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Middleboro MA Real Estate for Sale with Virtual Tours

Explore Middleboro, Massachusetts real estate for sale with virtual tours that offer a streamlined way to review available properties. The area features a mix of single-family homes, newer developments, and properties with convenient access to major routes and commuter rail service. Virtual tours provide a detailed look at layouts, interior finishes, and key property features to help guide your search. Browse current listings and stay up to date on real estate opportunities throughout the Middleboro area.

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158 Wood Street Middleboro MA 02346

Middleboro, MA158 Wood Street

Price$674,900

Est. Mortgage: $/month

Open House

MLS Number 73575453

  • Residential
  • Next Open House: Sun 09/13 1:00 pm. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,768

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!

Listed by Tom Dixon of Keller Williams Realty

$
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$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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109 Spruce Street Middleboro MA 02346
Open House

MLS Number 73572131

  • Residential
  • Next Open House: Sun 09/13 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,768

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.

Listed by William Chase of eXp Realty LLC - Corporate Office

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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7012 Oak Point Drive Middleboro MA 02346

Middleboro, MA7012 Oak Point Drive

Price$425,900

Est. Mortgage: $/month

Contingent

MLS Number 73571507

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,512

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!

Listed by Alysandra Nemeth of Redfin Corp.

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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32 Frank Street Middleboro MA 02346

Middleboro, MA32 Frank Street

Price$599,999

Est. Mortgage: $/month

Contingent

MLS Number 73569959

  • MultiFamily
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,112
  • Parking Spaces 7

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.

Listed by Kade Phillips of RE/MAX Legacy

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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95 Walnut Street Middleboro MA 02346

Middleboro, MA95 Walnut Street

Price$634,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73566469

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,080

****highest and best due 8/27 by noon***** Over 3000 Sq ft of living space in this 4 bedroom 4 Bath home (2 full and 2 half) Large rooms, central air, back up propane generator on 2.75 Acres. Newer 4 bedroom septic (passed) installed in 2021. Newer high efficiency heat pump water heater. Home has wood stove boiler back up for multi-fuel heating options. 2 car garage, screened in porch, large deck AND MORE!! Easy to show

Listed by Chris Bruce of Real Broker MA,LLC

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$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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50 Cambridge Street Middleboro MA 02346

Middleboro, MA50 Cambridge Street

Price$215,000

Est. Mortgage: $/month

MLS Number 73563384

  • Land
  • Acreage 0.7
  • Zoning GU

Excellent opportunity to own 0.70 acres of General Use-zoned land in a prime Middleboro location. With Middleboro continuing to grow and benefit from major investment and improved commuter access, including the new MBTA station, this property offers exciting potential for investors, developers, or end users. Conveniently located near major routes, local amenities, shopping, dining, and transportation, this versatile parcel is positioned in an area experiencing continued growth. Bring your vision and explore the possibilities at 50 Cambridge Street! Buyer and buyer's agent to perform all due diligence regarding zoning, permitting, utilities, and potential uses.

Listed by Kade Phillips and Chelsea McLaughlin of RE/MAX Legacy

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$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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35 Margaret Road Middleboro MA 02346

Middleboro, MA35 Margaret Road

Price$849,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73562337

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,920
  • High School Middleboro

OPEN HOUSES CANCELLED, SELLER ACCEPTED OFFER. This exceptional one-owner home offering nearly 3,000 sq ft of thoughtfully designed living space on 1.4 meticulously maintained & landscaped acres. Set on approx 200 ft of street frontage in an established Middleboro neighborhood, this property offers a private setting while remaining convenient to Rtes 44, 3 & 495. Step inside to a home created for both comfortable everyday living & memorable entertaining. The showpiece is the expansive, open-concept Great Room featuring soaring ceilings, a dramatic 16-ft stone FP & stunning curved balcony overlooking the space below. Beautiful 3/4” hardwood floors flow throughout, adding warmth & timeless character. Unique floating bedroom balconies add architectural interest, while the upscale billiard room provides another inviting space to gather. The finished lower level continues the entertainment theme w/a custom pub-the perfect setting for game days, celebrations or relaxing w/friends. Outside, the property transforms into your own family resort. Spend summer days around the impressive 20x40 inground pool framed by a beautiful stone apron, gather under the 18-ft pavilion or enjoy evenings around the stone fire pit. A 30x40 basketball/sport court adds even more opportunity for recreation right at home. Extensive stone walls & brick pavers surround the property, complementing the mature landscaping & showcasing the attention to detail throughout the grounds. A Hunter irrigation system helps maintain the lush landscape. A 3-car garage offers generous space for vehicles, storage, hobbies & recreational equipment. From the dramatic interior architecture to the resort-style backyard, this home has been carefully designed, maintained & enjoyed by its original owner.

