5,729

Southbridge, MA Homes

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  • /42

    $410,000

    Sold Sep 15, 2025

    15 Woodland St, Southbridge, MA 01550

    • 3 Beds
    • 1.5 Baths
    • 1,869 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 19 Days On Market

    Current Estimated Value $418,979

    Last Listing Agent Courtney Ravenelle RE/MAX Bell Park Realty

    15 Woodland St, Southbridge, MA 01550
    • /42

      Est $534,886

      Not Listed For Sale

      152 Brentwood Dr, Southbridge, MA 01550

      • 3 Beds
      • 3 Baths
      • 3,091 Sq Ft
      • Built 1985
      152 Brentwood Dr, Southbridge, MA 01550

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Christina Liberty-Grimm Lamacchia Realty, Inc.

  • /27

    $344,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    25 Pinedale St, Southbridge, MA 01550

    Easy to show - Move right into this well-maintained home, ideally located with convenient access to shopping, schools, parks, the hospital, and major highways. Perfect for first-time homebuyers, downsizers, or anyone seeking low-maintenance living, this charming home offers a flexible and functional floor plan. Inside, you'll find hardwood flooring throughout the living room, dining room, and

    Dennis Folan Coldwell Banker Realty - Westwood

    25 Pinedale St, Southbridge, MA 01550
  • /42

    $501,000

    Sold Dec 04, 2025

    134 Chapin St, Southbridge, MA 01550

    • 6 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1880

    Last Sold Summary

    • $165/SF
    • 12 Days On Market

    Current Estimated Value $509,907

    Last Listing Agent Ingrid Karp Coldwell Banker Realty - Worcester

    134 Chapin St, Southbridge, MA 01550
    • /37

      Est $537,271

      Not Listed For Sale

      101 Dennison Hill Rd, Southbridge, MA 01550

      • 4 Beds
      • 2.5 Baths
      • 3,584 Sq Ft
      • Built 1966
      101 Dennison Hill Rd, Southbridge, MA 01550

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Spiro Thomo Aucoin Ryan Realty

  • /41

    $790,000

    $68K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    70 Ellis Rd, Southbridge, MA 01550

    More than a home. A private compound built for how you actually live. A rare opportunity in Southbridge. This custom-built colonial pairs a beautifully maintained 2,900+ sq ft home with something almost impossible to find: a two-story detached garage with a heated lower level plus an enormous finished, heated recreation room above, currently outfitted as the ultimate game lounge. Both garages

    Alice Racicot Tomasino Real Broker MA, LLC

    70 Ellis Rd, Southbridge, MA 01550
  • /35

    $1,520,000

    Sold Jan 12, 2026

    320 Elm St, Southbridge, MA 01550

    • 22 Beds
    • 12 Baths
    • 9,570 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $159/SF
    • 4 Days On Market

    Last Listing Agent Amber Foley Byrnes Real Estate Group LLC

    320 Elm St, Southbridge, MA 01550
    • /38

      Est $376,186

      Not Listed For Sale

      117 Dennison Ln, Southbridge, MA 01550

      • 2 Beds
      • 1 Bath
      • 1,402 Sq Ft
      • Built 1849
      117 Dennison Ln, Southbridge, MA 01550

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Lisa Perry CR Premier Properties

  • /20

    $430,000

    $18K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft

    98 Cross St, Southbridge, MA 01550

    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

    Jason Saphire www.HomeZu.com

    98 Cross St, Southbridge, MA 01550
  • /42

    $580,000

    Sold Jun 15, 2026

    22 Goddard St, Southbridge, MA 01550

    • 5 Beds
    • 3.5 Baths
    • 3,844 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $151/SF
    • 19 Days On Market

    Current Estimated Value $580,009

    Last Listing Agent James Kalogeropoulos RE/MAX Partners

    22 Goddard St, Southbridge, MA 01550
    • /33

      Est $494,328

      Not Listed For Sale

      366 Breakneck Rd, Southbridge, MA 01550

      • 3 Beds
      • 1 Bath
      • 1,613 Sq Ft
      • Built 1780
      366 Breakneck Rd, Southbridge, MA 01550

