luxury real estate for sale Stockbridge, United States

With long range views to Mount Moosilauke in NH, this property offers endless opportunities for either primary or vacation home use, short- or long-term rental potential, family legacy/ample guest spaces, or a home business to name a few of the possibilities. The charming 2-bedroom log home has been renovated with premier kitchen and bathroom finishes. Natural woodwork glows warmly throughout the home in all seasons. The open concept kitchen/dining/living room with cathedral ceilings gives a spacious feel while overlooking the private pond and views with direct exterior access to the wrap around deck offering a covered sitting area on the front connecting around to the main entrance and al fresca/grilling deck out back. A partially finished walkout basement provides additional entertainment space easy opportunity for a second bathroom with access to the yard featuring established blueberry bushes, fruit trees plus a winding trail leading to the private pond. A bonus 3,600+ sq ft building originally slated for use as 2400+ sq ft home over an oversized 4-car garage/shop invites vision for completion by a new steward. The exterior of the building is weatherproof, Anderson windows are in place, and interior framing has begun. The property is privately sited on 10+ acres and yet convenient to the towns of Bethel, Randolph and Rochester for shopping, dining and entertainment. Killington and Sugarbush are a 30- & 45-min drive away, respectively, for World-class skiing.

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.

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.

If you’re looking for move-in ready, efficient living, in a convenient location while also enjoying some privacy overlooking the White River, look no further than 110 Saint Hyacinth St in Bethel, VT. Extensive renovation work has been done to the structure and interior finishes. Almost the entire first floor is brand new from floor joists, flooring, and doors to walls and lighting. Not to mention a whole new kitchen and post & beam support that is not only functional but beautiful. Two bedrooms and a bonus space provide plenty of options for use such as space for a home office complete with fiber internet. The primary bedroom offers a balcony overlooking the rest of the property and the river valley beyond. The property is located within proximity to mountain biking and walking trails, the White River Valley elementary and middle school, and access to interstate 89 - making commuting easy. Take a walk to the village to enjoy a pizza, a cocktail in the historic train depot, or enjoy a free summer concert at the Bandshell. Several local parks and river access provide easy ways to enjoy the White River during the summer for fishing, swimming, tubing and more. If the slopes call your name in the winter, Killington is just a 30-minute drive away.

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.

WILL CONTINUE TO SHOW UNTIL PENDING. This completely renovated home situated on 16 magical acres complete with a hidden, totally private pond is now available for new owners. Located on the coveted North Road in Barnard with its fabulous mountain views just minutes to Silver Lake, Barnard Village, and historic Woodstock with easy access to I89 and all the amenities of the Upper Valley. The winter and summer activities are endless from the property, including skiing at various mountain areas including the world-renowned Killington Mt. Resort, water sports on Silver Lake, fishing on the multiple streams and lakes in the area. Careful renovation took care to create a comfortable flow to accommodate small or large groups whether gathering around the large wood burning fireplace in the bright, light filled living room or enjoying the cozy family room to watch your favorite TV events or just a quiet peaceful place to relax. This home has space for everyone and everything. The cook's kitchen makes creating meals a delight for sharing in the open, bight dining room. The spacious downstairs primary bedroom with his and her closets and bath have views of the lovely outside grounds and gardens. Upstairs there are two other bedrooms and bath. In addition, there is a very oversized extra room with vaulted ceiling, built-in bookcases, and a gas burning stove that the present owners are using for extra sleep for guests but can be used in whatever way one chooses. The basement has a 2-car garage with plenty of storage space for sporting equipment, hobby interests and garden tools. The stone patio is surrounded by established gardens and lawns. Short walk-through woodlands take you to the magical pond that is surrounded by nature.

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 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.

Conveniently situated on a secluded knoll central to Woodstock Village and beautiful Silver Lake, this impeccably maintained 13.4 AC property offers privacy and convenience. Classic Cape Home is spotless and turn-key. The rooms are bright, and airy, with a great flow for everyday living and entertaining. The living room features a wood burning stove. The kitchen has quality appliances, quartz counters and a butcher block island. There is a main level Primary Bedroom suite. The full basement offers endless opportunity for Family Room, or workshop. Huge level yard ideal for gardening or pasture. The detached barn is perfect for farm animals or as a two-car garage. The animal barn could be easily transformed into a garden shed. Hike the mile long trail network on your own property. Easy access to skiing, and area recreation.

