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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.

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71 E Main Street Middleboro MA 02346

Middleboro, MA71 E Main Street

Price$724,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73533391

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,932

Set far back from the road on 2.3 acres, this beautifully maintained 3-4 bedroom Cape offers a peaceful, retreat-like setting with privacy, comfort, and a flexible floor plan. All bedrooms are generously sized, including two conveniently located on the first floor, one currently being used as a home office. Hardwood floors run throughout, and the inviting dining room features a fireplace with a wood insert, adding warmth and character. This move-in ready home includes two full baths and numerous updates, including a heating system just 1.5 years old and central air only 6 years old. Outside, enjoy mature plantings that create a private backyard oasis, along with a shed equipped with electricity-ideal for hobbies, storage, or workspace. The attached 2-car garage offers walk-up storage above for added convenience. Abutting Pratt Farm with over 160 acres of walking and riding trails, this property provides a rare opportunity to enjoy nature right from your own property.

Listed by Jodi Donovan of Keller Williams South Watuppa

$
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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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137 Cedar Street Middleboro MA 02346

Middleboro, MA137 Cedar Street

Price$1,100,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73532821

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,054
  • High School Middleboro

This Saltbox style home is just so impressive from top to bottom, stem to stern! Impressively landscaped. Enter into a pristinely maintained home and become absorbed with the attention to details in every room. Polished solid oak flooring leads you through to the LR with expanded windows, crown moldings and french doors. Or, the floor plan draws you beyond a spacious DR into a magnificent solid Cherry cabinet Kitchen with granite countertops, an oversized central island, a breakfast nook area and with spotless, top end appliances! De-stress and collect yourself daily in the fireplace Family Room with cathedral ceiling and exterior access to the inground pool and patio. The Primary Bedroom is generously sized with a full bathroom, 2 walkin closets and Hdwd floors. Completeing the 2nd level are three additional Bedrooms equally oversized. There are multiple outer buildings, attached 2 car garage, expandable walkup 3rd floor, fruit bearing plants, mature landscaping.

Listed by Phillip Tarantino of Tarantino Real Estate

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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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60 Benson Street Middleboro MA 02346

Middleboro, MA60 Benson Street

Price$899,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73532671

  • Residential
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 2,057

Equestrian's dream! Step back in time while enjoying the comfort and convenience of modern living at this charming renovated 1800's farmhouse set on a meticulously maintained 1.8-acre lot. Extensive updates completed within the past year have thoughtfully preserved the home's timeless character while incorporating today's most desired features and improvements. (full list of recent updates available) A 30x36 Horizon Structures 5-stall barn, completed just six months ago and designed with both horse and owner in mind. Each 10x12 stall offers individual in-and-out access to private paddocks and is equipped with chew guards, fans, lighting, and camera monitoring. The professionally designed facility features premium drainage systems, quality footing, and outstanding attention to detail throughout. Custom tack room with built-in cabinetry/ample storage. A turn-key equestrian retreat where luxury, functionality,and timeless New England charm come together, Simply unpack, settle in and ride!

Listed by Amanda DeFazio of William Raveis R.E. & Home Services

$
$
%
$/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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19 Montello Street Middleboro MA 02346

Middleboro, MA19 Montello Street

Price$739,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73531874

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,790

An exceptional opportunity awaits to own this amazing property located just a short stroll from the picturesque town center. Have you ever envisioned owning a residence that encompasses a Beautiful Main home, showcasing the epitome of modern living with an amazing updated kitchen,3 bedrooms, a garage, an expansive workshop (originally a milk bottling plant), an inviting entertainment area, a charming tiny house with heat, a spacious shed, a horseshoe driveway, and an extensive parcel of land? This remarkable property fulfills those dreams. Positioned on a acre of beautifully landscaped level lot with fruit trees, perennial gardens, The main home emanates character and allure, Maple hardwood floors grace the entire of home, adding a touch of timeless elegance. Newer Gas heating systems and Water Heater. The rear structure encompasses a 2 car garage, oversized workshop, above huge bonus room with bedroom and a 1/2 bath, endless possibilities for it, In-law's ,Au Pair suite & much more

Listed by Erin Ribeiro of Options 153,Mullen & Partners

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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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507 Crystal Way Middleboro MA 02346

Middleboro, MA507 Crystal Way

Price$410,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73531008

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,702

"Oak Point"/ 2003 3 Bedroom & 2 Full Bath Handicap Accessible "Oak Point Unit"/One Level Living, Handicap Accessible Shower(s) & Garage Chair Lift-Can Stay/SUPER Private Location Within "Oak Point"-Off the Beaten Path-NO Units Behind Property/Charming Covered Entry/Cathedral Ceiling in Livingroom & Dining Room/Carpets Shampooed(June 2026)/HEATED 14/x12' Sun Room Addition w/Wood Laminate Flooring Overlooking Serene PRIVATE 21'x12' Deck/10'x12' Storage Shed/Eat-In Kitchen w/Dining Area(Refrigerator, Gas Stove, Dishwasher & Microwave Stay)/Laundry Off Kitchen(Staying)/Primary Bedroom w/Full Bath(Walk-In Shower)/Two Additional Bedrooms/Main Bath w/Step-In Shower, Safety Bars & Skylight/One Car Garage w/Opener, Additional Storage & Wheel Chair Lift/Famous "Oak Point" Amenities: Club House, Pools-Hot Tub, Tennis-Pickleball, Fitness Center & MORE!/Town Water & Municipal Electric/Convenient Commuting Locations-Close to Highways(44, 105, 495 & 24)& Less Than 5 Miles to NEW Middleborough Rail!

