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22 Welles Avenue, Boston
$1,249,000
7 Beds ⋅ 3 Baths ⋅ 73590889 MLS
Spacious and well-maintained, this impressive 7-bedroom, 2.5-bathroom property offers nearly 4,000 square feet of living space in a desirable Dorchester location. Featuring hardwood floors throughout and numerous updates, this home blends classic charm with modern convenience. Generous room sizes provide flexibility for a variety of living arrangements, while thoughtful improvements ensure move-in-ready comfort. Whether you're looking for space to grow or a strong investment opportunity, this property delivers with its size, condition, and prime location. A must-see!

22 Welles Avenue, Boston

Listing courtesy of Listing Agent: Team Galvin from Listing Office: The Galvin Group, LLC.
20 W Cottage St, Boston
$1,248,943
5 Beds ⋅ 5 Baths ⋅ 73596683 MLS
Historic brownstone in Dorchester featuring 4 bedrooms and 3.5 baths across three levels, PLUS a legal 1-bedroom, 1-bath garden-level apartment with a reliable long-term tenant paying $2,377/month (direct deposit). A tasteful blend of old-world charm and modern amenities, with all the comforts of a recently renovated home. Main unit: Beautifully refinished hardwood floors, marble tile, custom built-ins, five 18th-century marble fireplaces, and custom stained-glass transoms and high-end design add character throughout. The open-concept living, dining, and kitchen areas make entertaining a breeze. The chef's kitchen features stainless steel appliances, quartz countertops, a gas range, wine fridge/bar, abundant storage, and an adjacent newly added first-floor half bath. The second floor offers two spacious bedrooms and a beautifully renovated bathroom with a tub and rain shower. The third-floor primary suite boasts three built-in dressers, two walk-in closets, and a luxurious private bath. The fourth bedroom includes a new washer and dryer and an updated full bath. Enjoy a huge, partially covered deck overlooking a private, low-maintenance turf yard with landscaping and a new wood privacy fence. Garden Unit: Fully updated one bed, one bath apartment with ductless AC and private front and back entrances. Both Units: Extensive renovations in 2025 included updated systems, central air, a new boiler, updated electrical, tankless hot water heaters, and more! Just four blocks from the Upham's Corner T station (10 minutes to South Station) + available parking. Nothing left to do but move in! Note: Maps and Street View haven’t caught up with the beautiful improvements to the block. Come see the transformation in and around 20 W Cottage for yourself!

20 W Cottage St, Boston

Listing courtesy of Listing Agent: Darin Thompson from Listing Office: Stuart St James, Inc..
20 Rill St, Boston
$1,200,000
6 Beds ⋅ 4 Baths ⋅ 73598172 MLS
Beautifully Renovated Two Family Home in Dorchester’s 02125! This beautifully maintained property combines classic Boston character with modern updates and offers an exceptional opportunity for homeowners and investors alike.The first unit features 2 bedrooms and 2 full bathrooms, while the second unit offers an impressive 4 bedrooms and 2 full bathrooms, providing plenty of space for comfortable living, extended family, or rental income. The property has undergone recent renovations, offering modern finishes and an updated feel throughout. Located in Dorchester’s desirable 02125 neighborhood, the property is conveniently situated near local restaurants, shops, public transportation, major highways, and all that Boston has to offer. A rare opportunity to own a spacious, renovated two-family home in one of Boston’s most sought-after neighborhoods. Whether you’re looking to owner occupy, accommodate extended family, or expand your investment portfolio, this property is worth a look!

20 Rill St, Boston

Listing courtesy of Listing Agent: Dexter Forrester from Listing Office: NCO Realty Group Inc..
15 Vesta Rd, Boston
$1,200,000
9 Beds ⋅ 4 Baths ⋅ 73544825 MLS
Turn-key triple decker located at 15 Vesta Road in Boston’s Dorchester neighborhood. This well-maintained three-family property offers three spacious 3-bedroom units with stainless steel appliances, washer/dryer connections for in-unit laundry, and access to both front and rear porches. Unit 1 is vacant and features 3 bedrooms and 1 bathroom. Unit 2 is tenant-at-will and features 3 bedrooms and 1.5 bathrooms. Unit 3 is vacant and features 3 bedrooms and 1 bathroom. With Units 1 and 3 vacant, this property offers excellent flexibility for owner-occupants or investors seeking immediate rental potential. Conveniently located near public transportation, neighborhood shops, parks, restaurants, and area amenities.

