Middleboro MA 4 Bedroom Real Estate, Homes, Condos for Sale

PRIDE OF OWNERSHIP shows in this four-bedroom Colonial set on a private, wooded lot offering a peaceful rural setting while still being conveniently close to everyday amenities. Located just 10 minutes from the commuter train to Boston, this home offers the best of both worlds—privacy and convenience. The inviting kitchen features granite countertops and includes all appliances, with a wonderful enclosed porch just off the kitchen and dining area extending your living space through the seasons. The formal dining room and living room feature beautiful hardwood floors, with bay window in living room. A comfortable family room offers a Vermont Castings wood stove, providing a cozy gathering space and an excellent additional source of heat. A full bath is conveniently located on each level. The partially finished basement features an Owens Corning wall system, additional living or hobby space, and a dedicated work area. An attached garage adds everyday convenience and storage. Outside, enjoy the privacy of the wooded setting, along with a spacious patio and fire pit—ideal for entertaining, relaxing, and enjoying the peaceful surroundings. With a five-year-old roof and furnace, this well cared for Colonial offers plenty of space, character, and practical features in a desirable Middleborough location. Brand new 4 bedroom septic being installed.

29 Purchase St., Middleboro

$429,900

4 Beds ⋅ 2 Baths ⋅ 73588069 MLS

Close to downtown Middleboro, this four-bedroom home has local shops and restaurants within a short distance of home. The first floor features an open living area that connects to the kitchen, plus a separate dining room for everyday meals or gatherings with friends. A first-floor bedroom offers lots of options, currently used as the primary bedroom but perfect for a guest room or home office, with a full bath nearby. Upstairs are three generous-sized bedrooms and a second full bath. Improvements include updated flooring and carpeting, plus bathroom updates. The stove, refrigerator, washer, and dryer were purchased in 2022. A new water heater was installed in 2025. Outside, the fenced yard offers space for pets, play, or sitting outside and enjoying fresh air; the fencing was added in 2023. Four off-street parking spaces, gas heat, and town water and sewer add to the convenience. With four bedrooms, two full baths, and a central location, 13 Clifford Street has a lot to offer!

13 Clifford St, Middleboro

$619,900

4 Beds ⋅ 2 Baths ⋅ 73586014 MLS

Welcome Home to this wonderfully maintained multi level style Raised Ranch on a picturesque retreat lot set on over 4 acres! With NEW vinyl siding, flooring, paint throughout, windows, front steps, central AC, Fenced Yard (all less than 6 years old), metal roof, and heating system (less than 10 years old) this home is a MUST SEE! Whether you are looking for a growing family, a possible ADU, or a home for your horses, gardens, and other farm animals you will be sure to enjoy the space and privacy this home has to offer. Open Concept eat-in kitchen & living room with a cathedral ceiling,steps directly out to your 3 season sun room where you will undoubtably spend countless hours relaxing and enjoying all the changes of the seasons. Direct access onto your deck makes the convenience of backyard grilling at your fingertips. All of this plus 3 bedrooms and a full bath can be found on the main level. Walk out lower level lies host to a potential master suite/teen suite or private guest quarters. Laundry walk in closet and plenty of storage space completes the lower level! BOOK YOUR PRIVATE SHOWING TODAY!

49 Benson St, Middleboro

$725,000

4 Beds ⋅ 3 Baths ⋅ 73583599 MLS

OPEN HOUSE CANCELED!! Welcome Home To 4 Look Out Circle! Set at the end of a peaceful cul-de-sac in a sought-after neighborhood, this exceptional 4-bedroom, 3-full-bath Colonial offers refined living on 2.14 beautifully maintained acres. A stunning professionally landscaped yard creates an inviting backdrop, while the spacious Trex deck provides the perfect setting for outdoor entertaining and enjoying the private backyard.Inside, timeless elegance meets thoughtful updates throughout. The updated kitchen showcases an expanded island, quartz countertops, stainless steel appliances, gas cooking with hood vent, stylish backsplash, crown molding, and a pantry with custom shelving, seamlessly flowing through to the formal dining room and living room, currently being used as an office. Hardwood flooring throughout adds warmth and sophistication, while the family room impresses with cathedral ceilings and a gas fireplace.The gracious primary suite features soaring cathedral ceilings, a spacious walk-in closet with custom shelving, and a private full bath with double vanity. A Pella slider off the kitchen opens directly to the expansive deck, bringing indoor and outdoor living together beautifully.Additional highlights include a first-floor laundry with custom cabinetry and counters, natural gas heating and cooking, an attached two-car garage, and a walk-out basement offering exciting potential for future expansion. Thoughtfully designed, beautifully appointed, and ideally positioned, this exceptional property offers the space, privacy, and elevated lifestyle your family has been waiting for!

