luxury real estate for sale Killington, United States

Located along a quiet town road near the Killington Ski Area, Woodard Reservoir, and 10 miles west of Woodstock Village, this 20-acre parcel offers a potential home site in a secluded meadow bounded by streams, stonewalls, and northern hardwoods. The land is level and gently slopes to the south, with ideal solar exposure, providing an opportunity to incorporate solar into a home design and to take advantage of sunlight on long winter days. The area is lightly populated, with abundant wildlife passing through the forests and former farmland surrounding the property. Close to Vermont’s resort amenities and the natural world that attracts those who embrace life outdoors, this parcel offers a quiet setting for year-round enjoyment.

Red Clover Estate | A Legacy Vermont Retreat with Mountain Views, Historic Charm & Resort Proximity to Killington Ski Area, the largest four-season ski resort in the Northeast. The places that shape our lives are remembered not simply for their walls, but for the moments they quietly witness: generations gathered around a harvest table, celebrations that become traditions, and memories passed from one generation to the next. Red Clover Estate was created to be one of those extraordinary places. Nestled among Vermonts rolling meadows and the Green Mountains, this rare legacy property blends historic New England character with luxurious rustic living. A landscaped drive leads to the estate, with Pico Mountain providing a breathtaking backdrop in every season. Thoughtfully composed of the Main House, Carriage House, and Farmhouse, the estate offers 19 beautifully appointed guest suites, a private caretakers residence with a full kitchen and bath, a commercial kitchen designed for entertaining and events, a billiards room, and expansive gathering and dining spaces. Offered fully furnished, the interiors have been professionally designed with a timeless, sophisticated aesthetic that remains unmistakably Vermont. Within easy reach of Woodstock and Manchester, the estate offers exceptional access to skiing, dining, boutiques, galleries, and year-round recreation while maintaining remarkable privacy. Farm-to-table gardens, a peaceful yoga barn, and a tranquil pond enhance the grounds. Standing watch for more than a century, the estates magnificent apple tree is its heart, a beloved gathering place where vows are exchanged, families reconnect, and memories are made beneath its branches. Equally suited as a multigenerational family compound, corporate retreat, destination wedding venue, or private wellness sanctuary, Red Clover Estate is more than a home. It is a place to gather, celebrate, retreat, and create a legacy for generations to come.

A rare and beautiful parcel of land that is cleared, level and ready to be built upon with over 1200 feet of frontage along the North Branch of Locust Creek.Locust Creek runs year round with water falls and deep pools, not only pleasant to look at, but fun to play in.Site prep costs for a parcel like this will be considerably lower than wooded lots that require clearing and excavation. Only a short distance off a paved road so easy access in all seasons. In general this is a perfect parcel for a primary residence or a vacation home. FEMA has signed off on a LOMA (Letter of Map Adjustment) taking the property out of flood plain greatly enhancing the poroerty potential as a building site.Excellent location being a short drive to Silver Lake, Barnard General Store and Barnard Academy. 11 miles to Woodstock and a short drive to Sascadena Ski resort and all the amenities of Teago.

YOUR VERMONT ADVENTURE BEGINS AT YOUR DOORSTEP! Since 2002, this charming custom-built FURNISHED home has been the setting for countless memories, and now it is ready for its next chapter. Tucked away in a private Chittenden setting with direct access to the VAST Trail, this delightful three-bedroom, two-bath, one-level home is the perfect size for a year-round residence or Vermont getaway. Snowmobile for miles along groomed trails, explore wonderful walking and hiking paths, or spend your days kayaking and swimming at the nearby Chittenden Reservoir. After a day of adventure, relax on the deck overlooking the fire pit and Green Mountains, or unwind on the welcoming front porch. Situated on 2.88 acres among other attractive private homes, this well-maintained property offers comfort, convenience, and easy access to everything outdoor enthusiasts love about Vermont. The renowned Mountain Top Inn and Resort is just minutes away, offering fine dining on the patio overlooking the reservoir, horseback riding, and cross-country skiing. Chittenden is also home to Barstow Memorial School and offers high school choice, an attractive benefit for many families. Killington Resort, known as the Beast of the East, is within easy reach, while nearby Rutland provides farmers' markets, restaurants, shopping, and everyday conveniences. Custom-built and lovingly enjoyed by the current owners, this special home is ready for someone new to create lasting memories. Simply arrive, settle in, and start enjoying the Vermont lifestyle.

