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$899,000
5 Beds 2 Baths ACTIVE Status 73556941 MLS 2,352 SqFt.
Perched high atop Bigelow Hill on a quiet cul-de-sac on a relatively level lot near Oak Square, this classic Brighton two-family offers sweeping skyline views, exceptional flexibility, and outstanding potential for both owner-occupants and investors. Whether you're looking to offset your mortgage with rental income, create a multigenerational living arrangement, renovate to build equity, or expand your investment portfolio, this property presents a rare opportunity in a highly desirable location. The first-floor unit offers five rooms with a flexible 2 or 3 bedroom layout, while the second-floor unit offers six rooms with a flexible 2 or 3 bedroom layout. Both units feature hardwood floors, abundant natural light, and separate all-electric utilities. The versatile floor plans allow the third bedroom to easily function as a formal dining room, home office, or den to suit a variety of lifestyles. The first-floor unit is ready for renovation, providing the opportunity to update and customize the space to your own vision, while the second-floor unit offers immediate owner-occupancy or rental income potential. The lower level presents excellent expansion possibilities, including potential for an Accessory Dwelling Unit (ADU), additional living space, guest suite, home office, or recreation area, subject to buyer verification and all applicable City of Boston approvals. Outside, the property features a two-car driveway plus a rear right-of-way along the right side of the property that may provide opportunities for additional parking or improved access. Buyers are encouraged to review the recorded Right-of-Way document available in the MLS Documents section. Enjoy the convenience of nearby Oak Square's restaurants, cafés, shopping, parks, public transportation, and easy access to downtown Boston, Cambridge, Storrow Drive, the Massachusetts Turnpike, and Routes 95 and 128. Qualified owner-occupants may also be eligible for the City of Boston Residential Exemption. For Fiscal Year 2026, the exemption reduced eligible homeowners' real estate tax bills by $4,353.74. Buyers should verify eligibility and apply directly with the City of Boston Assessing Department.Properties offering this combination of location, flexibility, panoramic views, expansion potential, and value-add opportunity are increasingly difficult to find.

9-11 Hardwick Ter, Boston

$1,250,000
8 Beds 4 Baths ACTIVE Status 73556696 MLS 2,767 SqFt.
Conveniently located two-family home in the highly sought-after Carruth Street neighborhood. This property is surrounded by a variety of amenities, including restaurants, parks, shops, bus lines, the Red Line MBTA station, and offers easy access to I-93.Unit 1 features 3 bedrooms and 1 full bathroom and is currently occupied by a long-term tenant-at-will, providing immediate rental income. Unit 2 offers spacious bi-level living with 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants or investors.The exterior includes a private backyard and an off-street driveway, adding to the home's convenience and appeal. Don't miss this excellent opportunity to own a versatile multi-family property in a prime location.

19 Verdun St, Boston

$749,999
3 Beds 2 Baths ACTIVE Status 73556485 MLS 1,548 SqFt.
A lovely two-family, turn-key and cash flowing with nearly $52k/year income, all at the end of a quiet street featuring a large lot of land. With ample parking, features spacious yard, making your way inside off of the driveway into the first floor mudroom. Walk right into the updated kitchen with built in seating. Main floor has two bedrooms situated off of the large living room, with hardwood flooring throughout. The main floor also has another entrance off of the front of the home, and an additional office/den. Make your way upstairs to the second floor unit, complete with a full kitchen, large living room and gas fireplace, one bedroom, and full bathroom.Convenient location, around the corner from Shaw's supermarket and Hyde Park MBTA commuter rail for easy access to downtown Boston or greater Providence and Fairmount Station for destinations such as Gillette Stadium, Franklin, & more - with Forest Hills Orange Line not far. Lot is also ripe for future development via ADU or more.

