101

Homes for Sale near Southbridge High School

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  • /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
  • /15

    $419,000

    • Land
    • 0.88 Acre
    • $476,136 per Acre

    51-A Seneca Ln, Sturbridge, MA 01566

    Rare opportunity to build on Cedar Lake in Sturbridge. This 0.88-acre WATERFRONT parcel offers 125 feet of lake frontage, 130 feet of road frontage, and is an ANR lot on a town-maintained paved private road with public sewer! This lot sits on a dead end road and along the west side of Cedar Lake offering spectacular views. The lot is surveyed and engineered with completed wetland delineation, DEP

    Cindy Leinonen Houseworks Realty

    51-A Seneca Ln, Sturbridge, MA 01566
  • /42

    $439,900

    • 4 Beds
    • 3 Baths
    • 2,519 Sq Ft

    44 Highland St, Southbridge, MA 01550

    Step into timeless elegance with this captivating English Tudor home, where charm and character abound. The exterior is a striking blend of rich brick and hand-laid stone, accented by steeply pitched gables, this residence is a true standout. Rich hardwood floors, huge living room and a large deck—perfect for entertaining or quiet evenings at home. Upstairs, the bedrooms are generously sized with

    Timothy Coughlen Park Square Realty

    44 Highland St, Southbridge, MA 01550
  • /19

    $499,900

    • 4 Beds
    • 1.5 Baths
    • 2,432 Sq Ft

    9 Piehl Dr, Charlton, MA 01507

    If you're looking for peace, space and a place with character, this could be the one!! Built in 1880, this spacious 4-bedroom, 1.5 bath offers 2,432 sq. ft. of living space. This home is on 13.56 acres of land offering plenty of room to roam, garden, explore, or just relax and enjoy the view. The home has that classic, old-fashioned charm and tons of potential for someone ready to make it

    Gail Marengo Lamacchia Realty, Inc.

    9 Piehl Dr, Charlton, MA 01507
  • /38

    $350,000

    • 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
  • /31

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,983 Sq Ft

    584 Prospect St, Woodstock, CT 06281

    For those who belong to the land. Over 100 acres of private, usable terrain at the CT/MA line, Bear Hill Estate is a fully realized lifestyle retreat for the discerning equestrian or outdoor enthusiast, with effortless access to I-395, I-84, and the Mass Pike. At its heart sits a 3 bed, 2.5 bath custom log home-crafted from white pine logs hand-felled in Nova Scotia, where the bespoke cabinetry

    Jennie Kesselman Berkshire Hathaway NE Prop.

    584 Prospect St, Woodstock, CT 06281
  • /6

    $100,000

    • Land
    • 5 Acres
    • $19,231 per Acre

    91 Burlingame Rd, Charlton, MA 01507

    Build your dream home on a desirable street! This beautiful and serene 5-acre property offers peace and privacy. A well is already installed. The existing foundation will need to be removed by the buyer. The driveway is currently shared and must be separated before a Certificate of Occupancy can be granted. House plans for a 3,500+ square foot home with a 4-car garage are available for viewing

    Catherine Howard Berkshire Hathaway Home Service New England Properties

    91 Burlingame Rd, Charlton, MA 01507
  • /26

    $299,900

    • 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
  • /42

    $925,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    126 Old Southbridge Rd, Dudley, MA 01571

    UNIQUE OPPORTUNITY FOR BUYER AS THIS INCLUDES A SECOND BUILDABLE LOT. This home offers privacy and convenience to area amenities along with i hour to Boston, Hartford, and Providence A quality home with privacy, elegance, open design, and energy efficient mechanicals. The 29'GREAT ROOM has a gas fireplace and cathedral ceiling. Not only is there a formal dining room but a kitchen with 8'

    Jo-Ann Szymczak RE/MAX Vision

    126 Old Southbridge Rd, Dudley, MA 01571
  • /39

    $395,000

    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    38 Bentwood Dr, Sturbridge, MA 01566

    Gorgeous END unit with 2-CAR GARAGE in a gated, secure community! Ideally located off RT 84, minutes to the Mass Pike & RT 20. Nearly 2,000 sq ft—one of the largest units available. Soaring beamed ceilings highlight the open living/dining area with fireplace. Relax on your private deck with a gas line for grilling and a tree-lined backyard. The kitchen boasts abundant cabinets, tile flooring,

    Kim Synott Castinetti Realty Group

    38 Bentwood Dr, Sturbridge, MA 01566
  • /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
  • /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
  • /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
  • /40

    $849,900 Open Sat 11AM - 12PM

    • 8 Beds
    • 3 Baths
    • 3,672 Sq Ft

    2 Britlees Way, Dudley, MA 01571

    BACK ON MARKET!! This completely updated 8 bedroom, 3 full bathroom farmhouse style home offers plenty of privacy, space, and style, all nestled on over 7 acres in a private neighborhood in Dudley. Step inside to discover a bright and modern interior with spacious living areas, a fully finished basement perfect for entertaining, and many sleek updates throughout. The heart of the home features a

    Christina Gauvin Byrnes Real Estate Group LLC

    2 Britlees Way, Dudley, MA 01571
  • /39

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 2,340 Sq Ft

    1669 Route 169, Woodstock, CT 06281

    Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

    Ryan De Lello William Pitt Sotheby's Internatiomal Realty

    1669 Route 169, Woodstock, CT 06281
  • /14

    $389,900

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

    89 Stony Brook Dr, Southbridge, MA 01550

    Price Improvement. This fantastic Cape-style home is located on a cul-de-sac with ample parking and convenient access to the CT line and major highways. It features dark walnut wood-look laminate flooring in the dining room, living room, and three bedrooms. The ceramic-tiled eat-in kitchen includes a dining area, breakfast bar, and opens to a formal dining room. The first-floor bathroom has a

    Margaret Kane Lamacchia Realty, Inc.

