Middleboro Homes with Colonial Style

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 convenience. This vibrant community is steeped in tradition, boasting a variety of local shops, delightful eateries, and beautiful parks that invite residents to enjoy the great outdoors. With easy access to major highways, you can enjoy the tranquility of suburban life while still being just a short drive away from the bustling cities of Boston and Providence.

One of the standout features of Middleboro is its stunning collection of Colonial-style homes. These timeless residences, characterized by their symmetrical facades, gabled roofs, and classic brickwork, exude an air of elegance and history. Many of these homes have been lovingly preserved, showcasing intricate woodwork, spacious interiors, and charming details that harken back to a bygone era. Whether you’re a first-time homebuyer or seeking a larger family residence, Middleboro’s Colonial homes provide a warm and inviting atmosphere that feels like home.

Imagine sipping your morning coffee on a classic front porch or hosting gatherings in a spacious dining room filled with natural light. The Colonial architecture not only offers aesthetic appeal but also embodies a sense of community and tradition that is hard to find elsewhere. In Middleboro, you can enjoy the best of both worlds: a serene setting steeped in history, combined with the comforts of modern living. Come and explore the beauty of Middleboro and discover the perfect Colonial home waiting for you!

Newest Middleboro Homes with Colonial Style

$750,000

3 Beds ⋅ 3 Baths ⋅ 73556157 MLS

Welcome home to the sought-after Whispering Pines community! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect combination of comfort, privacy, and functionality. Relax on the charming farmer's porch and enjoy the peaceful wooded setting that provides exceptional privacy in both the front and back of the property. Inside, the sun-filled first floor is filled with natural light and features a spacious, open flow between the living room, kitchen, and dining area, making it ideal for everyday living and entertaining. A convenient first-floor laundry room and half bath add to the home's thoughtful layout. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite, along with two full bathrooms. Step outside to a fully fenced backyard complete with an above-ground pool, perfect for summer gatherings or quiet evenings at home. Additional highlights include a new boiler and hot water heater (both approximately one year old), attic storage above the attached garage, and a private well and water conditioning system. Conveniently located near local amenities while offering the tranquility of a desirable neighborhood, this home is ready for its next owners!

31 Pine Street, Middleboro

Listing courtesy of Listing Agent: Beatrice Murphy from Listing Office: Lamacchia Realty, Inc..

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 73550874 MLS

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

Listing courtesy of Listing Agent: Tiffany Weigold from Listing Office: Keller Williams Elite.

$519,000

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

Listing courtesy of Listing Agent: Shauna Fanning from Listing Office: William Raveis R.E. & Home Services.

$709,000

3 Beds ⋅ 3 Baths ⋅ 73546901 MLS

Tucked away at the end of a quiet dead-end street, this brand-new Colonial sits on a desirable corner lot, offering privacy and a peaceful setting. This beautiful home features 3 bedrooms and 2.5 baths, including a spacious primary suite with a private bath and two walk-in closets. The main level offers a generously sized living room and a stunning kitchen with white cabinetry, black hardware, granite countertops, and a center island. The dining area opens through sliding glass doors to a private back deck overlooking the backyard. You'll also find a half bath, a walk-in laundry room, and a versatile bonus room perfect for a home office, playroom, or formal dining room. The full walkout basement offers endless possibilities for future living space, storage, or a home gym. Enjoy modern finishes, a functional layout, and all the benefits of brand-new construction in this beautiful move-in-ready home.

5 Sand Street, Middleboro

Listing courtesy of Listing Agent: Kaylee Emerson from Listing Office: JLK Realty.

$649,900

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

Listing courtesy of Listing Agent: The TrustPoint Group from Listing Office: eXp Realty LLC - Corporate Office.

$569,000

3 Beds ⋅ 2 Baths ⋅ 73546007 MLS

Welcome to 45 Forest St., a comfortable Colonial offering 3 bedrooms, 10-foot ceilings, and a desirable double lot. Conveniently located near downtown Middleboro, Rte. 44, shopping, schools, and major commuter routes, this home blends classic character with functional living space. The first floor features a spacious living room, formal dining room, and an oak kitchen with hardwood floors and abundant cabinet space. A versatile bonus room provides the flexibility for a home office, playroom, guest room, or potential fourth bedroom. Upstairs, you'll find three generously sized bedrooms with large windows that fill the home with natural light. Outside, enjoy the private backyard and side deck, perfect for relaxing or entertaining. A wonderful opportunity to own a charming home with space, flexibility, and a convenient location.

45 Forest St, Middleboro

Listing courtesy of Listing Agent: Jarrod Askin from Listing Office: Coldwell Banker Realty - Plymouth.

