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luxury house with terrace for sale Windham, United States

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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

16 listings near Windham

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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$525,000
3bedrooms
3bathrooms

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
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

Nearby
33

House with terrace Jamaica (United States)

Welcome to 6 Jamie Lane, a private Vermont getaway tucked into the hills of Winhall, just minutes from Stratton Mountain. Set on 1.4 acres, this three bedroom home offers the space, setting, and comfort to enjoy every season in Southern Vermont. The main living area features a bright two story great room with a floor to ceiling fieldstone fireplace, warm wood details, and sliders that open to a wrap around deck. The kitchen and dining areas connect easily to the living space, creating a natural flow for meals, relaxing by the fire, and time at home after a day on the mountain. The main level includes a bedroom with a private en suite bath, while the second floor offers two additional bedrooms with a shared full bath. The finished lower level adds a second living area with another wood burning fireplace and a game room along with a private office or den, laundry area, and three quarter bath. Outside, enjoy the peaceful wooded setting, deck, hot tub, gravel driveway, and standby generator. With approximately 3,600 finished square feet and a location close to skiing, dining, shops, and year round recreation, 6 Jamie Lane is ready for its next owners to enjoy the upcoming ski season. Being offered furnished less a few exclusions.

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$745,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

Nearby
50
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House with terrace Ludlow (United States)

Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment.The yard is a true highlight-offering plenty of space to relax, entertain, and play. A picturesque pond becomes the centerpiece in every season, perfect for summer afternoons by the water or winter skating and hockey under the open sky. As the day winds down, take in stunning sunsets over the pond with Okemo Mountain as your backdrop-an everyday experience that never gets old. A large deck overlooks the scenery, while a patio with a hot tub creates the perfect spot to unwind after a day on the slopes or trails. With access to nearby snowmobile trails and only a short drive to the mountain, this setting is ideal for outdoor enthusiasts.Inside, the fully furnished home features over 4,000 square feet of thoughtfully designed living space. The main level showcases rich cherry hardwood floors, a well-appointed kitchen with premium stainless steel appliances, granite countertops, and custom cabinetry, along with inviting spaces for gathering and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and flexibility, while the lower level offers a dedicated home theater for relaxing after a day outside.An oversized attached garage provides ample room for vehicles, gear, and recreational toys, adding more convenience to this four-season retreat. The large Amish shed provides even more storage. This location and setting can't be beat. Don't miss out!

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$1,250,000
4bedrooms
4bathrooms
land 5m²

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 6.2ha

By Four Seasons Sotheby's International Realty

Nearby
50
Video

House with pool and garden Ludlow (United States)

Privately sited on 42 pastoral acres, this gracious Vermont country retreat offers approximately 4,000 square feet surrounded by expansive lawns, perennial gardens and two picturesque ponds. The four-bedroom, four-bath residence is ideal for comfortable living and entertaining, with red birch floors, nine-foot ceilings and wonderful connections to the outdoors through multiple screened porches, a sunny deck and covered porch. At the heart of the living room is an impressive wood-burning fireplace, handcrafted with stone gathered from the property and finished with a custom cherry mantel. Three additional gas fireplaces add warmth throughout the home. The spacious kitchen is ready for a crowd, with Vermont soapstone countertops, a butcher-block island, three sinks and three dishwashers. The main-level primary suite enjoys its own gas fireplace and screened porch. Upstairs are two additional bedrooms, two baths and a handsome library with built-in shelving, fireplace and access to a balcony overlooking the landscape. Multi-zone radiant heat and central air provide year-round comfort, while the full basement includes a wine cellar, play area and generous storage. Outdoors, enjoy a heated 16' x 32' saltwater pool, two ponds, blueberry and raspberry bushes, beautiful gardens and stone walls. A detached 1,500-square-foot barn offers workshop and storage areas plus a guest suite with bedroom, bath and kitchenette. Tucked away in a peaceful setting yet just minutes from Ludlow Village and Okemo Mountain Resort, this is a wonderful place to experience the best of Vermont in every season.

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$1,970,000
5bedrooms
5bathrooms
land 43m²

By Four Seasons Sotheby's International Realty

Nearby
36
Video

House with terrace Springfield (United States)

Welcome to a truly special Vermont property where craftsmanship, comfort, and the beauty of the outdoors come together. Offering over 3,000 square feet of beautifully renovated living space, this distinctive home is filled with custom features and exceptional woodworking throughout.The heart of the home is the custom kitchen, featuring rich cherry cabinetry and timeless soapstone countertops, complemented by numerous thoughtful updates. With four bedrooms, there is plenty of space for family and guests. The beautifully renovated primary bath offers a luxurious retreat with a stone and tile walk-in shower and a Jacuzzi soaking tub.Set on two picturesque acres, the property offers a peaceful Vermont setting complete with a babbling brook, mature perennial gardens, and ample space for additional gardening. Two fully functional workshops provide exceptional space for woodworking, hobbies, storage, or other creative pursuits.Located in a quiet neighborhood yet conveniently close to schools, the hospital, Route 91, and Okemo Mountain, this property puts year-round outdoor recreation and everything Vermont has to offer within easy reach. Whether you're looking for a beautifully crafted home, a gardener's haven, a workshop enthusiast's dream, or simply a peaceful place to call home, this one-of-a-kind property is ready to welcome you.

