5,729

Southbridge, MA Homes

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  • /20

    $535,000

    • 6 Beds
    • 3 Baths
    • 1,240 Sq Ft

    165 Pleasant St, Southbridge, MA 01550

    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

    Jason Saphire www.HomeZu.com

    165 Pleasant St, Southbridge, MA 01550
  • /12

    $1,699

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    59 Cross St Unit 2R, Southbridge, MA 01550

    Spacious and well-located 2-bedroom, 1-bath apartment on the second floor in Southbridge—ready for immediate move-in. Just minutes from local shops and daily essentials.Key Features:Three comfortable bedrooms and one bathroomFully equipped kitchen with stove, oven, and refrigeratorOff-street parking for tenantsLaundromat within walking distanceRent:

    59 Cross St Unit 2R, Southbridge, MA 01550
  • /39

    $445,000

    Sold Aug 10, 2026

    320 Alpine Dr, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 1,678 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Above List Price
    • $265/SF
    • 3 Days On Market

    Current Estimated Value $454,883

    Last Listing Agent Tony Palmerino Real Broker MA, LLC

    320 Alpine Dr, Southbridge, MA 01550
    • /35

      Est $290,584

      Not Listed For Sale

      88 Alpine Dr, Southbridge, MA 01550

      • 2 Beds
      • 1 Bath
      • 1,075 Sq Ft
      • Built 1952
      88 Alpine Dr, Southbridge, MA 01550

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent The Marzeotti Group Lamacchia Realty, Inc.

  • /38

    $539,900

    $10K PRICE DROP Pending
    • 6 Beds
    • 3 Baths
    • 2,074 Sq Ft

    47 Morris St, Southbridge, MA 01550

    FULLY VACANT investment opportunity in Southbridge! This extensively renovated three-family property has undergone significant upgrades throughout, offering peace of mind for both investors and owner-occupants alike. Major improvements include a new roof, new windows, upgraded electrical service with new panels and meters, complete removal of cast-iron plumbing, and separation of gas and water

    We Close Deals Team Lamacchia Realty, Inc.

    47 Morris St, Southbridge, MA 01550
  • /21

    $1,699

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    165 Pleasant St Unit 1, Southbridge, MA 01550

    Prime location on Pleasant street in Southbridge, close to local amenities and conveniences.Space: 2-bedroom, 1-bathroom unit, 1st floor, perfect for comfortable living. Available now!Kitchen: Well-equipped with modern appliances, including a refrigerator, stove, and oven.Laundry: laundry mat is within walking distance.Parking: Off-street parking available for

    165 Pleasant St Unit 1, Southbridge, MA 01550
  • /34

    $456,500

    Sold Dec 15, 2025

    691 Dennison Dr, Southbridge, MA 01550

    • 4 Beds
    • 2 Baths
    • 3,013 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Below List Price
    • $152/SF
    • 20 Days On Market

    Current Estimated Value $462,923

    Last Listing Agent Jhon Quintero M. Celata Real Estate

    691 Dennison Dr, Southbridge, MA 01550
    • /35

      Est $373,100

      Not Listed For Sale

      45 Alpine Dr, Southbridge, MA 01550

      • 3 Beds
      • 2 Baths
      • 1,928 Sq Ft
      • Built 1965
      45 Alpine Dr, Southbridge, MA 01550

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent James Black Real Broker MA, LLC

  • /28

    $335,000

    Pending
    • 6 Beds
    • 2 Baths
    • 2,296 Sq Ft

    48 Litchfield Ave, Southbridge, MA 01550

    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

    Denise Blais RE/MAX Prof Associates

    48 Litchfield Ave, Southbridge, MA 01550
  • /7

    $1,699

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    98 Cross St Unit 2, Southbridge, MA 01550

    Location: Second floorSpace: 2 bedrooms and 1 bathroom - Newly renovated with hardwood floors and walk-in closetsFully updated bathroom with a new toilet and bathtubKitchen: New kitchen cabinets with granite countertops. Equipped with a brand-new fridge, stove, and ovenLaundry: No in-unit laundry, but laundromat within walking distanceParking: Off-street parking

