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luxury houses with terrace for sale Grafton, United States

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House with garden and terrace Grafton (United States)

Write your Vermont story at this extraordinary 38-acre retreat just one mile from Grafton Village, set along the peaceful Saxtons River. Built in 2007, the seasonal one bedroom cottage with loft blends beautifully into the natural landscape and captures the very best of indoor and outdoor living. Perched above the waters edge, the cottage offers a screened porch, two sliding doors from the main living space to a deck overlooking the river, a new bathroom, and an outdoor shower with river views. From the bedroom, the sound of moving water creates the kind of quiet, restorative experience that defines this special place. A natural stone patio with built-in firepit creates another intimate outdoor space surrounded by the sights and sounds of the land. The new bath is being connected to an existing five bedroom state permitted wastewater system, with the cottage using one bedroom allotment and capacity remaining for a future separate three bedroom residence. The property is currently being served by a spring fed, shallow dug well. Designed for recreation and retreat, the property features a spring fed swimming pond, pond house with electricity, loft space, open gathering area, and a masonry patio at the waters edge. Additional outbuildings include a pavilion beside a fire pit in the field. Above the cottage, a beautiful meadow opens to the mountains and leads to a private trail ascending to an observation deck with sweeping views over the surrounding farms and the church steeples of Grafton Village. Close to VAST snowmobile trails and outdoor recreation at the Grafton Trails & Outdoor Center, this is a rare Southern Vermont offering that can be enjoyed immediately while planning an exceptional future estate.

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$699,000
1bedroom
1bathroom

By Four Seasons Sotheby's International Realty

48
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House with garden and terrace Grafton (United States)

Nestled along the Saxtons River, moments from historic Grafton, this beautifully restored Colonial farmhouse offers a rare blend of Vermont history, modern luxury, and exceptional curb appeal.Originally built circa 1820, the home has been meticulously reimagined and rebuilt with extraordinary attention to quality and architectural integrity. The renovation includes new plumbing, electrical, insulation, Marvin windows, restored foundation work, new siding, plaster walls and ceilings, and whole house central air conditioning a rare luxury in a 200 year old Vermont home. A newly built covered front porch and graceful wraparound driveway create a quintessential Vermont arrival.Inside, original details are complemented by refined finishes, including new wide plank floors on the first level matching refinished original floors upstairs. The chefs kitchen features custom cabinetry, quartz countertops, double dishwashers, and a 48 inch AGA dual fuel range. A second fully equipped kitchen serves the attached guest cottage, offering flexibility for guests, extended family, entertaining, or potential income use.The five bedroom residence offers multiple gathering spaces and an easy, gracious flow. Outdoors, the property captures the best of Vermont living, with more than five picturesque acres, river frontage, a crystal clear swimming pond, landscaped grounds, and a charming pool house. Along the river, a stone wall patio offers a peaceful place to gather, with steps to the waters edge.A classic former dairy barn adds character and possibilities for storage, hobbies, recreation, events, or creative use.Private yet convenient, the property is within walking distance of one of Vermonts most beloved villages, known for its historic architecture, village green, inn, galleries, recreation, and sense of community. A rare legacy property where historic charm, modern comfort, river frontage, pond, acreage, barn, village proximity, and storybook curb appeal come together.

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$1,100,000
5bedrooms
5bathrooms
land 6m²

By Four Seasons Sotheby's International Realty

50

House with pool and garden Grafton (United States)