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$399,000
4bedrooms
2bathrooms
land 2m²

By Four Seasons Sotheby's International Realty

Nearby
43
Video

House with terrace Cavendish (United States)

Historic Rowen Farm is an extraordinary Vermont country property, where the character of a circa-1812 Federal farmhouse has been preserved with exceptional care and paired with refined modern comfort on 77.68 private acres of reclaimed meadow, woodland and mountain views. Original wide-plank floors, exposed beams, doors, period details and four wood-burning fireplaces speak to the homes history, while the updated kitchen, baths and lighting by Teaselwood Designs provide a refined modern counterpoint.Inside, the home unfolds with an easy, welcoming flow. The renovated kitchen opens to breakfast, dining and living spaces, with abundant windows framing the landscape. Porches and decks overlook meadows and ridgeline views. Mudroom, ski/gear room, laundry and outdoor shower support four-season living.The four-bedroom, five-bath layout is equally suited to quiet weekends or a full house. A first-floor ensuite guest room offers privacy, while a library/office leads to a separate wing with bonus room, 3/4 bath and exterior entrance, creating exceptional flexibility and potential for a private first-floor suite.Outside, the land is as compelling as the house. Reclaimed meadows, restored stone walls, woodland trails, brooks and exposed rock ledge create a private setting for hiking, biking and quiet enjoyment. The meadows are maintained by a farmer, preserving the pastoral setting with ease. A barn/garage with loft and lean-to adds character and storage.A comprehensive 2003 restoration by skilled craftsmen included major system upgrades and a full basement excavated beneath the original house. The town road was relocated to create greater setback and privacy. A four-bedroom wastewater system was permitted in 2022 and a new shingle roof completed in 2026. High-speed fiber internet keeps you fully connected. Offered largely furnished with limited personal exclusions. Just 8 miles from Okemo, with convenient access to Woodstock, Killington and the Upper Valley.

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$2,250,000
4bedrooms
5bathrooms
land 31.4ha

By Four Seasons Sotheby's International Realty

Nearby
43
Video

House with terrace Ludlow (United States)

Enjoy the best of Lake Rescue and the Okemo Valley from this inviting contemporary home with shared lake frontage just a short walk away. Shared with only one other property, the frontage is tucked into a quiet private cove with beautiful lake and mountain views and features a floating dock with deep-water access and room for a boat, along with a grassy beach area--an ideal setting for boating, swimming, or simply relaxing by the lake.Inside, the light-filled open living, dining, and kitchen areas are highlighted by soaring wood ceilings, a dramatic two-story brick fireplace, and a wall of windows that brings the surrounding Vermont landscape indoors. The kitchen features granite countertops and opens easily to the dining and living spaces. Three bedrooms include a spacious primary suite, while the finished daylight lower level provides additional room for family and guests. Recent improvements include new flooring, fresh paint, and an updated bath.Expansive decks wrap around the home, creating wonderful outdoor living space surrounded by the woods and overlooking a year-round brook. A hot tub and indoor sauna make coming home after a day on the slopes especially inviting.With Lake Rescue just down the path and Okemo Mountain only about three miles away, this is a true four-season retreat--ski, hike, golf, bike, boat, swim, or settle in by the fire and enjoy Vermont in every season.

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$899,000
3bedrooms
4bathrooms
land 0.4ha

By Four Seasons Sotheby's International Realty

Nearby
24

House with terrace Dorset (United States)

This beautifully maintained Dorset home with views is ready for its new owners.The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area.Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months.The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing.Please note that all measurements are approximate.

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$425,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
49
Video

House with garden and terrace Stratton (United States)

A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the propertys beautiful mountain views.Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on.For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys.Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

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$1,150,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
23

House with terrace Manchester (United States)

Discover an exceptional opportunity to own a contemporary two-story Colonial style townhome duplex in the heart of Manchester Center, Vermont, set on nearly one acre with beautiful views of the Green Mountains to the south and Equinox Mountain to the west. Perfectly suited for an owner-occupant, multi generational living, or investment strategy, this unique property offers the opportunity to live in one townhome while renting the other to help offset expenses. Both spacious townhomes feature a comfortable, easy-flowing first-floor layout with an inviting living room, dining area, and well-appointed kitchen. Upstairs, each unit offers two bedrooms, each with its own private bath, providing comfort and privacy for residents and guests alike. The finished lower levels add even more versatility. Each townhome includes a third bedroom with a private bath, plus a separate flex room that can be tailored to your lifestyle, ideal for a home office, fitness room, media or movie theater, hobby space, or additional recreational area. Outdoor living is equally appealing. Unit B features a large deck for entertaining or relaxing while taking in the surrounding mountain scenery, while Unit A offers a smaller private deck tucked behind the home and side patio. Each unit also has its own covered entry porch, adding welcoming outdoor space and year-round convenience. Set on nearly an acre, the property provides ample outdoor parking and plenty of room to enjoy the setting, while its downtown Manchester Center location puts shops, dining, recreation, and the area's renowned mountain attractions within easy reach. Whether you're looking for a versatile primary residence, a Vermont getaway with rental income potential, or an investment property in one of southern Vermont's most desirable communities, this distinctive duplex offers space, privacy, flexibility, and spectacular mountain views.

