Refine Search
Sort by
$1,850,000
9 Beds 5 Baths NEW Status 73576991 MLS 4,357 SqFt.
The property is consists five condominiums within a five unit HOA. This condominium structure provides significant upside potential should the buyer wish to sell them individually shortly after closing, or at some point in the future. The "conversion" has already been done! Because the Buyer will own 100% of the condominiums, it can be operated as an apartment building. The best of both worlds! If the Buyer prefers, the property can be delivered to the buyer as an apartment building: at buyer's option, the Seller will revoke the HOA prior to closing. Three of the five condominiums have seen significant improvement since original construction. See photos of each condominium. Four of the condominiums have large walk-in storage closets at the 3rd level. See floor plans with the Documents tab. This property has been owned, professionally managed, and maintained for more than forty years by Mastrocola Management. Inspect it. It will be obvious that it has been well cared for.

65 Woodlawn Avenue, Chelsea

$1,150,000
6 Beds 5 Baths NEW Status 73576989 MLS 3,436 SqFt.
This townhouse property is perfect for an owner occupant wanting plenty of space and quality finishes within a multifamily property. Unit #1 (currently vacant and digitally staged in photography) has three bedrooms with two full baths with natural stained doors and trim. The other two homes are smaller. One is a two bedroom townhouse, the other is a one bedroom "walk in" apartment. The combination of sizes make it perfect for extended family. Suffolk Street has seen significant investment in recent years. Check it out! Many of the homes have been newly built or renovated, and are getting premium rents because of its convenient waterfront location. This property was previously three condominiums. The buyer may be able recreate the association with the document package that was used previously. This potential option provides added value upon eventual resale. See an attorney and the multiple documents attached.

18 Suffolk St, Chelsea

$899,999
8 Beds 4 Baths PRICE CHANGED Status 73572616 MLS 2,960 SqFt.
There are no issues with the house itself. It was simply listed about six months ago at a significantly overpriced rate, but it has now been adjusted to fair market value.highly recommend scheduling an in-person viewing. It is a fantastic opportunity, particularly with its setup as a true two-family layout featuring a full in-law suite in the basement.Stepping through the front door of this massive multi-family instantly reveals what you can only see IN PERSON: an incredible property full of surprises, soaring ceilings, and pure high-income rental potential. First-Floor Unit: Features an oversized open living area, 2 bedrooms, full bathroom and alternative space. Fully finished lower-level family rooms with a bath, completed with a private walk-out door. Upper Unit: Spans two sun-filled floors featuring 4 spacious bedrooms and generous living areas—ideal for maximizing rental yield or multi-generational living.Both apartments are in great condition and offer the sprawling layout and large space of a single-family home. Strategically positioned near the Silver Line, commuter rail, and local markets, this property pairs unmatched urban convenience with expansive multi-level living. The Master Investment in Chelsea today

74 Chestnut St, Chelsea

$889,900
6 Beds 2 Baths ACTIVE Status 73570594 MLS 2,486 SqFt.
Welcome to 31 Franklin Ave, a spacious Chelsea two-family that was substantially rebuilt in 2012 following a fire, giving buyers the benefit of a much newer-feeling property within a classic multi-family setup. Each unit offers 3 bedrooms, 1 full bath, hardwood floors, central heat and air, generous living space, and open kitchen and dining areas. Both units will be delivered vacant, giving the next owner the flexibility to move right in, place their own tenants, or house hack from day one. With nearly 2,500 sq. ft. of living area, a full basement, city water and sewer, and convenient access to public transportation, shopping, highways and nearby amenities, this is a strong opportunity for both owner-occupants and investors looking for a well-maintained Chelsea two-family.

31 Franklin Ave, Chelsea

$999,999
6 Beds 3 Baths ACTIVE Status 73570977 MLS 3,496 SqFt.
Spacious Chelsea two-family offering three levels of living space and an excellent opportunity for owner-occupants or investors! With 6 bedrooms and 3 full baths, this substantial property features flexible layouts, generously sized rooms and plenty of space to spread out. Interior highlights include hardwood flooring, well-proportioned living areas, ample cabinetry, in-unit laundry and abundant natural light. Recent improvements include windows (2020), hot water tank (2024), an updated second-unit bath (2025), plus a 2018 roof and additional exterior improvements completed in 2025. Natural gas heat, separate utilities and basement storage add convenience. Outside, enjoy a backyard, deck and the added bonus of a garage—a valuable city amenity. Conveniently located near Route 16, public transportation, shopping, restaurants and area amenities, with easy access to Boston and just minutes from Revere Beach. A versatile property with space, location and income potential.