At the beginning of a dirt road just outside the historic village of Grafton VT you will find an exceptional country estate that combines timeless New England charm with modern comfort, privacy, and equestrian amenities. Thoughtfully designed to replicate a classic colonial home and extensively updated by its current owners, this meticulously maintained property offers an extraordinary lifestyle in one of Vermont's most picturesque communities.As you arrive you are welcomed by beautifully landscaped grounds, mature perennial gardens, and a private wooded setting that creates a true sense of seclusion. Despite its peaceful surroundings, the property is just minutes from Grafton Village and within 45 minutes of several premier Southern Vermont ski resorts, making it an ideal year-round residence, vacation home, or family retreat.Offering four bedrooms, four bathrooms, and numerous living and gathering spaces, the home is perfectly suited for hosting family and friends. The well-appointed chef's kitchen features an island with seating, abundant workspace, and easy access to the home's entertaining areas. A spacious family room with a stunning stone fireplace, private bath, and loft above serves as a centerpiece of the home, while three additional working fireplaces add warmth and character throughout. A second-floor den and game room provide flexible living space for relaxation, recreation, or remote work.Outdoor amenities are equally impressive. Enjoy summer days by the inground swimming pool, tend to the gardens, or explore the surrounding landscape. For horse enthusiasts, the property includes a four-stall barn and fenced pastures. Additional features include a two-car garage, clean and spacious basement, garden shed, and abundant storage throughout.Whether you're searching for a Vermont equestrian property, luxury country home, or four-season retreat near skiing and outdoor recreation, this remarkable Grafton estate offers you the very best.

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$1,150,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

45
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House with garden and terrace Grafton (United States)

Set on a beautifully landscaped parcel just minutes from the heart of historic Grafton, this meticulously maintained residence offers timeless New England charm, exceptional craftsmanship, and inviting spaces. Surrounded by mature trees, perennial gardens, and lush lawns, the property provides a peaceful setting with the perfect balance of privacy and convenience.Inside, warm hardwood floors, abundant natural light, and classic architectural details create a welcoming atmosphere. The spacious living room is anchored by a wood-burning fireplace, creating a warm and inviting gathering space for family and friends. Just beyond, the library/den offers a quiet retreat to unwind with a favorite book in front of the home's second wood-burning fireplace, making it one of the home's most inviting spaces.The kitchen blends timeless character with everyday functionality. Rich cabinetry, generous workspace and a spacious walk-in pantry that provides abundant storage along with additional prep space ideal for entertaining.The screened porch offers a peaceful place to enjoy morning coffee, summer dinners, or a quiet afternoon while overlooking the beautifully landscaped grounds. Protected from the elements yet open to the fresh Vermont air, it becomes a favorite gathering place throughout the warmer months.Each bedroom features its own private en-suite bath, providing exceptional comfort and privacy for family and guests. The primary suite serves as a relaxing retreat with hardwood floors, abundant natural light, and a well-appointed bath.Outside, perennial gardens frame the home with colorful blooms throughout the growing season, complementing the stone walkways and classic Vermont landscaping. An attached two-car garage provides convenience and additional storage. Located just minutes from the charming village of Grafton, you'll enjoy one of Vermont's most treasured communities.

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$734,000
3bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

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48
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House with garden and terrace Grafton (United States)

Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle.Inside, youll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility.The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel.Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living.

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$549,900
3bedrooms
2bathrooms
land 2m²

By Four Seasons Sotheby's International Realty

44
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House with terrace Grafton (United States)

Grafton Lodge is a striking five-bedroom, four-bathroom timber frame retreat set on 72 acres of complete privacy, directly bordering the 146-acre Putnam State Forest. Built in 2022, this 4,000+ sq ft home blends timeless craftsmanship with modern comforts, featuring wide hemlock floors, exposed beams, and walls of windows that invite the natural surroundings inside.At the heart of the home is a dramatic two-story great room, offering panoramic forest views and anchored by a wood stove for cozy winter nights. Heat pumps ensure year-round climate control, while thoughtful design provides comfort across three spacious levels, including a game room, exercise area, and home office. A spiral staircase leads to a bonus loft space on the fourth floor--ideal as a studio, library, or creative escape.Step outside to your own private sanctuary: a stone patio outfitted with a sauna, hot tub, fire pit, and grill--perfect for relaxing or entertaining under the stars. The property includes a state-approved wastewater permit for a future 4-bedroom cabin, offering excellent potential for expansion or guest accommodations. Conveniently located just 3 miles from Grafton Village and within easy reach of Okemo, Magic Mountain, and Bromley for skiing, plus direct access to VAST snowmobile trails. Stay connected with fiber optic internet, and rest easy with a backup generator. The property is being offered fully furnished and enrolled in Vermont's Current Use program for tax benefits.