LUXURY PINNACLE ESCAPE Experience this completely renovated, fully appointed two-bedroom, two-bath corner residence, where no detail has been overlooked and the craftsmanship is evident throughout. From the elegant parquet flooring to the custom walk-in shower, the attention to detail is exceptional. Beyond the stunning visual upgrades, like the fully renovated kitchen with high end appliances and smart TVs in every room, this renovation goes deeper. Thoughtful mechanical improvements set this unit apart, including upgraded baseboard heating, a water softening system with reverse osmosis, a new hot water heater and a storm door for four season living. A corner unit, the extra windows let in extra light all year long. In winter, easily turn on the propane fireplace to warm you through the night while there is a Hunter ceiling fan in each room to get you through the mountain biking and hiking season, as well as a large deck to sit surrounded by beautiful pine trees.Pinnacle Condos are located on the shuttle bus route, which takes you directly to Snowshed Base Lodge and, in the future, the Killington Village. Pinnacle is truly a four-season destination resort: there is a large outdoor pool, hot tub and tennis courts for the warmer months and an indoor spa with bar area for the wintertime. For those that value more than just a place to stay - this is where your mountain life begins. Schedule your private showing today.

Prime Killington investment and lifestyle opportunity at the base of Killington Resort. This fully furnished, turnkey corner unit delivers exactly what todays buyers are looking for: location, ease of ownership, and strong rental potential. Mountain Green Condos are right on East Mountain Road, abutting the Killington Golf Course and the future Killington Village. The property offers immediate access to the lifts, shuttle service, and Killingtons year-round dining and nightlife. Owners and guests can be on the mountain or the golf course in minutes with no long drives or hassles, making this an ideal choice for both personal use and short-term rental performance. Inside, the efficient layout is designed to maximize occupancy and usability. The open-concept living and dining area creates a comfortable gathering space, while the kitchen is well-equipped for both weekend stays and extended visits. The corner primary bedroom provides a private retreat, with additional sleeping capacity allowing the unit to accommodate multiple guests, an essential feature for maximizing rental income. Low-maintenance ownership and a proven location within one of Vermonts most established resort markets make this a smart acquisition. Whether youre looking to offset expenses through rentals or secure a dependable four-season getaway, this property checks the boxes. Offered fully furnished and ready for immediate use or rental, this two bedroom, 1.5 bathroom condo is a straightforward, income-ready asset in a high-demand resort corridor.

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.

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.

Set against sweeping Vermont hills and surrounded by extraordinary privacy, this custom smart home blends the warmth of a mountain retreat with the intelligence and convenience todays buyers want. Soaring ceilings, walls of glass, wide-plank wood floors, a dramatic stone fireplace, and a chefs kitchen create the look and feel of high-end new construction, while expansive decking, a hot tub, and panoramic views extend the living experience outdoors.Built for the technology-focused buyer, the home is fully wired with Cat9 and direct fiber to every room, with a RUSS whole-house interface and in-room monitors for integrated control of security, lighting, built-in speakers, and everyday comfort. Lutron lighting, LED lighting, removable candle lighting, picture lights, dimmable fans, Wi-Fi Monogram smart appliances, SmartHQ connectivity, app-controlled heating and cooling, radiant heat, a LifeBreath air system, unified cameras, and a fully wired security system make this a truly future-ready residence.The lower level adds flexible living with a media room featuring built-in speakers, extra laundry hookups, and space for recreation or guests. Outside, automated Jellyfish lighting, a switched waterfall, buried utilities, and a whole-house generator on its own propane tank elevate both beauty and peace of mind. The barn is wired and plumbed for future apartment potential, and the property also includes an additional permit for a three-bedroom septic systemoffering rare flexibility, expansion potential, and lasting value.

Vermont Retreat Awaits. A 7.5 acre wooded parcel with spectacular mountain view potential and five bedroom state waste water permit is ready for your vision. Located off town-maintained Howe Hill Road in Sharon, Vermont, via right of way from lower parcel. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89. Enjoy easy access to Upper Valley amenities: Dartmouth College, in Hanover, Dartmouth Hitchcock Medical Center (DHMC) in Lebanon, and Historic Woodstock Village in Vermont. Sharon also offers the sought-after high school of choice program to top-rated schools. Build a getaway for investment, retirement, or dream home with room for guests. Town subdivision approval in process. (Also available with adjoining lot at savings.)

Build Your Vermont Dream in Sharon. Nestled along scenic Howe Hill Road, these two building parcels offer the perfect mix of convenience, privacy, and possibility. The lower 15.4 acre parcel has three-bedroom waste water permit and direct access from a small clearing off Howe Hill Road. The upper 7.5 acre parcel has spectacular mountain view potential with five-bedroom waste water permit. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89 for an easy drive to Upper Valley amenities: Dartmouth College, in Hanover, Dartmouth Hitchcock Medical Center (DHMC) in Lebanon, and Historic Woodstock Village in Vermont. Sharon also offers the sought-after high school of choice program to top-rated schools. Own both parcels for added flexibility, investment, or multi-generational living. Town subdivision approval in process.