$599,800

4 Beds ⋅ 2 Baths ⋅ 73537865 MLS

WOW! Incredible new low price for this cant miss property. Open House Sunday, 7/26 12-1:30. Opportunity, functionality, and charm come together in a move-in ready package. This versatile home offers flexible living spaces to fit a variety of lifestyles. A home office with its own separate entrances presents exciting possibilities for a home business, guest space, or potential ADU conversion. Inside, you'll find stunning wide-plank wood floors, a formal living room, formal dining room, family room/playroom, first-floor laundry, and a spacious kitchen with room for an eat-in nook. Upstairs are 4 bedrooms, one of which has been transformed into an impressive walk-in closet. The primary has vaulted ceilings and skylight, plus a separate stairwell from the first floor for added privacy. Comfort and efficiency are a focus with a gas stove, three-zone Energy Star Instinct heating system, and two ductless mini-splits. The oversized garage has a wood-stove and offers the perfect space for hobbies or storage. Easy access to commuter rail, shopping, dining, parks, library + more!

4 Star Ave, Middleboro

Listing courtesy of Listing Agent: Andrew Romano from Listing Office: Bold Real Estate Inc..

$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

Listing courtesy of Listing Agent: Jendel Oliveira from Listing Office: Lamacchia Realty, Inc..

$825,000

3 Beds ⋅ 3 Baths ⋅ 73510247 MLS

Opportunity knocks with this stunning 2,072 sq. ft. new construction home, perfectly positioned for commuters with quick access to Routes 44 and 495. Designed for effortless modern living, the first floor features a spacious layout including a living room, formal dining area, and a kitchen that flows into a comfortable family room. From the family room, a slider leads to a rear wood deck with stairs to the backyard—perfect for outdoor entertaining—while the front of the home boasts a durable, low-maintenance composite porch. The main level also conveniently hosts a half-bath with integrated laundry. Upstairs, you’ll find three generous bedrooms, including two with large walk-in closets. A walkout basement offers a great footprint for future expansion, and with construction still underway, there is still time to pick your colors and select upgrades to truly make this home your own!

49 Thompson St, Middleboro

Listing courtesy of Listing Agent: Pamela Coletti from Listing Office: Keller Williams Realty Colonial Partners.

$399,999

3 Beds ⋅ 1 Baths ⋅ 73485743 MLS

PRICE REDUCED-Don't miss this opportunity!Charming 3-bedroom Colonial featuring a welcoming covered front porch and a private, spacious back patio—perfect for relaxing or entertaining. Town water, sewer, gas, and municipal electric. Off-street parking with shared driveway easement. “Cedar Impression” siding and recently updated roof. Handicap accessible: back ramp, under-counter wheelchair access, wide doorways, and a luxurious walk-in first-floor shower. Freshly painted interiors, cozy master bedroom, and a bright eat-in kitchen with new appliances. The living room is airy and inviting, complete with, central air, plastered walls with full insulation, upgraded electric, new vinyl windows, and updated bath and kitchen. First-floor laundry and bath provide ultimate convenience.Ideally located near schools, library, restaurants, shops, playgrounds, and commuter-friendly paths.SOLD AS IS

17 School St, Middleboro

Listing courtesy of Listing Agent: Thony Monevil from Listing Office: RE/MAX Impact.

$469,000

3 Beds ⋅ 2 Baths ⋅ 73480769 MLS

Located in Middleborough’s desirable West End, just steps from ball fields, playgrounds, and neighborhood amenities, this updated 4-bedroom, 2-bath Antique Colonial combines classic charm with extensive recent improvements. Many updates completed between 2021–2024 including electrical and plumbing, a second-floor full bath, and renovated first-floor bath. The kitchen has been fully updated with new cabinetry and appliances, while additional upgrades include blown-in insulation and newer water heater (2021) offering low-maintenance ownership for years to come. Additional features include an enclosed heated porch, washer/dryer hookups, a fenced yard, town water and sewer, and a large garage with electricity, offering potential for a future in-law or ADU-style conversion on the second floor (buyer to perform due diligence; repairs needed). Assurant Premium 1 year Home Warranty included.

958 Centre St., Middleboro

Listing courtesy of Listing Agent: Jessica Hancock from Listing Office: Coldwell Banker Realty - Westwood.

$1,200,000

3 Beds ⋅ 1 Baths ⋅ 73464405 MLS

Presenting APR 50 Acre Farmhouse w/ several barns-a unique opportunity to embrace a lifestyle steeped in history and tranquility. This Antique farmhouse offers 1515 sf of comfortable personal spaces for rest & rejuvenation. Several barns of which one was built in the 80s offering room for horses or other animals. There are hay barns, feeding stations, shelters, a barn for equipment, chicken sheds plus so much more. This Land is under Agricultural Protection. Gently set in the lake area of Middleboro/Lakeville. The home features wood floors, fireplaces which at one time was the main source of heat and cooking, now other methods of heating.This 1835 home allows one to own a piece of History and allow a family to live in a recreation area with the ponds and lakes and forest land. Currently there are horses, sheep & cows as well as chickens. This forever farm is a gem just waiting for the right forever farm family. There is a small pond & miles of trails to the lakes for riding.

295 Cherry St, Middleboro

Listing courtesy of Listing Agent: Marie Paulsen from Listing Office: Keller Williams Realty.

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