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$669,900
3 Beds ⋅ 2 Baths ⋅ 73565294 MLS
Welcome to this 10-year-young Colonial set on 2.5 private acres in a peaceful, woodsy setting. This well-maintained home features hardwood floors throughout the first floor and brand-new carpeting upstairs. The spacious kitchen offers ample cabinetry, stainless steel appliances, and a large pantry with a custom pantry door. Sliders lead to a large deck overlooking the beautiful private backyard. Upstairs offers three generously sized bedrooms and a full bathroom. The spacious primary bedroom features two large walk-in closets. A second full bathroom is conveniently located on the first floor. The full basement provides approximately 900 square feet of space for storage with potential for a future playroom, home gym, or additional living area. Additional features include a paved driveway, large deck, private setting, and plenty of land to enjoy. Don’t miss this opportunity!

293 Miller Street, Middleboro

Listing courtesy of Listing Agent: Norma Emerson from Listing Office: JLK Realty.
$650,000
6 Beds ⋅ 2 Baths ⋅ 73564640 MLS
If you have ever given more than 5 minutes thought to buying a 2 family with another family member, then this is certainly something you should come walk through. This amazing oversized multi family has been owner occupied for over 60 years and has approx 1400 sq' in each unit along with a walk out basement that could be an ADU. It may have a bit of wallpaper, but it also has the architectural details from the era ~ high ceilings, built-ins, fireplace, arched doorways, maple hardwood floors and original stained glass window. There is one good sized full bath in each unit but there is certainly room to add another if you'd like. The back wing on the first floor would make a great primary suite. Located within walking distance to the schools, Pierce playground, library and downtown restaurants. Stop by on Thursday August 20th between 4 and 6

74 Wareham St, Middleboro

Listing courtesy of Listing Agent: Doyle & Waldron Team from Listing Office: Coldwell Banker Realty - Easton.
$700,000
3 Beds ⋅ 2 Baths ⋅ 73558587 MLS
Turnkey & Completely Updated! This beautifully renovated home features a brand-new roof, all-new energy-efficient windows, and a freshly painted interior throughout. Enjoy total peace of mind with top-tier mechanics, including a new Weil-McLain indirect hot water heater and a whole-house generator to keep you powered during outages. Outdoors, sitting on 3.32 acres you’ll find mature, lush landscaping offering great curb appeal and privacy on a Cul-de-sac. The septic system is fully compliant and Title V/septic certified—ready for a smooth, hassle-free closing. Truly move-in ready with zero work required!

3 Kelly Drive, Middleboro

Listing courtesy of Listing Agent: Gary Pisa from Listing Office: Pisa Real Estate Center.
$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.
$549,000
3 Beds ⋅ 2 Baths ⋅ 73560741 MLS
Welcome Home! This Cape Cod style home offers charm and updates. Natural light floods the first floor, where you'll find a large fully-applianced kitchen, a half bath, dining room and living room, and first floor laundry room with a huge closet. Upstairs two generous bedrooms share a spacious bathroom with an extra large closet. The large yard is an oasis for relaxing and entertaining, with mature trees, large composite deck and patio, room for a garden, and a fully fenced backyard for Fido. Recent updates include the gas furnace and AC condenser installed in 2021, new shed in 2022, and deck in 2023. Conveniently located nearby to public schools, grocery shopping, downtown Middleboro, and Route 495. Affordable municipal gas & electric service, town water and sewer - this home has it all!

37 Acorn St, Middleboro

Listing courtesy of Listing Agent: Jennifer Lamoureux from Listing Office: Moor Realty Group.
$489,900
3 Beds ⋅ 2 Baths ⋅ 73562674 MLS
Welcome to 10 Sumner Avenue, a classic Colonial-style home ideally situated on a quarter-acre lot in one of Middleborough's established neighborhoods. Built in 1900, this 3-bedroom, 1.5-bath residence offers approximately 1,294 square feet of living space, blending timeless character with everyday convenience. Located on a dead end St. this property features a spacious eat in Kitchen, Living room with pellet stove. There is a dog kennel and shed on property. The home is conveniently located just minutes from downtown Middleborough, where you'll find local restaurants, coffee shops, shopping, medical facilities, commuter rail and everyday services. Outdoor enthusiasts will appreciate nearby town parks, playgrounds, athletic fields, walking trails, and recreational facilities, providing year-round opportunities for sports, fitness, and family activities. This home is ready for its next owner to make it their own. Located close to rt. 495. First showings at Open House 8/15 & 8/16 -10:00 am - 11:30 am

