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$1,295,000
8 Beds 4 Baths 73544723 MLS
Rare legal four-family, 5,076 SF on a 5,991 SF lot, one block from Franklin Park in Dorchester's Grove Hall corridor. Four legal units including a renovated 3-bedroom; the owner's unit is delivered vacant at closing for immediate occupancy or lease-up. Projected market rents of approximately $10,650/month ($127,800/year) across the four legal units, supported by current 2026 area payment standards, and with one occupied unit significantly below market, the upside is immediate and identifiable. Two-car garage plus three off-street spaces, rare for the location. Partially finished walk-out basement with laundry adds flexible bonus space. Fast access to Blue Hill Ave, Columbia Rd, and multiple MBTA bus lines toward Downtown and Longwood. A genuine value-add play for investors and owner-occupants alike. Sold as-is. Detailed rent and tenancy information available to qualified buyers. (visit: https://29esmondstreet.acbrealty.online/)

29 Esmond St, Boston

Listing courtesy of Listing Agent: Gregory Anderson from Listing Office: A. C. B. Realty Inc..

$715,000
3 Beds 2 Baths 73538809 MLS ['Bowdoin Heights'] BLDG.
Sophisticated design meets everyday comfort in this stunning penthouse residence featuring 3 bedrooms and 2 full baths. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for entertaining and everyday living. The custom kitchen showcases premium finishes, stylish cabinetry, and modern architectural elements. Retreat to the spacious primary bedroom offering a private outdoor balcony and a beautifully appointed ensuite bath with double vanity. Additional highlights include engineered hardwood flooring throughout, extra storage, central air, in-unit laundry, Butterfly video intercom system, deeded off-street parking, and exclusive access to a private rooftop deck with sweeping city views. Conveniently located near public transportation, parks, dining, and shopping. Come experience elevated city living!

12 Bowdoin Ave Unit 4, Boston

Listing courtesy of Listing Agent: Surabhi Rathi from Listing Office: Redfin Corp..

$2,900,000
22 Beds 9 Baths 73537287 MLS
223-225-227 Washington Street presents a rare opportunity to acquire a turnkey three-building multifamily portfolio in the heart of Dorchester. 225 Washington was newly constructed in 2022, while 223 and 227 have been completely gut renovated, offering modern finishes, updated systems, and low-maintenance ownership. Units feature open-concept layouts, shaker cabinetry, stone countertops, stainless steel appliances, recessed lighting, updated baths, and laundry. Ideal for investors seeking strong cash flow with minimal deferred maintenance. Conveniently located near public transportation, major highways, shopping, restaurants, parks, and Downtown Boston. A premier investment opportunity in one of Boston's fastest-growing neighborhoods.

223-227 Washington Street, Boston

Listing courtesy of Listing Agent: Niko Stafford from Listing Office: Block Realty.

$1,650,000
14 Beds 5 Baths 73530214 MLS
Introducing a rare, oversized Dorchester multi-family opportunity delivering scale, flexibility, and strong income in one of Boston’s most dynamic neighborhoods. This massive property offers 14 bedrooms and 5 bathrooms across four expansive units, including a complete finished apartment in the lower level; ideal for maximizing rental income. Each residence features generous layouts, hardwood floors, in-unit laundry, and updated systems, creating comfortable, modern living spaces attractive to today’s tenants & owners. With projected annual income upwards of $189,000, this asset is perfectly suited for investors seeking strong cash flow, a strategic 1031 exchange, or an owner-occupant looking to offset their mortgage with substantial rental income & immediate cash flow. Conveniently positioned near public transportation, neighborhood restaurants, shopping, and easy access to Downtown Boston, the location ensures long-term tenant demand. A high-yield Boston multi-family opportunity.

14 Everton St, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.

$650,000
5 Beds 2 Baths 73529194 MLS
INVESTORS, CONTRACTORS, FLIPPERS, or the courageous owner occupant, this one is for you! R2 Zoning for 2 family which gives you the option to keep it as a single make it a 2 family or 2 condos. IT HAS A SECOND KITCHEN ON THE 2nd FLOOR! Bring this spacious home back and unlock its full potential! Offering 5 bedrooms and 2 full bathrooms, this home features a flexible layout. Inside, you’ll find a cozy sitting room, charming built-ins, and ample closet space throughout. While the property could benefit from updates and improvements, the size, character, and layout provide an incredible opportunity to restore and personalize. Yes the property is operational and is financeable but it does need updating! Really strong opportunity for instant equity after updating this property. Outside, enjoy a large backyard with plenty of room for entertaining, gardening, or future expansion possibilities.