15 Vesta Rd, Boston

Listing courtesy of Listing Agent: Lindsey & Associates Realty Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.
26 Potosi Street, Boston
$1,195,000
6 Beds ⋅ 3 Baths ⋅ 73573859 MLS
Romantic, beautiful, and done. This designer-owned 1905 Gambrel Shingle-Style home on historic Meeting House Hill is a rare piece of Boston architectural history - meticulously restored by an award-winning design firm, with every detail already resolved, so you can simply move in and live. A picturesque wraparound porch with white columns and ceiling fans welcomes you home, setting the tone before you even reach the door. Inside, a grand foyer leads to formal living and dining rooms anchored by a wood-burning fireplace with original Chelsea tile - original character, fully brought back to life. Six bedrooms, two and a half baths and private parking are wrapped in finishes rarely found in a typical renovation, including a custom kitchen that earned Architectural Digest recognition: Thermador appliances, tiled walls, quartzite counters and a walk-in butler's pantry ready for effortless hosting from day one.The layout is finished top to bottom for how you actually live: four bedrooms and a spa-like bath on the second floor, and a third-floor retreat with peek-a-boo city views, two more bedrooms (one currently a studio), and a skylit bath. Central air conditioning and a tankless water heater keep the comfort as modern as the finishes throughout. Perched high on the hill, the home is fully set up to enjoy its elevation, with skyline views rarely found in a single-family Dorchester home. Outside, a manageable sunny backyard, garage-top patio and that wraparound porch are ready-made for slow mornings and al fresco dinners - no projects, no punch list just enjoy it.This is Dorchester living at its best - a tree-lined street once known as "Doctor's Row", moments from Ronan Park, neighborhood playgrounds, local shops and Comfort Kitchen, in one of Boston's most vibrant, fast-evolving communities. Two Red Line T stops keep you connected to everywhere else. A home this rare, this restored and this connected doesn't come along twice - schedule your private showing today.

26 Potosi Street, Boston

Listing courtesy of Listing Agent: Leslie MacKinnon from Listing Office: Compass.
161 Westville Street, Boston
$1,190,000
7 Beds ⋅ 3 Baths ⋅ 73591947 MLS
Welcome to an exceptional 3 family property! This turnkey investment features three nicely renovated and furnished units, generating an impressive yearly income of $112,800. Make yourself or your tenants right at home with elevated details that include fully applianced kitchens with butcher block counters, tile baths, LVP flooring, porches with new Armorguard decking, a grassy yard, and 3-car tandem parking. Updated systems mean easy upkeep. Great Dorchester location, just 1/3 mile to Fields corner T Station, where the Red Line will whisk you to JFK/UMass or Downtown Boston in just minutes. It's about 1/4 mile to Ronan Park, and not far to Geneva Avenue and Dorchester Avenue shopping and restaurants. Pro Forma and rent rolls available.

161 Westville Street, Boston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.
100 Nightingale, Boston
$1,185,000
11 Beds ⋅ 3 Baths ⋅ 73587954 MLS
X-TRA LARGE CASH COW 3 Family with 3699sqft of Living Space on a 3325sqft Lot. First floor unit is a 3 Bedroom, 1 Bathroom apartment rented at $3700/month. Second ($3600) and Third ($3500) are 4 Bedroom,1 Bathroom units. Private decks, driveway, rear yard space and over $10k of monthly income are just some of the bonuses of owning this property. The walk-out basement provides future ADU potential with high ceilings and built out rooms. Great location for commuters close to major roads, highways and super markets. This is a great opportunity for buyer looking to build equity in a booming Dorchester neighborhood. Do not miss out!

100 Nightingale, Boston

Listing courtesy of Listing Agent: Radhy Pena from Listing Office: Pondside Realty.
25 Magnolia St, Boston
$1,150,000
12 Beds ⋅ 3 Baths ⋅ 73599416 MLS
Opportunity in one of Dorchester's most actively re-invested neighborhoods. 25 Magnolia is a classic triple-decker on a corner lot, convenient to Uphams Corner station, Nubian Square, South Bay and the Southeast Expressway. Each floor is a generous 4-bedroom, 1-bath unit (total 4,044 sq ft per public record), with hardwood floors, large living rooms, eat-in kitchens and plenty of windows. Updates include newer composite front decks and rebuilt wood rear decks. All three units are occupied by tenants-at-will at $2700/month, well below renovated-unit rents in the area. Buyers can hold for income, renovate unit by unit as tenancies turn over, or explore a condominium conversion. An existing curb cut provides off-street parking with potential for up to two car tandem parking. Plenty of street parking also nearby. Multiple possibilities with this property, come make it your own!