10 Sumner Ave, Middleboro

Listing courtesy of Listing Agent: Richard Wertz from Listing Office: Keller Williams Realty.
$835,000
3 Beds ⋅ 3 Baths ⋅ 73562520 MLS
Custom home built in 2020 and packed with upgrades! From the moment you arrive, the inviting farmer’s porch sets the tone for a home that blends modern style, comfort, and functionality. Inside, thoughtful design includes an open concept living room and chefs kitchen with large island. The first floor also offers a large dinning room, laundry room, massive mudroom and half bath. The 2nd floor features 3 bedrooms and 2 full bathrooms including a large primary suite with 2 walk-in closets and full bath. The basement provides great storage or a blank canvas for additional living space. Step outside and discover even more potential—a pool is already in place and ready for you to add your finishing touches and create the ultimate backyard oasis. With newer construction, custom details and a wonderful neighborhood setting, this is a home you won’t want to miss!

25 Cobblestone Ln, Middleboro

Listing courtesy of Listing Agent: Peter Edwards from Listing Office: Hayden Rowe Properties.
$449,900
3 Beds ⋅ 1 Baths ⋅ 73562378 MLS
Welcome to 2 Howland Ct, Middleboro, MA, a charming ranch style home built in 1955. This inviting home, spanning 1112 square feet, whether downsizing or starting out this home is ready for you to move in and begin your next chapter. The home sits on a corner lot of a dead end street with a fenced in yard. The three bedrooms offer comfortable private spaces, each designed to be a personal retreat. The single full bathroom provides convenience and functionality for daily routines. The attached garage provides additional storage. Home features central air conditioning. The home is centrally located so you don't have far to go to reach the highways (routes 44 and 495) T station, town pool, parks, walking trails, are all a short distance away. First showings will be at the open house on Sunday August 16, 11am-12:30pm

2 Howland Ct, Middleboro

Listing courtesy of Listing Agent: Brian Silveira from Listing Office: J.S. Realty.
$849,000
3 Beds ⋅ 2 Baths ⋅ 73562337 MLS
OPEN HOUSES CANCELLED, SELLER ACCEPTED OFFER. This exceptional one-owner home offering nearly 3,000 sq ft of thoughtfully designed living space on 1.4 meticulously maintained & landscaped acres. Set on approx 200 ft of street frontage in an established Middleboro neighborhood, this property offers a private setting while remaining convenient to Rtes 44, 3 & 495. Step inside to a home created for both comfortable everyday living & memorable entertaining. The showpiece is the expansive, open-concept Great Room featuring soaring ceilings, a dramatic 16-ft stone FP & stunning curved balcony overlooking the space below. Beautiful 3/4” hardwood floors flow throughout, adding warmth & timeless character. Unique floating bedroom balconies add architectural interest, while the upscale billiard room provides another inviting space to gather. The finished lower level continues the entertainment theme w/a custom pub—the perfect setting for game days, celebrations or relaxing w/friends. Outside, the property transforms into your own family resort. Spend summer days around the impressive 20x40 inground pool framed by a beautiful stone apron, gather under the 18-ft pavilion or enjoy evenings around the stone fire pit. A 30x40 basketball/sport court adds even more opportunity for recreation right at home. Extensive stone walls & brick pavers surround the property, complementing the mature landscaping & showcasing the attention to detail throughout the grounds. A Hunter irrigation system helps maintain the lush landscape. A 3-car garage offers generous space for vehicles, storage, hobbies & recreational equipment. From the dramatic interior architecture to the resort-style backyard, this home has been carefully designed, maintained & enjoyed by its original owner.

35 Margaret Rd, Middleboro

Listing courtesy of Listing Agent: Selling South of Boston Team from Listing Office: Keller Williams Realty Colonial Partners.
$424,000
2 Beds ⋅ 2 Baths ⋅ 73562116 MLS
Welcome to 21 Sycamore Dr, an immaculate end-unit condo at The Groves in Middleboro offering 1,556 sq. ft. with 2 bedrooms and 1.5 baths. The main level features hardwood floors, great natural light, and an easy flow into the dining area and kitchen. The kitchen includes brand-new appliances and direct access to deck for added outdoor space. Upstairs offers two spacious bedrooms with strong closet space, including a second bedroom with a walk-in closet. The full bath features a double vanity with laundry located within the bathroom. The full basement provides storage with the opportunity to create a space that fits your needs, while the attached garage adds convenience. Features include central air, central vacuum, 200 amp electrical service, newer high-efficiency tankless boiler, plus more. Located in a desirable area near Route 44, highways, shopping, dining, and amenities, this condo offers low-maintenance living.

