Four Seasons Sotheby's International Realty
57 Pond Street Okemo Marketplace, 05149 Ludlow (United States)
Listings of the agency
Listings for sale: 1 to 20 / 48
- 46Video
House with garden Woodstock (United States)
Woodstock Village Home~A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautifully updated 3-bedroom, 2-bath home, once the town's blacksmith shop. Just steps from the heart of the village, you can leave the car at home and walk to shops, restaurants, galleries, caf?s, and everything that makes Woodstock one of Vermont's most beloved destinations.Inside, an open-concept floor plan, beautiful wood floors, and abundant natural light create a warm and inviting atmosphere. Recent improvements include a new heat pump providing efficient heating and air conditioning, electrical upgrades, interior painting, and extensive basement work, enhancing both comfort and functionality.Outside is where this village property becomes truly special. The spacious fenced yard borders the Kedron Brook, creating a surprisingly peaceful setting in the heart of town. Relax on the deck and listen to the water, enjoy the newly planted fruit trees, or step through the yard to the nearby village footbridge spanning the brook--a picturesque connection to the surrounding neighborhood.Historic character, thoughtful improvements, a wonderful yard, and an exceptional walkable location come together in a home that captures the charm and ease of life in Woodstock Village.
…$1,040,0003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 50Video
House Plymouth (United States)
SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of cascading waterfalls flowing year-round. Serena Lodge combines the privacy and scale of a standalone mountain estate with the convenience of being part of the established Hawk Mountain Resort community. Through the association, owners benefit from road maintenance, snow removal, emergency services, and property management, making ownership easier and more turnkey, particularly for those enjoying Serena Lodge as a second home.Perfectly positioned for four-season recreation, Serena Lodge is approximately 20 minutes from both Killington and Okemo Resorts, about 30 minutes from the quintessential New England village of Woodstock, and just minutes from championship golf, pristine lakes for swimming, kayaking, scenic trails and fishing.Designed by Daniel Pratt of Robert Carl Williams Architects as a multigenerational retreat, Serena Lodge offers six en-suite bedrooms, including a private primary wing with fireplace, sitting room, and balcony. The spectacular Great Hall forms the heart of the home, with soaring timber beams, a monumental stone fireplace, walls of windows that fill the home with natural light and an open kitchen created for effortless entertaining. Beyond the Great Hall, a loft studio, expansive Adirondack room, family room, workshop, and multiple living spaces provide abundant room for family and friends to relax, connect and enjoy the home in comfort and privacy.
…$4,850,0005bedrooms6bathroomsBy Four Seasons Sotheby's International Realty
- 40
House with garden and terrace Ludlow (United States)
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.
…$1,970,0005bedrooms5bathroomsBy Four Seasons Sotheby's International Realty
- 31
House Chester (United States)
Located in the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 home combines modern minimalist style with artisan craftsmanship. Set on .33? acres, this light-filled property features wide-pine floors, exposed beams, and a Vermont Castings woodstove anchoring an inviting open-concept living space. The kitchen/dining area showcases country cabinets with butcher block counters, attractive center island with Vermont slate/stone counter, stainless steel sink and dishwasher framed by a wall of windows with a picturesque valley view. A spacious first-floor bedroom, full bath and convenient laundry area provide easy one-level living. Upstairs, two additional bedrooms with generous closets share a stylish full bath finished with classic subway tile. Recent upgrades include energy efficient systems and a new four-bedroom leach field, offering peace of mind for full-time residents, second-home owners, or investors. Offered fully furnished, this turnkey Vermont property has a proven history as a successful seasonal rental. Experience the vibrant community of Chester, with its charming village shops and restaurants, town pool, recreation area, premier disc golf course, pickleball and tennis courts, snowmobile club, and thriving artisan culture. Ideally located near Okemo Mountain Resort and Magic Mountain ski areas. This quintessential Vermont home is equally suited as a primary residence, ski getaway, vacation home, or income-producing investment property.
…$479,0003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 16
House Ludlow (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!
…$450,0003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 48Video
House Grafton (United States)
Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle.Inside, youll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility.The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel.Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living. OPEN HOUSE SATURDAY AUGUST 15th 11-1pm
…$619,9003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 31
House with terrace West Windsor (United States)
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.
…$1,295,0007bedrooms6bathroomsBy Four Seasons Sotheby's International Realty
- Contract pending40Video
House Weston (United States)
Discover the quintessential Vermont country estate where timeless New England architecture, breathtaking mountain views, and exceptional privacy come together on 20 picturesque acres just minutes from the village of Weston. Offered on the market for the first time, this custom designed New England Cape by renowned architect and builder R.H. Adams presents a rare opportunity to own a luxury Vermont home surrounded by rolling lawns, established gardens, a private pond, equipment barn, and storage shed. A winding, tree lined drive leads to panoramic southwestern views and spectacular sunsets. Inside, a beamed cathedral ceiling, walls of windows, and a native stone fireplace create a warm, light filled living space that flows into the custom kitchen and dining area. An expansive stone terrace, screened porch, and covered porch invite effortless outdoor living. The main level primary suite features a spa inspired bath and walk in closet, while a cozy den, wet bar, mudroom, laundry room, and powder room add everyday convenience. Upstairs are two spacious ensuite bedrooms and a central loft ideal for a home office or sitting area. The partially finished lower level offers recreation and exercise space, a wine cellar, and ample storage and workshop space. The attached two car garage includes a windowed attic with potential for additional living space. Designed for modern comfort and efficiency, the home includes a whole house generator, security system, and a solar array that powers the property. Most furnishings and some equipment are negotiable, with an inventory provided upon request. Just minutes from Weston Village, The Vermont Country Store, Weston Theater Company, The Left Bank and Hub restaurants, and premier skiing at Okemo, Stratton, Bromley, and Magic Mountain, this exceptional property is ideal as a year round residence, vacation home, or legacy estate. Experience the best of Vermont living in one extraordinary mountain view retreat.
