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$1,159,000
16 Beds 8 Baths 73576154 MLS
PORTFOLIO OPPORTUNITY – 2 HILL ST & 6 HILL ST, SOUTHBRIDGE ARE BEING SOLD TOGETHER AS A PACKAGE ONLY AND WILL NOT BE SOLD SEPARATELY.** Excellent opportunity to acquire two neighboring 4-family properties for a total of 8 residential units, each consisting of 2 bedrooms. Strong rental history with additional upside as rents continue to move toward market levels. Tenants pay their **own gas heat and electricity**, helping keep owner-paid utilities low. Both properties feature high-efficiency gas heating systems and separately metered electric.Additional income potential includes **garage bays rented separately** and **coin-operated laundry**. The properties offer excellent off-street parking and a large parking area. Convenient Southbridge location with a long-established rental history.All residential units are tenant occupied except for any vacancy specifically disclosed at the time of showing. **2 Hill Street and 6 Hill Street are being offered exclusively as one portfolio transaction. Seller will NOT consider selling either property individually.** Properties are being sold **AS-IS**. Tenants' personal belongings are not included in the sale. Buyer and buyer's agent to perform their own due diligence and independently verify all property information, rents, expenses, measurements, systems, and financial information.**SHOWINGS/OPEN HOUSES ONLY . OFFERS MUST INCLUDE BOTH PROPERTIES. PACKAGE SALE ONLY — NO EXCEPTIONS.**

2 Hill St, Southbridge

$375,000
4 Beds 2 Baths 73574955 MLS
This Expandable 4-5 Bed Cape Cod Style Home is Very Deceiving from Outside! Original Family has Owned & Maintained this home, since Originally Designed & Built by their Uncle, an Architect. His Forethought in Design offers Flexibility to meet Your Personal Needs of Today. Quality Built throughout. Eat in Kitchen. Formal Dining Room. Large Living Room can double as Dining, Office or Play area Space. Spacious 1 -2 Bedrooms on 1st Flr all with Closets. Find 2 – 3 Bedrooms on 2nd Flr with Built In Storage Areas. 1 1/2 Baths. The Basement has Framed Area containing Shower Stall, Laundry with Double Bay Sink & Separate Storage. Also find a Workshop Area. Garage is Heated. Town Services. Front Porch was Screened in at one time, still have the screens. Backyard is completely private! Updates: Windows, Boiler & Ext. Paint (10+/- yrs), Roof & Heat Tape (20 +/- yrs), Security System. Hour to Boston, Hartford & Providence!

24 Litchfield Avenue, Southbridge

$485,000
4 Beds 2 Baths 73568005 MLS
Welcome to this exceptional 4-bedroom, 1.5-bath Dutch Colonial, ideally situated atop Lebanon Hill on a beautiful 0.78-acre lot offering sweeping views and a wonderful sense of privacy. Rich in character and architectural detail, this spacious home blends timeless charm with thoughtful updates and an abundance of storage. The impressive formal living room is highlighted by a fireplace and beautiful original-style details, including crown molding, beamed ceilings, a charming window seat, built-in cabinetry, French doors, and a cedar closet. The elegant formal dining room features French doors and built-in china cabinetry, creating the perfect setting for entertaining and special occasions. The bright, inviting eat-in kitchen offers ample storage and a comfortable space for everyday meals and gatherings. A standout feature of the home is the incredible four-season sunroom/family room, complete with a beautiful wood stove, making it an ideal year-round retreat for relaxing, entertaining, or enjoying the surrounding views. Upstairs, you’ll find four generously sized bedrooms, each offering its own built-in storage and distinctive character. The spacious primary bedroom is especially impressive, featuring three closets for exceptional storage. The full bathroom has been beautifully updated with fresh tile while retaining its charming retro/vintage character. The home’s grand front entry makes a memorable first impression, while the rear entrance provides the convenience of a well-designed mudroom, perfect for keeping everyday life organized. Outside, the property continues to impress with an oversized two-car garage, complete with additional room above, plus a separate third-bay garage providing abundant space for vehicles, storage, hobbies, or a workshop. With approximately 2,610 square feet of living space, an expansive paved driveway, and approximately 10 off-street parking spaces, there is no shortage of room for family, guests, and recreational equipment. Additional highlights include vinyl siding, a newer roof, new windows, an oil-fired heating system, wood stove, and extensive storage throughout. Conveniently located just 8 miles from Tree House Brewing Company, this distinctive property offers the perfect combination of classic New England character, generous living space, privacy, and modern convenience. A truly special home with space, character, and versatility — ready to welcome its next owners

