luxury real estate for sale Cavendish, United States

Tucked into a wooded setting just minutes from Okemo Mountain and Ludlow Village, this easy-keeping Saltbox makes a comfortable and uncomplicated Vermont home base. The main level features an open kitchen, dining and living area with vaulted ceilings, hardwood floors and a centrally located wood stove, plus a bedroom and full bath. Upstairs, an open balcony overlooks the living area and leads to two additional bedrooms and a second bath. The walkout lower level offers a den, laundry and generous storage space. A detached two-car garage and woodshed provide plenty of room for vehicles, snowmobiles and outdoor gear. Recent improvements include a new boiler and hot water heater (2025), hardwood flooring (2020) and a standing seam roof (2019). Convenient, comfortable and easy to maintain; just the kind of Vermont getaway that is close to everything be it hiking, biking, snowmobiling, skiing and golf!

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

Perched on a private hilltop and surrounded by nature, this stunning recently renovated home offers over 141 acres of open and wooded land enrolled in Vermont’s Current Use Forestry Program. Thoughtfully designed by Beilman Design, the residence features gracious living spaces filled with natural light and an exceptional floor plan ideal for entertaining. The handsome chef’s kitchen is appointed with high-end stainless-steel appliances, beautiful countertops, and an exquisite walk-in pantry dedicated to preparation and storage. A spacious guest suite includes two bedrooms and a comfortable sitting area, while the finished lower level offers an additional recreation room with a fireplace. The luxurious primary suite features oversized walk-in closets and a gas fireplace that adds warmth and ambiance. Enjoy the peaceful surroundings from the lovely, screened porch or the expansive covered porch overlooking the sweeping lawn and natural landscape. Offering three levels of refined living, the property also includes a large, oversized barn for storage, a generator, and a driveway alarm system. Conveniently located with easy access to GMHA, skiing, championship golf, and exceptional fishing, this private retreat presents outstanding potential for a family compound or countryside getaway. Landscaping plans are available.

If you are a skier, this is your hop-on-the shuttle to Okemo location. If you want to park your car and walk to restaurants and shops, this is a great home base to scoot out from. If you want to generate rental income, this is a property that can allow you to have your cake and eat it too. An easy keeper, without a lot of landscape to take care of, this large residence has hardwood floors and handsome antique details. The main and second floor each offer three bedrooms, two baths, kitchen, and, if needed, separate entrances. Recent improvements include a large enclosed hot tub room and a new heating system. The third floor features a play room, another bath and tons of bonus space. Lots of flexibility for buyers who seek generous space for extended family, guests or rental income. A great locale for your next mountain get-away!

Welcome to this versatile and well maintained mixed-use property offering three-unit potential in an excellent in town location, just minutes from the mountain. The property currently features two beautifully updated residential apartments plus a commercial office space, with the potential to convert the commercial space to a third residential unit, offering even greater income potential. The two existing apartments are in excellent condition and move in ready. The lower level apartment features two bedrooms, including a primary with an en suite bath, and has been completely updated with quality finishes. The additional one bedroom apartment is also nicely updated and offers comfortable, turnkey living. The building itself has been extensively renovated over the years, with improvements made from the ground up, providing a solid foundation for an owner occupant or investor. Live in one unit while renting the others, use the property as a full investment, or explore the possibilities of creating a third residential unit. With its convenient in town location, proximity to the mountain, local amenities, and strong income potential, this property offers flexibility and opportunity in one attractive package. Come take a look at this gem and discover the possibilities!

This Lake Pauline residence offers an inviting, easygoing retreat in a convenient yet quiet location close to Okemo Mountain Resort. The cottage-style home features an open living and dining area with a cozy gas stove and access to a deck overlooking the water. The lakeside yard provides plenty of room for relaxing, lawn games, swimming, kayaking, and gathering around the firepit. Improvements completed within the past two years include Andersen windows, an updated kitchen and bath, and a new furnace. A delightful four-season getaway where lake and mountain living come together.