…$1,349,0003bedrooms4bathroomsBy Four Seasons Sotheby's International Realty
- 13
Land Plymouth (United States)
Build your Vermont dream home on this beautiful 1.75-acre home site in Hawk Resort. Privately situated with the potential for stunning lake and mountain views, this parcel offers the perfect setting for a primary residence or four-season getaway. Surrounded by the natural beauty of the Green Mountains, you'll enjoy easy access to hiking, skiing, golf, mountain biking, and nearby lakes for swimming, kayaking, and fishing.Ideally located halfway between Killington Resort and Okemo Mountain Resort, and just a short drive to the charming village of Woodstock, Hawk Resort is perfectly positioned for year-round recreation and relaxation. The property is part of the Salt Ash Owners Association. Architectural plans are subject to HOA design review and approval, helping preserve the community's natural beauty and mountain character.
…$30,000By Four Seasons Sotheby's International Realty
- 23
Land Putney (United States)
Motivated Sellers! Rare opportunity to own 133 +/- acres of Vermont land near the village of Putney, Vermont. Whether you are seeking a residential retreat, recreational escape, hunting terrain or exploring subdivision/development opportunities, this property offers exceptional possibilities. The 133+/- acres is pleasantly interrupted by the East Putney Brook and offers 3 points of access, including frontage on Route 5 as well as E Putney Brook Rd and the Old Stage Rd. An existing internal road traverses the property paralleling the brook, leading to several clearings ideal for building, recreation, or enjoying scenic views. A state-issued Vermont wastewater permit for a 5 bedroom residence is in place near the remains of an old home site surrounded by tall pines with a roughed-in driveway accessed from E Putney Brook Rd. This surveyed 15 acre area is naturally separated by brook frontage and has potential for subdivision. There are multiple potential home sites including near the Route 5 entrance/driveway with brook frontage. With so much acreage, there is potential for enrollment in the Vt Forestry Current Use program for tax savings. Close to Landmark College, the historic Putney Coop, the Putney Green where you can enjoy The Putney Diner and General Store and convenient to Brattleboro, Keene, NH and I91.
…$395,000By Four Seasons Sotheby's International Realty
- 33Video
House Plymouth (United States)
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.
…$450,0003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 50Video
House with garden Athens (United States)
A rare opportunity to own a remarkable piece of Vermont and literary history. Lovingly designed and restored by the creators of the beloved Llama Llama children's book series and the accompanying Netflix animated series, this extraordinary mini-estate is offered for the first time by the family.The meticulously restored and maintained five-bedroom, five-bath, 6,100+ square foot post-and-beam home seamlessly blends a late-1700s brick home, an 1820 clapboard addition, and thoughtfully designed post-and-beam additions completed in 2012. Historic character has been carefully preserved while incorporating modern construction, insulation, systems, a built-in generator, and today's amenities. Wide-plank hardwood floors, custom woodwork, vintage soapstone sinks with modern fixtures, antique hardware, and even a firepole reflect exceptional craftsmanship throughout.A soaring, light-filled studio where the bestselling books were created offers endless possibilities as a family room, entertaining space, creative studio, home office, gym, or home business. A rooftop deck overlooks the picturesque village of Lower Bartonsville and its iconic covered bridge. Above the detached two-car post-and-beam garage is a striking apartment or office with 20-foot ceilings and cork flooring.The 2.82-acre setting is equally extraordinary, with mature perennial gardens, remnants of an apple and pear orchard, whimsical stone stairways, and handcrafted stone walls built by renowned stonemason Dan Field. The property also overlooks an adjacent pond with ducks, herons and river otters.The centerpiece is the spectacular restored foundation of a 19th-century grist mill, reclaimed over 15 years and rising more than 60 feet in places. An adjacent 3.6-acre parcel with the historic mill dam is available separately.Minutes to I-91, The Vermont Country Store, Chester, and just 20 minutes to Okemo Mountain Resort. Showings start 8/3.
…$1,600,0005bedrooms5bathroomsBy Four Seasons Sotheby's International Realty
- Contract pending18
House Ludlow (United States)
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.
…$479,9992bedrooms1bathroomBy Four Seasons Sotheby's International Realty
- 29Video
House Ludlow (United States)
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.
