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luxury houses for sale Bennington County, United States (page 2)

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17

Property Manchester (United States)

Charming Victorian in Manchester has endless possibilities for new buyers. This home has a floor plan suitable for multi-generational family, single family or rental/investment. Separate heated studio is great for a home business. Detached barn with a storage above can be used as a garage or converted to an additional living/investment rental space with town water and town sewer. Great location within walking distance to town amenities. All measurements are approximate. Motivated seller.

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$499,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
43
Video

House Manchester (United States)

Nestled at the end of a quiet cul-de-sac, this iconic turn-of-the-century Vermont farmhouse exudes timeless charm and character. With its signature clerestory windows, an architectural hallmark of its era, the home is bathed in natural light, highlighting the rustic beauty of its wood floors and spacious interiors. Boasting over 3,000 square feet, the main residence offers four bedrooms and two baths, while the lower-level in-law apartment???with its private entrance???adds two additional bedrooms and 1.5 baths. Rich in history, this farmhouse reflects the legacy of early 19th-century Vermont architecture, showcasing both form and function. The house sits on a serene .62-acre lot that provides privacy while being just minutes from Manchester???s center and a short drive to popular ski resorts like Stratton & Bromley. Owning this farmhouse means acquiring a piece of Vermont history???perfect for those seeking a home that balances architectural elegance with modern living. Whether by the fire or by the window taking in mountain views, this property invites you to enjoy the best of Vermont???s serene beauty.

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$449,000
6bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

21

House Manchester (United States)

This charming, raised ranch is very bright, open and airy. It was renovated between 2020 and 2024. The stunning light filled living room with vaulted ceiling, features an exposed brick chimney with a woodstove. The kitchen on the main level has updated cabinets, countertops and appliances. The kitchen and dining room all look out over the back yard. 2 bedrooms and 2 bathrooms on the main level, additional bedroom and bathroom on the lower level. Updated heating system, newer roof and deck. Sunroom with a swim spa. Two car attached garage. All measurements are approximate. Neighborhood, short distance to town.

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$495,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

29

House Dorset (United States)

Welcome to 376 Windward Hill: A sprawling estate with spectacular views of the Taconic and Green Mountain Ranges. Nestled in the heart of Southern VT, this extraordinary property offers unparalleled panoramic views. A grand entrance unfolds as you drive through the expansive 12-acre scenic grounds, where a private trout pond adorned with a tranquil waterfall sets a serene tone. Inside, elegance and comfort await with herringbone brick and hardwood flooring that leads you to a sweeping serpentine staircase, ascending to the main floor. A magnificent two-story stone fireplace in the open double living room awaits, creating an ideal space for entertaining. Flow seamlessly from the spacious seating areas to the dining room, which opens to a screened-in porch and expansive wrap-around deck, perfect for enjoying the breathtaking mountain vistas. The well-appointed cook's galley kitchen features a comfortable bar area, ample cabinet storage including a butler's pantry, and modern appliances. The primary suite is a private sanctuary with sweeping mountain views, direct access to the deck and luxurious spa-like bathroom with a jacuzzi tub and steam shower. Down the hall, there are 3 generously sized bedrooms with adjacent bathrooms, plus an office that could serve as an additional bedroom. The lower level is a haven of functionality, featuring an exercise room, a builder's workshop, a spacious office or family room, and floor-to-ceiling closets. All minutes from Manchester and Dorset.

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$2,695,000
4bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
21

House Manchester (United States)

Manchester one and half story cape with 2,210 finished sqft on 0.25 acres conveniently located in downtown Manchester on Center Hill road across from town maintained Adams Park. This offering is for the real estate only and does not include the tenant occupied business (HUB Insurance). The property is currently being utilized as a business, renovation would be needed to make back into a single family residence (no full bathrooms, no kitchen). Originally built in 1900 this property offers many fine features including: forced hot air heat, slate roof, security system, off street parking for 5-6 cars, town water, and town sewer. Upstairs are three good size offices and a half bath, which could be used as bedrooms without changes being made. The first floor would require changes to meet the needs of a single family residence, as currently there are numerous offices, and a reception area. The lower level has a conference room. Priced to sell, this is a great opportunity! We invite you to come take a look, given the low housing inventory levels this could be a nice project for a future residence. Great location.

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$399,000
2bathrooms

By Four Seasons Sotheby's International Realty

30

House Bennington (United States)

Experience History and Live Your Dream in a Revolutionary Town. Step into a home where history and modern luxury blend seamlessly. Located in the town where Ethan Allen and the Green Mountain Boys made their mark, and where Robert Frost found inspiration for his timeless poetry, this property offers more than just a place to live???it???s a place to dream.Enjoy panoramic mountain views from the comfort of your one-level home, designed with cathedral ceilings that fill the space with natural light. The heart of the home is a chef???s kitchen, equipped with premium appliances and perfect for culinary creativity. Relax in the summer months by the in-ground pool and stay comfortable year-round with central air. Cozy up by the pellet stove on chilly winter nights. This is more than just a house; it???s a lifestyle, rich in history and surrounded by the natural beauty that inspired legends. Make it yours and start living your dream today!

