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89-91 Hartwell St, Southbridge
$525,000
4 Beds ⋅ 2 Baths ⋅ 73488934 MLS
Don't miss this immaculate two family with spacious units, a double lot, two car garage, and central air! Both units have 3 large bedrooms, cabinet packed kitchens, gleaming hardwood floors, and tons of charm and timeless details. The first floor unit features built ins throughout, pocket doors, and hardwood floors. Upstairs, find an upgraded kitchen, tons of sunlight, and beautiful details. Both units have central air, upgraded systems, and large covered and private porches. The massive attic adds even more potential. Outside, you'll find a functional two car garage with automatic door openers and a nice paved driveway. This home also features a double lot with a shed, mature landscaping, and beautiful private green space. Whether you are planning to owner occupy or add to your portfolio, this impeccably maintained property is a must see!

89-91 Hartwell St, Southbridge

757 Main Street, Southbridge
$525,000
6 Beds ⋅ 4 Baths ⋅ 73452936 MLS
Beautifully renovated historic side-by-side duplex with a detached garage that is already approved by the city for conversion into an ADU, offering excellent potential for additional rental income. Each side of the duplex features a new kitchen, new bathroom, new shingles, all brand-new windows, high-efficiency combined water heater/heating system, new driveway, updated porches, and new flooring throughout. With 6 total bedrooms, this property is perfect for an owner-occupant looking to live in one unit and rent the other, or for an investor seeking a turnkey, ready-to-rent opportunity. Conveniently located within walking distance to UMass Harrington, this home is a rare blend of historic charm, modern updates, and income potential — truly move-in ready!

757 Main Street, Southbridge

723 Main St, Southbridge
$520,000
4 Beds ⋅ 4 Baths ⋅ 73468538 MLS
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 spacious four-bedroom layout with two full baths—one on each floor—ideal for multigenerational living or maximizing rental income potential.Significant capital improvements include a newer roof (2019), a brand-new oversized shed (2025), and a newly installed fence enhancing privacy and functionality. The second-floor unit will be delivered vacant, allowing for immediate occupancy or seamless lease-up at market rents. A true turnkey asset with strong income potential, this property is equally suited as a premium investment or an elegant multi-generational home.

723 Main St, Southbridge

134 Chapin St, Southbridge
$501,000
6 Beds ⋅ 3 Baths ⋅ 73437104 MLS
Welcome to this beautifully maintained two-family Home! Perfect for extended families or savvy investors looking for rental income. Covered decks for outside living - ideal for relaxing and entertaining. Bright living rooms with plenty of light. Detached 2-car garage side-by-side. Separate utilities for each unit- gas heating. Wood floors, tile in the kitchen, and bathrooms.This Home has charm, character, arched doorways and offers a well laid out floor plan. Kitchens with granite counter tops. Each unit spans a full floor. 1 st floor unit -now owner occupied including a small fenced in area - artificial gras- the dogs special place. The trek deck-steps to The side yard every inch used to it fullest potential. Stone patio offers a space for a fire pit, sitting area and your barbeque, adding to the entertainment an above ground pool.

134 Chapin St, Southbridge

37 Oakes Ave, Southbridge
$499,900
7 Beds ⋅ 2 Baths ⋅ 73553152 MLS
Seller Says Sell! 37 Oakes Ave in Southbridge is a fully renovated, vacant two-family offering a rare turnkey opportunity for both owner-occupants and investors. Thoughtfully updated from top to bottom, this property features a new roof, new windows, updated electrical and plumbing, a brand-new boiler and hot water heater for one unit, and beautifully renovated interiors throughout. The first-floor unit offers 3 bedrooms and 1 full bathroom, while the second unit features 4 bedrooms and 1 full bathroom. Both units include in-unit laundry hookups, separate utilities, and are delivered completely vacant, offering immediate flexibility for owner occupancy or rental income. Lead compliance certificates for both units are already in hand for added peace of mind. Ideally located directly across from UMass Memorial Health – Harrington Hospital and just minutes from downtown shops, restaurants, parks, schools, and major commuter routes. With extensive updates already completed and both units ready for occupancy, this is a true turnkey property with excellent income potential in a convenient, high-demand location. Don't miss this opportunity!