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$1,295,000
5bedrooms
4bathrooms
land 72m²

By Four Seasons Sotheby's International Realty

50 listings near Grafton

Nearby
50
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House with garden and terrace Chester (United States)

Set on 18 private acres, Popple Fields is a very special Vermont property one that feels less like a house that was built and more like a home that was lovingly crafted.Built in 1989 by its owner, a true master craftsman, this Williamsburg saltbox reproduction reflects a lifelong appreciation for traditional architecture, fine woodworking, and the quiet beauty of things made by hand. The builder was a skilled Windsor chair maker whose work was featured in Yankee Magazine, and that same extraordinary attention to detail can be felt throughout the home.Inside, the craftsmanship is warm and beautifully understated. Wide plank wood floors, paneled walls, reclaimed beams, layered moldings, and custom woodwork give the rooms an authentic sense of age and character. The house has the gracious proportions and enduring appeal of an earlier era, while offering the comfort and livability of a thoughtfully designed modern home.Originally created as a bed and breakfast. There are inviting spaces for conversation and entertaining, along with quieter rooms that offer privacy and retreat. The result is a home that feels equally natural filled with family and friends.The land is every bit as evocative. Stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch unfold across the 18 acres. There is a wonderful feeling of discovery here paths to wander, gardens to tend, places to sit, and changing views through every season.A woodworking barn adds another layer of possibility, A genuine space for woodworking, craftsmanship and other creative pursuits. Just outside the charming village of Chester, Popple Fields is ideally situated to enjoy skiing, hiking, and exploring the surrounding countryside.But what makes this property truly distinctive is something that is difficult to replicate: the hand of the maker. The home carries the mark of the craftsman who designed and built it. This is a private VT retreat to be enjoyed for generations.

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$1,349,000
5bedrooms
5bathrooms
land 18m²

By Four Seasons Sotheby's International Realty

Nearby
31

House with terrace Windham (United States)

Have it all on Timber Ridge! This spacious Windham colonial offers four bedrooms in the main house plus a recently renovated one bedroom accessory dwelling unit on the lower level, creating valuable flexibility and rental potential. Set in the mountains, the home welcomes you with a covered front porch and attached two car garage, making four season living that much easier. Inside, a dramatic multi story foyer with floor to ceiling window opens to warm wood floors and a comfortable layout with plenty of room to gather. The kitchen features a breakfast bar island and ample cabinetry, flowing into the dining area and out to the back deck, which was replaced last year.Upstairs, the primary suite includes a private bath and large walk in closet, with two additional bedrooms and a shared full bath nearby. The walk out lower level accessory dwelling unit has been recently renovated and includes its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat serves the main and lower levels, while newer heat pumps provide instant, efficient heating and cooling.Whether you are looking for a full time home or a Vermont getaway, this property offers the space, flexibility, and mountain setting to enjoy Southern Vermont in every season.Upstairs, the primary suite includes a private bath and large walk in closet, with additional bedrooms and a shared full bath nearby. The walk out lower level offers even more flexibility with a separate apartment featuring its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat on the main and lower levels adds comfort throughout, with mini splits offering efficient ancillary heating and air conditioning in the warmer months.Whether you are looking for a full time home or a Vermont escape, this is a place to spread out, settle in, and enjoy mountain living in every season.

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$599,000
5bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

Nearby
50

House with terrace Chester (United States)

