Refine Search
Sort by
$649,900
4 Beds 5 Baths 73526959 MLS
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!

46-1/2 Old Sturbridge Rd, Southbridge

$489,900
6 Beds 3 Baths 73525499 MLS
Massive 3-unit property previously utilized as a single-family home offering exceptional flexibility for owner-occupants, investors, or multi-generational living! This character-filled property features gorgeous hardwood floors, high ceilings, oversized rooms, beautiful French doors, and formal living and dining areas throughout. Partially finished 3rd floor offers additional expansion potential for living space, home office, playroom, or storage. Town water and sewer. Detached 1-car garage, off-street parking, and situated on a quiet dead-end street in a convenient commuter location close to area hospitals, shopping, restaurants, and major routes. Endless possibilities in this spacious and unique property! Close to the senior center and Morris State Park.

106-108 Chestnut St, Southbridge

$1,275,000
17 Beds 8 Baths 73524298 MLS
Well-maintained 8-unit multifamily property in Southbridge offering immediate cash flow and strong rental history. The building consists of a mix of 1, 2, and 3-bedroom units — Basement (2BR), 1L (2BR), 1R (3BR), 1Rear (2BR), 2L (2BR), 2R (2BR), 3L (3BR), and 3R (1BR) — with current gross monthly rent of $9,242 and an average of $1,540/unit. Offered at $1,320,000. Annual expenses include property taxes, disposal & waste fees, electricity, and water & sewer. Several units currently show below-market rents, presenting upside potential for an experienced investor. Ideal for a 1031 exchange or portfolio addition. Easy highway access and proximity to local amenities make this a sought-after location for long-term tenants.

88 Cross St, Southbridge

$650,000
8 Beds 4 Baths 73523752 MLS
Exceptional owner-occupied or investment opportunity in Southbridge- 4-unit multifamily! This well-maintained building features four 2-bed/1-bath units across two floors, with two units currently leased at strong market rents ($1,650 and $1,700/mo) and one unit vacant and ready for an owner-occupant or immediate lease-up. second vacant unit being filled. Proforma gross rents of $6,570/month reflect current market demand with minimal lease-up risk. Low known operating expenses - taxes, trash, water/sewer, and common electric total under $12K annually - support a compelling cap rate at full occupancy. Ideal for the savvy buyer looking to live in one unit while the others pay the mortgage, or a portfolio addition with strong cash flow upside. Easy to show!

33 Union St, Southbridge

$539,900
6 Beds 3 Baths 73523061 MLS
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.

125 Cross St, Southbridge

$945,000
4 Beds 3 Baths 73522745 MLS
'GROUP SHOWING 12-3 pm RSVP REQUIRED " Nestled near Cohasse Country Club, this custom 4-bed, 3-bath Southbridge estate blends luxury with a private, wooded resort lifestyle. The interior features a walkout lower level entertainment hub with a custom bar, billiards area, and lounge. The chef’s kitchen boasts a premium, high-capacity indoor wine refrigerator to keep vintages perfectly chilled. Built for efficiency, the home includes a 3-car garage, solar power, a full-house generator, pellet stoves, and advanced irrigation. The outdoor oasis is crafted for hosting, anchored by an alfresco kitchen with a professional pizza oven, grill, sink, and a second weather-resistant outdoor wine refrigerator for poolside dining. Three outdoor fireplaces warm the patio, which overlooks a pool, swing set, vegetable garden, and chicken coop. The botanical grounds showcase 100 driveway-lining trees, 300- 400 curated plants, fruiting apple & pear trees, Japanese Maples, and a showpiece pink trumpet tree

22 Jacobs Rd, Southbridge

$364,900
2 Beds 2 Baths 73521968 MLS
One level living at it's best!! This lovely ranch, on a nice corner lot has so much to offer! The large primary bedroom has double closets & an oversized attached bath w/ walk-in shower & stackable washer & dryer. The spacious living room is open to the dining room & kitchen. Perfect for entertaining! The fully applianced kitchen has great storage, upgraded cabinets & countertops. There is a secondary bedroom & full bath in the hallway. The basement has generous storage, newer boiler (4-5 years old), oil tank, 200 amp CB, sump pump, & slop sink. There is a one car attached garage with opener & a handicap ramp. The home is vinyl sided, has energy efficient windows & doors, central air (compressor 4-5 years old), shed, extra-large driveway & great level yard for grilling & gardening. Want to be free of energy dependance? This home offers solar panels with $0 electric bills! Panels are leased & buyer must assume the lease. Come make this beautiful, easy living home your own!

