Refine Search
Sort by
73 Cliff Street, Southbridge
$369,900
4 Beds ⋅ 2 Baths ⋅ 73585291 MLS
SELLER PAID RATE BUYDOWN AVAILABLE! Qualified buyers may be eligible for an interest rate as low as 5.99%. Financing options may offer a rate approximately 1.5% BELOW CURRENT MARKET RATES! Buyer qualification and lender terms apply! Ask for details! This beautifully refreshed home offers a brand-new eat-in kitchen features stainless steel appliances, granite countertops and beautiful white soft-close cabinetry. Updates continue throughout with new flooring, refinished hardwoods, gorgeous wide-pine floors and all-new lighting. A spacious dining area flows easily into the living room, creating a comfortable layout for everyday living and entertaining. Enjoy additional outdoor living on the covered deck. Major improvements include roof and solar panels installed in 2017/2018, per seller, plus a new natural gas boiler with tankless hot water. Conveniently located close to downtown, shopping, restaurants, schools and Harrington Hospital, with nearby parks, hiking trails and outdoor recreation at Westville Lake. Easy access to Sturbridge and all the area has to offer!

73 Cliff Street, Southbridge

92 Dresser St, Southbridge
$509,900
6 Beds ⋅ 2 Baths ⋅ 73585182 MLS
Turnkey and fully renovated 2-family offering a fantastic opportunity for both owner-occupants and investors! Featuring NEW electrical and NEW plumbing, this property offers a total of 6 bedrooms and 2 full bathrooms. Both units feature the same functional layout with 3 bedrooms and 1 full bath each. Live in one beautifully renovated unit while generating rental income from the other, or rent both units for excellent income potential. Both units are currently vacant, giving the new owner flexibility to select their own tenant. **Huge attic expansion potential!** The spacious attic offers an excellent opportunity for additional living space or future expansion, subject to permits, required approvals, and buyer due diligence.The exterior has also been freshly painted, adding to the property's move-in-ready appeal. One off-street parking space is located at the rear of the property, with plenty of additional street parking available. A great opportunity to add a renovated multifamily property to your portfolio or start building equity through owner occupancy!

92 Dresser St, Southbridge

44 Dennison Hill Rd, Southbridge
$425,000
4 Beds ⋅ 2 Baths ⋅ 73584927 MLS
Discover a life of comfort and convenience at 44 Dennison Hill Rd, Southbridge, MA. Constructed in 1972, this 1723 square foot single-family residence offers a timeless appeal, providing a foundation for your ideal lifestyle in a fabulous neighborhood perfect for walking and bike riding. Quiet country living yet 5 minutes from Mass PIke, 84 and route 20. Custom built tri-level home with four dedicated bedrooms, there is ample space to create personalized sanctuaries, whether for rest, work, or hobbies. Two full bathrooms offer practical convenience for daily routines. Enter the front door into an open living room, dining area and kitchen that leads to the sunroom. Enjoy beautiful sunsets from your three season room with access to a composite deck and (2019), manicured level, fully fenced in yard. A few steps up lead you up to three bedrooms and full bath. A few steps down lead to the first floor. The first floor has a large family room with wood fireplace and plenty of natural light. There is access to the back yard, basement and garage from the family room. There is also a full bath and bedroom making this a perfect area for guests or extended family or an in-law type suite. The washer and dryer are located in the basement; however, there are also hookups on the first floor. Generator hook up provides peace of mind when the power goes out. The roof and vinyl fence were done in 2020. Windows have all been replaced including the beautiful floor to ceiling bow window in the living room. The property also includes a two-car garage, providing secure parking and additional storage solution. This property presents an exceptional opportunity to craft your future; schedule a showing today to experience its potential.

44 Dennison Hill Rd, Southbridge

66 E Main St, Southbridge
$474,900
9 Beds ⋅ 3 Baths ⋅ 73583482 MLS
Opportunity knocks at 66 E Main St! This well-maintained three-family makes a strong addition to an investor’s portfolio, an ideal owner-occupant property, or a long-term income-producing asset. Each spacious unit features 3 bedrooms, 1 full bathroom, a kitchen, living room, and dedicated dining area, creating versatile layouts that can appeal to a variety of tenant needs and household types. Two units are currently occupied, while the third is vacant, giving a new owner flexibility to secure a tenant, owner-occupy, or pursue their own strategy for maximizing the property’s potential. Ideally located along East Main Street, the property offers convenient access to everyday amenities, dining, shopping, and services, while Routes 131 and 169 provide easy connections throughout Southbridge and surrounding communities. US Route 20 and I-84 are also readily accessible, connecting the property to Sturbridge and the greater Worcester area. The location, versatility, and income potential are all here. Savvy investors, don’t miss out on this gem!

