Between $500,000 - $600,000 Middleboro MA Real Estate, Homes, Condos for Sale

"Classic Colonial Charm with Modern Convenience" Full of character and timeless appeal, this 1939 Colonial offers the warmth of a classic home with the added versatility of a two-room addition built in 2005. Original wood floors bring charm and character throughout, while the spacious country kitchen provides plenty of room for cooking, gathering, and entertaining. With two full bathrooms and a one-car garage, this home offers both comfort and practicality. Conveniently located near major highways and downtown, this special home provides easy access to commuting routes and nearby amenities. A wonderful opportunity to own a home that blends vintage charm, added living space, and everyday convenience.

19 Coombs Street, Middleboro

$524,900

3 Beds ⋅ 2 Baths ⋅ 73588006 MLS

MULTIPLE OFFERS ~ FINAL AND BEST DUE BY 12.12.26 BY 6PM. Welcome to 34 Smith Street, a charming and beautifully updated Craftsman Colonial set on an expansive 2.27-acre mixed general use lot in Middleborough. Ideally located close to major highways, shopping, dining, and everyday amenities, this property offers a unique combination of character, space, and versatility. The first floor welcomes you with a convenient mudroom, half bath with first-floor laundry, and a spacious eat-in kitchen featuring a charming scullery complete with butcher block countertops and a classic white farmhouse sink. The formal dining room and family room showcase gorgeous whitewashed hardwood floors, with abundance of natural sunlight, creating warm and inviting spaces for everyday living and entertaining. A fully enclosed front porch surrounded by windows provides the perfect spot to enjoy your morning coffee, relax, or take in the changing seasons. Upstairs, you'll find three generously sized bedrooms and a full bathroom, offering comfortable accommodations for family and guests. The property also features an extended detached garage/workshop, providing excellent space for vehicles, hobbies, storage, or a home business.With its character-rich architecture, thoughtful updates, flexible mixed-use zoning, expansive acreage, and convenient location, 34 Smith Street is a truly unique opportunity in Middleborough. Come see all this special property has to offer!

34 Smith St, Middleboro

$599,900

3 Beds ⋅ 2 Baths ⋅ 73587002 MLS

Welcome home to this quaint and cozy country farmhouse. Great old home with modern amenities. Wide-planked original wood floors were recently refinished with a high gloss finish to stand everyday use while bringing out its natural beauty and unique coloring. Open renovated country kitchen with custom-made granite counter-top. High ceilings and large windows make the entire living area open and bright. Recently renovated 1/2 bath in the kitchen area. The kitchen flows easily into the dining room and living room areas on the first floor. The large rooms, cast iron baseboards, and classic family-friendly floor plan leads to a wide curving staircase Upstairs boasts three generous bedrooms and a full bath. The 1.94 acre lot is partially cleared and sectioned off for children, animals,and gardening. The massive 28' x 48' barn is post and beam construction and has electric and a wood stove and is great extra space for those who need a large barn to work in or tinker with things. Updated electric and new siding and septic in 2013. New oil tank in 2019, mini-splits were added in 2025. Title V in hand. This home has great space for those that need extra land to have animals and/or a mini-farm. Close to 105/44/ and minites to the center of town.

87 River St, Middleboro

$574,900

3 Beds ⋅ 2 Baths ⋅ 73586971 MLS

Classic Cape charm with room to unwind and space to create awaits at 35 Beach Street. Set on approximately 1.85 acres, this three-bedroom home offers a welcoming blend of indoor comfort and outdoor possibilities. A vaulted, beamed ceiling and hardwood floors bring warmth and character to the living room, while the eat-in kitchen features granite counters and a breakfast bar for casual meals and conversation. A first-floor bedroom adds flexibility, with two additional bedrooms upstairs. Start your morning on the rear deck overlooking the spacious backyard. Room for gardening, outdoor gatherings, and everyday recreation, the property invites you to make the most of its generous setting. An oversized, detached two-car garage with heat and loft storage provides valuable space for vehicles, equipment, and hobbies. Along with an additional storage shed, further expands the property’s versatility. Convenient highway access rounds out this distinctive offering, a home with character, useful outbuildings, and space to enjoy life inside and out.

35 Beach St, Middleboro

$509,800

3 Beds ⋅ 1 Baths ⋅ 73586830 MLS

NEW TO MARKET! Welcome to this charming 3-bedroom, 1-bath ranch in Middleboro, offering comfortable one-level living and a wonderful combination of updates and amenities. The home features an updated kitchen and bathroom, along with a bright and inviting sunroom that provides additional space to relax and enjoy the seasons. Step outside to a nice patio, perfect for outdoor entertaining or enjoying your morning coffee. A convenient 2-car garage adds valuable parking and storage. With its comfortable layout, thoughtful updates, and desirable features, this home is ready for its next chapter. Don't miss the opportunity to make this Middleboro ranch your own!