10 Waterlow St, Boston

Listing courtesy of Listing Agent: Aaron Katz from Listing Office: Proactive Realty.

$650,000
5 Beds 2 Baths 73529196 MLS
INVESTORS, CONTRACTORS, FLIPPERS, or the courageous owner occupant, this one is for you! R2 Zoning for 2 family which gives you the option to keep it as a single make it a 2 family or 2 condos. IT HAS A SECOND KITCHEN ON THE 2nd FLOOR! Bring this spacious home back and unlock its full potential! Offering 5 bedrooms and 2 full bathrooms, this home features a flexible layout. Inside, you’ll find a cozy sitting room, charming built-ins, and ample closet space throughout. While the property could benefit from updates and improvements, the size, character, and layout provide an incredible opportunity to restore and personalize. Yes the property is operational and is financeable but it does need updating! Really strong opportunity for instant equity after updating this property. Outside, enjoy a large backyard with plenty of room for entertaining, gardening, or future expansion possibilities.

10 Waterlow St, Boston

Listing courtesy of Listing Agent: Aaron Katz from Listing Office: Proactive Realty.

$1,225,000
8 Beds 4 Baths 73525577 MLS
Stunning and expansive 3613 sq ft (2 Family Home). 8 Bedrooms/ 4 Full Baths built in 1925; 2016 gut renovated offering refined living space with desirable open floorplans. Highly sought features include; 2026 HVAC's / Central Air, 9-foot ceilings, Hardwood floors, recessed lighting, chef's kitchens, terrazzo countertops & islands, beverage chillers, stainless appliances - complete with gas stove & griddle, in unit W/D hook ups. Bells & whistles adorn this owner occupant & solid income producing property including ensuites, marble floors, designer baths & showers, walk in closets, backyard w/ updated decks to enjoy summer. Unit 1 delivering 3 bed, 2 full baths and Unit 2 boasting 5 beds 2 full baths bi level - currently rented for $5000/ month. 2016 plumbing, electrical, roof, walls & decks. 2023 Upgraded Foundation. The separate 2 car garage and clean full sized 7-foot ceiling basement await a potential ADU, workshop, lounge or additional future living space. To be delivered vacant.

41 Gleason St, Boston

Listing courtesy of Listing Agent: Cori Daddabbo from Listing Office: Coldwell Banker Realty - Canton.

$599,999
3 Beds 2 Baths 73527854 MLS
Welcome to brand-new construction living in the heart of Dorchester! This beautifully crafted 3-bedroom, 2-bath home offers over 1,400 square feet of thoughtfully designed space with modern finishes throughout. The open-concept layout is perfect for both everyday living and entertaining, featuring a stunning kitchen with a spacious island, sleek quartz countertops, and stainless steel appliances. Enjoy seamless indoor-outdoor living with your own private decks—ideal for morning coffee or evening relaxation. The oversized primary suite is a true retreat, complete with a massive walk-in closet and a stylish en suite bath designed with comfort and sophistication in mind. Two additional bedrooms and a second full bath provide flexibility for home office or guests. Additional highlights include off-street parking. Ideally located near Franklin Park and the Franklin Park Zoo, with easy access to the commuter rail, this home offers the perfect balance of convenience, green space & city living

14 Schuyler Unit 2, Boston

Listing courtesy of Listing Agent: Dot Collection from Listing Office: Access.

$765,000
3 Beds 3 Baths 73526229 MLS ['1-7 Wilcutt Road Condominium'] BLDG.
Experience it altogether: sophisticated, new-construction, contemporary living in the heart of Boston. This stunning condominium showcases a modern design with an open-concept layout, flooded with natural light and thoughtfully crafted for today’s lifestyle. Chef’s kitchen is the centerpiece of the home, featuring premium high-end Bertazzoni appliances, elegant quartz countertops, and an oversized kitchen island perfect for entertaining, casual dining, and everyday living. Retreat to the luxurious top-floor primary suite offering exceptional privacy, spacious walk-in closets, and a spa-inspired primary bath designed with comfort and style in mind. Every detail of this home blends modern elegance with functional living, creating a truly exceptional city residence. Come take a look!

1-7 Wilcutt Unit 5, Boston

Listing courtesy of Listing Agent: Kenia Brea-Gonzalez from Listing Office: Boston Realty Services and Partners, LLC.

