Middleboro Homes for Sale

Welcome to Middleboro, Massachusetts – a charming town nestled in the heart of Plymouth County, where history, community, and natural beauty converge. With its rich heritage dating back to the 17th century, Middleboro boasts an inviting atmosphere that reflects a perfect blend of small-town charm and modern convenience. The town is conveniently located just a short drive from both Boston and Cape Cod, making it an ideal spot for those seeking a peaceful retreat with easy access to urban amenities and coastal adventures.

Middleboro is known for its picturesque landscapes, featuring lush parks, serene lakes, and scenic walking trails that invite outdoor enthusiasts to explore. The town’s vibrant community is filled with family-friendly activities, local shops, and delightful eateries, ensuring that residents always have something to enjoy right at their doorstep. Whether you’re strolling through the historic downtown area or attending one of the many local events, you’ll quickly find that Middleboro is a place where neighbors become friends.

For those considering a move to this enchanting town, there are a variety of homes for sale that cater to diverse tastes and budgets. From charming colonial houses with rich character to modern single-family homes, Middleboro’s real estate market offers something for everyone. With its competitive pricing and appealing neighborhoods, now is the perfect time to invest in a home in this welcoming community. Discover your dream home in Middleboro, where a vibrant lifestyle and a warm community await you!

Newest Middleboro Homes for Sale

$879,000

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

Listing courtesy of Listing Agent: Sherry Costello from Listing Office: Waterfront Realty Group.

$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.

$674,900

3 Beds ⋅ 3 Baths ⋅ 73575453 MLS

Brand-new construction in Middleboro! Step inside this beautifully designed home featuring a bright, open-concept floor plan perfect for everyday living and entertaining. The spacious living room flows seamlessly into the dining area and stylish kitchen, all accented by attractive laminate hardwood flooring. The kitchen shines with a center island, quartz countertops, stainless steel appliances, and pendant lighting. Three generously sized bedrooms include a primary suite with a private bath. The unfinished basement offers plenty of storage and exciting potential for future expansion. Outside, relax or entertain on the stamped concrete patio overlooking the newly fenced backyard. Conveniently located just off Route 28 with easy access to schools, playing fields, shopping, dining, and more. Move right in and enjoy everything this brand-new home has to offer!

158 Wood Street, Middleboro

Listing courtesy of Listing Agent: Tom Dixon from Listing Office: Keller Williams 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.

$1,299,900

4 Beds ⋅ 4 Baths ⋅ 73574032 MLS

Custom Colonial on 12 Private Acres – ADU/In-Law Potential. This 13-room custom Colonial offers over 5,900 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-amp Weil-McLain system. Flexible living at every turn — a must-see! Showings Start Now! Some pictures are virtually staged.

60 Precinct, Middleboro

Listing courtesy of Listing Agent: Kelly Crowley from Listing Office: Keller Williams Elite.

$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.

$749,900

3 Beds ⋅ 3 Baths ⋅ 73573236 MLS

Welcome Home To 32 Pocksha Dr! Set at the end of a cul-de-sac in a desirable neighborhood, this beautifully maintained Colonial was newly built in 2019 and offers the perfect combination of privacy, space & modern finishes. Featuring 3 bedrooms, 2.5 baths & an attached 2-car garage, this home sits on 1.39 acres with a professionally landscaped yard & irrigation system. Step inside to an inviting floor plan featuring formal dining & living rooms and an impressive eat-in kitchen complete W/ Farmer's Sink, Center Island, Quartz Countertops, SS Appliances, Soft-Close Cabinetry, Gas Stove, Herringbone Tile Backsplash & Recessed Lighting. A slider leads to the PVC back deck overlooking the woods, creating a peaceful setting to relax or entertain. Convenient first-floor laundry completes the main level. Upstairs, retreat to the spacious Primary Suite W/ Walk-In Closet & Private Full Bath featuring Double Vanity, Quartz Countertops & Walk-In Shower. Additional features include Custom Vinyl Blinds, Central Air, Propane Gas Heating W/ Hydro Air, Electric Hot Water Tank, Private Water W/ Filtration & Softener System & affordable Middleboro Municipal Electric. The full basement W/ Regular-Sized Windows offers plenty of storage & great potential for future expansion. Move right in & enjoy everything this beautiful home has to offer!

32 Pocksha Dr, Middleboro

Listing courtesy of Listing Agent: Dan Gouveia Team from Listing Office: Keller Williams Realty.

