One of a kind and truly unforgettable, this custom-built contemporary home blends distinctive architectural design with warmth, character, and charm. Unique details give each room its own personality, while vaulted ceilings and skylights fill the interiors with natural light. Hardwood floors enhance the first floor, and thoughtfully designed living spaces offer a wonderful balance of everyday comfort and entertaining possibilities. The versatile floor plan features an extraordinary second-floor library with custom built-ins and a cozy reading nook overlooking the dramatic, vaulted living room with fireplace. A first-floor office or den provides flexible space for work or relaxation, while the formal dining room showcases custom built-ins with lighted cabinetry. The eat-in kitchen offers open-concept shelving and built-in china cabinets, adding to the home's distinctive appeal. The primary bedroom features built-ins and a walk-in closet, with potential to expand and create a private ensuite bath. Two additional bedrooms offer their own possibilities for customization. A full bath with a soaking tub completes the home's comfortable living spaces. Outside, enjoy the expansive wraparound deck or unwind in the screened porch, surrounded by the privacy of this special setting. Contemporary in design yet warm and welcoming within, this exceptional home offers a unique blend of architectural interest, inviting spaces, and exciting possibilities. A truly special property that stands apart from the ordinary.
Discover an extraordinary setting in Bolton’s coveted Kettle Hole neighborhood, where this classic Colonial is beautifully nestled on 2.51 acres overlooking a rare glacial landform that lends the neighborhood its name & distinctive character. Surrounded by tranquil woodlands, this inviting home offers exceptional privacy, generous living spaces & a wonderful connection to nature. At its heart, a spectacular sun-filled family room boasts a soaring vaulted ceiling, cozy fireplace & distinctive round window framing picturesque treetop views. A gracious fireplaced living room, formal dining room & versatile 1st-floor office provide wonderful spaces for gathering, entertaining & working from home. The center island kitchen with pantry opens to a delightful 3-season porch & two composite decks, inviting you to unwind amid the beauty of nature & soothing sounds of a nearby babbling brook. Upstairs, discover four generously sized bedrooms, including a primary suite with soaking tub & separate shower. The finished walk-out lower level adds a playroom, exercise area, flexible guest room/office and bathroom with shower. Enjoy peace of mind with a 50-year roof with transferable warranty (2020), water heater (2025), whole-house ERV system (2020), humidifier (2021), generator, irrigation & gutter guards. Enjoy an enviable location near conservation trails, farm stands, shopping, Bolton’s new high school opening in 2027 & commuter routes. Brimming with potential, this cherished home invites you to bring your personal vision to life in a setting that simply cannot be replicated!
LIVE-WORK-PLAY in beautiful Bolton! Take advantage of Fall Market Savings. Seller has relocated presenting next owner over a 1/2 million dollars in SAVINGS! The hard work is done for you....NEW POOL, patios, putting green, kids play area, entertainment room, basketball practice area, outside stone hearth. BONUS 2 story carriage house! This Romantic French Country Estate is located in Bolton's prestigious "FOX RUN" neighborhood! Hate cookie cutter homes? This home and neighborhood are for you. Sweeping treelined driveway guides to expansive lawns, trellis gardens, pergolas, stonewalls, patios, outdoor gas hearth, putting green & play area. Breathtaking great room w/ European details of exposed timer beams, floor 2 ceiling windows, 2-story fireplace, Parisian moldings & trims. Stone island & Wolf /Subzero, copper sink & banquette seating. Formal dining enclave, oenophilia, music or library nook. French doors open to balcony overlooking pool area & gardens. Luxurious 1st Floor primary suite w/dual vanities, 2 Custom closets, tile shower, WC & spa tub w/ picture window to soak in the picturesque grounds. 3 more bedrooms w/ ensuite baths - one that is handicap friendly all on the main level. Artisan crafted wood & iron banisters lead to Au Pair/Guest suite w/ private Bedroom/Office & Full Bath. An elegant, curved staircase leads to Billiards & Media rooms opening to NEW salt h20 pool & outdoor entertaining area. A detached 2-story 56 X 26 carriage house (perfect for car collection, hobby space or golf simulator) Enchanting 1-of-a-kind home! Top rated “Brand New Nashoba Highschool 2027” & Elite Master’s Academy. A fairy tale setting at a magical price. Home is Move in Ready .....Quick Closing possible.
