5,728

Homes in ZIP Code 01550

Section Image
    • 22 Dennison Crossroad, Southbridge, MA 01550
      22 Dennison Crossroad, Southbridge, MA 01550
      22 Dennison Crossroad, Southbridge, MA 01550
      /38

      Est $546,168 Not Listed For Sale

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

      22 Dennison Crossroad, Southbridge, MA 01550

      22 Dennison Crossroad, Southbridge, MA 01550
  • 20 Newell Ave, Southbridge, MA 01550
    20 Newell Ave, Southbridge, MA 01550
    20 Newell Ave, Southbridge, MA 01550
    /42

    $350,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,692 Sq Ft

    20 Newell Ave, Southbridge, MA 01550

    Nestled in a highly sought-after neighborhood, this charming Garrison Colonial offers generous living space, modern efficiency, and classic New England character. The first floor features a spacious front-to-back living room with a fireplace and pellet stove—ideal for cozy winter evenings—along with a formal dining room, an inviting kitchen, and a convenient half bath.Upstairs, the oversized

    Vicente Acevedo The Neighborhood Realty Group

    20 Newell Ave, Southbridge, MA 01550
  • 45 Alpine Dr, Southbridge, MA 01550
    45 Alpine Dr, Southbridge, MA 01550
    45 Alpine Dr, Southbridge, MA 01550
    /35

    $340,000 Sold Jul 25, 2025

    45 Alpine Dr, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 1,928 Sq Ft
    • Built 1965

    Last Sold Summary

    • 13% Above List Price
    • $176/SF
    • 6 Days On Market

    Current Estimated Value $338,522

    Last Listing Agent James Black Real Broker MA, LLC

    45 Alpine Dr, Southbridge, MA 01550
    • 242 Breakneck Rd, Southbridge, MA 01550
      242 Breakneck Rd, Southbridge, MA 01550
      242 Breakneck Rd, Southbridge, MA 01550
      /31

      Est $313,747 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,260 Sq Ft

      242 Breakneck Rd, Southbridge, MA 01550

      242 Breakneck Rd, Southbridge, MA 01550
  • 97 Worcester St, Southbridge, MA 01550
    97 Worcester St, Southbridge, MA 01550
    97 Worcester St, Southbridge, MA 01550
    /26

    $230,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,555 Sq Ft

    97 Worcester St, Southbridge, MA 01550

    Rare Mixed-Use Opportunity- Live, work, or invest! This unique property offers incredible flexibility and income potential. Situated on one lot, this mixed-use setup features a spacious single-family home AND a 3,000+ sq ft commercial building! Separate utilities, and both on and of off-street parking. The single-family residence offers a traditional layout with 3 bedrooms, generous living

    Michael Chaves Lamacchia Realty, Inc.

    97 Worcester St, Southbridge, MA 01550
  • 75 Crystal St, Southbridge, MA 01550
    75 Crystal St, Southbridge, MA 01550
    75 Crystal St, Southbridge, MA 01550
    /13

    $365,000 Sold Mar 14, 2025

    75 Crystal St, Southbridge, MA 01550

    • 8 Beds
    • 2.5 Baths
    • 2,830 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $129/SF
    • 19 Days On Market

    Current Estimated Value $391,199

    Last Listing Agent Lora Savage Century 21 XSELL REALTY

    75 Crystal St, Southbridge, MA 01550
    • 99 Breakneck Rd, Southbridge, MA 01550
      99 Breakneck Rd, Southbridge, MA 01550
      99 Breakneck Rd, Southbridge, MA 01550
      /39

      Est $559,931 Not Listed For Sale

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

      99 Breakneck Rd, Southbridge, MA 01550

      99 Breakneck Rd, Southbridge, MA 01550
  • 22 Winter St, Southbridge, MA 01550
    22 Winter St, Southbridge, MA 01550
    22 Winter St, Southbridge, MA 01550
    /32

    $249,000 Pre-Foreclosure

    • 6 Beds
    • 2 Baths
    • 2,200 Sq Ft

    22 Winter St, Southbridge, MA 01550

    Great investment opportunity in Southbridge! This duplex property offers two spacious units, each featuring 6 rooms and 3 bedrooms, with separate heating systems, gas heat on one side and oil heat on the other. Additional highlights include a garage, paved driveways, a large private yard, and town water and town sewer. The property is in need of TLC, and the price reflects the work required,

