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185 Kettle Hole Rd, Bolton
$800,000
4 Beds ⋅ 4 Baths ⋅ 73594605 MLS
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!

185 Kettle Hole Rd, Bolton

Listing courtesy of Listing Agent: Kotlarz Group from Listing Office: Keller Williams Realty Boston Northwest.
2 Old Harvard Rd, Bolton
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 73594117 MLS
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 mud room enhance function & flexibility, while the unfinished walk-out lower level presents an exciting opportunity to create the space you’ve always envisioned. Bring your vision to life in a truly special setting—where nature, privacy & possibility come together.

2 Old Harvard Rd, Bolton

Listing courtesy of Listing Agent: Kotlarz Group from Listing Office: Keller Williams Realty Boston Northwest.
6 Nourse Road, Bolton
$650,000
3 Beds ⋅ 2 Baths ⋅ 73594063 MLS
Nestled on an expansive corner lot along one of Bolton's most scenic roads, this charming Ranch offers the ease of one-floor living, modern comfort, & timeless character. The heart of the home is an updated kitchen featuring a center island, stone counters, and stainless appliances, opening to a cheerful dining area — perfect for everyday living and entertaining. The spacious family room adorned w/exposed beams, an impressive stone fireplace & wall of windows flooding the room w/natural light creates a warm & inviting gathering space. Unwind in the dreamy primary bedroom w/custom built-ins. A front living room offering additional flex space, 2 additional bedrooms, 2 full bathrooms, mudroom, & laundry room are all thoughtfully arranged on the main level. A finished walk out lower level provides versatile living spaces to meet evolving needs for a home office, playroom, or guest room. Step outside to a stone patio & lush expansive fenced yard offering endless possibilities for gardening, play, or relaxation. Enjoy energy efficient solar panels, Buderus furnace, handsome hardwood floors, freshly painted exterior, and a desirable location near Bolton town center, NEW high school & elementary school, commuter routes, conservation trails, golf course & more!

6 Nourse Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
97 Fox Run Road, Bolton
$1,799,800
5 Beds ⋅ 7 Baths ⋅ 73591402 MLS
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.

97 Fox Run Road, Bolton

Listing courtesy of Listing Agent: Jacky Ann Foster from Listing Office: MJT Realty Group.
72 Golden Run Rd, Bolton
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 73589315 MLS
An extraordinary private estate where architectural distinction, refined luxury, and resort-style living converge. Set majestically on 4.5 acres in coveted Bolton, this exceptional 4-bedroom, 3.5-bath residence offers almost 5,000 square feet of exquisitely designed living space, surrounded by unparalleled privacy and natural beauty. From its striking architecture to its sophisticated interiors and upscale finishes, every element has been thoughtfully curated to create an elevated living experience. Spectacular three-season sunroom with walls of glass, providing an airy retreat and captivating views in every season. Gourmet Chef's kitchen with high end appliances and expansive center island, perfect for entertaining! Separate office space with beautiful wet bar. Gorgeous primary suite with additional sitting room & en suite bathroom flooded with natural light. 3 additional large bedrooms once including a private loft. Great room with vaulted ceilings and The expansive, fully finished walk-out lower level extends the home’s versatility, offering exceptional space for entertaining, recreation, relaxation, or a private retreat.Beyond the interiors, the property transforms into a spectacular private resort. A magnificent gunite pool and Jacuzzi take center stage, complemented by a beautifully appointed pool house that creates the ultimate destination for summer entertaining, intimate gatherings, and leisurely afternoons. Lush grounds and complete privacy provide a serene backdrop rarely found in a property of this caliber.A remarkable five-car garage adds an extraordinary level of convenience and flexibility for car enthusiasts, recreational vehicles, collections, or additional storage. Every detail—from the grand scale of the residence to the exceptional outdoor amenities—reflects a commitment to quality, comfort, and sophisticated living.A truly exceptional offering for the discerning buyer seeking an extraordinary estate where privacy, architecture, luxury, and resort-style amenities come together seamlessly. No detail overlooked .

