2,325 houses for sale in Roxbury, Boston city Suffolk County Massachusetts

Nestled within the highly sought-after Ashmont Hill neighborhood, this magnificent Grand Dame of the 1800s is a rare offering, rich in history, character, and architectural splendor. Dripping with timeless charm and exquisite period details, this extraordinary residence seamlessly blends gracious elegance with an abundance of living space across four impressive levels.A grand foyer sets the tone, welcoming guests with soaring ceilings, intricate millwork, and a sense of arrival rarely found today. The stately library provides a sophisticated retreat, while gracious formal and informal living spaces are designed for both grand-scale entertaining and comfortable everyday living. Front and back staircases add to the home's historic character and functionality, creating a flowing floor plan that invites exploration. Throughout, you'll discover stunning original details, expansive rooms, rich craftsmanship, and an atmosphere that reflects a bygone era of elegance. Four floors of living offe

Attention! Rare opportunity to own a spacious triple-decker in a desirable Dorchester location, offering excellent income potential for investors or owner-occupants. Each unit features a functional layout with living room, dining area, kitchen, and multiple bedrooms, along with hardwood floors and good natural light throughout. Need TLC. Situated on a convenient street with off-street parking and a private yard, and close to public transportation, shops, restaurants, and major routes. Bring your vision and don't miss this value-add opportunity in Boston

Rare opportunity to own a Colonial Revival single-family in Dorchester Center, meticulously maintained with its 1897 craftsmanship beautifully preserved throughout. 3 full floors deliver generous living space, 5 well-proportioned bedrooms, and 2.5 baths. The kitchen pairs custom cabinetry with original period details, while oversized living and dining rooms, with a wood-burning fireplace, retain the warmth of the original architecture. The updated full bath features radiant heated floors, a vintage-inspired freestanding clawfoot soaking tub, and separate walk-in marble shower. A private patio and garden create a quiet, zen-like retreat. Set in a neighborhood of colorful, architecturally rich homes, 1 block from the Shawmut Red Line and Loesch Park and Playground, w/ BTone Fitness and the soon-to-open Daily Market grocery nearby. Plus some of Dorchester's best restaurants, including Via Cannuccia and Tavolo, are nearby, with Adams Village and Lower Mills a quick drive away

Welcome to Codman/Wellington Hill three-family property located in the heart of Boston's Dorchester neighborhood. 8 Ogden Street presents an excellent opportunity for investors, owner-occupants, or multi-generational living with strong income-producing potential. Each unit features: 3 generously sized bedrooms, 1 full bathroom, spacious eat-in kitchens with ample dining space, Large and inviting living rooms perfect for entertaining or relaxing, functional layouts with comfortable room sizes throughout. Common area Laundry in basement. Basement has potential for ADU expansion. This property is conveniently located near shopping, restaurants, parks, schools, public transportation, and major commuter routes, making it highly attractive to tenants and homeowners alike. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding versatility and long-term value. Being sold AS IS

Welcome to exceptional Ashmont Hill. This gorgeous Victorian is bathed in natural light from the moment you step into the gracious entry foyer. The freshly painted interior, in a thoughtfully selected white alabaster palette, beautifully reflects sunlight and highlights the home's period details, built-in cabinetry, and substantial base moldings in the spacious living room. The dining room features a wood-burning fireplace with a decorative mantel, creating a warm and elegant setting for entertaining. The eat-in kitchen offers abundant cabinetry and new appliances, along with the convenience of a first-floor laundry room and half bath. The second floor includes four generously sized, sun-filled bedrooms and a full bath. On the third floor, you'll find two additional bedrooms, another full bathroom, and walk-in attic space. Ideally located just two blocks from the Ashmont T station, the home is close to an array of coffee shops, restaurants, and neighborhood amenities. This is city livi

Prime opportunity for a three-family home in much sought-after neighborhood of Savin Hill. This classic triple-decker is a turnkey investment meticulously maintained, with pride, by the same family for more than 70 years. Perfect for owner-occupied or savvy investors. This home is located on a desirable tree lined street off Savin Hill Avenue. Built in 1905, this charming home is filled with warmth, character, and timeless craftsmanship. All three units have the same layout with large living and dining rooms, eat-in-kitchens, pantry, two bedrooms, and one bath. Converting the living room into an additional bedroom will maximize rental income! Beautiful hardwood floors run throughout, complemented by original natural woodwork and built-in china cabinets. Enjoy newer front and rear porches on each level, and a spacious private backyard with patio area and garden that is ideal for relaxing, entertaining, and gardening. With its classic details, thoughtful updates, and investment potential

