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luxury real estate for sale Londonderry, United States

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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

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

38

House with garden Londonderry (United States)

Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly spacious rooms perfect for entertaining and family gatherings. Wide pine floors, antique fireplaces, and original glazed windows add warmth and charm throughout. The main level features a large primary bedroom suite, while four additional bedrooms and a full bath upstairs provide plenty of space for guests. A cozy recreation room with a grand fireplace or the sauna is perfect for apres-ski evenings, and a separate dining building offers a private space ideal for hosting dinners or working from home as a dedicated office or studio. Outdoors, enjoy peaceful walks through the forest along an old logging road, fish or relax by your own large private pond, and take in the serene beauty of the countryside. A detached 3-car garage adds extra convenience and storage for outdoor gear or snowmobiles. Just a short drive from top ski resorts and year-round activities including hiking, biking, and nearby lakes, this Vermont farmhouse is the perfect mountain retreat.

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$600,000
5bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

147 listings near Londonderry

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

Some properties simply hold stories within their walls. Formerly the beloved Nordic Inn, this iconic Landgrove property has been thoughtfully reimagined into a gathering place designed for modern Vermont living while honoring its rich history of hospitality, adventure, and connection.Inside, six ensuite bedrooms, spa-inspired baths, multiple fireplaces, a chefs kitchen, sun-filled all-season room, and a cellar tavern and game room create spaces that feel welcoming in every season. The separate two-bedroom guesthouse offers additional flexibility for hosting family and friends after long days spent exploring the mountains and surrounding countryside.From winter mornings skiing Stratton, Bromley, Magic, or Okemo to summer afternoons at Lowell Lake, nearby trails, swimming holes, galleries, farmers markets, and outdoor concerts, life here naturally follows the rhythm of Vermonts changing seasons. Evenings return home beside the fire, gathering over dinner, sharing stories, and settling into the quiet beauty of the Green Mountains.Set along scenic Route 11 near the Catamount Trail and just a short drive to Manchester and Weston, this is more than a home. It is a place to create traditions, welcome generations, and experience Vermont at its most timeless and authentic.Floor plans and video tours available online. All measurements approximate.

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$850,000
6bedrooms
8bathrooms

By Four Seasons Sotheby's International Realty

Nearby
31
Video

House with garden and terrace Peru (United States)

Imagine turning off the main road as the canopy thickens, the drone of highway traffic fading into the quiet rustle of wind through northern hardwoods. Up on a gentle knoll surrounded by over two wooded acres, 292 Forest Mountain Road feels less like a house and more like a breath of fresh air.Morning here starts slowly. Coffee brews while sunlight filters through the trees, casting soft shadows across comfortable living spaces designed for easy, unpretentious living. Spring and summer bring lush green privacy, with plenty of room on the knoll to tuck in a vegetable garden, sip evening drinks outdoors, or simply listen to the forest. Autumn transforms the acreage into a front-row seat for southern Vermont's foliage, while winter brings that distinct, quiet magic, unloading ski gear after a day on the slopes at nearby Bromley or Stratton, stepping inside, and letting the days chill melt away.Its the kind of retreat where Fridays mean shedding city schedules, picking up morning pastries at the local general store down the road, and letting days stretch out naturally. Whether youre tinkering with projects in the detached garage with workshop, hosting friends for a long weekend, or spending a quiet afternoon with a good book, the home offers a warm, low maintenance haven that lets you focus on being here, not maintaining it.Property DetailsSetting: 2.25 private, wooded acres situated on a peaceful knollInterior: 2,000 sq. ft. contemporary layout featuring 3 bedrooms and 2 bathsOutbuildings: Detached workshop/garage with room for standard vehicles, hobby space, and mountain gear storageLocation: Peru, VT, minutes to Bromley Mountain, Stratton Resort, Magic Mountain, and the shops and dining of Manchester

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$489,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
9
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Land Landgrove (United States)

A rare opportunity to own a wooded hillside property with potential southern and western views on a quiet country road in the much coveted village of Landgrove. Priced below the town assessment, the land is in current use, affording a tax savings, with a state permit for a 4-bedroom house. Enjoy all the elements of a Vermont country setting including a mix of mature hardwoods and softwoods, nature trails, rock walls, and a small brookside parcel for relaxing and cooling off across Landgrove Road. Just minutes from Landgrove's tennis courts, the Landgrove Inn, Hapgood Pond, Wild Wings Cross Country Skiing, and J.J. Hapgood Store, your future home will have all the charms of a rural location within a short drive to Londonderry's amenities, Weston's cultural attractions. and four ski resorts. View the photos and video then come see it all in person and start to build on your dreams! Please do not walk the land without permission.

