Middleboro Homes with T-Station Community Features

Welcome to Middleboro, Massachusetts, a charming town nestled in the heart of Plymouth County. Known for its rich history and vibrant community, Middleboro offers a perfect blend of small-town charm and modern conveniences. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, it's no wonder so many are drawn to this delightful town.

One of Middleboro's standout features is its accessibility, thanks to the T-Station, which connects residents to the greater Boston area. This makes commuting a breeze, allowing you to enjoy the tranquility of suburban living while still being close to the hustle and bustle of city life. Imagine starting your day with a short train ride to the city, then returning home to your peaceful haven in the evening.

The homes in Middleboro are as diverse as the community itself. From charming historic houses that echo the town’s storied past to modern residences equipped with all the latest amenities, there’s something for everyone. Many properties boast spacious yards, perfect for family gatherings or quiet evenings under the stars. The T-Station community features add an extra layer of convenience, making it easy for residents to access shopping, dining, and recreational activities.

Middleboro is also home to beautiful parks, excellent schools, and a variety of local events that foster a strong sense of belonging. Whether you’re looking to settle down or invest in a property, Middleboro offers a unique opportunity to be part of a welcoming community that truly feels like home. Come explore all that this wonderful town has to offer!

Newest Middleboro Homes with T-Station Community Features

$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.

$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.

$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.

$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!

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.

$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.

$599,999

5 Beds ⋅ 2 Baths ⋅ 73569959 MLS

Welcome to 32 Frank St, a charming two-family home ideally situated in the heart of Middleboro. Offering a combination of character, convenience, and versatility, this property is a great opportunity for both owner-occupants and investors alike. Enjoy a central location just moments from the Middleboro T Station, restaurants, shopping, schools, playgrounds, laundromats, and everyday amenities. Outside, the property features a fenced-in yard offering private outdoor space along with a detached one-car garage for additional parking or storage. With strong housing demand in Middleboro and convenient access to everything the area has to offer, this multi-family provides an excellent opportunity to generate rental income, expand an investment portfolio, or enjoy the benefits of owner-occupied living.

32 Frank St, Middleboro

Listing courtesy of Listing Agent: Kade Phillips from Listing Office: RE/MAX Legacy.

$350,000

2 Beds ⋅ 2 Baths ⋅ 73569910 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.

$350,000

2 Beds ⋅ 2 Baths ⋅ 73569909 MLS

29 Lyn Ln., Middleboro

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

$540,000

3 Beds ⋅ 3 Baths ⋅ 73568431 MLS

WELCOME HOME TO 2 Milena's Path. This 2019 newly designed built townhouse is situated within a quaint cul de sac neighborhood of town homes with front porches, decorative lamp posts, one car garage and a private back deck lined with trees. The Kitchen features Stainless Steel appliances that include a gas stove, microwave, dishwasher, & refrigerator, along with upgraded granite countertops. Open concept 1st floor hosts a spacious living room, dining, and kitchen along with a 1/2 bath to completes the first floor.The second level has a master bedroom, master bath, two more spacious bedrooms and a separate laundry room. The basement has high ceilings and a walkout slider door for possible additional space. Book your private showing today! First showings start at OPEN HOUSE this weekend!

2 Milenas Path Unit 2, Middleboro

Listing courtesy of Listing Agent: Janice Wright from Listing Office: RE/MAX Platinum.

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