21 Sycamore Dr Unit 21, Middleboro

Listing courtesy of Listing Agent: Miguel Camara from Listing Office: RE/MAX Real Estate Center.
$749,900
5 Beds ⋅ 3 Baths ⋅ 73561338 MLS
Presenting an exceptional & extremely UNIQUE opportunity at "35 Peirce Street", Middleboro. This majestic & distinguished single-family residence encompassing over 3,000 square feet of living space; stands as an attractive property in great condition(with MANY updates)in an area of similar homes offering a unique blend of historical grandeur and contemporary comfort. Classic side entry(off wrap around porch-slate & wood Flooring)into a separate entry room and then into a stunning grand foyer w/wood flooring, rich crown molding & tucked away sunken 1/2 bath. The kitchen is thoughtfully appointed with stainless steel appliances and features practical counter space & charming butler's pantry designed for both culinary exploration and casual gatherings. The spacious living room provides a welcoming ambiance centered around a fireplace that offers a focal point for relaxation and social interaction complementing the interior's refined spaces. Two staircases(one leading into the kitchen). Potential 3rd floor in-law consisting of two rooms, a full bath & unfinished attic area. The property's exterior, characterized by its American Foursquare and traditional architectural style, includes a private(.67 acre)in-town yard, several patios(slate), screened outbuilding(cabana)and a porch extending the living experience outdoors. With five bedrooms, two full bathrooms, one half bathroom and a two-car detached garage this residence is meticulously prepared for sophisticated living. town water, town sewer, town gas & municipal electric(Middleboro Gas & Electric). Many recent updates: harvey replacement windows, vinyl siding, roof, gutters-downspouts, driveway, garage doors, bulkhead, 200 amp. electric(generator hook-up),(5) mini splits, backyard patio, sprinkler system, gas boiler, kitchen appliances, cabana & fencing. Super convenient commuting location-Close to highways(105, 44, 495 & 24), walking distance to library, bakery, post, coffee shops, playground(pool),other downtown amenities & UNDER 2 miles to the NEW Middleboro commuter rail! To truly appreciate the meticulous craftsmanship and lifestyle potential of this residence we encourage a private showing.

35 Peirce Street, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.
$499,000
3 Beds ⋅ 2 Baths ⋅ 73560748 MLS
Exceptional value! Beautifully renovated two-family home on a desirable corner lot, just a short walk to downtown Middleborough, the MBTA commuter rail, shopping, restaurants, and with convenient highway access. Both units feature brand-new kitchens with stylish white cabinetry, quartz countertops, new flooring, updated bathrooms, and complete new electrical wiring throughout the entire house. Every room in both units is enhanced with modern recessed lighting, creating a bright and inviting living space. Separate utilities make this an ideal owner-occupied or investment property. The oversized lot offers excellent potential for an ADU, garage, or future expansion, subject to buyer verification of local zoning and approvals. Priced below market value for an outstanding opportunity. Offer deadline: 1:00 PM on 8/21/2026; however, the seller reserves the right to accept an offer prior to the deadline.

81 Oak St, Middleboro

Listing courtesy of Listing Agent: Apurva Patel from Listing Office: Bostonville Realty.
$1,195,000
4 Beds ⋅ 4 Baths ⋅ 73560669 MLS
Custom Built Three Year Young Colonial ~ Thoughtfully designed with over 3,000 sq. ft. of living space that gives a feeling of home instantly as you step inside! Boasting sun-drenched living with an open floor plan perfect for entertaining family & friends. Spacious living room with gas fireplace and added built-ins flows beautifully into the heart of the home, the kitchen. Gather around the 9’ center island while the chef of the home prepares a favorite meal. Jenn-Air appliances, quartz counters, and double wall ovens are just a few of the features that make meal times and special occasions a breeze. First-floor primary suite w/walk-in closet, tiled shower, heated floor, and a soaking tub to relax and unwind. Step outside to the expansive deck and take in the natural landscape, with ample room for outdoor entertaining, gardening, and recreation. The second level offers an additional 3 bedrooms and 2 full baths. An extensive list of bonuses includes a 3-car garage, Kohler generator, well water filtration system, 2 heating systems, one for each floor, office/den, first-floor laundry room, plus a walk-up attic and a full walk-out lower level, providing abundant storage and endless possibilities for future expansion. Schedule your private tour to see all this home has to offer.

