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$2,450,000
7 Beds 4 Baths 73555213 MLS
15 Cooper Street is a charming 4-unit apartment building located in the heart of Boston's North End Neighborhood. The property is comprised of (3) two-bedroom / one-bath units and (1) one-bedroom / one-bath unit. The monthly rent roll (effective 9/1) is $13,400 and leases run through 8/31/2027 giving an investor a stable income stream in one of Boston's strongest rental markets. The apartments features upgraded kitchens, hardwood flooring, air-conditioning, and in-unit laundry. A shared roofdeck is a major selling point to tenants looking to enjoy sweeping views of the city. The basement is partially finished with high clearance and presents well for a possible ADU-conversion.

15 Cooper Street, Boston

Listing courtesy of Listing Agent: Tony Pepdjonovic from Listing Office: Marcus & Millichap Real Estate Investment Services.

$775,000
6 Beds 3 Baths 73555041 MLS
Amazing investors opportunity in the beautiful Prattville area of Chelsea .A 3 fam home with the potential of expanding on side lot. All Approvals would have to be applied for and get approval through the City of Chelsea if applicable. This homes does need updating Heating system and electrical have all been recently updated..This home is massive with 2 levels in owners unit and 5 rm apt on first floor , Very large rooms high ceilings and Hdwd floors. The basement is very unique with Hugh high ceilings to possible make two levels down there.A lot of old world charm still exists in this home and just needs to be restored back to its original sparkle.The huge lot is very rare in the city and boast with potential. House does have some violations owner is working through and has completed some.Won't pass Fha. Qualified buyers are requested by seller for all showings. House is listed for under assessed value.Pre Approvals prior to all showings.

80 Fremont Ave, Chelsea

Listing courtesy of Listing Agent: Debbie Lochiatto from Listing Office: Key Real Estate.

$1,689,900
6 Beds 5 Baths 73554949 MLS
Special Financing Available! Introducing 9 June Street, a beautifully renovated 2family residence less than a mile from Roslindale Village! This well-appointed property features 6 bedrooms and 5 full bathrooms. Each 2 level unit offers an open concept layout allowing easy everyday living and elevated entertaining. The open concept living/ kitchen areas boast wide plank wood flooring, stainless steel appliances, quartz counters and custom cabinetry. A large deck off the kitchen of each unit is perfect for indoor/outdoor gatherings. Off street parking for 4+ vehicles, common use of the yard, Central AC and brand new everything inside & out! Also listed as condominiums separately ( MLS #73523431 and MLS#73523475)

9 June, Boston

Listing courtesy of Listing Agent: Jesse Leigh Malzone-Curran from Listing Office: Silver Key Homes Realty.

$1,090,000
11 Beds 3 Baths 73554885 MLS
Don't miss this outstanding opportunity to own a well-maintained and extensively updated three-family property in one of Chelsea's most convenient locations. Offering 3 bedrooms on the first floor and 4 bedrooms on both the second and third floors, this spacious multi-family provides an ideal layout for owner-occupants or investors seeking strong cash flow and long-term appreciation.One of this property's most valuable features is that it is Lead Compliant, offering added peace of mind when renting to families with young children—an important advantage for a building with larger bedroom counts.The property also features:Numerous updates throughout the yearsSpacious backyard perfect for outdoor enjoymentFull-size basement with abundant storage and additional potentialStrong existing rental income with excellent upside for future rent growthConvenient location near schools, public transportation, shopping, laundromats, restaurants, parks, and major commuting routesWhether you're looking to expand your investment portfolio or occupy one unit while collecting rental income from the others, this property presents an exceptional opportunity in today's market.

148 Congress Ave, Chelsea

Listing courtesy of Listing Agent: Luis Tejada from Listing Office: Century 21 North East.

$1,749,000
6 Beds 4 Baths 73554879 MLS
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

Listing courtesy of Listing Agent: Hitesh Tara from Listing Office: eXp Realty LLC - Corporate Office.

