From historic charm and top-ranked schools to vibrant seasons and outdoor recreation, Massachusetts offers something for every stage of life. Whether you’re raising a family, looking for low-maintenance living, or seeking a community with resort-style amenities, the Bay State delivers. Toll Brothers is proud to build new luxury homes in Massachusetts, offering a wide variety of options, including spacious single-family homes, modern townhomes, and thoughtfully designed floor plans with first-floor primary bedrooms.
Explore four beautifully designed Massachusetts homes below through virtual tours and discover the one that feels like home to you.
Toll Brothers at the Pinehills – Owls Nest – Regency Collection
Toll Brothers at the Pinehills – Owls Nest – Preserve Collection introduces a vibrant new 55+ active-adult community in Plymouth, MA. This low-maintenance collection of single-family homes offers a relaxed, refined lifestyle with first-floor primary bedroom suites and flexible floor plans tailored for comfort and ease. Homeowners enjoy access to private amenities including a clubhouse, pool, and fitness center, along with the broader Pinehills experience, featuring walking trails, boutique shops, restaurants, and more. With thoughtfully crafted one- and two-story designs and a wide range of personalization options available at the Toll Brothers Massachusetts Design Studio, it’s easy to create a home that reflects your personal style in a location you’ll love.
1. Chatham
The Chatham is a thoughtfully designed home offering expansive open-concept spaces that balance comfort with sophistication. A two-story foyer leads to a formal dining area and a spacious great room, while the gourmet kitchen, complete with a large center island and casual dining space, makes entertaining effortless. The first-floor primary suite is a true retreat, featuring dual walk-in closets and a spa-like bath. With versatile spaces like a loft, first-floor flex room, and generous secondary bedrooms, the Chatham delivers flexibility and luxury in a floor plan designed for elevated 55+ living in Plymouth, MA.

Wendell Place
Wendell Place is an exclusive community of single-family homes in Westford, MA, set in a peaceful, wooded setting. With four spacious home designs, each residence offers 4–5 bedrooms, 2–3-car garages, and generous outdoor living spaces. Located in the highly regarded Westford School District, this sophisticated enclave combines timeless architecture with the opportunity to personalize interiors at the Toll Brothers Massachusetts Design Studio. Nearby trails, parks, and natural beauty make outdoor recreation part of daily life, all within an hour of Boston.
2. Copley
The Copley offers an urban-inspired floor plan defined by expansive living spaces and thoughtful details throughout. A welcoming covered porch opens to a dramatic two-story foyer with sightlines to the great room and dining area, creating an immediate sense of openness. The gourmet kitchen anchors the home with a large center island, walk-in pantry, and an easy flow to a sunlit casual dining space with rear-yard access. The primary bedroom suite serves as a private retreat, complete with dual walk-in closets, a dedicated workspace, and a spa-style bathroom. Well-appointed secondary bedrooms with en-suite baths, along with flexible work and living areas, complete this versatile floor plan designed for modern luxury living.

Toll Brothers at The Pinehills – Broadleaf
Discover refined townhome living at Toll Brothers at The Pinehills – Broadleaf, a community of luxury condominium townhomes in scenic Plymouth, MA. Ideally situated just steps from The Pinehills Village Green, residents enjoy easy access to boutique shopping, inviting eateries, and everyday conveniences. Elegant home designs offer flexible floor plans with lofts, versatile flex rooms, first-floor primary suites, and well-appointed kitchens, all ready to be personalized at the Toll Brothers Massachusetts Design Studio. With lush walking trails, nearby golf, and access to The Stonebridge Club‘s social and recreational amenities, Broadleaf presents a unique blend of low-maintenance living and timeless New England charm, just minutes from Cape Cod and within reach of Boston.
3. Davis
The Davis home design blends modern elegance with functional comfort, offering a versatile floor plan ideal for today’s lifestyle. A welcoming covered porch opens into a bright foyer and a flexible living space, leading to an open-concept great room and a casual dining area with rear-yard access, perfect for entertaining or relaxing. The gourmet kitchen impresses with a spacious center island, ample cabinetry, and a large walk-in pantry. The first-floor primary suite is a private retreat featuring a tray ceiling, an expansive walk-in closet, and a luxurious bath with dual vanities and a walk-in shower with a seat and drying area. Upstairs, a secondary bedroom and a generous loft are ideal for guests or additional living spaces for the family. With centrally located laundry, everyday entry, and added storage throughout, the Davis offers a harmonious balance of luxury and practicality.

Toll Brothers at the Pinehills – Owls Nest – Preserve Collection
Nestled in the coastal town of Plymouth, MA, Toll Brothers at The Pinehills – Owls Nest – Preserve Collection offers luxury single-family homes with first-floor primary suites in a low-maintenance, resort-style setting. This 55+ community in Massachusetts blends classic New England charm with modern elegance, featuring one- and two-story home designs with open layouts, home offices, and two-car garages. Residents will enjoy access to private community amenities, including a clubhouse with fitness center, pool, and bocce courts, plus all the lifestyle perks of The Pinehills, from championship golf and walking trails to shops, dining, and the Mirbeau Inn & Spa. Personalize your dream home at the Toll Brothers Massachusetts Design Studio and discover how beautiful life can be in one of Massachusetts’ most sought-after active adult communities.
4. Winchester
The Winchester floor plan at Toll Brothers at The Pinehills – Owls Nest – Preserve Collection blends contemporary design with everyday comfort, perfect for those seeking luxury living in Plymouth, MA. This impressive home features a soaring two-story great room, an open gourmet kitchen ideal for entertaining, and a first-floor primary bedroom suite with a tray ceiling, a spacious walk-in closet, and a spa-like bath. With a versatile home office, an expansive loft, and seamless indoor-outdoor flow, the Winchester offers the flexibility and elegance that today’s luxury homebuyers desire.

For more information on these incredible Massachusetts homes and other designs, visit our website.
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