Pristine Wooded Parcel with easy access from a small clearing off town-maintained Howe Hill Road in Sharon, Vermont. Lot 1 has 15.4 acres, a three-bedroom approved waste water permit with plenty of room for gardens, trails, or your private retreat. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89 for easy drive to Upper Valley amenities: Dartmouth College, in Hanover, Dartmouth Hitchcock Medical Center (DHMC) in Lebanon, and Historic Woodstock Village in Vermont. Sharon also offers the sought-after high school of choice program to top-rated schools. A rare opportunity to secure buildable land in a desirable Vermont location. Town approval of subdivisiion in process. (Also available with adjoining lot at savings.)

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add warmth and character throughout the home. The flexible floor plan includes 3–4bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage—ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America’s first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay—offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England’s most iconic villages.

Wonderful townhouse in highly sought-after Heritage Hill offering an open layout, over 2,000 square feet of finished living space, abundant natural light, and airy, comfortable living areas throughout. A truly inviting home that combines space, style, smart design, and easy living in one of the areas most desirable neighborhoods. This spacious two-bedroom, two-bath townhouse features a thoughtfully designed kitchen with quartz countertops, attractive cabinetry, floating shelves, clever storage solutions, and an adjacent dining area ideal for everyday living and entertaining. The sun-filled living room is rich with character and warmth, highlighted by dramatic 18-foot cathedral ceilings, unique architectural windows, gas fireplace, and custom built-in bookcases. A beautiful sunroom provides additional living space with sliding windows and roll-down shades, creating a relaxing retreat to enjoy throughout the seasons. The first-floor primary bedroom offers comfort and convenience with an attached bath and three closets, providing a peaceful and functional private space. Upstairs, a loft area with skylights overlooks the main living space and leads to two additional rooms and a full bath, perfect for guests, office space, studio or hobbies. Storage is abundant throughout the home, and the tiled entry offers direct access to the oversized attached garage with even more storage space. Additional highlights include a modern high-efficiency boiler with on-demand hot water, landscaped grounds, low-traffic surroundings, and an attractive neighborhood setting. Heritage Hill living at its best!

Stunning Energy-Smart Custom Home. Thoughtfully custom-built in 2020 by the current owner, this one-level masterpiece blends quality craftsmanship, modern efficiency, and timeless design on 2.2 private acres at the end of a quiet cul-de-sac. Designed with no fossil fuels, the home features heat pumps throughout and a 10 kW solar array, keeping annual energy and heating costs near $1,500. Built for comfort and low maintenance, every detail reflects care and smart choices. Enter through a welcoming foyer into a bright, open floor plan where wide-plank wood floors, upgraded moldings, and stylish lighting create a warm, sophisticated ambiance. Sunlight pours through abundant windows onto a stunning custom kitchen with beautiful cabinetry, walnut counters, and a generous workspace, ideal for cooking, entertaining, or casual family gatherings. The living, dining, and sunroom areas flow seamlessly for easy everyday living and entertaining. The main level offers two spacious bedrooms and a dedicated office, including a serene primary suite with an elegant bath and walk-in shower. The seller holds a state permit for four bedrooms; the finished lower level includes bonus rooms, a bathroom, and a family room. Outdoor living is exceptional: relax on the 300' covered front porch, perfect for sunsets and stargazing, or enjoy coffee on the side patio that overlooks sweeping views. A newly paved driveway enhances curb appeal and ease of access. The oversized two-car attached garage. This home delivers modern systems, elegant finishes, and a lifestyle focused on comfort, sustainability, and privacy. Whether youre drawn to the energy savings, the thoughtful layout, or the tranquil acreage, this custom-built residence is ready to welcome you home. Fantastic location close to the Rutland scene, RRMC, and Killington Ski area, and Lake Bomoseen, offering an active lifestyle. Schedule your showing today. LIVE VERMONT.

PUBLIC OPEN HOUSE May 30 from 11:00am-12:00pm. The One You've Been Waiting For! Set in a beloved, convenient neighborhood, this split-level home wraps you in all the right spaces - an open living and dining room that spills out to a back deck, a primary bedroom with private ensuite, a finished lower level ready for whatever life calls for, and a fully fenced backyard built for lazy afternoons. Add a two-car garage and a price point that leaves room to refresh and make it entirely yours. Solid, welcoming, and ready for its next chapter.

This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont country kitchen-dining and family room flow into a south facing sunroom overlooking the Ottauquechee River with a terraced yard providing direct access to the water. The home is midway between the resort communities of Woodstock and Killington 5 and 9 miles away. A public park and the Bridgewater Mill showcasing nationally and internationally recognized handmade furniture and pottery of Charles Shackelton and Miranda Thomas, respectively, in addition to a popular restaurant with live entertainment all within walking distance. Ideally sited offering an array of amenities at an attractive price.