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Houses For Sale in Middleboro MA

Find the latest single family homes for sale in Middleboro, Massachusetts. Contact Lindo Realty Group for more information about a specific property, or if you'd like to schedule a private showing. Create an account to save your favorite houses in Middleboro and we'll send you an email when similar properties become available. 

Single Family Homes in Middleboro

Middleboro, MA, offers a diverse selection of homes, ranging from new construction properties to charming renovated colonials and homes within 55+ communities. With updated interiors, spacious layouts, and easy access to local amenities, these homes provide comfort and convenience. The town’s proximity to the new train station and welcoming environment perfectly blends small-town charm with modern living. Learn more about Middleboro MA.

9 Bridle Path Lane Middleboro MA 02346

Middleboro, MA9 Bridle Path Lane

Price$749,900

Est. Mortgage: $/month

MLS Number 73557518

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,334

Presenting an exceptional opportunity at 9 Bridle Path Lane, Middleboro, MA. 2,334 square feet of meticulously maintained living space, poised for immediate occupancy. This single-family home, set on an expansive 305,205-square-foot lot that embodies a refined lifestyle in a serene setting. The residence features Three thoughtfully designed bedrooms, providing ample private accommodations. Complementing these are two full bathrooms, each finished to a high standard, ensuring comfort and convenience for residents and guests alike. Further enhancing the property's functionality is a built-in garage with capacity for two vehicles, offering secure parking and additional storage solutions. New roof, New Gutters, and New Windows. Finished basement with an exterior slider and finished walk out. This inviting home represents a singular opportunity for sophisticated living; we encourage you to schedule a private viewing.

Listed by Raoul Jacques of Conway - Lakeville

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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112 Spruce Street Middleboro MA 02346

MLS Number 73556945

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,498
  • High School Middleborough High

Experience a perfect balance of modern luxury and energy independence on 4.67 private acres in South Middleborough featuring walking trails and recently cleared grounds. This updated 4-bedroom, 3-bath Colonial is engineered for complete self-reliance with owned Tesla solar panels, a whole-house backup generator, private well water, and city water available at the simple turn of a lever. Enjoy incredible seasonal efficiency with a high-efficiency wood boiler that heats the entire home all winter long, supplemented by a wood cooking stove and pellet stove. Step inside to rich cherry hardwood floors and a bright, open floor plan connecting the island kitchen and cozy living room. The main level conveniently offers a full bath and a bedroom with a walk-in closet-ideal for guests or a home office. Upstairs features two additional bedrooms with walk-in closets, a full bath, a sitting area reading nook, and direct access to flexible unfinished third-floor space ready for future expansion. The primary suite serves as a peaceful retreat featuring soaring vaulted ceilings, a custom-tiled shower, and a private balcony overlooking the lush yard, paver patio, and fire pit. Out back, contractors and hobbyists will love the massive 30x40 detached 2-stall garage with 13-foot ceilings and expansive unfinished space above. Complete with established gardens, producing fruit trees, a greenhouse, and zoned for horses and livestock-this property has it all! Buyer and buyer's agent to verify all listing information.

Listed by Philip Rebello of Keller Williams South Watuppa

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31 Pine Street Middleboro MA 02346

Middleboro, MA31 Pine Street

Price$750,000

Est. Mortgage: $/month

MLS Number 73556157

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,408

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!

Listed by Beatrice Murphy of Lamacchia Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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408 Green Street Middleboro MA 02346

Middleboro, MA408 Green Street

Price$389,000

Est. Mortgage: $/month

MLS Number 73556084

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,344

Welcome to 408 Green Street in the desirable Oak Point 55+ Community! This attractive Princeton-style home is bright, open, and inviting, creating a great first impression from the moment you step inside. The thoughtfully designed split-bedroom floor plan offers both privacy and comfort. The primary suite features two closets and a private bath with a step-in shower. A nice sized living room flows seamlessly into the dining room, creating an ideal setting for everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, updated stainless steel appliances, vinyl flooring, and a morning room for casual dining (virtually staged with a table). A sliding glass door opens to the spacious screened porch with wood flooring-the perfect place to enjoy your morning coffee, unwind with a good book, or entertain family and friends. Located on the other side of the home are two additional bedrooms. These 2 rooms have been virtually staged to showcase their flexibility as a comfortable guest bedroom a craft room or home office, a full hall bath with a tub/shower combination. Built in 2003, this manufactured home on leased land offers 1,344 square feet of living space on a nicely situated lot. Additional features include attractive Pergo flooring in the main living areas and vinyl flooring in the kitchen and baths (no wall-to-wall carpeting), and a one-car garage. Updates: Refrigerator & stove April 2026, furnace and central air conditioning system replaced in 2022, Leaf Guard, gutter system and a roof replacement in 2016. Enjoy the exceptional Oak Point lifestyle with resort-style amenities, including three swimming pools (two outdoor), tennis and pickleball courts, bocce, a fitness center, gym, a 300-seat ballroom, billiards room, a library, and an extensive selection of clubs, classes, and social activities. Fee includes; lawn mowing, snow removal, trash pickup, sewer treatment and amenities.