253 Lebanon Hill Rd, Southbridge

$825,000
11 Beds 5 Baths 73574105 MLS
Excellent 5-Unit Investment Opportunity in Southbridge. This unique property features two separate residential buildings situated on one lot, offering a total of five units. The property consists of a single-family home with one bedroom and a separate four-family building featuring a mix of two- and three-bedroom units. Most of the units have been renovated, providing an attractive combination of updated living spaces and strong rental income. The property is currently generating $8,578 per month in rental income, making this an excellent opportunity for investors seeking a well-positioned multifamily asset with immediate cash-flow potential. Conveniently located on Main Street with easy access to local amenities, shopping, dining, and major routes. A rare opportunity to acquire a diversified five-unit property with two buildings, multiple unit configurations, and substantial rental income.

664 Main St, Southbridge

$474,900
9 Beds 3 Baths 73572801 MLS
Welcome to 56 Water Street in Southbridge—an excellent investment opportunity featuring a well-maintained three-family property with three bedrooms and one bathroom in each unit. Each approximately 1,150 sq. ft. unit offers a similar layout with a kitchen, living room, three bedrooms, bathroom, and an enclosed porch with upgraded oversized windows providing abundant natural light. The property also offers ample off-street parking and a detached two-bay garage. Centrally located with convenient access to schools, shopping, and the hospital, while benefiting from town services. Additionally, the basement includes a bonus approximately 650 sq. ft. studio apartment with a full bathroom, offering potential for additional living space or income. All three main units are currently fully rented and occupied, and the existing tenants have expressed a desire to continue their occupancy. This multifamily property features coin-operated laundry in a common area off the first-floor porch generating income-this revenue has been included in the pro forma.The basement studio and all property details, including use, zoning, permits, and square footage, should be independently verified by the buyer and buyer’s agent.

56 Water Street, Southbridge

$489,900
3 Beds 3 Baths 73566702 MLS
Open House Sunday, August 30th from 12-2. Welcome to 31 Servant Way, Southbridge, MA, an inviting single-family residence constructed in 2007 offers 1723 square feet of custom designed living space. This property is presented in a move-in ready condition, with an open cathedral living room with fireplace and hardwood floors. The kitchen has cathedral ceilings, corian counters, custom cabinetry, crown moulding, and sliders out to the oversized deck. The residence encompasses 3 bedrooms. Including a main bedroom with full bath and whirlpool style tub. There is an additional full bath and laundry on the first floor. The lower level has been finished for additional relaxation and living space with a half bath for convenience. Further enhancing the property's appeal is a heated, two-car garage, providing secure parking and additional storage. An inviting porch extends the living space outdoors, offering another area to enjoy the expansive 36,590 square foot lot. We invite you to discover the refined potential of this exceptional Southbridge residence. This home is located on a quiet cul de sac; however the location is 5 minutes away from Rte 20, Mass Pike and I84.

