Dorchester, Boston, MA Real Estate | Dorchester, Boston, MA Homes between $1,000,000 and $1,500,000 for Sale

Set in the heart of Dorchester's Adams Village, 588 Gallivan Blvd was fully renovated in 2021. This two-family has generously sized units and thoughtful bonus space throughout. Unit 1 features four bedrooms and two full bathrooms, plus a lower-level bonus space with legal egress, its own full bathroom, and a kitchenette, ideal as a guest suite, home office, or extended-family space within the unit. Unit 2 offers five bedrooms and three full bathrooms in a layout that largely mirrors Unit 1, with a private staircase leading up to a third-floor bedroom featuring its own en-suite bathroom, an ideal setup for a roommate arrangement, an extended family, or a live-in owner seeking privacy. Both units place tenants and owners alike within easy walking distance of Adams Village's growing restaurant scene, including The Industry, Molinari's, and Landmark Public House, plus Crunch Fitness and the everyday neighborhood retail that keeps rental demand in this corridor consistently strong. Commuter access is excellent, with Route 93 minutes away by car, MBTA bus service running nearby, and Ashmont Red Line Station within walking distance, putting downtown Boston well within reach for tenants who work in the city. Both units are equipped with central air conditioning, gas heat, and on-demand hot water heaters. Turnkey for an investor and full of upside for an owner-occupant looking to offset a mortgage with rental income, 590 Gallivan Blvd is a rare opportunity to own a spacious, income-ready two-family in one of Dorchester's most walkable, amenity-rich villages, with a rental history that reflects consistently strong tenant demand. Property to be delivered vacant.

588 Gallivan Blvd, Boston

Listing courtesy of Listing Agent: Matt Colaneri from Listing Office: Structr.

$1,399,000

4 Beds ⋅ 5 Baths ⋅ 73575408 MLS

Beautiful 2023 New Construction with Exceptional Versatility! This stunning single-family offers the perfect blend of modern design, comfort, and flexible living. The open-concept floor plan is ideal for entertaining and everyday living, while the versatile layout provides excellent space for multi-generational living, guests, and home office. Featuring gleaming hardwood floors throughout, a designer kitchen with quartz countertops, stainless steel appliances, recessed lighting, and efficient central air and heat. The home boasts 4 spacious bedrooms and 4.5 beautifully appointed bathrooms, including two luxurious en-suite bedrooms. Enjoy outdoor living from the inviting front porch or either of the two private side patios. Complete with off-street parking for three vehicles, this move-in-ready home offers style, flexibility, and convenience in one exceptional package.

20 Plain St Unit 20, Boston

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.

$1,075,000

4 Beds ⋅ 4 Baths ⋅ 73574026 MLS

Calling all outdoor enthusiasts! Run, kayak, paddleboard or cycle to 84 Myrtlebank, set steps to the Neponset River Trail and sprawling Neponset Estuary, where the water and land activities are endless! Surrounded by parks, trails, the riverfront and a vibrant restaurant/social scene, 84 Myrtlebank Ave. offers a unique lifestyle while enjoying close proximity to xpressway and T access. The handsome colonial was expanded in 2016 to include a generous family room and primary suite addition, creating a 4 bed with 3 full bath/1 half bath sanctuary. Parking, farmers porch, central air, wood burning fireplace, partially finished basement and a large fenced in level yard. This is a rare opportunity to plant roots in one of Bostons most sought after communities.

