Highland Woods Real Estate

Highland Woods Real Estate

Welcome to Highland Woods, a charming subdivision nestled in the picturesque town of Halifax, Massachusetts, within the heart of Plymouth County. This delightful community offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place for families, retirees, and everyone in between.

Highland Woods is characterized by its beautifully designed homes, each thoughtfully crafted to enhance the natural beauty of the surrounding landscape. With spacious lots and a variety of architectural styles, residents enjoy a sense of privacy while fostering a strong community spirit. The tree-lined streets and well-maintained common areas create a warm, inviting atmosphere that welcomes you home.

Nature enthusiasts will appreciate the abundance of outdoor activities available in and around Highland Woods. The nearby Halifax Town Forest provides miles of scenic trails for hiking, biking, and leisurely strolls, while the pristine ponds and parks offer perfect spots for picnics and family gatherings. In the warmer months, residents can enjoy the local beaches and lakes, ideal for swimming, fishing, and kayaking.

Convenience is key in Highland Woods, with easy access to major highways, making commutes to Boston and other nearby cities a breeze. The town of Halifax boasts a rich history and a tight-knit community, with local shops, restaurants, and schools just a short drive away.

Whether you’re seeking a serene retreat or a vibrant community, Highland Woods is a hidden gem in Halifax, MA, where you can create lasting memories and build a life you love. Come discover the charm of Highland Woods today!

Newest Listings in Highland Woods

$899,990
4 Beds 5 Baths 73562229 MLS
Exceptional Luxury Living in Halifax’s Premier NeighborhoodWelcome to an extraordinary oversized home in one of Halifax’s most prestigious neighborhoods, where generous living spaces, exceptional amenities, and resort-style outdoor living come together to create a truly remarkable property.From the moment you enter, quality and comfort are evident throughout, with beautiful hardwood floors and spacious, thoughtfully designed living areas. The main level features a dedicated home office and convenient first-floor laundry, making everyday living both practical and refined.The impressive kitchen provides an inviting gathering space, while the expansive primary suite offers a private retreat complete with a walk-in closet and luxurious ensuite bath featuring a jetted tub. Three additional generously sized bedrooms provide plenty of space for guests, or flexible living arrangements.A two-car garage adds convenience and storage, while the finished basement expands the home’s living and entertaining possibilities with a dedicated media/recreation space.Step outside and discover your own private backyard oasis. The inground pool is complemented by an impressive cabana featuring its own kitchen and full bath—perfect for summer entertaining, poolside gatherings, and extended outdoor living without having to head back inside. A backyard putting green adds a unique touch for golf enthusiasts, while the irrigation system keeps the grounds looking their best.Additional features include whole-house speakers and a central vacuum system, adding both convenience and enjoyment to this exceptional home.With its substantial living space, luxurious primary suite, resort-style backyard, pool cabana, putting green, and enviable location in Halifax’s premier neighborhood, this is a rare opportunity to enjoy an elevated lifestyle in a home designed for both everyday living and unforgettable entertaining.

2 Sherwood, Halifax

Listing courtesy of Listing Agent: Tina Kenyon from Listing Office: Keller Williams Realty Signature Properties.

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