Refine Search
Sort by
12 Sanders Lane, Bolton
$1,850,000
4 Beds ⋅ 6 Baths ⋅ 73453886 MLS
Ready for January Move In! Welcome to Bolton Hill Estates, a new neighborhood of custom homes in scenic Bolton. Discover modern luxury with a timeless farmhouse design, blending elegance, comfort, and functionality. The open-concept main living area features a gourmet kitchen with premium finishes, a sun-filled breakfast area, and a spacious family room with cozy fireplace, perfect for gatherings and everyday living. Enjoy wooded views from the 4-season room, seamlessly connecting indoor comfort with the outdoors. The home offers total of 5.5 bathrooms and 4 bedrooms (each with its own en-suite bath), providing comfort and privacy for all. The finished walk-out lower level includes a family room, home office, full bath, and patio access. A true showcase of craftsmanship, architectural beauty, and incredible convenient location.**GPS: Use 279 South Bolton Rd (across the street)**

12 Sanders Lane, Bolton

139 Oak Tr, Bolton
$1,625,000
5 Beds ⋅ 5 Baths ⋅ 73480898 MLS
Set within The Oaks, a premier subdivision near the International Golf Club, this custom built home offers 4 finished levels of living space with exceptional indoor & outdoor amenities. Soaring 2 story wall of glass floods the familyroom with natural light. Abutting Flex room with French doors is perfect for private office or playroom. A separate fireplaced room with beamed ceilings provides an elegant option for formal living room or executive office. Beautiful kitchen features detailed ceiling moldings, quality appliances, wet bar & wine fridge. The 2nd floor offers a spacious primary suite, private bath & multiple closets, an en-suite bedroom, 2 additional bedrooms that share a Hollywood bath & laundry room. The finished 3rd floor provides a large open space with endless opportunities. Finished lower level has a rec room, home gym & a private room with full bath ideal for guests. Enjoy heated gunite pool with a rare bonus of a 25x30 foundation ready for future pool house or more!

139 Oak Tr, Bolton

57 Houghton Farm Ln, Bolton
$1,600,000
5 Beds ⋅ 4 Baths ⋅ 73524914 MLS
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.

57 Houghton Farm Ln, Bolton

347 Green Road, Bolton
$1,555,000
5 Beds ⋅ 4 Baths ⋅ 73365136 MLS
Introducing a unique opportunity to build your dream home nestled on a tranquil & picturesque property immersed in nature's beauty. An inviting farmer’s porch welcomes you to this new construction farmhouse masterfully blending thoughtful design, timeless charm & luxurious architectural details. An enviable mudroom opens to a chef-inspired kitchen w/custom cabinetry, expansive center island, & upscale appliances opening to a sun-drenched family room w/cozy gas fireplace. Unwind in the dreamy primary bedroom suite w/spacious walk-in closet & indulgent spa bath. The 2nd floor also offers 3 additional bedrooms, 2 full bathrooms & potential for a finished bonus room. A versatile 1st floor office/guest room provides flexibility while the unfinished lower level offers expansion potential. Enjoy distinctive millwork, high efficiency construction & unbeatable location w/direct access to conservation land & trails. Choose your lot & take advantage of customizing your home to suit your style!

347 Green Road, Bolton

15 Hubbard Ln, Bolton
$1,531,000
4 Beds ⋅ 5 Baths ⋅ 73509340 MLS
This exquisite young Colonial in a coveted cul de sac neighborhood provides a rare opportunity to live in a truly special setting surrounded by conservation land bestowing peace, privacy, & a daily connection to nature. The sprawling floor plan masterfully blends thoughtful design & rich appointments boasting 3 stunning levels brimming with custom architectural details. Savor the spacious center island chef’s kitchen w/quartz counters, upscale appliances & beverage center opening to a sun drenched living room w/cozy gas fireplace & seamless access to a spectacular 3 season porch perfect for summer entertaining. Relax & unwind in the tranquil & luxurious primary suite w/sitting room, dual walk in custom closets & indulgent spa bath. A private ensuite bedroom is ideal for an in-law or guest accommodations. A beautifully finished lower level featuring media room, gym & full bath offers flexibility for a variety of living needs. A truly exceptional property not to be missed!!

