Homes for Sale near Southbridge High School

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  $875,000 Open Sun 1:30PM - 2:30PM

  • 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' center

  Jo-Ann Szymczak RE/MAX Vision

  126 Old Southbridge Rd, Dudley, MA 01571
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  $745,000 Open Sat 10AM - 12PM

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

  128 Old Southbridge Rd, Dudley, MA 01571

  This home combines the privacy of a 2 acre wooded lot and the quality of a home with elegance, quality, design, and energy efficient mechanical systems. Hardwood 3/4" oak tongue and groove flooring are throughout the main level and second floor including the staircase. The GREAT ROOM with a gas fireplace and cathedral ceilings is spacious and can accommodate any size furnishings. An 8' center

  Jo-Ann Szymczak RE/MAX Vision

  128 Old Southbridge Rd, Dudley, MA 01571
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  $394,000

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

  38 Bentwood Dr, Sturbridge, MA 01566

  Gorgeous END unit w/ rare 2-CAR GARAGE in a gated, secure community! Perfectly located just off RT 84, minutes to the Mass Pike & RT 20. Nearly 2,000 sq ft—one of the largest units here. Stunning hardwood floors flow through the open living/dining rm w/ soaring beamed ceilings and fireplace, while a newly stained private deck w/ gas line overlooks a tree-lined backyard. The kitchen features

  Kim Synott Castinetti Realty Group

  38 Bentwood Dr, Sturbridge, MA 01566
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  $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. Seller will work with buyer to complete septic design to accomodate buyer. Seller financing also available.

  Duane Boucher Boucher Real Estate, Inc.

  0 Alpine Dr, Southbridge, MA 01550
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  $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 International Realty

  1669 Route 169, Woodstock, CT 06281
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  $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
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  $159,900

  • Land
  • 5.28 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
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  $139,900

  • Land
  • 2.07 Acres
  • $67,585 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
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  $139,900

  • Land
  • 2.1 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
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  $139,900

  • Land
  • 2 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
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  $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
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  $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
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  $410,000

  • 3 Beds
  • 2 Baths
  • 2,304 Sq Ft

  22 Prindle Hill Rd, Charlton, MA 01507

  This contemporary single-family home located at 22 Prindle Hill Rd, Charlton, MA, offers 3 bedrooms and 2 bathrooms across 2,304 sq ft of living space. Built in 1988, the property features a concrete foundation and sits on a spacious 26,471 sq ft corner lot with plenty of parking available.The home boasts several standout features, including a master bedroom with a private balcony and ensuite

  Amaurys Valdera Brokerbe Inc.

  22 Prindle Hill Rd, Charlton, MA 01507
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  $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
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  $450,000

  • Land
  • 2.2 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 retailers

  David Ford RE/MAX Prof Associates

  368 Main St, Sturbridge, MA 01566
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  $499,000

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

  7 Pearl St, Southbridge, MA 01550

  Unique Opportunity! 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. This home sits on a lot that was previously subdivided, with the second

  Walter Aldrich Walter Aldrich Realty

  7 Pearl St, Southbridge, MA 01550
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  $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
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  $525,000

  • Land
  • 25 Acres
  • $21,000 per Acre

  0 Fiske Hill Rd, Sturbridge, MA 01566

  183 Charlton Road, which has 50 feet frontage on Rt. 20, is the legal address. It is 50 feet wide for 300 feet then opens up to the 74+ acres. The area for sale is approximately 25 acres and has 1,600+- LF of RR-zoned frontage along Fiske Hill Rd. The total lot size for each ANR lot is TBD but should be about 5 acres and is dependent on the outcome of planned perc testing in this area. 3/4 mile

  David Ford RE/MAX Prof Associates

  0 Fiske Hill Rd, Sturbridge, MA 01566
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  $1,990,000

  • Land
  • 36 Acres
  • $55,278 per Acre

  1 Chase Rd, Sturbridge, MA 01566

  This premier development represents a rare and lucrative opportunity for developers and investors. Chase Road was previously approved for a 71 unit Multiple Dwelling Project. 24 acres for the town house style homes and 12 acres of open space on a 450 foot cul-de-sac. On the corner of Hall Road and Chase Rd. is a 3 acre commercial lot. This property is ideally situated, 1/2 mile to the on ramp to

  David Ford RE/MAX Prof Associates

  1 Chase Rd, Sturbridge, MA 01566
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  $479,500

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  25 N Main St Unit A, Charlton, MA 01507

  Celebrate the holidays in your brand-new home! This stunning 3-bedroom, 2.5-bath townhouse offers modern design, spacious living, and thoughtful finishes throughout—perfect for cozy gatherings and festive entertaining. The first floor has a cabinet filled kitchen which flows into the large fireplaced living and dining rooms, luxury vinyl, and a half bath. On the second floor you'll find 2 large