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$750,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

15
Video

House Manchester (United States)

Welcome to High Fields: A Custom-Built Sanctuary in Southern Vermont. Arrive via a private, maple-canopied lane to discover tranquility & breathtaking mountain views. This home features exquisite Vermont oak flooring, custom woodwork & cabinetry, & a charming brick-floored mudroom with garage access & a stairway to a one-bedroom apartment. The heart of the home, the kitchen, is a culinary dream with large windows, floor-to-ceiling cabinetry, a center island, & a spacious pantry. The dining room seats twelve comfortably, & the living space is perfect for entertaining or cozy nights by the wood-burning fireplace. Seamless indoor-outdoor flow is achieved with terraces & a covered porch ideal for alfresco dining. The main floor primary suite boasts a luxurious shower, custom closet, private terrace, vaulted ceiling, & a cozy gas fireplace. The second floor offers two guest bedrooms with a Jack & Jill bathroom, a workout space, & an additional laundry room. The upper primary suite is a private oasis with stunning mountain views, a spacious closet, & a spa-like bath. The lower level features spaces for media, reading, & entertaining, including a wine cellar & full bath. Additional features include a heated garage, geo-fencing, security & door cameras, an Ecobe smart thermostat, & a whole-house generator. High Fields is designed for sophisticated living, blending elegance, comfort, & functionality. Conveniently located just 1 mile from town amenities & 3 hours from Boston & NYC.

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$6,200,000
5bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

49

House Bennington (United States)

Coveted Three Seminary Lane , Old Bennington Originally established in 1829 as Mount Anthony Seminary, this remarkable property first served as a boys' boarding school. In 1897, it transitioned to become the clubhouse of the Mount Anthony Country Club, a role it maintained well into the early 20th century. Now situated on 2.5 acres, this charming Colonial-style home exudes character and grace, featuring a stunning staircase, intricate millwork, 10-foot ceilings, and expansive, light-filled rooms. The generously sized 45' x 22' living room offers floor-to-ceiling bookcases and a handsome marble-surround fireplace, creating an inviting space for relaxation or gatherings. The first-floor office offers privacy. The eat-in kitchen, complete with a spacious pantry and lovely built-in china cabinets, flows seamlessly into the formal dining room. With five bedrooms, ample closet space, and three and a half baths, this home offers both comfort and practicality. The side stone terrace, accessible from both the living and dining rooms, is perfect for outdoor entertaining, making this home ideal for hosting guests. Located in the charming and historic village of Old Bennington, this is truly a must-see property.

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$610,000
5bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

50

House Winhall (United States)

Come and take a look at this beautifully designed custom log home and an entertainment/quest house, located less than 10 minutes from Bromley Mountain and the Stratton Mountain Access Road. This exceptional log home feels like a mountain lodge. The oversized living room with exposed timbers and cathedral ceiling features a large TV, pool table, shuffleboard, arcade games, wet bar & majestic stone fireplace! Open recently renovated kitchen with stainless-steel appliances connected with a dining area and a sunroom. You'll appreciate the thoughtful planning and attractive detailing applied in every room. This expansive residence also includes a 2250 sq feet Entertainment/quest house built in 2022 with a large living room, open contemporary kitchen, bathroom/laundry and a sizeable, covered porch for summer outside living and a full Entertainment/arcade room on the first floor with a bar. Private wooded property with new outdoor kitchen, fire pit, hot tub, lots of decking with built in seating, playground, horseshoes and basketball court. In Spring, Summer and Fall enjoy the delightful sounds of the pond fountain. All measurements are approximate. Sold furnished. Arcade machines are negotiable.

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$1,995,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

19

House Shaftsbury (United States)

Come see this Charming Cape in Serene Rural Setting ??? nestled among rolling meadows with mountain views. This picturesque home offers the perfect blend of rural charm and modern comfort. Step inside to discover a warm and inviting country kitchen, complete with a large island, perfect for casual meals or entertaining guests. The adjacent dining area is perfect for lazy family dinners. The large living room with fireplace and built-ins offer the perfect room to curl up with a good book or jig saw puzzle while watching the snow come down. Work in your private office or unwind in the out of the way den (a versatile space that can be tailored to your needs). The spacious primary bedroom offers a peaceful retreat, while an additional bedroom provides comfort for family or guests. With two full baths, mornings are a breeze. Outside, the expansive property invites you to explore the surrounding nature, whether it???s a morning walk on this bucolic rural road greeting the early birds, expanding on the beautiful gardens or an evening spent under the stars at the fire pit toasting marshmallows. This home is more than just a place to live; it's a lifestyle waiting for you to come and put on your personal touches ??? being sold As Is .... All measurements are approximate.