Some homes simply have a feeling—and this Bolton retreat is one of them. Tucked into just under TEN acres of lawn and woodland, this special 4 bedroom home pairs incredible New England character with the comforts of everyday living. Inside, warm pine floors, dramatic exposed beams and wood-plank ceilings immediately set it apart, creating a main level that feels both distinctive and wonderfully inviting. The heart of the home is an expansive kitchen with quartz counters, oversized island, stainless appliances, abundant cabinetry, wine storage and chiller, opening easily to the dining and living spaces. A terrific mudroom keeps real life organized, while the whole house water filtration system lends peace of mind. Upstairs, the spacious primary suite offers architectural ceiling lines, generous closets and a private bath with soaking tub and separate glass shower. 3 additional bedrooms, a double-vanity family bath and second-floor laundry offer plenty of room to spread out. An enormous basement with large windows offers exciting potential for future finished space, while substantial storage above the oversized 2-car garage creates another opportunity for expansion. Outside, a covered front porch, brand-new multi-level Trex deck overlooks the beautifully private backyard complete with gardens and sweeping lawn surrounded by acres of wooded privacy. All of this in picturesque Bolton—beloved for its highly regarded schools, quintessential New England charm and apple-country landscape, yet wonderfully convenient to everyday amenities and commuter routes. A home with soul, space and a setting that is increasingly hard to find.
Introducing a rare opportunity to experience elevated luxury living in a quintessential New England setting. 3 privately positioned homesites ranging from 4-5 picturesque acres, offer the space, seclusion, and natural beauty that are increasingly rare to find. Each lot is thoughtfully positioned to maximize privacy yet part of an intimate enclave of 5 homes, offering the best of both worlds: the seclusion of a private estate and the warmth of a community. Direct access to conservation land and scenic walking trails offers a daily connection to nature right outside your door. Buyers can choose the path that suits them best. Select one of our professionally designed plans, such as our signature Farmhouse Colonial, showcasing thoughtful architectural details, timeless charm, distinctive custom millwork, and high-efficiency construction. Or bring your own plans and partner with our distinguished builder, a respected craftsman known for meticulous attention to detail, superior quality, and an unwavering commitment to excellence. Either way, you'll have the opportunity to collaborate on design elements and finishes so your home is tailored to your individual style and lifestyle. 3 Exclusive Lots Available Starting @$1,850,000
This stately Contemporary Queen Anne tucked away in the private community of Great Brook Estates is a truly rare offering rich in character and timeless appeal. Enjoy the peace & serenity of this spectacular property set on 5+ breathtaking park-like acres of lush lawns, enchanted woodlands, mature gardens, and classic stone walls. Imagine entertaining as guests mingle on the spacious deck, play games on the sprawling lawn, or stroll the tranquil grounds bursting with vibrant seasonal color. Step inside to discover an inviting interior distinguished by custom millwork, impressive architectural details, and expansive windows that bathe the home in natural light. A custom chef's kitchen features expansive stone counters, walk in pantry w/wet bar, dining area, & notable appliances flowing seamlessly into the striking fieldstone-fireplaced living room and cheerful light-filled sunroom with walls of windows framing year-round panoramic views of the private grounds. A well-appointed home office with custom cabinetry and an ensuite guest bedroom complete the 1st level. Retreat to the inviting primary suite, featuring a sitting area, custom walk-in closets, and an indulgent spa bath. An enchanting finished 3rd level offers endless possibilities for a playroom, artist’s loft, or creative retreat. The finished walkout lower level, complete with bonus room and full bath, provides additional versatile living space to accommodate changing needs. Enjoy a coveted east Bolton location abutting conservation land & trails, orchards, major commuter routes & top rated schools. This property is a true gem waiting to be discovered!
Welcome to Bolton Hill Estates, a new neighborhood of custom homes set in scenic Bolton. With construction underway, there is still time to personalize your home with your choice of finishes and selections. Blending timeless farmhouse architecture with modern luxury, this thoughtfully designed home offers an elegant balance of comfort, style, and functionality. The open-concept main living area features a gourmet kitchen with premium finishes, a sun-filled dining area, and a spacious family room anchored by a cozy fireplace, an inviting setting for both everyday living and entertaining. The home offers four bedrooms and three-and-a-half bathrooms, including an ensuite guest bedroom conveniently located on the first floor. Wooded views provide a peaceful backdrop, complementing the home’s New England setting. Every detail reflects quality craftsmanship and thoughtful design, from the architectural character to the carefully considered floor plan. Bolton Hill Estates offers the opportunity to enjoy refined New England living in a private, thoughtfully designed neighborhood surrounded by natural beauty.