63 Whitetail Lane, Middleboro

Listing courtesy of Listing Agent: Cesidia Brousseau from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$425,000
2 Beds ⋅ 2 Baths ⋅ 73560115 MLS
Relax in style and comfort at Oak Point. Tucked away on Green Street and complemented by mature landscaping, this desirable Lincoln-style ranch offers high ceilings throughout, 6 spacious rooms, 2 bedrooms, 2 full baths, an attached two-car garage, and a screened-in back porch. Designed for both entertaining and everyday living, this home features over 1,700 square feet of open-concept living space. The kitchen offers a morning room, pantry, and slider to the screened-in porch, while opening seamlessly to the family room. The spacious primary suite is a private retreat featuring two walk-in closets and a luxurious en suite bath complete with a corner soaking tub, separate shower, and double-sink vanity. A generously sized guest bedroom and second full bath provide comfort for visitors. Enjoy all that this premier South Shore 55+ community has to offer, including an indoor and outdoor pool, fitness center, tennis courts, billiards, a vibrant clubhouse, and an array of social activities. Don't let this one get away.

307 Green, Middleboro

Listing courtesy of Listing Agent: Jeannie Cullati from Listing Office: The Firm.
$275,000
5 Beds ⋅ 1 Baths ⋅ 73559538 MLS
Welcome to 3 Pine Tree Drive, Middleborough! Fantastic opportunity for homeowners and investors, including 5 beds and 1 bath. Featuring a functional layout, spacious living areas, and plenty of natural light, this home provides comfort and versatility. Conveniently located near shopping, restaurants, schools, parks, and major highways, you'll enjoy easy access to everything the area has to offer. Whether you're looking for your next home or a great investment opportunity, this property is full of potential.

3 Pine Tree Dr, Middleboro

Listing courtesy of Listing Agent: Linara Galva from Listing Office: Realty One Group Dream Makers.
$439,900
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.
$684,900
3 Beds ⋅ 4 Baths ⋅ 73558828 MLS
Large family home on a cul-de-sac. This home is situated very close to highway, shopping, 15 minutes to waterfront in Plymouth. Newly painted and updated flooring. Large updated kitchen with room for a eat in table. Open to charming family room with pellet stove, large window with window seat.. Formal dining room and living room. Kitchen opens up with sliders to expansive screened in porch. An entertaining home. 3 large bedrooms upstairs with primary and ensuite. The basement boasts an office space and bonus room. There is also a full bath there. The outside has a fenced in yard with outside shower. All appliances will convey with the property. A 3 Bedroom septic will be installed prior to closing.

2 Stonegate Lane, Middleboro

Listing courtesy of Listing Agent: Marybeth Richardson from Listing Office: Uptown REALTORS®, LLC.
$749,900
3 Beds ⋅ 2 Baths ⋅ 73557518 MLS
Presenting an exceptional opportunity at 9 Bridle Path Lane, Middleboro, MA. 2,334 square feet of meticulously maintained living space, poised for immediate occupancy. This single-family home, set on an expansive 305,205-square-foot lot that embodies a refined lifestyle in a serene setting. The residence features Three thoughtfully designed bedrooms, providing ample private accommodations. Complementing these are two full bathrooms, each finished to a high standard, ensuring comfort and convenience for residents and guests alike. Further enhancing the property's functionality is a built-in garage with capacity for two vehicles, offering secure parking and additional storage solutions. New roof, New Gutters, and New Windows. Finished basement with an exterior slider and finished walk out. This inviting home represents a singular opportunity for sophisticated living; we encourage you to schedule a private viewing.