75 Harvard St, Chelsea

$1,062,500
12 Beds 3 Baths CONTINGENT Status 73570208 MLS 5,000 SqFt.
67 Marlboro Street is a three-unit apartment building in Chelsea, comprised entirely of spacious 4-bedroom/1-bath units. The third-floor unit is currently vacant, sharing the exact same layout as the two occupied units below, offering an investor immediate leasing upside or the flexibility for an owner-occupant to move in at closing. All units are lead-paint certified, minimizing near-term compliance exposure for a new owner. Chelsea has emerged as one of Greater Boston's most accessible and fast-growing communities, offering close proximity to downtown Boston, strong transit connectivity, and a diverse, walkable urban core. Continued investment and redevelopment across the city continue to draw renewed interest from both homeowners and investors, reinforcing Chelsea's position as one of the region's most attractive value-oriented submarkets.

67 Marlborough Street, Chelsea

$1,049,000
12 Beds 3 Baths CONTINGENT Status 73570203 MLS 5,355 SqFt.
9 Parker Street is a fully leased, three-unit apartment building in Chelsea, comprised entirely of spacious 4-bedroom/1-bath units. All units are lead-paint certified, minimizing near-term compliance exposure for a new owner. Coin-operated laundry on site provides an additional income stream, rounding out a well-maintained, income-producing asset. Chelsea has emerged as one of Greater Boston's most accessible and fast-growing communities, offering close proximity to downtown Boston, strong transit connectivity, and a diverse, walkable urban core. Continued investment and redevelopment across the city continue to draw renewed interest from both homeowners and investors, reinforcing Chelsea's position as one of the region's most attractive value-oriented submarkets. Potential to add a fourth unit in the lower level.

9 Parker Street, Chelsea

$775,000
6 Beds 3 Baths UNDER AGREEMENT Status 73555041 MLS 3,252 SqFt.
Amazing investors opportunity in the beautiful Prattville area of Chelsea .2 fam home with the possible potential of expanding on side lot with variances and approvals per city approval. This homes does need updating Heating system and electrical have all been recently updated..This home is massive with 2 levels in owners unit and 5 rm apt on first floor , Very large rooms high ceilings and Hdwd floors. The basement is very unique with Hugh high ceilings to possible make two levels down there.A lot of old world charm still exists in this home and just needs to be restored back to its original sparkle.The huge lot is very rare in the city and boast with potential. House does have some violations owner is working through and has completed some.Won't pass Fha. Qualified buyers are requested by seller for all showings. House is listed for under assessed value.Pre Approvals prior to all showings.

80 Fremont Ave, Chelsea

$985,000
11 Beds 3 Baths ACTIVE Status 73554885 MLS 3,924 SqFt.
Don't miss this outstanding opportunity to own a well-maintained and extensively updated three-family property in one of Chelsea's most convenient locations. Offering 3 bedrooms on the first floor and 4 bedrooms on both the second and third floors, this spacious multi-family provides an ideal layout for owner-occupants or investors seeking strong cash flow and long-term appreciation.One of this property's most valuable features is that it is Lead Compliant, offering added peace of mind when renting to families with young children—an important advantage for a building with larger bedroom counts.The property also features:Numerous updates throughout the yearsSpacious backyard perfect for outdoor enjoymentFull-size basement with abundant storage and additional potentialStrong existing rental income with excellent upside for future rent growthConvenient location near schools, public transportation, shopping, laundromats, restaurants, parks, and major commuting routesWhether you're looking to expand your investment portfolio or occupy one unit while collecting rental income from the others, this property presents an exceptional opportunity in today's market.

148 Congress Ave, Chelsea

$999,900
7 Beds 3 Baths ACTIVE Status 73553465 MLS 3,216 SqFt.
Welcome to Pratville and discover a timeless opportunity at 72 Sagamore Ave in Chelsea, MA. This large multi-family property, offers ready-to-move-in comfort and a wealth of possibilities for its next owner. The owner's unit offers two floors of living spaces with seven well-proportioned bedrooms, this residence provides ample private space for residents and guests alike. The three full bathrooms are thoughtfully integrated throughout the three-story layout, ensuring convenience and functionality. The property features a private yard, perfect for outdoor enjoyment. A two-car garage provides practical off-street parking. This property presents a compelling blend of classic charm and modern functionality, ready to inspire new beginnings.