15 Madison Street, Boston

$1,195,000
11 Beds 3 Baths ACTIVE Status 73556347 MLS 4,242 SqFt.
BOM as result of buyer failing to obtain financing. Cash Cow Opportunity! Massive renovated 11-bed three-family property located in Hyde Parks desirable Fairmount location. Unit 1 and 2 are being delivered vacant, have gone through recent renovations and offer in-unit laundry hookups. Recent upgrades include updated kitchens and bathrooms, flooring, light fixtures, doors & hardware, blinds and much more. Unit 3 is occupied by a long-term tenant-at-will, providing immediate rental income. Other recent improvements include a new roof (2026), new siding (2024), and freshly painted porches and common areas. All utilities are separately metered with individual gas heat and hot water. Two of the three units have lead compliance certificates. Ideal for investors or owner-occupants seeking a turnkey property with strong rental potential. Conveniently located near the Fairmount Commuter Rail (0.4 miles), public transportation, major highways, shopping, and local amenities. Ample street parking. Private showings available via showingtime. Open House Saturday 9/19 12-130pm

35 Pond St, Boston

$5,875,000
31 Beds 16 Baths ACTIVE Status 73555611 MLS 14,720 SqFt.
9 Hannon Street in Dorchester MA is a four-story brick building containing fifteen (15) 2-Bedroom/1-Bathroom units and one (1) 1-Bedroom/1 Bathroom unit with 14,720 square feet of gross living area in 14,720 square feet of gross area. The Property is situated upon a 0.22-acre parcel and features over eight (8+) off-street parking spaces. The units, which feature luxury vinyl plank flooring, updated kitchens with granite counter tops and updated bathrooms with tile flooring and a tiled shower. The Property also offers an on-site laundry facility. The Property is ideally situated in the Dorchester neighborhood of Boston, steps away from the Morton Street MBTA Commuter Rail Station, also providing residents with convenient access to the Red and Orange MBTA Commuter Rails.

9 Hannon St, Boston

$1,750,000
6 Beds 4 Baths UNDER AGREEMENT Status 73554042 MLS 3,740 SqFt.
Perched proudly on Captains Row, this rare four-family, five story property with a two-story owner's residence on the top floors blends timeless architectural charm with breathtaking views of Boston Harbor and the downtown skyline from every apartment. Ideally located at 191 Webster Street, this exceptional property places you in the heart of one of Boston's most vibrant and culturally rich waterfront neighborhoods. Enjoy easy access to cafés, bakeries, and an array of diverse dining destinations. Directly across from historic Brophy Park and just a short stroll to Piers Park and the Jeffries Yacht Club, the location offers an unmatched waterfront lifestyle. Commuting is a breeze with the outstanding convenience of nearby MBTA Blue Line service and the East Boston Ferry, providing quick connections to downtown Boston, the Seaport, and beyond. Inside, apartments feature soaring ceilings, oversized windows, and beautiful period details that highlight the building's historic character. The property also offers separate utilities, fenced front and rear yards and the peace of mind that comes with a roof and skylight that are just two years old. Whether you're seeking a premier long-term investment, a prime condominium conversion opportunity, or an owner-occupant property with built-in rental income, this exceptional multi-family home presents a rare opportunity to own an historic, landmark property in one of Boston's most desirable waterfront neighborhoods.

191 Webster, Boston

$1,150,000
9 Beds 3 Baths ACTIVE Status 73553914 MLS 3,369 SqFt.
Excellent investment opportunity! This fully occupied three-family property offers immediate cash flow with **$9,500/month** in rental income. All three units feature **3 bedrooms and 1 full bathroom** with spacious, functional layouts that consistently attract tenants. Units are occupied through housing voucher programs, providing stable tenancy, with Unit 3 under lease through **9/21/2026**. Freshly painted in **2025**, the property has been well maintained and features separate utilities with **3 gas meters, 4 electric meters (including a common panel), and three gas forced-air heating systems**. Additional amenities include hardwood floors, shared basement laundry, front and rear porches, a common backyard, and on-street parking. Conveniently located near shopping, restaurants, public transportation, and major commuter routes, this turnkey asset is an excellent opportunity for investors seeking reliable cash flow and long-term value. **48-hour notice required for all showings.**

