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.

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!

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.

High Shelter Farm offers the ultimate Vermont lifestyle on 64.64 extraordinary acres of fields, forests, and breathtaking views.. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise.The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor to ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid for net metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long term value.A permitted one bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage.Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont living where recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting.Available with more acreage see MLS 5096178.

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!

Constructed in 2025 and located in the desirable Rush Meadow region of West Windsor, this impeccably orchestrated Yankee Barn Post and Beam home features superb materials, old world craftsmanship and detailed fit and finish. Custom milled cabinetry and built-ins throughout. The rooms are filled with natural light with stunning bucolic views from every window. The home is centered by a dramatic floating staircase leading to the loft area. Red oak flooring runs throughout. The open concept kitchen is suited with top quality appliances, and a center island with a rich walnut edged yellow birch countertop. The first level Primary ensuite has a dressing room with laundry, and bathroom with a walk-in shower and soaking tub. Up the stairs, there's a spacious area for TV Room, or office and a guest bedroom. The walk-out lower basement level is spacious with high ceilings- perfect opportunity for future expansion. The home connects seamlessly to exterior spaces with astone terrace and a screened porch, both situated to highlight the lovely pastoral views to Mt Ascutney, and beyond. State of the art mechanicals with central AC. Convenient to trail network, all recreation, Woodstock, Hanover NH and Interstate.

Conveniently located between Okemo Mountain and Killington Resort, this comfortable home and property offers an appealing combination of location, space, and privacy. Both resorts are just a short drive away, making this a practical home base for enjoying the slopes and all that the area has to offer.The main level features a spacious open floor plan with plenty of room for gathering, dining, and relaxing after a day outdoors. Downstairs, you'll find three bedrooms, two bathrooms, and a bonus room offering flexible space for guests, recreation, or a home office.Set on just over an acre, the property enjoys a private and peaceful setting while remaining conveniently located. Lake Amherst access near Hawk Resort is also a short distance away, adding another option for enjoying the area during the warmer months.With an established rental history, this property offers an opportunity for those looking for a Vermont getaway with the potential for continued rental use. A straightforward, well located home with room to enjoy in every season.

Top-floor, two-bedroom condo in the desirable Winterplace community with direct slope access and trail views.The open living area features hardwood floors, gas fireplace, a wall of windows overlooking the slopes and a cathedral ceiling that adds light and space. Functional layout with two bedrooms, two baths, and a tiled mudroom entry, AND the ability to add loft space above the bedrooms. Private ski locker.The K Building location is the standout: step outside for immediate trail access and short walk to all community amenities. Winterplace offers a year-round indoor pool with hot tubs and locker rooms, plus seasonal tennis courts, basketball, and a BBQ area--making this an easy choice for both winter use and summer getaways.

Opportunity on Okemo! Walk to the Sachem Trail from this ideally located mountain home offering four bedrooms, two-and-a-half baths, and three levels of living space. Enjoy eastern views and bright morning sunrises. With no association fees and access from a publicly maintained road, this property offers the benefit of low overhead compared to other mountain residences.The price reflects the homes current exterior condition, offering buyers the opportunity to make improvements as desired. Bring your vision and create your own Okemo retreat in a location that is hard to beat. Subject to Right of First Refusal by Vail Resorts.

Looking for something a little different from the cookie-cutter floor plan? This inviting 3-bedroom Plymouth home has a fun, flexible layout, warm Vermont character, and a location that puts both mountain and lake adventures close at hand. Step inside through the welcoming foyer to an open, eat-in kitchen with warm wood details and plenty of room for casual meals, apr?s-ski snacks, and gathering after a day outdoors. The main level offers easy one-level living with a primary bedroom and private full ensuite bath, plus a separate 3/4 bath serving the rest of the home, a comfortable living room, and an adjacent family room with space to relax, entertain, work from home, or spread out.Upstairs is where the layout gets especially fun: two separate staircases lead to two private second-floor bedrooms. One staircase rises from the living room to one bedroom, while another off the kitchen leads to the third. Its an unconventional arrangement in the best way, creating separation and privacy and giving this home a personality all its own.Outside, theres even more to love. A generous lawn, established garden areas, and colorful perennial plantings create a beautiful Vermont setting. Gardeners will appreciate the dedicated space for growing flowers, herbs, and vegetables, whether you dream of summer tomatoes, fresh-cut bouquets, or simply spending an afternoon with your hands in the soil. There are also inviting outdoor spaces for grilling, morning coffee, or relaxing after a day of adventure.And adventure is close by! Jackson Gore at Okemo Mountain is approximately four miles away, while beautiful Echo Lake is within about a half-mile for swimming, fishing, canoeing, kayaking, and winter recreation.Whether youre looking for a ski getaway, a year-round home, or a comfortable place to live and work locally, this Plymouth property offers character, flexibility, gardens, and four-season fun in a location thats hard to beat