    89 Stony Brook Dr, Southbridge, MA 01550
  • /42

    $799,000

    • 4 Beds
    • 4 Baths
    • 4,248 Sq Ft

    6 Blackwell Dr, Charlton, MA 01507

    Welcome to this exceptional property in the highly sought-after town of Charlton! Set back on a private cul-de-sac, this meticulously kept home offers the perfect blend of luxury, comfort, and everyday convenience. The home offers an expansive open floor plan ideal for both relaxed living and entertaining. The heart of the home is the chef’s dream kitchen, featuring a striking 8-foot granite

    Stephanie Bayliss MA Homes, LLC

    6 Blackwell Dr, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 2.10 Acres
    • $66,619 per Acre

    Lot 6 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 6 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $159,900

    • Land
    • 5 Acres
    • $30,284 per Acre

    Lot 3 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 3 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 1.68 Acres
    • $83,274 per Acre

    Lot 4 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 4 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 2.00 Acres
    • $69,950 per Acre

    Lot 5 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 5 0 N Sullivan Rd, Charlton, MA 01507
  • /13

    $145,000

    • Land
    • 2.07 Acres
    • $70,048 per Acre

    29, 31, 33 Ladd Rd, Sturbridge, MA 01566

    Two lots, lot A is 2 acres lot and is perc tested, lot 33 is 1 acre lot. sold together. Very secluded yet close to everything, beautiful Old Sturbridge Village, great restaurants, schools and highways minutes away. MassPike, 84, 20, 9, 49

    Andrzej Bzura Top Notch Realty

    29, 31, 33 Ladd Rd, Sturbridge, MA 01566
  • /41

    $675,000

    • 6 Beds
    • 6 Baths
    • 7,506 Sq Ft

    31 Hamilton St, Southbridge, MA 01550

    Have you always wanted an investment property but haven't found "the right one" yet? Have a portfolio and looking for "the perfect one" to add to it? Wait no more! THIS is the one that you have been looking for! A fully occupied, very spacious 5-unit mixed use property conveniently located in the heart of a bustling town! Close to major routes, shopping, restaurants, and entertainment! All

    Lisa Perry CR Premier Properties

    31 Hamilton St, Southbridge, MA 01550
  • /32

    $929,900 Open Sat 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 3,698 Sq Ft

    1023 N Woodstock Rd, Southbridge, MA 01550

    Welcome to your dream home—an architectural masterpiece where natural beauty meets timeless design. This meticulously maintained Deck House showcases floor-to-ceiling windows that frame sweeping, views of Morse Pond, filling each space with natural light & tranquility. The open-concept main level flows effortlessly to a spacious back deck, perfect for entertaining or soaking in the serene

    Lora Savage Century 21 XSELL REALTY

    1023 N Woodstock Rd, Southbridge, MA 01550
  • /38

    $465,000

    • 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
  • /42

    $399,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,315 Sq Ft

    300 Mason Road Extension, Dudley, MA 01571

    Price Adjustment! Open House Sunday August 17th from 12pm till 2pm. Captivating corner-lot property, offering both charm and practicality. This home uniquely accommodates those looking to blend home and professional life seamlessly, featuring a separate entrance and electric perfectly suited for a home-based business. The layout offers ideal separation, maintaining privacy for both business and

    Mark Marzeotti Lamacchia Realty, Inc.

    300 Mason Road Extension, Dudley, MA 01571
  • /38

    $474,900

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    22 Mountain Brook Rd, Sturbridge, MA 01566

    Lake life starts here! This Cedar Lake home has been completely reimagined—starting with a newly constructed, bright main-level featuring a cozy bedroom option and a sun-splashed front bonus room, perfect for lounging, working, or hosting friends. Think fresh finishes, modern comfort, and a vibe that says summer never has to end. Upstairs, an added second story provides two more bedrooms, an

    Samantha Butkiewicus ERA Key Realty Services- Spenc

    22 Mountain Brook Rd, Sturbridge, MA 01566
  • /15

    $630,000

    • 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
  • /22

    $299,900

    • 2 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    28 Southbridge Rd Unit 304, Charlton, MA 01507

    BACK ON THE MARKET! Buyers are no longer able to move forward. Don't miss this exceptional condo in a great commuter location! Featuring a highly sought-after open first-floorplan, this home offers incredible flexibility. Upstairs, you will find the luxury of two spacious primary suites each with its own walk in closet and full bath with new shower. The main level also includes an additional room