66 E Main St, Southbridge

17 Harwood Farm Road, Southbridge
$595,000
3 Beds ⋅ 2 Baths ⋅ 73583409 MLS
Welcome to Graywood Estates! This custom-built ranch sits on a quiet cul-de-sac near the Sturbridge line and offers six rooms, three bedrooms, and two modern baths. The bright, open-concept layout features vaulted ceilings, recessed lighting, and a spacious living area with a gas fireplace. The gourmet kitchen includes custom cabinetry, granite countertops, a center island, hardwood floors, stylish backsplash, and a pot filler. The primary suite provides a private retreat with a large walk-in closet and a beautifully finished en-suite bath. Two additional bedrooms offer flexibility for guests, work, or other needs. Additional highlights include central air, town water/sewer, and an attached two-car garage. A welcoming farmer’s porch and a composite rear deck overlook a wide, flat backyard ideal for outdoor enjoyment. Minutes to Westville Dam Recreation Area with trails, fishing, boating, and easy access to Route 20, I-90, and I-84. Quality craftsmanship and thoughtful design make this home a standout.

17 Harwood Farm Road, Southbridge

174 Hamilton St, Southbridge
$499,900
5 Beds ⋅ 4 Baths ⋅ 73583174 MLS
Some homes are renovated. Others are carefully updated while preserving what makes them special. This gracious Southbridge Victorian retains the craftsmanship of its past while offering the updates, flexibility and comfort of modern living.Set in one of Southbridge’s evolving neighborhoods, this home is within walking distance of local schools, a specialty café, restaurants and entertainment, with the new regional rail trail just moments away.Important updates include a brand-new gas heating and hot water system, fully updated plumbing and electrical, a new porch roof, and a main roof replaced in 2025. Original double-entry doors, a gracious front staircase with its carved railing, wide pine floors and a wraparound porch preserve the sought-after feel of an antique home.The first floor offers an unusually flexible layout, including a bedroom and full bath that can serve as a private primary suite or comfortable space for extended family. A dedicated office, updated kitchen with warm wood countertops and direct access to the dining area make everyday living easy.Upstairs, three additional bedrooms provide room to spread out, with two offering generous walk-in closets. A Second-floor laundry adds convenience, while the third-floor bonus suite with its own bathroom offers an ideal retreat for older children, guests or a college-age family member.Outside, the unusually generous lot offers a blank canvas for gardens, play space or entertaining.This is a home with the proportions, details and sense of history a Victorian offers, paired with the updates and flexibility today’s homeowners need.Imagine welcoming family home for Thanksgiving, gathering on the wraparound porch as the season turns, and looking forward to filling this gracious home with the traditions of holidays to come.

174 Hamilton St, Southbridge

99 Crystal Street, Southbridge
$280,000
3 Beds ⋅ 1 Baths ⋅ 73580766 MLS
Welcome to this charming 3-bedroom Cape-style home in a convenient Southbridge location! Enter inside to a welcoming living room featuring hardwood floors. The space flows into the kitchen, offering ample cabinet space and a stainless steel range. A convenient first-floor bedroom, full bathroom, and inviting three-season porch with laundry complete the main level. Upstairs, you’ll find two additional sunny bedrooms, each offering generous closet space. Outside, enjoy the convenience of a charming covered side porch entry, off-street parking, and a fully fenced-in yard complete with a firepit area and handy storage shed. With easy access to local amenities and public transportation, this home offers comfortable living in a convenient location - come see all it has to offer!