Listed by Toni Manning and Maureen Daniels of Conway - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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688 Plymouth Street Middleboro MA 02346

Middleboro, MA688 Plymouth Street

Price$485,000

Est. Mortgage: $/month

MLS Number 73555583

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 864
  • High School Middleboro

** Offer Deadline Sunday 8/2 @ 4pm ** If you have been searching for affordability, look no further! Offered below $500,000 and on Middleboro gas and electric, the carrying costs are sure to be the best deal on the South Shore. You can also enjoy peace of mind as a homeowner because many of the big-ticket items have been taken care of recently! The bathroom was redone in 2023, new windows in 2024, kitchen renovation in 2021, central air in 2023, switched from oil to gas in 2018 and installed a new furnace, siding and roof in 2024, replaced and upgraded electric panel in 2018 w/ 200 amp service, and septic was replaced in 2016. You can start packing, call the movers, and settle in to your new home! Enjoy one-level living with the option to expand in the large walkout basement. Set on a 1/2 acre, it is the perfect-sized yard for entertaining and enjoying a summer afternoon! Conveniently located near Rte. 44, this is an ideal location for commuters and anyone looking to enjoy all the South Shore has to offer in a short drive! The minute you enter this adorable ranch-style home, you will see the thoughtful upgrades and renovations made by the seller, as this home showcases pride of ownership throughout!

Listed by Moriah Wicker of Keller Williams Realty Colonial Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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229 Tispaquin Street Middleboro MA 02346

Middleboro, MA229 Tispaquin Street

Price$799,000

Est. Mortgage: $/month

MLS Number 73555359

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 3,424

Welcome to 229 Tispaquin! This charming 3-bedroom, 2-bathroom home sits on a beautiful 2.8-acre lot and offers the perfect blend of comfort, space, and versatility. A true highlight of the property is the impressive 40' x 30' detached garage, complete with electricity, vehicle lift, wood stove, and a spacious loft area above, perfect for hobbies, projects, storage, or recreational use.Inside, the spacious kitchen features an oversized center island, gas range, and plenty of cabinet and counter space, making it the perfect gathering spot. Just off the kitchen, the mudroom includes a pellet stove for added warmth and convenience. Enjoy the bright sunroom overlooking the property, or relax in the inviting living room with a fireplace and pellet stove insert.The flexible first-floor bonus room is currently used as an additional bedroom but could also serve as a home office, guest room, playroom, or den. Central air keeps the home comfortable year-round. The partially finished basement offers additional living space, laundry, and plenty of storage.Outside, enjoy the brand-new deck, perfect for relaxing or entertaining, along with an oversized shed for tools, lawn equipment, and outdoor gear. With its expansive lot, incredible garage setup, and thoughtful features throughout, 229 Tispaquin offers space and versatility that are hard to find. Conveniently located near local amenities, shopping, dining, and commuter routes, this is one you won't want to miss!

Listed by Elizabeth Moses of LPT Realty - Home & Key Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6406 Oak Point Middleboro MA 02346

Middleboro, MA6406 Oak Point

Price$399,000

Est. Mortgage: $/month

Contingent

MLS Number 73554455

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,456

Offer deadline 7/26, Sunday 10 AM. Make offers good until 6pm. Oak Point ~ one of the South Shore's premier 55+ communities, where resort-style amenities and an active, social lifestyle come together. This well-maintained Princeton-style home offers 3 bedrooms, 2 full baths, and 1,456 square feet of thoughtfully designed living space. Step inside to a bright, open floor plan featuring updated flooring and a seamless flow between the living, dining, and kitchen areas-perfect for everyday living and entertaining. The spacious primary suite includes a private bath, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy the outdoors from the expansive back deck overlooking a peaceful setting, plus the convenience of a one-car garage and large storage shed. Tucked away from the main road, this home offers added privacy while remaining close to Route 105 and Route 44. Recent updates include a new water heater (2025) and roof and HVAC (2018). Oak Point residents enjoy exceptional amenities including heated indoor and outdoor pools, tennis, pickleball, bocce, shuffleboard, fitness center, billiards, library, and a vibrant clubhouse with year-round social events and activities. The monthly park fee includes the land lease, real estate taxes, sewer, lawn care, shrub trimming, snow removal, and trash removal, providing truly maintenance-free living so you can spend more time enjoying everything this wonderful community has to offer.

Listed by Jessica Fernald of Coldwell Banker Realty - Plymouth

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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18 Chestnut Street Middleboro MA 02346

Middleboro, MA18 Chestnut Street

Price$519,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73553246

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,436
  • High School M.H.S.