    Jennifer McKinstry RE/MAX Prof Associates

    28 Southbridge Rd Unit 304, Charlton, MA 01507
  • /16

    $450,000

    • Land
    • 2.20 Acres
    • $204,545 per Acre

    368 Main St, Sturbridge, MA 01566

    This lot abuts McDonalds, CVS, Burger King and Sturbridge Host Hotel. Flat lot with curb cut and water & sewer at lot line. This land is suited for Section 8, LIHTC, Section 202, Section 811 and VASH. 40B statute’s flexibility allows for various other types of housing including single-family homes, townhouses, and multi-family complexes, tailored to local demand.< 2 miles to destination

    David Ford RE/MAX Prof Associates

    368 Main St, Sturbridge, MA 01566
  • /4

    $1,900,000

    • Land
    • 99 Acres
    • $19,192 per Acre

    0 Freeman Rd Unit 73369281, Charlton, MA 01507

    A potential 41 lot Single Family subdivision located on Freeman Rd. in an area of homes ranging in price of $500,000 to a million. Property needs wells and septic systems. Located near Rte. 20, Ma. Pike & I84 Great school opportunities with a regional school system and regional vocational school (Bay Path).

    Jo-Ann Szymczak RE/MAX Vision

    0 Freeman Rd Unit 73369281, Charlton, MA 01507
  • /18

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,244 Sq Ft

    796 Charlton St, Southbridge, MA 01550

    Welcome to 796 Charlton Street – a move-in ready 3-bed, 2-bath cape-style home with recent updates throughout. Enjoy new flooring and new windows, and a spacious yard with patio, porch, and walk-in shed. Conveniently located in a quiet neighborhood near schools, shopping, and major routes, this home offers comfortable single-level living with modern touches in a great Southbridge location.

    Walter Aldrich Walter Aldrich Realty

    796 Charlton St, Southbridge, MA 01550
  • /29

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft

    29 Sampson Rd, Charlton, MA 01507

    Looking for a Homestead in Charlton? This Ranch style home is surrounded by open hay fields currently in 61A. So many great options for this property! Fenced back yard with concrete patio area and storage shed great for pets while the open fields have been fertilized annually to produce hay for local area livestock.Treehouse and Heritage golf course are minutes away as well as easy access to area

    Jennifer McKinstry RE/MAX Prof Associates

    29 Sampson Rd, Charlton, MA 01507
  • /6

    $85,000

    • Land
    • 0.12 Acre
    • $708,333 per Acre

    0 Stevens Park Rd, Charlton, MA 01507

    Lot with view of Glen Echo Lake and Buyer to verify all information with the Town.

    Steve Byrne First Place Realty

    0 Stevens Park Rd, Charlton, MA 01507
  • /6

    $799,900

    • Land
    • 107 Acres
    • $7,504 per Acre

    107A Colburn Rd, Charlton, MA 01507

    Located in the serene town of Charlton, this 100-acre parcel of land presents a rare investment opportunity! Currently, the land hosts a solar field that is under a ground lease contract, which offers nearly $1.5 million in remaining payments over the next 35 years.The lease terms include a 1% annual increase, ensuring consistent returns for the duration of the agreement. Approximately 20 of the

    James Black Real Broker MA, LLC

    107A Colburn Rd, Charlton, MA 01507
  • /36

    $1,050,000

    • 9 Beds
    • 7 Baths
    • 6,950 Sq Ft

    13 Coombs St, Southbridge, MA 01550

    This unique investment opportunity features two separate homes on one lot, including a custom-built single-family home and a three-family residence. The single-family home, built in 2013, boasts over 4,000 sq ft, high-quality finishes, and stunning workmanship and woodwork. With three floors of spacious living areas, the upper levels have two bedroom suites, total of two full baths, and two half

    Maritza Nieves The KeyMove Realty Group LLC

    13 Coombs St, 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
  • /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
  • /23

    $29,900

    • 1 Bed
    • 1 Bath
    • 300 Sq Ft

    25 Route 197 Unit Lot 40, Woodstock, CT 06281

    Price Improvement! Welcome to your home away from home! This is your opportunity to own your very own campsite located in in the beautiful Meadowside of Woodstock community! Included is a 1995 33' Corsica Cobra 30BH trailer that has been well cared for. The trailer has a queen bed and a bunk room with two additional sleeping bunks, a full bath with a standup shower and an eat-in kitchen. There is

    Keri Roy Kazantzis Real Estate, LLC

    25 Route 197 Unit Lot 40, Woodstock, CT 06281
  • /6

    $125,000

    • Land
    • 0.95 Acre
    • $131,579 per Acre

    Lot 1 Mason Road Extension, Dudley, MA 01571

    Sick of searching for the right home? How about building one instead! This partially cleared lot is set off of a scenic backroad in Dudley, MA. close to area amenities and minutes from 395 and 90. Buyers responsible for soil testing and perc.

    Alise Bartolini Castinetti Realty Group

    Lot 1 Mason Road Extension, Dudley, MA 01571

Showing Results 41 - 80, Page 2 of 3

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