9 Bridle Path Lane, Middleboro

Listing courtesy of Listing Agent: Raoul Jacques from Listing Office: Conway - Lakeville.
$899,000
4 Beds ⋅ 3 Baths ⋅ 73556945 MLS
Experience a perfect balance of modern luxury and energy independence on 4.67 private acres in South Middleborough featuring walking trails and recently cleared grounds. This updated 4-bedroom, 3-bath Colonial is engineered for complete self-reliance with owned Tesla solar panels, a whole-house backup generator, private well water, and city water available at the simple turn of a lever. Enjoy incredible seasonal efficiency with a high-efficiency wood boiler that heats the entire home all winter long, supplemented by a wood cooking stove and pellet stove. Step inside to rich cherry hardwood floors and a bright, open floor plan connecting the island kitchen and cozy living room. The main level conveniently offers a full bath and a bedroom with a walk-in closet—ideal for guests or a home office. Upstairs features two additional bedrooms with walk-in closets, a full bath, a sitting area reading nook, and direct access to flexible unfinished third-floor space ready for future expansion. The primary suite serves as a peaceful retreat featuring soaring vaulted ceilings, a custom-tiled shower, and a private balcony overlooking the lush yard, paver patio, and fire pit. Out back, contractors and hobbyists will love the massive 30x40 detached 2-stall garage with 13-foot ceilings and expansive unfinished space above. Complete with established gardens, producing fruit trees, a greenhouse, and zoned for horses and livestock—this property has it all! Buyer and buyer's agent to verify all listing information.

112 Spruce St, Middleboro

Listing courtesy of Listing Agent: Philip Rebello from Listing Office: Keller Williams South Watuppa.
$420,000
2 Beds ⋅ 2 Baths ⋅ 73556144 MLS ⋅ ['Ashley Place'] BLDG.
Welcome home to one-level living! This rare 2 bedroom ranch style condo offers a truly elevated living experience with absolutely no expense spared. 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 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. This turn-key showplace won't last-schedule your showing today!

151 Ashley Lane Unit 151, Middleboro

Listing courtesy of Listing Agent: Donna Crandall from Listing Office: Busch Realty Group, LLC.
$379,000
3 Beds ⋅ 2 Baths ⋅ 73556084 MLS
Lowest-Priced Home in the Desirable Oak Point 55+ Community! Move right into this bright and inviting Princeton-style home featuring a popular split-bedroom floor plan for added privacy. The spacious primary suite offers two closets and a private bath with a step-in shower. The open living and dining rooms provide an ideal space for everyday living and entertaining, while the kitchen features abundant cabinetry, updated stainless steel appliances, and a sunny morning room. Relax in the screened porch with wood flooring, perfect for morning coffee or evening gatherings. Two additional bedrooms and a full bath offer flexibility for guests, a home office, or hobby space (virtually staged). Built in 2003 and nicely situated on the lot, this home has been thoughtfully updated with a new refrigerator and stove (2026), furnace and central air (2022), roof (2016), and LeafGuard gutters. Additional features include Pergo flooring in the main living areas, vinyl flooring in the kitchen and baths, no wall-to-wall carpeting, and a one-car garage. Enjoy Oak Point’s exceptional resort-style amenities, including three swimming pools, tennis, pickleball, bocce, fitness center, ballroom, library, clubs, and countless social activities. The monthly fee includes lawn care, snow removal, trash pickup, sewer treatment, and access to all community amenities.

408 Green Street, Middleboro

Listing courtesy of Listing Agent: Toni Manning from Listing Office: Conway - Hanover.
$485,000
2 Beds ⋅ 1 Baths ⋅ 73555583 MLS
** Offer Deadline Sunday 8/2 @ 4pm ** If you have been searching for affordability, look no further! Offered below $500,000 and on Middleboro gas and electric, the carrying costs are sure to be the best deal on the South Shore. You can also enjoy peace of mind as a homeowner because many of the big-ticket items have been taken care of recently! The bathroom was redone in 2023, new windows in 2024, kitchen renovation in 2021, central air in 2023, switched from oil to gas in 2018 and installed a new furnace, siding and roof in 2024, replaced and upgraded electric panel in 2018 w/ 200 amp service, and septic was replaced in 2016. You can start packing, call the movers, and settle in to your new home! Enjoy one-level living with the option to expand in the large walkout basement. Set on a 1/2 acre, it is the perfect-sized yard for entertaining and enjoying a summer afternoon! Conveniently located near Rte. 44, this is an ideal location for commuters and anyone looking to enjoy all the South Shore has to offer in a short drive! The minute you enter this adorable ranch-style home, you will see the thoughtful upgrades and renovations made by the seller, as this home showcases pride of ownership throughout!