Listed by Selling South of Boston Team, Kimberly Dawes and Renee Weston of Keller Williams Realty Colonial Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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40 Lake Shore Drive Middleboro MA 02346

Middleboro, MA40 Lake Shore Drive

Price$425,000

Est. Mortgage: $/month

Contingent

MLS Number 73559110

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 807

Welcome to peaceful one-level living at 40 Lake Shore Dr! This charming 2-bedroom, 1-bath home is privately situated on nearly half an acre with picturesque views of Savery Pond. Whether you're a first-time buyer, looking to downsize, or searching for a quiet retreat, this property offers the perfect blend of privacy, tranquility and convenience. A 2-car detached garage provides plenty of space for vehicles, storage, hobbies or a workshop. Additional highlights include a brand-new hot water tank, forced hot air heating system, and a 3-bedroom septic design offering future potential. With forced hot air already in place, simply add an A/C condenser for central air. Enjoy beautiful water views and a peaceful setting while still being close to all that Middleboro has to offer. Don't miss this opportunity!

Listed by Chelsea McLaughlin of RE/MAX Legacy

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 73550874

  • Residential
  • Next Open House: Sat 09/19 10:30 am. to 12:30 pm.
  • 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: 6.76% last updated on Sep 10, 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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233 Tispaquin Street Middleboro MA 02346

Middleboro, MA233 Tispaquin Street

Price$749,000

Est. Mortgage: $/month

Open House

MLS Number 73541081

  • Residential
  • Next Open House: Sun 09/13 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,184

PRIVACY, NATURE & CENTRAL CONVENIENCE! A meticulously maintained 3 Bedroom 2 Bath 7.71 acre private retreat. This expansive scenic spot set back from the road on a paved and lit driveway, takes you to a unique, peaceful, parcel...central and slightly elevated looking out upon vast wooded views. The many improvements include a NEW SEPTIC, newer roof with warranty, solid hardwood flooring upstairs, engineered flooring and tile downstairs, new water heater, 3 AC/Heat pump units, new well pump, stone wall, granite counters, gutter guards, French drains, gas range, gas fireplace, home generator, finished walls and ceiling in garage with pull-down stair to attic loft with full sized windows, shed, and also an additional carport. The flexible floor plan hosts a first floor large living room with fireplace, bonus room with patio access, separate laundry room with window, counter and cabinets and utility sink, and a bright sunroom/office with garage and direct patio access. Upstairs offers 3 bedrooms and 2 full baths, including a primary suite, eat-in kitchen with stainless appliances and big deck, and an open dining/living combo option. Check out the video!

Listed by Nicole DeBenedictis of Homistic Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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81 Rocky Meadow Street Middleboro MA 02346

MLS Number 73538098

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,007

NEW PRICE! If space, privacy and endless possibilities are on your wish list, this home deserves a fresh look! Need room to spread out, work from home, pursue a hobby, or simply have spaces that can change along with your life? This unique 4-bedroom, 2.5 bath home delivers flexibility that is hard to find, all on 1.45 acres of land. Upstairs three freshly painted bedrooms feature brand new flooring, a full bathroom with tub, and an open bonus area ready to become an office, reading nook or sitting room. On the main level, the modern primary suite features an en-suite modern bathroom and walk-in closet. A convenient modern half bath and laundry room are located just down the hall. The living room feels open and inviting with soaring cathedral ceilings and a pellet stove that adds warmth and character. The cabinet-packed kitchen offers room for an island or dining table, while an additional adjoining room gives you even more flexibility as a pantry, workout room, hobby space, or extra storage. But the true showstopper is the sun-filled heated sunroom - a peaceful place to enjoy every season while overlooking the lush lawn and surrounding woods. The detached two- car garage includes an entire second level ready for storage, a workshop, studio or future possibilities. Major updates include a new roof (2025), new water heater (2026) and a brand-new high efficiency heat pump and central air conditioning system (July 2026). Come home and exhale!

Listed by Julie Etter Team and Geeta McGrath of Berkshire Hathaway HomeServices Evolution Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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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4 Star Avenue Middleboro MA 02346

Middleboro, MA4 Star Avenue

Price$599,800

Est. Mortgage: $/month

Under Agreement

MLS Number 73537865

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,240

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!

Listed by Andrew Romano of Bold Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 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.

Virtual TourSave 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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