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$499,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
30
Video

House Winhall (United States)

Nestled amidst the picturesque landscape of Winhall, Vermont, this visually striking tilt-up home offers the perfect blend of durability, sustainability, and breathtaking beauty. Enjoy the convenience of nearby skiing at Stratton and Bromley, or immerse yourself in outdoor adventures like paddleboarding, fishing, or hiking on the neighboring Swedish Ski Club trails. This two-story residence sits on a spacious 2.25-acre lot, featuring a large deck ideal for entertaining, perennial gardens, and a convenient storage shed. Inside, you'll find three bedrooms, a loft space, 3.5 bathrooms, and a cathedral ceiling that creates a sense of grandeur. The open kitchen/dining/living floorplan is perfect for gathering with loved ones, and the large soaring fireplace adds warmth and ambiance. The main floor primary suite is a true oasis, complete with a renovated bathroom and sauna. Relax and unwind after a day on the slopes or exploring the surrounding area. The living area seamlessly connects to a spacious deck, perfect for al fresco dining. Enjoy year-round comfort with three mini-split units that provide both heating and air conditioning. Offered furnished, this exceptional home is your ideal retreat for four-season enjoyment. Don't miss this opportunity to own a truly remarkable property in one of Vermont's most desirable locations.

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$635,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

41
Video

House Winhall (United States)

Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for intimate gatherings during spring blooms or lively celebrations as summer stretches into long, lazy evenings. Step outside onto the deck, where a bubbling hot tub invites you to unwind under the stars, no matter the season. The spacious kitchen is ready for your culinary explorations, from summer barbecues to winter comfort food, making it the heart of your home in every season. Whether you're savoring the vibrant colors of fall, the fresh green of spring, or the serene snowfalls of winter, this Vermont home offers a sanctuary for all seasons. Don't miss your chance to own this four-season gem. Embrace the beauty of Vermont and create memories that will last a lifetime, no matter the time of year!

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$875,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

Contract pending
32
Video

House Winhall (United States)

Experience the charm of this updated mountain retreat, nestled in the coveted High Meadow area on Stratton Mountain. This home perfectly blends modern comfort with rustic elegance, featuring a large heated mudroom designed to store all your ski and snowboard gear after a day on the slopes. Inside, unwind in a beautifully maintained contemporary space, complete with two cozy fireplaces and multiple areas designed for entertaining, ideal for hosting large gatherings. Step outside to a spacious deck, perfect for grilling and soaking in the serene mountain setting, making it an excellent spot to relax after a round on Stratton's renowned 27-hole golf course. Additionally, take advantage of the convenient winter shuttle service, providing effortless access to the ski slopes, ensuring that your winter adventures are just moments away.

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$975,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

25

House Arlington (United States)

Abundance of acreage at private location in Arlington, Vermont with additional Buildable Lots. Wonderful home offering a luxurious primary or secondary residence nestled in a tranquil mountain setting. With 3 bedrooms and 3 baths, the home boasts an open floor plan. The main floor offers custom mudroom/entry/laundry and a half bath. The large kitchen with breakfast bar and open flow to the dining room and deck access to expansive outdoor space for grilling and gathering in the Green Mountains. Primary bedroom with private ensuite full bath is wonderful for main floor living. Upstairs are 2 generous sized bedrooms with loads of closet space and a full bath. The attention to detail is evident throughout, from the custom-built design to the meticulously maintained interior, with wood flooring on main level added summer of 2024. The full basement offers potential for additional living space, making this home as versatile as it is beautiful. The oversized multi bay garage, complete with an automotive lift and ample storage, adds to the home's appeal, while the private drive ensures a serene and secluded lifestyle. A new driveway is currently being built for direct access off Route 7a. The total acreage is comprised of 3 lots with wastewater permits for the 2 additional buildable lots. Please see documents for additional lot and wastewater permit information. This home and land listing offers a tremendous opportunity and potential for expansion or privacy.

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$669,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

34

House Peru (United States)

Enjoy all Vermont has to offer year-round! This sun filled home is tucked away in Peru on 10 acres of land offering beautiful mountain views and a private pond with a beach, deck, above ground pool and a sauna. Imagine swimming, fishing, hiking in the warmer months and ice-skating, touring on a snowmobile and cross-country skiing in the winter... all on your own property. This newer family home with separate living space and entrances, totaling 8 bedrooms and 6 full baths. Features include electric fireplace in the living room, deck overlooking the pond and pool, large storage barn and large windows throughout allowing for lots of sunshine and frame the beautiful mountain views. Great rental /investment property, vacation or a full time home. Sold furnished. All measurements approximate.

