Set back from a winding country road on just over two acres, this beautifully maintained 1999 Colonial offers privacy, space, and timeless appeal. A stunning two-story foyer with hardwood floors leads to a private home office, formal living room, and dining room. The chef’s kitchen features cherry cabinetry, stone countertops, an island with seating and views of the serene backyard. An eat-in area opens to an oversized updated deck, ideal for outdoor dining and entertaining. The adjoining family room boasts cathedral ceilings and a cozy pellet stove. Upstairs are four spacious bedrooms, including a luxurious primary suite with a double vanity, jetted tub, separate shower, walk-in closet, and attached bonus space perfect for a nursery, fitness room, sitting area, or office. The expansive lower level offers abundant storage and future finishing potential. Located in a sought-after community with top-rated schools and easy access to major commuting routes.
Seeking a home combining a beautiful country setting, convenient location & over 4,000 sf of thoughtfully designed living spaces? This beautifully remodeled (2020) 4 BR Colonial set on one of Bolton's prettiest country roads delivers! Savor the updated kitchen with granite counters, gas cooking, dining area with a charming stone fireplace & exceptional custom cabinetry providing abundant storage. Breath deep in the enormous sun-drenched family room offering space to gather, celebrate, or simply enjoy a quiet evening at home. Gather with friends & family in the dining/living room with cozy fireplace. Enjoy the versatility of 2 offices, 3rd floor bonus room & a finished lower level. Take in peaceful views of the private yard & tranquil woodlands from the expansive composite deck — the perfect backdrop for morning coffee, summer dinners, or relishing the beauty of your surroundings. Located less than 2 miles from I-495 & within easy reach of area amenities. Your search is over!
A welcoming covered porch invites us to discover this young open concept Colonial. The chef's kitchen with enormous center island, quartz counters, gas cooking & abundant cabinetry flows seamlessly into the spacious, sun-drenched dining & living rooms accented by shiplap details & a cozy fireplace. Retreat to the dreamy 1st floor primary bedroom suite w/ soaring ceiling, lots of natural light, walk-in closet & marble bath. The stellar finished lower level features a family room w/ wet bar & beverage chiller, gym space & a media room designed for tiered seating. Gather on the expansive 28x16 vinyl deck surrounded by colorful gardens, unwind in the hot tub beneath the stars & create summer fun in the sprawling grassy yard. Enjoy the benefits of solar panels keeping utility costs low, handsome hardwood floors, a convenient mudroom & Aquasana filtration w/ UV. Sited on nearly 1 acre near Winery, commuter routes & nearby amenities, this exceptional home is where your next chapter begins!
Welcome to The Regency at Bolton, a 55+ active adult community. 36 Pondside Dr is a bright and sunny unit with high ceilings and 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, office and crafts and a storage room. The Regency offers a perfect blend of comfort, connection and peaceful living. Enjoy the charm of a friendly neighborhood where people know each other and the community feels genuine, surrounded by the 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 larger gatherings. Easy to show!
Pre-Summer Sale! Elegant single-level new construction in a desirable active adult community featuring a fireplaced living room and an open kitchen with granite counters, center island, and Thermador appliances. High ceilings and generous windows provide abundant natural light throughout. The private primary suite offers a well-appointed bath and ample closet space. Additional highlights include central air, an attached two-car garage, screened porch, and exclusive-use outdoor space per plan/association. Conveniently located near Rt. 495, area golf clubs, and Highland Commons shopping. To-be-built, with buyer selections and upgrades available depending on the stage of construction.
Welcome to 57 Houghton Farm Lane, where refined elegance and serene luxury converge. Nestled on 2.24 acres of meticulously landscaped grounds, this 5-bedroom, 4-bathroom estate offers a lifestyle beyond compare. Inside, rich hardwood floors and light filled living areas greet you. A newly added designer butler’s pantry brings both style and function to the heart of the home. Thoughtfully designed to support seamless hosting, this versatile extension allows cooking flexibility, everyday meal prep, and cleanup to happen behind the scenes. Entertain in style with a fully appointed, integrated beverage center. The media room and game room are perfect for everything from relaxed gatherings to lively celebrations. With timeless design, expansive living spaces, and private outdoor retreats, every detail exudes sophistication. This home is more than a residence—it’s a sanctuary, inviting you to indulge in unparalleled comfort, entertain with grace, and enjoy life at its finest.