25 Magnolia St, Boston

Listing courtesy of Listing Agent: James Chan from Listing Office: Thread Real Estate, LLC.
38-40 Franconia St, Boston
$1,150,000
4 Beds ⋅ 2 Baths ⋅ 73589538 MLS
Do not miss this well maintained two-family home in the heart of Adams Village. Both units offer two large bedrooms, one full bath, hardwood floors, and natural light. Enjoy access to neighborhood restaurants, cafes, and Pope John Paul Park. The location also provides easy access to public transportation, I-93, and downtown Boston. This is an incredible opportunity to own in one of Dorchester’s most desirable neighborhoods!

38-40 Franconia St, Boston

Listing courtesy of Listing Agent: Team Galvin from Listing Office: The Galvin Group, LLC.
27 Houghton St, Boston
$1,150,000
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 for 1st floor, updated plumbing, and a spacious partially finished basement that's good for storage or utilized as work space (additional 616sf). 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.
41 Gleason St, Boston
$1,149,999
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, and plan for generational living & wealth. 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.
1653 Dorchester Ave, Boston
$1,149,900
8 Beds ⋅ 3 Baths ⋅ 73599446 MLS
ATTENTION INVESTORS, DEVELOPERS & CONTRACTORS! Rare opportunity to own a substantial multifamily property in Dorchester with tremendous upside and endless possibilities! Featuring approximately 3,330 sq. ft., 8 bedrooms, 3.5 bathrooms, and an oversized 9,148 sq. ft. lot, this is the kind of property investors wait for. Bring your vision and transform this property into something special. Architectural plans were previously commissioned exploring the potential to expand into two triple-decker buildings, offering an exciting possibility for future development, subject to zoning and permitting approvals. The current owner has never occupied the property and has limited firsthand knowledge of its condition. This is a true value-add opportunity for those ready to roll up their sleeves and capitalize on the potential. Convenient Dorchester location near shopping, restaurants, public transportation, and major commuter routes. Opportunities like this don't come around often. BRING YOUR CONTRACTORS, BRING YOUR VISION, AND UNLOCK THE POTENTIAL!

1653 Dorchester Ave, Boston

Listing courtesy of Listing Agent: Nicholas Molchan from Listing Office: The Firm.
49 West Cottage St, Boston
$1,149,000
6 Beds ⋅ 4 Baths ⋅ 73588403 MLS
This renovated Three-Family offers the perfect turn-key property for an owner occupant, or your next investment! The property has been extensively renovated with new kitchens, bathrooms, cosmetics, and updated mechanicals, including a new heat pump system. Unit 1 - a 3 Bed, 2 Bath, Unit 2 - a 2 Bed, 1 Bath, and Unit 3 - a 1 Bed, 1 Bath, provide three different unit types and a variety to help reduce vacancy. The current rent roll offers cash flow from day one, without immediate capital improvements. One parking space is available in the rear of the property, accessible via a freshly paved driveway. The top floor 1 bedroom offers the perfect entry for an owner occupant, while Units 1 and 2 are leased through August 2027. Nearby Uphams Corner MBTA station offers direct service to South Station, while South Bay’s shopping, dining and entertainment, put everyday conveniences and the rest of Boston within easy reach.

49 West Cottage St, Boston

Listing courtesy of Listing Agent: Zachary Feldshuh from Listing Office: Choose Boston, LLC.
109 Capen St, Boston
$1,125,000
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 **9/21/2026**. Freshly painted in **2025**, the property has been well maintained and features separate utilities with **3 gas meters, 4 electric meters (including a common panel), and three gas forced-air heating systems**. Additional amenities include hardwood floors, shared basement laundry, front and rear porches, a common backyard, and on-street parking. Conveniently located near shopping, restaurants, public transportation, and major commuter routes, this turnkey asset is an excellent opportunity for investors seeking reliable cash flow and long-term value. **48-hour notice required for all showings.**