$1,225,000
9 Beds 3 Baths 73522069 MLS
WELCOME HOME! Beautiful 2 family home located in the heart of Boston. This newly remodeled gem is city living at its finest. First floor apartment is composed of a stunning living and dinning room with built in fireplace, updated kitchen, full bathroom, and 3 bedrooms. Second floor is a rare find in Boston; consisting of 6 bedrooms. This remodeled unit as well, exemplifies townhouse living. First floor includes an elegant living and dinning room, updated kitchen with pantry, full bathroom, and 3 bedrooms. Second floor boasts an additional three bedrooms and full bath. Home is nestled on a quiet side street, yet is just a stone's throw away to major high, area shopping, and public transportation.

102 Radcliffe St, Boston

Listing courtesy of Listing Agent: Jeffrey Jacques from Listing Office: CM Realty Associates.

$899,999
3 Beds 2 Baths 73518210 MLS
Welcome to brand-new construction living in the heart of Dorchester! This stunning 3-bedroom, 2-bath penthouse offers over 2,200 square feet of thoughtfully designed space with modern finishes throughout. The open-concept layout is perfect for both everyday living and entertaining, featuring a stunning kitchen with a massive island, sleek quartz countertops, and stainless steel appliances. Enjoy seamless indoor-outdoor living with your own private deck—ideal for morning coffee or evening relaxation. The oversized primary suite is a true retreat, complete with a large walk-in closet and a stylish en suite bath designed with comfort and sophistication in mind. Two additional bedrooms and a second full bath and a flex room perfect for home office or guests. Additional highlights include off-street parking. Ideally located near Franklin Park and the Franklin Park Zoo, with easy access to the commuter rail, this home offers the perfect balance of convenience, green space & city living.

14 Schuyler Unit 4, Boston

Listing courtesy of Listing Agent: Dot Collection from Listing Office: Access.

$575,000
3 Beds 3 Baths 73504335 MLS
Fantastic location! Stunning tri-level 3-bedroom, 2.5-bath newly-renovated townhouse in a rapidly developing Dorchester/Roxbury neighborhood. Newer-built in 2004 this sun-drenched, meticulously maintained home features gleaming hardwood floors and thoughtful new upgrades throughout. The spacious kitchen offers new cabinetry, quartz, new stainless steel appliances, a large pantry, and direct access to a private patio—perfect for entertaining. The primary bedroom provides a calm retreat and easily accommodates a king-sized bed. A beautifully renovated bath with dual sinks, high-end fixtures, and elegant tilework adds to the appeal. Second-floor laundry offers convenience. The upper level includes an additional bedroom, full bath, and flexible bonus space ideal for an office, den, or guest room. Convenient to Longwood Medical Area, Franklin Park, the Emerald Necklace, Downtown Boston, dining, shopping, and multiple MBTA options. A true must-see!

218 Humboldt Ave Unit 218, Boston

Listing courtesy of Listing Agent: Delince P. Louis from Listing Office: Redfin Corp..

$659,000
3 Beds 2 Baths 73496552 MLS
PENTHOUSE DUPLEX in family neighborhood. Tasteful 2025 complete renovation works well for professionals, any growing family and roommates. A thoughtful floor plan ,open concept 3-4-bedroom + home office, 2 full bath home surrounded by landscaped gardens, private walk-out deck primed for piping gas to grill in all seasons. Custom upgrades :intricate woodwork, crown molding, built out cabinetry contemporary kitchen w/ stainless steel/stone, invites dinner parties all 4 seasons. Includes 1 pking and electric charger , as well as new fire alarm system, new electric as well as sewer lines, designed by owner/developer. Additional storage available for 20k, additional basement $100k that come along with this new build in a historical Victorian home. Garage rt $35k left $25k

7 Waumbeck Unit 2, Boston

Listing courtesy of Listing Agent: Danielle Bing Team from Listing Office: Gibson Sotheby's International Realty.

$649,000
3 Beds 2 Baths 73493225 MLS
Completely gut-renovated 3-bed 2-bath duplex - thoughtfully reimagined historic home offering modern living while preserving its character. Contemporary living space features a lower-level master suite with a spacious bedroom offering panoramic views, dedicated office, and full bath with an oversized walk-in shower. Hardwood floors run throughout the home. The kitchen is equipped with all-new SS appliances, center island, granite countertops, and ample cabinet space. The open-concept living room opens to a shared deck, perfect for enjoying warm days. Brand-new washer and dryer are conveniently located just off the kitchen.The upper level features two additional bedrooms, accommodating Q and K size beds, full bath and lots of closet space. Integrated fire and sprinkler systems ensure enhanced safety and peace of mind.This historic charm and modern comfort is ready for its next chapter.