A 69 acre mountaintop building lot with dramatic views of distant mountains in an area of Barnard populated with estate properties. The road is in to a potential building site at the height of the land. Soil testing for septic will be completed as soon as snow clears. Subdivision pending. This parcel is currently comprised of two parcels, one being 40+/- acres and the second being 29+/- which can be deeded as two parcels or a single 69+/- acre parcel. The location is a short drive to Woodstock and an even shorter drive to all the amenities of Teago including Saskadena Ski Area. Easy access to I89.

A beautiful and private 29 acre building lot on a mountainside in an area of Barnard populated by estate properties. A road to the potential building site is in and soil testing for septic will be completed as soon as snow clears. Views of the valley and local mountains currently cleared and can be expanded with additional clearing. The location is a short drive to Woodstock, a shorter drive to all the amenities of Teago including Saskadena Ski Area and easy access to I 89. Subdivision pending.

Set just up West Road in Barnard, this inviting Cape-style home offers a classic Vermont setting: a peaceful wooded backdrop, warm interior character, and easy access to village life, Silver Lake, and the outdoors. The Barnard General Store and Silver Lake, with the town hall, town library, and newly constructed fire station, are nearby. West Road also serves as a way to head toward the Chateaguay wilderness for hiking, exploring and time in nature. Inside, the home has a comfortable open flow with wood floors, natural wood trim and windows that bring in the surrounding greenery. The updated kitchen features gray shaker-style cabinetry, stone countertops, subway tile backsplash, farmhouse-style sink, tile flooring, and practical prep space. It opens to the dining area, where hardwood floors, a classic staircase, large windows, and access to the rear deck create a nice connection for daily living and entertaining. The living room offers polished wood floors, warm trim, and a relaxed place to gather. A wood-paneled entry mudroom provides true Vermont function, with slate-style flooring, hooks, seating, and room for boots, coats, and gear. The home includes three bedrooms and two full baths, with a convenient main-level bedroom and bright upper-level bedrooms featuring wide pine floors, skylights, angled Cape-style ceilings, natural trim, and storage. A small office nook adds useful space for remote work or household organization. Outdoor living is a highlight. The expansive rear deck runs along the back of the home with room for grilling, seating, and enjoying the lawn, stone walls, and mature trees. The attached garage, metal roof, gravel drive, cupola detail, and wooded setting add function and Vermont appeal. The extra-large walkout basement offers utility and storage, including additional storage beneath the garage. Whether you are seeking a full-time home or a Vermont retreat, this West Road property is an opportunity to start living in Barnard.

LIVE WYNRIDGE. Take advantage of this opportunity to purchase a building lot within the exclusive Wynridge subdivision in Rutland Town. Don't miss your chance to build your dream home in one of the areas most desirable and established luxury neighborhoods. Wynridge is known for its peaceful setting, quality homes, and elevated living. Enjoy beautiful mountain views, including sightlines toward Pico, creating the perfect Vermont backdrop year-round. The lot offers a prime building opportunity with a flatter area ideal for construction, allowing you to design and build with ease while still capturing the surrounding views. Located in Rutland Town, this property offers the best of both worlds, privacy and tranquility while still being just minutes to downtown Rutland, local amenities, outdoor recreation, and world-class skiing. This neighborhood is ideal for those seeking a serene environment without sacrificing convenience. Protective covenants secure the beauty of the neighborhood. Opportunities like this are rare, secure your place in Wynridge and bring your vision to life in one of Rutland Towns most exclusive neighborhoods.