109 Capen St, Boston

Listing courtesy of Listing Agent: Ciampa Group from Listing Office: Keller Williams Realty Boston Northwest.
36 Floyd Street, Boston
$1,125,000
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.
30 Bradlee Street, Boston
$1,099,999
6 Beds ⋅ 3 Baths ⋅ 73596147 MLS
Some homes offer space. Others completely elevate the way you live. Welcome to 30 Bradlee Street, an expansive 6-bedroom, 2.5-bath single-family residence designed for those who want more from home in the heart of Boston/Dorchester! At the heart of it all, a chef-inspired kitchen featuring an impressive 8-foot-plus island creates the ultimate setting for entertaining, gathering, and everyday living. Multiple living areas, a dedicated dining space, and generously sized bedrooms deliver exceptional flexibility without compromising comfort. Central air, garage parking, outdoor space, and washer/dryer connections add everyday convenience. Downstairs, an unfinished basement presents exciting possibilities for future customization, including potential in-law accommodations, subject to approvals. Whether hosting unforgettable gatherings, enjoying quiet evenings, or simply spreading out, this is the space, versatility, and lifestyle you've been looking for. Welcome home!

30 Bradlee Street, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.
45 Brookford St, Boston
$1,050,000
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.
22 High Street Unit PH12, Boston
$1,010,000
3 Beds ⋅ 2 Baths ⋅ 73591638 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 BOSTON SKYLINE 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 PH12, Boston

Listing courtesy of Listing Agent: Brian Quijada from Listing Office: EVO Real Estate Group, LLC.
207 Quincy St, Boston
$999,000
9 Beds ⋅ 3 Baths ⋅ 73591461 MLS
CASH COW! APPROX. $9,000/MONTH IN RENTAL INCOME!Rare opportunity to own TWO PARCELS in Dorchester! 207 Quincy Street is a three-family property featuring 9 bedrooms, 3 bathrooms, and approximately 3,329 sq. ft. of living space. FULLY DELEADED! All three units have deleading certificates available. The sale also includes 205 Quincy Street, an additional vacant lot offering potential for future development, subject to zoning and City of Boston approvals.Great opportunity for investors seeking rental income and future potential!

207 Quincy St, Boston

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.
65 Ashland St Unit 2, Boston
$999,000
2 Beds ⋅ 3 Baths ⋅ 73588651 MLS
Contemporary design, generous living spaces, and the rare convenience of a private two-car garage come together in this beautifully maintained two-bedroom, 2.5-bath residence. Designed for both everyday living and effortless entertaining, the sun-filled interior features an expansive open-concept layout with hardwood floors, sophisticated finishes, and a seamless connection between the living, dining, and kitchen areas. The thoughtfully appointed kitchen anchors the space with crisp white shaker cabinetry, waterfall quartz countertops, and stainless steel appliances. Just beyond, a private deck offers a welcome extension of the living space for al fresco dining or quiet mornings outdoors. Upstairs, the spacious primary suite offers a private bath, while a second generously proportioned bedroom, additional full bath, and conveniently located laundry complete the level. Central air conditioning, ample storage, and off-street parking further enhance the home's everyday appeal. Ideally positioned for a connected Boston lifestyle, with convenient access to I-93 and nearby MBTA stations, this move-in-ready residence delivers the space, comfort, and modern amenities today's city buyers value most.

65 Ashland St Unit 2, Boston

Listing courtesy of Listing Agent: Kevin Lewis from Listing Office: Coldwell Banker Realty - Hingham.
8 Baker Ct Unit 4, Boston
$999,000
3 Beds ⋅ 3 Baths ⋅ 73583294 MLS
PENTHOUSE LIVING WITH THREE PRIVATE OUTDOOR SPACES, TWO DEEDED PARKING SPACES INCLUDING HEATED GARAGE, AND UNOBSTRUCTED SKYLINE VIEWS! THIS 3 BEDROOM, 3 BATH WITH TWO ENSUITES, PLUS OFFICE TOP FLOOR RESIDENCE OFFERS OVER 2,100 SF OF OPEN, LIGHT FILLED LIVING WITH STAINED HARDWOOD FLOORS AND A GAS FIREPLACE. SLEEK KITCHEN FEATURES BOSCH STAINLESS APPLIANCES, QUARTZ COUNTERTOPS, TWO TONE CABINETRY, AN OVERSIZED ISLAND SEATING FIVE, AND A PRIVATE GRILLING DECK JUST OFF THE KITCHEN. THE PRIMARY SUITE ENJOYS CITY VIEWS AND A SPA LIKE BATH WITH FRAMELESS GLASS SHOWER. THE FRONT DECK IS A TRUE OUTDOOR LIVING ROOM WITH GAS FIREPLACE AND TV, WHILE THE HEAD HOUSE WET BAR WITH WINE FRIDGE OPENS TO AN EXPANSIVE ROOF DECK WITH PANORAMIC CITY VIEWS. ADDITIONAL HIGHLIGHTS INCLUDE SONOS SPEAKERS THROUGHOUT, IN UNIT LAUNDRY, CENTRAL AIR, SECURITY SYSTEM, AND A PET FRIENDLY BOUTIQUE BUILDING WITH A DOG RUN, IN THE HEART OF SOUTH BAY, MINUTES TO THE RED LINE AND DOWNTOWN.