…$595,0004bedrooms3bathroomsBy Four Seasons Sotheby's International Realty
- 32Video
House with garden Shrewsbury (United States)
Surrounded by terraced gardens and tucked away on 13 private acres off a quiet country road, this thoughtfully crafted mountain retreat offers peace and quiet, craftsmanship, and mountain vistas. The spacious great room is the heart of the home, where soaring cathedral ceilings, a wall of windows, and a handsome stone fireplace create an inviting gathering space. Sunlight fills the interior, highlighting wide-plank pine floors milled from timber harvested on the property. Designed for entertaining, the open floor plan flows into a chef's kitchen with handcrafted cherry cabinetry, granite countertops, a center island, and professional-grade stainless appliances. Just beyond, the expansive deck invites outdoor dining and relaxation, while the covered porch offers shade and frog pond. Generously sized bedrooms provide comfort for family and guests. The walkout lower level opens to a sunny patio and features a newly completed guest suite with its own kitchen, bedroom, additional office/sleeping space, offering exceptional flexibility for guests, generating rental income or multi-generational living. Come see this timeless Vermont retreat!
…$875,0003bedrooms3bathroomsBy Four Seasons Sotheby's International Realty
- 19
Land Chester (United States)
27.8 +/- acre wooded parcel close to Chester Village with beautiful views. Driveway is roughed in and a clearing prepared at the entry to the land for a house site and a Vt state approved 4 bedroom wastewater Permit. Newly opened views from the plateau along the ridge accessed by an established logging road are a must see. Soil tests indicate a 3 bedroom home site is possible at the scenic viewpoint. Property has old stone walls and gorgeous rocks and stone on site for landscaping. Possible to subdivide. Adjoins town forest along the back property line. The 27.8 acres meets the minimum requirement for enrollment in the VT Current Use Forestry program for tax savings. Close to the charming village of Grafton for x-country skiing and dining at the historic Grafton Tavern. Okemo, Magic and Bromley Mountains are within easy reach. 15 min. to I91. Whether you are a summer recreational enthusiast, enjoy winter sports, or just want to chill in a small village atmosphere, this property is ready for your building plans!
…$229,000By Four Seasons Sotheby's International Realty
- 23
House Ludlow (United States)
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.
…$1,500,0004bedrooms5bathroomsBy Four Seasons Sotheby's International Realty
- 15
Land Andover (United States)
Located in the town of Andover, VT, this 10.4 acre parcel, showcasing an amazing long range mountain view, awaits the home of your dreams. The approach to the property is gorgeous with dramatic views and large neighboring parcels. The house site is tucked in the forest, with a roughed-in driveway already in place. This property has been thoughtfully composed, setting the stage for your custom home project. The open meadow has been stumped, seeded and defines one of the most protected and secluded, untouched areas in Southern Vermont. All pre-construction permits are approved, including a 6 bedroom, state approved septic permit, taking the preliminary stress of site work out of your project. Its literally shovel ready for you to design your Vermont retreat and obtain your construction permit at the charmingly laid back Andover Town Hall within two weeks. The owners have taken care of all the necessary environmental protections, ensuring minimal impact on the natural beauty of the land. The premier ski areas of Stratton, Bromley, Okemo Mountains are 20-30 min away. Magic Mountain, favored by the locals for its steep terrain, is at your doorstep. For theater buffs, the Weston Playhouse is nearby and Manchester shopping/dining is a 30 min drive away. Lowell Lake State Park, a favorite spot for picnics, kayaking and fishing, is just around the corner. Enjoy one of the most protected and secluded, untouched areas in Southern Vermont, a short drive away from down country points: Tappan Zee Bridge - 3.5 hrs, Boston- I495 2.5 hrs and 2 hrs to Bradley Intl and Albany Airports. The hard work is done, now its time to make your dream of building a home in Vermont come true!
…$650,000By Four Seasons Sotheby's International Realty
- Contract pending36Video
House with garden and terrace Weston (United States)
This Weston gem, expanded and rebuilt by the seller in 2003, has been loved and cared for and is now ready for its next lucky owner. Set on a south facing hill on a quiet country road, it promises sunlight and mountain views all year long. Protected on 10 wooded acres, it borders the National Forest while benefitting from a rolling lawn, small pond and decorative gardens. Designed for one floor living, the home has a surprising amount of space, from the open concept kitchen, dining room and living room with wood burning fireplace to the 2 bedrooms and baths, a year round sunroom with wet bar, and a home office. A welcoming mudroom, a large front deck with a retractable awning, and a lower level garage and abundant basement storage complete the picture. Suitable for year-round living yet easily maintained for seasonal use, the property is convenient to the vibrant village of Weston with its Vermont Country Store, Weston Theater, and fine cafes, and a short drive to Okemo, Bromley, Magic and Stratton. Hike the back roads and hills, enjoy recreation at nearby Hapgood Pond, Lowell Lake, and the Weston Recreation Area, then return to relax in your cozy Green Mountain retreat. The house is empty; select photos have been virtually staged. Property being sold As Is.
…$465,0002bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 50
House with garden Chester (United States)
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!
…$649,0003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
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