84 Myrtlebank Avenue, Boston

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$1,199,900

6 Beds ⋅ 4 Baths ⋅ 73572835 MLS

UNMATCHED ACCESS TO BOSTON TRANSIT & AREA AMENITIES. At 15 Whitten St, Boston is truly at your doorstep! This multifamily situated in a historic neighborhood offers the rare combination of a quiet residential setting with exceptional access to Boston and the surrounding region. Located in the Ashmont/St Marks area of Dorchester, within walking distance of 3 MBTA Red Line stations: Shawmut, Fields Corner & Ashmont. No car? No problem! Residents can easily commute to work, school, grocery stores, medical appts, dining, shopping & all that downtown Boston has to offer. Within 3-8 miles of Major colleges/universities/medical centers, the Lower Mills, public/private/charter schools, Boston Harbor, Downtown Crossing, South Station, the Seaport, Back Bay, Castle Island, Fenway Park & more. This property will be delivered vacant with no current tenants making it a great opportunity for an investor or owner-occupant looking to offset their mortgage with rental income. The 1st floor unit has 2 bdrms, 1 bath with kitchen & pantry, dining room, living room and large foyer. The 2nd floor unit consists of 2 levels, the first floor has 2 bdrms,1 full bath, living room, sitting room that opens to a balcony, separate dining room and kitchen with Silestone countertops, SS appliances & walk in pantry. The 2nd level boasts a large primary bdrm, full bath, & dedicated office space. The 1000 sq ft finished basement offers 1 bdrm, half bath with washer/dryer, living room & bonus room. Worried about parking? This property also features two off-street parking spaces and a good-sized shed with plenty of possibilities—storage, workshop, hobby space, or your very own backyard hideaway! Whether you're looking to invest, owner-occupy, or create a home with room to grow, 15 Whitten St offers flexibility, convenience, and a location that’s hard to beat. With Boston just minutes away and endless possibilities right at home, this is an opportunity worth exploring! Scheduled showings begin today! Don't miss out!

15 Whitten St, Boston

Listing courtesy of Listing Agent: Lee Ann Phillips from Listing Office: LAER Realty Partners / Rose Homes & Real Estate.

$1,185,000

10 Beds ⋅ 3 Baths ⋅ 73572530 MLS

Do not miss this CLASSIC spired three-family located by Franklin Park. RENTAL INCOME of $112,000 annually (Unit 1 - $3,765, Unit 2 - $2,900, Unit 3 - $2,725). Offers almost 4,500 square feet of living space, 10 bedrooms, and driveway parking. UPDATES include roof, windows, boilers, water heaters, front steps and deck, gutters, and in-unit renovations (see List of Updates attachment in MLS listing for more details). De-Lead Certificates for Units 1 and 2. Basement coin-op laundry generates additional $95/mo. Conveniently located off Columbia Road and in proximity to Four Corners local businesses. This is a turnkey opportunity to step into a thriving and well-maintained property. Two units have lease in place and one unit is TAW. SELLER IS OPEN TO WORKING WITH OWNER-OCCUPANTS OR INVESTORS.

11 Wolcott Street, Boston

Listing courtesy of Listing Agent: Matthew Hadge from Listing Office: Steeplechase Realty.

$1,399,000

4 Beds ⋅ 5 Baths ⋅ 73572419 MLS

Beautiful 2023 New Construction with Exceptional Versatility! This stunning single-family offers the perfect blend of modern design, comfort, and flexible living. The open-concept floor plan is ideal for entertaining and everyday living, while the versatile layout provides excellent space for multi-generational living, guests, and home office. Featuring gleaming hardwood floors throughout, a designer kitchen with quartz countertops, stainless steel appliances, recessed lighting, and efficient central air and heat. The home boasts 4 spacious bedrooms and 4.5 beautifully appointed bathrooms, including two luxurious en-suite bedrooms. Enjoy outdoor living from the inviting front porch or either of the two private side patios. Complete with off-street parking for three vehicles, this move-in-ready home offers style, flexibility, and convenience in one exceptional package.

20 Plain St, Boston

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.

$1,149,000

6 Beds ⋅ 3 Baths ⋅ 73568723 MLS

CLASSIC BRICK ROWHOUSE....... WITH PARKING!! Vacant and ready for a new chapter, these 3 "freshened up" units are great for an investor or owner occupant. With a least 2 parking spaces, a rear yard and updated rear decks, this building is move-in ready. All 3 units have updated kitchens, hardwood floors and high ceilings and lead paint compliant certificates. The basement is a full walkout that could easily be made into a city ADU. Open House on Friday 8/28 from 2-3pm and Saturday 8/29 from 1-2pm!