A wonderful retreat on 35+/- acres in Chester is ready for new owners to enjoy. The gated, serpentine driveway threads its way through the woods and by the large pond, taking in the lovely, open meadow with stone works and gardens leading to the classic custom 2+ bedroom, 3 bath chalet in an absolutely charming setting. As if transported from the Alps, the architectural features, such as handsome exposed wood beams, cathedral ceiling with a large wrought iron chandelier, a dramatic wooden spiral staircase and ceramic tile, all echo elements of style from the slopes of Northern Italy. The current owners have restored and upgraded each of the three full baths with a spa-like sensibility and added cosmetic upgrades to the kitchen and throughout the home. The cozy living room features a woodburning fireplace and as well as a mini split to warm and cool off as needed. The cheerful kitchen with quartz counters and breakfast bar adjoins the dining area. A three-quarter bath with a luxurious tiled shower completes the first floor. The spiral stairway leads to a spacious light filled living/play area with a wood burning fireplace and a balcony to enjoy the stunning view. A third floor loft/aerie makes a wonderful study or play area. A solar array with two Tesla batteries offsets the electric bill and protects the property in a power outage. The two car garage is neatly tucked under the patio that features an inviting hot tub. Out front, the stone patio will delight with its custom granite picnic table and benches- a remarkable conversation piece! There are trails to hike through the woods, frontage along the Williams River for trout fishing, an old stone foundation, and a delightful pond with a floating dock to swim and relax with friends and family, all in a mesmerizing setting within 5 min. to the Chester village. Close to Okemo and several other ski mountains. This unique property would make an awesome vacation or full time home.

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$700,000
2bedrooms
3bathrooms
land 14.2ha

By Four Seasons Sotheby's International Realty

Nearby
37
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House with terrace Jamaica (United States)

The smell of woodsmoke on a crisp alpine afternoon, the quiet crunch of fresh powder underfoot, and the sense that the rest of the world has dropped away, this is the reality waiting at the top of Powder Mill Ridge. Tucked into three acres of private Vermont forest, this contemporary retreat is designed less like a standard house and more like a basecamp for a life well lived.Winters mean stepping right out your door and onto local trails, spending the afternoon carving through fresh snow, and returning home with frozen cheeks to sink into the bubbling hot tub. In the summer, those same paths transform into a network of shaded hiking trails, where the only soundtrack is the wind through the hemlocks. Inside, the home strikes a balance between clean, contemporary lines and classic mountain warmth. The open-concept main floor encourages everyone to gather around the kitchen and dining spaces, sharing stories from the day's adventures while looking out at the mountain views. Downstairs, a fully finished walk out game room,complete with a pool table, rich pine ceilings, and a built in Sonos sound system offers the perfect space for rainy day tournaments or late-night movies.When the weather cooperates, the living space naturally flows outdoors. A newly constructed upper deck keeps you level with the treetops, while a clever dry-ceiling system protects the custom bluestone patio below. Walk to It is a place built for quiet mornings with a mug of coffee, lively weekend gatherings with friends, and immediate access to the best of Vermonts outdoors.Ready to Experience Powder Mill?Properties that offer this degree of privacy alongside direct trail access rarely stay quiet for long. Reach out today to schedule a private tour and see the views for yourself.

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$725,000
5bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
38
Video

House with garden and terrace Chester (United States)

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, youll find four spacious bedrooms, wide plank wood floors, and inviting gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study.The screened front porch captures the essence of Vermont living perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the fire pit beneath star filled skies, surrounded by the natural beauty and privacy of the property.A standout feature is the remarkable multi-level 55 x 40 barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use.Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small town charm that make Vermont so special.

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$1,200,000
4bedrooms
3bathrooms
land 3.2ha

By Four Seasons Sotheby's International Realty

Nearby
39
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House with terrace Andover (United States)

Rustic character meets modern comfort at this tastefully appointed woodland retreat, built in 2025 and nestled among the trees on 12 private acres. Exposed beams, natural wood ceilings and floors create a warm, inviting interior, with plenty of windows that bring in natural light and views of the surrounding landscape. The open living and dining spaces offer a comfortable gathering place, complemented by a tastefully designed kitchen featuring deep green cabinetry, wood countertops, a tile backsplash, and a stainless steel farmhouse sink. Powered by solar with a whole-house generator backup, this off-grid cabin offers a distinctive opportunity to enjoy Vermont's quieter side. The Lyman Brook winds through the lower part of the land. There is direct access to the Vermont snowmobile trail network (VAST) with a two car garage to store all your toys. Enjoy cross-country skiing and hiking right outside your door, and five ski mountains within a short driving distance. The nearby villages of Weston, Chester, Grafton and Londonderry offer shopping, dining, and classic Vermont charm. Offered completely furnished and turn key. A true peaceful escape for those seeking outdoor adventures in Southern Vermont.

