luxury real estate for sale Stockbridge, United States

Positioned at the scenic corner of Liberty Hill Road and Eagle Rock Road, this 2.02-acre offering, comprised of two separate lots, presents an exceptional opportunity to build in the heart of the beloved Green Mountains of Vermont. Whether dreaming of a cozy mountain getaway, a modern rustic retreat, or an investment with high recreational appeal, this property provides the canvas and the location. Nestled just minutes from the charming village of Pittsfield, you will enjoy both quiet seclusion and convenient access to local essentials. The land is ideally situated a short drive from the Killington Ski Area and its year-round amenities, making it a fantastic base for skiing, snowboarding, biking, and apres-ski fun. For those who crave adventure and natural beauty, the property sits near local hiking and snowmobile trails, meandering rivers and streams, and the iconic Clear River Tavern, an area favorite. This corridor also leads directly through the picturesque town of Rochester and up to the Waitsfield Valley, home to the renowned Sugarbush Resort. Build your vision in a setting where outdoor recreation, small-town charm, and Green Mountain serenity all converge. This parcel is more than just land, it is your gateway to Vermont living.

Located at the end of a private road, this tranquil oasis is the perfect escape suitable for full or part time living. The Classic Cape home imbues the idyllic Vermont vernacular farmhouse with a spacious wrap around porch seamlessly connecting interior with exterior spaces. The main level has the ideal footprint for entertaining or daily life. The country kitchen is well appointed, and spacious with plenty of workspace and cabinetry. The living room is centered by a beautiful antique cast iron woodstove, with separate spaces to gather. The heated sun porch has windows overlooking the fruit trees and berry patches. A 3/4 bath completes the main level. Moving upstairs there are three bedrooms and a shared bath. The bonus separate 2 bedroom in law suit is perfect for extended family, or as an income producing rental. One car garage, and a great old barn for hobbies or equipment storage, or to house farm animals. The 10 AC parcel is laced with trails for adventure. New standing seam roof, and significant upgrades and improvements throughout.

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.

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.

Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity!In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a rare investment opportunity, offered as a single property with three fully furnished condo units. Perfect for an owner-occupant, a multi-generational retreat, or a savvy investor, this historic gem blends classic New England charm with modern comforts.Each unit features central A/C, a cozy gas fireplace, park-side views, and full amenities, making them move-in ready. The building includes an elevator, garage parking for each unit, and basement storage, ensuring convenience and accessibility for all.Rochester is a quintessential Vermont village, known for its welcoming community and vibrant town green. Enjoy weekly farmers markets, live music, and local events just steps from your door. Stroll to charming cafes, a grocery store, and unique shops, or explore the endless outdoor adventures nearby. With direct access to the Velomont Bike Trail, the Long Trail, and some of the best hiking in Vermont, skiing, and backcountry routes, this location is a dream for outdoor lovers.Centrally located on scenic Route 100, halfway between Killington and Sugarbush, and just a short drive to the Middlebury Snow Bowl, this property is a rare find in the sought-after Vermont Green Mountains.

Imagine living in an 1806 home on a Vermont green. Located in the heart of the Green Mountains in the quaint town of Rochester, along the scenic Route 100 corridor. The property is currently a classic Vermont Inn with a chef-owned restaurant and tavern with lovely accommodations. Easily refurnished for private use. The home sits atop the Rochester Green. The village features galleries, shops, and seasonal recreation venues all within walking distance. Prominently featured in the town is the Ridgeline Outdoor Collective which provides backcountry trail opportunities for skiers, hikers, and mountain bikers. As you walk out the front door of the home the first thing you see is the picturesque Rochester Green and gazebo which holds summer concerts and local farmers markets. The Huntington House consists of six eclectic decorated rooms with private baths. The in-law quarters are conveniently located on the second level with a large farmers porch to enjoy afternoon cocktails or your morning coffee gazing at the mountain vistas. Come and explore Rochester, Vermont and experience the lifestyle it has to offer and view this unique opportunity.

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.

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.

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.

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

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.

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.

This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations by renowned architectural firm Robert Carl Williams include large round custom windows, wide plank white oak quarter sawn flooring, and natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef’s kitchen and large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. This floor also has a main floor guest bedroom and full bathroom. The generous newly added master bedroom on the top floor, with en-suite bathroom, features breath taking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post and beam four vehicle carports. The property has an equally impressive studio apartment located above a heated detached two-car garage. Meticulously designed, constructed, and maintained, this exceptional home will be enjoyed for generations to come.

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.

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.

Welcome home to this serene piece of Vermont paradise! The property offers an escape to a privately sited cape home featuring 3 bedrooms, 2.5bathrooms with covered and open outdoor entertaining spaces both overlooking an exclusively owned, spring-fed, swimming pond and long-range pasture views - all enveloped by mixed forest land of hard- and softwood. Inside the home gleaming hardwood floors are throughout, a central wood stove provides cozy warmth in the colder seasons to the open cathedral dining and living space. A kitchen with granite countertops, ample storage, and a center island ensure prep space for large and small gatherings. The main level is outfitted with direct entry from the attached garage, a laundry room, powder room, living/dining room, kitchen, and primary ensuite with direct access to the yard. Upstairs 2 additional bedrooms, a full bathroom, cedar closet, and plenty of storage make primary or guest living convenient. The property is further benefitted by a separate, fully outfitted and compliant commercial kitchen which could be utilized for agricultural or other value-added product processing, or repurposed as a guest cabin, studio, or home office. An owned solar array and whole-house generator supply sustainability and reliability while the neighboring 500 acres surrounding the property add insulating privacy and tranquility.