$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 on September 12th for a first viewing

22 Starrett Ave, Middleboro

Listing courtesy of Listing Agent: MaryAnn Dempsey from Listing Office: Lamacchia Realty, Inc..

$875,000

3 Beds ⋅ 3 Baths ⋅ 73572131 MLS

COMING SOON! Nearly new construction meets exceptional versatility at 109 Spruce Street! Built in 2022 and set on nearly 2 acres, this meticulously maintained 3-bedroom, 2.5-bath Colonial offers the comfort and efficiency of a newer home with a property setup that is truly hard to find. Inside, a bright, modern layout creates an inviting setting for everyday living and entertaining, with pride of ownership evident throughout. Step outside to the brand-new wraparound porch; an ideal place for morning coffee, relaxing at the end of the day or simply enjoying the picturesque New England setting as the seasons change.The true showstopper is the massive 40' x 60' barn, built in 2023. Offering 2,400 SF on the main level with soaring ceilings and an open, versatile layout. An approx. 960 SF walk-up loft provides substantial additional storage and flexibility for additional uses.The barn is equipped with Heat, A/C, Dehumidifier, 3 Water Spigots, Dedicated WiFi, Electrical service and a 10,000-lb Rotary car lift. A 12' x 12' front door can accommodate RVs, boats and large trucks, while a separate 9' x 9' side door provides convenient access for equipment and more. Whether you're a car enthusiast, contractor, collector, hobbyist or simply looking for serious workspace and storage at home, this is an exceptional setup. RR zoning may also offer flexibility for certain agricultural, equestrian and home-based business uses, subject to applicable town requirements and approvals. An adjacent driveway leads to an existing slab intended for an oversized detached 2-car garage, adding yet another opportunity to expand upon this impressive property. Showings begin Friday, September 11. Public Open Houses will be held Saturday, September 12 and Sunday, September 13 from 11:00 AM–1:00 PM.

109 Spruce Street, Middleboro

Listing courtesy of Listing Agent: William Chase from Listing Office: eXp Realty LLC - Corporate Office.

$425,900

2 Beds ⋅ 2 Baths ⋅ 73571507 MLS

Welcome to Oak Point and this beautifully renovated home! Ideally situated with a peaceful, tree-lined yard, this residence was completely updated from top to bottom in 2019. Features include an updated roof, furnace, central A/C, water heater, solid hardwood flooring throughout, and a stunning kitchen with stainless steel appliances. The spacious primary suite offers a beautifully appointed full bath with twin vanities, marble countertops, walk-in shower, and two walk-in closets. Brushed nickel hardware and lighting add a fresh, modern touch throughout. A large deck provides the perfect spot for relaxing or entertaining, while the generous laundry/mudroom connects directly to the two-car garage for added convenience. Enjoy all that Oak Point has to offer, including three heated pools—one indoor and two outdoor—two spas, fitness center, billiards room, library, craft room, and a ballroom seating up to 500. Stay active with tennis, bocce, pickleball, and more, while an activities director coordinates approximately 75 activities each month. The park fee includes the lease, lawn maintenance, snow removal, and sewer. Best of all, there are no property taxes! This exceptional, move-in-ready home offers the lifestyle, amenities, and peace of mind you've been waiting for!

7012 Oak Point Dr., Middleboro

Listing courtesy of Listing Agent: Alysandra Nemeth from Listing Office: Redfin Corp..

$549,900

3 Beds ⋅ 1 Baths ⋅ 73570150 MLS

Welcome to 38 Frank Street! This inviting 3-bedroom Ranch offers comfortable one-level living with plenty of space inside and out. Beautiful hardwood floors run throughout much of the home, and the freshly painted interior and exterior give it a clean, move-in-ready feel. The kitchen features white cabinetry, granite countertops, stainless steel appliances, a center island and tile flooring. Relax in the family room featuring a wood stove with a charming brick hearth. The primary bedroom offers double closets, and the full bath features an update tiled shower. Enjoy the comfort of forced-air gas heat and central air, with the heating system installed in November 2021. The roof is approximately 8 years old. Outside, the fully fenced backyard is made for entertaining, complete with an above-ground pool installed in 2020 with its own deck, fire pit, large storage shed and a separate entertaining/storage area with a wet bar. A full basement offers additional possibilities with a partially finished room, laundry area and plenty of storage. Conveniently located in Middleboro and ready for its next owner!

38 Frank St, Middleboro

Listing courtesy of Listing Agent: Team Reis from Listing Office: Reis Real Estate & Company Inc..

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