4 Look Out Circle, Middleboro

$839,000

4 Beds ⋅ 4 Baths ⋅ 73575935 MLS

Ideally located less than a half mile from route 495 and the new commuter rail station! This multigenerational home is rich with character and reminiscent of a bygone era with beautiful architectural details such as a curved staircase, multiple built-ins, wide pine wood floors, decorative moldings, 3 wood burning fireplaces, 2 gas fireplaces, and a pantry with a wet bar. Set on a one-acre level lot, the flexible floor plan includes a main house with 3-4 bedrooms, 2 ½ baths, and an attached accessory apartment offering 1 bedroom, 1 bath, a custom designed kitchen, and a large garage that offers additional space. Enjoy beautiful views of the inground saltwater pool, pergola and private backyard surrounded by many beautiful perennial plantings. There is plenty of room inside to host holidays and gatherings, along with great outdoor space for summer entertaining! Many improvements during current ownership include a new asphalt shingle roof on the entire house and garage, new luxury vinyl plank flooring in kitchen and den, replacement of 5 skylight windows, pool converted to salt water, new liner, pump and tank, four composite decks, composite outdoor shower, and new electric garage door and remote! Multiple new breaker panels and rough plumbing were installed by previous owner for potential transformation into a multiple dwelling. Easy access to major roadways, and just minutes to downtown Middleboro with its many restaurants, shops, art and cultural centers and an elementary school that abuts the property!

100 S. Main St., Middleboro

$1,199,900

4 Beds ⋅ 4 Baths ⋅ 73574032 MLS

Custom Colonial on 12 Private Acres – ADU/In-Law Potential. This 13-room custom Colonial offers over 4650 sq ft of living space on a private 12-acre lot. The first floor features a Thomasville kitchen with double wall oven and walk-in pantry, media room with surround sound, formal dining room, living room, sitting room, office, mudroom, and half bath. Upstairs offers 4 bedrooms, including a primary suite with two walk-in closets (bath to be finished) and a second en-suite bedroom, plus two additional bedrooms and a main bath with garden tub. Laundry room completes the second floor. Oversized 3-car garage with industrial-sized doors offers potential for a 35x36+ ADU/in-law suite above. Additional features include Hardie board siding, underground electric, whole-house water filtration, and 400-amps, Weil-McLain system. Flexible living at every turn — a must-see! Convenient location off Rt 44. Some pictures are virtually staged.

60 Precinct, Middleboro

$745,000

4 Beds ⋅ 4 Baths ⋅ 73568396 MLS

Reduced and Move in ready. Relocating Owners recognize some work is needed and have reduced to reflect. Offers are encouraged. Peaceful and Private, this charming home is nestled on a wooded cul-de-sac lot bordered by beautiful stone walls, offering nature at its best. The spacious interior features hardwood floors, a center-island kitchen, and a versatile formal dining room that can also serve as a home office. Built-in bookshelves and crown molding add warmth and character throughout. IN-LAW / SEPARATE LIVING QUARTERS offering a full bath, bedroom, living room and office or possible 2nd Kitchen. Step outside to your own backyard oasis, complete with a lagoon-style inground pool surrounded by lovely perennial gardens—perfect for relaxing, entertaining, and enjoying the beauty of every season. Convenient 3/4 bath for those outdoor activities and entertaining. Additional highlights include TOWN WATER AND TOWN GAS ! See Floor Plan in Pics.

10 Brenrae Dr, Middleboro

$1,050,000

4 Beds ⋅ 3 Baths ⋅ 73565999 MLS

Stunning 3-year-young Modern Colonial set on 5 acres! This "better than new" home offers 2,594 sq ft of luxury living space, a perfect blend of modern comfort with vast outdoor potential. Step through the welcoming front entry into a sun-drenched floor plan designed for both sophisticated entertaining and effortless daily living. The focal point of the expansive main living area is a grand, light-filled living room featuring a fireplace that anchors the open layout, providing a warm and inviting setting. The space seamlessly flows into a well equipped kitchen with premium fixtures, ample cabinetry, and sleek quartz surfaces. The half bath & laundry room, pantry and mud-room leads you to the oversized 2-car garage. A dedicated in-home office and formal dining area complete the first floor level. Upstairs you will be greeted by 3 generous bedrooms that share a large hall bathroom, and the expansive primary suite offering two spacious walk-in closets and an en-suite bathroom featuring modern design elements, tiled shower and a jacuzzi soaking tub. In the basement you will find an in-home sauna, whole-home water filtration system with reverse osmosis and UV purification, ample storage and potential to be finished for even more living space. Built with contemporary design and lifestyle in mind with high-end finishes throughout, this home offers zero worry and maximum efficiency. Complete with a large storage shed, and potential for a retreat like pool area, ADU and more!