37 Oakes Ave, Southbridge

504 Alpine Dr, Southbridge
$499,900
4 Beds ⋅ 2 Baths ⋅ 73415686 MLS
Do you need 4 garages? Do you want privacy? Do you love nature? Do you need lots of space? Do you need a fully finished walk-out basemen? Do you want an open floor plan that is great for entertaining? Do you want a sun room with a hot tub with access to a composite and vinyl wrap around deck? If so, this is the property for you. This property is backed up by 33 acres of Opacum conservation land. First floor bedroom, full bath, dining area kitchen and family room with cathedral ceilings, gas fireplace and access to sun room, hot tub and deck. Second floor has a loft, two additional bedrooms and full bath. Owned solar panels, 5 Mitsubishi mini split indoor heads, gas fireplace, pellet stove in the basement and baseboards, give many affordable heating options. Roof replaced last year on home. Newer Rennai on demand hot water heater, 24kw Generac whole home generator, gas fireplace and gas grill. Three years young electric panel. 3 car garage for all wood shop/storage/car needs.

504 Alpine Dr, Southbridge

50 Fairlawn Ave, Southbridge
$495,000
9 Beds ⋅ 3 Baths ⋅ 73503848 MLS
This Multi family located at 50 Fairlawn Ave, Southbridge, MA 6 cars off street parking and addition yard on the side of the building on a generous 12632 square feet total lot. This property is fully occupied for instant income. The kitchen provides a welcoming space, with cabinets that blend functionality with a touch of the design. The current landlord has heat included in the rent because there is only one heating system in the building. The property is located at the end of a dead end street with no traffic. All the windows on the property are replacement windows. Public records has the proeprty as two bedrooms on each floor however the proeprty is being used as a three bedroom. The property is located on a double lot.

50 Fairlawn Ave, Southbridge

21 Orchard St, Southbridge
$495,000
6 Beds ⋅ 3 Baths ⋅ 73496390 MLS
Stunning and spacious Antique Colonial located in close proximity to Harrington Hospital. This 6 Bedroom home boasts over 3,500 square feet of comfortable living. Timeless period details, blended with modern convenience. From the moment you step inside, the grandness of this home is undeniable. Large rooms, rich wood finishes, elegant moldings, and sun-filled spaces transport you to an era of refinement. Ideal for entertaining loved ones. The kitchen offers stainless steel appliances, quartz counters, butler pantry, and a tray ceiling. Six spacious bedrooms (one located on the 1st floor!) all with an exceptional amount of closet space. Two beautifully updated bathrooms Step outside and enjoy your wrap around porch, above ground pool, and BBQ area designed for unforgettable outdoor entertaining. A home of this caliber—rich in history, lovingly maintained, and ready for its next chapter. Perfect for a large family, multi-generational living, office spaces, or whatever you envision!

21 Orchard St, Southbridge

172 Marcy St, Southbridge
$495,000
4 Beds ⋅ 2 Baths ⋅ 73425071 MLS
Step into this fully renovated two-family home, ideally located on a corner lot in the heart of town. With its charming shake siding accented by green clapboard and a two-car garage, this property stands out with undeniable curb appeal. Inside, the first-floor unit impresses with soaring 10–12 ft ceilings, refinished hardwoods, granite countertops, and central AC/heat—an ideal owner-occupied space. The second-floor unit offers hardwood floors, spacious kitchen and living areas, plus an enclosed porch perfect for morning coffee. A finished attic provides additional bedroom space for Unit 2. Both units feature new vinyl replacement windows. Whether you’re seeking your next investment property or a beautiful home to call your own, this one checks every box!

172 Marcy St, Southbridge

51 Green Ave, Southbridge
$492,450
9 Beds ⋅ 3 Baths ⋅ 73447381 MLS
Attention investors looking for good returns! Here is your opportunity to purchase an excellent income producing 3 family home in Southbridge. All units are leased to well paying tenants. Tenants pay all their own utilities except for trash & water / sewer which is paid by the landlord. Separate gas heat on all floors. Half of the rubber roof was just replaced in the last month. Spacious front porches. There is an owner's meter for the common area electricity. All units are spacious and feature 3 bedrooms. Conveniently located close to downtown Southbridge & many local businesses. The numbers work very well on this one. Shown via confirmed appointment during specific times to minimize disruptions to tenants. Don't let this one pass you by!