    Vision Realty Group LAER Realty Partners

    22 Winter St, Southbridge, MA 01550
  • 153 Everett St, Southbridge, MA 01550
    153 Everett St, Southbridge, MA 01550
    153 Everett St, Southbridge, MA 01550
    /17

    $390,000 Sold Apr 07, 2025

    153 Everett St, Southbridge, MA 01550

    • 4 Beds
    • 2 Baths
    • 2,046 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Below List Price
    • $191/SF
    • 121 Days On Market

    Current Estimated Value $382,928

    Last Listing Agent Luiz Fernando Coelho The Neighborhood Realty Group

    153 Everett St, Southbridge, MA 01550
    • 498 Dennison Dr, Southbridge, MA 01550
      498 Dennison Dr, Southbridge, MA 01550
      498 Dennison Dr, Southbridge, MA 01550
      /18

      Est $322,497 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft

      498 Dennison Dr, Southbridge, MA 01550

      498 Dennison Dr, Southbridge, MA 01550
  • 27 Jerome St, Southbridge, MA 01550
    27 Jerome St, Southbridge, MA 01550
    27 Jerome St, Southbridge, MA 01550
    /17

    $355,000

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft

    27 Jerome St, Southbridge, MA 01550

    A charming and well-maintained ranch tucked away on a quiet dead-end street, offering comfort, character, and easy one-level living. The kitchen offers ample cabinet space and the living room is cozy yet spacious, with great natural light and room to relax. Three bedrooms provide flexibility for guests, a home office, or additional living space. Two full bathrooms add convenience rarely found in

    Anne Oakman Media Realty Group Inc.

    27 Jerome St, Southbridge, MA 01550
  • 44 Maria Ave Unit 303, Southbridge, MA 01550
    44 Maria Ave Unit 303, Southbridge, MA 01550
    44 Maria Ave Unit 303, Southbridge, MA 01550
    /16

    $188,500 Sold Aug 15, 2025

    44 Maria Ave Unit 303, Southbridge, MA 01550

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

    Last Sold Summary

    • 1% Below List Price
    • $220/SF
    • 1 Day On Market

    Current Estimated Value $187,646

    Last Listing Agent James Black Real Broker MA, LLC

    44 Maria Ave Unit 303, Southbridge, MA 01550
    • 424 Dennison Dr, Southbridge, MA 01550
      424 Dennison Dr, Southbridge, MA 01550
      424 Dennison Dr, Southbridge, MA 01550
      /34

      Est $358,104 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 976 Sq Ft

      424 Dennison Dr, Southbridge, MA 01550

      424 Dennison Dr, Southbridge, MA 01550
  • 20 Sayles St, Southbridge, MA 01550
    20 Sayles St, Southbridge, MA 01550
    /2

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    20 Sayles St, Southbridge, MA 01550

    THIS LOT IS READY TO GO!! It is zoned R2 & is perfect for a single family, duplex, or 2 family home. Town water, town sewer, electric & gas all in the road!! 100' of frontage on Sayles Street & 140' on Ashe Street. Bring your plans & ideas. Close to all town amenities, including UMASS Harrington Hospital.

    Mary Demick Aucoin Ryan Realty

    20 Sayles St, Southbridge, MA 01550
  • 757 Main St, Southbridge, MA 01550
    757 Main St, Southbridge, MA 01550
    757 Main St, Southbridge, MA 01550
    /42

    $525,000 Sold Dec 31, 2025

    757 Main St, Southbridge, MA 01550

    • 6 Beds
    • 4 Baths
    • 3,602 Sq Ft
    • Built 1840

    Last Sold Summary

    • 9% Below List Price
    • $146/SF
    • 53 Days On Market

    Last Listing Agent Syed Khan Unique Realty , LLC

    757 Main St, Southbridge, MA 01550
    • 640 Dennison Dr, Southbridge, MA 01550
      640 Dennison Dr, Southbridge, MA 01550
      640 Dennison Dr, Southbridge, MA 01550
      /30

      Est $346,830 Not Listed For Sale

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

      640 Dennison Dr, Southbridge, MA 01550

      640 Dennison Dr, Southbridge, MA 01550
  • 20 Glover St, Southbridge, MA 01550
    20 Glover St, Southbridge, MA 01550
    20 Glover St, Southbridge, MA 01550
    /29

    $329,000

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    20 Glover St, Southbridge, MA 01550

