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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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49 Plain Street Middleboro MA 02346

Middleboro, MA49 Plain Street

Price$799,900

Est. Mortgage: $/month

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: 6.49% last updated on Jul 9, 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$795,000

Est. Mortgage: $/month

Open House

MLS Number 73541081

  • Residential
  • Next Open House: Wed 07/15 5:00 pm. to 7:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,184

EASY TO SHOW 7.7-acre private retreat, offering a blend of privacy, nature, and convenience in the middle of the South Shore. 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. 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 a combination of engineered wood and tile downstairs. Enjoy 3 mini-splits with heat pumps, propane heat and gas stove. Additional features oversized garage door with pull-down loft storage w/window, added carport, shed, French drains, generator hookup, ADU potential and many outdoor areas. Check out the video!

Listed by Nicole DeBenedictis of Homistic Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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

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... Call or text for a showing.. Sign will be up on Monday but if you have a buyer please reach out.

Listed by Fern Langella of The Firm

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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194 Miller Street Middleboro MA 02346

Middleboro, MA194 Miller Street

Price$689,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73516208

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,208
  • High School Middleboro High

Discover this meticulously maintained "one owner" ranch constructed in 2015, offering 2208 sq ft of living space. This attractive property presents an exceptional opportunity for discerning homeowners. The kitchen is a culinary enthusiast's delight, equipped with stainless steel appliances and elegant stone counters & recently painted cabinetry. The living room commands attention with its impressive vaulted ceiling & picture window, open to the kitchen/dining area which creates an expansive and inviting atmosphere for entertaining. One of the 3 bedrooms (primary) offers the comfort of an en-suite well-appointed bathroom with double vanity & walk-in shower. Additional features include hardwood & ceramic floors throughout, inviting farmer's porch (6x23), large deck (15x12), storage shed, and most importantly the walk-out finished lower level that screams in-law/accessory potential! The location cannot be better - close to I-495 and commuter rail; yet peacefully abutting conservation.

Listed by Kim Thomas of Realty One Group,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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287 Wareham Middleboro MA 02346

Middleboro, MA287 Wareham

Price$780,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73511717

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,768
  • High School Middleboro High

This 2024 NEW Build, 4 Bed, 3 Bath Colonial offers Quality construction on 1.38-acres among new homes. Bright with a modern color palette and 3.25” Oak Hardwood floors BOTH floors. The main-level features a living area Open to eat-in kitchen with granite counters, large island, white cabinets, stainless appliances and modern fixtures. Sliders lead to a composite deck, manicured lawn and wooded views. First floor hosts a 4TH Bedroom OR use as office/formal dining/playroom, laundry/pantry, garage entry and Bathroom w/shower. Upstairs find 2-Bedrooms, 2nd Bathroom and 3rd Bed/Primary Suite with 3rd Bath and 2 walk-in closets. More Highlights: shaker vanities/granite in Bathrooms, insulated basement w/2 full-sized windows and interior/exterior access stairways, pull-down attic, attached ~600SF 2-car garage with finished ceiling/walls, vinyl siding, 2-zone heat/AC, 200-AMP, 4-Bed septic, irrigation, & on-demand hot water. Minutes to downtown Middleboro, I-495, Rte.44 and New Train Station.

Listed by Nicole DeBenedictis of Homistic Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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65 Oak Street Middleboro MA 02346

Middleboro, MA65 Oak Street

Price$649,900

Est. Mortgage: $/month

MLS Number 73514466

  • MultiFamily
  • Bedrooms 7
  • Bathroom 2
  • Square Feet 2,214
  • Parking Spaces 4

Well-maintained two-family in the heart of Middleboro offering strong rental income and major updates throughout. Second floor will be delivered vacant, first floor TAW. Each unit features 3 bedrooms, 1 full bath, an eat-in kitchen, and spacious living room. Many big-ticket improvements completed in 2022 including new electrical, all new plumbing, new roof, new siding, rebuilt exterior porches, new gutters, motion-detection lighting in common areas, new furnace for Unit 1, and new exterior doors. Full basement includes coin-op washer & dryer or separate washer/dryer hookups for each unit. Great opportunity for investors or owner-occupants seeking income potential in a convenient in-town location.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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10 Barrows Street Middleboro MA 02346

Middleboro, MA10 Barrows Street

Price$864,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73511738

  • MultiFamily
  • Bedrooms 8
  • Bathroom 3
  • Square Feet 3,398
  • Parking Spaces 11