6 CAP INVESTMENT! TWO BUILDINGS containing 6 townhouse residences and a total of 48 rooms, 30 bedrooms and over 11, 000 sq/ft of living area. Built in 2005 and 2006, the buildings occupy two large parcels totaling more than 17, 000 sq/ft, and rental income tops $307, 000 annually. Each townhouse has 5 bedrooms, 2 or 3 bathrooms, front porches and parking. The properties are well maintained with hardwood floors, tile baths, granite/stainless kitchens, gas heating and cooking and in-unit laundry. The properties are located on Fort Hill, a location that is popular with renters because it is close to public transportation as well as shopping, restaurants and universities. An excellent investment, priced to sell. Pro-forma available

Set on a generous 7,500 sq ft lot in Dorchester's desirable Ashmont Hill area, 42 Roslin Street is a classic 1900 Colonial offering 1,746 sq ft of living space (not including basement and attic) with timeless charm and solid architectural character. This single-family home features three well-proportioned bedrooms, three full baths, and a traditional layout, ideal for buyers seeking space, functionality, and historic appeal. Inside, the home includes hardwood flooring, a fireplace, and forced-air heating/cooling, creating a warm and inviting interior. The property also includes a partially finished basement and attic space, offering additional usable space for storage, recreation, or future expansion. The home sits among other well-maintained properties dating from the late 19th and early 20th centuries, contributing to the area's established neighborhood character

156 Ashmont St. blends classic charm with modern updates in one of Boston's most vibrant neighborhoods. This beautifully maintained home features sun-filled living spaces, hardwood floors, and a thoughtfully designed layout ideal for everyday living and entertaining. The updated kitchen offers stylish finishes and ample storage, while spacious bedrooms provide comfort and flexibility for today's lifestyle. Two private en suite bedrooms provide exceptional versatility - including a primary suite on the main bedroom level and an expansive top-floor suite occupying the entire upper level. Enjoy renovated baths, efficient systems, and inviting outdoor space perfect for relaxing or hosting. Located literally right around the corner from the Ashmont T Station, this move-in ready home offers unbeatable convenience with easy access to restaurants, shops, parks, and downtown Boston

Solid investment opportunity in the highly desirable Savin Hill neighborhood! This beautifully renovated and professionally maintained 3-unit multifamily features spacious 4-bedroom, 1.5-bath units with hardwood floors throughout, updated kitchens and bathrooms, modern appliances, in-unit laundry, private deck space, and abundant natural light throughout. Private driveway parking offers an additional income opportunity, a tandem spot that fits at least two cars. Strong rental potential with well-maintained interiors and an unbeatable location close to restaurants, public transit, and local amenities. Email for financials!

Open House Sunday 8/2 12-1pm!* This 3 bedroom, 1.5 bath home offers approximately 1,376 sq ft with a flexible layout and excellent potential to make it your own. A sunroom just off the kitchen adds great bonus living space, along with a dedicated office and partially finished attic for additional possibilities. The upstairs full bath has two doors and is not a walkthrough to the third bedroom which is accessed via a separate staircase off the kitchen. Set on a private dead end street, the fenced yard provides a rare sense of privacy and outdoor space in a city setting. A true fixer, this property presents a great opportunity for contractors, investors, or buyers looking to create their dream home

Incredible investment opportunity in the heart of central South Boston! This spacious semi-detached three-family property offers 5 bedrooms and 3 bathrooms across 2,088 square feet. Featuring high ceilings, the home provides an open and inviting atmosphere. Well-maintained with a newer roof and updated heating systems, this property is ready for your personal touches and cosmetic updates. Delivered vacant and in as is condition, you have the flexibility to renovate and maximize its potential. With a projected total rent of $10K per month after updates, this is a must-see for investors and buyers seeking a promising income property. Don't miss your chance to own this centrally located gem!

6 CAP INVESTMENT! TWO BUILDINGS containing 6 townhouse residences and a total of 48 rooms, 30 bedrooms and over 11, 000 sq/ft of living area. Built in 2005 and 2006, the buildings occupy two large parcels totaling more than 17, 000 sq/ft, and rental income tops $307, 000 annually. Each townhouse has 5 bedrooms, 2 or 3 bathrooms, front porches and parking. The properties are well maintained with hardwood floors, tile baths, granite/stainless kitchens, gas heating and cooking and in-unit laundry. The properties are located on Fort Hill, a location that is popular with renters because it is close to public transportation as well as shopping, restaurants and universities. An excellent investment, priced to sell. Pro-forma available

This Savin Hill brick rowhouse abounds with charm! A wonderfully solid building! Well maintained! Exposed brick inside the units provide a warm feeling that sheetrock just can't match! Hardwood floors shine throughout and add to the ambience! The eat-in kitchens have glass sliders to rear porches! The incredible location is two blocks from the Savin Hill Station on the T Red Line! It's also only two blocks from shops and restaurants on Dorchester Ave! A top home in a top area! A top investment in a top area!