    98 Cross St Unit 2, Southbridge, MA 01550
  • /41

    $495,000

    Sold May 21, 2026

    21 Orchard St, Southbridge, MA 01550

    • 6 Beds
    • 2.5 Baths
    • 3,523 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Below List Price
    • $141/SF
    • 14 Days On Market

    Current Estimated Value $492,803

    Last Listing Agent Patrick Sweeney RE/MAX Prof Associates

    21 Orchard St, Southbridge, MA 01550
    • /26

      Est $334,044

      Not Listed For Sale

      338 Lebanon Hill Rd, Southbridge, MA 01550

      • 3 Beds
      • 1 Bath
      • 1,161 Sq Ft
      • Built 1850
      338 Lebanon Hill Rd, Southbridge, MA 01550

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Bridgette Bachand Aucoin Ryan Realty

  • /36

    $489,500

    Open Sat 1PM - 2:30PM
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    78 Blackmer Rd, Southbridge, MA 01550

    Do you want a mini farm or just privacy ? Once a thriving flower business with several greenhouses on the property and a combination barn/garage/ greenhouse structure, the property supplied many people with opportunities to select beautiful plantings for their homes and landscaping. The land has some open areas but mostly wooded and has a very small natural pond . The drone photos give views of

    Jo-Ann Szymczak RE/MAX Vision

    78 Blackmer Rd, Southbridge, MA 01550
  • /35

    $380,000

    Sold May 07, 2026

    26 Roosevelt Dr, Southbridge, MA 01550

    • 3 Beds
    • 1 Bath
    • 1,244 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Above List Price
    • $305/SF
    • 6 Days On Market

    Current Estimated Value $371,293

    Last Listing Agent Justin Panarelli Panarelli Properties, Inc.

    26 Roosevelt Dr, Southbridge, MA 01550
    • /15

      Est $378,650

      Not Listed For Sale

      45 Sunny Hill Dr, Southbridge, MA 01550

      • 3 Beds
      • 1.5 Baths
      • 1,307 Sq Ft
      • Built 1957
      45 Sunny Hill Dr, Southbridge, MA 01550

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Patricia Moriarty RE/MAX Prof Associates

  • /40

    $410,000

    $5K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 2,473 Sq Ft

    125 Chapin St, Southbridge, MA 01550

    Step into this well-maintained Victorian home offering 4 bedrooms, 2 full bathrooms, and just under 2,500 sq. ft. of inviting living space. Filled with timeless character & historic charm, the home features original hardwood floors, built-in cabinetry, a spacious pantry, and classic architectural details, complemented by fresh paint throughout. The first floor boasts high ceilings and spacious

    Brianna Boffoli Century 21 North East

    125 Chapin St, Southbridge, MA 01550
  • /41

    $595,000

    Sold Oct 28, 2025

    25 Cohasse St, Southbridge, MA 01550

    • 12 Beds
    • 3 Baths
    • 3,709 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $160/SF
    • 36 Days On Market

    Current Estimated Value $598,372

    Last Listing Agent James Black Real Broker MA, LLC

    25 Cohasse St, Southbridge, MA 01550
    • /41

      Est $563,294

      Not Listed For Sale

      25 Grandview Dr, Southbridge, MA 01550

      • 3 Beds
      • 3 Baths
      • 2,631 Sq Ft
      • Built 1988
      25 Grandview Dr, Southbridge, MA 01550

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Rich Trifone RE/MAX Vision

  • /13

    $625,000

    • 12 Beds
    • 3 Baths
    • 3,315 Sq Ft

    9 Henry St, Southbridge, MA 01550

    Investors, check out the ROI on this Southbridge 3 family. Three 4-bedroom units renting for $2,400 each plus utilities (owner pays water/sewer). Current rents bringing in $4,800 (with one vacant unit). Additional Income Opportunity: a 5-car garage with separate bays potentially adds $500-750 in monthly rent. Units have been recently renovated with LVF flooring and freshly painted. Each unit has

    Joe Cali Cali Realty Group, Inc.

