Highland Woods Homes for Sale

Welcome to Highland Woods, an enchanting subdivision nestled in the heart of Halifax, Massachusetts, within the picturesque Plymouth County. This charming community offers a perfect blend of serene suburban living and convenient access to modern amenities, making it an ideal choice for families, retirees, and everyone in between.

Highland Woods boasts beautifully designed homes that reflect a variety of architectural styles, ensuring there’s something for everyone. From cozy single-family residences to spacious multi-level homes, each property is crafted with attention to detail and quality. With homes for sale in this delightful neighborhood, prospective buyers will find an array of options that cater to diverse lifestyles and preferences.

One of the standout features of Highland Woods is its stunning natural surroundings. The community is enveloped by lush greenery, mature trees, and scenic landscapes, providing residents with a tranquil escape from the hustle and bustle of city life. Enjoy leisurely strolls along the tree-lined streets, or take advantage of nearby parks and recreational facilities for outdoor activities with family and friends.

Conveniently located, Highland Woods offers easy access to major highways, making commutes to Boston or Cape Cod a breeze. Residents can also enjoy the quaint charm of Halifax, with its local shops, dining options, and community events that foster a strong sense of belonging.

If you’re searching for a place to call home where comfort, community, and nature converge, look no further than Highland Woods. Explore the homes for sale today and discover the perfect backdrop for your next chapter!

Newest Highland Woods Homes for Sale

$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.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.