Imagine waking up every morning to spectacular 180-degree long range views of pastoral farmland, to the surrounding mountains and beyond to the slopes of Killington and Pico Ski Resorts. That dream can be your reality at 867 East Bethel Road located in the heart of Vermont – Randolph Center. The home is ideally perched at the height of the 17.7-acre parcel which is comprised of a combination of both open lawn and pasture plus mixed forestland. The home was lovingly brought back to life with extensive renovations to both the house and garage. Reclaimed beams and barn boards were used to create warm accents while new windows and glass doors allow you to enjoy the expansive views from virtually every room. This property offers almost endless possibilities for use inside and out – Inside: 4 bedrooms and2 full bathrooms could provide plenty of space for a family or variety of guest/multipurpose rooms. Alternatively, the home can easily be “split” by level to offer two, 1-level living units with separate entrances or connected and the lower level can be used as a private suite/multigenerational living arrangement. An office with direct entry to the outside can function as a client facing office for a small business space or as a mudroom/den. The 3-car garage offers plenty of indoor parking including a central10 foot bay high enough to accommodate a midsize tractor, while the bay closest to the house has direct entry, is insulated, heated and can double as year-round shops pace. Outside: the land can be used for quiet, private enjoyment and recreation or provide enough grazing or growing space for a small agricultural venture. Located just minutes to Interstate 89, and almost equidistant at roughly 45 minutes to both Killington and Sugarbush Mountain Resorts.

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.

Tucked away on a private drive just off Route 14, this thoughtfully designed three-bedroom, two-bath Ranch offers comfortable single-level living with room to grow. An open floor plan, hardwood floors, and abundant natural light create a warm and inviting atmosphere, while the southwest-facing orientation fills the home with sunshine throughout the day. The spacious primary bedroom suite provides a peaceful retreat, and the kitchen opens to the dining area, where sliding doors lead to a Trex deck overlooking the backyard; an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. An established vegetable garden offers the opportunity to grow your own seasonal produce, while the generously sized laundry and mudroom adds everyday convenience. Nearby river access provides opportunities for recreation. The full unfinished basement offers exceptional potential for future expansion, whether you envision additional living space, a home gym, workshop, or hobby area. An oversized garage provides ample room for vehicles, outdoor equipment, and storage. Designed with efficiency and convenience in mind, the home features a Lochinvar Knight Series boiler, mini-split air conditioning, central vacuum, a newer water heater (2019), a 9 kW roof-mounted solar array, and wiring for a portable generator to provide peace of mind during outages. Offering privacy, modern mechanical systems, and easy access to South Royalton and all that the Upper Valley has to offer, this well-maintained property is ready to welcome its next owners.

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.

Welcome home to 2869 Vermont Route 66! This home features 9 foot ceilings throughout the main level giving an airy and spacious feel to all of the rooms. Large, modern windows throughout the home drench every room in the house with natural light all day, while the original 1800s natural wood trim and molding glows warmly. Outside, the home is skirted by mature trees that provide natural shade and filtered sunlight that reaches the wrap around porch. A pellet stove on the main level offers a cozy spot to curl up on cooler days. Four bedrooms on the upper level provide plenty of space for occupants and visitors alike but alternatively they can function as bonus rooms for a home office, workout room, or hobby room. The property is conveniently located near Vermont State University - Randolph Campus, which offers an indoor lap pool, gym, library and other amenities open to the public. Many areas walking, mountain biking, cross country skiing, and snowmobile trails make the area an outdoor lover’s paradise. Also in proximity are access to the White River for fishing and tubing, the historic and infamous Brookfield floating bridge, Chandler Music Hall, Gifford Medical Center, and several restaurants and amenities in the village of Randolph. For commuters, the property is minutes from Interstate 89; a half hour drive to both Montpelier, VT and Lebanon, NH; and 2.5 hours to Boston.

Welcome to a home where serenity and style unite in perfect harmony. Situated in the exclusive Wynnridge subdivision of Rutland Town, which offers the advantage of school choice, this custom home boasts 5,400 sq. ft. of refined comfort and timeless craftsmanship. Impressive curb appeal featuring stone accents, lush landscaping, charming cobblestone walkway leading to a lovely entrance. Step into the soaring 17-foot vaulted foyer that invites elegance and warmth. The great room showcases cathedral ceilings, granite, a gas fireplace, and beautiful built-in bookshelves, while custom windows frame breathtaking mountain views. Glorious dining room. The eat-in kitchen is a delight, with rich wood cabinetry, granite countertops, and upscale appliances. Adjacent, the den offers a fireplace providing an ideal oasis for relaxation. A three-season porch and spacious deck create an inviting environment for summer enjoyment. The main-level primary suite is flooded with natural light and features a luxurious bathroom for private retreats. On the second floor, discover three additional bedrooms, two full baths, one en suite, and a versatile den for work or play. The lower walk-out level is perfect for guests or extended living needs, featuring a family room, a bonus room, and a bath. Mechanical amenities include a Buderus boiler, central air conditioning, a central vac., and a new whole-house generator. Located in one of Rutland Towns most coveted neighborhoods. Minutes to Skiing & Lakes.

Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality finishes, including granite highlights, shine throughout.Enjoy outdoor living from the screened porch, covered porch, or open upper deck, ideal for entertaining or quiet moments. Each bedroom offers the privacy of an ensuite bath, including a serene suite located separately above the garage, perfect for guests, remote work, or added flexibility. A convenient powder room and strong rental history add further appeal.The Post and Beam barn/studio offers inspiring space for creative pursuits, a home business, or potential conversion to guest quarters or an accessory dwelling. Mature perennial gardens, open grounds, and ample parking enhance the charm. Steps from the Appalachian Trail and nestled along a scenic route, this unique offering blends Vermont tranquility with exceptional versatility.