Middleboro Real Estate

Welcome to Middleboro, Massachusetts – a charming town nestled in the heart of Plymouth County! With a rich history dating back to the 17th century, Middleboro is a delightful blend of small-town charm and modern conveniences, making it an ideal place to call home.

Known for its picturesque landscapes and friendly community, Middleboro offers residents a tranquil lifestyle while still being conveniently located near major cities. The town is surrounded by beautiful natural scenery, including lush parks and serene lakes, perfect for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply taking in the beauty of nature, Middleboro has it all.

The town is also steeped in history, with several historical sites that reflect its colonial past. Take a stroll through the historic district to admire the well-preserved architecture, or visit the Middleborough Historical Museum to learn more about the town's fascinating heritage.

For families, Middleboro boasts excellent schools and a range of community activities that foster a strong sense of belonging. The local farmers' market, seasonal festivals, and community events provide opportunities for residents to connect and create lasting memories.

Conveniently located just a short drive from both Boston and Providence, Middleboro offers easy access to urban amenities while maintaining its quaint, suburban feel. With a variety of housing options, from charming single-family homes to modern condominiums, there’s something for everyone in this welcoming community.

Explore the allure of Middleboro, where history meets community spirit, and discover why so many choose to call this beautiful town home!

Newest Listings in Middleboro

$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.

$399,900

2 Beds ⋅ 2 Baths ⋅ 73573193 MLS ⋅ ['ashley Place'] BLDG.

Newly Offered/Showings Begin @ Saturday Open House 11-12:30pm/SOUGHT After "Ashley Place" Condominium/Stylish "Barrington" Townhouse Style w/Superb Architectural Features(Cathedral Ceiling, Moldings, Skylight, Sunken Livingroom)Situated on a Beautiful 35 Acre "Park Like" Setting/Front-Covered Farmer's Porch/Gleaming WOOD Flooring Thru Out(Downstairs(Livingroom & Dining Room)& Upstairs(Stairs, Hall & Bedroom(s)/Tiled Foyer(Skylight, Plant Shelf, 16'2" CATHEDRAL Ceiling)/BRIGHT & OPEN Floor Plan w/SUNKEN Living Room(Wood Burning Fireplace)& Dining Area Leading to 14'x12' Deck That Overlooks PRIVATE Wooded Area/Kitchen(Eat-In)w/Tiled Flooring/SPACIOUS Master w/Closeted Dressing Area/FULL Basement w/Finished Room-Separate Laundry Room/Town Water, GAS(Gas Heat) & Municipal Electric(Middleborough Gas & Electric)/CENTRAL AIR/Superb Commuting Location-Convenient & Close to Highways(28, 105, 495 & 24), Schools, Downtown Amenities(Post, Library, Cafe)& Under 4 Miles to the New Middleborough Commuter Rail/Lowest Priced Unit in Complex.

163 Ashley Lane Unit 163, Middleboro

Listing courtesy of Listing Agent: Kyle Belken from Listing Office: Realty One Group, LLC.

$269,900

1 Beds ⋅ 1 Baths ⋅ 73573114 MLS ⋅ ['38-40 School Street Condominium'] BLDG.

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

38-40 School St Unit 40-2, Middleboro

Listing courtesy of Listing Agent: Karen M. Pettenati from Listing Office: Fathom Realty MA.

$569,900

3 Beds ⋅ 1 Baths ⋅ 73572436 MLS

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

9 Lakeview Ter., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.

$599,900

3 Beds ⋅ 2 Baths ⋅ 73572145 MLS

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

$299,999

73570329 MLS

Build Your Dream Home in Great Cedar Village – Lot 8 Caleb Drive, Middleboro Lot Size: 1.84 Acres (80,150 sq. ft.) with 291 ft. of street frontage. Build your custom estate on this expansive 1.84-acre lot in Middleboro’s secluded subdivision, Great Cedar Village. Tucked away on a paved, privately maintained cul-de-sac, this level, cleared, and rough-graded parcel offers privacy with zero HOA fees. General contracting services are available to help you seamlessly design and build your custom home from start to finish. Development Ready: Underground electric available at the street. Designed for private on-site well and septic. Complete builder's package available, including subdivision approval, septic design, soil survey, and aerial photos. Location & Amenities: Enjoy a quiet neighborhood setting close to local stables, conservation areas, and public schools. Ideal for commuters with quick access to major highways and the local T-Station for transit to Boston or Cape Cod. Text Mike directly for the fastest response regarding building options, contracting services, site plans, or to schedule a walk of the property.

Lot 8 Caleb Drive, Middleboro

Listing courtesy of Listing Agent: Michael Redlon from Listing Office: Redlon Realty LLC.

$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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