17 Cedar St, Southbridge

$479,900
6 Beds 3 Baths 73521479 MLS
Offer deadline noon on Tuesday. This wonderful 2 family property offers a great location along with fantastic condition. The lower unit has partially finished basement with a half bath. 3 spacious bedrooms per unit. Beautiful hardwood floors. Updated lighting throughout. Roof, windows, bathrooms and kitchens all updated. The beautiful composite decking and handrails ...No painting necessary. Exterior and interior... freshly painted. Outdoor patio space. Exterior basement access. Paved driveway, off street parking. Inexpensive utilities. Check out the pictures! Property speaks for itself. Seller works from home. Showings weekends only. This is not a flip house! Hurry! This one will not last! Second floor delivered vacant. 1st floor has lease (ask)

47 Winter St, Southbridge

$430,000
4 Beds 2 Baths 73518839 MLS
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.

98 Cross St, Southbridge

$599,900
7 Beds 5 Baths 73485670 MLS
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.

21-23 Eastford Rd., Southbridge

$845,900
5 Beds 3 Baths 73482815 MLS
Architecturally striking Deck House overlooking Morse Pond, privately set on 5.93 acres.This unique contemporary features dramatic exposed beams, soaring cedar vaulted ceilings, walls of windows capturing the stunning water & woodland views. At the heart of the home a floor-to-ceiling solid granite chimney w/ 3 fireplaces anchors the home from the fully finished walk-out LL to the 2nd FL loft.The kitchen boasts abundant cabinetry, stainless steel appliances & granite countertops, opening effortlessly into the inviting family room~creating a warm welcoming homey feel atmosphere. An expansive deck overlooking the Pond.The fully finished LL offers exceptional flexibility, ideal for multi-generational living or private retreat. Complete w/ a full kitchen, full bath, 2 bed, spacious living area, built-in bar, wine closet, & walk out to the pond.A rare opportunity to own a true architectural gem offering private trails, acreage, & waterfront lifestyle!

1023 North Woodstock Rd, Southbridge

$349,000
2 Baths 73480011 MLS
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

437 Main St, Southbridge

$349,000
73479047 MLS
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

437 Main St, Southbridge

$369,900
3 Beds 2 Baths 73475184 MLS
Enjoy entertaining in the large fenced backyard featuring a stone patio and fire pit, or unwind inside in the partially finished basement offering a cozy den, second fireplace, and wet bar. Upstairs, the spacious primary bedroom includes a private sitting area, accompanied by two additional bedrooms and a recently updated full bath, plus attic storage access. The main level offers freshly painted interiors and updated flooring throughout, with a welcoming foyer and open staircase setting the tone. A bright living room flows into a sunroom for year-round enjoyment, while the dining and family area with fireplace connects comfortably to the upgraded kitchen, which sits alongside a convenient half bath and laundry area. This well-kept 3-bed, 1.5-bath Dutch Colonial blends classic character with modern updates and is ready for its next owner to move right in.

28 Maple Street, Southbridge

$449,995
3 Beds 3 Baths 73412178 MLS
Welcome to your brand-new 3-bedroom, 2.5-bath townhouse—where modern comfort meets thoughtful design! This spacious home features an open-concept first floor perfect for entertaining, with seamless flow between the kitchen, dining, and living areas. There's still time to personalize your dream home by selecting your preferred finishes! Enjoy the convenience of a finished basement for extra living space and a second-floor laundry room for everyday ease. Built with energy efficiency in mind, this home includes ENERGY STAR-rated kitchen appliances, central heating and air conditioning, and a high-efficiency hot water heater. Located in a prime commuter location, you'll have quick access to major routes while enjoying the privacy of a large backyard—ideal for gatherings, gardening, or relaxing outdoors. Don’t miss this incredible opportunity to own a stylish, energy-smart home with room to grow! Some photos have been virtually enhanced.

876 Worcester Sr, Southbridge

$474,999
6 Beds 2 Baths 73353987 MLS
Unique Opportunity! This beautifully renovated 2-family home nestled on a peaceful dead-end street. Set on a spacious corner lot with a stunning river running along the property, this home offers the perfect blend of modern updates and serene natural surroundings. Plenty of growth potential with this property as well. This home sits on a lot that was previously subdivided, with the second structure removed. The lot remains buildable, offering excellent potential for new construction, expansion, or investment. Buyers should verify zoning and permitting with the town. Whether you’re an investor seeking a turnkey rental property or a homeowner looking for additional space, this home has it all. Note: Neighborhood is in a Flood Zone- flood insurance may be required.

7 Pearl Street, Southbridge

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.