Middleboro Homes for Sale

Welcome to Middleboro, Massachusetts – a charming town nestled in the heart of Plymouth County. With its rich history and picturesque landscapes, Middleboro offers a unique blend of small-town charm and modern conveniences. Known for its friendly community and vibrant local culture, this town is the perfect place for families, young professionals, and retirees alike.

Middleboro boasts an array of outdoor activities, thanks to its beautiful parks, lakes, and trails. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll, the natural beauty of this area is sure to captivate you. Additionally, the town's historic downtown area is filled with quaint shops, delightful eateries, and local businesses that add to its charm.

For those considering a move, Middleboro's real estate market is thriving, with a variety of homes for sale that cater to diverse tastes and budgets. From charming colonial-style houses to modern ranch homes, there is something for everyone. Many properties feature spacious yards, updated interiors, and convenient access to local amenities, making it easy to find your dream home.

With excellent schools, a strong sense of community, and a prime location just a short drive from Boston and Cape Cod, Middleboro is an ideal place to call home. Explore the homes for sale in this delightful town and discover the perfect setting for your next chapter. Come experience the warmth and welcoming spirit of Middleboro – where your dream home awaits!

Newest Middleboro Homes for Sale

$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!

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..

$650,000

7 Beds ⋅ 2 Baths ⋅ 73571247 MLS

This 7 bedroom home has a 2 family designation but has been used as a signle family in the past. This amazing oversized home has been owner occupied for over 60 years and has over 1400 sq' in each floor 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 on each floor and there is laundry in the first floor bath ~but there is certainly room to add another bath 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.

74 Wareham St, Middleboro

Listing courtesy of Listing Agent: Doyle & Waldron Team from Listing Office: Coldwell Banker Realty - Easton.

$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..

$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.

$995,000

5 Beds ⋅ 5 Baths ⋅ 73568734 MLS

Own a rare piece of local 19th Century history with this iconic historical home custom built for P.T. Barnum entertainer, General Tom Thumb. Sitting in front of 114 acres of conservation land, with its distinctive Mansard roof, this nearly 4761 square foot Victorian is full of architectural character throughout, where 10 foot ceilings, exquisite original plasterwork, oversized hardwood doors, ornate hand turned railings and balusters, built ins, crown moldings, ceiling medallions and custom wall alcoves showcase craftsmanship rarely found today. A striking main staircase anchors the home, while a separate original servant staircase connects its four finished levels and offers a fascinating glimpse into the home's history. Thoughtfully updated over the years, the home blends historic character with modern comfort. The renovated chef's kitchen features custom cabinetry, high end appliances including a Viking gas stove and oven, and dramatic brick archways opening to the family room. A working dumbwaiter connects to the dining room and butler's pantry, while the original lower height stove is another unique reminder of the home's past. With 5 bedrooms, 4.5 bedrooms including a spacious primary suite, multiple gathering spaces, gas heating and central air, this property is as functional as it is nostalgic. Outside, the nearly 1.5 acre property was designed for entertaining. The fenced grounds feature an oversized in-ground pool, expansive patio, and a pool house with kitchenette and bath offering exciting potential for future ADU use, subject to buyer due diligence and required approvals. A separate cabana with built-in grill and Italian brick oven creates another destination for outdoor gatherings, while an awesome garden shed adds charm and useful storage. A heated and insulated three car garage provides abundant parking and storage. Rich in history, architectural detail and scale, the Tom Thumb House offers the rare opportunity to own a home with a story unlike any other, while still enjoying the space, amenities and comfort today's lifestyle demands.

351 Plymouth Street, Middleboro

Listing courtesy of Listing Agent: Ashley Trapp from Listing Office: The Simply Sold Realty Co..

$745,000

4 Beds ⋅ 4 Baths ⋅ 73568396 MLS

Reduced and Move in ready. Realocating Owners recognize some work is needed and have reduced to refelct. 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

Listing courtesy of Listing Agent: Madelyn Maksy from Listing Office: Uptown REALTORS®, LLC.

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