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$1,125,000
8bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

43

House Dorset (United States)

Danby Mountain Road Sanctuary - Very private estate on 23.90 level acres, includes: beautiful main house, inviting guest house, detached barn (25x20), pond, open fields/meadows, and woodlands. This is Vermont at it's best! A setting with landscape design offering multiple spots of tranquility. The 4,470 sqft main house built in 1983 by Ted Hopkins and architecturally designed by Richard Geldbaugh features four bedrooms and four and a half baths, central air conditioning, wood burning fireplaces (3), and attached two car garage, fiber optic (new), kohler generator (new), underground electric dog fence. The 1,615 sqft guest house that was built in 1994 features a cathedral ceiling in the great room, two bedrooms and two baths, mudroom entry, hot water propane heating, and private stone patio. The detached barn built in 2004 has concrete flooring, cathedral ceiling, power, plenty of storage, attached potting shed, and raised garden beds behind. The entire property has been expertly landscaped and thoroughly maintained, including a fabulous flowering pergola, shade and moss gardens, tree lined allee, and wonderful perennial shrubs and flowers. The property is accessed by a long winding gravel driveway that passes a pond overlooking meadows and distant mountains, and a circular driveway in front of the main house. We invite you to come and view this exceptional property where the noise level is measured only by bird song. All room measurements are estimated.

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$2,350,000
4bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

38
Video

House Winhall (United States)

This impeccably maintained home sits on 5.28 acres of beautifully landscaped land adjacent to the National Forest. Featuring a spacious interior with a stone wood-burning fireplace and vaulted cathedral ceilings, this home is move-in ready. Recent upgrades include two newly renovated bathrooms. The first floor offers an open living layout, while the lower level boasts a cozy den/family room. Conveniently located just minutes from Stratton, Bromley, Magic Mountains, and Manchester, this home is perfect for both relaxation and adventure.

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$899,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

14

House Sandgate (United States)

Escape to your own private oasis with this stunning 67-acre estate nestled amidst nature's embrace. With winding trails, babbling streams, and serene woodlands, this property offers unparalleled privacy and tranquility. The centerpiece of this retreat is a magnificent six-bedroom house boasting five bathrooms, two fireplaces, and central air conditioning for year-round comfort. The first-floor primary suite provides convenience and luxury, while wood floors add warmth and character throughout. Entertain guests in style with the expansive covered porches, perfect for enjoying the peaceful surroundings. Gather around the fire pit for cozy evenings under the stars, or retreat to the finished basement with a game room for indoor fun. Additional amenities include two charming barns, ideal for storage, horses or hobbies, as well as a whimsical treehouse for the young at heart. Conveniently located just three hours from New York City or Boston and a short drive to ski slopes as well as shopping and dining in beautiful Manchester Vermont, this is a rare opportunity to own a secluded sanctuary within easy reach of urban amenities. Don't miss your chance to make this extraordinary property your own. Schedule your private tour today

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$1,700,000
6bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

25

House Manchester (United States)

Villager Unit at Equinox on the Battenkill adjacent to the 16th hole of the Equinox Golf Course! This stunning property offers a harmonious blend of luxury and comfort in a picturesque setting. Spacious living, dining, and kitchen areas with granite countertops, stainless steel appliances, and a convenient walk-in pantry. Enjoy the wood-burning fireplace, perfect for cozy evenings. Hardwood floors on first and second floor add to the warmth and charm. Step out onto the large deck and take in the panoramic views of the Green Mountain and Taconic Mountain ranges, and the iconic Owl's Head Peak in Dorset. This home boasts 3 generously sized bedrooms and 4 bathrooms for plenty of room to entertain friends and family. The lower level features a recreational room with walkout access, 3/4 bath and a laundry room ideal for relaxation and convenience. Access to a state-of-the-art Sports Center with tennis courts, saltwater pool, and courts for paddle and pickleball. A home for all seasons in a location close to all the amenities Manchester and the Mountains have to offer. All measurements approximate.

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$755,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

45
Video

House Bennington (United States)

Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining pantry, formal dining and living rooms. The private estate includes a three car garage, four bedroom caretakers cottage, artist studio and gunite heated in-ground pool. Set on the outskirts of the historic town of Bennington offering shopping, live theatre, restaurants, horseback riding and proximity to mountain and cross-country skiing. This is a rare opportunity to own an exquisite estate property with a myriad of possibilities as a family compound or country retreat. Only 45 minutes to Albany International Airport and approximately three hours to Manhattan and Boston. All measurements approximate.

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$2,225,000
9bedrooms
7bathrooms

By Four Seasons Sotheby's International Realty

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