    Welcome to this charming updated home with a nice yard featuring stunning hardwood floors, updated kitchen with granite, a new half bath on the first floor, and refreshed hardwood flooring in most rooms. Recent upgrades include brand-new windows for improved energy efficiency and updated electrical wiring for peace of mind.The home offers a layout with a convenient first-floor bedroom, forced hot

    Emily Therrien Winslow Homes LLC

    20 Glover St, Southbridge, MA 01550
  • 32 Roger St, Southbridge, MA 01550
    32 Roger St, Southbridge, MA 01550
    32 Roger St, Southbridge, MA 01550
    /37

    $435,000 Sold Sep 26, 2025

    32 Roger St, Southbridge, MA 01550

    • 6 Beds
    • 2 Baths
    • 1,976 Sq Ft
    • Built 1915

    Last Sold Summary

    • 4% Above List Price
    • $220/SF
    • 8 Days On Market

    Current Estimated Value $426,668

    Last Listing Agent Cindy Leinonen Houseworks Realty

    32 Roger St, Southbridge, MA 01550
    • 670 Dennison Dr, Southbridge, MA 01550
      670 Dennison Dr, Southbridge, MA 01550
      670 Dennison Dr, Southbridge, MA 01550
      /38

      Est $406,513 Not Listed For Sale

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

      670 Dennison Dr, Southbridge, MA 01550

      670 Dennison Dr, Southbridge, MA 01550
  • 0 Old North Woodstock Rd, Southbridge, MA 01550
    0 Old North Woodstock Rd, Southbridge, MA 01550
    0 Old North Woodstock Rd, Southbridge, MA 01550
    /9

    $2,120,000 Pending

    • Land
    • 65 Acres
    • $32,615 per Acre

    0 Old North Woodstock Rd, Southbridge, MA 01550

    Are you looking for enough land to build possibly over 100 homes? Welcome to Woodstock Heights which is a proposed 106 lots housing project located in Southbridge Ma. 65 + Acres of land including over 2,000 Ft. of Road Frontage on Old North Woodstock Road. In 2001, the plan expired so new owners would have to resubmit the plan for approval with the town. Close to shopping, restaurants, and Rt. 84.

    Matthew Straight Coldwell Banker Realty - Leominster

    0 Old North Woodstock Rd, Southbridge, MA 01550
  • 322 Worcester St, Southbridge, MA 01550
    322 Worcester St, Southbridge, MA 01550
    322 Worcester St, Southbridge, MA 01550
    /34

    $425,000 Sold Mar 06, 2025

    322 Worcester St, Southbridge, MA 01550

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Above List Price
    • $201/SF
    • 4 Days On Market

    Current Estimated Value $412,610

    Last Listing Agent Matthew Santurri Byrnes Real Estate Group LLC

    322 Worcester St, Southbridge, MA 01550
    • 15 Dennison Ln, Southbridge, MA 01550
      15 Dennison Ln, Southbridge, MA 01550
      15 Dennison Ln, Southbridge, MA 01550
      /8

      Est $609,344 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
  • 20 Marc Ave, Southbridge, MA 01550
    20 Marc Ave, Southbridge, MA 01550
    20 Marc Ave, Southbridge, MA 01550
    /25

    $299,900

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    20 Marc Ave, Southbridge, MA 01550

    GREAT LOCATION! CUTE 6 RM 3 BEDROOM 2 BATH RANCH SITUATED ON 1.10 ACRES OF LAND WITH FENCED YARD. THIS HOME FEATURES A FINISHED WALKOUT BASEMENT WITH WOOD STOVE, FULL BATHROOM, FAMILY ROOM AND 2 BONUS ROOMS, LIVING ROOM HAS A FIREPLACE AND HARDWOOD FLOORS. THE CABINET PACKED KITCHEN COMES WITH APPLIANCES, WALL TABLE, TILE FLOORING AND AN ENCLOSED PORCH OFF THE KITCHEN, 1ST FLOOR BATHROOM IS

    Melinda Titus M. Titus Realty, Inc.