15 Hubbard Ln, Bolton

158 Kettle Hole Rd, Bolton
$1,380,000
4 Beds ⋅ 3 Baths ⋅ 73529137 MLS
Whether hosting a poolside BBQ, formal dinner party, or enjoying a cozy evening by the fire, this stunning property in the coveted Fox Run neighborhood offers a luxurious haven where you'll enjoy not just a home, but a lifestyle. Dive into the clear water of the saltwater pool, relax in the covered hot tub, enjoy outdoor games in the sprawling yard, or enjoy the quiet satisfaction of harvesting your garden. Inside, the home boasts soaring ceilings, impressive architectural details & a seamless flow of sun-drenched living spaces. The gourmet kitchen is a chef's dream featuring an expansive island, quartz counters, & gas cooktop flows seamlessly to an adjoining family room w/stunning stone fireplace. Unwind in the dreamy primary bedroom suite w/generous walk-in closet & indulgent spa bath. The versatile 2nd floor bonus room is perfect for a home office, craft room, or artist studio. Enjoy an ideal location near conservation land & trails, NEW high school, farm stands, winery, & more!

158 Kettle Hole Rd, Bolton

26 Corn Road, Bolton
$1,337,000
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

293 Wattaquadock Hill Rd, Bolton
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 73547872 MLS
OPEN HOUSE CANCELLED..OFFER ACCEPTED.Approximately 3,350 square feet of thoughtfully designed living space awaits in this well-appointed house. The residence features four spacious bedrooms and three and a half bathrooms, providing ample room for comfortable living. The primary bedroom offers a serene retreat, with generous square footage and access to a private en-suite bathroom. Three additional bedrooms offer flexible accommodations for guests, a home office, or any other needs. The two and a half bathrooms are tastefully appointed, with high-quality fixtures and finishes that enhance the overall aesthetic.The open floor plan seamlessly integrates the living areas, allowing for natural light and a sense of flow throughout the home. Carefully considered design elements create a harmonious and inviting atmosphere, catering to a variety of lifestyle preferences.The property's size and configuration make it an ideal setting for those seeking ample living space and the opportunity to personalize their surroundings

293 Wattaquadock Hill Rd, Bolton

45 Lookout Lndg, Bolton
$1,255,000
5 Beds ⋅ 5 Baths ⋅ 24174645 MLS
Coming soon! Prestige. Rarity. Exclusivity. Lookout Landing is a rare waterfront estate where timeless craftsmanship, thoughtful design, and natural beauty come together in a way that feels both elevated and inviting. Privately tucked behind mature trees on nearly four professionally manicured acres with over 600 feet of lake frontage, this extraordinary property offers a lifestyle that is peaceful, luxurious, and unforgettable. The custom built residence blends grand architectural presence with the warmth and comfort of a true home. Beautiful bay windows frame the surrounding landscape and water views, while built in window seats, custom millwork, plantation shutters, solid core doors, custom window treatments, and exceptional storage add character and functionality throughout. The chef's kitchen was designed for gathering and entertaining, featuring premium appliances, custom cabinetry, expansive prep space, a walk in pantry, and imported stone flooring. The kitchen flows effortlessly into multiple living and dining spaces filled with natural light, anchored by a dramatic stone fireplace and oversized windows overlooking the water and beautifully landscaped grounds. Offering more than 4,900 square feet of finished living space, the home provides exceptional flexibility for everyday living and entertaining alike. The primary features a Juliet balcony, freestanding soaking tub, oversized stone shower, and boutique style custom closet with a built in center island.

45 Lookout Lndg, Bolton

177 Long Hill Road, Bolton
$1,252,500
4 Beds ⋅ 3 Baths ⋅ 73518773 MLS
Welcome to this pristine, sun filled, beautifully updated Colonial set on 1.5 acres of meticulously landscaped grounds featuring stone walls, flowering crabapple trees, roses, lilacs, hydrangeas, & vibrant garden beds. A 2003 addition showcases a stunning chef’s kitchen including Wolf/Subzero appliances with custom cabinetry, which opens to a cathedral-ceiling family room with fireplace & picturesque views of the backyard. An additional eating area charms with tailored glass front built-ins. The living room also features a cathedral ceiling and fireplace, creating warm, elegant spaces for everyday living and entertaining. The spacious primary suite includes a private sitting room. Hardwood floors run throughout the home. Enjoy modern comfort with new central air. Step outside to a resort-style setting with an in-ground gunite pool, blue stone patios, & covered porch—perfect for relaxing or hosting. Ample storage! This lovely home is an oasis you won't want to leave!