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$1,300,000
4bedrooms
2bathrooms
land 4.9ha

By Four Seasons Sotheby's International Realty

Nearby
21

House with garden and terrace Andover (United States)

Set among the rolling hills of Andover, this inviting three bedroom home captures the best of Vermont living with beautiful long range views, morning sunlight and a peaceful country road setting. Whether youre looking for a full-time home, weekend escape or four-season retreat, this property offers the space, flexibility and setting to settle in and truly enjoy it.Ideally positioned for year-round recreation, youre within easy reach of some of Vermonts most sought-after ski destinations, including Okemo, Magic, Bromley, Stratton, Mt. Snow, and Killington. Nearby Manchester, Chester and Ludlow add charming village centers, restaurants, shops and everyday amenities, making it easy to enjoy both adventure and convenience.Inside, natural light fills the main level, with large windows bringing the surrounding landscape into the living spaces. The remodeled kitchen features granite countertops and a center island with cooktop and dishwasher, while a wood cook stove creates a warm atmosphere. The finished lower level adds even more room to spread out, along with a half bath. Unfinished basement space could add additional living, relaxing, or play space.The three-bay garage is a standout feature, with substantial finished space above that includes a spacious great room, office, full bath and walk-in closet. Whether envisioned as guest quarters, a home office, creative studio, fitness space or additional living area, the possibilities are impressive.Outside, the Vermont lifestyle really comes alive. Gather around the firepit as the sun sets over the hills, or slip into the private covered hot tub tucked behind the house for a quiet evening under the stars. An additional carport provides convenient covered parking and storage.A versatile Vermont property with views, privacy, flexible living space and easy access to some of the regions best four-season recreation this is the kind of place that makes it easy to slow down, get outside and enjoy coming home.

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$499,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
50
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House with garden and terrace Athens (United States)

A rare opportunity to own a remarkable piece of Vermont and literary history. Lovingly designed and restored by the creators of the beloved Llama Llama children's book series and the accompanying Netflix animated series, this extraordinary mini-estate is offered for the first time by the family.The meticulously restored and maintained five-bedroom, five-bath, 6,100+ square foot post-and-beam home seamlessly blends a late-1700s brick home, an 1820 clapboard addition, and thoughtfully designed post-and-beam additions completed in 2012. Historic character has been carefully preserved while incorporating modern construction, insulation, systems, a built-in generator, and today's amenities. Wide-plank hardwood floors, custom woodwork, vintage soapstone sinks with modern fixtures, antique hardware, and even a firepole reflect exceptional craftsmanship throughout.A soaring, light-filled studio where the bestselling books were created offers endless possibilities as a family room, entertaining space, creative studio, home office, gym, or home business. A rooftop deck overlooks the picturesque village of Lower Bartonsville and its iconic covered bridge. Above the detached two-car post-and-beam garage is a striking apartment or office with 20-foot ceilings and cork flooring.The 2.82-acre setting is equally extraordinary, with mature perennial gardens, remnants of an apple and pear orchard, whimsical stone stairways, and handcrafted stone walls built by renowned stonemason Dan Field. The property also overlooks an adjacent pond with ducks, herons and river otters.The centerpiece is the spectacular restored foundation of a 19th-century grist mill, reclaimed over 15 years and rising more than 60 feet in places. An adjacent 3.6-acre parcel with the historic mill dam is available separately.Minutes to I-91, The Vermont Country Store, Chester, and just 20 minutes to Okemo Mountain Resort. Showings start 8/3.

