Excellent investment opportunity! Spacious four-family property featuring 8 bedrooms and 4 full bathrooms across 3,276 square feet. All four units offer desirable townhouse-style layouts with living space on the first floor and bedrooms upstairs. Two units have been renovated with updated kitchens, bathrooms, flooring, lighting and appliances. Current gross rental income is $6,675 per month. Tenants pay their own separately metered electricity and electric heat; owner pays water, sewer, trash and recycling. Property includes three designated off-street parking spaces, a full fieldstone basement and a convenient corner-lot location. Fully occupied and ideal for investors seeking strong existing income. Advance notice required for showings. Buyers and buyer agents to perform their own due diligence and verify all information.
Welcome to this duplex, owner-occupied for approximately 40 years. The property offers a great opportunity for an owner-occupant or investor, with the first-floor unit to be delivered vacant and a long-term second-floor tenant of 9 years currently in place at will. The first floor features hardwood floors throughout, an updated pantry, and a tiled bathroom. The second floor has a new natural gas furnace. Additional highlights include off-street parking, natural gas utilities and a neighborhood setting conveniently located near a hospital and a conservation area complete with walking and biking trails.
Turnkey 3-unit investment opportunity in Southbridge! This well-maintained multifamily offers a mix of unit sizes: a 2-bed/1-bath basement unit (current tenant, lease through 11/30/2026, $1,499/mo), a vacant 1-bed/1-bath unit ready for immediate occupancy or owner-use ($1,600/mo market rent), and a 2-bed/1-bath unit (current tenant, lease through 5/31/2027, $1,550/mo). Total gross rent potential of approximately $4,649/month. Low operating expenses with 2025 actuals including taxes ($2,915), R&M ($665), and utilities. Ideal for an investor seeking immediate cash flow with upside from the vacant unit. Don't miss this opportunity to add a solid asset to your portfolio! Buyer to do due diligence.
Welcome to this rare four unit with four garages bays for additional monthly income, with plenty of yard space perfect for an owner occupied or investment opportunity. Two units are going to be vacant and have been renovated. The other two units have been occupied by the current tenants for over 15 years. Walk up attic areas perfect for possible additional living space or storage (not included in the total living area). Tenants pay own heat and hot water. Reasonable water/sewer fees. Newer Oil Tanks for three of the units and hot water heater, all replaced within the last two years, and furnace also replaced in the last year, adding additional peace and mind, don't miss your chance to occupy this well taken care of house!
This large 3 family on a dead end street is newly listed. First viewing of the property at the scheduled open houses. Fully rented by longtime tenants at will who pay all their own utilities. Perfect for an owner occupant or an investor for a quick transaction. Shared driveway with ample parking. Landlord panel for completely separate electrical service. In unit gas heaters and laundry hook ups for all units on site. Don't miss out on this property, see you at the open house!
Turnkey SIX-UNIT multifamily in Southbridge, MA, featuring a 2-family and a 4-family on one lot with a 5-bay garage and ample parking. The property's proforma will generate north of $10,000/month and offers significant value-add potential. The 2-family has two units (up & down) each with 2 bedrooms, 1 bathroom, full kitchen, living room, and dining room. The 4-family includes four units each with two stacked side-by-side units- three 2-bedroom, 1-bath with eat-in kitchens and living rooms, and one 3-bedroom, 1-bath with an eat-in kitchen, living room, and sunroom. Four units are on tenant-at-will leases for flexibility, and two have annual leases. Recent updates include electrical panels and porches completed in 2025, and the property also offers generous outdoor space. A well-maintained, cash-flowing asset with upside, this is a rare investment opportunity.
INCREDIBLE OPPORTUNITY TO OWN A TWO-FAMILY HOME IN SOUTHBRIDGE! Both units feature a living room/dining room combination, two bedrooms, a kitchen, washer/dryer hookups, gas heat, and separate utilities. The second-floor unit also offers central air conditioning. Recent updates include a newer deck, a fenced backyard (2023), and a new hot water tank for the first-floor unit (2023). The property also offers off-street parking. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this well-maintained two-family home offers excellent potential. Don't miss this opportunity!
37 Oakes Ave, Southbridge is a fully renovated, vacant two-family offering a rare turnkey opportunity for both owner-occupants and investors. Thoughtfully updated from top to bottom, this property features a new roof, new windows, updated electrical, updated plumbing, a brand-new boiler and hot water heater for one unit, and beautifully renovated interiors throughout. The first unit offers 3 bedrooms and 1 full bathroom, while the second unit features 4 bedrooms and 1 full bathroom. Both units include in-unit laundry hookups, separate utilities, and are delivered completely vacant, providing immediate flexibility for occupancy or rental income. Lead compliance certificates for both units are in hand for added peace of mind. Ideally situated directly across from UMass Memorial Health – Harrington Hospital and just minutes from downtown shops, restaurants, parks, schools, and major commuter routes, this is a true move-in-ready property with outstanding income potential in a convenient, high-demand location.
Large 2 family home for a great price. Open and spacious units. 3 bedrooms each unit. Large living rooms. Great opportunity for owner occupied. 1 unit delivered vacant.
Investor or owner-occupant opportunity in Southbridge! This well-maintained 4-unit multifamily features Four 2BR/1BA units, currently 75% occupied with strong in-place rents of $4,660/month. Live in one unit while your tenants pay your mortgage. Seller has invested $32,750 in recent capital improvements across all units and common areas. Low operating expenses with 2025 actuals documented. All leases in place through late 2026. A rare chance to own a cash-flowing property and build wealth from day one.