Newly Offered! Welcome home to 18 Chestnut Street in Middleboro, a charming and well-maintained 2-3 bedroom, 1.5-bath Front-to-Back Split offering the perfect blend of comfort, character, and outdoor enjoyment. The heart of the home features an eat-in kitchen with a tiled floor, ceiling fan, and pantry, while the spacious living room showcases a cozy wood-burning fireplace. Throughout the home you'll find hardwood floors and solid oak doors, adding warmth and timeless appeal. Enjoy outdoor living at its finest from the 12' x 12' screened porch with a vaulted ceiling and ceiling fan, leading to a private 20' x 12' deck overlooking a fenced inground pool complete with a pool house featuring electricity and a cold-water sink. The property also includes a barn with chicken coop, perfect for hobby farming, storage and workshop space. Additional features include: Central Air & Vacuum; Full bath with shower stall; Second-floor laundry room (washer & dryer included); Easy access attic for additional storage; Finished lower level with door opening directly to the outside, offering a family room or potential 3rd bedroom, plus a convenient half bath; Municipal Gas & Electric (MG&E). Recent updates: Heat Pump (2023); 200-Amp Electrical Panel (2023); Updated roof and replacement windows, 3-Bedroom Title V Septic System (installed 7/21/2025). This home is conveniently located with quick access to Routes 105, 495, 44, and 28. Close to downtown amenities including the post office, coffee shops, and library, and is less than four miles from the new Middleborough Commuter Rail Station. Don't miss this unique property offering indoor comfort, outdoor entertaining, and exceptional convenience!

Listed by Kyle Belken of Realty One Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Daniel Drive Middleboro MA 02346

Middleboro, MA6 Daniel Drive

Price$649,900

Est. Mortgage: $/month

MLS Number 73552853

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,274

Tucked away at the end of a long private driveway and surrounded by nature, this inviting home offers the perfect blend of privacy, comfort, and thoughtful updates. Step inside to a warm and welcoming living room featuring soaring cathedral ceilings with exposed beams and a classic wood-burning fireplace, creating a cozy gathering space year-round. Enjoy the outdoors from the spacious composite deck, an ideal spot for entertaining or simply relaxing while taking in the peaceful natural surroundings. Recent improvements provide peace of mind, including a brand-new septic system, new boiler, replacement windows and doors, Roth oil tank, updated gutters, and a well pump and pressure tank that are less than five years old. A heated garage adds year-round convenience and versatility for vehicles, hobbies, or additional workspace. If you're looking for a home that offers privacy, modern mechanical updates, and a beautiful setting, this Middleboro property is one you won't want to miss.

Listed by Robert Chestnut of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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45 Cross Street Middleboro MA 02346

Middleboro, MA45 Cross Street

Price$539,000

Est. Mortgage: $/month

Contingent

MLS Number 73552234

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,036
  • High School Middleboro High

Completely renovated and thoughtfully updated, this two-bedroom ranch offers an open, inviting layout perfect for entertaining and relaxing. Wide-plank oak flooring runs throughout the main level, where the spacious living room features a stylish electric fireplace and custom built-in shelving that creates a beautiful focal point. The updated kitchen includes modern appliances and a large center island, ideal for everyday living and entertaining. Both bedrooms are generously sized, and the remodeled full bath features a double vanity. The finished lower level adds a comfortable family room or playroom with an electric fireplace, and walk-out french doors leading to the backyard patio and room for a home gym. Outside, enjoy a cleared, fenced-in backyard with plenty of room to relax or entertain. Additional features include a one-car garage, whole-house water filtration system, updated oil tank, and convenient access to Route 44. Septic is 3 bedroom system offering options to next owner.

Listed by Emmie Flaherty of Keller Williams Realty Colonial Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 Paddock Circle Middleboro MA 02346

Middleboro, MA8 Paddock Circle

Price$1,100,000

Est. Mortgage: $/month

MLS Number 73550874

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,290

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.

Listed by Tiffany Weigold of Keller Williams Elite

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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307 Blueberry Circle Middleboro MA 02346

Middleboro, MA307 Blueberry Circle

Price$450,000

Est. Mortgage: $/month

Contingent

MLS Number 73550717

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,700

Welcome to Oak Point, a premier 55+ community offering resort-style living and exceptional amenities. This beautifully maintained 3-bedroom, 2-bath home features a bright, open floor plan designed for comfortable everyday living and effortless entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while the private primary suite offers a relaxing retreat with an en-suite bath and ample closet space. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Enjoy your morning coffee or unwind in the peaceful outdoor space. Residents of Oak Point enjoy access to a clubhouse, fitness center, swimming pools, tennis courts, walking trails, and a full calendar of social activities. Experience low-maintenance living in one of the area's most sought-after active adult communities. Land lease fee, approx $970 mo. covers taxes, lawn care, snow and trash removal and more. First showings at Open House.

Listed by Jennifer Soderquist of Conway - Mansfield

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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