51 Green Ave, Southbridge

47 Winter St, Southbridge
$490,000
6 Beds ⋅ 3 Baths ⋅ 73521479 MLS
Offer deadline noon on Tuesday. This wonderful 2 family property offers a great location along with fantastic condition. The lower unit has partially finished basement with a half bath. 3 spacious bedrooms per unit. Beautiful hardwood floors. Updated lighting throughout. Roof, windows, bathrooms and kitchens all updated. The beautiful composite decking and handrails ...No painting necessary. Exterior and interior... freshly painted. Outdoor patio space. Exterior basement access. Paved driveway, off street parking. Inexpensive utilities. Check out the pictures! Property speaks for itself. Seller works from home. Showings weekends only. This is not a flip house! Hurry! This one will not last! Second floor delivered vacant. 1st floor has lease (ask)

47 Winter St, Southbridge

308 South St., Southbridge
$479,900
4 Beds ⋅ 4 Baths ⋅ 73500834 MLS
Spacious and versatile 2-family home set on 2.4 acres, offering incredible potential for both owner-occupants and investors. The first-floor unit features 2 bedrooms and 1.5 bathrooms and is fully handicap accessible with ramp access and an updated accessible bathroom. The second floor offers 2 bedrooms and 1 full bath with an open and expansive layout. Both units are oversized with flexible, open-concept living spaces. The third floor is currently set up as a studio-style “landlord quarters,” offering additional living space or potential for expanded use. Property is currently classified as a two-family. Buyers to perform their own due diligence regarding potential conversion to a 3-family and/or the addition of accessory dwelling units (ADUs) with the town. Situated on a generous 2.4-acre lot with ample parking and room for expansion. Unique opportunity with strong income and future development potential.

308 South St., Southbridge

998 Guelphwood Road, Southbridge
$477,500
4 Beds ⋅ 2 Baths ⋅ 73522512 MLS
Discover a meticulously maintained single-family residence offering 1256 square feet of refined living space. This property presents a unique opportunity to acquire a residence where comfort and convenience are paramount. The living room, a central gathering space, features a vaulted ceiling, creating an expansive and airy atmosphere conducive to both relaxation and entertaining. One of the bathrooms is appointed with a double vanity, providing ample space and functionality for daily routines. The main bedroom skylight introduces natural light and an open ambiance. Sliders off dining area open to a 10x40 Trex deck overlooking park like grounds, tranquil stream, and a dedicated fire pit area offering a focal point for evening gatherings. Experience a true "farm-to-table" living right in your own backyard! Such a peaceful retreat with raspberry bushes, rhubarb, and garden beds abundant with chives, basil, sage and strawberries. Ample space for family, guests and entertaining!

998 Guelphwood Road, Southbridge

15 Twine Hurst Pl, Southbridge
$465,000
9 Beds ⋅ 3 Baths ⋅ 73431924 MLS
Don’t miss this exceptional opportunity to own a well-maintained 3-family property located in the heart of Southbridge! Each spacious unit features 3 bedrooms, offering plenty of living space and strong rental appeal. With large floor plans these units provide a comfortable and inviting atmosphere for tenants or an owner-occupant.This property is perfect for an owner-occupied investor looking to live in one unit while collecting income from the others — or for a seasoned investor seeking excellent cash flow in a growing rental market. All three units are separately metered, and the building has strong rental history. Whether you're just starting your investment portfolio or adding to an existing one, this is a rare find with long-term potential.

15 Twine Hurst Pl, Southbridge

284 N Woodstock Rd, Southbridge
$460,000
2 Beds ⋅ 3 Baths ⋅ 73552548 MLS
Beautifully maintained and thoughtfully updated 2-bedroom, 2.5-bath ranch on a private half-acre lot offering exceptional indoor/outdoor living. The home features an expanded heated kitchen and dining area with approximately 300± sq. ft. of additional space, granite countertops, roll-out cabinet shelves, hardwood floors, and an open layout perfect for everyday living and entertaining. The finished lower level provides additional flexible space with a wet bar, half bath, workshop, laundry area, and abundant storage. Enjoy your backyard oasis with a spacious deck, custom grill island with bar seating, hot tub, above-ground pool, fire pit, storage shed, and beautifully landscaped fenced yard. Major updates include roof (2021), driveway (2021), vinyl siding (2023), 200-amp electrical (2023), central A/C with new ductwork (2024), and new fence (2025). Move-in ready!