8 Bloomfield Ave, Middleboro

$575,000

3 Beds ⋅ 1 Baths ⋅ 73581245 MLS

LOOK NO FURTHER! Nicely maintained and updated, this oversized expanded ranch offers lovely curb appeal, lots of space & great location towards the end of the dead-end street. Sunny living room addition includes a vaulted ceiling with skylights, exposed beams, hardwoods and a newer mini-split. Its focus is a fabulous feature: the floor to ceiling brick fireplace. Imagine your family gatherings here?! Spacious new Kitchen with recessed lighting, large island, tile backsplash, butcher block counters, stainless appliances and open archway to the living room for open floor plan and easy entertaining. New seamless luxury vinyl plank flooring is virtually indestructible. The formal Dining Room hosts a brick fireplace with custom mantle, wood flooring and bow window. Three good-sized bedrooms down the hallway have privacy since they are hidden away from the other rooms where you'll be entertaining guests. Each bedroom has good sunlight, ceiling fans, laminate floors and nice closets. The newer tiled full bathroom has been remodeled with new fixtures, fresh paint, plank tile flooring, stone countertop and the convenience of the washer and dryer brought up onto the main level. As if the easy-going one-level living wasn't enough, you also have a beautiful new lower-level 24X24 family room with the underground for a full bath already plumbed-in right next to it. Office nook, storage, utility room and workshop round out the basement rooms. Not to be overlooked is outdoor living space you will appreciate! The cleared level backyard is ideal for entertaining, with the kitchen's sliding glass doors looking out into the lush green lawn and partially-fenced yard with a BBQ deck, pea stone patio, large shed, fire pit and chicken coop included. Or go through the kitchen's side door to the front farmer's porch where it's the perfect serene place to sit in a rocking chair and relax. Middleboro is a welcoming community with great schools, a Right-to-Farm legacy and walk-able village center. This location is tucked-away, yet best for commuting with highway access to RTE 495, and within minutes to new Middleboro commuter rail station. Walk to Never Touch pond, all Uptown events, coffee shop, ice cream shop, Italian bakery, downtown businesses, library, museum, brewery, pizza places, restaurants, schools, playgrounds & parks. Visit before it’s gone!

40 Lane St, Middleboro

$599,000

3 Beds ⋅ 1 Baths ⋅ 73578753 MLS

An incredible opportunity! Updated Electrical/New Furnace/Hot water Heater/New Heat Pump A/C/ Water Treatment System/New Roof & Gutters/Vinyl Cedar Impression Shingles & Trim and an oversized custom built shed to fit all of your storage needs. All of this just a short distance from the Commuter Rail, Highway Access and Schools. Upon entering you find yourself enveloped by the warm and inviting fireplaced living room with custom mantel flowing effortlessly into the kitchen complete with an abundance of cabinetry and granite countertops. The eye-catching dining area with its cathedral ceiling, encased in windows allowing the natural beauty of the landscaped yard to be enjoyed in this extraordinary setting, perfect for entertaining, relaxing and enjoying every New England season. The walk out lower level of the home invites great potential for future expansion and living space. This move in ready home awaits its new owners for years of enjoyment with all of the heavy lifting done in surroundings that feel comfortably tucked away from it all.

47 Vaughan St, Middleboro

$574,900

3 Beds ⋅ 2 Baths ⋅ 73578493 MLS

OFFER DEADLINE MONDAY 2PM, PLEASE FOLLOW OFFER INSTRUCTIONS SHEET. Set on a private and wooded 6.54 acre lot, 210 Tispaquin St offers space, privacy, and convenience in a desirable Middleborough setting. This 3-4 bedroom, 2 full bath Cape features 1,635 square feet of living area, hardwood and tile flooring and a comfortable layout with plenty of natural light. The kitchen comes equipped with a range, dishwasher, refrigerator, while the unfinished basement provides additional storage and future potential. Step outside to enjoy the rear deck overlooking the surrounding trees, along with a long private driveway entrance. The property is conveniently located near Route 28 with easy access to area highways, shopping, public transportation, schools, medical facilities, and the Middleborough MBTA station. Nearby parks, walking and jogging trails, golf courses, and conservation areas provide plenty of options for outdoor recreation. A great opportunity for buyers looking for a home with acreage and privacy while remaining close to everyday amenities and major routes. Check it out and make an offer...