688 Plymouth St, Middleboro

Listing courtesy of Listing Agent: Moriah Wicker from Listing Office: Keller Williams Realty Colonial Partners.
$799,000
3 Beds ⋅ 2 Baths ⋅ 73555359 MLS
Welcome to 229 Tispaquin! This charming 3-bedroom, 2-bathroom home sits on a beautiful 2.8-acre lot and offers the perfect blend of comfort, space, and versatility. A true highlight of the property is the impressive 40' x 30' detached garage, complete with electricity, vehicle lift, wood stove, and a spacious loft area above, perfect for hobbies, projects, storage, or recreational use.Inside, the spacious kitchen features an oversized center island, gas range, and plenty of cabinet and counter space, making it the perfect gathering spot. Just off the kitchen, the mudroom includes a pellet stove for added warmth and convenience. Enjoy the bright sunroom overlooking the property, or relax in the inviting living room with a fireplace and pellet stove insert.The flexible first-floor bonus room is currently used as an additional bedroom but could also serve as a home office, guest room, playroom, or den. Central air keeps the home comfortable year-round. The partially finished basement offers additional living space, laundry, and plenty of storage.Outside, enjoy the brand-new deck, perfect for relaxing or entertaining, along with an oversized shed for tools, lawn equipment, and outdoor gear. With its expansive lot, incredible garage setup, and thoughtful features throughout, 229 Tispaquin offers space and versatility that are hard to find. Conveniently located near local amenities, shopping, dining, and commuter routes, this is one you won't want to miss!

229 Tispaquin St, Middleboro

Listing courtesy of Listing Agent: Elizabeth Moses from Listing Office: LPT Realty - Home & Key Group.
$519,900
3 Beds ⋅ 2 Baths ⋅ 73553246 MLS
Newly Offered! Welcome home to 18 Chestnut Street in Middleboro, a charming and well-maintained 2–3 bedroom, 1.5-bath Front-to-Back Split offering the perfect blend of comfort, character, and outdoor enjoyment. The heart of the home features an eat-in kitchen with a tiled floor, ceiling fan, and pantry, while the spacious living room showcases a cozy wood-burning fireplace. Throughout the home you'll find hardwood floors and solid oak doors, adding warmth and timeless appeal. Enjoy outdoor living at its finest from the 12' x 12' screened porch with a vaulted ceiling and ceiling fan, leading to a private 20' x 12' deck overlooking a fenced inground pool complete with a pool house featuring electricity and a cold-water sink. The property also includes a barn with chicken coop, perfect for hobby farming, storage and workshop space. Additional features include: Central Air & Vacuum; Full bath with shower stall; Second-floor laundry room (washer & dryer included); Easy access attic for additional storage; Finished lower level with door opening directly to the outside, offering a family room or potential 3rd bedroom, plus a convenient half bath; Municipal Gas & Electric (MG&E). Recent updates: Heat Pump (2023); 200-Amp Electrical Panel (2023); Updated roof and replacement windows, 3-Bedroom Title V Septic System (installed 7/21/2025). This home is conveniently located with quick access to Routes 105, 495, 44, and 28. Close to downtown amenities including the post office, coffee shops, and library, and is less than four miles from the new Middleborough Commuter Rail Station. Don't miss this unique property offering indoor comfort, outdoor entertaining, and exceptional convenience!

18 Chestnut Street, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.
$539,000
2 Beds ⋅ 1 Baths ⋅ 73552234 MLS
Completely renovated and thoughtfully updated, this two-bedroom ranch offers an open, inviting layout perfect for entertaining and relaxing. Wide-plank oak flooring runs throughout the main level, where the spacious living room features a stylish electric fireplace and custom built-in shelving that creates a beautiful focal point. The updated kitchen includes modern appliances and a large center island, ideal for everyday living and entertaining. Both bedrooms are generously sized, and the remodeled full bath features a double vanity. The finished lower level adds a comfortable family room or playroom with an electric fireplace, and walk-out french doors leading to the backyard patio and room for a home gym. Outside, enjoy a cleared, fenced-in backyard with plenty of room to relax or entertain. Additional features include a one-car garage, whole-house water filtration system, updated oil tank, and convenient access to Route 44. Septic is 3 bedroom system offering options to next owner.