One-of-a-kind Lake Rescue sanctuary with 179 feet of shoreline, stone walls, perennial gardens, apple trees, and a sprawling flat lawn perfect for games and gatherings. Offering exceptional flexibility, this special setting on 4.35 acres has the potential to become a family compound, multi-generational retreat, or income-producing investment. A 3-bedroom septic permit is already in place, creating the opportunity to build an additional home along the water and establish a legacy for generations to come. Inside, pine floors run throughout the home, complemented by a chef's kitchen and a deck with hot tub just outside the sliding doors. Spend summer days swimming, boating, and relaxing by the dock, with a lakeside shed to store all your gear. The property also features a large barn with abundant storage and a one-bedroom apartment over the garage, ideal for guests, extended family, or rental income potential. A rare Lake Rescue retreat with endless possibilities, all just minutes from Okemo. Come enjoy the very best of lakefront and mountain living.

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

Exceptional opportunity to build in one of West Windsor's most scenic neighborhoods Located amongst some of the finest equine properties in the region with easy access to the extensive trail system for riding, hiking and recreation. The property is encompassed by ancient stone walls and has a beautiful inventory of mature hardwood. 1365' altitude at the height of land offering dramatic south-easterly view potential. Perfect as a horse farm, or a beautiful country home site. Existing storage shed on property. Easy access to Green Mountain Horse Assn, Ascutney Mountain, I-91, Woodstock, Hanover NH, skiing, restaurants, shopping.

Welcome to your private gated mini-estate...an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room...an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chefs and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room..every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the four private bedrooms, the special loft above the second-floor den offers a fun sleeping area and great retreat for the kids. Unique sightlines and charming nooks reveal something special at every turn.unexpected architectural details, refined accents, and cozy gathering spots create a home rich in personality and comfort. The floorplan flows intuitively while offering distinct spaces for entertaining and everyday living. Practicality meets luxury with a spacious second garage providing room for toys, workshop space, or secure storage perfect for multi-vehicle households or hobbyists. The gated setting ensures peace of mind and exclusivity, while the manicured wooded grounds offer a serene backdrop and a strong connection to nature. Come see how every corner captures your attention and inspires a sense of wonder at home. This mini-estate is only 10 miles from world-class skiing at Okemo and golf at Fox Run...then enjoy the 5 lakes of Okemo Valley and the nearby VAST trails!

This unique one-of-a-kind property will inspire your creativity. "The Silo House" is located on a tranquil, private lot in the desirable Rush Meadow region of West Windsor with frontage on the Willow Brook and rear access to the local trail system. There are two bedrooms, a LR/DR combination and a large, shaded deck overlooking the brook. Perfect for full-time living, or a great second home opportunity. Shared ROW access to be re-routed upon sale.

Rare opportunity to own one of the most unique compound properties in West Windsor. "The Dome" and The "Silo House" share a lovely 13.9 AC secluded and tranquil parcel fronting the Willow Brook in the desirable Rush Meadow region of West Windsor with rear access to the extensive local trail system. Beautiful established gardens, and mature plantings. Excellent rental investment potential. Both homes have been extensively renovated. Proximity to Woodstock, Hanover NH, Interstate, skiing and all recreation. "Silo House" is being offered for sale independently with two acres. See MLS #5109223

Enjoy the best of both worlds at this country home. So close to the slopes with the Okemo Shuttle yet privately tucked into a wooded, one-acre country setting. The heart of the home is a spacious, light-filled great room featuring soaring ceilings, skylights, hardwood floors, an open loft and an impressive floor-to-ceiling stone fireplace. The fully renovated kitchen offers abundant cabinetry, stainless steel appliances and an oversized island with plenty of room for gathering. Five bedrooms are comfortably arranged over three levels, including a main-level primary suite, two upper-level bedrooms connected by a new Jack-and-Jill bath, and two lower-level bedrooms with an additional new shared bath. The lower level also features a recreation room, providing plenty of space for family and guests. Outside, a generous deck surrounded by trees creates a private setting for relaxing and enjoying the hot tub. A separately accessed bonus area offers several possibilities as a workshop, home office, studio or potential rental space; bring your vision. Offered mostly furnished and turnkey, this welcoming mountain home is ready to enjoy in every season.

