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$550,000
3 Beds ⋅ 2 Baths ⋅ 73575720 MLS
Charming 1847 Farmhouse with Character, Privacy & Modern Comfort. Step into a piece of history with this renovated home with the craftsmanship of its era. Set on an expansive lot that comes to a point between Plymouth Street and Everett Street, the property offers a rare combination of privacy and natural beauty. The original architectural details complement the home's modern conveniences, including wide pine floors, high ceilings, exposed wood beams, (original to the house), decorative moldings, and built-in cabinetry. A double-sided fireplace between the living and dining room creates a warm and inviting atmosphere perfect for relaxing or entertaining. Just beyond, the large kitchen serves as the heart of the home. Exposed original beams, a generous center island, and a comfortable eat-in area blend old-world farmhouse charm with modern functionality. The adjacent laundry room adds convenience and practicality. A thoughtfully designed family room addition expands the home's living space and is filled with natural light, providing the perfect setting for everyday living, gatherings, or quiet relaxation. The main level offers two bedrooms and a bathroom, while the second-floor bedroom suite includes a private bath and kitchenette, creating a wonderful opportunity for guests or those seeking additional privacy and independence. Tall ceilings and skylights bring an abundance of natural light to the upper level. Additional highlights include a newer roof, newer furnace and water heater. This home has been lovingly cared for by the current owners for nearly 20 years; this special property is ready to begin its next chapter. Middleboro is an agricultural town surrounded by horse farms, and plenty of peace and tranquility!

294 Plymouth St, Middleboro

Listing courtesy of Listing Agent: Landry & Co. Realty Group from Listing Office: REMAX Executive Realty.
$399,900
2 Beds ⋅ 2 Baths ⋅ 73575395 MLS
NEW PRICE on this rare 2 bedroom single level condo! The main level displays hardwood floors, an elegant Italian tile foyer, Hunter Douglas window treatments & designer light fixtures. The kitchen is smartly designed with custom cabinetry, granite countertops and updated appliances. The light-filled dining area flows into a spacious living room with sky lights, a gas fireplace and a new Anderson slider. Step out onto your private deck outfitted with custom blinds for ultimate privacy overlooking a beautifully landscaped stone patio oasis and rock garden. Two generous bedrooms reside on the main floor with a full-size en-suite bathroom. There is also a 2nd bathroom on the main level. Downstairs, the finished basement expands your living space with 2 large, versatile rooms perfect for a home office, media room or guest quarters.

151 Ashley Lane Unit 151, Middleboro

Listing courtesy of Listing Agent: Donna Crandall from Listing Office: Busch Realty Group, LLC.
$599,900
3 Beds ⋅ 1 Baths ⋅ 73573809 MLS
Set back off Old Center St on 2.72 wooded acres, this raised ranch offers exceptional outdoor living. A deck and patio combination is ideal for hosting, and the in-ground pool makes every summer feel like a staycation. Inside, hardwood floors run through the entire first floor. The living room features a vaulted ceiling that adds an open, airy feel, The kitchen offers granite counters with stainless appliances. A standout feature is the bonus room just off the kitchen, a flexible space perfect as a formal dining room or sitting room, complete with a pellet stove for added warmth and charm. Three bedrooms complete the main floor, including a primary room with its own vaulted ceiling. Downstairs, a fully finished family room provides additional living space for any lifestyle. The paved driveway accommodates 8+ vehicles Built in 2002, the major systems still have plenty of life remaining. Schedule a showing and experience everything this home has to offer!