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$895,000
6bedrooms
8bathrooms

By Four Seasons Sotheby's International Realty

Nearby
43

House with garden and terrace Dorset (United States)

Custom built Dorset Hollow estate offered for the first time since 1998. Perfectly situated on 10 private acres abutting 3,200 acres of conservation land, this 5,100 sq ft residence combines timeless quality, fine finishes, and Vermont mountain charm. Designed for comfort and entertaining, the home features 4 bedrooms, 5 bathrooms, and an attached 2-car garage. Elegant details include four fireplaces, verdi marble flooring, Marvin windows, a slate roof, and a Viessmann boiler premier materials chosen for durability and style. The dramatic living room boasts a large wood-burning fireplace framed by 8-foot, 12-panel Marvin windows, crescent-shaped upper windows, and soaring 30-foot ceilings that fill the space with natural light. The chefs kitchen will delight serious cooks, offering THOR double ovens, a mini wood-burning brick fireplace, center island with butcher block top, verdi marble floors, soapstone counters, Wood Harbor cabinetry, and a charming built-in breakfast alcove. The formal dining room features 12-foot ceilings, crown molding, and direct access to an elevated synthetic sundeck, ideal for entertaining or relaxing outdoors. The intimate den, with its brick fireplace, wet bar, and copper sink, provides a cozy retreat for quiet evenings. A first-floor half bath and laundry room add convenience.Upstairs, a custom fluted staircase leads to two spacious guest bedrooms, a full tile bath, and a walk-in cedar closet. The primary suite (30x14) is a luxurious escape featuring a gas fireplace, 10-foot ceilings, crown moulding, and peaceful mountain views. Two walk-in closets and a spa-inspired primary bath include a sauna, whirlpool tub, tile shower, and double vanity. A fourth ensuite bedroom completes the upper level. Outdoors, the serene setting offers unmatched privacy while being just minutes from Dorset Village and Manchester amenities. This rare offering combines classic design, privacy, and enduring Vermont elegance.

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$1,100,000
4bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

Nearby
41
Video

House with terrace Wallingford (United States)

14 MILES FROM OKEMO MTN. A Private FURNISHED Vermont Sanctuary on 135 Spectacular Acres. Set on an extraordinary 135-acre parcel of rolling hills, open meadows, a pond, and peaceful woodlands, this lovely, stylish country retreat offers exceptional privacy and timeless Vermont beauty. Built in 1985, the contemporary home features underground utilities that preserve the natural landscape and create a true sense of sanctuary. The interior features soaring vaulted ceilings, walls of windows that flood the home with natural light, and an open floor plan designed for comfortable living and entertaining. The beautifully renovated white kitchen flows seamlessly into the spacious family room, where rich brick flooring and two fireplaces create a warm and inviting gathering space. Offering four bedrooms and three full baths, the home features two primary suites, one on the first floor and another on the second, making it ideal for family, guests, or multi-generational living. Originally owned by an equestrian, the restored historic barn has been thoughtfully converted into a five-stall horse barn with a spacious loft that has served as a basketball court and recreation area, offering endless possibilities. The solar energy system keeps electric costs low, while underground power enhances the property's pristine appearance. Miles of open land provide opportunities for horseback riding, hiking, cross-country skiing, farming, gardening, or simply enjoying the abundant wildlife and spectacular mountain views. Located in one of Vermont's most desirable country settings, surrounded by beautiful homes and scenic landscapes, yet just minutes from world-class skiing at Killington Resort, "The Beast of the East". Manchester is nearby for upscale shopping, dining, galleries, and entertainment, while Rutland offers a vibrant downtown, renowned Farmers Market, the Paramount Theatre, excellent restaurants, and Amtrak's Ethan Allen Express with direct service to New York City.

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$1,390,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Nearby
14

House with garden and terrace Dorset (United States)

Charming Raised Ranch on 2 Acres Dorset, VTWelcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space.3 Bedrooms | 2 Full Baths | 2-Car Attached GarageStep inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday living and entertaining. Enjoy the outdoors on your private deck, overlooking a fenced-in backyard ideal for kids, pets, or gardening.The lower level features a cozy family room with fireplace, creating a warm retreat for Vermont winters, plus a separate den/office perfect for working from home or additional guest space.Additional Features:Corner lot offering extra space and privacyAttached two-car garage for convenienceQuiet, desirable Dorset locationClose to schools, shopping, and outdoor recreationThis home is a perfect blend of function and charm a must-see for anyone seeking space, comfort, and the Vermont lifestyle.

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$549,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

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