101

Homes for Sale near Old Sturbridge Academy Charter Public School

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  • /19

    $175,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    606 Skyline Dr Unit 606, Sturbridge, MA 01566

    Price Improvement! Open house Saturday 11/1 10:30 -12:00. Bring your buyers! Motivated Sellers. Don’t miss this well-maintained 2-bedroom, 2-bath home in one of the area’s most desirable 55+ co-op communities. Built in 2012, this move-in-ready home features an open-concept kitchen and living area, bedrooms on each end for added privacy, and convenient in-unit washer and dryer. Enjoy the relaxing,

    Carly Cowher Sullivan & Company Real Estate, Inc.

    606 Skyline Dr Unit 606, Sturbridge, MA 01566
  • /29

    $444,900

    • 3 Beds
    • 2 Baths
    • 910 Sq Ft

    2 Farrar Dr, Holland, MA 01521

    Home by the Lake! 2 Farrar Dr, Holland, MA is a single-family residence that will make every day feel like you're on vacation. This three bedroom/two-bath house offers private spaces with a direct view of Hamilton Reservoir. Deeded water access and use of moorings is shared with several other neighbors. The 910 square feet of living area provide a cozy environment for year-round living, while

    Elizabeth Herbert Ronald E. Nettleton, Broker

    2 Farrar Dr, Holland, MA 01521
  • /19

    $318,000

    • Land
    • 32.58 Acres
    • $9,761 per Acre

    266 Holland Rd, Sturbridge, MA 01518

    Discover the endless possibilities with this exceptional offering of undeveloped land. This property is a rare find in the highly desirable town of Sturbridge.This property offers an abundance of space, perfect for those seeking to create a private estate, develop a recreational retreat, or invest in long-term land conservation. With 821 feet of road frontage, there are also sub-division

    Jorge Zea Jorge Andres Zea

    266 Holland Rd, Sturbridge, MA 01518
  • /5

    $250,000

    • Land
    • 2.02 Acres
    • $123,762 per Acre

    Lot B Paige Hill Rd, Brimfield, MA 01010

    Brimfield - Big Sky view now available. Come build your new home among other fine homes on much sought after Paige Hill Road in Brimfield. This Lot has been perc'd and is cleared and ready for your plans. The views are incredible all throughout the year. Design your home to take advantage of the beautiful sunrises and sunsets throughout the year. There are beautiful night time sky views as well.

    Kevin Moore Executive Real Estate, Inc.

    Lot B Paige Hill Rd, Brimfield, MA 01010
  • /5

    $250,000

    • Land
    • 2.02 Acres
    • $123,762 per Acre

    Lot A Paige Hill Rd, Brimfield, MA 01010

    Brimfield - Big Sky view now available. Come build your new home among other fine homes on much sought after Paige Hill Road in Brimfield. This Lot has been perc'd and is cleared and ready for your plans. The views are incredible all throughout the year. Design your home to take advantage of the beautiful sunrises and sunsets throughout the year. There are beautiful night time sky views as well.

    Kevin Moore Executive Real Estate, Inc.

    Lot A Paige Hill Rd, Brimfield, MA 01010
  • /16

    $340,000

    • 5 Beds
    • 1.5 Baths
    • 1,496 Sq Ft

    45 Lens St, Southbridge, MA 01550

    Welcome to 45 Lens St, a newly updated property located just minutes from downtown Southbridge. Boasting 5 bedrooms and 1.5 baths, this home offers flexibility as either a spacious single-family residence or an excellent investment opportunity. Inside, you’ll find beautifully renovated interiors featuring newly refinished hardwood floors and fresh updates throughout. The layout provides plenty of