This gracious 1796 Brick Federal homestead was transformed into a popular gathering spot more than 60 years ago. The Barnard Inn has long been considered among the finest dining and hospitality venues in Vermont. It is currently operated as an event destination by the chef-owner and his family. Now, with children grown and off on their own paths, it is time to pass stewardship of the historic property to others, who can return it to private use or continue serving the community as a center of hospitality, helping to cover the costs of ownership. The Inn features original fireside dining rooms, complemented by a rustic tavern serving both classic and inventive 'pub' cuisine. The professional kitchen has undergone a thorough renovation, increased efficiency and enabling flexibility of culinary styles. Marketing opportunities are limited only by imagination, including the use of expansive lawns for weddings and events in both indoor and outdoor settings among flowering shrubs, mature shade trees, and natural landscaping. The main floor of the Inn features the professional kitchen, tavern, and dining areas. The second and third floors offer private residential accommodation, including 5 bedrooms, 2 bathrooms, and a beautifully designed open-concept country kitchen that leads to a spacious deck with views of the surrounding hills and fields. The post-and-beam barn has been repurposed as an event venue and short-term rental, with a yoga studio. The main level of the former working barn is open to a height of 36’, overlooked by the expansive hay loft. The barn is large enough to host up to 60 guests for dinner and 100 for casual events. A 2-bedroom building site beside the spring-fed pond has been approved, with additional sites potentially available by reallocating the existing septic system. The location is ideal for ‘glamping’ with nearby Silver Lake, miles of trails, and outdoor recreational activities drawing tourists throughout the year.

Some homes just feel like magic! Set amid Vermont's picturesque rolling pastures and scenic walking trails; this exceptional property exists in perfect harmony with its natural surroundings. A private woodland trail invites peaceful strolls through the forest, while the soothing sound of the babbling brook winding through a historic 1817 stone sluiceway creates a truly enchanting setting. Mature trees and beautifully landscaped gardens provide a private outdoor sanctuary and a seamless connection to nature. Adding to the property's quintessential Vermont charm is a beautifully restored 1830's barn. Rich in history and character, the barn offers abundant space for storing vehicles ATVs recreational equipment, and more, while enhancing the estate's timeless country appeal. Large windows fill the home with natural light and framed tranquil views in every season. The inviting living room, anchored by a striking fireplace, is the perfect place to gather on crisp Vermont evenings. The thoughtfully designed kitchen features high-end appliances and seamlessly connects to a bright dining area and spacious deck, making entertaining effortless whether indoors or out. A dedicated office/studio provides ideal space for remote work creative pursuits or quiet reading. High speed internet, central AC, whole house generator, single level living, ensure comfort and peace of mind year-round. Ideally located between historic Woodstock and charming Barnard Village, home to beautiful Silver Lake, this property offers access to an abundance of outdoor recreation. World class skiing at Killington resort, and local favorite Saskadena Six are just a short drive away, with endless opportunities for every interest and season. Meticulously maintained and thoughtfully cared for, this remarkable home offers a rare combination of beauty, comfort, and convenience. A private viewing is essential to fully appreciate all it has to offer. Schedule your appointment today.

Honey Hill Farm is a rare and distinguished Vermont estate encompassing 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-scale renovation, blending timeless craftsmanship with modern luxury. At its heart lies an expansive gourmet kitchen with custom marble finishes and bespoke detailing. A four-season room with floor-to-ceiling glass doors dissolves the boundary between indoors and the breathtaking landscape beyond. Formal living spaces flow seamlessly into a richly appointed bar and billiards room and onward to a spectacular library, where exquisite millwork and tailored lighting create an atmosphere of quiet grandeur. Each bedroom suite is generously scaled and paired with indulgent ensuite baths. An extraordinary spa offers infrared and salt therapies and opens directly to a heated pool surrounded by nature. Modern systems ensure comfort and security, including radiant heat, central air, water purification, and a whole-house generator. The iconic red barn has been fully restored, with upper-level entertaining and fitness space and a beautifully appointed guest apartment below. Offered as a fully curated turnkey estate, Honey Hill includes exquisite custom furnishings thoughtfully selected to complement the home and setting, allowing for immediate enjoyment. Privately sited behind gates and shown by appointment only, Honey Hill Farm is a world unto itself and legacy in the making.