Exceptional Investment Opportunity in Chester, VTDiscover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously designed, incorporating reclaimed materials that add warmth and charm to the contemporary aesthetic.In addition to the inviting residential spaces, this property includes a versatile two-story commercial area currently occupied by a successful, established business making it ideal for investors or entrepreneurs. With prominent visibility and high traffic flow, the commercial space is well-suited for a variety of ventures, from retail to office use.Situated just a short drive from Okemo Mountain, this property offers year-round appeal for outdoor enthusiasts and tourists alike. Plus, it is conveniently located near the vibrant shops, dining options, and recreational activities of Chester and Ludlow.This versatile property allows for multiple avenues of income - whether you choose to occupy one of the residential units, rent both out, or utilize the commercial space, the possibilities are endless.Don't miss your chance to own a piece of this thriving community.

CHESTER 10.4+/- acre parcel of land offers offers 180 degree ridgeline views with clearing from an elevated plateau for either a house site or a camp site with a home closer to the town maintained road. A nice stream meanders through the property which is dotted with large rocks and stone walls. There is 245 ft. of frontage on Snell Road and utility pole at the road. Close to Okemo and Magic Mountain, Chester Village.

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

Rare opportunity to own 8 +/- acres of land in South Woodstock Village with easy access off Rt. 106. This parcel is being divided off a 10.87acre lot. There is a wonderful, open site ideal for building your dream home offering privacy, trails and a short walk to the South Woodstock Country Store, Kedron Valley Inn, dining at the Ransom Tavern and a swim in the Kedron pond! 5 miles into Woodstock Village, skiing is available at multiple resorts including Okemo and Killington as well as local Saskadena Six. Green Mt. Horse Association is around the corner. The year-round access to outdoor activities is endless. Call today for more information and a viewing. Subject to completion of the subdivision of the parcel.

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

This spectacular Yankee Barn Post and Beam Home has stunning views from every angle! Custom built in 2006 of the finest materials, this warm and inviting home is in pristine condition. Spacious, sun-filled rooms with soaring cathedral ceilings are perfectly configured for a seamless flow, and plenty of room to sprawl. The great room is anchored by a fieldstone fireplace with a raised hearth of hand-picked local stone. Open concept kitchen with gleaming granite, top of the line Kenmore SS appliances, and a walk-in pantry. Step out of the sunny breakfast room to the Trex deck complete with a propane hookup for outdoor grilling, and a picture-perfect back drop of Ascutney Mountain. Huge 1st Floor Master bedroom with gas fireplace, ensuite bathroom complete with whirlpool tub and custom cherry cabinetry. Finished, walk -out lower level with plenty of room for expansion. Multi-zoned radiant heat and structural insulating panels provide efficient, even comfort. Three Mini splits to provide comfort in the warmer months. Backup generator. Located in the desirable Bible Hill region of West Windsor with easy access to Interstate, Woodstock, VT, Hanover NH, and endless recreation opportunities.

An exceptional 13.1-acre equestrian property with direct access to the GMHA trail system in sought-after West Windsor. This Lindal Cedar home features expansive windows, vaulted ceilings, and wide decks overlooking grassy pastures and distant views of Mt. Ascutney. The newly designed kitchen includes Crownpoint cabinetry, granite countertops, and stainless-steel appliances. Upstairs, the primary bedroom has a wood-burning fireplace, while the ensuite bathroom offers a soaking tub and tiled shower. Two additional bedrooms on the main level, each with a bathroom. First-floor laundry / powder room. Mudroom with custom cabinetry and direct access to a 2-car garage. Automatic generator. The stone patio includes a fire pit, and the property has electric dog fencing. A custom two-story barn offers five stalls with direct access, heated tack room, automatic heated waterers, large, fenced grass paddocks, an oversized riding ring and round pen, All-season recreational opportunities with easy access to VAST snowmobile trails. Hike and cycle on the dirt road system. 15 minutes to GMHA, 20 minutes to Woodstock. 30 minutes to Hanover, NH, 2.25 hours to Boston.