Turnkey investment in the heart of Fields Corner! A very well maintained and completely renovated three family delivering three identical 4-bed/2-bath units, each with in-unit laundry. Unit 1 will be delivered vacant - live in one unit, rent the others. Great opportunity for a seasoned investor or owner occupant! The property produces a strong annual rent roll and excellent cash flow from day one. Set in one of Boston's most diverse and dynamic neighborhoods, it sits just steps from the MBTA Red Line Fields Corner Station - a direct ride to South Station, Downtown Crossing, and Cambridge - with walkable access to Dorchester Avenue's celebrated restaurant corridor, local shops, parks, and quick highway connections. A true plug-and-play asset combining great quality, strong in-place income, and an unbeatable transit-rich location with consistent rental demand. Don't miss this rare opportunity!

Welcome to 54 Richfield Street, a spacious 5 bedroom Colonial offering generous living space, flexibility, and exciting possibilities for the next homeowner. This longtime home offers approximately 2,300 square feet of living space, generously sized rooms, and the character of a classic New England home. Additional features include a front porch, rear deck, second floor balcony, off street parking, and a finished basement with two additional rooms. It's a great extension of the home for buyers who need more room to live, work, entertain, or simply spread out.The current asking price reflects the home's present condition and anticipated updating, giving the next owner an opportunity to personalize the property and make it their own. The home also features a newer boiler and a roof that is less than 10 years old. Professional architectural plans are included with the, offering additional inspiration for buyers interested in exploring the possibilities for the property. Photos include a c

This well-maintained 3-family property features upgraded and expanded floorplans with generously sized 4-bedroom units on each level, each offering updated kitchens and bathrooms. The property includes a 2-car garage plus 6 additional off-street parking spaces, along with a large backyard that provides valuable outdoor space and added convenience. Ideally located near Ashmont Station, as well as local shops, restaurants, parks, schools, and public transportation, this home offers strong neighborhood appeal and excellent accessibility, making it a great opportunity for both investors and owner-occupants seeking a versatile multi-family property

A unique opportunity awaits you to acquire the ONLY AVAILABLE BOSTON SINGLE FAMILY FOR UNDER $450K. This condo-alternative offers no condo fee and a low cost of ownership, making it an ideal property for anyone seeking their entry into the Boston Market. The property boasts three levels of living, providing 2 bedrooms, 1.5 bathrooms, and an ideal canvas to complete the basement. Additionally, it includes off-street parking. Conveniently located between Roxbury and Dorchester, the property is walkable to several MBTA stops/stations, and just minutes away from highway access. The surrounding area is bustling with local stores and shops, making driving an optional choice

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village-one of the town's most sought-after neighborhoods-this property sits on a 17,689 sq ft level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter's dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions

First time on the market in Nearly 50 Years! Lovingly maintained and full of classic charm, this well-kept Colonial offers a wonderful opportunity in a desirable neighborhood. Featuring 3 bedrooms and 1 1/2 baths, the home is situated on a lovely, quiet street lined with single-family homes, offering a peaceful residential setting while remaining close to all the city has to offer. Carefully cared for over nearly five decades, this home is ready for its next chapter. Whether you're a first-time buyer looking to put down roots or someone seeking a home in a convenient and established neighborhood, this classic Colonial offers character, comfort, and tremendous potential. A rare opportunity to own a well-maintained home in a location that truly has it all

Prime redevelopment opportunity along South Boston's East Broadway corridor. 614-618 E. Broadway is a mixed-use property currently comprised of street-level commercial space (configured as 1-2 units) with four residential units above. Situated on an approximately 2,795 +/- sq ft parcel, the property requires renovation or re-development and is being sold as-is. Located within Local Industrial (LI) zoning district, the site supports a range of uses. By-right uses generally include commercial, light industrial, and certain mixed-use configurations. Residential use and higher-density redevelopment may be permitted subject to approvals/relief (buyer to perform due diligence). Prominently located with strong visibility, close to the Seaport District, downtown Boston, and public transportation. Excellent value-add opportunity in a high-demand submarket. Also listed under MLS #: 73510304

Pleased to present 342-344 Bowdoin Street, a six-unit multifamily investment opportunity in the Meeting House Hill neighborhood of Dorchester. Comprising two adjacent three-family buildings totaling 11,800 gross square feet, the property pairs immediate flexibility with in-place income: the seller will deliver four of the six units vacant at closing, allowing a new owner to renovate, reposition, or re-lease at market rents from day one, while the remaining two units are occupied by long-term Section 8 tenants, providing a stable, subsidized income base. The buildings have been exceptionally maintained and upgraded, featuring 2 full bathrooms per unit, central air and mini-split systems, keyless entry, and income-producing common laundry. Rents on the vacant units have been driven by a furnished, extended-stay rental strategy, generating income above a traditional stabilized lease structure - upside a new owner can capture immediately or normalize toward conventional leasing over time.