$2,250,000
16 Beds 6 Baths 73554183 MLS
566 Shirley St contains six (6) units, consisting of two (2), 2-Bedroom/1-Bathroom units and four (4), 3-Bedroom/1-Bathroom units with 5,553 square feet of living area in 7,968 square feet of total gross area on a 0.09-acre corner parcel. The Property is across the street from the Crystal Cove Marina and is 1,000 feet from Winthrop Beach and the shores of the Atlantic Ocean. The Property has been well maintained and features all new common area lighting and carpeting, the foundation (interior and exterior) has been repointed. The Property has new blown-in insulation, and the rear deck system has been updated with refinished decks and new railings. The Property also has a new 11-camera security system and credit card operated washers and dryers. Two of the units have been fully renovated and two units have renovated bathrooms. The Property is separately metered for a mix of gas & electric powered heat & hot water, as well as electrictity. The Landlord provides town water & sewer.

566 Shirley St, Winthrop

Listing courtesy of Listing Agent: Stephen Girolamo from Listing Office: Horvath & Tremblay.

$1,750,000
6 Beds 4 Baths 73554042 MLS
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

Listing courtesy of Listing Agent: Susan Ferri from Listing Office: Chinatti Realty Group, Inc..

$1,150,000
9 Beds 3 Baths 73553914 MLS
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 **9/30/2026**. 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

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

$2,750,000
12 Beds 12 Baths 73553775 MLS
533 Washington Street presents a rare opportunity to acquire a true trophy asset in the heart of Dorchester. This stunning Victorian has been completely gut renovated into a five-unit, condo-quality investment, blending timeless architecture with the efficiency and reliability of brand-new construction. The property is ideally located moments from Codman Square, historic Melville Avenue, and just .4 miles to the Shawmut Red Line MBTA. Investors will love the brand new sprinkler and fire alarm systems. Outside, newly completed landscaping enhances curb appeal, while a newly installed five-car driveway provides a rare amenity in this location, offering valuable tenant convenience and the potential for additional parking income. This is a standout opportunity for investors seeking a premier Dorchester asset with long-term appreciation potential.

533 Washington Street, Boston

Listing courtesy of Listing Agent: Zachary Feldshuh from Listing Office: Choose Boston, LLC.

$1,699,000
8 Beds 3 Baths 73553476 MLS
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

Listing courtesy of Listing Agent: Joyce Lebedew from Listing Office: Joyce Lebedew Real Estate.

$1,099,000
7 Beds 3 Baths 73553465 MLS
Welcome to Pratville and discover a timeless opportunity at 72 Sagamore Ave in Chelsea, MA. This large multi-family property, offers ready-to-move-in comfort and a wealth of possibilities for its next owner. The owner's unit offers two floors of living spaces with seven well-proportioned bedrooms, this residence provides ample private space for residents and guests alike. The three full bathrooms are thoughtfully integrated throughout the three-story layout, ensuring convenience and functionality. The property features a private yard, perfect for outdoor enjoyment. A two-car garage provides practical off-street parking. This property presents a compelling blend of classic charm and modern functionality, ready to inspire new beginnings.

72 Sagamore Ave, Chelsea

Listing courtesy of Listing Agent: Marilyn Garcia from Listing Office: Madelyn Garcia Real Estate.

$1,199,900
10 Beds 4 Baths 73552881 MLS
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

Listing courtesy of Listing Agent: Paul A. Morrison from Listing Office: Keller Williams Realty.

$869,000
7 Beds 3 Baths 73552835 MLS
OFFER DEADLINE MONDAY 7/27 AT 3PM. 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

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

$749,000
6 Beds 2 Baths 73552775 MLS
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

Listing courtesy of Listing Agent: Patrick Willie-Bonglo from Listing Office: Dominion Realty Corp..

$2,995,000
6 Beds 6 Baths 73552186 MLS
Introducing 3915 Washington Street, a newly constructed six-unit condominium building featuring thoughtfully designed one-bedroom, one-bath residences just steps from Forest Hills, vibrant Roslindale Village and JP shops on South, perfect for commuters. Each home has been professionally designed with exceptional attention to detail, showcasing stylish fixtures, custom cabinetry, white oak flooring, contemporary tile finishes, and an abundance of windows that fill the space with natural light. Tenants will enjoy and pay a premium for central A.C. and the convenience of in unit laundry with large, personal storage units included for each resident. Designed with sustainability in mind, the building is fully electric, eliminating the use of fossil fuels and reducing its carbon footprint. Built to meet HERS energy-efficiency guidelines, these residences offer modern comfort, exceptional efficiency, and environmentally conscious living in one of Boston's most desirable neighborhoods.