    Kaitlyn Flynn The Neighborhood Realty Group

    45 Lens St, Southbridge, MA 01550
  • /42

    $1,100,000

    • 3 Beds
    • 3.5 Baths
    • 4,172 Sq Ft

    22 Jacobs Rd, Southbridge, MA 01550

    Discover this exceptional contemporary colonial with a fully covered rear patio, two fireplaces, and a beautifully landscaped yard complete with shed, chicken coop, and a second covered fireplaced patio. The first floor offers an open layout with spacious living and dining rooms, a kitchen with island, full bath, and cozy den. Upstairs, enjoy a front-to-back primary bedroom, two additional large

    Nelson Zide ERA Key Realty Services- Fram

    22 Jacobs Rd, Southbridge, MA 01550
  • /30

    $445,000

    • 4 Beds
    • 1 Bath
    • 1,776 Sq Ft

    293 Brookfield Rd, Brimfield, MA 01010

    Welcome to 293 Brookfield Road - a beautifully remodeled modern farmhouse offering the perfect blend of small-town charm and contemporary updates. Extensively renovated inside and out, this move-in ready home features stylish interior finishes including a modern kitchen with quartz countertops, stainless steel appliances, and shaker-style cabinets, a sleek bathroom with contemporary design, and a

    Jacob Almeida Century 21 Signature Properties

    293 Brookfield Rd, Brimfield, MA 01010
  • /2

    $295,000

    • Land
    • 30.2 Acres
    • $9,768 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
  • /16

    $449,900

    • 3 Beds
    • 3 Baths
    • 2,332 Sq Ft

    170 Shepard Rd, Sturbridge, MA 01566

    Meticulously maintained and set in a highly sought-after area, this spacious home offers an incredible blend of comfort and entertainment. The huge kitchen opens to a large living room with gleaming hardwood floors, while granite baths add a touch of luxury. With 3 full baths, 2 enclosed porches, and a beautiful sunroom, there’s no shortage of space to relax and gather. The fully finished

    Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

    170 Shepard Rd, Sturbridge, MA 01566
  • /32

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,696 Sq Ft

    112 Chestnut St, Southbridge, MA 01550

    Spacious Center Hall Colonial with 7 rooms & 3 generous size bedrooms. Kitchen gives you a culinary haven w/ custom deep sink & shaker cabinets. Plus pantry closet. Warm & inviting living room w/ glass enclosed fireplace plus built in shelving. Hardwood floors. Main bedroom with access to Walk up attic which is floored. Great storage space. Large full bathroom is beautifully redone. Soak sink in

    Brenda Ryan Aucoin Ryan Realty

    112 Chestnut St, Southbridge, MA 01550
  • /42

    $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
  • /42

    $1,250,000

    • 5 Beds
    • 3.5 Baths
    • 2,956 Sq Ft

    43 Mountain Brook Rd, Sturbridge, MA 01566

    Discover lakefront living at its finest! This stunning 4-5 BR, 3.5 BA home on Cedar Lake boasts approx. 85 ft of waterfront with coveted Southwestern exposure for breathtaking sunsets. Completely remodeled in 2016, it features an open floor plan where the kitchen, dining & living rooms all showcase panoramic lake views. Step outside to a spacious composite deck perfect for entertaining, or

    Kathleen Cooper Sposato Realty Group

    43 Mountain Brook Rd, Sturbridge, MA 01566
  • /42

    $1,050,000

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

    13 Coombs St, Southbridge, MA 01550

    Nearly 7,000 sq. ft. of living space across two buildings, offering an exceptional investment or owner-occupant opportunity.The front building is a well-maintained 3-unit multifamily currently generating $6,250 per month. Behind it, a spacious single-family home with four attached garages spans more than 4,000 sq. ft built in 2013. Both structures are in excellent condition and connected to town

    The WP Group Smith and Oak Real Estate Co.