    20 Marc Ave, Southbridge, MA 01550
  • 33 Crystal St, Southbridge, MA 01550
    33 Crystal St, Southbridge, MA 01550
    33 Crystal St, Southbridge, MA 01550
    /41

    $548,900 Sold Apr 15, 2025

    33 Crystal St, Southbridge, MA 01550

    • 6 Beds
    • 3.5 Baths
    • 4,384 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Below List Price
    • $125/SF
    • 92 Days On Market

    Current Estimated Value $553,825

    Last Listing Agent Ingrid Karp Coldwell Banker Realty - Worcester

    33 Crystal St, Southbridge, MA 01550
    • 34 Ridge Rd, Southbridge, MA 01550
      34 Ridge Rd, Southbridge, MA 01550
      34 Ridge Rd, Southbridge, MA 01550
      /21

      Est $381,572 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,832 Sq Ft

      34 Ridge Rd, Southbridge, MA 01550

      34 Ridge Rd, Southbridge, MA 01550
  • 29 Fiske St, Southbridge, MA 01550
    29 Fiske St, Southbridge, MA 01550
    29 Fiske St, Southbridge, MA 01550
    /24

    $450,000

    • 9 Beds
    • 2 Baths
    • 2,364 Sq Ft

    29 Fiske St, Southbridge, MA 01550

    Large 2 family house! Spacious, 1st floor unit with recent updates in 2023. 5 bedrooms, 1 bathroom. New LVP flooring. Eat-in-kitchen, separate living room. Front, and side porches. Dedicated rear deck. Gas heat. 2nd floor unit recently updated. 4 bedrooms, 1 bathroom. Hardwood flooring and LVP flooring. Eat-in-kitchen with new appliances. Open concept kitchen/living room/dining room. Front and

    Alyaa Murphy Coldwell Banker Realty - Brookline

    29 Fiske St, Southbridge, MA 01550
  • 99 Cournoyer Blvd, Southbridge, MA 01550
    99 Cournoyer Blvd, Southbridge, MA 01550
    99 Cournoyer Blvd, Southbridge, MA 01550
    /41

    $415,000 Sold Jun 26, 2025

    99 Cournoyer Blvd, Southbridge, MA 01550

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $299/SF
    • 37 Days On Market

    Current Estimated Value $414,451

    Last Listing Agent Lisa Whitten Looney Premeer Real Estate Inc.

    99 Cournoyer Blvd, Southbridge, MA 01550
    • 16 Gerard St, Southbridge, MA 01550
      16 Gerard St, Southbridge, MA 01550
      16 Gerard St, Southbridge, MA 01550
      /37

      Est $509,242 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,476 Sq Ft

      16 Gerard St, Southbridge, MA 01550

      16 Gerard St, Southbridge, MA 01550
  • 219 Charlton St, Southbridge, MA 01550
    219 Charlton St, Southbridge, MA 01550
    219 Charlton St, Southbridge, MA 01550
    /42

    $645,900

    • 9 Beds
    • 3 Baths
    • 3,585 Sq Ft

    219 Charlton St, Southbridge, MA 01550

    This turn key well maintained 3-family residence sits across Charlton St Elementary School. Desirable location for owner occupant or an investor. Home comes with 3-car garage and 2-car garage for additional storage or rental income. Each unit recently remodeled and includes newer appliances, high ceilings, spacious bedrooms, hardwood and vinyl floors. Each unit comes with laundry/storage room

    Erivaldo Silveira Voro MA LLC

    219 Charlton St, Southbridge, MA 01550
  • 47 West St, Southbridge, MA 01550
    47 West St, Southbridge, MA 01550
    /2

    $250,000 Sold Jun 06, 2025

    47 West St, Southbridge, MA 01550

    • 7 Beds
    • 3 Baths
    • 2,554 Sq Ft
    • Built 1900

    Last Sold Summary

    • 29% Below List Price
    • $98/SF
    • 48 Days On Market

    Current Estimated Value $298,412

    Last Listing Agent Julie Fournier CR Premier Properties

    47 West St, Southbridge, MA 01550
    • 63 Briarwood Ave, Southbridge, MA 01550
      63 Briarwood Ave, Southbridge, MA 01550
      63 Briarwood Ave, Southbridge, MA 01550
      /41

      Est $470,776 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,200 Sq Ft

      63 Briarwood Ave, Southbridge, MA 01550

      63 Briarwood Ave, Southbridge, MA 01550
  • 723 Main St, Southbridge, MA 01550
    723 Main St, Southbridge, MA 01550
    723 Main St, Southbridge, MA 01550
    /41

    $520,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    723 Main St, Southbridge, MA 01550

    Beautifully maintained and thoughtfully updated, this expansive two-family residence presents an exceptional opportunity for both discerning owner-occupants and savvy investors. The first-floor unit offers three generously sized bedrooms and 1.5 baths, filled with natural light and designed for comfortable, modern living. Spanning the second and third levels, the upper residence features a