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$1,600,000
5bedrooms
5bathrooms
land 1.1ha

By Four Seasons Sotheby's International Realty

Nearby
40
Video

House with terrace Weston (United States)

Perched above Weston's coveted Dale Road in a private woodland setting, this handsome expanded cape was designed by Raymond Austin, architect of the famed Weston Playhouse. The home exudes graciousness and attention to detail in a living space that offers both cozy warmth and a light and open feeling. Surrounded by country gardens and with a south facing deck and mountain views, the property is a slice of Vermont heaven both inside and out. The first floor has a welcoming mud room with laundry and powder room, a relaxed family room/kitchen with wood burning fireplace, walk-in pantry, and deck access, a formal dining room and spacious living room with gas fireplace, and a private bedroom with ensuite bath. The second floor includes 2 guest bedrooms, one currently used as a home office, sharing a full bath, plus a primary suite with a large bedroom, ensuite bath, and walk in closet. The full dry basement offers plenty of storage space, and the attached 2 car garage will be a special comfort in the winter months. Thanks to fiber optic internet and a standby generator, you'll be able to communicate and work from home while enjoying the peace and quiet of your own Green Mountain retreat. Weston is one of Vermont's most picturesque and vibrant villages, graced with the Weston Theater, The Vermont Country Store, dining at The Hub and The Left Bank, concerts at Kinhaven, and four seasons of outdoor recreation within a short drive to Stratton, Bromley, Magic, and Okemo Mountain resorts. Come see this special property for yourself, and you may well become its next lucky owners! Showings begin September 2.

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$695,000
4bedrooms
4bathrooms
land 6m²

By Four Seasons Sotheby's International Realty

Nearby
42

House with garden and terrace Londonderry (United States)

Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations.Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living.The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility.Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency.Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region.224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities.

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$1,250,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

Nearby
35

House with garden and terrace Londonderry (United States)

Custom designed and built by original owner, architect and builder Stuart MacDonald, this four bedroom, three bath South Londonderry home combines distinctive Vermont character with thoughtful design on 4.8 acres. The approximately 2,565 square foot home features a ground floor primary suite, living room with fireplace, an inviting sitting area off the kitchen with woodstove, and flexible living space upstairs.Significant improvements over the past several years reflect continued investment in the property, including a new roof, septic system, oil furnace and interior oil tank, water conditioning and filtration system, well pump, garage doors and operators, along with updates to the multi zone radiant heating system.A screened porch extends the living space outdoors and overlooks established landscaping, stonework, mature trees and open lawn, with a small pond adding to the setting. The three car garage provides exceptional space for vehicles, recreational equipment and year round gear.Set in the village of South Londonderry, 451 Main Street is well positioned for enjoying Southern Vermont in every season, with Stratton, Magic, Bromley and Okemo all within easy reach, along with nearby villages, trails and year round recreation. With its custom design, acreage, ground floor primary suite, three car garage and substantial recent improvements, the property offers a compelling combination of character, setting and long term care.

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$675,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
44
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House with terrace Andover (United States)

Bringing generations together in a place that inspires connection and stewardship, Moosewalk Lane is a purpose-built, multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk is offered fully furnished and equipped. Anchored by a 10,062 square-foot timber-frame home, guest house, writer's cabin, equipment barn, and miles of private trails, Moosewalk provides a true sense of place where comfort, privacy, and recreation exist in equal measure. Designed for year round living and entertaining, the compound comfortably accommodates extended family, friends, and guests with 8 bedrooms, 7 full baths, a dramatic two story great room, a chef's kitchen with Viking appliances and an Italian wood fired pizza oven, a library, media and game room, fitness space, 6 garage bays, and thoughtfully designed gathering places both inside and out. Just beyond the backyard, Broadway, the property's original logging road turned trailhead, provides direct access to the balance of the 384 acre property and four season recreation. Ride horses through open meadows, hike, snowshoe, or explore miles of private woodland trails, produce maple syrup from your own gravity fed sugarbush, enjoy direct access to Vermont's VAST trail system, or retreat to the writer's cabin overlooking the Connecticut River Valley. Ancient stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership; they reflect stewardship. Despite its exceptional privacy, Moosewalk Lane is just 2.5 miles from the quintessential Vermont village of Weston, with its celebrated theater, restaurants, lodging, shops, and the historic Vermont Country Store. Thoughtfully created for extended family, private retreats, entertaining, or simply escaping the pace of everyday life, Moosewalk offers something increasingly rare: a place where time slows, memories are made, and life is measured by moments well spent.