72 Sagamore Ave, Chelsea

$865,000
6 Beds 3 Baths ACTIVE Status 73541138 MLS 2,496 SqFt.
Solid, well-maintained three-family investment opportunity! Perfect for investors or owner-occupants seeking a turnkey property with easy access to downtown Boston. Located in a quiet neighborhood, it's within walking distance of schools, shopping centers, a supermarket, bus routes 111, 116 & 117, the commuter rail, and other everyday amenities. The first-floor unit has been fully renovated, while the renovated third-floor unit offers beautiful city views. The property features separate utilities, a private driveway for two off-street parking spaces, and a roof and siding in good condition. Numerous updates include electrical improvements, renovated kitchens, and updated bathrooms. Well maintained with great tenants already in place, this is an excellent opportunity to own a quality income-producing property in a convenient location. One unit can be delivered vacant if needed.

39 Spencer Ave, Chelsea

$875,000
6 Beds 3 Baths ACTIVE Status 73528788 MLS 2,271 SqFt.
Call for a private showing! Welcome to 68 Cook Ave in the highly sought after Prattville neighborhood. This cash flowing 3-family has endless potential for being even more lucrative. The low maintenance home is 2.5 miles from Boston and Logan airport, perfect for attracting tenants. With seamless access to Route 1 and public transit directly into Boston you can enjoy a quiet residential setting that doesn't sacrifice convenience. Improvements have already been completed, featuring a newer roof, newer heating systems, and newer hot water heaters. The well sized units are all occupied under TAW. Unit 2 and 3 have bonus spaces and modern kitchens. The exterior has low maintenance siding, a private yard, and newly finished stairs. The 3-family home is perfect for an investor or an owner occupied buyer looking for a low cost of living. Reach out for more details or a private tour.

68 Cook Ave, Chelsea

$8,700,000
16 Beds 16 Baths ACTIVE Status 73516159 MLS 14,800 SqFt.
Outstanding Multi Use Property, Landmark Building Located on Broadway Chelsea . Completely Restored and Architecturally Designed From it's Original Use From Top to Bottom, 1st Floor and Basement house the Commercial Unit Approximately 3000 sq ft plus Full Basement Use with Elevator Access .Triple Net Lease Approx $20,000 Monthly. Sixteen 1 bd Apartments on 2nd and 3rd floors With Too Many Top of the Line Ammenities to List. Rents Generate $59,514 Monthly at Full Capacity.. (3 Apts Vacant On the Market Now). Parking in Rear for Business, Tenants Have Elevator Use to Laundry and Exit ...All Apartments Support Themselves, Mitsubishi Splits in Each For Heat ,Air and Electric, Video Monitoring Throughout Building . Short Walk to Transportation to Boston and Surrounding Towns . Property is A Money Maker !!!$$

267 Broadway, Chelsea

$1,099,000
9 Beds 3 Baths UNDER AGREEMENT Status 73427640 MLS 4,164 SqFt.
Rare opportunity to own a generational family-owned multi-family with excellent cash-flow potential! This property offers 9 bedrooms and 3 bathrooms across 3 units, each with separate heating, hot water, and electricity. Heating is gas for efficiency and cost saving. The roof was recently done and it’s only 4 years old. There is on & off street parking this property is located directly next to a residential parking lot named after the original owner of this property Grant Bennett Jr.Conveniently located near schools, shopping centers, & just a 3-minute walk to the bus stop with routes to multiple destinations, and only minutes from Boston and major highways. Ideal for investors or owner-occupants, offering strong rental potential in a prime location in Chelsea.

230 Chestnut St, Chelsea

$499,000
6 Beds 2 Baths UNDER AGREEMENT Status 73034539 MLS 2,536 SqFt.
Attention Contractors and Investors! Don't miss this fantastic investment opportunity for rental income or condominium conversion. This spacious 2-family home is located steps from the silver line and commuter rail. Ideally located near shops, restaurants and bus lines. Both units consist of 3 spacious bedrooms, living room and eat-in kitchen. The house has a long driveway that can accommodate 4-5 tandem cars. Rents are below market. All tenants are TAW. A rare 2 family house with excellent potential. This is an AS IS sale. Neither seller nor agent of seller make any representations or warranties herein. All due diligence will be responsibility of the buyer or their agent. Must sign Covid-19 registration. Open House 9/14/22 6-7:30 pm. All offers due by Thursday 9/15 at 5pm.

65 Sixth, Chelsea

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.