247 Washington St, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..

$1,250,000

14 Beds ⋅ 6 Baths ⋅ 73568259 MLS

342 Bowdoin Street is a three-family building in Dorchester's Meeting House Hill neighborhood, offering both owner-occupant and investor appeal. The two lower-level units will be delivered vacant at closing, allowing immediate move-in or re-lease at market rent. 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. The top-floor unit is occupied by a long-term Section 8 tenant, providing stable, subsidized income in place. The building is very well maintained, with all units featuring 2 full bathrooms, central air, keyless door entry, and common coin-op laundry. The property sits directly on an MBTA bus route, minutes from Fields Corner Station on the Red Line, with quick access to I-93, and is walkable to the Dorchester Food Co-op, Ronan Park, and a growing local retail and dining corridor. The attached building at 344 Bowdoin Street is also offered for sale.

342 Bowdoin Street, Boston

Listing courtesy of Listing Agent: Daniel Alper from Listing Office: Boston Realty Advisors.

$1,250,000

14 Beds ⋅ 6 Baths ⋅ 73568260 MLS

344 Bowdoin Street is a three-family building in Dorchester's Meeting House Hill neighborhood, offering both owner-occupant and investor appeal. The two lower-level units will be delivered vacant at closing, allowing immediate move-in or re-lease at market rent. 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. The top-floor unit is occupied by a long-term Section 8 tenant, providing stable, subsidized income in place. The building is very well maintained, with all units featuring 2 full bathrooms and keyless door entry, one unit with central air and another with a mini-split system. The property sits directly on an MBTA bus route, minutes from Fields Corner Station on the Red Line, with quick access to I-93, and is walkable to the Dorchester Food Co-op, Ronan Park, and a growing local retail and dining corridor. The attached building at 342 Bowdoin Street is also offered for sale.

344 Bowdoin Street, Boston

Listing courtesy of Listing Agent: Daniel Alper from Listing Office: Boston Realty Advisors.

$1,169,000

14 Beds ⋅ 6 Baths ⋅ 73568044 MLS

89 Ruthven Street is a fully leased, three-unit apartment building in Dorchester, offering a large unit mix headlined by one 4-bedroom/2-bath apartment and two 5-bedroom/2-bath apartments. All units are lead-paint certified, and the roof was replaced in 2023, minimizing near-term capital needs for a new owner. Coin-operated laundry on site adds an additional income stream, rounding out a well-maintained asset with an outsized unit mix for the submarket. Dorchester has emerged as one of Boston's most dynamic, fast-growing neighborhoods, offering a rare mix of accessibility, character, and long-term upside just minutes from downtown. With Red Line and bus access, tree-lined streets, and an ever-expanding mix of restaurants and shops, Dorchester continues to draw renewed investment and rising demand, cementing its place among Boston's most sought-after residential submarkets.

89 Ruthven Street, Boston

Listing courtesy of Listing Agent: Kevin Benzinger from Listing Office: Boston Realty Advisors.

$1,050,000

8 Beds ⋅ 3 Baths ⋅ 73567077 MLS

Investment opportunity near the Dorchester/Roxbury line! This three-family offers a strong unit mix consisting of two 3-bedroom units and one 2-bedroom unit, with separate utilities, significant income potential and separate living spaces. Unit 1 is a 3-bedroom currently rented for $3,000/month. Unit 2 is a 3-bedroom previously rented at $3000 offering immediate value-add potential. Unit 3 is a 2-bedroom currently rented for $1,650/month. The property features updated flooring, modern countertops, newer appliances, separate utilities, gas heating systems, and a renovated rear deck. Conveniently located with easy access to public transportation, neighborhood amenities, Downtown Boston and major routes. Excellent opportunity for an investor or owner-occupant looking to build equity while generating rental income.

29 East Cottage, Boston

Listing courtesy of Listing Agent: Farah Fakih from Listing Office: Coldwell Banker Realty - Boston.