31 Servant Way, Southbridge

$580,000
3 Beds 2 Baths 73568481 MLS
Welcome to Graywood Estates! This exceptional custom-built ranch is set on a peaceful cul-de-sac on the Sturbridge line, offering six rooms, three bedrooms, and two beautifully appointed baths on a level lot. Step inside to a bright, open-concept layout with soaring ceilings and recessed lighting throughout the kitchen and living areas. The updated gourmet kitchen features custom cabinetry, granite countertops, a center island, hardwood floors, stylish backsplash, and a convenient pot filler, flowing seamlessly into the spacious living room with a vaulted ceiling and gas fireplace. The generously sized primary bedroom offers a private retreat with a large walk-in closet and beautiful modern en-suite bath with tile flooring. Two additional bedrooms provide flexibility for guests, an office, or other needs. Additional highlights include central air, town water and sewer, and an attached two-car garage. A charming front farmer's porch welcomes you home, while sliders lead to a low-maintenance composite rear deck overlooking the expansive, flat, cleared backyard—perfect for entertaining, relaxing, or enjoying the outdoors. Located minutes from Westville Dam Recreation Area, which offers walking and biking trails, fishing, boating, and picnic areas, with convenient access to Route 20, I-90, and I-84. Quality craftsmanship, thoughtful updates, and a convenient location make this a truly special home.

17 Harwood Farm Road, Southbridge

$649,999
9 Beds 3 Baths 73568094 MLS
Rare opportunity to own a substantially renovated 3-family in Southbridge with strong in-place income and excellent rental potential. The property offers 4,134+ SF with 3 units, each featuring 3 bedrooms and 1 full bath, for a total of 9 bedrooms and 3 full baths, plus a detached 3-car garage. Recent improvements include a new roof, siding, windows, refinished/new flooring, updated electrical service with 200-amp wiring, circuit breakers, and panels, furnaces, water heaters, updated plumbing, lead paint remediation, and enclosed rear porches. Unit 1 features an in-unit washer and dryer, while Units 2 and 3 have their own washers and dryers in the basement. Conveniently located near Route 20, I-84, and I-90, with easy access to downtown Southbridge, shopping, restaurants, schools, parks, medical facilities, and public transportation. With spacious units, valuable off-street parking, and extensive recent updates, this property offers an attractive opportunity for investors seeking cash flow and portfolio growth or an owner-occupant looking to house hack while building equity. Open house will be this weekend, Sunday August 30 between 12:00pm-2:00pm.

36 Winter Street, Southbridge

$1,100,000
21 Beds 7 Baths 73567661 MLS
**102 Sayles, Southbridge, United States** presents a rare opportunity to acquire a distinguished multi-family residence with an astonishing current rent roll of $10,100. Encompassing an expansive 5412 square feet of living area across six units, this property offers an unparalleled scale for expanisve living and potential adaptation. With an impressive twenty-one bedrooms, this estate offers versatile unit accommodations between two bedroom one bath to five bedrooms and two baths. Rent roll will increase to $10,600 prior to closing at buyer's discretion. All units are currently rented. Seller to install commercial fire alarm system prior to closing. First group showings on Thursday September 3, 2026.

102 Sayles Street, Southbridge

$450,000
3 Beds 2 Baths 73567556 MLS
Open House - Saturday and Sunday 12:00 - 2:00. Discover a contemporary single-family residence, meticulously constructed in 2020, offering 1605 square feet of refined living space within the 50+ adult community at Pleasant Hill Estates. This property presents an exceptional opportunity for discerning buyers seeking modern comfort and design. The residence encompasses three well-proportioned bedrooms, providing ample private accommodations. Two full bathrooms are thoughtfully appointed to serve both residents and guests with convenience and style. Further enhancing the property's appeal is the open concept design with hard wood flooring, recessed lighting and propane fireplace for setting a relaxing and tranquil environment. The cabinet packed chef's kitchen is enhanced by the granite counter tops and black stainless steel appliances. Additional amenities include an integrated two-car garage, offering secure parking and additional storage solutions. The whole house generator and solar panels offer you a peaceful mindset. The expansive 13,504 square foot lot provides generous outdoor space, presenting opportunities for landscaping and personal enjoyment. This distinguished property invites you to experience a lifestyle of sophisticated ease.

