Southbridge, MA Homes

• 

  

  

  /27

  $1,960,000

  • 14 Beds
  • 16 Baths
  • 9,216 Sq Ft

  338 Main St, Southbridge, MA 01550

  Motivated seller - all reasonable offers considered. Prime downtown mixed-use investment property with an 8% cap rate ideal for long term stability. Zoned CC in a designated Opportunity Zone with both capital gain & historic tax credits. Exceptionally maintained, including new roof & furnace. First floor includes two commercial spaces: a new 10-year convenience store lease & an available 539 SF

  JOHN SNYDER Redfin Corp.

  338 Main St, Southbridge, MA 01550
• 

  

  

  /31

  $272,500 Sold Jul 25, 2025

  • 1,450 Sq Ft
  • $188/SF
  • 17 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  637 Worcester St, Southbridge, MA 01550

  Welcome home to this warm and cozy Bunaglow on a great sized lot! Perfect for someone downsizing or buying their first home. 2 bedrooms and a full bath on the first floor along. Your charming living room features a beautiful archway with french doors and access to your enclosed porch perfect for sipping your morning coffee or relaxing after a long day! Second floor features another bedroom.

  Maria Troka A & E Realty Company, Inc.

  637 Worcester St, Southbridge, MA 01550
• 

  

  

  /21

  Est $475,607 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  60 Dennison Ln, Southbridge, MA 01550

  60 Dennison Ln, Southbridge, MA 01550
• 

  

  

  /4

  $65,000

  • Land
  • 1.76 Acres
  • $36,932 per Acre

  0 Alpine Dr, Southbridge, MA 01550

  1.76 acre parcel with 608' of street frontage in R1 zone. Most trees have already been cut so the lot is cleared and ready for your building plans. Will need perc testing/septic design. Seller financing available.

  Duane Boucher Boucher Real Estate, Inc.

  0 Alpine Dr, Southbridge, MA 01550
• 

  

  

  /28

  $310,000 Sold Jul 24, 2025

  • 1,666 Sq Ft
  • $186/SF
  • 7 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1920

  186 Dresser St, Southbridge, MA 01550

  SPACIOUS 4 bedroom house with 1 1/2 bath. Update to buyer's needs and liking. Open large living room & dining room. Screened in porch across the front of house. 1st floor bedroom & full bath. Hardwood floors throughout!. This home is full of old charm and has over 1600sf of living area. Located close to downtown, within walking distance to area amenities such as Dresser St. Field and Westville

  Spiro Thomo Aucoin Ryan Realty

  186 Dresser St, Southbridge, MA 01550
• 

  

  /38

  Est $379,474 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,402 Sq Ft

  117 Dennison Ln, Southbridge, MA 01550

  117 Dennison Ln, Southbridge, MA 01550
• 

  

  /42

  $674,900

  • 11 Beds
  • 5 Baths
  • 3,848 Sq Ft

  128 128 1 2 Elm St, Southbridge, MA 01550

  Unique Multi-Family Investment Opportunity! This rare offering features two separate buildings on one lot, combining for a total of five units. The front building offers 3 units, while the rear building contains 2 additional units, providing flexible rental configurations with a mix of 1 to 3-bedroom layouts to attract a wide tenant base. Investors, you will appreciate the strong income

  James Black Real Broker MA, LLC

  128 128 1 2 Elm St, Southbridge, MA 01550
• 

  

  /40

  $700,000 Sold Jul 23, 2025

  • 2,688 Sq Ft
  • $260/SF
  • 4 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2005

  895 Dennison Dr, Southbridge, MA 01550

  Welcome Home to this oversized 3 bdrm ranch on over an acre, w/attached 2 car garage, plus another heated 2 car gar w/car lift that's a handyman/mechanic's dream! You can sit on the front porch & enjoy the country view. As you enter, to the right is a Den w/closet (could be 3rd bdrm) w/pocket doors. To the left is the living rm w/gas fireplc and hardwd floors. In the kitchen, you feel the

  Angela Dolber DeVries Dolber Realty, LLC

  895 Dennison Dr, Southbridge, MA 01550
• 

  

  /42

  Est $476,268 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,180 Sq Ft

  67 Dennison Ln, Southbridge, MA 01550

  67 Dennison Ln, Southbridge, MA 01550
• 

  

  /42

  $399,900

  • 5 Beds
  • 4 Baths
  • 2,689 Sq Ft

  135 Elm St, Southbridge, MA 01550

  Attention investors! This multi-unit property offers incredible flexibility and long-term income potential. Currently configured as 4 separate units —perfect for maximizing rental income or multi-generational living for owner-occupants. Three units are vacant & ready for updates, giving you a head start on value-add improvements. Many big-ticket items have already been addressed, including a new

  James Black Real Broker MA, LLC

  135 Elm St, Southbridge, MA 01550
• 

  

  /20

  $360,000 Sold Jul 22, 2025

  • 1,859 Sq Ft
  • $194/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  24 Lynn Ln, Southbridge, MA 01550

  Open House Cancelled. Located at the end of a quiet cul-de-sac you're not going to want to miss out on the opportunity to be the next owner of this home located minutes from Southbridge's downtown. Entering into the sunny split entrance, head up the stairs to find an open concept living space. A large picture window in the living/dining room provides great natural light that flows into kitchen

  Liz Puchala Lamacchia Realty, Inc.