284 N Woodstock Rd, Southbridge

227 Marcy St, Southbridge
$460,000
5 Beds ⋅ 2 Baths ⋅ 73509083 MLS
This well-maintained two-family home is located in a highly desirable Southbridge neighborhood and offers a fantastic opportunity for both owner-occupants and investors. Both units will be delivered vacant, providing immediate flexibility.The first-floor unit features 3 spacious bedrooms, while the second-floor unit offers 2 bedrooms. Each unit includes hardwood flooring, with brand-new vinyl flooring as well. The kitchens have been tastefully updated with granite countertops and come fully equipped with appliances.Additional highlights include a generous backyard, off-street parking, a large rear deck perfect for entertaining, and a garage for added convenience.A versatile property with strong rental potential or ideal for multi-generational living—don’t miss this opportunity.

227 Marcy St, Southbridge

69 Ellis Rd, Southbridge
$460,000
3 Beds ⋅ 2 Baths ⋅ 73493599 MLS
Tucked away on the desirable Southbridge/Charlton line, this young Colonial blends modern updates with everyday convenience. Set on a spacious .75-acre lot, the property offers plenty of room for outdoor entertaining, recreation, or future expansion, all while being just minutes from major highways for an easy commute. Inside, a bright open-concept layout connects the main living area to a beautifully renovated kitchen featuring quartz countertops, stainless steel appliances, and ample cabinetry. New vinyl flooring and fresh carpeting add a clean, updated feel throughout. Upstairs, the large primary bedroom includes a walk-in closet, while additional bedrooms offer flexibility for guests, family, or a home office. The unfinished basement provides excellent potential for added living space, a gym, or storage. Move-in ready with valuable updates, this home is a great opportunity in a convenient location. Schedule your showing today!

69 Ellis Rd, Southbridge

60-62 Guelphwood Rd, Southbridge
$460,000
6 Beds ⋅ 2 Baths ⋅ 73378938 MLS
Back on Market due to buyer’s financing. Wonderful opportunity for both investors and first-time homebuyers! This spacious two-family home features up/down units, each offering a well-designed floor plan that maximizes space and comfort. Both units complete with three bedrooms, full bath and in unit laundry. Additionally, the property includes a detached two-bay garage and plenty of off street parking for both units! Exterior just painted! Spacious backyard just in time for those summer BBQ’s! This home presents a fantastic opportunity for investors and or the option to reside in one unit and rent out the other. Wonderful area and in close proximity to the Charlton Street School, shopping and much more.

60-62 Guelphwood Rd, Southbridge

14 Servant Way, Southbridge
$459,000
3 Beds ⋅ 2 Baths ⋅ 73507175 MLS
~*~ WELCOME SUMMER!" ~*~ Time to Check out this Well-Maintained RANCH on a small Cul-de-Sac!!.. The Private Main BR w/Full Bath & California Walk-in Closet are on the Right Side ~ Living Room & Kitchen are Center & the other 2 BRs w/Full Bath are on the Left ... The Main BR & Remodeled Bath are Handicap Accessible with Wide Door Ways and a Roll-in Shower ! ~*~ The Custom Oak "Farmhouse" Door adds an Elevated touch!...This House has been Gently used over the Years... About 1,300+/- SF of Comfortable Living Space with an Open Layout!. PLUS a Gas Fireplace ~ Central Air & Clean "Energy Efficient" Propane Heat !! . Lots of Natural Light! . ~ The Basement - 1300 +/- SF of Unfinished area has Potential for a Family Room, Home Office, or Game Room!!..~ Great Lawn Space ~ Composite Deck & Newer Shed... This Property includes Off-Street Parking and a Convenient Location to RT 84 & Sturbridge.. ~*~ "Bonus Features" A whole house Generator Installed in 2020 - $10K & New Siding in 2022!!

14 Servant Way, Southbridge

406 Lebanon Hill Road, Southbridge
$455,000
4 Beds ⋅ 3 Baths ⋅ 73465943 MLS
Located in a desirable and sought after area of Southbridge, this renovated 4 bedroom and 2.5 bath home offers lots of options for your personal lifestyle. Close to everything, but far from ordinary, this beautiful home features a back yard with a fenced area, perfect for many uses and to enjoy nature from the open space. The extended deck features a covered section for those inclement weather days. The recently added stairs provide immediate access to the parking area, backyard and garage. The 2 car garage under provides direct access into the home. The covered front porch provides welcoming appeal, past a nicely landscaped area,with stairs from the driveway parking for your guest. Anderson Windows; updated kitchen with granite counters offers a new range and microwave; baths have many updatd features. Plan your evenings in front of the gas fireplace on winter evenings, the perfect end to a sometimes long day! Easy access to major highways make this an easy commute.