210 Tispaquin St, Middleboro

$589,900

3 Beds ⋅ 2 Baths ⋅ 73577703 MLS

Open House 10/24/26 Saturday 11:00-1:00 . Located on a quiet dead-end street with convenient access to Route 495,24 and rt 44. This spacious home offers over 3000 square feet of living space with 3 finished levels. The main level features beautiful hardwood floors, exposed ceiling beams, natural woodwork and an impressive brick fireplace that creates a welcoming focal point. The open kitchen and dining area includes abundant cabinetry and counter space with a breakfast bar. An adjoining sun-filled entry room opens directly to the large back deck and expansive yard. The flexible first-floor layout includes multiple bedrooms, a full bath and additional living space that could accommodate a home office, guest area, playroom or multigenerational living. Town assesors record reports this as a two bedroom and passing title 5 is for a 3 bedroom. There’s so many rooms that there easily could be four or possibly five rooms that could be used as bedrooms if you have lots of guests. Upstairs, an oversized room offers more than 500 square feet of private space not counted in GLA. The basement is also finished and has a 1/2 bath and laundry area. Outside, enjoy a spacious, tree-lined yard with storage shed. A unique home with character, versatility and an excellent commuter location! BRAND NEW ROOF! BRAND NEW OIL TANK BRAND NEW BOILER! This is a private street.

6 Crocker St, Middleboro

$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

$575,000

3 Beds ⋅ 1 Baths ⋅ 73573809 MLS

OPEN HOUSES CANCELLED - Offer has been accepted. Privacy, space, and a backyard built for summer. Set back off Old Center St on 2.72 wooded acres, this 2002 raised ranch has it all. Host on the deck and patio, then cool off in the in-ground pool. Every summer feels like a staycation. Inside, hardwood floors run the entire first floor. The living room’s vaulted ceiling feels open and airy, and the kitchen features granite counters and stainless appliances. Just off the kitchen, a flexible bonus room with a pellet stove works as a formal dining room or a cozy sitting room. Three bedrooms on the main level include a primary with its own vaulted ceiling. Downstairs, a finished family room adds space for movie nights, a playroom, or a home gym. The paved driveway fits 8+ cars, so hosting is easy. Come see it for yourself!

15 Old Center St, Middleboro

$539,000

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

$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.

22 Starrett Ave, Middleboro

$589,000

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

$509,000

3 Beds ⋅ 3 Baths ⋅ 73568431 MLS

WELCOME HOME TO 2 Milena's Path. ENJOY this fuel efficient home heated by propane! 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!

2 Milenas Path Unit 2, Middleboro

$525,000

3 Beds ⋅ 2 Baths ⋅ 73560741 MLS

Welcome Home! This Cape Cod style home offers charm and updates. Natural light floods the first floor, where you'll find a large fully-applianced kitchen, a half bath, dining room and living room, and first floor laundry room with a huge closet. Upstairs two generous bedrooms share a spacious bathroom with an extra large closet. The large yard is an oasis for relaxing and entertaining, with mature trees, large composite deck and patio, room for a garden, and a fully fenced backyard for Fido. Recent updates include the gas furnace and AC condenser installed in 2021, new shed in 2022, and deck in 2023. Conveniently located nearby to public schools, grocery shopping, downtown Middleboro, and Route 495. Affordable municipal gas & electric service, town water and sewer - this home has it all! SELLER IS OFFERING CLOSING COST CREDIT TOWARDS 2-1 RATE BUYDOWN - MORTGAGE PAYMENTS UP TO 2% LOWER THAN THE MARKET RATE FOR THE FIRST TWO YEARS!

37 Acorn St, Middleboro

$549,000

3 Beds ⋅ 2 Baths ⋅ 73560748 MLS

Accepting offers- Exceptional value! Beautifully renovated two-family home on a desirable corner lot, just a short walk to downtown Middleborough, the MBTA commuter rail, shopping, restaurants, and with convenient highway access. Both units feature brand-new kitchens with stylish white cabinetry, quartz countertops, new flooring, updated bathrooms, and complete new electrical wiring throughout the entire house. Every room in both units is enhanced with modern recessed lighting, creating a bright and inviting living space. Separate utilities make this an ideal owner-occupied or investment property. The oversized lot offers excellent potential for an ADU, garage, or future expansion, subject to buyer verification of local zoning and approvals.

81 Oak St, Middleboro

$507,000

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

$599,999

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

$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

$525,000

3 Beds ⋅ 1 Baths ⋅ 73470953 MLS

JUST MOVE RIGHT IN! If your New Year’s resolution is to buy a home you won’t find a better buy in 2026 than this 3 bedroom Raised Ranch! All the big ticket items have been done for you within the past 5 years so you can rest easy knowing that your future home comes with a new asphalt shingle roof in 2023, a new heating system in 2021, new oil tank in 2021, new hot water heater in 2022, fresh paint throughout the whole first floor in 2025, and a newly finished basement in 2025 with new recessed lighting, new laminate flooring, new walls, and new ceilings which adds square footage and floor plan flexibility. Situated on three quarters of an acre of level ground, you’ll have all the outdoor space you need, but it’s not just the lot size that makes this home special. You’ll fall in love with the beautiful hardwood floors throughout the first floor, enjoy the updated full bath, and get cozy with the working fireplace in the living room. First showings at the open house!

70 Wall Street, Middleboro

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