Oak Point Homes for Sale

Welcome to Oak Point, a picturesque subdivision nestled in the heart of Middleboro, Massachusetts, within the charming Plymouth County. This vibrant community is designed for those seeking a harmonious blend of comfort, convenience, and natural beauty. Oak Point offers a unique lifestyle, where residents can enjoy the serene surroundings while being just a stone's throw away from the bustling amenities of town.

The homes for sale in Oak Point are a true testament to quality craftsmanship and thoughtful design. With a variety of floor plans and styles, you’ll find everything from cozy single-family residences to spacious modern homes, each tailored to meet the diverse needs of today’s homeowners. Many of these properties feature open-concept layouts, ideal for entertaining, as well as beautiful outdoor spaces perfect for relaxation or family gatherings.

Living in Oak Point means embracing a community spirit that fosters connection and camaraderie among neighbors. Residents can take advantage of the numerous amenities available, including walking trails, parks, and recreational facilities that promote an active lifestyle. The area is also known for its excellent schools, making it a perfect choice for families.

With homes for sale in Oak Point, you’re not just buying a property; you’re investing in a lifestyle that values community, comfort, and the great outdoors. Whether you’re looking for your first home or seeking to downsize, Oak Point offers a welcoming environment where you can create lasting memories. Come discover the charm of Oak Point and see why it’s the perfect place to call home in Middleboro!

Newest Oak Point Homes for Sale

$399,000

3 Beds ⋅ 2 Baths ⋅ 73554455 MLS

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

Listing courtesy of Listing Agent: Jessica Fernald from Listing Office: Coldwell Banker Realty - Plymouth.

$465,000

3 Beds ⋅ 2 Baths ⋅ 73530629 MLS

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...

5604 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Fern Langella from Listing Office: The Firm.

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