72 Golden Run Rd, Bolton

Listing courtesy of Listing Agent: Andrea Beth Castinetti from Listing Office: Castinetti Realty Group.
55 Coventry Wood Road, Bolton
$775,000
3 Beds ⋅ 3 Baths ⋅ 73588218 MLS
This captivating Contemporary in a desirable East Bolton neighborhood is a truly distinctive retreat, thoughtfully designed to embrace its natural surroundings while offering an inviting blend of vintage character and modern updates. Dramatic vaulted ceilings and expansive windows fill the open-concept interiors with natural light bringing the beauty of the surrounding woodlands indoors. The cabinet-rich chef’s kitchen features a center island, stainless steel appliances, and gas cooking, flows effortlessly into an expansive family room - an ideal setting for everyday living and gathering. The intimate dining room, warmed by a cozy fireplace, sets the stage for memorable dinner parties. An expansive composite deck overlooking tranquil woodlands extends the living experience outdoors creating a peaceful, private backdrop for enjoying the seasonal babbling brook and changing colors of the seasons. Relax & unwind in the luxurious primary bedroom suite w/generous dual closets & updated full bath. The finished walk-out lower level w/updated 1/2 bath offers exceptional versatility for a home gym, play room, home office, or in home business. Ideally situated near commuting routes, conservation trails, farm stands, and local dining, this special property offers something increasingly rare: distinctive contemporary architecture paired with a deep connection to nature.

55 Coventry Wood Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
296 Berlin Road, Bolton
$824,900
4 Beds ⋅ 3 Baths ⋅ 73587427 MLS
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.

296 Berlin Road, Bolton

Listing courtesy of Listing Agent: Team Darlene & Company from Listing Office: Lamacchia Realty, Inc..
385 Green Road, Bolton
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 73585881 MLS
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

385 Green Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
87 Sampson Road, Bolton
$749,000
4 Beds ⋅ 3 Baths ⋅ 73585306 MLS
Meticulously maintained, thoughtfully updated & brimming w/character, this turn-key raised ranch delivers the warmth & functionality discerning buyers covet. The inviting floor plan showcases beautifully refreshed rooms designed for today's lifestyle. The sun-drenched kitchen w/center island, stone counters & stainless steel appliances flows effortlessly into the open-concept fireplaced living room. Gather in the cozy vaulted, beamed-ceiling family room, where an arched brick hearth adds unexpected period architectural detail. Retreat to the spa-like primary suite w/fully renovated en-suite bath. The finished 1st level features a fireside bonus room, 4th bedroom, ½ bath & laundry, adding a versatile extra layer of living space. The home extends naturally outdoors to a charming patio & composite deck overlooking the tranquil, private backyard framed by lush lawns, stone walls & mature gardens. Enjoy an ideal location near the new high school, commuter routes, farm stands, conservation land & trails.

87 Sampson Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
281 Main Street, Bolton
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 73584784 MLS
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!

281 Main Street, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
106 Green Road, Bolton
$1,029,000
4 Beds ⋅ 3 Baths ⋅ 73584736 MLS
Stately columns frame the covered front porch, creating a distinctive first impression for this Bolton Colonial. Inside you will find a graceful dining room accented by chair rail, a nearby office with custom built-ins offering a polished setting for work or study, a spacious living room centered around a brick fireplace and a sunroom, where wood-paneled cathedral ceilings and walls of windows create a memorable place to relax. Continue into the kitchen, designed with a dining area, generous island, tile backsplash, granite counters, recessed lighting, and stainless steel appliances. A separate laundry room keeps everyday tasks neatly organized. Upstairs, the main bedroom makes a striking retreat with its own fireplace, cathedral ceiling, walk-in closet, and en suite bath featuring a double vanity, tiled shower, and soaking tub. The partially finished lower level offers flexible bonus space along with unfinished utility and storage areas. Central air provides added comfort throughout the warmer months. Updates include a new water filtration system ($11,000) and an ADT alarm system ($10,000) transferrable to new owners! Outdoors, a large brick patio extends the living area for meals and gatherings, complemented by a storage shed and fenced yard. An attached garage and plenty of off-street parking add practical convenience. Set on a wooded corner lot along a dead-end road, the property is just minutes from Nashoba Regional High School, with nearby trails enhancing the location.