  24 Lynn Ln, Southbridge, MA 01550
• 

  

  /38

  Est $554,594 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,538 Sq Ft

  22 Dennison Crossroad, Southbridge, MA 01550

  22 Dennison Crossroad, Southbridge, MA 01550
• 

  

  /41

  $549,900

  • 6 Beds
  • 2.5 Baths
  • 3,523 Sq Ft

  21 Orchard St, Southbridge, MA 01550

  Multigenerational living 1rst fl bedroom. Step into a piece of Southbridge history—a stunning Antique Colonial, now restored to its former elegance. With over 3,500 square feet of living space, this home blends timeless character with modern convenience. From the moment you step inside, the charm of this home is undeniable. Rich wood finishes, elegant moldings, and sun-filled spaces transport you

  Patrick Sweeney RE/MAX Prof Associates

  21 Orchard St, Southbridge, MA 01550
• 

  

  /26

  $325,000 Sold Jul 08, 2025

  • 816 Sq Ft
  • $398/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  148 Prince Rd, Southbridge, MA 01550

  **OPEN HOUSE CANCELED; OFFER ACCEPTED!** Welcome to 148 Prince Rd! Sitting on a generous 1.67 acre lot, this home offers privacy, updates, and an exciting opportunity for future expansion. The current floor plan includes a spacious eat-in kitchen, living room, 2 good-sized bedrooms, and a full bath. Upstairs is where opportunity awaits; unfinished space that creates the potential to add 2 more

  James Black Real Broker MA, LLC

  148 Prince Rd, Southbridge, MA 01550
• 

  

  /39

  Est $539,954 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft

  99 Breakneck Rd, Southbridge, MA 01550

  99 Breakneck Rd, Southbridge, MA 01550
• 

  

  /15

  $599,900

  • 8 Beds
  • 4 Baths
  • 3,000 Sq Ft

  16 Wardwell Ct, Southbridge, MA 01550

  Cash Cow!!! All 4 units in great shape and loads of updates on dead end street. Great location just behind the town library and steps to Main Street to do your banking, restaurants & so much more. All units are occupied for instant income!!! Tenants pay their own heat & electricity. 3rd floor used for storage but check with the town -- loads of potential & plenty of space for an additional

  Christi Cournoyer Hometown Realty Associates LLC

  16 Wardwell Ct, Southbridge, MA 01550
• 

  

  /17

  $195,000 Sold Jul 08, 2025

  • 1,028 Sq Ft
  • $190/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  44 Maria Ave Unit 102, Southbridge, MA 01550

  This charming 2-bedroom, 2-bath condo is the perfect blend of affordability & convenience. Whether you're ready to break free from renting or looking to expand your investment portfolio, this unit checks all the boxes! Enjoy a bright and functional layout with 2 good-sized bedrooms, 2 full baths, and a spacious living area that feels like home from the moment you enter. On-site laundry adds

  James Black Real Broker MA, LLC

  44 Maria Ave Unit 102, Southbridge, MA 01550
• 

  

  /40

  Est $377,842 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,230 Sq Ft

  87 Breakneck Rd, Southbridge, MA 01550

  87 Breakneck Rd, Southbridge, MA 01550
• 

  

  /42

  $399,900

  • 9 Beds
  • 3 Baths
  • 3,507 Sq Ft

  127 Cliff St, Southbridge, MA 01550

  **BUYER'S LOSS IS YOUR GAIN** Opportunity knocks with this fully vacant 3-family property featuring three 3-bedroom, 1-bath units each with its own porch and spacious layout. A newer rubber roof, 2022 electric updates (panels & meters), and great bones lay the foundation for your next successful project. Bring your vision, build equity, and take advantage of strong rental demand once the updates

  James Black Real Broker MA, LLC

  127 Cliff St, Southbridge, MA 01550
• 

  

  /4

  $340,000 Sold Jul 08, 2025

  • 1,244 Sq Ft
  • $273/SF
  • 92 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  55 Durfee St, Southbridge, MA 01550