7 Waumbeck St Unit -3-, Boston

Listing courtesy of Listing Agent: Natalie Zurman from Listing Office: Boston Real Property.

$1,550,000
12 Beds 6 Baths 73493087 MLS
**Rent increases starting 8/1/2026** A standout investment and ownership opportunity—this 2020-built triple-decker in prime Dorchester rarely hits the market. Designed with today’s lifestyle in mind, each oversized unit features a bright open-concept layout, sleek kitchens with granite countertops, recessed lighting, in-unit laundry, and rich hardwood flooring throughout. All three units offer 4 generous bedrooms—including a primary suite—and 2 full baths, making them highly desirable for both tenants and end-users.Built for efficiency and long-term value, each unit has its own gas furnace and electrical panel. Separate utilities—including a landlord meter. The property is also fully equipped with a fire suppression and alarm system for added peace of mind. The full basement with impressive ceiling height opens the door to additional living space, storage, or future expansion potential. Enjoy convenient access to public transportation, major highways, shopping, and nearby attractions.

35 Ellington St, Boston

Listing courtesy of Listing Agent: Nghi Bao Chiem from Listing Office: Coldwell Banker Realty - Worcester.

$899,900
6 Beds 3 Baths 73480310 MLS
PROPERTY IS TO BE DELIVERED VACANT AT CLOSE. -- 33 Waumbeck presents an exceptional opportunity for both first-time and seasoned investors. The property features spacious units, including a 5 bedroom, 1.5 bathroom unit with a market rent of ~ $4,200 and a 1 bedroom, 1 bathroom unit with a market rent of ~ $2,300. Off-street parking and in-building laundry are available for residents’ convenience. The property is conveniently located on a one-way side street, just minutes away from public transit, local restaurants, and shops. Each unit boasts high ceilings and hardwood flooring throughout. Unit 1 is equipped with solar panels, making it an ideal choice for owner-occupants looking to minimize utility costs. Unit 2 offers 5 bedrooms in a townhouse-style living arrangement, complete with a dishwasher, updated kitchen, and 1.5 bathrooms, while also being de-lead certified.

33 Waumbeck St, Boston

Listing courtesy of Listing Agent: Jovonie Houston from Listing Office: Coldwell Banker Realty - Dorchester.

$2,225,000
12 Beds 6 Baths 73451541 MLS
THIS IS THE ONE! This is the massive almost 7,000+ SQ FT modern multi-family across 4 finished units that you have been waiting for in the Boston/Dorchester area! A true turnkey investment or premier owner-occupant opportunity, this impressive property can generate up to $170,000 annually in gross rents—or live in one of the four levels and let the others pay your mortgage. Featuring 4 spacious units including a masterfully finished lower level, this property showcases brand-new central air, updated plumbing and updated electrical, new roof, siding, and gutters, refinished hardwood floors, plus a 2-car powered garage W/ additional parking. Every detail reflects quality and care. Enjoy a central location near Franklin Park, the golf course, public transit, and easy access to the Orange and Red Lines. Minutes to Downtown Boston, universities, restaurants, and shops. A must-see modern TROPHY BUILDING—live, invest, and build wealth! This property is turn key & is well taken care of!

69 Greenwood St, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.

$1,849,000
17 Beds 6 Baths 73440102 MLS
Unlock this prime investment opportunity in one of Dorchester’s fastest-growing neighborhoods.This six-unit multifamily features five 3-bed/1-bath units and one 2-bed/1-bath unit, offering strong value-add potential investors can increase cash flow through cosmetic updates and strategic improvements.Minutes from Four Corners/Geneva and Upham’s Corner commuter rail stations, the location attracts renters seeking convenience and transit access. Nearby grocery stores, shops, and restaurants support strong rental demand.Private decks, a fenced backyard, and direct access to an adjacent playground add to tenant appeal. This property combines the opportunity to enhance cash flow with a desirable, rapidly developing location. Video walkthrough/virtual tour available.

252-254 Magnolia St, Boston

Listing courtesy of Listing Agent: Ashmael Brun from Listing Office: EVO Real Estate Group, LLC.

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