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$245,000
29m²

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
20

House with garden Peru (United States)

Historic Jack's Hill House, masterfully designed by Vermont Vernacular Designs. Nestled on approximately 21 private acres along a winding country road and bordered by National Forest, Still Meadows Farm offers a rare blend of timeless New England character, modern comfort, and unparalleled access to Vermont's outdoor lifestyle.Outdoor enthusiasts will appreciate the property's proximity to the Catamount Trail and endless opportunities for hiking, skiing, snowshoeing, mountain biking, and exploring the surrounding forests. Gardeners will fall in love with the established perennial gardens, peaceful woodland paths, and open meadows that create a true Vermont sanctuary.Spectacular mountain views stretch across the landscape, including captivating vistas toward Stratton Mountain and seasonal views of Bromley Mountain. Whether enjoying a quiet morning coffee overlooking the mountains or relaxing beside one of three Rumford fireplaces, you'll experience a sense of stepping back in time while enjoying every modern convenience.The sun-filled open-concept living and kitchen area showcases handcrafted cabinetry, soapstone countertops, updated appliances, the home's distinctive Rumford fireplaces featuring a traditional baking oven. The main level includes a bedroom with fireplace, a flexible bonus room with fireplace, bath, and mudroom. Upstairs are two additional bedrooms, a full bath, office nook, and a space with future plumbing possibilities. Adding versatility and value is a charming 700-square-foot guest cottage complete with its own kitchen and bathideal for guests, multigenerational living, a caretaker, artist studio. includes a 10-acre subdividable lot

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$875,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
40
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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
37
Video

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
27

Land with panoramic view Andover (United States)

Located in the town of Andover, VT, this 10.4 acre parcel, showcasing an amazing long range mountain view, awaits the home of your dreams. The approach to the property is gorgeous with dramatic views and large neighboring parcels. The house site is tucked in the forest, with a roughed-in driveway already in place. This property has been thoughtfully composed, setting the stage for your custom home project. The open meadow has been stumped, seeded and defines one of the most protected and secluded, untouched areas in Southern Vermont. All pre-construction permits are approved, including a 6 bedroom, state approved septic permit, taking the preliminary stress of site work out of your project. Its literally shovel ready for you to design your Vermont retreat and obtain your construction permit at the charmingly laid back Andover Town Hall within two weeks. The owners have taken care of all the necessary environmental protections, ensuring minimal impact on the natural beauty of the land. The premier ski areas of Stratton, Bromley, Okemo Mountains are 20-30 min away. Magic Mountain, favored by the locals for its steep terrain, is at your doorstep. For theater buffs, the Weston Playhouse is nearby and Manchester shopping/dining is a 30 min drive away. Lowell Lake State Park, a favorite spot for picnics, kayaking and fishing, is just around the corner. Enjoy one of the most protected and secluded, untouched areas in Southern Vermont, a short drive away from down country points: Tappan Zee Bridge - 3.5 hrs, Boston- I495 2.5 hrs and 2 hrs to Bradley Intl and Albany Airports. The hard work is done, now its time to make your dream of building a home in Vermont come true!

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$650,000
40,590m²

By Four Seasons Sotheby's International Realty

Nearby
29
Video

Land Weston (United States)

An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills, and open fields. The parcel is in the heart of Weston but has complete privacy on all sides. Power is available at the road. Forests contain stands of maple, birch, ash, and oak, as well as areas of hard and soft woods with beech, pine, and hemlock. Water resources include natural springs, a pond site, and a mountain brook. Enhanced recreation trails offer opportunities for hiking, snowmobiling, or cross-country skiing. Of the 67.4 acres, all but five are enrolled in Vermont's Current Use tax reduction program. Should the owner wish to do so, select acres could be removed for additional house sites, each with its own awesome view, making this the perfect place for expansion, over the years, into a shared family retreat. The site is within easy access of Okemo, Magic, Bromley, Stratton, Killington and other resorts and recreation areas and is within minutes of The Vermont Country Store, the Weston Theater, and the village's cafes and shops. Photos cannot duplicate the experience of seeing this property firsthand; watch the video, then call to make an appointment today!