  SHORT SALE: Meticulously maintained ranch-style home featuring three bedrooms with good size living space, situated on a desirable corner lot. This property includes a one-car garage and a private yard, perfect for relaxation or entertaining. Conveniently located near major routes, it offers easy access to shopping, dining, and commuter options. The home boasts numerous updates and is in very

  David Hill Central MA Homes

  55 Durfee St, Southbridge, MA 01550
• 

  

  /18

  Est $329,418 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  498 Dennison Dr, Southbridge, MA 01550

  498 Dennison Dr, Southbridge, MA 01550
• 

  

  /41

  $624,900

  • 10 Beds
  • 5 Baths
  • 3,736 Sq Ft

  6 Walcott St, Southbridge, MA 01550

  This 4-family property in Southbridge is a great addition to any investment portfolio! Unit 1L, a rare 4-bedroom, 2-bath layout ideal for larger households, is currently vacant and ready for an owner-occupant or new tenant. The remaining three units feature spacious 3-bedroom, 1-bath floorplans. Ground-level basement boasts over 1,200 sq.ft. of storage, potential for additional income!

  James Black Real Broker MA, LLC

  6 Walcott St, Southbridge, MA 01550
• 

  

  /42

  $520,000 Sold Jul 07, 2025

  • 3,744 Sq Ft
  • $139/SF
  • 4 Days On Market

  • 7 Beds
  • 3 Baths
  • Built 1890

  85 Everett St, Southbridge, MA 01550

  Great owner-occupied 3-family in a convenient location a short distance to Main Street! This home has over 3,700 square feet of living space! The first floor unit has been recently remodeled. Fresh paint, refinished hardwood flooring and updated bathroom. It has a spacious living room, dining room, kitchen, with 3 bedrooms. Unit includes stove and refrigerator. Nice deck on the side yard. The 2nd

  Michele Miller Premeer Real Estate Inc.

  85 Everett St, Southbridge, MA 01550
• 

  

  /34

  Est $360,422 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft

  424 Dennison Dr, Southbridge, MA 01550

  424 Dennison Dr, Southbridge, MA 01550
• 

  

  /16

  $499,000

  • 6 Beds
  • 2 Baths
  • 1,850 Sq Ft

  7 Pearl St, Southbridge, MA 01550

  Don't miss out on 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. Whether you’re an investor seeking a turnkey rental property or a homeowner

  Walter Aldrich Walter Aldrich Realty

  7 Pearl St, Southbridge, MA 01550
• 

  

  /37

  $485,000 Sold Jul 02, 2025

  • 2,488 Sq Ft
  • $195/SF
  • 3 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1968

  25 Dennison Hill Rd, Southbridge, MA 01550

  OPEN HOUSE CANCELED! Welcome to this beautifully updated 4-bed, 1.5-bath home in the sought-after Dennison Hill area!* Brand-new custom kitchen w/ quartz counters, center island breakfast bar, stainless appliances, and farmhouse sink* Sunsplashed open living/dining room w/ brick fireplace, gleaming hardwoods* oversized primary bedroom with walk-in closet. *updated full bath w/tiled tub/shower*

  Steven Pizzarella RE/MAX Partners

  25 Dennison Hill Rd, Southbridge, MA 01550
• 

  

  /24

  Est $385,624 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  679 South St, Southbridge, MA 01550

  679 South St, Southbridge, MA 01550
• 

  /2

  $60,000

  • Land
  • 1.35 Acres
  • $44,444 per Acre

  0 N Woodstock Rd, Southbridge, MA 01550

  R2 zoning allows for 1 or 2-family properties. Other uses allowed under R2 zoning, some with special permit. Southbridge Zoning Bylaws available online. Public sewer line across back of property. Public water available nearby. Have additional information on connection costs. Good location near Rt. 131 and businesses. Attractive mostly residential neighborhood. CASH ONLY

  Dorothy Fontana Coldwell Banker Realty - Worcester

  0 N Woodstock Rd, Southbridge, MA 01550
• 

  

  /35

  $435,000 Sold Jul 01, 2025

  • 1,740 Sq Ft
  • $250/SF
  • 3 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2010

  50 Maggie Ln, Southbridge, MA 01550

  Location, Location, Location! Discover this stunning 4-bedroom, 2-bath home positioned on a generous 0.75 acres, perfectly bordering serene conservation land. With a stylish split entry, the main entrance welcomes you into a bright and inviting living space. The main floor boasts 2 comfortable bedrooms, a spacious living room, a well-appointed kitchen, and a convenient laundry area. Step outside

  Tony Palmerino Real Broker MA, LLC

  50 Maggie Ln, Southbridge, MA 01550
• 

  

  /30

  Est $351,164 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,295 Sq Ft

  640 Dennison Dr, Southbridge, MA 01550

  640 Dennison Dr, Southbridge, MA 01550
• 

  /2

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  29 Hudson Ave, Southbridge, MA 01550

