Perched at the top is the 2+ bedroom/2 bath PH duplex with 2 private decks, including rooftop deck with panoramic views. The front, South facing side, bathes the building in light, while the rear side boasts unparalleled views of the famed Charles River. With a foot bridge to the Esplanade at your backdoor & nestled in the heart of the Back Bay, this prime location & orientation is undeniable. A truly rare gem!

194 Beacon St, Boston

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