    9 Henry St, Southbridge, MA 01550
  • /2

    $385,000

    Sold Oct 30, 2025

    48 Dennison Hill Rd, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 2 Days On Market

    Current Estimated Value $398,560

    Last Listing Agent Joanne Kean Park Square Realty

    48 Dennison Hill Rd, Southbridge, MA 01550
    • /20

      Est $354,725

      Not Listed For Sale

      781 Ashland Ave, Southbridge, MA 01550

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1977
      781 Ashland Ave, Southbridge, MA 01550

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Matthew Huberdault Byrnes Real Estate Group LLC

  • /9

    $339,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    52 Locust Ave, Southbridge, MA 01550

    Welcome home to one story living! This ranch is located in the desirable Westville neighborhood of Southbridge. Nestled on a horseshoe street, this home features an oversized two car garage with plenty of space for a workshop and storage, plus a convenient side entry. The spacious kitchen offers an eat-in dining area and a picture window over the sink, bringing in plenty of natural light. Sliders

    Amy Daignault Daignault Real Estate, Inc.

    52 Locust Ave, Southbridge, MA 01550
  • /23

    $384,900

    Sold Nov 24, 2025

    89 Stony Brook Dr, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $235/SF
    • 106 Days On Market

    Current Estimated Value $397,342

    Last Listing Agent Margaret Kane Lamacchia Realty, Inc.

    89 Stony Brook Dr, Southbridge, MA 01550
    • /28

      Est $377,913

      Not Listed For Sale

      379 Whitetail Cir, Southbridge, MA 01550

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 2009
      379 Whitetail Cir, Southbridge, MA 01550

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kathleen Craig ERA Key Realty Services

  • /27

    $430,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,048 Sq Ft

    409 Worcester St, Southbridge, MA 01550

    “Income producing two family home. This well maintained property features updated kitchens with modern cabinetry and countertops, bright sun filled living spaces, separate utilities, and a newer hot water tank. Enjoy the charm of covered front porches, a private backyard with wooded views, and additional outdoor space perfect for relaxing or entertaining.The property also offers a detached two

    Mike Evans HFM Realty Inc

    409 Worcester St, Southbridge, MA 01550
  • /36

    $323,750

    Sold Jun 15, 2026

    84 Park Ave, Southbridge, MA 01550

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1938

    Last Sold Summary

    • 8% Below List Price
    • $193/SF
    • 8 Days On Market

    Current Estimated Value $343,522

    Last Listing Agent Lisa Perry CR Premier Properties

    84 Park Ave, Southbridge, MA 01550
    • /24

      Est $381,529

      Not Listed For Sale

      612 Ashland Ave, Southbridge, MA 01550

      • 3 Beds
      • 1 Bath
      • 1,294 Sq Ft
      • Built 1858
      612 Ashland Ave, Southbridge, MA 01550

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Dave Leal Keller Williams Pinnacle Central

  • /40

    $1,100,000

    • 21 Beds
    • 7 Baths
    • 5,412 Sq Ft

    102 Sayles St, Southbridge, MA 01550

    **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

    John Belanger A-1 Realty of MA LLC

    102 Sayles St, Southbridge, MA 01550
  • /33

    $368,000

    Sold Jul 31, 2026

    220 Marcy St, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Below List Price
    • $313/SF
    • 26 Days On Market

    Current Estimated Value $367,282

    Last Listing Agent Mandy Fontanez Coldwell Banker Realty - Worcester

    220 Marcy St, Southbridge, MA 01550
    • /40

      Est $460,888

      Not Listed For Sale

      43 Quail Run, Southbridge, MA 01550

      • 3 Beds
      • 1.5 Baths
      • 1,492 Sq Ft
      • Built 2005
      43 Quail Run, Southbridge, MA 01550

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Noelle Merle Hometown National Realty Inc.