$1,264,900

9 Beds ⋅ 5 Baths ⋅ 73561289 MLS

Opportunity awaits with this spacious three-family offering 4,059 sq ft of living space and 3 spacious bedrooms in each unit. The property features newer heating systems serving the first and second floors and hot water baseboard heat. The fully finished basement includes 1.5 bathrooms and offers substantial additional living space, with potential to explore an ADU configuration subject to applicable approvals and buyer due diligence. Outside, the property offers a deck and backyard, providing additional space to enjoy. Resident permit parking in the area can also be a valuable benefit given the property's proximity to Blue Hill Avenue, particularly during winter parking restrictions. Conveniently located minutes from commuter rail service and bus lines, with easy access to Blue Hill Avenue and surrounding amenities. With three spacious units, modernized interiors, and additional finished space in the basement, this property offers tremendous versatility for its next owner.

29 Wildwood St, Boston

Listing courtesy of Listing Agent: Brandan Burke from Listing Office: Amaral & Associates RE.

$1,299,900

7 Beds ⋅ 3 Baths ⋅ 73559012 MLS

LOCATION, LOCATION, LOCATION!!! This spacious 2-family home is located in a highly desirable Neponset area that's within close proximity to the highway, restaurants & stores, McMorrow Playground, UMASS Boston, Castle Island, etc. 1st floor unit with 5 rooms, 2-3 bedrooms, and a full tiled bathroom. 2nd floor unit is a large bi-level unit on 2 floors with 7 rooms, 5 bedrooms, and 2 full bathrooms. This property offers new exterior Hardie Board siding, hardwood flooring thruout, in-unit laundry, vinyl replacement windows, updated roof, tankless water heaters, 2 newer HVAC systems with central AC, updated plumbing, and a spacious partially finished basement that's good for storage or utilized as work space. Low maintenance yard, and the rear offers great off-street parking space for multiple cars. This property is ideal for an either an owner occupant looking for additional rental income to assist with the mortgage payments, or an investor looking to build their investment portfolio.

27 Houghton St, Boston

Listing courtesy of Listing Agent: Christine Do from Listing Office: Keller Williams Realty.

$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.

$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.

$1,049,000

8 Beds ⋅ 3 Baths ⋅ 73551577 MLS

Step inside to this this well-maintained 3-unit multi-family property conveniently situated near the Morton St T station. Offering easy access to all that the city of Boston has to offer. Each unit features beautiful hardwood floors, updated kitchens and bathrooms, and separate gas heating systems and hot water heaters for added efficiency and tenant comfort. All 3 units are certified treated for lead paint, certificates available. Whether you're looking to begin or expand your investment portfolio, 46 Theodore St is an exceptional opportunity in a desirable Dorchester location.

46 Theodore St, Boston

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

$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.

$1,025,000

3 Beds ⋅ 2 Baths ⋅ 73546077 MLS ⋅ ['The Crown On High'] BLDG.

Walk into this PENTHOUSE bi-level unit that comes with designer high end finishes, high ceilings, open-concept kitchen, living, and dining area with natural light. Main floor has 2 beds and 2 baths. The primary suite is sure to impress with double closets and an elegant en-suite bathroom. Upstairs you have one more bedroom and your OWN PRIVATE ROOFDECK with harbor views! Designed for style and convenience, along with GARAGE PARKING with elevator access. More building amenities include a common rooftop deck with gas grills and skyline vistas, plus an elevator accessing all levels, from garage to residence. Located in the heart of Dorchester, this residence puts you steps from some of the city’s best dining, shopping, and transit—urban living at its finest. Units are reserving fast, reach out today to see your new home! A tremendous value for NEW CONSTRUCTION!

22 High Street Unit PH14, Boston

Listing courtesy of Listing Agent: Brian Quijada from Listing Office: EVO Real Estate Group, LLC.

$1,375,000

5 Beds ⋅ 4 Baths ⋅ 73545672 MLS

Thoughtfully built in 2017 with exceptional attention to detail, 30 Port Norfolk is a custom Colonial offering over 4,100 square feet of sophisticated living space across four beautifully designed levels. Featuring 5 beds 3.5 baths, three gas fireplaces, central heating and cooling, and seamless indoor outdoor living, the home was designed to balance everyday comfort with elevated entertaining. The expansive rear deck and fenced yard provide a private outdoor retreat, while the top level balcony captures serene views overlooking the Neponset River. A versatile in law or au pair suite offers exceptional flexibility with its own living room, fireplace, full bath, and private laundry.Built with sustainability in mind, this energy-efficient residence includes solar panels (fully paid off), an electric vehicle charging station, and two tandem parking spaces.Ideally situated residents enjoy easy access to Neponset River, Tenean Beach, Joseph Finnegan Park, the Port Norfolk Yacht Club &more.