This picturesque property on one of Bolton’s most scenic private roads provides a rare opportunity to live in a truly special setting, surrounded by conservation land bestowing peace, privacy, & a daily connection to nature. A welcoming foyer opens into the heart of the home a well-appointed kitchen w/generous island, stainless appliances, dual ovens & stone counters flowing effortlessly into the sun-filled family room w/soaring ceilings, fireplace & oversized windows framing views of the surrounding landscape. A formal dining room sets the stage for memorable gatherings, while a 1st-floor office offers flexibility for remote work. Retreat to the 2nd floor primary suite w/double walk in closets, sitting area & spa-like bath. The finished walk out lower level extends the living spaces further, featuring a spacious bonus room w/bar and private guest suite w/full bath. Step outside to the expansive deck overlooking the lush lawns, mature plantings, & and shaded woodlands. Enjoy distinctive millwork, recent updates including roof, appliances, & freshly painted exterior and an unbeatable location near commuter routes, farm stands, conservation trails & vibrant downtown Hudson!
New Price! Surrounded by conservation land and peaceful woodland views, this exceptional and beautifully maintained 5-bedroom Colonial offers a rare opportunity to enjoy nature, privacy, and community in one of Bolton's premier neighborhoods. Built in 2019, this thoughtfully designed home features rich hardwood flooring, elegant millwork, a private first-floor office, and a stunning two-story family room with a vaulted ceiling, walls of windows, and marble fireplace. Elegantly appointed kitchen opens seamlessly to the main living spaces, creating an inviting flow for comfortable living. Upstairs, the luxurious primary suite serves as a private retreat with a sitting area, custom walk-in closet, and spa-inspired bath. Three additional bedrooms and a finished walk-up third floor provide exceptional flexibility for guests, recreation, or work-from-home needs. Outside, a spacious stone patio overlooks the private backyard, offering the perfect setting for outdoor entertaining. Cherish the quiet, secluded setting but just minutes to I-495 and downtown Hudson. Offering a rare blend of natural beauty, serenity, and convenience, this spectacular property embodies the very best of New England living.
**WANT TO LOWER YOUR MORTGAGE PAYMENT? Yes, please! Ask us about the lender-sponsored rate buydown program. Buyer must qualify through the participating lender; terms and conditions apply.** *SIGNIFICANT PRICE REDUCTION. MOTIVATED SELLER!* Tucked away at the end of a private dead-end road, this contemporary Cape offers a lifestyle defined by privacy, tranquility, beautiful natural surroundings and flexible living spaces. Freshly painted throughout in a designer-selected color palette complemented by handsome hardwood floors, this home is polished, inviting and move-in ready. The dramatic, skylit living room features a soaring cathedral ceiling and stunning floor-to-ceiling brick fireplace, creating an impressive gathering space filled with abundant natural light. The open-concept flow into the dining area and kitchen—featuring white cabinetry, granite counters and stainless steel appliances—makes entertaining effortless, while a slider opens to an expansive deck overlooking your own wooded oasis and extends everyday living outdoors. With two bedrooms, a full bathroom and laundry on the main level, this home provides a rare opportunity for single level living without sacrificing space—ideal for guests, multigenerational living or buyers planning ahead. Upstairs, the primary suite offers unparalleled privacy, with an exterior balcony nestled among the treetops, while the versatile loft overlooks the great room below—together creating a distinctive owner’s retreat. Need additional space? The finished lower level offers endless possibilities—from movie nights and game days to a home office, fitness studio or guest space—you decide! An attached two-car garage provides convenience, while the dedicated outside kennel area is a welcome bonus for dog lovers. Whether you’re enjoying quiet mornings on the deck, afternoons exploring your five wooded acres and nearby conservation trails, or peaceful evenings relaxing after a long day, this is a home that lets you slow down and truly enjoy where you live. Located within the top-rated Nashoba Regional School District and just minutes from 495, Route 117, and local restaurants and amenities, this home offers the perfect balance of convenience and quiet. If you’ve been searching for a sense of escape, a connection to nature, and room to breathe without sacrificing accessibility, welcome home!
SELLER WILL CREDIT $5,000 AT CLOSING TOWARDS SIX MONTHS OF HOA FEES! Welcome to Regency at Bolton, a 55+ active adult community. 55 Pondside Dr is a bright and open unit with soaring ceilings, cathedral style large windows. First floor has a master suite, full bath, large walk in closet and laundry for easy access. The upstairs area has a bedroom, full bathroom, a large loft area, perfect for relaxation. The bonus room offers flexibility as an office, crafts or a storage room. A nice deck that overlooks a wooded area. Unfinished basement is very spacious.The Regency offers a perfect blend of comfort, connection and peaceful living. Enjoy the charm of a friendly neighborhood where people know and interact with each other. You will love the group activities and social gatherings. The community feels genuine, surrounded by a quiet country feel, with convenient access to local amenities. This home is ideal for those looking to simplify without sacrificing lifestyle. Whether you’re enjoying morning walks through the community, relaxing outdoors, or entertaining friends and family, this home offers an easy living setting. The clubhouse has a view of the pond with a water fountain and is perfect for working out or private larger gatherings with your family and friends. Close proximity to Rt 495, Rt 2 and Masspike. Priced to sell and Easy to show!