109 Capen St, Boston

$1,039,000
9 Beds 3 Baths UNDER AGREEMENT Status 73553825 MLS 2,646 SqFt.
Presenting 317 Wood Ave in Boston’s Hyde Park, a beautiful income generating 3 FAMILY designed for sophisticated urban living and TURNKEY INVESTMENT ready for new ownership. The property features 3 three bedroom, 1 full bath units with young kitchens, baths and windows all renovated during current ownership. Hardwood floors gleam throughout. The property has been completely repainted inside and out in July 2026, with a new roof in 2020, separate water tanks and heating systems (2 in 2010 and 1 in 2018). Fully applianced kitchens with garbage disposals and dishwashers. Coin-op laundry in basement and 3 parking spaces. The first floor unit will convey rented for $3,300/month while units 2 & 3 are vacant. NO OPEN HOUSES UNTIL SATURDAY AUGUST 1ST. PRIVATE SHOWINGS OFFERED PRIOR. Schedule your appointment today for this rare opportunity!

317 Wood Ave, Boston

$869,900
3 Beds 3 Baths UNDER AGREEMENT Status 73553738 MLS 2,118 SqFt.
Opportunity knocks in East Boston with this well-located three-family offering three one-bedroom units and strong income potential. Each unit features a functional layout, hardwood flooring in many areas, and separately metered utilities. The first-floor unit includes an updated kitchen with white cabinetry, granite countertops, and stainless steel appliances, while the additional units offer spacious rooms and flexible living areas. Outside, the property features rear decks and a fenced backyard, providing valuable outdoor space in the city. Major updates include a roof approximately four years old, replacement windows completed around ten years ago, and newer water heaters. Conveniently located near public transportation, shopping, parks, restaurants, schools, highway access, and the T. Some listing photos have been virtually edited to remove personal belongings and clutter.

259 Chelsea St, Boston

$1,699,000
8 Beds 3 Baths UNDER AGREEMENT Status 73553476 MLS 3,561 SqFt.
PREMIER EAST SIDE SOUTH BOSTON THREE FAMILY OFFERED FOR THE FIRST TIME IN OVER 50 YEARS! THIS EXCEPTIONAL INVESTMENT OPPORTUNITY SPANS OVER 3,500 SQUARE FEET AND WILL BE DELIVERED VACANT. PROPERTY FEATURES THREE SPACIOUS UNITS CONFIGURED AS 3 BED, 3 BED, AND 2 BED, EACH WITH PRIVATE DECK ACCESS TO BACKYARD. POTENTIAL FOR CURB CUT OFFERING VALUABLE OFF-STREET PARKING IN ONE OF SOUTH BOSTON'S MOST SOUGHT AFTER NEIGHBORHOODS. IDEALLY SITUATED ON THE EAST SIDE, ON THE CORNER OF O STREET AND EAST FIRST STREET TWO BLOCKS TO FARRAGUT ROAD, CLOSE PROXIMITY TO BEACH, PARKS, AND DOG PARK, AND LOCATED DIRECTLY ON BUS ROUTE FOR EASY ACCESS TO ALL MAJOR TRANSIT. IDEAL OPPORTUNITY FOR SEASONED INVESTOR, DEVELOPER, OR AN OWNER-OCCUPANT. LEGAL ADDRESS IS 1-3 O STREET.

1-3 O St, Boston

$849,000
5 Beds 2 Baths UNDER AGREEMENT Status 73553131 MLS 2,016 SqFt.
Located in the highly desirable Fairmount Hill neighborhood of Hyde Park, this well-maintained two-family property offers an outstanding opportunity for both owner-occupants and investors. Nestled on a quiet, tree-lined street in one of Boston's most sought-after residential neighborhoods, the home combines spacious living with excellent income potential. Fairmount Hill is known for its suburban feel, historic homes, and convenient access to downtown Boston via the Fairmount Commuter Rail line.The first unit is a spacious 3-bedroom, 1-bath duplex offering generous living space and a functional layout ideal for families or those looking for extra room. The second-floor unit features 2 bedrooms and 1 full bath, making it perfect for rental income or extended family.Outside, enjoy a large fenced-in backyard with plenty of space for entertaining, gardening, or play, along with the convenience of off-street driveway parking. Whether you're looking to live in one unit while generating rental income from the other or to add a quality multi-family property to your portfolio, this Fairmount Hill gem is one you won't want to miss.