A great opportunity to own and position yourself with an large income producing property near South Bay Mall.This expansive 2,755 sq. ft. home is currently utilized as a single family but was originally a 2 family and can be so again.This home features two separate utilities, including two electrical panels and two heating systems-offering the flexibility to convert back to a multi-family for additional income or keep as a spacious single-family residence.Inside, you'll find large bedrooms, ample living space, and a functional layout that suits a variety of needs. The property also includes a detached garage, adding convenience and extra storage. This home is ideal for owner-occupants, investors, or those looking to customize a property to their needs. Whether you're searching for a spacious forever home or an investment opportunity, this property checks all the boxes

Rare opportunity to own a beautifully renovated three- family brick building in the heart of Boston's highly sought-after Savin Hill neighborhood. Whether you're an investor seeking strong cash flow or owner-occupant looking to offset your mortgage, this property offers the perfect blend of ownership and investment returns. Unit #2 will be delivered vacant, providing an excellent opportunity for an owner-occupant, while Units #1 and 3 are currently leased, generating $5,650 per month in rental income. Each unit features updated kitchens and bathrooms with custom cabinetry, quartz countertops, stylish tile work, modern finishes and sleek walk-in showers. Additional highlights include separate utilities, updated electrical panels, in-unit washer and dryer, and energy efficient mini-split heating and cooling systems throughout. Located just minutes from the Savin Hill Red Line station, UMASS Boston, restaurants and downtown Boston, this turnkey asset makes for a great investment

Rare quarter-acre retreat in the heart of Brookline Village, this fully renovated Victorian offers 5,487 square feet of exceptional living space, a large private backyard, and the character of a historic home paired with modern luxury. Completely renovated to the studs in 2025, the six-bedroom, six-bath residence is just steps from the shops, restaurants, and Green Line in Brookline Village, minutes from Longwood, and only three miles from downtown Boston. Inside, soaring ceilings, white oak hardwood floors, and extensive custom millwork, cabinetry, built-ins, and vanities create a timeless, sophisticated interior. The chef's kitchen features high-end appliances, including a paneled Sub-Zero refrigerator and 36-inch Wolf convection range, complemented by a butler's pantry, dedicated coffee bar, and additional under-counter wine refrigerator. Designed for both everyday living and entertaining, the home offers expansive living, dining, and family spaces, four fireplaces, radiant heated f

A rare opportunity to acquire a fully renovated, institutional-quality multifamily asset with a 7.4% cap rate in place. Roxbury is one of Boston's fastest-growing neighborhoods. Ideally located between Nubian Square and Fort Hill, 36-38 Regent Street offers exceptional access to the Longwood Medical Area, Downtown Boston, major universities, public transportation, and the rapidly evolving Roxbury corridor. A comprehensive down-to-the-studs renovation was completed in 2025, this turnkey investment consists of six luxury, condo-quality residences totaling approximately 7,950 square feet. The unit mix includes five 4-bedroom, 2-bath apartments and one 3-bedroom, 2-bath apartment, each thoughtfully designed with modern finishes, efficient layouts, and amenities that continue to drive exceptional rental demand. Virtually every major building system was replaced, including new electrical, plumbing, HVAC, roofing, windows, insulation, and high-end interior finishes, allowing an investor to ac

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 and restaurants. Don't miss this chance to add to your portfolio!

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 and 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 and 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

Tired of looking at multifamilies that don't cash flow' Look no further! This turnkey 3 family in prime Dorchester location is a sound investment that is sure to pay off for years to come. This has a total of 12 beds, 4br 1bath each unit. Each unit is equipped with refinished hardwood flooring, quartz countertops, updated cabinetry, stainless steel appliances. Oversized units that have great layouts that always rent out quickly. Strong in place tenants building fully rented and cashflowing, currently grossing $125,000/year. Strategically located within close proximity of Downtown Boston, I-93, Logan Airport, #45 bus and other public transportation. This is a fantastic addition to any real estate portfolio, reach out today for a viewing!

BUSTLING FIELDS CORNER LOCATION! Conveniently located close to everything possible in this neighborhood including REDLIINE T at your fingertips! This near, condo quality 3 unit building was totally renovated in 2011 which also included the addition of a sprinkler system throughout the building. There is also a full walkout basement staircase ready to be used as an egress for an ADU unit. All units feature nice kitchens with maple cabinets and granite counters. Three Updated bathrooms, central heat and A/C, hardwood floors, high ceilings, large rear decks, front and rear yard space and James Hardie Siding on the front of the building. Lead paint certificates for all 3 apartments. This is great home for an investor or owner occupant looking to occupy a unit and lease out the other 2. Hardwood floors are being refinished in pictured unit before open house. Property can be delivered vacant (ask agent) Open House on Saturday August 8th from 1-:2:30 and Tuesday August 11th from 4-5:30pm