A perfect opportunity to build in this dramatic and private mountaintop location with long range views to the east and south. An excellent Barnard location in an area of estate properties. Being sold as 40 +/- acres with an additional 29 acres available. Road to building site in and septic soil tests will be performed after snow melt. Subdivision pending. A short drive to Woodstock and an even shorter drive to all the amenities of Teago including Saskadena Ski Area. Easy access to I89

Price Adjustment and an OPEN HOUSE on Saturday, 09/19 from 930am-1100am! Welcome to Mendon's sought after Brookwood Community and a spacious home that has been family owned for fifty years, set on 2 acres. Midway between the city and the ski areas, this five bedroom home has so much to offer. Mountain and woodland views from nearly every window. This thoughtfully designed home offers flexible living for multi-generational households or guests. The main level features a handicap-accessible bathroom and attached bedroom, while the second floor includes a primary ensuite plus three additional bedrooms and a full bath. Wood floors are evident on the main level and are continued upstairs under the carpet.The spacious first floor is built for everyday living and entertaining, with a fireplaced living room, a versatile den, a spacious family room with mountain views, a formal dining room, and a kitchen that opens to a fenced yard. The attached two-car garage is insulated with a separate back section currently used as a dog space - easily converted into a climate-controlled office, gym, or workshop. The property also includes an organized storage container and an oversized carport, perfect for a motor home, tractor, or boat. An additional 132.84 acres is available for purchase and will be listed separately. Call for details or to schedule a viewing and see MLS 5102840.Taxes TBD for home and 2 acres. Span number and taxes reflect home and 134.84 acres with some land in current use.

What a great place to call home! This highly sought-after upper Heritage Hill townhome offers an open floor plan, cathedral ceilings, and over 2,000 square feet of comfortable living space. Step inside through the tiled foyer and into a beautifully updated kitchen featuring quartz countertops, new cabinetry, and newer appliances. One of the larger kitchens offered in Heritage Hill, this wonderful space truly makes this townhome feel like a home. The spacious living room features soaring cathedral ceilings, wonderful natural light, and a warming gas fireplace to take the chill off on winter evenings. Sliding glass doors lead to a private cement patio, perfect for relaxing outdoors.A wonderful first-floor primary suite is filled with southern light and includes a gorgeous newly renovated bathroom. Upstairs, an open loft overlooks the living room below and offers flexible space for a home office, family room, reading area, or craft room. Two additional bedrooms and another full bath complete the second floor. These larger Heritage Hill townhomes are especially desirable and rarely available. Set high on a knoll, this unit enjoys a wonderful sense of privacy, with a beautiful stone wall and natural surroundings across the street rather than neighboring homes. A two-car garage with direct entry and a newly paved driveway add even more convenience and appeal. Priced right and offering a combination of space, privacy, and extensive updates, this Heritage Hill townhome is one you will not want to miss.

This private and serene three bedroom, furnished country get-away is located in Pittsford but just minutes to the Chittenden Reservoir and Killington/Pico down hill skiing. The open living room with a dining area greets you at the front door. There is an efficient kitchen with ample counterspace and oak cabinets conveniently located just off the dining area. The first floor has a charming step-down sunroom that provides extra living space for family and friends with a sliding glass door for extra sun light and easy access to the garden. There is a full bathroom and laundry/mudroom area with a door leading to the large covered back porch. From here you can entertain in style or just relax while listening to the babbling brook that passes between the house and back garden paths. The stairway to the second level has a generous landing area with three bedrooms off of it. The primary bedroom has a full bathroom with a dressing room that is currently being used as an office. From here you have the luxury of sitting on the second story partially covered porch with an open balcony for sunbathing in the summer and warmer winter days! There is a yard with a patio and paths with bridges to cross the brook as you make your way to the separate parcel of .27 acres of land behind the house. A peaceful location just minutes to recreation, the Mountain Top Inn and Rutland shopping.