106 Green Road, Bolton

Listing courtesy of Listing Agent: Genevieve Botelho from Listing Office: Lamacchia Realty, Inc..
422 Still River Road, Bolton
$799,000
3 Beds ⋅ 3 Baths ⋅ 73581444 MLS
Fully renovated and beautifully appointed, this exceptional ranch offers an elevated take on single-level living set against a picturesque backdrop of sprawling lawn, mature landscaping, and private woodlands. Thoughtfully designed for both everyday comfort and effortless entertaining, the home pairs sophisticated finishes with inviting spaces for both quiet moments and unforgettable gatherings. The gleaming white kitchen is both timeless and contemporary, with crisp white cabinetry, quartz countertops, stainless appliances and connects effortlessly to the bright and open-concept living spaces, creating an atmosphere that is bright, sophisticated open concept living spaces. The spectacular primary suite is a private retreat, distinguished by its vaulted ceiling, walk-in closet w/custom shelving system, and spa inspired bath - a space designed to make every day feel a little more indulgent. Step outside to the cheerful screened porch overlooking the private backyard, an idyllic setting for morning coffee, al fresco dining, or evenings spent lingering long after sunset. The finished walk-out lower level is a destination of its own with a stylish wet bar, inviting lounge, exposed brick accents, cozy pellet stove, & full bath. Whether hosting game nights, relaxing by the fire, or settling in for a movie, this versatile space offers an entirely separate space for gathering and making memorable moments. With its beautifully curated interiors, seamless indoor-outdoor connection, and exceptional versatility, this is more than a renovated ranch. It is a home designed around the way you want to live.

422 Still River Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
35 Bare Hill Road, Bolton
$750,000
3 Beds ⋅ 2 Baths ⋅ 73581442 MLS
Welcome to this captivating bow house Cape nestled on a picturesque lot on one of Bolton’s most scenic roads providing a rare opportunity to live in a truly special storybook setting bestowing peace, privacy, & a daily connection to nature. The stylishly renovated kitchen w/soap stone countertops, upscale appliances, spacious island, & wood stove flows seamlessly into the vaulted ceiling family room w/exposed beams & Rumford fireplace ideal for gathering w/friends & family. Savor your morning coffee in the cheery 3 season sunroom or step outside to the expansive Azek composite deck w/lighted posts offering tranquil views of the sprawling backyard & abutting woodlands creating a serene backdrop for outdoor living. Enjoy the convenience & comfort of a 1st floor primary bedroom & full bath. Upstairs you’ll find 2 generous bedrooms & a freshly updated bath. The beautifully finished walk-out lower level offers an inviting retreat w/warm hardwood floors, cozy cast iron stove, and abundant space designed for both relaxation and entertaining. Filled w/character & natural light and direct access to the outdoors, this versatile level adds an exceptional layer of living space to the home. Enjoy refinished wide pine floors, extensive millwork, & an excellent location near Vaughn Hill conservation land & trails, winery, orchards, commuter routes & top rated schools. This is a must see property for the discerning buyer seeking style and soul.

35 Bare Hill Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
50 Nashaway Road, Bolton
$850,000
3 Beds ⋅ 3 Baths ⋅ 73581428 MLS
This picturesque property nestled in one of Bolton’s most coveted neighborhoods captures the best of the Bolton lifestyle where children can safely play & neighbors become friends. This captivating Colonial has been thoughtfully enhanced by its current owners w/numerous updates & improvements including renovated kitchen & baths, refinished hardwood floors, & freshly painted interior, creating a turnkey residence that balances timeless architecture with sophisticated, modern comfort. The heart of the home is the beautifully updated kitchen, featuring gleaming white cabinetry, stone countertops, stainless steel appliances, soapstone sink, and an inviting dining area overlooking the tranquil koi pond and surrounding woodlands. The adjoining fireplaced family room with vaulted beamed ceiling, creates a warm and welcoming space to gather w/family and friends. A lofted bonus room above adds flexible space for a playroom, craft studio, homework area, or 2nd home office. Upstairs, the serene primary suite features a spa-inspired bath & walk-in closet while 2 additional generously sized bedrooms, & full bath completes the 2nd level. A partially finished lower level offers additional versatile living space. Outside, the expansive yard & abutting woodlands create an idyllic backdrop for play, outdoor entertaining, gardening, and a connection to nature. Enjoy a convenient location near orchards, winery, conservation trails, farm stands, commuter routes & top rated schools.