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$4,150,000
8bedrooms
8bathrooms
land 155.4ha

By Four Seasons Sotheby's International Realty

Nearby
50
Video

House with garden and terrace Weston (United States)

Classic Alpine Chalet with Guest House and Amenities. Embrace the Vermont mountain lifestyle in this four-season retreat, where classic 1970's alpine design meets the beauty of its natural surroundings. More than a private retreat, this property is a gateway to the many pleasures of Southern Vermont, from skiing and snowshoeing in winter to hiking, tennis, gardening, farmers markets, antiquing, galleries, Manchester shopping, the Weston Playhouse and Northshire Bookstore throughout the year. Set on a picturesque property with a private pond, tennis court and delightful gardens, the estate offers peace, privacy and plenty of opportunities to enjoy the outdoors. The main residence was designed to bring the outdoors in, with dramatic cathedral ceilings and expansive walls of glass that fill the rooms with light and frame views of the mountains, gardens and woods. A cozy den with brick fireplace is a comfortable spot to unwind, while a game room offers space for entertaining. There are three spacious bedrooms, including a private en-suite, along with two additional baths, one featuring a jetted tub and private sauna. A massive wraparound deck provides a wonderful place to take in the mountain setting. A split-rail fence creates a courtyard where you will find a curated flower garden, and the tennis court offers hours of play. The separate guest house provides complete privacy and includes a cathedral-ceilinged main room, bedroom and full bath, adding approximately 1,000 square feet of living space not included in the main house square footage or room count. A meandering path winds through the woods to a serene pond. Just 2 miles from Weston Village, 25 minutes to Manchester and within 30 minutes of four ski areas, this is a special Vermont retreat and a wonderful base for enjoying all that the area has to offer in every season.

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$895,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
33

House with terrace Jamaica (United States)

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts.The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views.Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery.This home is designed to accommodate a life of both leisure and adventure.

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$995,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

Nearby
31

House with terrace Chester (United States)

Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide confidence and convenience for years to come. Inside, the practical floor plan includes a desirable first-floor primary bedroom and first-floor laundry, making everyday living comfortable and accessible. The remaining bedrooms offer flexibility for guests, a home office, hobbies, or creative space. Step outside to enjoy beautifully landscaped grounds, a spacious deck built around an above-ground pool, and the quiet surroundings that define rural Vermont living. Multiple barns and sheds provide exceptional versatility, whether you're looking for a workshop, tractor or recreational vehicle storage, equipment space, or even a former horse stall ready for new possibilities. Combining privacy, usable acreage, and a property that has been lovingly maintained over the years, this home offers the opportunity to enjoy country living without sacrificing comfort. Whether you're looking for room to spread out, space for projects, or simply a peaceful place to call home, this property is ready to welcome its next owners.

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$599,000
4bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
20

House with terrace Jamaica (United States)

Step into a piece of Jamaica Village history. Once home to the F.E. Smith Dry Goods, Ready-Made Clothing, and Grocery Store, this distinctive red-and-white building blends Greek Revival presence with Vermont farmhouse character and now serves as a year-round residence filled with history and personality. The classic fa?ade features full-width double-decker porches, white picket railing, and bold corner pilasters. Inside, this C. 1860 buildings commercial past lives on in a dramatic great room with original built-in storefront shelving and drawer banks once used to display dry goods. Now a unique library, studio and sitting area, the space features wide-plank wood floors, exposed beams, and natural light from the original storefront windows and door. A vintage interior sash window adds another unexpected architectural detail. The kitchen features sage cabinetry, granite tile counters, a pot rack, sunny breakfast area, and walk-in pantry. A cozy living and dining room offers a comfortable gathering space, while upstairs bedrooms retain original wide pine floors and vintage details. Both bathrooms have been updated, and the oil tank, on-demand hot water heater, pressure tank, and well pump have all been recently replaced. Garden beds and a painted harlequin porch floor add personality outside, while the covered porch invite you to enjoy morning coffee and the rhythm of village life. A rare opportunity to own a property with a story to tell and the potential to make it your own. Buyers who appreciate historic homes and are comfortable with a project will find opportunities to build on its existing character.

