Between $300,000 - $400,000 Middleboro MA Real Estate, Homes, Condos for Sale

Offer deadline 7/26, Sunday 10 AM. Make offers good until 6pm. Oak Point ~ one of the South Shore's premier 55+ communities, where resort-style amenities and an active, social lifestyle come together. This well-maintained Princeton-style home offers 3 bedrooms, 2 full baths, and 1,456 square feet of thoughtfully designed living space. Step inside to a bright, open floor plan featuring updated flooring and a seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy the outdoors from the expansive back deck overlooking a peaceful setting, plus the convenience of a one-car garage and large storage shed. Tucked away from the main road, this home offers added privacy while remaining close to Route 105 and Route 44. Recent updates include a new water heater (2025) and roof and HVAC (2018). Oak Point residents enjoy exceptional amenities including heated indoor and outdoor pools, tennis, pickleball, bocce, shuffleboard, fitness center, billiards, library, and a vibrant clubhouse with year-round social events and activities. The monthly park fee includes the land lease, real estate taxes, sewer, lawn care, shrub trimming, snow removal, and trash removal, providing truly maintenance-free living so you can spend more time enjoying everything this wonderful community has to offer.

6406 Oak Point, Middleboro

$389,900

2 Beds ⋅ 1 Baths ⋅ 73547243 MLS

Move right into this charming, well-maintained 2-bedroom ranch in the desirable Woods Pond neighborhood! This inviting home offers an open floor plan with a bright living room flowing into the eat-in kitchen, perfect for everyday living and entertaining. The spacious primary bedroom features a cathedral ceiling with skylights, while the second bedroom also offers a cathedral ceiling and charming details. Hardwood floors add warmth, and the full bath includes a classic clawfoot tub. Recent improvements include a new roof (2020) and extensive plumbing upgrades beneath the home (approximately $18,000, per owner). Enjoy the large level, fully FENCED yard, ideal for pets or gardening, plus a 10'x20' utility shed with electric for extra storage. Just a short stroll to Woods Pond for fishing, kayaking, nature, and peaceful neighborhood walks.

38 Atwood Ave., Middleboro

$349,900

2 Beds ⋅ 1 Baths ⋅ 73545340 MLS

Enjoy the freedom of homeownership with this charming 2-bedroom, 1-bath mobile home situated on over a quarter acre of land—and best of all, you own the land with no HOA and no land lease!Set well back from the road, this property offers exceptional privacy and a spacious, fully fenced yard that's perfect for pets, entertaining, or simply enjoying the outdoors. Recent upgrades include a new awning, a 10' x 12' composite deck, and a newly installed condenser, providing added comfort and peace of mind.The property also features three dedicated parking spaces and plenty of outdoor space to make your own. Whether you're looking for a primary residence, a seasonal retreat, or an investment opportunity, this home combines privacy, value, and the rare advantage of owning both the home and the land.

317 W Grove St, Middleboro

$365,000

2 Beds ⋅ 2 Baths ⋅ 73545248 MLS

Beautiful Sudbury-style home in the desirable 55+ Oak Point community. The open floor plan is perfect for entertaining, featuring bright sunlit rooms and a spacious family room with a gas fireplace open to the living and dining areas. Sliders lead to a private deck for relaxing or gatherings. The cheerful kitchen includes a windowed breakfast nook. The large main bedroom offers a walk-in closet, ceiling fan, and private bath with a walk-in shower. The second bedroom also has a walk-in closet and ceiling fan. 2nd bath with tub/shower. NEW FLOORS, newer heating/AC and hot water heater. A two-car garage provides ample storage and workspace. Enjoy resort-style living with Oak Point’s exceptional amenities; Two pools, bocce court, fitness center, clubhouse, and a wide variety of social programs and activities.

2602 Green St, Middleboro

$349,900

1 Baths ⋅ 73516048 MLS

Rare opportunity to own a professional 1,446 sq. ft. first-floor fully furnished office condo at 511 W Grove St, Taunton. This move-in-ready space is thoughtfully laid out for efficiency and comfort, featuring a welcoming waiting room and a dedicated reception area to greet your clients.The interior includes five private offices, a spacious record storage room to keep your business organized, and essential amenities like a private bathroom and a convenient break room. With ample parking for staff and clients, an accessible street-level entry, and a prime location, this versatile suite is ideal for medical, legal, or administrative professionals. Don’t miss out on this well-maintained commercial gem!

511 W Grove St Unit 105, Middleboro

$369,900

3 Beds ⋅ 2 Baths ⋅ 73502190 MLS

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.

1307 Blueberry Circle, Middleboro

$369,900

3 Beds ⋅ 2 Baths ⋅ 73501867 MLS

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.

1307 Blueberry Circle, Middleboro

$399,999

3 Beds ⋅ 1 Baths ⋅ 73485743 MLS

PRICE REDUCED-Don't miss this opportunity!Charming 3-bedroom Colonial featuring a welcoming covered front porch and a private, spacious back patio—perfect for relaxing or entertaining. Town water, sewer, gas, and municipal electric. Off-street parking with shared driveway easement. “Cedar Impression” siding and recently updated roof. Handicap accessible: back ramp, under-counter wheelchair access, wide doorways, and a luxurious walk-in first-floor shower. Freshly painted interiors, cozy master bedroom, and a bright eat-in kitchen with new appliances. The living room is airy and inviting, complete with, central air, plastered walls with full insulation, upgraded electric, new vinyl windows, and updated bath and kitchen. First-floor laundry and bath provide ultimate convenience.Ideally located near schools, library, restaurants, shops, playgrounds, and commuter-friendly paths.SOLD AS IS

17 School St, Middleboro

$325,000

2 Baths ⋅ 73479222 MLS

Just 1.1 miles from the new Middleboro T Station this spacious two-story commercial duplex offers over 1,800 sq. ft. of versatile space. With prime, busy Route 28 frontage, it’s perfectly positioned for visibility and easy access. This is an excellent opportunity for investors, developers, or business owners. Key Features include: Zoned GU, LED sign rebuilt in 2022, Fully re-shingled roof (Oct. 2018), New septic system (Sept. 2019), With its open layout and strategic location, this property offers endless possibilities. Run your business or office on the first floor with over 1000 sq. ft. of space and enjoy 700+ sq. ft. of additional personal or rental space upstairs with a separate entrance. Capitalize on Middleboro’s growth, this property is ready for your vision. The entire building featuring two units is for sale/lease! See 347 West Grove St Unit B MLS# 73458995 for the sister listing.

347 W Grove St Unit A, Middleboro

Browse All Middleboro MA Between $300K - $400K Properties for Sale

Between $300K - $400K Middleboro Real Estate