128 Thomas St, Middleboro

$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

$975,000

4 Beds ⋅ 4 Baths ⋅ 73550874 MLS

SELLERS ARE MOTIVATED! 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

$507,000

4 Beds ⋅ 1 Baths ⋅ 73547468 MLS

Commuters Dream less then 1/2 mile from commuter rail.... Charming and beautifully updated New England Colonial conveniently located just a short distance to all the amenities of Middleboro Center—shops, restaurants, coffee, schools, library, and commuter rail. This home blends classic charm with modern style, featuring a gorgeous kitchen with granite countertops, tile backsplash, and stainless steel appliances. Freshly painted interior, refinished hardwood floors, tile in kitchen and bath, and carpeting in bedrooms and family room. Enjoy gas heat, central air, and an updated electrical panel. The flowing floor plan offers open, airy living spaces including a finished walk-out basement with Vermont Castings gas stove and plenty of storage. The attached two-car garage connects through a spacious mudroom, and the large deck overlooks a deep, private backyard perfect for relaxing or gardening. Vinyl siding completes this move-in ready gem!

53 West St, Middleboro

$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

$668,000

4 Beds ⋅ 3 Baths ⋅ 73538098 MLS

NEW PRICE! If space, privacy and endless possibilities are on your wish list, this home deserves a fresh look! Need room to spread out, work from home, pursue a hobby, or simply have spaces that can change along with your life? This unique 4-bedroom, 2.5 bath home delivers flexibility that is hard to find, all on 1.45 acres of land. Upstairs three freshly painted bedrooms feature brand new flooring, a full bathroom with tub, and an open bonus area ready to become an office, reading nook or sitting room. On the main level, the modern primary suite features an en-suite modern bathroom and walk-in closet. A convenient modern half bath and laundry room are located just down the hall. The living room feels open and inviting with soaring cathedral ceilings and a pellet stove that adds warmth and character. The cabinet-packed kitchen offers room for an island or dining table, while an additional adjoining room gives you even more flexibility as a pantry, workout room, hobby space, or extra storage. But the true showstopper is the sun-filled heated sunroom - a peaceful place to enjoy every season while overlooking the lush lawn and surrounding woods. The detached two- car garage includes an entire second level ready for storage, a workshop, studio or future possibilities. Major updates include a new roof (2025), new water heater (2026) and a brand-new high efficiency heat pump and central air conditioning system (July 2026). Come home and exhale!

81 Rocky Meadow St, Middleboro

$899,900

4 Beds ⋅ 3 Baths ⋅ 73530799 MLS

Set on a cul-de-sac lot in Middleboro, this spacious Colonial offers over 3,000 sq ft of above-grade living with 4 bedrooms, 2.5 baths, and a flexible 12-room layout. A dramatic two-story foyer opens to warm hardwood floors, generous living and dining areas, and a fireplaced living room filled with natural light. The granite kitchen features abundant cabinetry, tile flooring, dining area, and sliders to the deck, creating an easy flow for everyday living and entertaining. Upstairs, the oversized primary bedroom offers great space, while three additional bedrooms provide room for everyone. The finished lower level adds exceptional versatility with hardwood flooring and space ideal for a media room, gym, game room, or home office. Outside, enjoy a large deck, above-ground pool, professional landscaping, storage shed, and wooded backyard setting. Additional highlights include central air, tankless hot water, heated 2-car garage, and 12 off-street parking spaces.

10 Amanda Street, Middleboro

$999,900

4 Beds ⋅ 3 Baths ⋅ 73412976 MLS

This New Unique Cape style home is on one of the last lots being offered on this quiet dead end street, situated on the N.Carver/Middelboro line.Located minutes to several area amenities; Rt. 44, 58, 495. Close to shopping at Colony Place, Downtown Plymouth/Waterfront, Kingston Collection, & Commuter~Rail locations are nearby.Features 4 Bed 2.5 Bath and 2300+ sq.ft Living area and a 2-car attached garage all sitting on 2.2 acres of flat land. Septic system intentionally place in front of home.Fully Irrigated front and back.Bring your imagination to enjoy this expansive lot. One year Builders home warranty included.Welcome to Elk Run Estates.

19 Elk Run Drive, Middleboro

$424,900

4 Beds ⋅ 2 Baths ⋅ 73015321 MLS

Are you looking for a beautiful space? You've come to the right place!! This large 4 bed 1.5 bath colonial has just been completely renovated and is ready for you to move right in. Open concept kitchen features sleek, soft close cabinets, ss appliances, granite counters, breakfast bar and cathedral ceiling dining area. The large front living room features gorgeous custom woodwork & dental moldings and will easily accommodate that sectional sofa you've been wanting to buy! 2 large first floor beds, a large den or office & a -new spa like bath w/laundry completes the first floor. Upstairs are two more queen/king sized beds and a new half bath. New roof, plumbing, paint, doors, hw htr. Huge, level yard, Walkable to downtown shops, gallery, & restaurants as well as to Mary Good Elementary & Henry Burkland Middle Schools. A commuters dream with easy access to the Middleboro/Lakeville commuter rail and a stone's throw from route 104/44, 495 & 24. Open house Saturday 7/23 10am-12

18 Rock Street, Middleboro

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