    13 Coombs St, Southbridge, MA 01550
  • /34

    $545,000

    • 2 Beds
    • 3 Baths
    • 4,034 Sq Ft

    40 Bentwood Dr, Sturbridge, MA 01566

    Nestled in a serene, natural setting with gated privacy and excellent access to I-90 & I-84, this beautifully updated 2-3 bedroom condo offers privacy, luxury and convenience. The spacious, custom-designed interior features high-end finishes throughout, from the grand entryway to vaulted ceilings in the living and dining rooms. The chef’s kitchen features premium updates and opens to a cathedral

    Dawn Truax Red Door Realty

    40 Bentwood Dr, Sturbridge, MA 01566
  • /37

    $679,000

    • 4 Beds
    • 3 Baths
    • 3,478 Sq Ft

    30 Little Rest Rd, Brimfield, MA 01010

    Discover Your Dream Country Farm With Over 50 Acres On A Serene, Dead-End Street! Enjoy The Peaceful Views of Fields and Wooded Hillside While Listening To The Babbling Brook Feeding Your Pond! This Charming 1772 Colonial Features Four Bedrooms, Three Bathrooms! Several Skylights Brighten The Dining Area and Three-Season Room! The Home Also Includes Cozy Fireplaced Living and Family Rooms!

    T. King Lake Realty

    30 Little Rest Rd, Brimfield, MA 01010
  • /42

    $559,900

    • 2 Beds
    • 2 Baths
    • 2,240 Sq Ft

    467 Durfee St, Southbridge, MA 01550

    New Price! Looking for your own private country estate with acreage & a beautiful Ranch. Plus separate 1 bed bungalow-extra rental income of $1100 per month. House has spacious 1 level with an open concept Living room, Dining room, & kitchen. 2 bedrooms each having their own private bath.New Stainless Steel appliances. Possible expansion into attic. Attached heated oversized 2 car garage

    Brenda Ryan Aucoin Ryan Realty

    467 Durfee St, Southbridge, MA 01550
  • /10

    $1,600,000

    • Land
    • 54 Acres
    • $29,630 per Acre

    3 Berry Farms Road - Jv, Sturbridge, MA 01566

    *** New 1000' commercial cul-de-sac *** Town water & sewer. 54 acres, 25 acres suitable for development. Zoned for 55+ community, assisted living, nursing home, hospital, 40B, single family attached, SF rental or any combination thereof with town approval. -- 180 units+. Seller will sell the land as is, or for additional cost will have the lot fully permitted for you. Building can be purchased,

    David Ford RE/MAX Prof Associates

    3 Berry Farms Road - Jv, Sturbridge, MA 01566
  • /15

    $450,000

    • Land
    • 2 Acres
    • $225,000 per Acre

    Lot 1 Berry Farms Road-2 Acre, Sturbridge, MA 01550

    *** New 1000' commercial cul-de-sac *** Town water & sewer. RETAIL, OFFICE or residential. 2 acre lot with aprox. 450 feet of frontage for sale but up to 4.4 acres available with 965 feet of frontage.. Seller is planning a 7500 sf, building on 2 acres that can be purchased, leased or leased with the option to buy. We will work with you and will construct any type or size up to 50000 sf. Also 54

    David Ford RE/MAX Prof Associates

    Lot 1 Berry Farms Road-2 Acre, Sturbridge, MA 01550
  • /12

    $214,186

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    7 Crescent Way Unit 315, Sturbridge, MA 01518

    Welcome to Crescent Gate in Sturbridge, an active 55+ adult community with many great amenities. This unit is a Garden-Style Condo on the third floor offering a large kitchen with generous cabinet space. The home has good circulation as kitchen opens to both the dining and living rooms. Bedroom. This unit also features central air conditioning and garage parking. The common amenities include: a

    David Gasser CHAPA Portfolio Realty LLC

    7 Crescent Way Unit 315, Sturbridge, MA 01518
  • /15

    $65,000

    • 1,204 Sq Ft

    80 Alpine Dr, Southbridge, MA 01550

    The house is likely to be a tear down. But the lot is beautiful for your new dream home! Situated on almost 3/4 of an acre that is all cleared and maintained, the backyard is very private. The house has been gutted, and there are no working utilities. Town water and sewer are at the street. Septic has not been tested. Information from the board of health indicates it was installed in 1996 and the

    Maribeth Marzeotti Lamacchia Realty, Inc.