Located in the heart of Sheddsville-West Windsor's earliest settlement, this lovingly stewarded historic Greek Revival Farmhouse imbues the true character of the Vermont vernacular. Improved over the centuries to accommodate modern living, all while preserving the period detail and charm with original pine plank floors, 6/6 sash windows and hewn beams. The home was well built of solid and sound plank construction, providing insulation throughout. The beautiful Great Room addition is anchored by a handsome wood burning fireplace with custom cherry mantel and connects to the exterior spaces through French doors stepping out toa covered porch and a spacious deck overlooking a sweeping level lawn, mature maple trees, established perennial beds, and a firepit at the edge of a four-season stream. Open concepts eat in kitchen with farmer sink and butcher block counters, formal dining room, library- TV room, study with a half bathroom. Two mudrooms complete the main level. Moving upstairs, there's a generous primary bedroom ensuite with a wood stove, a laundry room, three additional bedrooms and a shared bathroom. Leased Tesla back up battery provides peace of mind in the event of a power outage. The ample three-bay barn can be used as parking, equipment storage, workshop, or for farm animals. Extensive dirt roads, and trail systems (ideal for equine interests, hiking, cycling) are just outside your door. Easy access to all recreation, Interstate, Woodstock, Hanover NH. 2.25 Hours to Boston. 4.5 hours to NYC.

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.

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.

Tucked away on a quiet road in Hawk Resort, this charming 3-bedroom, 2-bath mountain retreat offers privacy, warmth, and easy access to Vermont's best four-season recreation. Just under 1,300 square feet, the home is thoughtfully designed to make the most of its inviting spaces, with random-width pine floors, a classic fieldstone fireplace, and abundant windows that bring in natural light and views of the surrounding woods.The open living area flows to a spacious deck, creating the perfect setting for morning coffee, evening gatherings, or simply enjoying the peaceful natural surroundings.Ideally located halfway between Killington Resort and Okemo Mountain Resort, you'll enjoy convenient access to skiing, golf, hiking, mountain biking, and endless outdoor adventure. Nearby lakes offer swimming, kayaking, and fishing, while the charming village of Woodstock is just 30 minutes away for shopping, dining, and exploring.Showings start 8/4.

Spacious Hawk Resort Home with Scenic ViewsEnjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views.The primary suite offers a cozy fireplace, private bath with a whirlpool tub, and sliding glass doors leading to a private balcony. The second bedroom and bunk room share a full bath.The lower level provides even more living space, with a spacious family room that opens onto a deck with a hot tub, a full bath with a sauna, and an additional bedroom. Pine floors flow throughout the home, adding warmth and character.Located between Okemo and Killington and close to area lakes.

Nestled on a 3-acre private lot at Hawk Resort in Vermonts Lakes Region, this expansive custom residence offers an exceptional mountain retreat. Thoughtfully designed across four levels--each accessible by elevator--the home provides outstanding separation of space, perfect for hosting family and guests.Designed by architect Robert Carl Williams, the home showcases signature craftsmanship, including soaring windows that frame mountain views, a striking stone fireplace, custom built-ins, cedar closets, and classic pine floors.The residence features six generously sized bedrooms, each with its own sitting area. Five bedrooms offer private en-suite baths, while the sixth-designed as a bunk room-as convenient access to a full bath just across the hall.Ideal for entertaining, the home includes a spacious dining room with scenic views, a large living room, game room, and a lower-level family room--providing inviting spaces for relaxation and recreation.Perfect for gatherings and well-suited for rental opportunities, this remarkable property combines privacy, comfort, and timeless Vermont charm in an unbeatable mountain setting. Located halfway between Okemo and Killington in the lakes region.Roof is at end of life and will need replacement. Driveway in need of repair. Sold as is.

Ledges 8 at Hawk Resort offers the ultimate Vermont mountain retreat, featuring sweeping westerly views and year-round recreation. This spacious 4-bedroom, 3-bath end-unit townhouse spans three levels and is filled with natural light throughout.After a day on the slopes or trails, relax by the striking stone fireplace or unwind on the deck while taking in the mountain scenery. Start and end each day with inspiring views from this peaceful alpine setting.Ideally located halfway between Killington Resort and Okemo Mountain Resort, the property offers easy access to skiing, golfing, mountain biking, hiking, and a full range of four-season activities. Hiking trails are right outside your door, making it simple to enjoy Vermonts natural beauty in every season.