This grand Colonial built with the highest quality is available now in the amazing town of Bolton. As you enter your inviting front porch, you'll take notice of the newer Pella windows and tall ceilings. The open chef's kitchen has tall cabinets complete with stainless steel appliances and stone countertops. Enjoy your double sided wood burning fireplace by your informal and formal living areas. Or sit back in your screened in porch and relax looking out to your tranquil 4.5 acres. The outdoor space continues with a nice deck for grilling that leads down to a stone patio with outdoor fire pit. 4 large bedrooms upstairs with a primary suite as well as an additional 5th bedroom in the fully finished basement with full spa like bath, perfect for an in-law suite. New HVAC 2025, top of the line Buderus furnace, 50yr architectural shingles, Pella windows 2018, new well pump and whole house filter system 2017, professional exterior paint 2017 and new garage door.
Welcome to Bolton Hill Estates, where modern luxury meets timeless farmhouse charm. Ideally situated in Bolton, just minutes from the historic Bolton Center and the vibrant downtown of Hudson, this exceptional new construction home offers 4,010 square feet of thoughtfully designed living space with four bedrooms, four-and-a-half baths, and a three-car garage on a private homesite. A dramatic two-story foyer welcomes you into an open and inviting floor plan designed for today's lifestyle. The stunning family room features a soaring vaulted ceiling and flows seamlessly into the gourmet kitchen and sun-filled breakfast area. The kitchen is beautifully appointed with Decor appliances and a sophisticated blend of white and natural wood cabinetry, quartz countertops, premium finishes, a spacious pantry, and an adjacent mudroom for everyday convenience. A formal dining room and private study provide elegant spaces for entertaining, working from home, or quiet relaxation. Step outside to the first-floor deck, offering the perfect setting for outdoor dining, morning coffee, or simply enjoying the peaceful surroundings. Upstairs, the luxurious primary suite offers a private retreat with a spa-inspired bath featuring a double vanity, soaking tub, oversized shower, and expansive custom designed walk-in closet. Three additional ensuite bedrooms provide exceptional comfort and privacy for family and guests. Hardwood flooring, designer finishes, and thoughtfully curated details enhance every space throughout the home. Experience refined New England living in one of Bolton's newest and most desirable neighborhoods. Move-in anticipated early 2027.
Luxury single-level living at an exceptional value in Bolton's newest active adult community. Last remaining unit left and it has a large exclusive use area with true single-family living feel without the maintenance. This elegant new construction home offers over 2,000 square feet of thoughtfully designed living space featuring a great room, gourmet kitchen, oversized center island, private office, and attached two-car garage. The spacious primary suite includes a spa-inspired bath and a generous walk-in closet. Enjoy maintenance-free living, quality craftsmanship, and the opportunity to personalize finishes while construction is underway. Conveniently located near Rt. 495, golf courses, restaurants, shopping, and all that Bolton and the Nashoba Valley area have to offer.
Enjoy single-level luxury in this newly completed home at Regency at Bolton, an active adult community. With 2,009 sq. ft., this bright, open-concept home features a living room with fireplace, high ceilings and generous windows. The kitchen offers Thermador appliances, granite counters, upgraded cabinetry and a large center island. A private primary suite includes a double vanity and ample closet space. A second bedroom with full bath and a dedicated office provide flexibility for guests, work or hobbies. Highlights include central air, first-floor laundry, an attached two-car garage, basement and 400 sq. ft. of unfinished bonus space. Enjoy exclusive-use outdoor space per plan/association. For a limited time, the seller includes a complimentary patio and walkway hardscaping package. Convenient to I-495, Highland Commons, golf and dining. Quick move-in available!
Effective build 1981 per Town of Bolton. Beautifully updated farmhouse blending timeless charm with modern living. The stunning, sun drenched kitchen is the heart of the home, featuring a full propane gas range, wall oven, expansive cabinetry, and a generous island with prep sink and breakfast bar perfect for gathering and entertaining. Warmth and comfort abound with a cozy wood stove for winter and efficient mini-split for summer. Inviting living spaces include a spacious sitting area with backyard access, a family room overlooking the screened porch, plus a living room, office, laundry, and full bath on the main level. Upstairs features a serene primary suite with private bath, two bedrooms, a bonus room, and full bath. A 2021 addition offers an attached 1 bedroom with open kitchen/livingroom with sider to exterior deck, widened bath, separate sitting area, in unit laundry, and its own attached garage bay. Set on 6 picturesque acres w/Barn, fruit trees, and stone walls. Seller Owned Solar '22!
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.
