Above $1 Million Bolton MA Real Estate, Homes, Condos for Sale

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.

$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.

$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.

$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.

$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.

$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..

$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.

$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.

$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.

$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.

$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.

$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.

$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.

$2,500,000

73535449 MLS

Developers, this is the rare land parcel you've been seeking! Nine subdivided lots, some with extraordinary views, complete with driveway, drainage, and 5 bedroom septic designs. No wetlands! Individual lot sizes range from 1.85 acres to 5+ acres. Make an appointment to walk this stunning land that is steps to the center of Town, near the International Country Club, and across from the Nashoba Valley Winery. A better location does not exist in Bolton! Views, Conservation Land, excellent schools, proximity to 495 and Rt 2, and a wonderful community make this special land that has been in the hands of one family for generations, an exceptional opportunity!

Wattaquadock Hill Rd, Bolton

Listing courtesy of Listing Agent: Nancy Cole from Listing Office: Compass.

$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.

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 73513983 MLS

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!

269 Harvard Rd, Bolton

Listing courtesy of Listing Agent: Laura Rakauskas from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,629,900

4 Beds ⋅ 4 Baths ⋅ 73486801 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 Hudson, this exceptional new construction home offers 3,890 square feet of thoughtfully designed living space with four bedrooms, three-and-a-half baths, and a three-car garage on a private homesite. Sun-filled interiors feature an open-concept floor plan anchored by a stunning gourmet kitchen with a sophisticated blend of white and natural wood cabinetry, quartz countertops, and premium finishes. The first-floor primary suite serves as a private retreat, complete with a spa-inspired bath featuring a double vanity, soaking tub, oversized shower, custom-finished walk-in closet, and exclusive access to a private deck. Designed for both everyday living and effortless entertaining, the home showcases hardwood flooring throughout and carefully curated designer details at every turn. Experience refined New England living in one of Bolton's newest and most desirable neighborhoods. Move-in anticipated October 2026.

27 Sanders Lane, Bolton

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.

$2,500,000

73307307 MLS

54 Main St, Bolton

Listing courtesy of Listing Agent: Bret O'Brien from Listing Office: Greater Boston Commercial Properties, Inc..

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Above $1 Million Bolton Real Estate

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