50 Nashaway Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
78 Frye, Bolton
$1,029,000
4 Beds ⋅ 3 Baths ⋅ 73581367 MLS
Set along a picturesque country road, this beautifully appointed Colonial offers an exceptional blend of timeless charm, thoughtful updates, and inviting indoor-outdoor living. Surrounded by meticulously landscaped grounds, the property provides a private and serene setting while offering an array of desirable amenities.The gracious interior features a stunning cathedral-ceiling living room, creating an impressive sense of volume and natural light. The updated kitchen is both stylish and functional, with gorgeous granite and farm sink. The spacious primary suite is complemented by an updated private bath. An additional updated guest bath and a third full bath provide exceptional convenience for family and guests.A generous laundry room adds practicality, while the finished lower level offers even more flexibility. An expanded finished basement addition features a large French door opening directly to the outdoors, creating an ideal setting for a home office, fitness studio, media/recreation room, or private guest space. Numerous important updates enhance the home's comfort and peace of mind, including a newer roof, furnace, central air conditioning system, and gutters. Outside, the beautifully curated grounds are truly an extension of the home, with established gardens, a relaxing hot tub, and a storage shed. Whether enjoying quiet mornings surrounded by nature or entertaining guests in the thoughtfully designed outdoor spaces, this distinctive property offers a wonderful combination of comfort, character, and country-road tranquility.

78 Frye, Bolton

Listing courtesy of Listing Agent: Mary O'Hagan from Listing Office: Barrett Sotheby's International Realty.
51 Danforth Ln, Bolton
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 73576895 MLS
Exclusively positioned at 51 Danforth Ln in Bolton, MA, this distinguished 2005 colonial single-family residence offers 3,303 square feet of refined living space in great condition. The gourmet kitchen is beautifully appointed with brand-new stainless-steel appliances, stone countertops, and a central island with an integrated sink. The impressive vaulted foyer leads to the elegant formal living room and dining room. There is a tranquil first floor office.The expansive family room features a soaring vaulted cathedral ceiling and a striking fireplace, providing an elegant and comfortable setting for relaxation and gatherings. The thoughtfully designed primary bedroom includes a jetted bathtub and double vanity, creating a spa-like retreat within the home. There are 3 other spacious bedrooms sharing a bath with the second floor foyer leading to the walk up attic. The finished walk-out basement provides valuable additional living space and opens directly to the outdoors, offering a spacious game room and large play room with the pool table area. Outside, the private fenced in backyard offers an exceptional setting for entertaining and unwinding, with a patio, fire pit, and private outdoor hot tub and deck with screened in porch. The two-car garage adds further convenience and functionality. Combining classic colonial architecture with modern amenities, versatile finished living space, and inviting indoor and outdoor areas, this residence offers a distinctive opportunity for comfortable, sophisticated living in Bolton.

51 Danforth Ln, Bolton

Listing courtesy of Listing Agent: Erik Osachuk from Listing Office: Keller Williams Realty North Central.
24 Sanders Lane, Bolton
$1,660,000
4 Beds ⋅ 4 Baths ⋅ 73579137 MLS
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.