42 Highfield Drive, Southbridge

$1,100,000
4 Baths 73567544 MLS
GREAT BUILDING! PLUS A TWO FAMILY FOR INCOME! GREAT LOCATION! GREAT SPACE! BUILDING FOR SALE! 52' x 114'. HUGE 6000sf building plus 6000sf full basement with garage door. Vinyl Sided. First floor has flooring business. Lower Level storage for cars, boats, materials. Parking area out front. Two garage doors, one for main level and one for lower level. Easy delivery of materials. Concrete block construction. Four electrical panels so building can be split up into separate units. Gas heat-blowers. Basement not heated but could be. Office room SF aprox. 1st floor has several rooms. Downstairs wide open with one large separate room in rear. Modern lovely two family has 4 rooms 2 bedrooms each, great rental history! Renovated in 2018. Turn key property.See Listing # 73493616 for all 4 properties listed together.

16-18 Park St, Southbridge

$465,000
3 Beds 3 Baths 73566252 MLS
Country living at its finest! This home boasts of land and space! Sitting on 2.78 acres of land, having privacy will NOT be an issue. Long extended driveway. This home offers Hardwood floors, cathedral ceilings, and more! updates in 2020 by previous owner include a NEW oil Tank and NEW water heater.First floor boasts of large country kitchen, 1/2 bath and laundry area along with large bedroom with full bath, an office space suitable for a 4th bedroom. 2 additional bedrooms located on the second floor along with a full bath. Large deck off the kitchen and above ground pool. Located near Cohasse Country Club/Golf Course & CT State line. located near all major routes.Approx. 60 miles to Boston, Providence and Hartford.

1235 Eastford Rd, Southbridge

$579,900
5 Beds 3 Baths 73566124 MLS
From the moment you set foot onto the quaint brick walkway, you'll be drawn in by this warm, inviting home. With quintessential New England design throughout, each room has its own special appeal. The living room has a stunning fireplace that can be enjoyed from the kitchen as well, and entertaining is easy with the kitchen serving (buffet) counter and eat-in area. For larger gatherings, there's a spacious formal dining room with chair rails and large windows overlooking the beautiful grounds. Gleaming, warm wood beams, wainscoting, doors & trim just add to the ambiance. Four bedrooms on the main floor give you choices for a home office or den. You'll love the mudroom/laundry area with a full pantry and loads of storage. From here, you'll step into a cheerful sunroom where you can sip your coffee and listen to birdsong while overlooking the professionally landscaped yard and sparkling Inground pool area. (All pool equipment and furniture remains for your enjoyment!). The Cabana doubles as a storage shed and changing room, making pool parties such fun! This home makes multi-generational living possible with a full in-law apartment that is accessed directly from the garage and also has an electric chair lift that leads upstairs to the mudroom. For the car enthusiast or crafter, the oversized garage has an incredible workbench/cabinet area that runs the length of the garage. There’s something for everyone here! Located on an upscale street with nice wooded areas, this charming home has been loved and has given love back to all who have entered. With the peace of mind of a 1 year warranty, It's time to make this haven of rest your own!

310 Briarwood Avenue, Southbridge

$389,900
3 Beds 2 Baths 73566070 MLS
Welcome home to this charming 3-bedroom, 1.5-bath home, set on a spacious double lot in a quiet neighborhood just a short walk from Westville Dam/Recreation Area. Lovingly maintained by the same family for over 60 years, this home is ready for its next chapter! The traditional floor plan features a spacious living room with hardwood floors and a fireplace, an updated kitchen with newer cabinets and countertops, and a large dining room with built-ins and plenty of space for holiday gatherings! A half bath and enclosed three-season porch complete the main level. Upstairs, you’ll find three generously sized bedrooms and a beautifully renovated full bath. Outside, enjoy a private backyard with plenty of space to relax or entertain, along with the convenience of a one-car garage. Full of warmth, character, and pride of ownership, this well-cared-for home is ready to welcome its next owners!