  • /22

    $390,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    23 Chartier Ln, Southbridge, MA 01550

    Cozy 3-bedroom home nestled on a quiet street, offering the ease of single-level living and ready for you to move right in. This charming property features 1 full bathroom and a functional layout perfect for everyday comfort.Need extra space? The finished basement includes two additional rooms, ideal for a home office, gym, guest area, or endless possibilities to fit your lifestyle.Enjoy added

    nanci bermejo Five Stars Realty LLC

    23 Chartier Ln, Southbridge, MA 01550
  • /38

    $499,900

    Sold Feb 17, 2026

    504 Alpine Dr, Southbridge, MA 01550

    • 4 Beds
    • 2 Baths
    • 2,396 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $209/SF
    • 141 Days On Market

    Current Estimated Value $485,112

    Last Listing Agent Melissa Hilli Aucoin Ryan Realty

    504 Alpine Dr, Southbridge, MA 01550
    • /42

      Est $456,174

      Not Listed For Sale

      32 Whitetail Cir, Southbridge, MA 01550

      • 3 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 2005
      32 Whitetail Cir, Southbridge, MA 01550

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kristine Gaffney ERA Key Realty Services- Auburn

  • /28

    $399,900

    $25K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,132 Sq Ft

    1063 Lebanon Hill Rd, Southbridge, MA 01550

    This sprawling 3 bed, 2 bath ranch has been cherished for many years, and is ready for its next chapter. Filled with warmth and character, this home offers generously sized living spaces perfect for both everyday living and entertaining. Two fireplaces create cozy gathering spots, adding charm and comfort throughout.A standout feature is the potential in-law setup, complete with its own kitchen,

    Lexie Brunet Brunet & Company Real Estate LLC

    1063 Lebanon Hill Rd, Southbridge, MA 01550
  • /34

    $308,900

    Sold Aug 13, 2026

    6 Walker Ct, Southbridge, MA 01550

    • 3 Beds
    • 1.5 Baths
    • 1,210 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $255/SF
    • 8 Days On Market

    Current Estimated Value $303,795

    Last Listing Agent Steven Pizzarella RE/MAX Partners

    6 Walker Ct, Southbridge, MA 01550
    • /35

      Est $452,960

      Not Listed For Sale

      400 N Woodstock Rd, Southbridge, MA 01550

      • 4 Beds
      • 2.5 Baths
      • 2,732 Sq Ft
      • Built 1835
      400 N Woodstock Rd, Southbridge, MA 01550

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Marcy Fasano Dream Home Realty

  • /35

    $409,900

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,884 Sq Ft

    82 Hartwell St, Southbridge, MA 01550

    Beautifully renovated and move-in ready, this charming home combines classic character with modern updates. The inviting kitchen features a wood-beamed ceiling, new cabinetry, quartz countertops, and brand-new stainless steel appliances. The spacious living room offers a lg bay window bringing in lots of natural light, wood-beamed ceiling, and a cozy fireplace with a wood stove insert.A formal

    Miranda Bousquet Bousquet Real Estate

    82 Hartwell St, Southbridge, MA 01550
  • /20

    $332,000

    Sold Feb 25, 2026

    25 Belmont St, Southbridge, MA 01550

    • 4 Beds
    • 1.5 Baths
    • 2,260 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $147/SF
    • 16 Days On Market

    Current Estimated Value $350,484

    Last Listing Agent Maria Hopkins Maria Gruber Hopkins Associates

    25 Belmont St, Southbridge, MA 01550
    • /42

      Est $527,453

      Not Listed For Sale

      101 Brentwood Dr, Southbridge, MA 01550

      • 4 Beds
      • 3 Baths
      • 2,860 Sq Ft
      • Built 1986
      101 Brentwood Dr, Southbridge, MA 01550

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Christine Reilly ERA Key Realty Services - Worcester

  • /18

    $332,900

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    10 Union St, Southbridge, MA 01550

    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

    Marcia Velis Five Stars Realty LLC

    10 Union St, Southbridge, MA 01550

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