24 Sanders Lane, Bolton

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.
149 Nourse Rd, Bolton
$950,000
4 Beds ⋅ 3 Baths ⋅ 73579005 MLS
Captivating architecture, abundant natural light & an exceptional setting define this distinctive Contemporary, beautifully set back on 4.5 acres along one of Bolton’s prettiest country roads amid extraordinary perennial gardens & mature landscaping. Dramatic windows frame the surrounding landscape throughout, creating a wonderful connection between indoors & out. At the heart of the home, the cabinet-packed kitchen offers granite counters, a 6' center island, dual pantries & incredible storage and workspace, opening seamlessly to the spectacular living room with vaulted ceilings & windows on three sides. An impressive dining room with a wall of windows framing breathtaking views provides an enviable space for gathering & entertaining. Awaken to seasonal mountain views in the peaceful primary suite featuring a walk-in closet & spa-like bath with dual vanity, jetted tub & glass/marble shower. A versatile 1st-floor office with separate entry & adjoining half bath offers excellent work-from-home or guest potential. The finished lower level adds a spacious family room & convenient mudroom, while hardwood floors, Andersen windows & doors add to the home's appeal. Brimming with updates that enhance livability & offer peace of mind, including a new roof with 50-year transferable warranty (2022), exterior paint, oil tank & dishwasher (2025), water softener (2020), Level 2 EV charger & 30-amp generator transfer switch (2024) and microwave (2026). Outside, spectacular perennial-filled gardens create an ever-changing display of color, complementing the picturesque natural backdrop through every New England season. Ideally located between Bolton's K-8 school & NEW high school in '27, with conservation trails, orchards, farmstands, golf, eateries & commuter routes nearby.

149 Nourse Rd, Bolton

Listing courtesy of Listing Agent: Kotlarz Group from Listing Office: Keller Williams Realty Boston Northwest.
14 Annie Moore Road, Bolton
$1,025,000
4 Beds ⋅ 4 Baths ⋅ 73578942 MLS
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!

14 Annie Moore Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
68 Quaker Lane, Bolton
$950,000
4 Beds ⋅ 3 Baths ⋅ 73578922 MLS
Enjoy peace, serenity, & an abundance of privacy at this meticulously maintained Colonial nestled on 4.5 acres brimming w/custom architectural details exuding classic & timeless elegance. Enter into a gracious foyer leading to the heart of this beautiful home, a cabinet-packed kitchen w/spacious island, induction cooktop, dual ovens, & stone counters flowing seamlessly into the striking fireplaced family room w/wood stove, soaring ceiling, & a wall of windows flooding the room w/natural light. A formal dining room offers an elegant setting for special gatherings, while the 1st-floor office w/French doors provides a convenient work from home space. Step outside to the expansive deck offering views of the tranquil backyard & abutting woodlands or gather around the backyard fire pit, the perfect spot for toasting marshmallows on those cozy fall evenings. Unwind in the dreamy primary bedroom suite w/sitting area, generous walk-in closet & indulgent spa bath. A finished LL offers additional space for a 2nd home office, playroom, or home gym. Enjoy distinctive millwork, recent updates including a new roof, hw heater, carpet & newer appliances, complemented by a freshly painted interior & exterior and an unbeatable location near major routes, top rated schools, farm stands, & vibrant downtown Hudson!

68 Quaker Lane, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
33 Wheeler Rd, Bolton
$900,000
4 Beds ⋅ 3 Baths ⋅ 73578702 MLS
Full of character, unexpected spaces & thoughtful details, this expanded Cape is anything but ordinary. Privately set back on 5+ acres on a dead-end street, a welcoming farmer’s porch invites you to slow down and enjoy the extraordinary perennial-filled gardens & visiting wildlife. Inside, spaces unfold with wonderful versatility. Host memorable dinner parties in the spacious dining room or curl up beside the living room pellet stove and watch the snow fall outside. The showpiece is the enormous 31'x25' family room addition, where soaring ceilings, walls of windows, warm Brazilian hardwood floors, a dramatic fieldstone fireplace & Mt. Vernon pellet stove create an unforgettable gathering space. Open to the well-appointed kitchen with granite counters, this incredible space easily accommodates a crowd. Outdoor entertaining is just as impressive, with a remarkable 36' three-season sunroom opening to multi-tiered composite decks, while the bocce court & fire pit beckon friends and family to gather, play & linger a little longer—all surrounded by the private backyard & woodlands. An organic raised-bed garden adds to the outdoor appeal, with fencing that can also serve as a generous dog enclosure. A flexible 1st-floor office/bedroom with adjacent full bath adapts beautifully as needs change. Upstairs, even the hallway has personality—an extra-wide design and charming dormer outside two bedrooms create a delightful reading nook. Radiant heated floors in the family room, dining room, kitchen, foyer, laundry & 2nd-floor baths add another layer of comfort. The expansive finished lower level offers a playroom, plentiful storage & large game room leading to the oversized 3-car garage, adding even more versatility. Brimming with thoughtful improvements including a Generac whole-house generator, Buderus boiler, LeafGuard gutters, hot water tank ('25) & Roth double-walled oil tank ('26). A distinctive home where there is room to gather, retreat, play & enjoy the outdoors—yet Highland Commons, vibrant downtown Hudson & major commuter routes are conveniently nearby.