177 Long Hill Road, Bolton

50 Golden Run Rd, Bolton
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 73505344 MLS
Set well back from the road on 4.75 private acres, this beautifully maintained Colonial abutting picturesque equestrian land offers space, serenity & endless possibility. At the heart of this special home is a sun-filled kitchen with granite counters & stainless appliances flowing into a vaulted family room with cozy fireplace. Create memorable gatherings in the formal living & dining rooms, unwind in the dreamy primary suite with spa bath, walk-in closet & sitting area or retreat to the finished lower level with expansive family room, guest room & full bath. Outside, live the lifestyle you’ve imagined—mornings in the garden, afternoons shooting hoops, & evenings gathered with friends under the open sky. Host summer BBQs on the sprawling deck & patio with outdoor kitchen and stunning stone walls. The 2-story 24'x30' Circle B Barn is ideal for hobbyists or equestrian pursuits. A property designed to live fully, relax deeply & connect with nature - just minutes to schools & highway.

50 Golden Run Rd, Bolton

11 Quail Run, Bolton
$1,182,000
4 Beds ⋅ 4 Baths ⋅ 73482624 MLS
Set on over 2 private acres in a prized cul-de-sac neighborhood, this captivating Colonial offers space, comfort & exceptional potential. A gracious cathedral-ceiling foyer welcomes you into this thoughtfully designed home. The spacious cabinet-packed center island chef's kitchen with walk-in pantry & abundant prep space opens to a breathtaking sun-drenched family room with soaring ceiling & fireplace—an inviting hub perfect for everyday living & entertaining. The formal living & dining rooms offer timeless gathering spaces. Upstairs, retreat to the dreamy primary suite with sitting area, 2 walk-in closets & spa bath. A guest ensuite plus 2 addt'l bedrooms with shared bath provide room for all. Enjoy the convenience of a 3 car garage, the versatility of a 1st floor office/media room & the expansion potential awaiting in the unfinished lower level & 3rd floor. Unwind on the deck overlooking a private yard framed by serene woodlands - your own peaceful escape yet moments from everything.

11 Quail Run, Bolton

88 Drumlin Hill Rd, Bolton
$1,165,000
5 Beds ⋅ 4 Baths ⋅ 73505457 MLS
Captivating 5-bedroom Colonial set on a premier lot in coveted n'hood checks every box on the wish list. Savor the inviting chef’s kitchen with center island, pantry, double ovens, 5-burner gas range & generous dining area flowing into a sun-drenched vaulted ceiling family room with cozy fireplace. Host memorable gatherings in the formal living & dining rooms or work comfortably from the 1st floor office. The expansive finished lower level offers space to play, relax & recharge with a game room, media room, gym, guest suite & bath. Unwind amidst nature's beauty or enjoy outdoor entertaining in your private backyard sanctuary featuring an expansive composite deck, sprawling patio & relaxing hot tub overlooking peaceful grounds & conservation land. Thoughtful updates include energy-saving OWNED solar panels, high-efficiency Buderus heat & hot water, Hardie siding with almost entirely PVC trim, generator switch, plus a walk-up 3rd floor attic ready for future expansion. Truly exceptional!

88 Drumlin Hill Rd, Bolton

90 Frye Road, Bolton
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 73517670 MLS
Enjoy peace, serenity, & an abundance of privacy at this meticulously maintained Colonial brimming w/custom architectural details exuding timeless elegance & Contemporary flair. At the hub of this beautiful home is a spacious chef’s kitchen w/center island, gas cooktop, dual ovens & stainless appliances flowing seamlessly into the striking fireplaced family room w/soaring ceiling & a wall of windows flooding the room w/natural light. Sliders open to the oversized deck offering views of the tranquil backyard & abutting woodlands creating seamless indoor/outdoor living. A home office w/private entrance provides opportunity for an in home business. Unwind in the dreamy primary bedroom suite w/sitting area, generous walk-in closet & indulgent spa bath. A finished walk up 3rd level & LL offer additional versatile living spaces. Enjoy distinctive millwork,updated systems,roof, & windows and a convenient location near conservation land, orchards, commuter routes, & vibrant downtown Hudson!

