Middleboro MA Real Estate for Sale with Virtual Tours

MLS Number 73538098

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

Looking for something beyond the ordinary? Set on approximately 1.45 acres of beautifully manicured grounds, this unique two-level, 4-bedroom, 2.5-bath home offers tranquility and flexible living space on both levels. 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. The new roof (2025) and hot water heater (2026) enhance the long-term value! Welcome home!

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

MLS Number 73530866

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 4,584
• High School Middleborough

Perfectly sited on a picturesque tree lined street of historic homes is the stunning “Andrew Jackson Pickens” Estate. This grand Antique Colonial with Greek Revival characteristics is reminiscent of a bygone era. Showcasing classic architectural details such as wide pine floors, high ceilings, wood beams, crown and decorative moldings, built in cabinetry, 3 fireplaces and an elegant, curved staircase. A mix of old-world charm with modern updates, the spacious floor plan offers 4 bedrooms, 3 and a half baths, a first-floor office/bedroom and a pantry with wet bar. A traditional butler's stairwell leads you to the 2nd floor with a primary ensuite, sitting room, 2 additional bedrooms and full bath. An attached in-law suite provides flexibility with a bedroom, living room, and custom kitchen with cathedral ceilings. A private back yard with an inground saltwater pool, pergola, composite decks, patio, outdoor shower and lovely perennial plantings provides a serene and relaxing setting.

Listed by Sherry Costello of Waterfront Realty Group

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

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. Strong tenant-at-will occupants currently paying a combined $5,200/month provided for immediate ROI! 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

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

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

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

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