33 Wheeler Rd, Bolton

Listing courtesy of Listing Agent: Kotlarz Group from Listing Office: Keller Williams Realty Boston Northwest.
91 Still River Road, Bolton
$610,000
3 Beds ⋅ 1 Baths ⋅ 73578116 MLS
Timeless character & thoughtful updates define this inviting ranch. Tucked discreetly back from the road, the property offers a quiet retreat framed by lush lawns, stone walls, & mature gardens. At the heart of the home, a spacious vaulted ceiling living room w/exposed beams & impressive brick fireplace w/pellet stove opens to an elegant dining area creating a warm & distinctive gathering space. The updated kitchen features rich red birch cabinetry, gas range, generous island & cheerful dining area—perfect for everyday living & entertaining. The living spaces extend naturally outdoors to a charming screened porch overlooking the tranquil & private backyard; an idyllic setting for morning coffee or a relaxed evening with friends. A partially finished lower level w/laundry room provides future expansion potential to meet evolving needs. Enjoy refinished hardwood floors & the peace of mind that comes with a NEW septic, recent windows, well pump, roof, & furnace. This ideal location offers easy access to soccer fields, new high school, commuter routes, farm stands & conservation land.

91 Still River Road, Bolton

Listing courtesy of Listing Agent: Amy Balewicz Homes from Listing Office: Keller Williams Realty Boston Northwest.
921 Main Street, Bolton
$950,000
4 Beds ⋅ 2 Baths ⋅ 73573131 MLS
Move with confidence while keeping the comfort and luxury you deserve. Whether you’re downsizing or rightsizing, this elegant single-story home offers open concept, single-level living in an exceptionally private 5-acre setting. Step outside into your own secluded backyard sanctuary surrounded by natural green borders and mature woodlands. Designed with an emphasis on light and flow, the home delivers a rare architectural experience defined by dramatic 18-foot ceilings and sophisticated passive solar design—keeping the interior naturally warm in winter and comfortably cool in summer. This one-level sanctuary includes a spacious primary suite, three additional bedrooms, a dedicated home office, and a flexible playroom. Outside, discover an inviting oasis designed for relaxation, featuring elegant patios and a beautiful, flowering pergola. Explore the possibility of a custom Accessory Dwelling Unit (ADU) with an effortless, quick access to Route 495.

921 Main Street, Bolton

Listing courtesy of Listing Agent: Peter Thompson from Listing Office: Keller Williams Realty-Merrimack.
14 Houghton Farm Ln, Bolton
$1,125,000
5 Beds ⋅ 3 Baths ⋅ 73568995 MLS
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.