  Brian Dicks ERA Key Realty Services

  25 N Main St Unit A, Charlton, MA 01507
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  $275,000

  • Land
  • 2.36 Acres
  • $116,525 per Acre

  Lot B-6 River Rd, Sturbridge, NY 00566

  LAND AND LOCATION ! You have found it here! A MAJOR CORNER SITE at RIVER ROAD and ROUTE 15 across from Exit 2 off I-84. This 2.36 acres has 670 ft total frontage with over 300 feet on River Road and is opposite the former Hebert Candies Store (now a Dog Care facility) at 1 River Road, The sandy gravel soils are wooded and the grade runs up gently from the road. The zoning is Special Use

  Gary Griffin Sholan Realty

  Lot B-6 River Rd, Sturbridge, NY 00566
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  $99,900

  • Land
  • 18.23 Acres
  • $5,480 per Acre

  30 Mashapaug Rd, Sturbridge, MA 01566

  18+ acres in a special use district. Prime Sturbridge location with easy access to all major highways.

  Michelle Sweeney The Neighborhood Realty Group

  30 Mashapaug Rd, Sturbridge, MA 01566
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  $99,900

  • Land
  • 17.98 Acres
  • $5,556 per Acre

  0 Lebanon Hill Rd, Southbridge, MA 01550

  Notice given by town that this is a buildable lot. This land has been in the seller's family for many years and has not been available to purchase. Nice wooded lot that has 64' feet of frontage on Lebanon Hill Road. Buyer and buyer's agent due diligence to develop/build on land.

  Melissa Hilli Aucoin Ryan Realty

  0 Lebanon Hill Rd, Southbridge, MA 01550
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  $349,900

  • Land
  • 23 Acres
  • $15,213 per Acre

  0 Brentwood Dr, Southbridge, MA 01550

  This land has been in Seller's family many years and never on the market. At one point two lots were approved in the small section of the property where there is 332' of frontage. There is no knowledge if lots were approved on the larger section of the property. Nice wooded property in a fabulous area. It will be the buyer's responsibility to perk, divide, and check with the town for development.

  Melissa Hilli Aucoin Ryan Realty

  0 Brentwood Dr, Southbridge, MA 01550
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  $157,900

  • Land
  • 2.29 Acres
  • $68,952 per Acre

  Lot 7 Harrington Rd, Charlton, MA 01507

  Christopher Essel Cree Realty Trust

  Lot 7 Harrington Rd, Charlton, MA 01507
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  $879,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  73 Dudley Hill Rd, Dudley, MA 01571

  ABSOLUTELY STUNNING AND NEW TO THE MARKET, THIS OVERSIZE CONTMEPORARY RANCH IS ONE FLOOR LIVING AT ITS BEST! ITS OPEN LAYOUT STRUCTURE BOASTS HIGH QUALITY THROUGHOUT! WALK IN TO THIS WELCOMING FOYER ANDSEE ROOMS WITH THEIR HIGH VAULTED CEILINGS AND BEAUTIFUL PICTURE WINDOWS. LOVELY MARBLE TILED BATHROOM WITH LARGE SHOWER. LARGE MAIN BEDROOM WITH TRAY CEILING AND ATTACHED HUGE BATHROOM WITH BOTH

  Diane Strzelecki Century 21 XSELL REALTY

  73 Dudley Hill Rd, Dudley, MA 01571
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  $848,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  30 Mashapaug Rd, Sturbridge, MA 01566

  Discover the pinnacle of New England living with this exceptional new construction home in Sturbridge, MA. Set on a beautiful 18+ acre lot, this property offers the perfect blend of privacy, nature, and convenience—just minutes from local shops, dining, and major routes. Work with our design team to create a personalized home tailored to your lifestyle, or choose from thoughtfully crafted floor

  Michelle Sweeney The Neighborhood Realty Group

  30 Mashapaug Rd, Sturbridge, MA 01566
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  $994,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,113 Sq Ft

  9 Haynes St, Sturbridge, MA 01566

  Stunning New Colonial in a Premier Neighborhood! This beautifully crafted home features a striking exterior with multiple rooflines and a welcoming 20' farmer’s porch. Inside, enjoy a dramatic open floor plan with a spacious great room, gas fireplace, and 4-panel slider to a large deck—perfect for entertaining. The gourmet kitchen boasts a 10' island, granite countertops, and custom cabinetry. A

  David Stead RE/MAX Partners

  9 Haynes St, Sturbridge, MA 01566
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  $899,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,828 Sq Ft

  7 Haynes St, Sturbridge, MA 01566

  Experience the perfect blend of style and functionality in this spacious contemporary Cape, ideal for those seeking single-level living with room to grow. The sunlit open kitchen features granite countertops, a 9’ center island, and breakfast bar, flowing into a Great Room with a cozy fireplace and an expansive dining area. The first-floor primary suite includes a luxurious en suite bath with a

  David Stead RE/MAX Partners

  7 Haynes St, Sturbridge, MA 01566

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