25 Westwood Pkwy, Southbridge

$449,000
1 Baths 73565735 MLS
Own a well-established automotive repair and Massachusetts State Inspection business with a legacy dating back to 1919. This turnkey operation has successfully served the community for more than a century and is now available as the owner prepares for retirement. The sale includes the real estate, equipment, and a front office, providing everything needed for a seamless transition. The approximately 3,700-square-foot facility is ideally located in the central business district on Hamilton Street, offering outstanding visibility, strong traffic counts, and excellent exposure. Exciting things are happening in the town, with new programs and initiatives that may offer opportunities for eligible property owners and businesses to potentially take advantage of as the community continues to invest in its future. Buyers are encouraged to explore available local programs and incentives to determine eligibility and potential benefits. This is a rare opportunity to acquire a long-standing, fully operational automotive repair and inspection center with an established reputation, loyal customer base, real estate, and the potential to benefit from continued investment and positive momentum within the community.

93 Hamilton St, Southbridge

$650,000
8 Beds 4 Baths 73565585 MLS
OFFER DEADLINE: ALL OFFERS ARE DUE MONDAY SEPTEMBER 28 2026 BY 12:00 NOON ET. 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. Property may qualify for FHA 203K OR CONVENTIONAL Renovation financing buyer & lender to verify eligibility.

74-82 North St, Southbridge

$415,000
3 Beds 2 Baths 73564370 MLS
Welcome home to this spacious 3-bedroom, 2-bath raised ranch offering versatility, space, and incredible potential! The partially finished walkout basement provides additional living space, a great opportunity for a home office, recreation room, or whatever suits your needs. Outside, the .53-acre lot offers plenty of room to relax, entertain, or enjoy the outdoors. The detached 2-car garage is a standout feature, complete with a huge heated bonus room above—perfect for a workshop, studio, gym, home office, or additional gathering space. There’s even a third garage bay underneath, providing exceptional storage and workspace. With multiple levels of usable space and a property designed for both everyday living and hobbies, this is one you won’t want to miss! Seller may need additional time to secure suitable housing.

595 Lebanon Hill Rd, Southbridge

$225,000
2 Beds 2 Baths 73563672 MLS
Discover a thoughtfully designed living experience at 44 Maria Ave U:105, a condominium in Southbridge, MA, built in 1987. This 1082 square foot residence offers a harmonious blend of comfort and practicality, presenting an opportunity for a refined lifestyle. This inviting condominium features two comfortable bedrooms, providing ample personal space for residents. Complementing these are two full bathrooms, ensuring convenience and privacy for all. Situated on the second floor, this single-story unit offers effortless living. Imagine the ease of navigating a home designed for comfort and accessibility. This condominium presents a compelling opportunity to embrace a balanced and convenient lifestyle.

44 Maria Ave Unit 105, Southbridge

$469,500
4 Beds 3 Baths 73562614 MLS
At 757 South St, Southbridge, an inviting single-family residence, offers 2634 square feet of living space. This property stands as a testament to comfortable living, ready for immediate occupancy. The heart of the home resides in its open-plan kitchen, featuring a practical peninsula that seamlessly connects to the living room. A half bath, large dining room with custom built-ins, and an office space complete the first floor. The layout fosters an environment conducive to both everyday living and entertaining. With four bedrooms and two full bathrooms on the second floor, the residence provides ample private accommodations. The spacious primary suite has 2 walk-in closets and offers the additional privacy of having a separate staircase. A dedicated single-car garage offers convenience and secure parking. Beyond the interior, a private yard provides a tranquil retreat, enhanced by the presence of solar panels contributing to energy efficiency. A patio extends the living space outdoors, leading to a private pool, ideal for relaxation and recreation. Just 1.4 miles from Harrington Hospital and just a few miles from shopping, dining, and Sturbridge with highway access. This property represents an exceptional opportunity to acquire a distinguished residence that harmonizes comfort with practical amenities in a convenient location!

757 South St, Southbridge

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