You immediately become aware of the very special nature of this property the moment you turn onto the tree-lined driveway winding to the top of a mild grade where the home is perfectly sited. The barn garage section was built in 2010 and the main residence was added in 2019. The many features of this house make it a perfect primary residence or a welcoming vacation retreat. Open format kitchen-dining-living area with an artfully crafted stone wood-burning fireplace as the centerpiece of this main living area. An adjoining three season room off the dining area enhances the overall livability. Features almost too numerous to mention include: a main level primary bedroom suite with walk in closet and bath with a large fully tiled walk in shower; well-designed mudroom with crafted built-ins; there is a separate adjoining wing with two bedrooms, a large bright sleeping loft, a second full sized kitchen, a sitting area and a three-quarter bath; at ground level there is an expansive bright full walk out basement; a heated oversized two car garage; a stone patio and firepit overlooking a mountain view; an outside shower and an automatic propane generator. The location is perfect, being close to Barnard General Store and Silver Lake, a short drive to Woodstock and an even shorter drive to Saskadena Ski area and all the amenities of Teago.

132.84? Acres in Mendon, VTOwn your own mountainside. This 132.84-acre parcel in Mendon offers varied terrain, wooded slopes, and existing trails accessible by side-by-side or on foot - ideal for hiking, hunting, ATV riding, or simply exploring a large, private tract of Vermont woodland. Despite the sense of seclusion, the location is remarkably convenient: minutes from Killington and Pico Mountain for skiing and riding, close to Rutland Regional Medical Center (RRMC), and just a short drive to downtown Rutland for shopping, dining, and services. A residential neighborhood is nearby as well, offering an easy balance between backcountry privacy and everyday convenience.Previous soil testing was completed on the property (approximately July 2000), giving a buyer a helpful starting point for evaluating building potential. For buyers looking to expand, the adjacent property a 5-bedroom home on 2 acres - is also available for sale (MLS #5102285), offering the option to combine a move-in-ready residence with acreage and mountain access next door. We can review the Current Use program with interested parties

Great opportunity to own a small cape in The Grove with the ability to expand. This is a 2 bedroom, 2-bath cottage all on one level with the second floor open and unfinished for the next owner to create their own personal space with endless possibilities. This is a low maintenance home with mini split air conditioning, a generator and perennial gardens. Open floor concept for ideal entertaining with an abundance of light throughout. Primary bedroom has an en-suite bathroom with soaking tub. Another guest bedroom with 3/4 bath also on the first floor. Quick walk to the Barnard General Store for breakfast or to Silver Lake for swimming and canoeing. This property does not have direct access to Silver Lake. Just 12 minutes to historic Woodstock for all amenities, shopping, dining, golf and skiing. This is a turn-key affordable home the premiere village of Barnard. Building inspection available.

Versatile Cape with Views and Three Levels of LivingSet on .72 acres in desirable Rutland Town, this classic Cape-style home offers three finished levels of living, a bath on every level, and beautiful west-facing long-range views. The main level features a spacious primary bedroom suite, eat-in kitchen, half bath, dining area, and living room. Upstairs, two generously sized bedrooms share a full bath. The flexible walkout lower level provides exceptional additional living space, currently used as a bedroom, home office, workout area, and family room. Outside, the fully fenced yard offers plenty of room for outdoor enjoyment, gardening, pets, or play. The attached true two-car garage provides ample storage space as well. Thoughtfully designed for today's lifestyle, this home offers the versatility to adapt to a variety of needs-all while capturing spectacular Vermont sunsets.Space to grow. Views to love. A home that adapts to you.