71 Tyler St, Boston

$1,199,900
10 Beds 4 Baths ACTIVE Status 73552881 MLS 3,470 SqFt.
Welcome to 40-42 Coleman St. This property is a gem, well maintained and a rare find. Perfect for owner occupants or investors looking for a strong rental market. It's very rare to find a two-family home with 5 bedrooms and 1.5 baths per unit in the Dorchester area. The three season porches can be converted into a another room. The basement is clear and open and ready to be transformed into an ADU. Off street parking with this property is such a great convenience in this area. The half baths on both floors can easily be converted to full baths by adding a shower. The back yard is perfect for those special occasions, holiday cookouts and family gatherings. Whether you are looking for a place to grow into or a great investment opportunity, this property delivers with size and condition. There's also a community garden across the street for you, if you choose to use it. Come and see for yourselves and bring your imagination. The possibilities are endless.

40-42 Coleman St, Boston

$869,000
7 Beds 3 Baths UNDER AGREEMENT Status 73552835 MLS 2,987 SqFt.
Discover the charm and flexibility of 35–37 Westminster Rd in Hyde Park, where classic character meets smart investment potential. Picture relaxed mornings on the front porch, evenings in a vibrant neighborhood, and the ease of multi-unit living that adapts to your lifestyle. This well-maintained two-family offers spacious, comfortable layouts perfect for owner-occupants or investors alike. Major updates provide peace of mind, including a roof approximately 15 years old and newer heating systems. Unit 1 is secured with a 3-year lease, offering immediate income stability, while the second unit which will be delivered vacant provides opportunity for personalization or additional revenue. Whether you're building wealth or creating a home with added flexibility, this property blends lifestyle, location, and long-term value.

35-37 Westminster St, Boston

$749,000
6 Beds 2 Baths UNDER AGREEMENT Status 73552775 MLS 2,160 SqFt.
Don't miss this opportunity to own a well-maintained two-family home in the heart of Mattapan. Will be delivered vacant at closing! Featuring an up-and-down layout, each unit offers 3 bedrooms, 1 full bathroom, and a functional floor plan, providing plenty of space for comfortable living.Each unit enjoys its own private patio, while the level shared backyard offers additional outdoor space for relaxing, entertaining, or everyday enjoyment. Whether you're looking for an owner-occupied property with rental income potential or a valuable addition to your investment portfolio, this duplex offers versatility and opportunity.Conveniently located near shopping, restaurants, parks, public transportation, and major commuter routes, this property provides easy access to everything Mattapan and the surrounding Boston area have to offer.

95 Woodhaven Street, Boston

$1,450,000
6 Beds 4 Baths UNDER AGREEMENT Status 73542890 MLS 2,288 SqFt.
Rare turn-key, roomy 2-family duplex on "triple-size" lot with 5+ off-street parking in quiet part of high-demand neighborhood - Mission Hill. Built in 1988 with upgrades over the years. 2 apartments used as 4 bedrooms each with leases in place til September 2027 at $10,000 rent/month starting September 2026, with increases possible in September 2027. Delightful 2-level suburban-feel living with a bonus 3rd level to the house: a finished walk-out lower level that is not included in the City's living-area records. Open kitchen/dining areas and good-size yard. This is an easy-to-lease income property with hardly any maintenance - no shared common area in the building. All separate utilities including 2 water meters, paid for by the tenants. Easily converted to condos as-is, with the possibility of getting approvals to build additional units.

77-79 Wensley St, Boston

$940,000
4 Beds 3 Baths ACTIVE Status 73551319 MLS 2,080 SqFt.
This versatile multi-family property is perfect for savvy investors or owner-occupants looking for strong rental income. The first-floor unit features two bedrooms, while the second-floor unit also offers two bedrooms. Both units boast fresh paint, gleaming hardwood floors, and beautiful kitchens equipped with brand-new appliances and private balconies that welcome abundant natural light. The fully finished basement provides excellent extended living space, complete with two additional bedrooms and a full bathroom featuring a standing shower. For even more flexibility, the walk-up attic. Nestled in a quiet neighborhood, this home also boast backyard, off-street parking, and easy access to local schools, shopping, public transportation, and major highways. Don’t miss this incredible opportunity! Sold as-is.