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$875,000
272,758m²

By Four Seasons Sotheby's International Realty

Nearby
13

Land Peru (United States)

Bordering Green Mountain National Forest with sweeping views of Stratton, Bromley, and Magic Mountains, this 227 +/- acre offering in Peru, Vermont captures the scale, privacy, and natural beauty that define Southern Vermont mountain living.Spanning two distinct parcels, the offering includes 199 +/- acres bordering National Forest land and a separate 28 +/- acre parcel positioned to capture long-range mountain views and southern light throughout the day. Wooded ridgelines, natural clearings, and varied terrain create multiple potential building locations while preserving privacy and view corridors across the surrounding landscape.Imagine mornings with mountain light moving across the ridgeline, afternoons spent exploring the surrounding trails and wilderness, and winter weekends centered around nearby ski mountains just minutes away. The property offers exceptional flexibility for a private estate, multi-generational retreat, or long-term legacy holding shaped around the surrounding landscape and Vermonts four-season lifestyle.Located near Bromley Mountain and within easy reach of Magic Mountain, Stratton Mountain Resort, and the shops and dining of Manchester, the setting balances privacy and seclusion with convenient access to some of Southern Vermonts most sought-after recreation and amenities.A remarkable Southern Vermont land offering with significant acreage, Green Mountain National Forest frontage, mountain views, and exceptional proximity to the regions premier year-round destinations.

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$2,395,000

By Four Seasons Sotheby's International Realty

Nearby
19

Land Peru (United States)

Sweeping views of Stratton, Bromley, and Magic Mountains define this 28 +/- acre offering in Peru, Vermont, where rare east, south, and westerly exposure provides exceptional natural light and solar orientation throughout the day. The surrounding landscape combines open mountain vistas, varied terrain, and connection to the Green Mountains in a setting shaped by Southern Vermonts four-season lifestyle.Positioned across from Johnny Seesaws and just minutes from Bromley Market and Bromley Mountain Ski Resort, the property offers immediate access to skiing, dining, hiking, and year-round outdoor recreation. Manchesters shopping, restaurants, and golf amenities are a short drive away, with Stratton Mountain Resort also nearby.Preliminary soil testing supports multiple potential building sites suitable for a five-bedroom septic system, offering flexibility to design a private residence or Vermont retreat shaped around the surrounding views, natural light, and topography. The landscape allows for preserved view corridors and a strong sense of space across the property.Imagine winter mornings with first light reaching the mountains beyond, afternoons spent on nearby slopes or trails, and evenings surrounded by changing mountain light and the Green Mountain landscape.A compelling Southern Vermont land offering combining mountain views, exceptional solar exposure, acreage, and convenient access to Stratton, Bromley, Magic, and the regions premier year-round recreation and amenities. Additionally listed as MLS# 5072898.

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$495,000

By Four Seasons Sotheby's International Realty

Nearby
8

Land Peru (United States)

Bordering Green Mountain National Forest with southern exposure and views of Stratton Mountain and the surrounding Green Mountains, this 199 +/- acre offering in Peru, Vermont captures the scale, landscape, and natural beauty that define Southern Vermont mountain living.Rolling terrain, wooded ridgelines, and changing elevation create exceptional natural light, long-range mountain vistas, and a strong connection to the surrounding forested landscape. The property offers direct access to Green Mountain National Forest while presenting multiple potential building locations positioned to preserve view corridors, separation, and the character of the land itself.Imagine mornings with mountain light moving across the ridgeline, afternoons exploring nearby trails and wilderness, and winter weekends centered around some of Southern Vermonts most recognized ski destinations just minutes away. The acreage offers exceptional flexibility for a private estate, multi-generational retreat, or conservation-minded Vermont holding shaped around the surrounding landscape and four-season outdoor lifestyle.Located near Bromley Mountain and within easy reach of Magic Mountain, Stratton Mountain Resort, and the shops and dining of Manchester, the setting balances expansive acreage and direct forest access with convenient proximity to year-round recreation and amenities.A remarkable Southern Vermont land offering combining significant acreage, Green Mountain National Forest frontage, southern exposure, and mountain views in one of the regions most desirable four-season settings. Additionally listed under MLS #5072898