30 Port Norfolk St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$1,275,000

6 Beds ⋅ 3 Baths ⋅ 73543627 MLS

Exceptional investment or owner-occupant opportunity! This well-maintained, long-term owner-occupied three-family home features three spacious units, each offering 5 rooms, 3 bedrooms, and 1 full bath. Every unit includes both front and rear decks, providing inviting outdoor living space, along with access to laundry and private storage in the full basement. The driveway offers valuable off-street parking, while the generously sized backyard provides additional outdoor space to enjoy. Ideally located just 0.6 miles from the Shawmut MBTA Red Line, this property provides convenient access to Route 93, downtown Boston, Quincy Center, and East Milton Square, making commuting a breeze. With strong rental appeal and a prime location, this is a rare opportunity to own a versatile multi-family property in one of Dorchester's most convenient neighborhoods.

21 Saint Marks Rd, Boston

Listing courtesy of Listing Agent: Tiffanie Williams Needham from Listing Office: Escalate Real Estate.

$1,179,900

8 Beds ⋅ 4 Baths ⋅ 73525577 MLS

Take note of this modern, 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. This is a really special multifamily / forever home, with room for everyone. Perfect for owner occupants or 1031 exchange looking to invest and live in the city and do little to no work and deal with less tenant issues. 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. Unit 1 delivering 3 bed, 2 full baths and Unit 2 boasting a bi level, approx. 2300 sq ft 5 beds / 2 full baths- 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.

$1,350,000

9 Beds ⋅ 3 Baths ⋅ 73522682 MLS

Charming all-brick, three-family investment property in a highly desirable neighborhood.beautifully updated. Each spacious unit features contemporary high-end finishes, newly renovated bathrooms, modern recessed lighting, and stylish tile work throughout. Open layouts maximize natural light and flow, offering comfortable living spaces for tenants or owners.Well-maintained exterior, strong curb appeal, and thoughtful upgrades make this a low-hassle, high-return opportunity. Ideal for investors or owneroccupiers seeking reliable income in a sought-after location schedule a showing today.

22-A Crawford St, Boston

Listing courtesy of Listing Agent: Anthony Jean-Baptiste from Listing Office: Bohio Realty LLC.

$1,499,900

9 Beds ⋅ 6 Baths ⋅ 73501320 MLS

Fully gut-renovated in 2022, this turnkey multi-family property offers modern living with all major systems and finishes completely updated. Featuring a full sprinkler system for enhanced safety, this home blends quality construction with peace of mind. Each unit showcases bright, open-concept layouts with stylish kitchens, quartz countertops, stainless steel appliances, and updated baths, all in-unit washer+ dryer. Enjoy good ceiling heights, central HVAC. Exterior highlights include private outdoor spaces with balcony, deck, and patio—perfect for relaxing or entertaining. Only 10 minutes walk Shawmut and Ashmont MBTA Red Line, local restaurants, parks, and major routes, this property offers both strong rental potential and ideal owner-occupant flexibility. A rare opportunity to own a fully renovated, income-producing property in a prime Dorchester location.

61 Shepton St, Boston

Listing courtesy of Listing Agent: Rebecca Huang from Listing Office: William Raveis R.E. & Home Services.

$1,175,000

10 Beds ⋅ 3 Baths ⋅ 73487162 MLS

Fantastic opportunity to own a solid 3 family in an up and coming area in Dorchester. Units are in good condition, hardwood floors, tile baths, front and back porches, all separate utilities. Long term tenants.

36 Floyd Street, Boston

Listing courtesy of Listing Agent: Wendy Rist from Listing Office: Jamaica Plain Realty.

Dorchester, Boston, MA Homes between $1,000,000 and $1,500,000 for Sale

Newest Dorchester, Boston, MA Homes between $1,000,000 and $1,500,000 for Sale