Excellent investment opportunity in Southbridge! This well-maintained 3-family home offers strong income potential and is an ideal addition to any investment portfolio or a great option for an owner-occupant seeking rental income. The property features three residential units with spacious layouts. Garage, driveway, and street parking available! Situated in an established residential neighborhood close to schools, parks, and community services, residents enjoy easy access to everyday amenities. Minutes to Downtown Southbridge with local restaurants, cafés, shops, and year-round community events. Conveniently located near UMass Memorial Health – Harrington Hospital and Westville Recreation Area for healthcare and outdoor recreation. Easy access to Route 131, Route 169, and Interstate 90 for convenient travel throughout Central Massachusetts and into Connecticut. Just a short drive to Sturbridge, approximately 35–40 minutes to Worcester and about one hour to Hartford!
INVESTORS TAKE A LOOK AT THIS 5 UNIT APARTMENT BUILDING!! *RENTS ON 4 TAW UNITS TO BE INCREASED AS OF SEPTEMBER 1ST! Exterior is vinyl sided, has replacement windows in the units, off street parking for 6 to 7 vehicles & exterior porches for 4 of the units! There is one 1 bedroom & two 2 bedroom units on the first floor. The 2nd floor has 2 huge 2/3 bedroom units! Each unit is unique. There are some original cabinets, molding, & hardwood floors in the units. Each unit has refrigerator, range, & washer/dryer hook-ups. All tenants are TAW except for one Section 8 tenant. They are all long term and paying below market rents. Great potential for positive cash flow!! Tenants pay their own heat (gas), hot water, & electricity (100 amp). There is a landlord meter, as well. Please see attachments.
MIXED-USE OPPORTUNITY! This unique property features a two-family home offering 3,512 sq. ft. of living space, with Unit 1 consisting of 5 rooms and 2 bedrooms, and Unit 2 offering 4 rooms and 2 bedrooms. Also included is a fully equipped SERVICE GARAGE (MLS #73526810) situated on nearly 1 acre in a convenient Southbridge location near the Sturbridge line. Ideal for investors, owner-occupants, contractors, or business owners seeking residential income and commercial workspace in one property. The sale includes extensive business equipment and personal property, including frame machines, welder, paint booth mixing system with computer, air compressor, assorted air tools, office furniture, storage units, motion detector cameras, and additional shop equipment. Ample parking and flexible commercial/residential use potential. Convenient access to major routes, shopping, restaurants, and local amenities. Don't miss this rare opportunity!
Excellent investment opportunity in a highly convenient location, just minutes from downtown and approximately 2 minutes to Harrington Hospital. This well-maintained multifamily property features three generously sized units, each offering 2 bedrooms and the convenience of in-unit laundry.The second unit has been freshly painted and features brand-new flooring, making it move-in ready and an ideal option for owner-occupants seeking to offset their mortgage with rental income. The remaining units are occupied by long-term tenants, providing consistent cash flow.Designed for ease of ownership, each unit is separately metered for water, sewer, heat, and electricity, ensuring efficient and straightforward utility management. Additional highlights include a fenced-in yard, large garage, extra storage, new roof, 2nd floor new heating system and ample off-street parking, enhancing both tenant appeal and overall property value.
Excellent investment opportunity! Solid 2-unit multifamily in Southbridge offering immediate cash flow. Both units are currently occupied 2BR/1BA generating strong rental income, with one unit becoming vacant after June 1st - ideal for an owner-occupant looking to live in one unit while collecting rent on the other, or an investor ready to set market rent at $1,850/month. Recent capital improvements include a new electric stove (March 2025) and water heater replacement (February 2026). Exterior porches freshly painted within the last two years. Low operating expenses with 2025 costs including taxes of $3,200, trash at $1,060, and water/sewer at $2,707. Strong proforma gross rent of $3,700/month. A turnkey opportunity — don't miss it! All information deemed reliable but not guaranteed. Buyer to perform their own due diligence.
TWO BUILDINGS on one lot!! Ideal for owner occupied buyers or investors. One building has 3 units, all with separate heat and hot water. All tenants are tenants at will. The second building is a nicely renovated single family home featuring a cabinet packed kitchen, living room, dining room, bedroom and full bath on the first floor. The second floor has an additional 4 rooms and a bathroom and is currently set up as an accessory dwelling unit with a rent of $800/mo. This floor was previously part of the larger single family home and for an owner occupied buyer looking for more space, it can provide the extra bedrooms and a second full bath. Good size yard. The paved driveway provides ample off street parking for everyone and is accessed from the Elm St. side of the lot.
Attention developers, investors and visionaries! Exceptional adaptive reuse opportunity in the heart of downtown Southbridge. This prominent 8,476± square foot building is offered at just $349,000, approximately $41 per square foot, presenting an attractive basis for redevelopment or owner occupancy. Located within the Central Commercial District, the property offers potential for multifamily housing, condominiums, artist lofts, live/work spaces, office use, educational facilities, community services, or continued religious use, subject to municipal approvals. Features include expansive open areas, high ceilings, abundant natural light, multiple entrances, and existing public water, sewer, natural gas, and electric utilities. Conveniently situated near restaurants, shops, municipal services, and major routes. A unique opportunity to reposition an underutilized asset into an income-producing property with significant upside potential. Buyers to perform their own due diligence regarding

Southbridge is located in Massachusetts.