      Last Sold Summary

      • 134 Days On Market

      Last Listing Agent Dawn Truax Red Door Realty

  • /10

    $489,000

    • 8 Beds
    • 4 Baths
    • 3,124 Sq Ft

    62 Coombs St, Southbridge, MA 01550

    Welcome to this spacious and solid 3-family property in Southbridge, offering an excellent opportunity for both owner-occupants and investors. The first and second floors each feature a generously sized 3-bedroom unit with comfortable living space/washer dryer hookup. The 2nd floor has 2 FULL baths and also it's own washer/dryer hookups. First floor heated by oil. 2nd floor has a parlor heater

    Karen Lowe New England Home Realty

    62 Coombs St, Southbridge, MA 01550
  • /18

    $197,000

    Sold Apr 17, 2026

    44 Maria Ave Unit 101, Southbridge, MA 01550

    • 2 Beds
    • 1 Bath
    • 855 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Above List Price
    • $230/SF
    • 9 Days On Market

    Current Estimated Value $196,233

    Last Listing Agent Michelle Sweeney The Neighborhood Realty Group

    44 Maria Ave Unit 101, Southbridge, MA 01550
    • /38

      Est $522,771

      Not Listed For Sale

      22 Dennison Crossroad, Southbridge, MA 01550

      • 5 Beds
      • 2 Baths
      • 2,538 Sq Ft
      • Built 1988
      22 Dennison Crossroad, Southbridge, MA 01550

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Gillian Bonazoli Coldwell Banker Realty - Worcester

  • /41

    $580,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    17 Harwood Farm Rd, Southbridge, MA 01550

    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,

    Derrick Asante Century 21 XSELL REALTY

    17 Harwood Farm Rd, Southbridge, MA 01550
  • /10

    $99,000

    Sold Jul 30, 2026

    325 Ashland Ave Unit 10, Southbridge, MA 01550

    • 2 Beds
    • 1 Bath
    • 811 Sq Ft
    • Built 1970

    Last Sold Summary

    • 34% Below List Price
    • $122/SF
    • 223 Days On Market

    Current Estimated Value $135,964

    Last Listing Agent Karen Russo Coldwell Banker Realty - Worcester

    325 Ashland Ave Unit 10, Southbridge, MA 01550
    • /31

      Est $322,137

      Not Listed For Sale

      242 Breakneck Rd, Southbridge, MA 01550

      • 3 Beds
      • 1 Bath
      • 1,260 Sq Ft
      • Built 1947
      242 Breakneck Rd, Southbridge, MA 01550

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Shannon Beveridge Century 21 North East

  • /20

    $680,000

    • 10 Beds
    • 4 Baths
    • 3,504 Sq Ft

    59 Cross St, Southbridge, MA 01550

    Investor or owner-occupant opportunity in Southbridge! This well-maintained 4-unit multifamily features Four 2BR/1BA units, currently 75% occupied with strong in-place rents of $4,660/month. Live in one unit while your tenants pay your mortgage. Seller has invested $32,750 in recent capital improvements across all units and common areas. Low operating expenses with 2025 actuals documented. All

    Jason Saphire www.HomeZu.com

    59 Cross St, Southbridge, MA 01550
  • /5

    $307,500

    Sold Mar 03, 2026

    768 Ashland Ave, Southbridge, MA 01550

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft
    • Built 1940

    Last Sold Summary

    • 10% Below List Price
    • $420/SF
    • 125 Days On Market

    Current Estimated Value $308,405

    Last Listing Agent Raymund Lopolito Starterline

    768 Ashland Ave, Southbridge, MA 01550
    • /39

      Est $567,605

      Not Listed For Sale

      99 Breakneck Rd, Southbridge, MA 01550

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 1780
      99 Breakneck Rd, Southbridge, MA 01550

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Alise Bartolini Castinetti Realty Group