Romantic French Country Estate in prestigious neighborhood! 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 primary suite w/dual vanities, tile shower, & 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. An elegant, curved staircase leads to Billiards & Media rooms opening to NEW salt h20 pool & outdoor entertaining area. A 2-story 56 X 26 carriage house completes this enchanting 1-of-a-kind home!
Beyond the formal stone pillars, this private estate nestled among lush woodlands offers exceptional seclusion and tranquility. Set on 6.53 acres, the property showcases beautifully curated gardens, tranquil water elements and winding paths that lead to nearby conservation trails. Inside, the residence thoughtfully combines craftsmanship, luxury and refined design. Take in the beaming morning sun and panoramic views from the stunning octagonal breakfast nook! The primary en-suite serves as spacious retreat with dual dressing rooms each featuring custom closet storage. Premium solid hardwood floors extend throughout the upper levels, creating a timeless, high-end feel across every entertaining space and upstairs bedroom. The walk-out lower level offers an additional comfort and space for entertaining, featuring a stylish lounge with bar space, a fitness room, and a sun-filled guest suite with private french doors opening directly to the beautifully landscaped grounds.
Nestled on 4+ acres of beautifully landscaped grounds, this turnkey colonial offers 4 bedrooms, 2.5 baths, and a 2-car garage at exceptional value. Thoughtfully upgraded in 2022 — new roof, Andersen windows, Hardie Plank siding, farmers porch, and a stunning kitchen with Thermador appliances, gas cooking, apron sink, and custom cabinetry. Rich hardwood floors flow throughout, adding warmth and timeless elegance.The light-filled layout features spacious living and dining areas, a flexible floor plan, and a finished lower level ideal for work-from-home or recreation. Generously sized bedrooms and a comfortable primary suite complete the upper level.Set well back on a large lot with privacy and usable outdoor space. Quick access to Rt 495 for easy commuting. Walk-up attic and 5-bedroom septic offer excellent expansion potential. Priced to deliver clear value relative to similarly updated homes in Bolton — outstanding combination of acreage, condition, and long-term flexibility.
IMPROVED PRICING! 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!
SELLER TO PAY HOA for the remainder of 2026! Conservation trails out back. Private patio. Space that adapts to how you live. Step outside and you're already on the Welch Pond Conservation area — trails and open sky without getting in a car. Back inside this 2217 sqft townhome, a main-floor office behind French doors closes the world out when you need it while the open kitchen with large center island flows seamlessly into a warm family room with custom built-ins and a gas fireplace. Upstairs, two full en-suite bedrooms, each a private retreat unto itself, a well appointed laundry room, and a flexible loft space. New carpet, paint, custom window treatments, washer/dryer, and dishwasher make this home truly move-in ready. Nashoba Valley Winery, top-rated schools, the International Golf Course, and the soon-to-open Masters Academy International are all close by. The HOA covers all exterior maintenance, landscaping, and snow removal — so weekends belong to you, not your to-do list.
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)**
Tucked along a peaceful, scenic side road with direct access to 600+ acres of conservation land & nearly 17 miles of trails, this exceptional Colonial offers an elevated lifestyle connected to nature. The open floor plan unfolds with ease—anchored by a chef-inspired kitchen with generous center island, pantry & sunlit dining area flowing effortlessly into a spacious family room with cozy gas fireplace, perfect for everyday moments & memorable gatherings. At day’s end, unwind in the serene primary suite featuring an expansive walk-in closet & a luxurious bath w/ soaking tub & walk-in tiled shower. A versatile 1st floor office or guest room & a well-designed mudroom enhance function & flexibility, while the unfinished walk-out lower level presents an exciting opportunity to create the space you’ve always envisioned. A short time remains to personalize selections for September delivery. Bring your vision to life in a truly special setting—where nature, privacy & possibility come together.
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)
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

Bolton is located in Massachusetts. Bolton, Massachusetts 01740has a population of 5,606. Bolton 01740 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 01740 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 01740 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.