8 Baker Ct Unit 4, Boston

Listing courtesy of Listing Agent: Joyce Lebedew from Listing Office: Joyce Lebedew Real Estate.
247 Washington St, Boston
$999,000
6 Beds ⋅ 3 Baths ⋅ 73568723 MLS
$100,000 price drop!! CLASSIC BRICK ROWHOUSE....... WITH PARKING!! Totally vacant and move-in ready for a new homeowner or investor, this is a great opportunity to own a beautiful brick property. With a least 2 parking spaces, a rear yard and updated rear decks, this building is ready for rentals or extended family. 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.

247 Washington St, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..
29 East Cottage, Boston
$999,000
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.
25-27 Kenwood Street, Boston
$995,000
10 Beds ⋅ 3 Baths ⋅ 73598506 MLS
A truly special opportunity to own a piece of Dorchester history. Built in 1910, 25–27 Kenwood Street is a side-by-side two-family situated on a quiet street with convenient access to schools, the T, parks, shopping, and major highways. Offering an exceptional combination of location, scale, and potential, this expansive 4,410-square-foot property features 10 bedrooms and 3 bathrooms across two spacious residences. Rich in original character, highlights include hardwood floors, built-ins, bay windows, porches, and four off-street parking spaces. Unit 1 offers 6 bedrooms and 2 bathrooms, while Unit 2 features 4 bedrooms and 1 bathroom. Each unit benefits from separate utilities and its own gas-fired hot water boiler. With its substantial footprint, historic charm, and versatile layout, this property presents an exciting opportunity to preserve its original character, renovate and reimagine the existing spaces, or explore future possibilities.

25-27 Kenwood Street, Boston

Listing courtesy of Listing Agent: Ashley Perkins from Listing Office: Gibson Sotheby's International Realty.
3 Ware St, Boston
$995,000
6 Beds ⋅ 4 Baths ⋅ 73527312 MLS
Sitting prominently atop Upham's Corner, this oversized two-family is exactly what a seasoned investor or first-time buyer has been waiting for. Unit 1 spans two floors with 4 bedrooms and 2.5 baths, showcasing early 19th-century craftsmanship with wide staircases, soaring ceilings, intricate woodwork, and original hardwood floors throughout, complete with in-unit laundry, and central a/c. Unit 2 offers a comfortable 2 bedroom, 1 bath layout. Both units are lead compliant and self-sufficient with tenants paying their own gas and electric, landlord only pays water and sewer. Grossing $7,000 monthly currently with minimal overhead and no immediate capital expenses. Roof and fresh siding have been done in recent years. ADU potential adds another layer of upside for those looking to maximize the asset further. Ample parking on site, 15 minutes to Downtown Boston, and just 0.8 miles to the Savin Hill T Station. Reach out for a tour today!

3 Ware St, Boston

Listing courtesy of Listing Agent: Brian Quijada from Listing Office: EVO Real Estate Group, LLC.
10 Samoset St, Boston
$990,000
4 Beds ⋅ 2 Baths ⋅ 73588287 MLS
A rare opportunity to own this elegant and architecturally distinctive two-family home in the heart of Dorchester! Featuring timeless Victorian charm, this impressive property showcases a striking turret, beautiful shingle exterior, classic architectural details, and inviting covered porches that create exceptional curb appeal. The roof is approximately 10 years old. Inside, the property offers tremendous potential, including a spacious unfinished third floor providing exciting possibilities for future expansion, subject to necessary approvals. Ideally located in a desirable neighborhood just steps from Shawmut Station, with convenient access to local restaurants, shops, and neighborhood amenities. Whether you're an owner-occupant, investor, or someone looking to capitalize on a property's potential, this unique home offers character, location, and opportunity that's increasingly difficult to find!