90 Frye Road, Bolton

48 Vaughn Hill Rd, Bolton
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 73502362 MLS
Charming southern-style Cape, privately set at the end of a drive on 4.5 acres with sweeping lawn & meadow views—an idyllic backdrop of wildlife & changing seasons. Entertain with ease from charming front & rear porches & exquisite bluestone patio perfect for grilling & relaxing. A sun-filled open floor plan welcomes gatherings in the vaulted family room with cozy fireplace, walls of windows, custom built-ins & handsome hardwood floors flowing seamlessly into a chef’s kitchen with center island, stainless appliances, convection oven, induction cooktop & granite counters. Unwind in the serene first-floor primary suite with porch access, generous walk-in closet & enviable spa-worthy marble bath. Discover the spacious office/in-law with bath over the garage providing flexibility as needs change. Retreat to the finished lower level offering a 2nd office, media/game room, wine closet & large workshop. Enjoy access to nearby conservation land & NEW high school (opening '27). A rare find!

48 Vaughn Hill Rd, Bolton

277 Main Street, Bolton
$1,145,000
4 Beds ⋅ 5 Baths ⋅ 73529079 MLS
Nestled in a private neighborhood setting, this stately Contemporary Colonial offers an exceptional blend of elegance, comfort, & livability. The beautifully appointed chef’s kitchen features rich cabinetry, Wolf induction cooktop, dual ovens, & a charming dining nook. At the heart of the home, a vaulted-ceiling family room creates an inviting space to gather w/family & friends. Unwind in the coveted 1st floor primary suite w/custom walk-in closet & indulgent spa bath. Upstairs, the 2nd level features an ensuite bedroom & 2 additional spacious bedrooms w/full bath. The finished LL expands the home’s living space w/home theater, kitchenette, ½ bath, gym, & generous storage. A breathtaking sunroom w/walls of windows showcases year-round views of the surrounding landscape. Step outside to the expansive patio overlooking lush lawns, mature plantings, & a tranquil water feature, creating a private retreat designed for relaxing, entertaining, and connecting with nature.

277 Main Street, Bolton

159 Wilder Road, Bolton
$1,080,000
4 Beds ⋅ 3 Baths ⋅ 73492469 MLS
Captivating Shaker Reproduction Colonial set well back on one of Bolton's most scenic roads. This special home graced with charming wide plank wood floors, beamed plaster ceilings, window seats & custom crafted built-ins harkens back to a time when craftsmanship reigned supreme. Savor the center island kitchen with quartz & cherry counters, induction range & generous dining area flowing seamlessly into the spacious family room with charming window seats & cozy Rumford fireplace. Serenity awaits in the dreamy primary suite with customized walk-in closet & remodeled spa bath with large tile shower, dual vanity, quartz counter & luxurious heated floor. Unwind in the spacious 3 season porch offering views of the sprawling yard, perennial-filled gardens & tranquil woodlands. Enjoy peace of mind with '24 hi-efficiency heat pumps, '25 garage doors, '16 roof & a back-up generator. Join Wilder Farm’s book club, hike neighboring trails or venture to nearby golf & winery. Embrace the lifestyle!

159 Wilder Road, Bolton

100 Nashaway Road, Bolton
$960,000
4 Beds ⋅ 3 Baths ⋅ 73505605 MLS
Welcome to this meticulously maintained Colonial, sited on a picturesque lot in one of Bolton’s most sought-after neighborhoods. Blending timeless charm w/modern comfort, this special home offers inviting spaces designed for everyday living & effortless entertaining. At the heart of the home is a center island kitchen w/stainless appliances, stone counters, abundant cabinetry, & a cheerful dining area that opens to a cozy fireplaced family room. Step into the cedar screened porch to savor your morning coffee & take in views of the serene backyard & abutting woodlands.Upstairs you’ll find a dreamy primary suite w/walk in closet & updated spa bath. 3 additional generously sized bedrooms,full bath, & home office complete the 2nd level. A walk up attic & unfinished lower level provides excellent potential for future expansion. Ideally located near conservation land & trails, NEW high school, farm stands & winery this home offers the perfect blend of community connection and natural beauty!