Well-maintained 3-family on Barrow's St offering strong income potential ($6,550/month) or owner-occupy option (Unit 2 leased through June 30). Features include a wrap-around porch, brick/fieldstone foundation, detached single-car garage, fenced yard, and ample 10-car parking. Potential to add a 4th unit (ADU-buyer to verify). Each unit offers spacious layouts: 1st & 2nd floors with 3 beds/1 bath, 3rd floor with 2 beds/1 bath. Highlights include vinyl and engineered hardwood flooring, granite countertops (2nd floor), farmer-style sinks, classic wide trim, and multiple private entrances. Gas heat with radiators plus two high-efficiency heaters. Basement with interior and walk-out access, washer/dryer hookups, individual storage, and updated electrical panels. Great investment or multi-generational opportunity.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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6802 Oak Point Drive Middleboro MA 02346

Middleboro, MA6802 Oak Point Drive

Price$425,000

Est. Mortgage: $/month

Contingent

MLS Number 73510435

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,674

Welcome to easy living at Oak Point.This bright and sunny 2-bedroom home at 6802 Oak Point Drive has been freshly painted and is ready for its next chapter. The interior offers a clean, inviting feel with natural light pouring in, creating a warm and comfortable space you'll actually want to spend time in. Located in the sought-after Oak Point 55+ community, this home is all about lifestyle. Residents enjoy a relaxed, low-maintenance way of living with access to exceptional amenities, including multiple pools, tennis courts, a clubhouse, fitness center, and a full calendar of social activities. Whether you're looking to stay active or just kick back and enjoy the surroundings, it's all right here.If you've been waiting for a simple, turnkey home in a vibrant community where everything is taken care of, this is it.

Listed by Marni Migliaccio of The Firm - Duxbury

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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357 Wareham Street Middleboro MA 02346

Middleboro, MA357 Wareham Street

Price$949,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73505593

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,520

The "Investor's Dream" -Rare Development Opportunity or Live/Work Estate in Middleboro! Unlock the massive potential of 357 Wareham St... Situated on a sprawling 2.62-acre level lot, this property is a goldmine for developers, entrepreneurs, or those seeking a multi-generational compound! The site features a beautifully updated 4-bedroom, 3.5-bathroom Colonial (full interior remodel by the amazing re:fab!) boasting over 2,500 sq. ft. of living space. Inside, you'll find a beautiful kitchen, both a first-floor and second-floor primary suite, both complete with a gorgeous 3/4 bath with huge walk-in showers (YES, TWO PRIMARY BEDROOM SUITES!!)! The Real Value: Development Potential: Conceptual plans are attached for THREE HOMES and THREE TWO CAR GARAGES! Seller is providing a conceptual plan for you to complete this project. See attached conceptual plan. Commercial Use: Zoning allows for unique "live-where-you-work" opportunities. Run your business right from home with so many options!

Listed by Cindy Brouwer of Cindy Brouwer Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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287 Thompson Street Middleboro MA 02346

Middleboro, MA287 Thompson Street

Price$499,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73502699

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,068

This meticulously renovated ranch proves that thoughtful design beats square footage, offering a compact and highly efficient floor plan completely transformed over the last six years. The main level maximizes every inch with soaring cathedral ceilings that create an airy, expansive feel, complemented by durable LVP flooring and a stylish kitchen featuring warm butcher block countertops. The lower level is dedicated to a private master retreat with ample closet space, providing a quiet and cozy escape. While the home is perfectly scaled for low-maintenance living, the true showstopper is the "big kids toy box"-an oversized 36x28, detached garage. This premier outbuilding features rustic barn doors, a professional car lift, and an electric heat pump for year-round heating and AC. With a massive walk-up loft for storage or a home office, this property is a rare find for anyone seeking a smart, functional home paired with an elite-level workspace. It is the ultimate hobbyist dream.

Listed by Pamela Coletti of Keller Williams Realty Colonial Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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1307 Blueberry Circle Middleboro MA 02346

Middleboro, MA1307 Blueberry Circle

Price$369,900

Est. Mortgage: $/month

MLS Number 73501867

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

Welcome to the 55+ Oak Point Community! This home is set on a private wooded lot for added peace and privacy. Living room features an open floor plan highlighted by a vaulted ceiling, creating a bright and airy feel. The eat-in kitchen offers gas cooking, two-toned cabinetry, and ample prep space, while the formal dining area is perfect for entertaining. The main bedroom includes double closets and a private bath with a skylight. Two additional generously sized bedrooms, central air, and a newer roof (2016) add to the home's appeal. The attached One-car garage is ideal for New England winters. Enjoy resort-style living with HOA amenities including three swimming pools, tennis, pickleball, bocce courts, a library, billiards room, and fitness center. HOA covers sewer, trash, lawn care, and snow removal-plus no real estate taxes! Settled near Rt 105, the Sportmans Club and more.

Listed by Tom Dixon of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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

70 Wall Street Middleboro MA 02346

Middleboro, MA70 Wall Street

Price$525,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73470953

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,428

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!

Listed by Richard Baker Jr. of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 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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