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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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95 Walnut Street Middleboro MA 02346

Middleboro, MA95 Walnut Street

Price$634,900

Est. Mortgage: $/month

MLS Number 73566469

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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: 6.65% last updated on Aug 20, 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

Contingent

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: 6.65% last updated on Aug 20, 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 Green Middleboro MA 02346

Middleboro, MA307 Green

Price$425,000

Est. Mortgage: $/month

Contingent

MLS Number 73560115

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,736

Relax in style and comfort at Oak Point. Tucked away on Green Street and complemented by mature landscaping, this desirable Lincoln-style ranch offers high ceilings throughout, 6 spacious rooms, 2 bedrooms, 2 full baths, an attached two-car garage, and a screened-in back porch. Designed for both entertaining and everyday living, this home features over 1,700 square feet of open-concept living space. The kitchen offers a morning room, pantry, and slider to the screened-in porch, while opening seamlessly to the family room. The spacious primary suite is a private retreat featuring two walk-in closets and a luxurious en suite bath complete with a corner soaking tub, separate shower, and double-sink vanity. A generously sized guest bedroom and second full bath provide comfort for visitors. Enjoy all that this premier South Shore 55+ community has to offer, including an indoor and outdoor pool, fitness center, tennis courts, billiards, a vibrant clubhouse, and an array of social activities. Don't let this one get away.

Listed by Jeannie Cullati of The Firm

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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$439,900

Est. Mortgage: $/month

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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53 Wareham Street Middleboro MA 02346

Middleboro, MA53 Wareham Street

Price$569,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73548524

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,539

Welcome to 53 Wareham Street, a beautifully updated 3-bedroom, 2-full-bath home offering water views of the Nemasket River. A stunning 12' 56' deck overlooks the river, creating the perfect setting for outdoor dining, entertaining, or simply unwinding while taking in the scenery. The beautifully landscaped grounds form a secluded oasis retreat with ample off-street parkin and an electrified storage shed ideal for hobbies, a workshop, or additional storage. Inside, timeless character blends seamlessly with modern comfort, featuring inviting living spaces and a well-appointed kitchen designed for both everyday living and effortless entertaining. Conveniently located just minutes from the vibrant town center and the commuter rail station, this exceptional property offers the perfect balance of privacy, comfort, accessibility, and natural beauty. Title V is sellers responsibility.

Listed by Blake Starratt of RE/MAX Legacy

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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49 Plain Street Middleboro MA 02346

Middleboro, MA49 Plain Street

Price$799,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73545512

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,486

Come home to a setting that feels like your own private retreat. Set on nearly 2 wooded acres, this custom Cape welcomes you with a bright, inviting foyer that opens to beautifully connected living spaces designed for both everyday comfort and effortless entertaining. The stunning living room, anchored by a striking stone fireplace, flows seamlessly into a spacious kitchen featuring granite countertops, ample cabinetry, and an open dining area where family and friends naturally gather. A sunroom invites quiet mornings with coffee, while the composite deck overlooks a backyard made for summer, complete with an above-ground pool, gardens, and room to unwind. Upstairs, the expansive primary suite is a true escape with a private balcony, walk-in closet, and spa-like bath with a whirlpool tub. Hardwood floors, generous room sizes, three full baths, a 2-car garage complete a home that offers the space, warmth, and lifestyle buyers have been searching for.

Listed by Janine Wuschke of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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$769,900

Est. Mortgage: $/month

Price Changed

MLS Number 73541081

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,184

This 7.71-acre retreat, offers PRIVACY, nature, and convenience in the middle of the South Shore. Not only is it home EASY TO SHOW and meticulously maintained...it includes a NEW SEPTIC! The flexible floor plan hosts a first floor large living room with fireplace, bonus room with patio access, laundry room, and a bright sunroom/office with garage and patio access. Upstairs offers 3 bedrooms and 2 full baths, including a primary suite, eat-in kitchen with stainless appliances and deck access, and a dining/living room option. 4th bedroom possible lower level with own entrance. This well-maintained home features updates, including the roof, water heater, well pump, water filtration, stone wall, granite countertops, finished walls/ceiling in garage, 3.25" hardwood floors upstairs and engineered wood & tile downstairs. Enjoy 3 mini-splits with heat pumps, propane heat and gas stove. The garage offers a taller garage door with pull-down loft storage with 2 windows. Other features include an added carport, shed, French drains, house generator, ADU potential on first floor or separately on the property and many outdoor areas. Check out the video! If you act fast, additional bedroom capacity possible opportunity.

Listed by Nicole DeBenedictis of Homistic Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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

Middleboro, MA81 Rocky Meadow Street

Price$689,900

Est. Mortgage: $/month

MLS Number 73538098

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

Motivated Sellers! This home has a BRAND-NEW high efficiency central heat pump with central air conditioning system that was installed in July 2026!, This unique two-level, 4-bedroom, 2.5-bath home offers tranquility and flexible living space on both levels and sits on approximately 1.45 acres of beautiful grounds! The upper-level features three freshly painted bedrooms with brand-new flooring, a full bath, and a cozy office nook. The main level showcases soaring cathedral ceilings and a pellet stove in the living room, a spacious kitchen, an adjacent room for a walk-in pantry or storage, a separate laundry room, and a renovated primary suite with en-suite bathroom. You will love relaxing in the extra-large four-season room with vaulted ceilings! The oversized two-car garage with a full second level offers endless possibilities for hobbies or workspace. The property includes Lot 6 (see engineer's plans), which may offer future use opportunities, subject to buyer due diligence and approvals. With a new roof (2025), hot water heater (2026) and brand-new heat pump with central air, you will have peace of mind for years to come!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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: 6.65% last updated on Aug 20, 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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5604 Oak Point Drive Middleboro MA 02346

Middleboro, MA5604 Oak Point Drive

Price$465,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73530629

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,612

Welcome to 5604 Oak Point Drive, Middleboro MA 02346 - This 55+ community has so much to offer such as multiple pools, putting green, tennis, huge club house with something for everyone. I was so very impressed by all the activities that are offered. Pool Tables, Bingo, Ballroom, Fitness center, basketball and I could go on!!! I have spoken with many owners there and they love it here. It's time to kick off your shoes and relax in a low maintenance way of living. This 3 bed, 2 bath, 2 car garage with a newer add on addition perfect for reading, relaxing, or enjoying your morning coffee or for entertaining. If you have been looking for something just like this, 5604 Oak Point Drive is the one for you...

Listed by Fern Langella of The Firm

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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