15 Old Center St, Middleboro

Listing courtesy of Listing Agent: Cassandra Wadden from Listing Office: Keller Williams Realty Colonial Partners.
$269,900
1 Beds ⋅ 1 Baths ⋅ 73573114 MLS ⋅ ['38-40 School Street Condominium'] BLDG.
Welcome to Downtown Living offering a beautiful blend of Historic Charm and Modern conveniences of nearby Restaurants, Shopping, Repair shops, Clubs, Churches, Salons etc. This 7 Unit condo complex is Owner Occupied and Renovated just 3 Years ago. The interior is Bright with Tasteful Updates to all rooms, The Extra Laundry/ Pantry Space is a real Plus to the Kitchen area. The Kitchen offers stainless appliances and Granite tops for a modern culinary Look. The Full Bath is Clean, Bright w/ a Granite top Vanity. A smaller area just off Kitchen can be used as Walk-in Closet/ or Office area w/ outside egress.. This 1st Floor- Garden Style Unit has a Beautiful Covered Welcome Porch to Enjoy Peace and Relaxation. The Condo has assigned Parking. Easy access to Rts 44 & 105,and18/28 and Near by T Station . A Great Starter Home OR Just a wonderful opportunity for the Downsizer! Don't Pay Rent, when you can Own this lovely Gem!

38-40 School St Unit 40-2, Middleboro

Listing courtesy of Listing Agent: Karen M. Pettenati from Listing Office: Fathom Realty MA.
$569,900
3 Beds ⋅ 1 Baths ⋅ 73572436 MLS
Step into something truly special at Woods Pond...a charming A-frame retreat with storybook character, chalet-inspired details and a rare waterfront setting. Even the name on the front of the home has a story: “Asnemscussett,” the historic Native American name for Woods Pond, believed to reference the brook flowing over small stones. Surrounded by mature trees on a double lot, this distinctive year-round home offers water views from all three levels and direct access to the lake, with 125 feet of waterfront. The main level welcomes you with open-concept living, dining & kitchen area, featuring gas cooking and a floor-to-ceiling fieldstone wood-burning fireplace that anchors the space. A first-floor bedroom adds flexibility for guests or one-level living. Upstairs, two additional rooms each enjoy their own private balcony, creating peaceful spots to take in the wooded surroundings & water views. The finished lower level adds even more living space with a comfortable family room featuring custom built-in cabinetry & a cozy wood stove. A spacious laundry & storage area provides excellent functionality, while walk-out access leads to a stone patio overlooking the water. From there, outdoor stairs lead down to the lake, making it easy to launch a kayak or canoe to enjoy life on the water. A large shed & carport provide valuable storage, while the convenient location offers easy access to major highways and the commuter rail. Whether you're looking for a year-round home, weekend escape or possible rental income, this one-of-a-kind Woods Pond property invites you to slow down, settle in & enjoy the view. (photos with furniture are virtually staged to provide inspiration)

9 Lakeview Ter., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.
$599,900
3 Beds ⋅ 2 Baths ⋅ 73572145 MLS
Discover a home where comfort meets classic charm. This attractive single-family residence spans 1421 square feet and is presented in great condition, offering an immediate sense of welcome. The heart of this home is its kitchen, designed for both culinary exploration and everyday living. It features sleek stainless steel appliances, providing a modern touch to a timeless space. With three well-proportioned bedrooms and one full bathroom, alongside a convenient half bathroom, this residence accommodates a variety of lifestyles. The exterior, a harmonious blend of Cape Cod and bungalow architectural styles, exudes curb appeal and promises a relaxed living experience. Further enhancing the property's functionality is a full basement, offering additional space for storage or future customization. This is an exceptional opportunity to embrace a lifestyle of ease and comfort in a thoughtfully designed home. Close to shopping and highway. Come take a peak.

22 Starrett Ave, Middleboro

Listing courtesy of Listing Agent: MaryAnn Dempsey from Listing Office: Lamacchia Realty, Inc..
$350,000
2 Beds ⋅ 2 Baths ⋅ 73569910 MLS
Welcome to Edgeway Estates, a pet-friendly, resident-owned 55+ community offering comfortable, single-level living in a desirable Middleboro location close to shopping, the train & major highways. Step inside to a bright, open floor plan featuring new luxury plank laminate flooring throughout. The spacious living room is highlighted by a gas fireplace & flows seamlessly into an additional living area, offering flexible space for a formal dining room, den or gathering area. The fully applianced kitchen features a new stainless-steel refrigerator & a convenient breakfast nook. An enclosed 3-season sunroom extends the living space & offers double sliders plus front-door access, creating a separate entryway. The second bedroom offers a built-in desk area & double closets. A separate mudroom provides exterior access & houses the furnace, water heater, laundry & trash compactor. Outside, enjoy a level lot, double driveway, brand-new 11x12 composite deck & brand-new 8x16 shed for additional storage. Roof replaced in 2025 with new skylights. Water heater 2023. The low monthly fee of $440 includes property taxes, water, sewer, trash removal & street snow removal. Cash or mobile home financing only; this home will not qualify for conventional financing. Photos with furniture are virtually staged to give inspiration.