An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal sweeping easterly mountain views. Whether your vision is a legacy family compound, an exceptional private mountain retreat, or a long-term investment, opportunities of this scale and location rarely become available. Think beyond the existing improvements and imagine what 27 trailside acres on Okemo Mountain could become. The residence offers three levels of living space plus a basement and includes five marble bathrooms. The home has been vacant, vandalized, and is in significant disrepair, requiring extensive restoration. The condition of all utilities and mechanical systems is unknown, and the property is being sold strictly "as is." Winter access is currently by ski lift, with off-season access via Mountain Road. For buyers who recognize that truly exceptional locations cannot be recreated, this is an opportunity to secure one of Okemo Mountain's most remarkable land holdings.

Rare Opportunity on Okemo Mountain! Offered for the very first time since original construction, this charming mountain refuge delivers unbeatable slopeside living with direct ski-in/ski-out access to the Sachem Trail and fast early access to the Sunburst Express Quad. This thoughtfully updated 3 bedroom unit features a large expanded loft, fire safety upgrades, and classic Vermont warmth throughout. The heart of the home centers around an inviting living area anchored by a fieldstone propane fireplace. Culinary enthusiasts will love the custom renovated kitchen complete with stone countertops, a multi-functional center island, and stainless steel appliances. Additional interior updates include a modernized lower-level bath and upgraded windows. Exterior improvements feature a new roof, new water heater and brand-new deck perfect for taking in the crisp mountain air. Community amenities abound, including access to a brand-new pool, tennis courts, on-site garbage, and winter security services. Don't miss your chance to own the ultimate turn-key ski retreat for all Okemo has to offer!

Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide confidence and convenience for years to come. Inside, the practical floor plan includes a desirable first-floor primary bedroom and first-floor laundry, making everyday living comfortable and accessible. The remaining bedrooms offer flexibility for guests, a home office, hobbies, or creative space. Step outside to enjoy beautifully landscaped grounds, a spacious deck built around an above-ground pool, and the quiet surroundings that define rural Vermont living. Multiple barns and sheds provide exceptional versatility, whether you're looking for a workshop, tractor or recreational vehicle storage, equipment space, or even a former horse stall ready for new possibilities. Combining privacy, usable acreage, and a property that has been lovingly maintained over the years, this home offers the opportunity to enjoy country living without sacrificing comfort. Whether you're looking for room to spread out, space for projects, or simply a peaceful place to call home, this property is ready to welcome its next owners.

With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone.The newer addition features an open concept kitchen, dining, and living area anchored by a custom stone fireplace and dramatic floor to ceiling windows framing the mountain views. A sun-filled deck invites morning coffee, summer entertaining, or cozy apr?s ski evenings. The primary suite is a private retreat with its own deck, ensuite bath, walk in closet, and dedicated office.The original wing offers four additional bedrooms, a kitchen, living area, and its own deck, creating an ideal space for guests or extended family. Whether enjoyed as one expansive residence, configured for private guest accommodations, or explored for its income-producing rental potential, the flexible layout adapts to a variety of lifestyles.Located in the heart of Brownsville. Just minutes from Mount Ascutney's trails and outdoor recreation, and within easy reach of Woodstock, Okemo, Killington, and the Upper Valley, this is a rare opportunity to own a true Vermont retreat where unforgettable memories are made all year long, with the added flexibility of potential rental income when you're away.