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$1,900,000

By Four Seasons Sotheby's International Realty

Nearby
29

Land Weston (United States)

Morning light spills across the meadow, the pond reflects the changing sky, and the Green Mountains rise in the distance. Set on 10.2 acres along a quiet country road near Weston Village, this exceptional parcel offers the rare opportunity to create a Vermont home deeply connected to both landscape and lifestyle.Much of the groundwork has already been completed, including a state-approved five-bedroom septic design, a newly created four-acre meadow, and a spring-fed pond that brings natural beauty and a sense of calm to the property throughout the seasons. Southern exposure, mountain views, and multiple building sites offer flexibility for designing a retreat that feels both private and open to the surrounding scenery. Architectural renderings are also available to help inspire the vision ahead.Adventure and recreation are woven into daily life here. Spend winter days skiing at Okemo, Bromley, Stratton, or Magic, then return home beneath clear mountain skies. Warmer months invite hiking, mountain biking, paddling, and exploration within the nearby Green Mountain National Forest, with snowmobile and cross-country ski trails also close by.Just over a mile away, Weston Village offers a timeless Vermont atmosphere with local dining, the Vermont Country Store, Weston Theater Company performances, and gathering places that give the area its enduring character and sense of connection.Rarely does a ready-to-build parcel combine natural beauty, recreation, and proximity to one of Southern Vermonts most beloved villages so effortlessly. A remarkable setting to shape something truly personal.

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$279,000

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
40

House with garden and terrace Weston (United States)

Sunday 8/16 Open House is being CANCELED! Experience the very best of Vermont living in the charming village of Weston, where every season offers something to enjoy. Spend winter days skiing at nearby Stratton, Magic, Bromley, or Okemo, and warmer months hiking scenic trails, horseback riding, swimming in lakes and ponds, or taking in a performance at the Weston Theater Company. Explore local shops, galleries, and restaurants while enjoying the beauty of one of Southern Vermont's most beloved communities. Whether you're seeking outdoor adventure, a vibrant arts community, or simply the peace and beauty of Vermont, this exceptional property places it all within easy reach.Thoughtfully built and impeccably maintained, this 4 bedroom, 3 bath home reflects exceptional pride of ownership with thoughtful upgrades throughout. Set on a beautifully landscaped property with a private swimming pond, it offers the perfect balance of comfort, privacy, and year round recreation.Designed for gathering, the home features a spacious open kitchen and dining area, inviting living and family rooms, and a generous mudroom ready for skis, hiking boots, and outdoor gear. A first floor den with an adjacent full bath offers flexibility as a guest room or first floor bedroom.Upstairs are four comfortable bedrooms, a dedicated office, and a spacious laundry room. The primary suite is a true retreat with a large walk in closet, oversized bath, soaking tub, and mountain views.A full basement with bulkhead access provides excellent storage and endless potential for a fitness room, workshop, or future finished space.Outside, mature perennial gardens frame the home, while a covered front porch and sun-filled back deck with a hot tub provide the perfect setting to relax and enjoy the mountain views. The private swimming pond completes this exceptional Vermont retreat.

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$1,199,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
41
Video

House with terrace Andover (United States)

Bringing generations together in a place that inspires connection, adventure, celebration, work 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 Lane 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 eight bedrooms, seven 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, six 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. Historic stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership, they reflect stewardship.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, meals are shared, and life is measured by moments well spent.

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$5,150,000
8bedrooms
8bathrooms
land 155.4ha

By Four Seasons Sotheby's International Realty

Nearby
19

Land Andover (United States)

ANDOVER 3.99 Acres on the Williams River that was once a part of the Historic Jaquith Homestead. Walk the old mowing road that winds through the property, leading to three meadow areas along the river. The central meadow has a designated home site for a 4 bedroom state approved septic. The owners have just had the house location resighted to make sure it is out of the flood zone. A great spot for a camper or tiny home! The sleepy hamlet of Andover is around the corner and is a reminder of days gone by. There is a clay shooting range for hunting practice just up the road and a historic tavern to enjoy at day's end. Close to Magic Mountain, 20 min. to Okemo, Bromley and 40 min. to Stratton.