This spacious, well-maintained Gambrel-style home is designed for gracious country living, with a post-and-beam frame that creates large gathering spaces accented by two fireplaces, thoughtful features, and abundant natural light. The private parcel, landscaped with perennials and flowering shrubs, is positioned on a rise overlooking the Barnard Valley towards Woodstock, a few miles south. The location offers a highly desirable balance of privacy and proximity to all resort amenities, shopping, schools, and services, all within a few minutes' drive. A versatile floor plan can be configured with 3 or 4 bedrooms, each capturing views of the surrounding countryside. The superb eat-in kitchen with a breakfast bar is central to the home, surrounded by a dining area and a family room with a well-equipped entertainment center. A separate living room connects to places for celebrating the seasons: a bluestone-paved patio in summer and a greenhouse addition with ideal solar exposure, providing a welcome source of warmth and light in winter. Highlights include updates focused on energy efficiency and modern living, such as high-speed fiber-optic service, an airtight wood stove, a gas fireplace, a heat pump water system, and Tesla batteries, which add resilience. Close to miles of trails, skiing, golf, fishing, and all of Vermont's outdoor attractions.

OPEN HOUSE JULY 11TH-9:00 to Noon. CHARTER HILLS. Desirable location, beautiful updates, and a wonderful neighborhood setting make this 3-bedroom, 2-bath home a standout. Charter Hills is known for its peaceful atmosphere, community pond, and excellent walkability, and is conveniently located near schools, Rutland Regional Medical Center, shopping, dining, and a short drive to world-class skiing at Killington Resort. The current owners have thoughtfully modernized the home, opening a wall to create a bright, inviting floor plan that's perfect for today's lifestyle. The renovated kitchen is the heart of the home, featuring all-new appliances, gleaming granite countertops, ample cabinetry, and a spacious breakfast bar for casual meals and busy mornings. The adjoining living area is filled with natural light and enhanced by a new sliding glass door leading to an oversized, newer deck with low-maintenance Trex decking. Step outside and enjoy the private backyard, an ideal setting for entertaining, gardening, or simply relaxing. The main level offers three comfortable bedrooms, a full bath, and attractive new vinyl flooring throughout, creating a fresh, clean, move-in-ready feel. The sunny lower level offers valuable living space, including a generously sized family room, a second full bath, and a convenient laundry area. Multiple windows allow natural light to pour in, making this level feel warm and welcoming rather than basement-like. Additional improvements include updates to the roof and major mechanical systems, providing peace of mind for the next owner. The paved driveway and .30-acre lot enhance the home's appeal, offering low maintenance while still providing plenty of outdoor enjoyment. Whether you're looking for a wonderful family home, a comfortable place to downsize, or simply a property in one of the area's most sought-after neighborhoods, this Charter Hills residence offers the perfect blend of privacy, convenience, and modern updates.

Welcome to this beautifully appointed 4-bedroom, 3-bath contemporary home located at 6 Moon Brook Drive in Rutland City. Designed with both comfort and entertaining in mind, this spacious residence offers an inviting blend of quality finishes including Hubbardton Forge light fixtures, thoughtful updates, and a desirable location.The main level features an impressive eat-in kitchen with rich cherry cabinetry, quartz countertops, and a sliding glass door that opens to the outdoor deck overlooking the yard. The living room offers a warm and inviting atmosphere with a fireplace and soaring cathedral ceilings, while the adjoining formal dining area with parquet floors flows seamlessly into a comfortable den/study. A formal foyer with elegant granite flooring, convenient laundry area, half bath, and private ensuite bedroom complete the first floor.Upstairs, a charming balcony area overlooks the foyer and living room, creating an open and airy feel. Three additional bedrooms and a full bath provide plenty of space for family or guests. The attached two-car garage includes an EV hookup, and the walk-out basement offers partially finished space with excellent potential for additional living, recreation, or storage needs.Set among mature plantings and established landscaping, this attractive home offers a peaceful residential setting while remaining conveniently located near Rutland City amenities, shopping, dining, entertainment, and outdoor recreation. A wonderful opportunity to enjoy contemporary living with space, style, and convenience.