    Jaclyn Smith Serhant Rhode Island LLC

    723 Main St, Southbridge, MA 01550
  • 15 Bruce Ln, Southbridge, MA 01550
    15 Bruce Ln, Southbridge, MA 01550
    15 Bruce Ln, Southbridge, MA 01550
    /40

    $420,000 Sold Oct 22, 2025

    15 Bruce Ln, Southbridge, MA 01550

    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Below List Price
    • $311/SF
    • 47 Days On Market

    Current Estimated Value $416,667

    Last Listing Agent Spiro Thomo Aucoin Ryan Realty

    15 Bruce Ln, Southbridge, MA 01550
    • 85 Dennison Hill Rd, Southbridge, MA 01550
      85 Dennison Hill Rd, Southbridge, MA 01550
      85 Dennison Hill Rd, Southbridge, MA 01550
      /37

      Est $440,276 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,960 Sq Ft

      85 Dennison Hill Rd, Southbridge, MA 01550

      85 Dennison Hill Rd, Southbridge, MA 01550
  • 216 Fiske St, Southbridge, MA 01550
    216 Fiske St, Southbridge, MA 01550
    216 Fiske St, Southbridge, MA 01550
    /19

    $360,000

    • 2 Beds
    • 1 Bath
    • 1,372 Sq Ft

    216 Fiske St, Southbridge, MA 01550

    Charming single-family ranch home with a spacious fenced yard in a desirable Southbridge neighborhood on a dead-end street. Featuring 2 comfortable bedrooms, 1 full bathroom, and a generous open layout. This property includes 1 attached garage plus an oversized 2-car garage with carport, workspace, and loft storage area with pull-down access. Enjoy the convenience of local parks, a newly

    Bonnie MacDonald Berkshire Hathaway Home Service New England Properties

    216 Fiske St, Southbridge, MA 01550
  • 28 Litchfield Ave, Southbridge, MA 01550
    28 Litchfield Ave, Southbridge, MA 01550
    28 Litchfield Ave, Southbridge, MA 01550
    /38

    $380,000 Sold Sep 10, 2025

    28 Litchfield Ave, Southbridge, MA 01550

    • 3 Beds
    • 1.5 Baths
    • 1,616 Sq Ft
    • Built 1940

    Last Sold Summary

    • $235/SF
    • 14 Days On Market

    Current Estimated Value $374,624

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    28 Litchfield Ave, Southbridge, MA 01550
    • 20 Colonial Dr, Southbridge, MA 01550
      20 Colonial Dr, Southbridge, MA 01550
      20 Colonial Dr, Southbridge, MA 01550
      /38

      Est $487,999 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,166 Sq Ft

      20 Colonial Dr, Southbridge, MA 01550

      20 Colonial Dr, Southbridge, MA 01550
  • 151 West St, Southbridge, MA 01550
    151 West St, Southbridge, MA 01550
    151 West St, Southbridge, MA 01550
    /32

    $409,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    151 West St, Southbridge, MA 01550

    Price Improvement! Side-by-side two-family set on a generous 1.6 acre lot w/ a clean, straightforward layout that works well for owner-occupants, multi-generational living, & investors! This property showcases bright interiors w/ neutral finishes, practical room flow, & clearly defined living spaces. Each unit boasts good separation, inviting natural light, & access to private deck areas that

    Mark Balestracci Lamacchia Realty, Inc.

    151 West St, Southbridge, MA 01550
  • 412 Charlton St, Southbridge, MA 01550
    412 Charlton St, Southbridge, MA 01550
    412 Charlton St, Southbridge, MA 01550
    /33

    $437,500 Sold Oct 31, 2025

    412 Charlton St, Southbridge, MA 01550

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $195/SF
    • 69 Days On Market

    Current Estimated Value $443,763

    Last Listing Agent Patrick Sweeney RE/MAX Prof Associates

    412 Charlton St, Southbridge, MA 01550
    • 134 Pinedale St, Southbridge, MA 01550
      134 Pinedale St, Southbridge, MA 01550
      134 Pinedale St, Southbridge, MA 01550
      /21

      Est $380,463 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,278 Sq Ft

      134 Pinedale St, Southbridge, MA 01550

      134 Pinedale St, Southbridge, MA 01550

Showing Results 121 - 160, Page 4 of 18

Massachusetts Worcester County Southbridge 01550

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group