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$249,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
50
Video

House with terrace Andover (United States)

Vermont Mountain Retreat where adventure meets the view.At the top of the mountain, where the air feels a little crisper and the pace of life slows down, this distinctive Vermont log home offers a setting that makes every season feel special. Expansive mountain views stretch beyond the trees and can be enjoyed from the large decks, lawn and nearly every gathering space.The architecture is authentically rustic, with handcrafted log walls, warm wood ceilings, a massive stone fireplace and natural materials throughout. The spacious great room is made for gathering, with soaring ceilings, walls of windows, a dramatic fireplace and direct access to the view-filled deck. A generous kitchen and dining area provide plenty of room for family and friends, while multiple outdoor spaces extend the living well beyond the walls.Outside, the setting feels natural yet cared for, with stonework, mature woods, open lawn and a screened gazebo tucked into the trees. A detached garage/barn adds flexibility and storage. This is a place for adventure without giving up comfort. Ski at Okemo, Stratton, Bromley or Magic Mountain, explore miles of hiking and snowshoeing, ride the VAST trail, or simply step outside and take in the quiet and beauty of the Vermont mountains. At day's end, gather around the fire and watch the sunset over the mountains.Despite the feeling of being away from it all, Weston Village is close by, offering restaurants, shops, theater and quintessential Vermont village life.Rustic, inviting, spacious and unmistakably Vermont, this is mountain living at its best.

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$1,300,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
39
Video

House with garden and terrace Springfield (United States)

Welcome to this well-cared-for 3-bedroom 1975 saltbox-style home, privately situated at the end of the road on 15 acres of level, mostly cleared land. Surrounded by open fields and perennial gardens, the property offers a peaceful setting with plenty of room to enjoy the outdoors and make it your own.The home features a two-car attached garage connected by a lovely sunroom, creating a bright and inviting transition between the house and garage. For those seeking additional space, the property offers a four-bay open structure ideal for equipment storage, workshop space, or additional vehicles. Two full horse stalls with direct access to a paddock provide an excellent opportunity for equestrian use.With its combination of open land, established gardens, versatile outbuildings, and private location, this property offers a rare opportunity to enjoy space and tranquility while remaining conveniently close to town, restaurants, and everyday amenities. Springfield Hospital and Route 91 are nearby, with skiing and a variety of outdoor recreational activities also within easy reach.Ready for its next chapter, this special property offers the space, privacy, and flexibility to create a peaceful year-round retreat.

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$449,000
3bedrooms
2bathrooms
land 15m²

By Four Seasons Sotheby's International Realty

Nearby
50

House with garden and terrace Chester (United States)

Welcome to your private gated mini-estate...an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room...an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chefs and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room..every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the four private bedrooms, the special loft above the second-floor den offers a fun sleeping area and great retreat for the kids. Unique sightlines and charming nooks reveal something special at every turn.unexpected architectural details, refined accents, and cozy gathering spots create a home rich in personality and comfort. The floorplan flows intuitively while offering distinct spaces for entertaining and everyday living. Practicality meets luxury with a spacious second garage providing room for toys, workshop space, or secure storage perfect for multi-vehicle households or hobbyists. The gated setting ensures peace of mind and exclusivity, while the manicured wooded grounds offer a serene backdrop and a strong connection to nature. Come see how every corner captures your attention and inspires a sense of wonder at home. This mini-estate is only 10 miles from world-class skiing at Okemo and golf at Fox Run...then enjoy the 5 lakes of Okemo Valley and the nearby VAST trails!

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$627,000
3bedrooms
2bathrooms
land 1m²

By Four Seasons Sotheby's International Realty

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