29 Lyn Ln., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.
$350,000
2 Beds ⋅ 2 Baths ⋅ 73569909 MLS
Welcome to Edgeway Estates, a pet-friendly, resident-owned 55+ community offering comfortable, single-level living in a desirable Middleboro location close to shopping, the train & major highways. Step inside to a bright, open floor plan featuring new luxury plank laminate flooring throughout. The spacious living room is highlighted by a gas fireplace & flows seamlessly into an additional living area, offering flexible space for a formal dining room, den or gathering area. The fully applianced kitchen features a new stainless-steel refrigerator & a convenient breakfast nook. An enclosed 3-season sunroom extends the living space & offers double sliders plus front-door access, creating a separate entryway. The second bedroom offers a built-in desk area & double closets. A separate mudroom provides exterior access & houses the furnace, water heater, laundry & trash compactor. Outside, enjoy a level lot, double driveway, brand-new 11x12 composite deck & brand-new 8x16 shed for additional storage. Roof replaced in 2025 with new skylights. Water heater 2023. The low monthly fee of $440 includes property taxes, water, sewer, trash removal & street snow removal. Cash or mobile home financing only; this home will not qualify for conventional financing. Photos with furniture are virtually staged to give inspiration.

29 Lyn Ln., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.
$437,500
2 Beds ⋅ 2 Baths ⋅ 73568487 MLS ⋅ ['The Groves'] BLDG.
Welcome to easy townhouse living at The Groves in Middleboro! This inviting home offers a bright, open layout with laminate flooring and comfortable living spaces designed for everyday living and entertaining. The spacious kitchen features abundant cabinetry, stainless steel appliances, gas cooking, and a breakfast bar overlooking the living area. Upstairs, generously sized bedrooms offer plenty of flexibility, including a spacious primary bedroom. Enjoy the convenience of gas heat, central air, an attached garage, and a full basement providing excellent storage and additional possibilities. Step outside to a private deck overlooking a nicely maintained green space—perfect for relaxing or dining outdoors. With a welcoming front porch, attractive landscaping, and a convenient location close to shopping, dining, commuter routes, and area amenities, this well-kept townhouse is ready to welcome you home.

7 Sycamore Dr Unit 7, Middleboro

Listing courtesy of Listing Agent: James OBrien from Listing Office: Keller Williams Realty.
$499,900
3 Beds ⋅ 1 Baths ⋅ 73568219 MLS
Welcome to the West Side. Adorable ranch on a quiet side street close to town, major highways and the MBTA Station. Nice ranch as a starter home or a home to downsize into boasts an eat-in kitchen, fireplaced living room, 3 bedrooms, a bath and a bonus room off the back of the kitchen. Hardwood under the carpeted living room. Roof is 2 years young and furnace and A/C was replaced in 2013. Maintenance free vinyl siding and town utilities. Come see this wonderful home and all it has to offer. No swhowings until OH 8/29 11-1 pm.

1 Vincent St, Middleboro

Listing courtesy of Listing Agent: Rick Leo from Listing Office: Goodwin Realty Group, LLC.
$615,000
7 Beds ⋅ 2 Baths ⋅ 73567133 MLS
Well-maintained two-family in the heart of Middleboro offering strong rental income and major updates throughout. Second floor is vacant and ready for owner occupancy, first floor TAW. Each unit features 3 bedrooms, 1 full bath, an eat-in kitchen, and spacious living room. Many big-ticket improvements completed in 2022 including new electrical, all new plumbing, new roof, new siding, rebuilt exterior porches, new gutters, motion-detection lighting in common areas, new furnace for Unit 1, and new exterior doors. Full basement includes coin-op washer & dryer or separate washer/dryer hookups for each unit. Great opportunity for investors or owner-occupants seeking income potential in a convenient in-town location.