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$85,000
16,147m²

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
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
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House with terrace Winhall (United States)

Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an inviting space for entertaining. A slider opens to the expansive 400 sq ft deck, where tranquil pond views set the stage for morning coffee, summer dinners, or quiet evenings under the stars.The main level includes a screened porch, welcoming mudroom, bunk room, guest bedroom with deck access, full bath, and laundry closet. Upstairs, a windowed landing leads to a charming loft overlooking the Great Room, offering a cozy reading or relaxation area and generous storage. The vaulted primary suite is a private retreat with his-and-hers closets, sitting area, and en-suite with sauna.Custom wrought-iron fixtures and abundant woodwork enhance the home's warm, authentic character and complement the homes woodland setting. Offered furnished, this turnkey Vermont getaway is equally suited to full-time living, a second home, or a memorable vacation retreat.Enjoy breathtaking views of Stratton Mountain beyond nearby horse-farm paddocks, on your way to Stratton's four-season activities, Manchester's renowned shopping and dining, and Southern Vermont's many outdoor adventures and cultural offerings. Trails toward Gale Meadow Pond are just down Winhall Hollow Road. A unique Southern Vermont retreat ready to create memories for years to come.

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$595,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
27
Video

House with terrace Winhall (United States)

Experience four season Vermont living at 33 Burnt Hill Road in Strattonwald, a recreational community in Winhall just minutes from Stratton Mountain. Set on 1.09 wooded acres, this three bedroom, two bath mountain home combines privacy and Vermont character with access to the Strattonwald swimming pond and beach, tennis courts and winter shuttle service to Stratton.Inside, natural wood, exposed beams and a brick fireplace create the warmth of a classic Vermont retreat. The updated kitchen opens to the dining area, while multiple living spaces provide room for family and friends. The expansive four season sunroom is a highlight, with a vaulted ceiling and walls of glass overlooking the surrounding woods. An additional office or den offers flexibility, and the attached one car garage adds everyday convenience.Late summer means days at the pond and evenings around the firepit. Fall brings hiking, foliage and cool evenings by the fire. When winter arrives, Strattonwald's shuttle makes ski days at Stratton remarkably easy, with Bromley and Magic Mountain also nearby. Manchester is within easy reach for dining, shopping and entertainment.Whether the day is spent swimming, hiking, skiing or simply enjoying the quiet of the woods, 33 Burnt Hill Road offers an inviting home base for experiencing Southern Vermont in every season.

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$599,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
27
Video

House with garden and terrace Weston (United States)

Over 5,000 sq. ft. of finished living space across two complete levels creates remarkable flexibility for how this Weston home can be used. Each level has its own drive, front and rear exterior entrances, primary ensuite, laundry, full kitchen, dining and living areas, plus additional flex rooms for remote work, hobbies, guests or other uses. With substantial separation between the two levels, the layout also offers income-generating potential.The main level is anchored by a light-filled great room with soaring cathedral ceilings, exposed timber trusses, warm wood floors and a loft overlooking the living space. A large screened porch opens directly from the great room, while the adjoining kitchen offers wood cabinetry, granite counters, center island, gas range, pantry and abundant storage. The primary suite features a walk-in closet and spacious shower with dual shower heads.The lower level provides another full kitchen, dining and living area, primary ensuite, laundry, additional sitting and flex rooms, radiant floor heat, a second screened porch, its own driveway and exterior access to both the front and rear yards.Outside, landscaped gardens, stonework, patio and a broad level lawn framed by mature trees create inviting outdoor spaces. A fenced half basketball court adds recreation, while the West River forms the southern property boundary. The 2-car garage includes workshop and storage rooms, with finished bonus space above currently used as a gym and entertainment area. A whole-house generator and new 2026 hot water tank add convenience.Just 8 miles from Okemo, with Bromley, Magic Mountain, Stratton and Viking Nordic Center within easy reach, the location offers convenient access to skiing, snowmobiling and year-round recreation. Weston village is minutes away for dining, shopping and theater, with Ludlow nearby for day-to-day conveniences. A welcoming Weston retreat with the space, flexibility and comfort to enjoy weekends, holidays and longer stays.

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$750,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

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