    80 Alpine Dr, Southbridge, MA 01550
  • /15

    $599,999

    • 26 Beds
    • 5 Baths
    • 20,000 Sq Ft

    318 Main St, Southbridge, MA 01550

    Come check out this great investment opportunity to build out a 15 unit building in the heart of downtown Southbridge. Bring this great brick building back to life!! 2 storefront units on first floor with additional 13 residential rental units above and behind. This building is located in an opportunity zone as well as being registered as a historical building! Take advantage of the historical

    Brian Allen Property Investors & Advisors, LLC

    318 Main St, Southbridge, MA 01550
  • /6

    $125,000

    • Land
    • 5.13 Acres
    • $24,366 per Acre

    16 Rice Corner Rd, Brookfield, MA 01506

    Approved building lot! This beautiful 5.13-acre parcel has been surveyed, perc tested (approx. 5 min), and is ready for your dream home. Set your house back from the road for ultimate privacy in a sought-after country setting. Electric is available at the street. Conveniently located within minutes of Oakholm Brewery, South Pond with town beach & boat ramp, and just a few miles to the Mass Pike

    Michelle Terry Team eXp Realty

    16 Rice Corner Rd, Brookfield, MA 01506
  • /11

    $449,900

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    6 Cedar Pond Dr, Sturbridge, MA 01566

    UNBEATABLE OPPORTUNITY to purchase DIRECT LAKEFRONT home with detached GARAGE! Comes with dock and boat lift! CEDAR POND -- a full-rec lake, clean for swimming and all water activities! Easy access to Ma Pike and Rt 20 -- Tantasqua School Dist. -- Lovely Little Town to Sturbridge MA 01566!!! Dont miss this opportunity to nab this value-priced home (needs work, but is habitable!) Great back yard

    Mike Dagilis Property Partners Real Estate LLC

    6 Cedar Pond Dr, Sturbridge, MA 01566
  • /39

    $455,000

    • 4 Beds
    • 3 Baths
    • 2,789 Sq Ft

    72 High St, Southbridge, MA 01550

    Welcome to this beautifully remodeled 4-bedroom, 3-bath colonial offering 2,839 sq ft of thoughtfully designed living space. Renovated from the ground up in 2022—including foundation, plumbing, electrical, and heating—this home blends timeless charm with modern comfort. The addition of solar panels adds efficiency to this home!The open floor plan features stylish updates throughout, perfect for

    Jaclyn Smith Coldwell Banker Realty - Worcester

    72 High St, Southbridge, MA 01550
  • /40

    $599,900

    • 5 Beds
    • 1.5 Baths
    • 1,634 Sq Ft

    74 River Rd, Sturbridge, MA 01566

    This Retro-Styled, Cape Cod home sits on almost 20 Acres. However, this Opportunity may appeal more for the Land Options rather than the c.1942, 5 Bedroom, 1 1/2 Bath Home that currently resides on this Wooded, yet Partially Cleared, Lot. Zoning is Special Use, which could mean Anything from Various Residential Uses to a Working Farm, Professional/Medical Offices, Campground, B&B, or an

    Cynthia Sowa Forgit RE/MAX Prof Associates

    74 River Rd, Sturbridge, MA 01566
  • /37

    $439,900

    • 5 Beds
    • 3 Baths
    • 3,100 Sq Ft

    91 Everett St, Southbridge, MA 01550

    Spacious 2-Family Home with Great Potential – Southbridge, MA. Discover the opportunity in this generously sized 2-family home offering over 3,100 sq. ft. of living space on a 9,583 sq. ft. lot. Conveniently located near downtown Southbridge and the town YMCA, this property provides both convenience and versatility. The main unit boasts 4 bedrooms, providing plenty of space for a growing family