14 Houghton Farm Ln, Bolton

Listing courtesy of Listing Agent: Kay Reed from Listing Office: Keller Williams Pinnacle MetroWest.
114 Fox Run Rd, Bolton
$1,499,000
5 Beds ⋅ 5 Baths ⋅ 73567553 MLS
Welcome to 114 Fox Run Road, an impressive Bolton residence offering nearly 5,900 square feet of beautifully appointed living space on approximately 1.66 acres. With five bedrooms, generous entertaining spaces and a three-car garage, this exceptional property combines timeless New England appeal with the peace of mind of significant recent improvements.Since 2025, the home has undergone an extensive refresh, including a brand-new roof, new boiler and water heater, new garage doors, freshly painted exterior and a completely repainted interior—major investments that allow the next owner to move in and enjoy the home from day one.Inside, spacious, light-filled rooms provide an ideal balance of comfortable everyday living and sophisticated entertaining. The expansive floor plan offers wonderful flexibility for gatherings, working from home and hosting overnight guests.The outdoor living spaces are equally impressive. Set on beautifully landscaped grounds, the property features an outdoor kitchen and patio, fireplace, and gazebo, creating a private setting for summer entertaining, crisp fall evenings and year-round enjoyment.Located in one of Bolton’s desirable residential settings, 114 Fox Run Road offers the rare combination of space, privacy, substantial recent upgrades and exceptional indoor-outdoor living.Beautifully refreshed, thoughtfully updated and truly move-in ready—this is a home where the major work has already been done.

114 Fox Run Rd, Bolton

Listing courtesy of Listing Agent: Heather Burke from Listing Office: Kinlin Grover Compass.
3 Sargent Rd, Bolton
$699,900
3 Beds ⋅ 2 Baths ⋅ 73561339 MLS
**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!

3 Sargent Rd, Bolton

Listing courtesy of Listing Agent: Emma Weisman from Listing Office: Keller Williams Realty North Central.
68 Vaughn Hill Rd, Bolton
$975,000
5 Beds ⋅ 4 Baths ⋅ 73557391 MLS
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.

68 Vaughn Hill Rd, Bolton

Listing courtesy of Listing Agent: Jeffrey Incutto from Listing Office: BA Property & Lifestyle Advisors.
39 Sanders Lane, Bolton
$1,745,000
4 Beds ⋅ 5 Baths ⋅ 73556563 MLS
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.

39 Sanders Lane, Bolton

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.
60 Sugar Road, Bolton
$985,000
4 Beds ⋅ 3 Baths ⋅ 73537908 MLS
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.

60 Sugar Road, Bolton

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.
26 Corn Road, Bolton
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 73518033 MLS
Beyond the stately stone entrance, a winding drive reveals one of Bolton's most thoughtfully crafted private estates—a residence where timeless New England architecture, exceptional craftsmanship, and extraordinary natural beauty exist in perfect harmony. Privately sited on 6.53 acres surrounded by mature woodlands, curated gardens, tranquil water features, and conservation trails, this custom-built Craftsman Colonial offers over 5,100 square feet of impeccably designed living space. Designed as a forever home, every detail reflects an uncompromising commitment to quality. Rich architectural millwork, soaring ceilings, three fireplaces, and walls of windows create warm, inviting interiors filled with natural light. The elegant living room showcases a hand-applied silver-leaf-conferred ceiling, while the chef's kitchen is appointed with custom maple and cherry cabinetry, a 48" Wolf gas range with dual ovens, griddle and indoor grill, a 48" Sub-Zero refrigerator, ideal for everyday living and entertaining. The luxurious primary suite offers a private retreat, while the finished walk-out lower level provides exceptional flexibility with a lounge, media room, fitness space, guest accommodations, and direct access to the beautifully landscaped grounds. Outdoors, bluestone patios and walkways, a mahogany deck, mature gardens, and an extensive irrigation system create an idyllic setting for enjoying every season. Built with longevity and efficiency in mind, the home features an Energy Kinetics high-efficiency boiler, three-zone central air with five comfort zones, whole-home audio, central vacuum, smart home lighting, automatic standby generator, oversized three-car garage, Andersen windows, copper gutters, and a Rhino Shield exterior coating with transferable warranty. Perhaps the home's greatest luxury is its remarkable level of stewardship. Custom designed in collaboration with the original owners and meticulously maintained for more than two decades, every finish, system, and detail has been thoughtfully preserved through proactive care. From the pristine condition of the cabinetry and flooring to the mechanical systems, the pride of ownership is immediately evident. A truly exceptional offering where timeless design, enduring craftsmanship, and unmatched privacy come together to create one of Bolton's finest residences.

26 Corn Road, Bolton

Listing courtesy of Listing Agent: Suzanne Dutkewych from Listing Office: Hazel & Company.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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