  • /37

    $424,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,537 Sq Ft

    246 Torrey Rd, Southbridge, MA 01550

    Privacy, space, and endless possibilities await on this beautiful 4.07-acre property. Set well back from the road, this Cape-style home offers a peaceful retreat with the rare advantage of two separate parcels – a 1.97-acre homesite plus an adjoining 2.1-acre lot – providing added privacy, flexibility, or future potential. Recent improvements offer peace of mind, including a new roof (2026),

    Jonathan Boisjolie Keller Williams Pinnacle Central

    246 Torrey Rd, Southbridge, MA 01550
  • /29

    $398,000

    Sold Aug 06, 2026

    449 Hamilton St, Southbridge, MA 01550

    • 6 Beds
    • 3 Baths
    • 2,606 Sq Ft
    • Built 1926

    Last Sold Summary

    • $153/SF
    • 16 Days On Market

    Current Estimated Value $389,053

    Last Listing Agent Alyssa Coyle William Raveis R.E. & Home Services

    449 Hamilton St, Southbridge, MA 01550
    • /30

      Est $359,156

      Not Listed For Sale

      640 Dennison Dr, Southbridge, MA 01550

      • 3 Beds
      • 2 Baths
      • 1,295 Sq Ft
      • Built 1934
      640 Dennison Dr, Southbridge, MA 01550

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Samuel Shaw Byrnes Real Estate Group LLC

  • /4

    $125,000

    • Land
    • 12,632 Sq Ft
    • $431,034 per Acre

    0 Thomas St, Southbridge, MA 01550

    Great opportunity! Two-parcel development opportunity on Thomas Street in Southbridge zoned for General Business! Sale includes adjoining vacant parcels 030-134 and 030-135, offered together as one package for one price. The property provides frontage along Thomas street and are conveniently located near downtown Southbridge and area amenities. No street address is currently assigned. Buyer and

    Walter Aldrich Walter Aldrich Realty

    0 Thomas St, Southbridge, MA 01550
  • /20

    $1,000,000

    Sold Aug 31, 2026

    99 Cross St, Southbridge, MA 01550

    • 13 Beds
    • 7 Baths
    • 6,264 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $160/SF
    • 100 Days On Market

    Last Listing Agent We Close Deals Team Lamacchia Realty, Inc.

    99 Cross St, Southbridge, MA 01550
    • /8

      Est $583,894

      Not Listed For Sale

      15 Dennison Ln, Southbridge, MA 01550

      • 4 Beds
      • 2.5 Baths
      • 3,900 Sq Ft
      • Built 2023
      15 Dennison Ln, Southbridge, MA 01550

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Alexander Benson Keller Williams Realty Boston South West

  • /29

    $439,900

    • 5 Beds
    • 2 Baths
    • 2,116 Sq Ft

    29 Orchard St, Southbridge, MA 01550

    Welcome to 29 Orchard St in Southbridge! This move- in ready home offers 5 bedrooms, 2 full bathrooms with a flexible layout and room for a variety of living needs. This newly updated kitchen features quartz countertops and stainless steel appliances, while new flooring and fresh paint throughout the interior give the home a fresh, inviting feel. This home also features a new hot water tank and

    Julia Quill Mathieu Newton Sotheby's International Realty

    29 Orchard St, Southbridge, MA 01550
  • /37

    $430,000

    Sold Jul 21, 2026

    20 Marc Ave, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Above List Price
    • $210/SF
    • 12 Days On Market

    Current Estimated Value $372,442

    Last Listing Agent Marcin Kicilinski Real Broker MA, LLC

    20 Marc Ave, Southbridge, MA 01550
    • /21

      Est $397,887

      Not Listed For Sale

      34 Ridge Rd, Southbridge, MA 01550

      • 3 Beds
      • 1.5 Baths
      • 1,832 Sq Ft
      • Built 1965
      34 Ridge Rd, Southbridge, MA 01550

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Jo-Ann Szymczak RE/MAX Vision

  • /38

    $599,900

    $30K PRICE DROP
    • 7 Beds
    • 5 Baths
    • 3,148 Sq Ft

    21 Eastford Rd, Southbridge, MA 01550

    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

    Miranda Bousquet Bousquet Real Estate

    21 Eastford Rd, Southbridge, MA 01550
  • /23

    $256,000

    Sold Apr 07, 2026

    83 Plimpton St, Southbridge, MA 01550

    • 6 Beds
    • 2 Baths
    • 2,294 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $112/SF
    • 2 Days On Market

