Set discreetly among one of Bolton’s most prestigious addresses, 114 Oak Trail is a custom Transitional Colonial estate—the largest and most significant residence ever built in town. Timeless symmetry and a commanding façade give way to interiors defined by scale and light, beginning with a dramatic double-height foyer and flowing into expansive open living spaces designed for both grand entertaining and everyday ease. Formal dining, a private office, oversized pantry, family and recreation rooms, & five well-appointed bedrooms create a layout that feels both impressive and intentional. Exceptional amenities set this home apart: a temperature-controlled wine room, dedicated humidor, private theater, sauna, safe room, prayer room, and an extraordinary primary suite with an expansive boutique-caliber closet. A 3-car garage and generous grounds offer space for a future pool or sport court. Moments to premier golf, yet entirely secluded—crafted for the buyer who intends to own the finest.
Ready for Move In! Welcome to Bolton Hill Estates, where modern luxury meets timeless farmhouse charm. Nestled in Bolton, just minutes from downtown Hudson, this 3,480 sq. ft. home offers 4 bedrooms, 3.5 baths, and a 3-car garage on a private lot. Enjoy sun-filled open spaces, a gourmet kitchen with blend of white and wood cabinetry, quartz countertops, and premium finishes. Relax in your spa-inspired primary suite or entertain in style with hardwood floors throughout and thoughtful design touches at every turn. Experience refined New England living in this exceptional new neighborhood.**GPS: Use 279 South Bolton Rd (across the street)**
Introducing a rare opportunity to experience elevated luxury living in a quintessential New England setting. Privately sited on 4+ picturesque acres, this exceptional new construction Farmhouse Colonial is designed for those who value both elegance and tranquility. Thoughtful architectural details, timeless charm, and refined craftsmanship are showcased throughout, from distinctive custom millwork to high-efficiency construction. The setting is truly unmatched, with direct access to conservation land and scenic walking trails offering a daily connection to nature right outside your door. Take advantage of a unique opportunity to collaborate on design elements, allowing the home to be tailored to your individual style and lifestyle. 3 Exclusive Lots Available Starting @$1,650,000
Single-level new construction with potential for a walkout, in a 55+ age-restricted community. Thoughtfully designed with a welcoming foyer that opens to a fireplaced living room and an open-concept kitchen featuring granite countertops, a center island, and a Thermador appliance package. High ceilings and generous windows provide excellent natural light. The private primary suite includes a well-appointed bath and ample closet space. Additional features include an attached two-car garage, central air, a screened porch, and an exclusive-use outdoor area per plan/association. Convenient location near Rt 495, area golf clubs, and Highland Commons shopping. To-be-built; custom selections and upgrades available, like a plunge pool or 3-season porch.
This contemporary-style home offers a versatile floor plan perfect for multi-generational living. Expansive windows and soaring cathedral ceilings fill the space with natural light, complementing the open-concept design.The ground level features a comfortable living room, bedroom, full bathroom, and a convenient kitchen/bar area—ideal for guests or an in-law suite. The upper level includes a bright cabinet filled kitchen, spacious living room, three bedrooms, and a full bath. Enjoy cozy evenings by one of the two fireplaces, or take in breathtaking sunset views from the large deck. Additional highlights include a one-car garage, and a shed for all your storage needs. The home has one acre of land, offering plenty of space and privacy.
Hidden Pond Farm combines a well-appointed home with purpose-built equestrian infrastructure and immediate access to riding trails connecting Vaughn Hills and Harvard Conservation land.The updated Tudor-style home features fresh interior paint, hardwood floors throughout, and broad views of the surrounding landscape. A sunroom, patio, and outdoor dining area extend the living space outdoors, providing a comfortable vantage point for to watch your horses in turnout. An oversized two-car garage offers ample storage and work space.The equestrian facilities include a custom-designed and built Circle B barn, constructed in 2004 on a full foundation. The barn includes three runout stalls; two 12' x 12' and one 10' x 12', allowing horses independent access between shelter and turnout for comfort, movement, and simplified daily management. Two riding rings support varied training needs, including a standard 30 x 60-meter dressage arena.There is a separate hay barn, 2 sheds, & a small cabin.
Live and keep the beloved candy store! This 5,694 sq. ft. building on 2.28 acres has a rich history, originally operating as Heberts Candy and later as Colonial Candies, a local landmark since 1978. The upper-level apartment where the owner has lived includes 3+ bedrooms & 1 bath, and the lower level provides garage/loading access. Septic supports 10+ bedrooms, offering potential for expansion, multi-gen living, Airbnb, or bed & breakfast income. The first floor has long operated as Colonial Candies with 24 seats approved—buyers can continue the candy/ice cream shop, open a restaurant/café, or use the space for other commercial ventures while living upstairs. Zoned mixed-use, with private water & septic, conveniently located off Rt. 117 at the Rt. 495 on/off ramp with prime highway visibility. Some updates needed—bring your vision to create a one-of-a-kind live/work property with endless possibilities! Perfect for entrepreneurs or families seeking a unique lifestyle.A rare combination!
Bolton is located in Massachusetts. Bolton, Massachusetts has a population of 5,606. Bolton is more family-centric than the surrounding county with 43.1% of the households containing married families with children. The county average for households married with children is 31.47%.
The median household income in Bolton, Massachusetts is $167,132. The median household income for the surrounding county is $81,660 compared to the national median of $69,021. The median age of people living in Bolton is 42.1 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 14.9 degrees. The average rainfall is approximately 48.5 inches per year, with 47.9 inches of snow per year.