3915 Washington Street, Boston

Listing courtesy of Listing Agent: Steven Musto from Listing Office: Insight Realty Group, Inc..

$1,450,000
6 Beds 4 Baths 73542890 MLS
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

Listing courtesy of Listing Agent: Eric D. Berke from Listing Office: Eric Berke.

$1,299,000
8 Beds 3 Baths 73551760 MLS
Prime opportunity at the top of highly sought-after Jones Hill! This classic triple-decker is a turnkey investment meticulously maintained by a long-term owner with a stellar rental history. Perfect for an owner-occupant or savvy investor, Units 1 and 2 are vacant and recently renovated with sleek stainless steel appliances. Unit 2 features a modern open layout, while Unit 3 offers traditional charm with stunning city views. Unbeatable location: a short walk to the Red Line, minutes to downtown Boston, and steps from vibrant local dining. With endless potential to buy and hold, condo-convert, or maximize market rents, this is a premier Boston investment you don't want to miss!

22 Rowell St, Boston

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

$1,100,000
6 Beds 3 Baths 73551649 MLS
Location! location ! location !Looking for a great investment property, come see this unique Brick Rowhouse style single family with 2 levels of living space, located in the heart of Chelsea! This property is being sold with a separate lot as part of the deal. Adjacent lot included is located on 41 Library Street. Separated deeds. The lot consists of 17 PARKING SPACES. With limited city parking these spaces could serve as potential MONTHLY INCOME. MLS: 73551740. Property also can be converted to a multifamily or divide them in condos. Lots of potential with this property for investors or owner occupants looking for an opportunity. The house consists in 6 bedrooms, 3 bathrooms. Short distance to Boston & Logan Airport. Close proximity to restaurants, shopping, Casino, and lots more. Come live minutes from Boston without the high price tag and see what the vibrant city of Chelsea has to offer.

56 Marlborough St, Chelsea

Listing courtesy of Listing Agent: Liliana Delgado from Listing Office: Cameron Real Estate Group.

$4,100,000
15 Beds 8 Baths 73551638 MLS
**RARE NORTH END 8 UNIT INVESTMENT OPPORTUNITY** The property consists of seven (7) two-bedroom apartments and one (1) studio unit, offering an efficient unit mix that caters to the neighborhood’s deep and consistent renter demand. The residences feature modern finishes and highly desirable amenities, including exposed brick, hardwood flooring, abundant natural light, and updated kitchens with granite countertops and newer appliances. Professionally managed and meticulously maintained, the asset offers investors a low friction ownership opportunity with no deferred maintenance requirements. This offering represents a rare opportunity to acquire a stabilized, turnkey multifamily property in a premier urban location. Strong occupancy fundamentals, durable rental demand, and the potential for continued income growth, the property offers investors both dependable in-place cash flow and long-term value appreciation. Walking distance to the Financial District and multiple MBTA transit lines.

60 North Margin St, Boston

Listing courtesy of Listing Agent: Giancarlo Tiberi from Listing Office: Core Property Group, LLC.

$1,599,000
6 Beds 4 Baths 73550870 MLS
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

Listing courtesy of Listing Agent: GPG Team from Listing Office: Grove Property Group.

$8,640,000
46 Beds 24 Baths 73550688 MLS
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

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

$1,075,000
9 Beds 3 Baths 73550526 MLS
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

Listing courtesy of Listing Agent: Paige Thompson from Listing Office: eXp Realty LLC - Corporate Office.

$1,199,000
6 Beds 3 Baths 73550409 MLS
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

Listing courtesy of Listing Agent: Tara O Riordan from Listing Office: Coldwell Banker Realty - Dorchester.

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