65 Oak Street, Middleboro

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.
$215,000
73563384 MLS
Excellent opportunity to own 0.70 acres of General Use-zoned land in a prime Middleboro location. With Middleboro continuing to grow and benefit from major investment and improved commuter access, including the new MBTA station, this property offers exciting potential for investors, developers, or end users. Conveniently located near major routes, local amenities, shopping, dining, and transportation, this versatile parcel is positioned in an area experiencing continued growth. Bring your vision and explore the possibilities at 50 Cambridge Street! Buyer and buyer’s agent to perform all due diligence regarding zoning, permitting, utilities, and potential uses.

50 Cambridge St, Middleboro

Listing courtesy of Listing Agent: Kade Phillips from Listing Office: RE/MAX Legacy.
$425,000
2 Beds ⋅ 1 Baths ⋅ 73559110 MLS
Welcome to peaceful one-level living at 40 Lake Shore Dr! This charming 2-bedroom, 1-bath home is privately situated on nearly half an acre with picturesque views of Savery Pond. Whether you’re a first-time buyer, looking to downsize, or searching for a quiet retreat, this property offers the perfect blend of privacy, tranquility and convenience. A 2-car detached garage provides plenty of space for vehicles, storage, hobbies or a workshop. Additional highlights include a brand-new hot water tank, forced hot air heating system, and a 3-bedroom septic design offering future potential. With forced hot air already in place, simply add an A/C condenser for central air. Enjoy beautiful water views and a peaceful setting while still being close to all that Middleboro has to offer. Don’t miss this opportunity!

40 Lake Shore Dr, Middleboro

Listing courtesy of Listing Agent: Chelsea McLaughlin from Listing Office: RE/MAX Legacy.
$399,900
2 Beds ⋅ 2 Baths ⋅ 73556144 MLS ⋅ ['Ashley Place'] BLDG.
NEW PRICE on this rare 2- bedroom single level condo! The main level displays hardwood floors, an elegant Italian tile foyer, Hunter Douglas window treatments & designer light fixtures. The kitchen is smartly designed with custom cabinetry, granite countertops and updated appliances. The light-filled dining area flows into a spacious living room with sky lights, a gas fireplace and a new Anderson slider. Step out onto your private deck outfitted with custom blinds for ultimate privacy overlooking a beautifully landscaped stone patio oasis and rock garden. Two generous bedrooms reside on the main floor with a full-size en-suite bathroom. There is also a 2nd bathroom on the main level. Downstairs, the finished basement expands your living space with 2 large, versatile rooms perfect for a home office, media room or guest quarters.

151 Ashley Lane Unit 151, Middleboro

Listing courtesy of Listing Agent: Donna Crandall from Listing Office: Busch Realty Group, LLC.
$249,900
2 Beds ⋅ 1 Baths ⋅ 73548212 MLS ⋅ ["Wood's Pond Condo"] BLDG.
Are you looking for a seasonal cottage/condo {4/15-10/15} to spend the rest of the summer in? This 2-bedroom condo could be yours. It's nestled in the woods on Woods Pond. It has cathedral ceiling, giving it an open feeling. There have been many updates, including central A/C, heat, plus on-demand hot water and roofing. Just unpack and move right in. Most furnishings are included and sold as is. There is extra parking for guests. This complex of homes has a private beach, picnic area a play area for the kids. They schedule events for the kids and adults. It's a real community of people. Middleboro has plenty of shopping and a commuter rail plus it's minutes to Route 495.

16 Kings Way Unit 22, Middleboro

Listing courtesy of Listing Agent: Arlene Hanafin from Listing Office: RE/MAX Real Estate Center.
$699,900
3 Beds ⋅ 3 Baths ⋅ 73546901 MLS
Tucked away at the end of a quiet dead-end street, this brand-new Colonial sits on a desirable corner lot, offering privacy and a peaceful setting. This beautiful home features 3 bedrooms and 2.5 baths, including a spacious primary suite with a private bath and two walk-in closets. The main level offers a generously sized living room and a stunning kitchen with white cabinetry, black hardware, granite countertops, and a center island. The dining area opens through sliding glass doors to a private back deck overlooking the backyard. You'll also find a half bath, a walk-in laundry room, and a versatile bonus room perfect for a home office, playroom, or formal dining room. The full walkout basement offers endless possibilities for future living space, storage, or a home gym. Enjoy modern finishes, a functional layout, and all the benefits of brand-new construction in this beautiful move-in-ready home.