  Fully updated 3 bed, 2.5 bath home Features new hardwood floors, fully renovated kitchen, modern bathrooms with new tile, tubs, and fixtures—new everything throughout. Finished basement offers flexible space for a bedroom, family room, or entertainment area. Enjoy summer in the in-ground pool with pool shed, relax on the large deck, and store all your extras in the yard shed. Includes gas heat,

  Lidia Tavares Century 21 Custom Home Realty

  29 Hudson Ave, Southbridge, MA 01550
• 

  

  /40

  $475,000 Sold Jun 27, 2025

  • 2,716 Sq Ft
  • $175/SF
  • 7 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  385 South St, Southbridge, MA 01550

  Do not miss your opportunity to see this gorgeous two family located in the Westville section of Southbridge! This beautiful circa 1900 two family home has all the charm with generous room sizes and gleaming hardwood floors. Three season porches welcome guests with entry ways into each unit. Craftsman details abound on the porches and extend throughout the home with arched doorways going from

  Bridgette Bachand Aucoin Ryan Realty

  385 South St, Southbridge, MA 01550
• 

  

  /38

  Est $400,166 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  670 Dennison Dr, Southbridge, MA 01550

  670 Dennison Dr, Southbridge, MA 01550
• 

  

  /19

  $274,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,913 Sq Ft

  152 Chapin St, Southbridge, MA 01550

  The single-family residence at 152 Chapin, Southbridge, presents an opportunity to own a piece of history. Built in 1900, this home offers a unique blend of classic charm and potential for modern living. With 1913 square feet of living area, this residence provides ample space to create your own living areas as well as front and back staircases. Imagine transforming each bedroom into a

  Carrie Rousseau-Feeney Realty One Group Dream Makers

  152 Chapin St, Southbridge, MA 01550
• 

  

  /28

  $330,000 Sold Jun 27, 2025

  • 1,612 Sq Ft
  • $205/SF
  • 95 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1937

  493 Hamilton St, Southbridge, MA 01550

  At this price, why rent when you can build equity and allow this mortgage helper to do its job and save you money! Move-in condition 2-unit home is ready for a new owner! This charming home sits on a hill amongst a row of other similar properties. First- and second-floor units each have two bedrooms. The property features a mix of newer laminate flooring and hardwood floors. The first floor

  Anthony Khattar Khattar Realty, Inc.

  493 Hamilton St, Southbridge, MA 01550
• 

  

  /8

  Est $618,361 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,900 Sq Ft

  15 Dennison Ln, Southbridge, MA 01550

  15 Dennison Ln, Southbridge, MA 01550
• 

  

  /19

  $208,900 Pending

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  28 Maria Ave Unit D, Southbridge, MA 01550

  Open House 12-2pm Sunday 9/14/25. Great & desirable condo complex! End unit. Picture window looking out to wooded area. 4 room 2 bedroom 2 bath including main bath. Loaded with closets-foyer area has three closets, one a double closet. Pantry closet in kitchen. Kitchen/dinning area open to super spacious living room. Main bedroom has its' own full bath. Large enough for queen size bedroom set.

  Brenda Ryan Aucoin Ryan Realty

  28 Maria Ave Unit D, Southbridge, MA 01550
• 

  

  /41

  $415,000 Sold Jun 26, 2025

  • 1,386 Sq Ft
  • $299/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  99 Cournoyer Blvd, Southbridge, MA 01550

  Welcome home to your 3 Bed/2 Bath Raised Ranch on a cul-de-sac. Truly a turn key home. Enter through your front door and head up the stairs to your open concept kitchen and living room. Open and bright living room with high ceilings leads right into your eat-in kitchen. Kitchen comes equipped with stainless steel appliances, granite counter tops, recessed lighting, and a peninsula. Convenience

  Lisa Whitten Looney Premeer Real Estate Inc.

  99 Cournoyer Blvd, Southbridge, MA 01550
• 

  

  /26

  Est $376,466 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  715 Dennison Dr, Southbridge, MA 01550

  715 Dennison Dr, Southbridge, MA 01550
• 

  

  /38

  $350,000 Pending

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  36 Litchfield Ave, Southbridge, MA 01550

  Welcome to 36 Litchfield Ave, Southbridge, MA a charming 5-bedroom, 2-bath home nestled on a generous 10,000 sq ft lot! This 1,600 sq ft property offers plenty of space for comfortable living, perfect for larger households or those seeking room to grow. Recently refreshed, this home boasts updated features while maintaining its classic charm. Enjoy the freshly painted interiors, new flooring, and

  Amaurys Valdera Brokerbe Inc.

  36 Litchfield Ave, Southbridge, MA 01550

Showing Results 121 - 160, Page 4 of 18