Tucked just off a quiet cul-de-sac in one of Bolton’s most desirable settings, this classic Colonial offers a rare blend of privacy, character, and opportunity. Set on a beautiful one-acre lot, the home features 2,096 sq ft of above-grade living space with four fireplaces, wide-plank hardwood floors, exposed wood beams, and sun-filled rooms throughout. The kitchen is equipped with premium appliances, including a Sub-Zero refrigerator and Thermador gas range, and opens to a stunning enclosed sunroom—perfect for year-round enjoyment overlooking the private backyard. 10-zone irrigation system enhances the property's functionality and ease of maintenance. A full 1,128 sq ft basement offers exceptional potential for expansion or additional living space. Title V has passed. A rare opportunity to create a truly special home in a sought-after Bolton location.
Beautiful Country Cape in the charming town of Bolton, offering stunning panoramic views of the Bolton Flats Conservation Area and breathtaking sunsets. This well-maintained, move-in ready home features a spacious family room with cathedral ceilings, skylights, and a cozy stove. Hardwood floors run throughout, and the interior has been recently updated with a neutral color palette. The dining room with fireplace flows into a bright kitchen with center island, eat-in area, and bay windows. The first floor also includes a flexible office or playroom and a full bath. Upstairs offers a primary bedroom, two additional bedrooms, and a full bath. Enjoy outdoor living with a deck and screened porch. The lower level includes bonus space, a workshop, laundry, and an attached two-car garage. A wonderful blend of comfort, space, and scenic beauty.
Welcome to this captivating Colonial nestled on a picturesque lot on one of Bolton’s most scenic roads providing a rare opportunity to live in a truly special setting bestowing peace, privacy, & a daily connection to nature. The stylishly renovated kitchen w/stone countertops, upscale appliances & spacious island opens to an elegant dining area & cozy fireplaced family room - ideal for gathering w/friends & family. Savor your morning coffee in the cheery 3 season sunroom or step outside to the expansive patio offering tranquil views of the sprawling backyard & abutting woodlands creating a serene backdrop for outdoor living & entertaining. Upstairs you'll find a primary bedroom w/updated ensuite bath, 2 additional bedrooms, & full bath. A finished walk out lower level offers additional versatile living spaces. Enjoy wide pine floors, extensive millwork, dual fireplaces & excellent location near Vaughn Hill conservation land & trails,winery, orchards,commuter routes & top rated schools.
Captivating Shaker Reproduction Colonial set well back on one of Bolton's most scenic roads. This special home graced with charming wide plank wood floors, beamed plaster ceilings, window seats & custom crafted built-ins harkens back to a time when craftsmanship reigned supreme. Savor the center island kitchen with quartz & cherry counters, induction range & generous dining area flowing seamlessly into the spacious family room with charming window seats & cozy Rumford fireplace. Serenity awaits in the dreamy primary suite with customized walk-in closet & remodeled spa bath with large tile shower, dual vanity, quartz counter & luxurious heated floor. Unwind in the spacious 3 season porch offering views of the sprawling yard, perennial-filled gardens & tranquil woodlands. Enjoy peace of mind with '24 hi-efficiency heat pumps, '25 garage doors, '16 roof & a back-up generator. Join Wilder Farm’s book club, hike neighboring trails or venture to nearby golf & winery. Embrace the lifestyle!
Charming 4-bedroom Colonial, with over 3,700sqft of functional living space, set on over 4 picturesque acres, rich with timeless character and architectural detail. Wide pine floors, exposed beamed ceilings, Dutch doors, and custom built-ins create a warm and inviting atmosphere throughout. The thoughtfully designed layout features two staircases, cedar closets, and a built-in banquette for everyday comfort. A screened porch seamlessly connects to a grand great room with an impressive stone fireplace—perfect for gathering and entertaining. Additional highlights include a walk-up attic, a 2-car garage with abundant storage, and a separate office above—ideal for today’s flexible living needs. A rare opportunity to own a home that blends historic charm with space, functionality, and serene surroundings. Being Sold “AS IS”. Subject to License to Sell.
Welcome to this stunning, beautifully refreshed Colonial set on a private 2.5-acre lot in sought-after Bolton. From the moment you enter, you’re greeted by sun-drenched spaces, gleaming hardwood floors, and a seamless layout designed for both everyday living and elevated entertaining. The show-stopping kitchen features upgraded cabinetry, a dramatic center island, stone countertops, stainless steel double ovens, and a wine chiller, all opening to a vaulted dining area with sliders to a spacious deck. The expansive second-floor primary suite is a true retreat, offering exceptional space, a custom walk-in closet, and a luxurious spa-like marble bath with double vanity. A first-floor bedroom adds incredible flexibility for guests or a home office. With a warm and inviting fireplaced living room, beautifully updated baths, and high-end finishes throughout, this home perfectly blends comfort, style, and privacy all in a prime location with easy access to major routes.
Welcome to Bolton Hill Estates, where modern luxury meets timeless farmhouse charm. Nestled in Bolton, just minutes from downtown Hudson, this 3,890 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)
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.

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.