391 Poplar St, Boston

$1,575,000
6 Beds 4 Baths UNDER AGREEMENT Status 73550870 MLS 2,400 SqFt.
Fully renovated three-family brick in South Boston's coveted City Point, delivered turnkey and stabilized with new September leases. 6 bedrooms and 4 bathrooms across three units, generating a $10,650/month gross rent roll ($127,800/year) with upside at the next renewal cycle ($3,850 + $3,400 + $3,400).Unit 1 is a spacious 2-bed/2-bath duplex with a private deck and mini-split system; Units 2 and 3 are each 2-bed/1-bath. Every unit shines with updated kitchens and baths, vinyl flooring, and in-unit laundry.Unbeatable location — two blocks to M Street Beach and Pleasure Bay, three blocks to East Broadway's shops and restaurants. MBTA bus routes 7, 9, and 11 reach Broadway Station on the Red Line (~10 min to South Station), and the Seaport is a 5-minute drive. Turnkey income and a lifestyle address in one — don't miss the second chance!

595 East 5th Street, Boston

$8,400,000
46 Beds 24 Baths ACTIVE Status 73550688 MLS 14,592 SqFt.
Rare opportunity to acquire a 24-unit, Cash Flowing Multifamily Asset in the Heart of Dorchester (one of Boston's most desirable rental markets). This Well-Maintained property generates $60,200 in monthly gross rental income (approximately $722,400 annually), featuring a highly sought after unit mix of 22 (2bd 1bth) units and 2 (1bd 1bth) units. Major capital improvements include updated plumbing and electrical systems completed within the past five years and a roof replaced approximately ten years ago. Additional features include separately metered utilities (Gas & Electric), ample off-street parking, and strong in-place cash flow with opportunities for long-term appreciation. Centrally located near Ashmont Station and Ruggles Station. Whether completing a 1031 exchange or expanding an investment portfolio, this turnkey asset offers immediate income, proven stability, and exceptional upside in one of Greater Boston's strongest multifamily markets. Pro Forma available.

7-11 Abbot St., Boston

$1,050,000
9 Beds 3 Baths ACTIVE Status 73550526 MLS 3,852 SqFt.
Investor Opportunity – MOTIVATED SELLER!! For this Value-Add 3-Family in 02125 zip code with ADU Potential! This spacious 3-family property offers strong rental potential and room for growth. Each floor features 3 bedrooms, with the 2nd floors currently used as 4-bedroom room rentals. The 1st and 3rd floor is vacant. A major value-add opportunity exists with the potential to add an ADU (Accessory Dwelling Unit) in the basement, effectively converting this into a 4-unit building and significantly increasing cash flow. Recent updates include newly constructed back porches completed just a few years ago. With solid bones, great unit layouts, and strong rental demand in the area, this property is an ideal addition to any investor’s portfolio or a perfect opportunity for an owner-occupant landlord seeking extra income. Being sold As-Is” Work needed for this diamond in the rough.

45 Brookford St, Boston

$1,199,000
6 Beds 3 Baths UNDER AGREEMENT Status 73550409 MLS 3,801 SqFt.
Fantastic opportunity for owner occupier or savvy investor. Meticulously maintained classic three decker in one of Dorchester’s hottest neighborhoods. Each unit features 2 bedrooms, living room, dining room, full kitchen and bath. Rear decks overlook a massive, landscaped yard. Total area of 6300 square feet. Considering a condo conversion? Off street parking adds value immediately. Want to live in one unit and rent the others? Unit 3 awaits with newer kitchen and bath. Positioned for growth with releasing at current market rents. Current long term tenants are open to staying with new leases. There have been multiple upgrades for all units and building. Conveniently located within a short distance to the T, shopping, YMCA, local parks & restaurants. Don't miss this chance to add to your portfolio!

15 Bailey Street, Boston

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