5 Sand Street, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.
$599,999
4 Beds ⋅ 3 Baths ⋅ 73546235 MLS
Renovated Colonial in great condition offering 4 bedrooms, 3 full baths, and 2,693 sq ft of living space on a corner lot near downtown Middleboro. The main level features hardwood and tile flooring, a spacious living room with fireplace, dining area, first-floor laundry, and an impressive remodeled kitchen with granite countertops, kitchen island, pantry, gas range, and recessed lighting. The first-floor primary suite includes a full bath with double vanity and exterior balcony access. Upstairs offers three additional bedrooms and two full baths. Major updates include a roof approximately 1 year old, vinyl siding, town water, 200 amp electric, PVC plumbing, furnace and tankless water heater both under 5 years old, and a septic system approximately 5–6 years old that was pumped last year. Recently paved driveway, detached garage, central air, vinyl deck, and backyard space complete the package. A move-in ready home with modern updates, generous space, and New England character.

73 Wareham St, Middleboro

Listing courtesy of Listing Agent: The TrustPoint Group from Listing Office: eXp Realty LLC - Corporate Office.
$825,000
3 Beds ⋅ 3 Baths ⋅ 73510247 MLS
Opportunity knocks with this stunning 2,072 sq. ft. new construction home, perfectly positioned for commuters with quick access to Routes 44 and 495. Now taking shape with high-end interior finishes installed, this bright and open layout is designed for effortless modern living. Warm hardwood floors flow throughout the main living areas, anchored by a cozy living room featuring a gas fireplace. The heart of the home is the chef's kitchen, highlighted by crisp white shaker cabinetry, modern black hardware, quartz countertops and backsplash, and an expansive center island with contemporary pendant lighting. The kitchen seamlessly connects to the formal dining area and a comfortable family room. Sliding glass doors lead out to a rear wood deck with steps down to the backyard—ideal for outdoor entertaining—while the front exterior features a durable, low-maintenance composite porch. A half-bath with integrated laundry completes the convenient main level layout. Upstairs features three generous bedrooms—including two with spacious walk-in closets—and a luxurious bathroom complete with a custom tile walk-in shower with a mosaic floor and bench seating. Need room to grow? The walkout basement offers a massive footprint ready for future expansion. Construction is progressing fast, but the finish line is near!

49 Thompson St, Middleboro

Listing courtesy of Listing Agent: Pamela Coletti from Listing Office: Keller Williams Realty Colonial Partners.
$390,999
3 Beds ⋅ 1 Baths ⋅ 73485743 MLS
PRICE REDUCED-Don't miss this opportunity!Charming 3-bedroom Colonial featuring a welcoming covered front porch and a private, spacious back patio—perfect for relaxing or entertaining. Town water, sewer, gas, and municipal electric. Off-street parking with shared driveway easement. “Cedar Impression” siding and recently updated roof. Handicap accessible: back ramp, under-counter wheelchair access, wide doorways, and a luxurious walk-in first-floor shower. Freshly painted interiors, cozy master bedroom, and a bright eat-in kitchen with new appliances. The living room is airy and inviting, complete with, central air, plastered walls with full insulation, upgraded electric, new vinyl windows, and updated bath and kitchen. First-floor laundry and bath provide ultimate convenience.Ideally located near schools, library, restaurants, shops, playgrounds, and commuter-friendly paths.SOLD AS IS

17 School St, Middleboro

Listing courtesy of Listing Agent: Thony Monevil from Listing Office: RE/MAX Impact.
$749,900
73345699 MLS
Endless possibilities. 12 Acre parcel located right of Rt 18 in Middleboro. Tons of opportunities in the zoning, or just put one home on a massive estate. Inquire today for a site walk.

194 Bedford St, Middleboro

Listing courtesy of Listing Agent: Matthew Andrade from Listing Office: Equity Management Realty, LLC.

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