    Jessica Ortega eXp Realty

    91 Everett St, Southbridge, MA 01550
  • /19

    $330,000

    • 3 Beds
    • 1.5 Baths
    • 1,490 Sq Ft

    6 Kimball Hill Rd, Holland, MA 01521

    With a strong interest in this home, and sellers already under contract on their new home they are offering an added incentive on this charming home at 6 Kimball Hill Rd, in the peaceful town of Holland. This 3BR/2BA property offers the comfort of small-town living while being just minutes from major routes, making it a great fit for commuters & those seeking a quiet retreat. Step inside and

    Kim Dodge Kim Grant-Dodge

    6 Kimball Hill Rd, Holland, MA 01521
  • /31

    $449,900

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    3 Sunset Ln, Holland, MA 01521

    Holy Cow $40,000 price reduction on 10/1/25. Prime waterfront living awaits on Hamilton Reservoir! This exceptional property offers a rare combination of location, space, and potential at this price point. Situated on a large lot with a private dock, spacious backyard and 60 feet of waterfrontage - rare. Unlike many lakefront homes that are converted cottages with limited infrastructure, this

    Gold Star Team Landmark, REALTORS®

    3 Sunset Ln, Holland, MA 01521
  • /29

    $349,000

    • 3 Beds
    • 1 Bath
    • 1,536 Sq Ft

    20 Glover St, Southbridge, MA 01550

    Welcome to this charming updated home featuring stunning hardwood floors, updated kitchen with granite, 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 air heating, and laundry hookups located in the

    Emily Therrien Winslow Homes LLC

    20 Glover St, Southbridge, MA 01550
  • /11

    $449,995

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    876 Worcester St, Southbridge, MA 01550

    Welcome to your brand-new 3-bedroom, 2.5-bath townhouse—where modern comfort meets thoughtful design! This spacious home features an open-concept first floor perfect for entertaining, with seamless flow between the kitchen, dining, and living areas. There's still time to personalize your dream home by selecting your preferred finishes! Enjoy the convenience of a finished basement for extra living

    Trinity Group Mega Realty Services

    876 Worcester St, Southbridge, MA 01550
  • /36

    $399,989

    • 3 Beds
    • 1.5 Baths
    • 1,670 Sq Ft

    28 Maple St, Southbridge, MA 01550

    Full of charm and natural warmth, this Dutch Colonial is a true gem waiting for its next chapter. The main level features a welcoming foyer with an open staircase, a spacious living room with fireplace, formal dining room, charming country kitchen, sunroom, and a half bath with laundry. Upstairs, the large primary bedroom offers a private sitting area, along with two additional bedrooms, a full

    Kevin Winters The Neighborhood Realty Group

    28 Maple St, Southbridge, MA 01550
  • /7

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,613 Sq Ft

    111 Plimpton St, Southbridge, MA 01550

    Welcome to this beautiful 3 bedroom home, with extra rooms for an extended family, laundry in basement, nice backyard, parking and garage.Might not qualify for FHA,You can make it your way, lots of potential to expand. "sold as is"Easy to show, email me to obtain lockbox code.

    Tobias Ventura Dreamcatcher Investment Group, Inc.

    111 Plimpton 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
  • /25

    $149,900

    • 2 Beds
    • 1.5 Baths
    • 1,124 Sq Ft

    43 Park Ave, Sturbridge, MA 01566

    Welcome to Sturbridge Retirement Co-op— the area's most desirable 55+ communities! This charming and sun-filled 2-bedroom, 1.5-bath mobile home offers easy, low-maintenance living in a peaceful and welcoming neighborhood. Enjoy the convenience of single-level living filled with tons of natural light and thoughtful updates throughout. The home features a brand-new oil tank installed in 2024, and

    James Black Real Broker MA, LLC

    43 Park Ave, Sturbridge, MA 01566
  • /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
  • /42

    $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
  • /13

    $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
  • /15

    $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
  • /16

    $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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