406 Lebanon Hill Road, Southbridge

352 Durfee St, Southbridge
$450,000
3 Beds ⋅ 1 Baths ⋅ 73525765 MLS
100% owned solar, virtually no electric bill. Sunlight pours through soaring vaulted ceilings, filling this warm & inviting home with an airy, open feel from the moment you step inside! Designed for both everyday comfort & effortless entertaining, the open-concept layout seamlessly connects the living room, dining area & kitchen, all accented by hardwood flooring & an abundance of natural light. Generously sized bedrooms offer comfortable retreats w/ ample closet space, while the finished lower level adds versatile bonus space ready for your vision, and a storage room rough plumbed for a full bath. Outdoor living shines w/ a spacious wood deck, patio w/ firepit & relaxing Bullfrog hot tub, ideal for entertaining or unwinding at home! Add'l highlights include a 2-car garage, owned solar , Harman pellet stove, Bluetooth garage door opener, smart water heater & smart thermostats. Peacefully set abutting conservation land near Southbridge Reservoir #2,

352 Durfee St, Southbridge

53 Laurel Hill Rd, Southbridge
$450,000
3 Beds ⋅ 2 Baths ⋅ 73499473 MLS
Step into this beautifully updated 3-bedroom home, perfectly situated on a quiet cul-de-sac and designed for comfort and style. Out back awaits a fully fenced backyard designed for gatherings. Enjoy the spacious deck, relax under the newer gazebo, or make a splash in the oversized above-ground pool, complete with a wood-composite deck surround. Inside, enjoy an open layout with a vaulted family/dining area, warm wood accents, and abundant natural light overlooking the yard. The finished walk-out lower level adds flexible space for a game room, gym, or guests. Car enthusiasts and hobbyists will love the standout 2-car garage with a loft above, ideal for a workshop, studio, or hangout. Recent upgrades include fresh interior paint, a new granite kitchen countertop and backsplash, updated bathrooms, and improved finishes throughout. The basement features new vinyl flooring, while the pool has a newer sand filter and pump. The loft above the garage also been recently updated.

53 Laurel Hill Rd, Southbridge

82 Prince Rd, Southbridge
$450,000
3 Beds ⋅ 3 Baths ⋅ 73477831 MLS
Beautifully updated Cape home with attached 2 car garage. With over an acre of land, this home sits on the Southbridge/Charlton line. This home has a front and back deck (2 tiered) with an above ground pool and lots of additional yard space! Bright kitchen with brand new appliances opens to dining room for easy entertaining. Deck off the front of the house accessible from dinng and living rooms. Large mudroom off garage perfect for storage! First floor bedroom has an enclosed screen porch attached. Two bedrooms upstairs have their own bathroom. Large dormered bonus room off master bedroom, perfect for additional TV room, play room, etc. New flooring and paint throughout. Nothing to do but move in. Room for expansion in basement if more room was desired. Title 5 passed. Quiet dead end street off Dresser Hill Road. This house is pristine!

82 Prince Rd, Southbridge

28 Servant Way, Southbridge
$450,000
3 Beds ⋅ 3 Baths ⋅ 73438006 MLS
Click on the virtual tour and enjoy the beautiful drone footage of this home and neighborhood. Spacious home that is perfect for entertaining for the holidays. Great neighborhood on a cul de sac,in the country, yet minutes to major roads. The home has been meticulously maintained. Sellers just finished putting in a new driveway. The kitchen has plenty of space and includes all appliances including the gas stove. Use the kitchen for eating in or use the nearby dining. Spread out in the open living room or snuggle up near the gas fireplace in the family room. Need a first floor bedroom?? Turn the second living room into one. Enjoy the ease of doing laundry in the first-floor half bath. You will love all the closet space throughout the house. The main bedroom has two large closets and a full main bath. Two additional good sized bedrooms and another full bath finish off the upstairs. The back yard is level with a nice deck and patio area right off the kitchen.

28 Servant Way, Southbridge

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