10 Samoset St, Boston

Listing courtesy of Listing Agent: Joseph McEachern from Listing Office: Paramount Properties.
22 High Street Unit PH15, Boston
$974,000
3 Beds ⋅ 2 Baths ⋅ 73591639 MLS ⋅ ['The Crown On High'] BLDG.
Welcome to The Crown on High. This prominent new development built by a local builder is perched high on the hill with amazing views of The Boston City Skyline is waiting for you to call home! Walk into this stunning 3rd floor single level unit that comes with high end finishes, high ceilings and an open-concept kitchen, living, and dining area with tremendous natural light. The primary suite is sure to impress with a spacious walk-in closet and elegant en-suite bathroom. Designed for style and convenience, with direct GARAGE PARKING. 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 the citys best dining, shopping, and transit—urban living at its finest. Units are reserving fast, reach out today to see your new home! Amazing value for 3 beds!

22 High Street Unit PH15, Boston

Listing courtesy of Listing Agent: Brian Quijada from Listing Office: EVO Real Estate Group, LLC.
60 Thetford Ave, Boston
$960,000
6 Beds ⋅ 2 Baths ⋅ 73470153 MLS
HOUSE HACK OPPORTUNITY – VACANT FIRST-FLOOR UNIT READY FOR IMMEDIATE OCCUPANCY!Discover an excellent opportunity to own a multifamily property in Dorchester while generating rental income!The first-floor unit features 2 bedrooms and 1 bathroom and is currently VACANT, offering an immediate opportunity for an owner-occupant to move in and begin building equity while benefiting from rental income potential.Live in one unit and rent the other to help offset your monthly mortgage payment. This property is ideal for buyers seeking a house-hacking opportunity, multigenerational living, or investors looking to expand their portfolio.Property Highlights:Vacant first-floor 2-bedroom, 1-bathroom unitAvailable for immediate owner occupancyOpportunity to personalize or update the vacant unitHouse-hacking potential with income from the additional unitConvenient Dorchester location with access to Boston amenitiesUpdated first-floor photos are now available!Don't miss your opportunity to own a multifamily property with the flexibility to occupy one unit while generating potential income from another.Schedule your private showing today!

60 Thetford Ave, Boston

Listing courtesy of Listing Agent: Jermaine Dowdell from Listing Office: eXp Realty LLC - Corporate Office.
1 Dayton St, Boston
$959,000
5 Beds ⋅ 3 Baths ⋅ 73568033 MLS
***AMAZING OPPORTUNITY***Welcome to this beautifully maintained home on Dayton Street in Dorchester. Featuring gorgeous hardwood floors, spacious living, and a backyard perfect for entertaining, this colonial home is ready for it's next owner. The home offers a generous 5 bedroom and 3 baths. Recessed lighting, washer dryer hook-up, and a covered outdoor entertaining area are also an added plus. Located in the St.Marks neighborhood, the home is right next to Shawmut T Station, making commuting to and from the city exceptionally easy. Do not miss your chance to see this truly beautiful home, book a private viewing now!

1 Dayton St, Boston

Listing courtesy of Listing Agent: Team Galvin from Listing Office: The Galvin Group, LLC.
39-41 Millet Street, Boston
$939,500
6 Beds ⋅ 3 Baths ⋅ 73583686 MLS
Perfect for 203K Loan or Investor! A classic Boston triple decker with income today and potential for tomorrow. 39–41 Millet Street! This spacious three family property offers strong rental potential along with exciting opportunities for future growth. Each floor features a well designed five room layout with two bedrooms, a living room, dining room, kitchen, and full bath. For investors looking to maximize the property's potential, the walk-up attic may offer an opportunity for an Accessory Dwelling Unit (ADU), while the existing stone garage presents another possible value add opportunity for conversion or redevelopment, subject to zoning, permitting, and city approval. With solid bones, spacious and functional unit layouts, and strong rental demand in the area, this property provides an excellent foundation for both immediate income and long term appreciation. Whether you're an investor looking to expand your portfolio or an owner occupant seeking the benefits of rental income, 39–41 Millet Street offers multiple possibilities to increase value and cash flow over time.

39-41 Millet Street, Boston

Listing courtesy of Listing Agent: Charles George from Listing Office: Real Broker MA, LLC.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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