99 Crystal Street, Southbridge

51 Old North Woodstock Rd, Southbridge
$352,500
3 Beds ⋅ 2 Baths ⋅ 73578568 MLS
*** SEE IT IN PERSON to appreciate this 3 BR RANCH (2x6 Construction) & Heated 2Car Garage with the POTENTIAL of an IN-LAW in the partially finished walkout lower level. The MAIN FLR FEELS SO MUCH LARGER on the inside than it appears from the outside. When you walk in the front door you see the fantastic Palladian Window, Cathedral Ceiling & Picture Window which cascade light over the OPEN Living Rm, Dining Rm & Kitchen. The main floor also boasts 3 bedrooms. The Main BR (accommodates a King-Sized Bed) has direct access to the FULL BATH with double sinks. It is not a huge yard to mow BUT there is PLENTY of outdoor living space with the EXPANSIVE back decks offering some PRIVACY. One is off of the Dining Rm. The other is off of the PART FINISHED LOWER LEVEL - POTENTIAL IN-LAW which includes a FULL BATH with Shower Stall, KITCHEN open to DINING AREA, LIVING RM and an additional finished room - all with walkout access to the Laundry Area, Garage & Deck!! LivRm Windows & DR Slider (approx. 2022) are Anderson products * ROOF approx. 2013 * GARAGE is HEATED * STEEL I-BEAM * CVAC * SHED * All this AND EASY ACCESS (Less than 4 min) to Groceries, Gas Stations, Coffee Shop to Go & Shopping. WOW!! There is much to see here!! Sellers need to close after November 1st * No Showings until the Open House, Sunday Sept 20th (11am -1pm). ** Please be advised, the property has recording devices **

51 Old North Woodstock Rd, Southbridge

78 Ellis Rd, Southbridge
$359,900
2 Beds ⋅ 1 Baths ⋅ 73577950 MLS
**Offer deadline Tuesday at 5PM**Welcome to 78 Ellis Road! This split-entry home offers a bright, comfortable layout with plenty of flexible living space. Fully owned solar panels offer the benefit of reduced electricity costs, while the pellet stove provides a cozy additional heat source during the colder months.The main level features a sun-filled living room with a large bay window and an eat-in kitchen with direct access to the back deck—the perfect spot to sip your morning coffee while enjoying the peaceful, wooded surroundings. Two generously sized bedrooms and a beautifully renovated full bathroom complete the main level.Downstairs, the partially finished lower level features two freshly renovated bonus rooms, providing flexible space for a playroom, home gym, family room, office, hobbies, or whatever best suits your needs.Outside, enjoy nearly half an acre with a level, fenced backyard, spacious deck, storage shed, and plenty of room for outdoor entertaining. A paved driveway offers ample off-street parking.Located just over the Charlton line with convenient access to Route 20, this home offers the best of both worlds—a peaceful backyard setting while still being close to shopping, dining, recreation, and everyday amenities.

78 Ellis Rd, Southbridge

17 Moon St, Southbridge
$399,000
5 Beds ⋅ 2 Baths ⋅ 73576670 MLS
Welcome to this spacious 4-bedroom, 1.5-bath home located in a convenient Southbridge neighborhood. Offering a flexible layout and generous living space, this property is perfect for growing households or those seeking extra room to spread out. The home features well-sized bedrooms, a bright and inviting living area, and a functional kitchen ideal for everyday living. A finished attic provides additional living space currently being used as an extra bedroom—perfect for a guest room, home office, or bonus suite. Outside, enjoy a long driveway offering ample off-street parking along with a sizable yard for outdoor enjoyment. With its versatile layout and added living space, this home presents a great opportunity for both homeowners and investors alike.Conveniently located near local amenities, shopping, and major routes, this property combines space, functionality, and accessibility.Don’t miss your chance to make this home your own!

17 Moon St, Southbridge

24 Litchfield Avenue, Southbridge
$349,900
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

253 Lebanon Hill Rd, Southbridge
$459,000
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

42 Highfield Drive, Southbridge
$450,000
3 Beds ⋅ 2 Baths ⋅ 73567556 MLS
Open House - Saturday 12:00 - 1:30. 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

1235 Eastford Rd, Southbridge
$399,999
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

310 Briarwood Avenue, 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 a possibility with a suite of rooms 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

25 Westwood Pkwy, 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

44 Maria Ave Unit 105, 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

757 South St, Southbridge
$449,800
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

10 Union St, Southbridge
$319,900
2 Beds ⋅ 1 Baths ⋅ 73561734 MLS
Welcome to this beautiful, ready-to-move-in ranch offering the convenience of single-level living! This home features 2 bedrooms, 1 full bathroom, and a functional, inviting layout. The property offers several updated features, including the siding, roof, fuel tank, and kitchen cabinets, adding value and functionality to the home.Enjoy the convenience of an attached garage and ample off-street parking. Step outside to a spacious, level backyard—perfect for summer gatherings, entertaining, gardening, or simply relaxing outdoors. A great opportunity to enjoy easy one-level living with generous outdoor space and plenty of parking. Join us for the open house this Saturday August 15th from 12:00-2:00pm and Sunday August 16th from 12:00-2:00pm.

10 Union St, 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.