    Current Estimated Value $287,414

    Last Listing Agent Timothy Farrell The Neighborhood Realty Group

    83 Plimpton St, Southbridge, MA 01550
    • /41

      Est $500,888

      Not Listed For Sale

      63 Briarwood Ave, Southbridge, MA 01550

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1978
      63 Briarwood Ave, Southbridge, MA 01550

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jessica Smith-Lerner Abode Real Estate

  • /10

    $650,000

    Open Sat 2PM - 3:45PM
    • 8 Beds
    • 4 Baths
    • 3,276 Sq Ft

    74 North St, Southbridge, MA 01550

    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,

    Darin Thompson Stuart St James, Inc.

    74 North St, Southbridge, MA 01550
  • /35

    $410,000

    Sold Oct 23, 2025

    314 Hamilton St, Southbridge, MA 01550

    • 7 Beds
    • 2 Baths
    • 2,553 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $161/SF
    • 8 Days On Market

    Current Estimated Value $413,810

    Last Listing Agent Tatiana Da Fonseca Castinetti Realty Group

    314 Hamilton St, Southbridge, MA 01550
    • /37

      Est $470,792

      Not Listed For Sale

      85 Dennison Hill Rd, Southbridge, MA 01550

      • 4 Beds
      • 2 Baths
      • 1,960 Sq Ft
      • Built 1962
      85 Dennison Hill Rd, Southbridge, MA 01550

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Vicente Acevedo eXp Realty LLC

  • /2

    $280,000

    • Land
    • 30.2 Acres
    • $9,272 per Acre

    0 Blackmer Rd, Southbridge, MA 01550

    Perfect opportunity for Privacy, Recreation, and potential investment with frontage lots. Enjoy the land and build your dream home and in the future if you wish to subdivide a lot or lots it meets zoning requiements presently.

    Jo-Ann Szymczak RE/MAX Vision

    0 Blackmer Rd, Southbridge, MA 01550
  • /24

    $370,000

    Sold Dec 23, 2025

    29 Arland Dr, Southbridge, MA 01550

    • 3 Beds
    • 1.5 Baths
    • 1,381 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Above List Price
    • $268/SF
    • 4 Days On Market

    Current Estimated Value $392,975

    Last Listing Agent Marisa Hardina Gale Keller Williams Elite

    29 Arland Dr, Southbridge, MA 01550
    • /37

      Est $471,904

      Not Listed For Sale

      25 Dennison Hill Rd, Southbridge, MA 01550

      • 4 Beds
      • 1.5 Baths
      • 2,488 Sq Ft
      • Built 1968
      25 Dennison Hill Rd, Southbridge, MA 01550

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Steven Pizzarella RE/MAX Partners

  • /13

    $379,900

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    42 Fox Run, Southbridge, MA 01550

    INCREDIBLE OPPORTUNITY TO OWN A TWO-FAMILY HOME IN SOUTHBRIDGE! Both units feature a living room/dining room combination, two bedrooms, a kitchen, washer/dryer hookups, gas heat, and separate utilities. The second-floor unit also offers central air conditioning. Recent updates include a newer deck, a fenced backyard (2023), and a new hot water tank for the first-floor unit (2023). The property

    Elizabeth Champi Five Stars Realty LLC

    42 Fox Run, Southbridge, MA 01550
  • /42

    $398,000

    Sold May 01, 2026

    411 Dennison Dr, Southbridge, MA 01550

    • 3 Beds
    • 1.5 Baths
    • 2,149 Sq Ft
    • Built 1972

    Last Sold Summary

    • $185/SF
    • 13 Days On Market

    Current Estimated Value $396,750

    Last Listing Agent Pamela Mills Red Door Realty

    411 Dennison Dr, Southbridge, MA 01550

Showing Results 121 - 160, Page 4 of 18

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