Listed by Kyle Belken of Realty One Group,LLC

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$
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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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10 Amanda Street Middleboro MA 02346

Middleboro, MA10 Amanda Street

Price$899,900

Est. Mortgage: $/month

MLS Number 73530799

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,073

Set on a cul-de-sac lot in Middleboro, this spacious Colonial offers over 3,000 sq ft of above-grade living with 4 bedrooms, 2.5 baths, and a flexible 12-room layout. A dramatic two-story foyer opens to warm hardwood floors, generous living and dining areas, and a fireplaced living room filled with natural light. The granite kitchen features abundant cabinetry, tile flooring, dining area, and sliders to the deck, creating an easy flow for everyday living and entertaining. Upstairs, the oversized primary bedroom offers great space, while three additional bedrooms provide room for everyone. The finished lower level adds exceptional versatility with hardwood flooring and space ideal for a media room, gym, game room, or home office. Outside, enjoy a large deck, above-ground pool, professional landscaping, storage shed, and wooded backyard setting. Additional highlights include central air, tankless hot water, heated 2-car garage, and 12 off-street parking spaces.

Listed by Jendel Oliveira of Lamacchia Realty,Inc.

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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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5604 Oak Point Drive Middleboro MA 02346

Middleboro, MA5604 Oak Point Drive

Price$465,000

Est. Mortgage: $/month

Contingent

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

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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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36 Spruce Middleboro MA 02344

Middleboro, MA36 Spruce

Price$724,900

Est. Mortgage: $/month

MLS Number 73530129

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,382

Beautifully remodeled home in Middleboro retains its old charm with modern updates .This 2 level main residence with attached 2 bedroom Accessory dwelling Unit is perfect for an In-Law set up or to bring in extra rental income. Both units showcase all newly remodeled kitchen with new stainless steel appliances and new hardwood floors as well as newly remodeled tiled bathrooms. Large barn on property can be used as storage or a bonus workshop area on a beautiful spacious lot with parking for 8 cars. Conveniently located near shopping, dining, schools and highway access. located 8 miles from Middleboro center.

Listed by Tracy Rappa of KAM 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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5 Brook Street Middleboro MA 02346

Middleboro, MA5 Brook Street

Price$749,900

Est. Mortgage: $/month

Under Agreement

MLS Number 73527479

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,734

Nestled on a beautifully landscaped lot surrounded by mature trees, this inviting home offers the perfect blend of privacy, comfort, and outdoor living. The fully applianced kitchen features granite countertops, tile backsplash, abundant cabinetry, center island seating, and opens seamlessly to the dining area with gleaming hardwood floors and an open layout ideal for entertaining. A bright family room with sliders overlooks the backyard and provides easy access to the patio. A separate living room offers additional space for gatherings and everyday living. Offering 3 spacious bedrooms, a second-floor skylite bonus room perfect for a teen or guest suite, and a second-floor office. Enjoy the deck, patio, expansive yard, and peaceful wooded setting. Additional highlights include hardwood floors, great natural light, a two-car garage, and excellent basement storage. Conveniently located near shopping, schools, and major routes. New septic to be installed!

Listed by Caroline Caira of RE/MAX On the Charles

$
$
%
$/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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166 Center Avenue Middleboro MA 02346

Middleboro, MA166 Center Avenue

Price$489,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73521805

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,093

Great opportunity to own this charming Antique Colonial just moments from the heart of town! Rich with character and timeless appeal, this well-maintained home offers an abundance of living space with an inviting open floor plan, soaring 9-foot ceilings, and beautiful original trim work that showcases its historic charm. The spacious modern kitchen features ample cabinetry and flows seamlessly into the living room with hardwood flooring-perfect for everyday living and entertaining alike. The main level also offers a generous first-floor bedroom, oversized full bath, and a fantastic bonus entertainment room, a charming three-season porch, and access to the large deck-perfect for relaxing or hosting guests. Upstairs, you'll find three comfortable bedrooms and a convenient half bath. Step outside to your private fenced-in backyard retreat featuring an above-ground pool, storage shed, and off-street parking for 2-3 vehicles. Commuters will love the close proximity to the train station, whi

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: 6.66% 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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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: 6.66% 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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6802 Oak Point Drive Middleboro MA 02346

Middleboro, MA6802 Oak Point Drive

Price$425,000

Est. Mortgage: $/month

Under Agreement

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: 6.66% 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.

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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