45 Cross St, Middleboro

Listing courtesy of Listing Agent: Emmie Flaherty from Listing Office: Keller Williams Realty Colonial Partners.
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 73550874 MLS
Welcome to luxury living at its finest! Nestled on a quiet cul-de-sac in one of Middleboro's most desirable neighborhoods, this thoughtfully designed 4-bed, 2 full & 2 half bath home offers an exceptional blend of elegance, comfort, & entertainment. Every detail has been carefully curated, creating a home that's as functional as it is beautiful. The backyard is your own private retreat, featuring a stunning 5-foot semi-inground saltwater pool surrounded by space to relax, entertain, & create lasting memories. Inside, the possibilities continue with 4 complete levels of living, including a finished 4th-floor media room perfect for movie nights, gaming, or a private retreat. The finished lower level is an entertainer's dream, complete with a bar, lounge area, & the perfect setup for hosting friends or cheering on your favorite sports team. This is more than a home—it's a lifestyle where every space has been designed for gathering, celebrating, & making memories that will last a lifetime.

8 Paddock Cir, Middleboro

Listing courtesy of Listing Agent: Tiffany Weigold from Listing Office: Keller Williams Elite.
$450,000
3 Beds ⋅ 2 Baths ⋅ 73550717 MLS
Welcome to Oak Point, a premier 55+ community offering resort-style living and exceptional amenities. This beautifully maintained 3-bedroom, 2-bath home features a bright, open floor plan designed for comfortable everyday living and effortless entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while the private primary suite offers a relaxing retreat with an en-suite bath and ample closet space. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Enjoy your morning coffee or unwind in the peaceful outdoor space. Residents of Oak Point enjoy access to a clubhouse, fitness center, swimming pools, tennis courts, walking trails, and a full calendar of social activities. Experience low-maintenance living in one of the area's most sought-after active adult communities. Land lease fee, approx $970 mo. covers taxes, lawn care, snow and trash removal and more. First showings at Open House.

307 Blueberry Circle, Middleboro

Listing courtesy of Listing Agent: Jennifer Soderquist from Listing Office: Conway - Mansfield.
$424,000
2 Beds ⋅ 2 Baths ⋅ 73550121 MLS ⋅ ['The Groves At Middleboro Village'] BLDG.
Welcome to 21 Sycamore Dr, an immaculate end-unit condo at The Groves in Middleboro offering 1,556 sq. ft. with 2 bedrooms and 1.5 baths. The main level features hardwood floors, great natural light, and an easy flow into the dining area and kitchen. The kitchen includes brand-new appliances and direct access to deck for added outdoor space. Upstairs offers two spacious bedrooms with strong closet space, including a second bedroom with a walk-in closet. The full bath features a double vanity with laundry located within the bathroom. The full basement provides storage with the opportunity to create a space that fits your needs, while the attached garage adds convenience. Features include central air, central vacuum, 200 amp electrical service, newer high-efficiency tankless boiler, plus more. Located in a desirable area near Route 44, highways, shopping, dining, and amenities, this condo offers low-maintenance living.

21 Sycamore Dr Unit 21, Middleboro

Listing courtesy of Listing Agent: Miguel Camara from Listing Office: RE/MAX Real Estate Center.
$529,900
3 Beds ⋅ 1 Baths ⋅ 73549154 MLS
Welcome to this well-maintained 3-bedroom, 1-bath home offering 1,701 square feet of comfortable living space. Situated on a desirable corner lot, this property features a fully fenced backyard with a rear deck, a dedicated fire pit area perfect for relaxing or entertaining, and a storage shed for added convenience. Enjoy peaceful views of nearby cranberry bogs and a picturesque pond, creating a serene setting right from your own property. Inside, you'll find a functional layout designed for everyday living. Ideally located with easy access to Routes 495, 44, 105, 58, and 24, this home offers both comfort and convenience for commuters. Whether you're a first-time homebuyer, downsizing, or simply looking for a move-in-ready home, this property is one you won't want to miss.

812 Plymouth St, Middleboro

Listing courtesy of Listing Agent: David Silva from Listing Office: RE/MAX River's Edge.
$495,000
73548811 MLS
The subject is currently a vacant land parcel that contains approximately 1.59 acres and is located in the GU (General Use) Zone according to the town of Middleboro and is designated as Map: 79 Lot: 798. The subject is located in an industrial park/cul-de-sac

Abbey Lane, Middleboro

Listing courtesy of Listing Agent: Michael Lefrancois from Listing Office: Regal Commercial Real Estate.

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