100 Nashaway Road, Bolton

149 Long Hill Rd, Bolton
$950,000
4 Beds ⋅ 3 Baths ⋅ 73502771 MLS
Welcome home to this stunning young Colonial nestled on 4.5 acres surrounded by conservation land inviting you to enjoy quiet moments in nature. Enter into a gracious foyer leading to the heart of this beautiful home, a cabinet packed kitchen w/gleaming white cabinets, 8 foot island, gas stove & stone counters flowing seamlessly into the fireplaced family room where family & friends can comfortably gather. Entertain w/ease on the stone patio offering views of the private backyard & abutting woodlands beckoning you outside on those warm summer days. Unwind in the dreamy primary bedroom suite w/generous walk-in closet & indulgent spa bath complete w/double sinks & walk-in shower. 2 additional bedrooms & full bath complete the 2nd level. A walk up 3rd level w/bedroom & bonus room and finished lower level offer versatile living spaces. Enjoy hardwood floors, new carpet, high efficiency propane & an unbeatable location near major routes, top rated schools, farm stands, & more!

149 Long Hill Rd, Bolton

99 Nourse Rd, Bolton
$930,000
4 Beds ⋅ 3 Baths ⋅ 73537806 MLS
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!

99 Nourse Rd, Bolton

33 Wheeler Rd, Bolton
$925,000
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

57 Berlin Rd, Bolton
$920,000
4 Beds ⋅ 3 Baths ⋅ 73537601 MLS
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!

57 Berlin Rd, Bolton

66 Woobly Rd, Bolton
$920,000
4 Beds ⋅ 3 Baths ⋅ 73524926 MLS
Tucked away on 5+ acres surrounded by private woodlands, this impeccably maintained Colonial provides a rare opportunity to live in a truly special setting bestowing peace, privacy, & a daily connection to nature. An expansive deck offering tranquil views of the sprawling backyard creates a serene backdrop for outdoor living & entertaining. Inside, a thoughtful layout offers comfortable, versatile, & functional living spaces. The sun-drenched kitchen w/stone countertops, stainless appliances, & generous island opens to a cozy fireplaced family room - ideal for gathering w/friends & family. Upstairs, a luxurious primary suite offers a peaceful private retreat, while the finished walk-out lower level provides flexible space that grows with you. The stunning post & beam barn provides endless possibilities for hobbyists, studio, or workshop. Enjoy town sewer & a convenient location near conservation land & trails, farm stands, & vibrant downtown Hudson!

66 Woobly Rd, Bolton

39 Bare Hill Rd, Bolton
$915,000
3 Beds ⋅ 3 Baths ⋅ 73494566 MLS
Welcome to this captivating Colonial nestled on a picturesque lot on one of Bolton’s most scenic roads providing a rare opportunity to live in a truly special setting bestowing peace, privacy, & a daily connection to nature. The stylishly renovated kitchen w/stone countertops, upscale appliances & spacious island opens to an elegant dining area & cozy fireplaced family room - ideal for gathering w/friends & family. Savor your morning coffee in the cheery 3 season sunroom or step outside to the expansive patio offering tranquil views of the sprawling backyard & abutting woodlands creating a serene backdrop for outdoor living & entertaining. Upstairs you'll find a primary bedroom w/updated ensuite bath, 2 additional bedrooms, & full bath. A finished walk out lower level offers additional versatile living spaces. Enjoy wide pine floors, extensive millwork, dual fireplaces & excellent location near Vaughn Hill conservation land & trails,winery, orchards,commuter routes & top rated schools.

39 Bare Hill Rd, Bolton

91 Green Road, Bolton
$910,000
4 Beds ⋅ 3 Baths ⋅ 73519545 MLS
Welcome to Bolton! This stunning Colonial offers a thoughtfully designed layout! Enter inside a welcoming foyer complete w/ a built-in bench & mudroom storage, a 1st flr office/den/play rm, & a front-to-back living rm w/ a cozy fireplace. The showstopping remodeled kitchen is sure to impress w/ a large island featuring a farmer’s sink, S/S appliances, abundant storage, & a built-in breakfast nook. The dining area boasts a wood-paneled ceiling w/ skylights, window seat, & easy access to the back deck, creating a bright & inviting space to gather. Upstairs, you’ll find a spacious primary suite w/ a walk-in closet & beautifully remodeled en suite bath, along w/ 3 addt’l bedrms & the convenience of 2nd flr laundry. Outside, enjoy your own private retreat on 3+ acres w/ 2 composite decks overlooking the inground pool, pool shed, & fenced yard. Additional highlights include vinyl siding, durable metal shingle roof, updated windows, whole-house Automatic generator, & solar energy Panels!

91 Green Road, Bolton

82 Birch Mountain Rd, Bolton
$850,750
4 Beds ⋅ 3 Baths ⋅ 24166289 MLS
Welcome to a home where luxury meets intention. A beautiful colonial crafted for those who appreciate timeless design, exquisite finishes, and spaces that feel both grand. Step inside and experience the warmth of rich hardwood flooring guiding you through sunfilled rooms with high ceilings, recessed lighting, and details that create an atmosphere of quiet sophistication. The living room stands as the heart of the home, anchored by a striking brick fireplace that invites intimate gatherings and effortless relaxation. At the center of the home, the chef's kitchen blends beauty and function with wood cabinetry and stainless-steel appliances, perfect for culinary creativity or hosting unforgettable evenings. The flow continues into the elegant dining room and a versatile den, offering the ideal balance of formal and casual living. Upstairs, the primary suite becomes your private sanctuary. Indulge in the spainspired bath featuring a jetted soaking tub and standup shower. 2 additional bedrooms offer comfort and flexibility, while a 4th bedroom is currently styled as a dedicated office. The lower level expands the experience with a recreational room, perfect for movie nights, fitness, or play, along with a private laundry area thoughtfully tucked away. Step inside and feel the difference for yourself. Schedule your private tour and experience this beautiful home firsthand. Plus First Floor Master, First floor Laundry and New Generator...

82 Birch Mountain Rd, Bolton

35 Bare Hill Road, Bolton
$850,000
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

592 Sugar Rd, Bolton
$850,000
3 Beds ⋅ 2 Baths ⋅ 73525011 MLS
This unique Contemporary offers a perfect blend of vintage charm, modern comfort & peaceful seclusion. 5 acres of lush lawns, mature plantings, stone walls, & the soothing sounds of a babbling stream provides an unparalleled private sanctuary offering a rare blend of refined beauty & natural serenity.Vast windows provide bright, open-concept living spaces that bathe the interior in natural light seamlessly connecting the indoors w/the outdoors. The spacious family room is a showstopper w/ its vaulted ceiling & exposed brick fireplace creating a warm & inviting atmosphere. An updated kitchen opens to an expansive dining area, cozy family room & cheerful sunroom overlooking the tranquil backyard. Relax & unwind in the dreamy primary bedroom w/ensuite bath & private porch.These versatile living spaces adapt effortlessly to your lifestyle from elegant entertaining, cozy evenings w/family or creative pursuits. This is a truly special property for the discerning buyer seeking style and soul.

592 Sugar Rd, Bolton

313 Berlin Rd, Bolton
$842,000
3 Beds ⋅ 3 Baths ⋅ 73541141 MLS
Experience the timeless appeal of the Nathaniel Longley Home, originally part of Bolton's Quaker Village, where period character & thoughtful updates exist in perfect harmony. The stunning 2016 kitchen with granite counters, plentiful upgraded cabinetry & beamed ceiling opens to a breathtaking post & beam family room offering sweeping views of the patio & spectacular grounds. Rich in history & architectural detail, this beautifully restored Federal-style home features sun-filled rooms, handsome wood floors & formal living & dining rooms. Retreat to the primary suite w/ full bath or unwind on the impressive 30' x 21' screened porch overlooking the private backyard sanctuary with in-ground pool, barn, gardens & sprawling lawn. Set on a scenic country road, yet minutes to major routes, shops, NEW high school, trails, golf, winery & orchards, this extraordinary property offers a rare opportunity to enjoy the best of historic charm, modern living. Offers requested by Mon, 6/29 at 4 PM

313 Berlin Rd, Bolton

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!