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 / 31
- 50Video
House Chester (United States)
Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the Williamsburg-style reproduction Saltbox reflects a deep appreciation for traditional craftsmanship and enduring design.Inside, the home is defined by warm, handcrafted detailswide-plank wood floors, paneled walls, layered moldings, and reclaimed beams create a sense of comfort and authenticity throughout. The scale and layout offer a balance of inviting gathering spaces and quieter rooms, well-suited for both everyday living and hosting. Originally operated as a bed-and-breakfast, the home was thoughtfully designed to welcome guests while maintaining a natural flow and sense of privacy.The surrounding land provides a peaceful and private setting, with stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch woven into the natural landscape. Open areas and wooded sections create a property that feels both curated and comfortably natural, offering space to explore, relax, and enjoy Vermonts changing seasons.A guest house and dedicated woodworking barn add to the propertys appeal, offering flexibility for hosting, hobbies, or creative pursuits.Ideally located near the charming village of Chester, the property offers convenient access to year-round outdoor recreation, including skiing, hiking, biking, fishing, and scenic trails. Throughout the home, the builders attention to detail is unmistakable, with thoughtfully crafted custom woodwork and timeless finishes that reflect a genuine commitment to quality and design.Quiet, private, and rooted in tradition, this is a property well suited for those seeking a classic Vermont retreat and lifestyle.
…$1,490,0005bedrooms5bathroomsBy Four Seasons Sotheby's International Realty
- 32Video
House with garden and terrace Ludlow (United States)
Enjoy year-round sunsets from this premier Lake Rescue location. With direct lake access, swim from your dock or launch your boat for a day on the lake. The sprawling flat yard is ideal for lakeside living, whether kicking a ball with the kids, playing badminton or for summer gatherings by the water. Recent improvements include a new 5-bedroom septic system, freshly painted exterior and main level interior, new kitchen counters and stove, new flooring, updated exterior deck railing and a bank of trees along the north border for added privacy. Mini splits provide air conditioning for warm summer days. Super close to Okemo Mountain Resort for skiing and golf. A rare opportunity to acquire one of the best spots on Lake Rescue!
…$1,695,0005bedrooms3bathroomsBy Four Seasons Sotheby's International Realty
- 50Video
House with terrace Plymouth (United States)
Welcome to this beautifully updated Hawk home with expansive westerly mountain and valley views. Recent improvements throughout give the home a fresh, inviting feel while keeping its warm Vermont character. The renovated mudroom features custom live-edge maple walnut benches, shiplap walls, new lighting, shelving, and plenty of space for all your gear. The redesigned kitchen has granite counters, cherry cabinetry, stainless appliances including a 6-burner commercial stove and double wall ovens, plus an updated bar area with new sink, fixtures, and shiplap accents.The living room is bright and welcoming with cathedral ceilings, built-ins, refinished floors, and a dramatic stone fireplace. Sliders from both the dining area and living room open to the large covered deck, where recently cleared trees now reveal unobstructed mountain views.Upstairs, the loft has been completely renovated with new flooring, ceiling, and a remodeled staircase, creating a great hangout space to play pool. The mid-level includes the spacious primary suite with private balcony and a large bath with double vanity, jetted tub, and separate shower, along with a bunk room, additional bedroom, and full bath.The lower level offers another bedroom, two more bunk rooms, a fully renovated bath, laundry area, and a family room with wet bar and sliders leading to the hot tub deck. Fresh paint, updated lighting and fixtures, accent walls, and new furnishings throughout complete this move-in ready retreat, ideally located between Killington and Okemo.
…$995,0006bedrooms4bathroomsBy Four Seasons Sotheby's International Realty
- 50Video
House with garden Plymouth (United States)
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 sixthdesigned as a bunk roomhas 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.
…$850,0006bedrooms8bathroomsBy Four Seasons Sotheby's International Realty
- 41Video
House with garden Andover (United States)
Escape to Moosewalk Lane. This ultimate family compound is a fully furnished and equipped rural retreat in Andover, Vermont. Set on 384 acres rising to 2,200 feet, the tract blends seclusion and timeless craftsmanship, with miles of private trails for winter sports, horseback riding and recreational vehicles, all threading through open meadows, historic stone walls, and woodlands, with direct access to the VAST snowmobile system. The 10,062 sq ft timber frame main house is anchored by a soaring two story great room with a dramatic stone fireplace and an open chefs kitchen featuring double appliances, a Viking 60 inch cooktop and a wood fired pizza oven. A cozy loft and a library provide serene reading nooks. The main level includes a distinctive 2 bed, 2 bath primary suite, plus six additional bedrooms and five baths for family and guests. Onsite amenities include a home gym, media and game room, outdoor art installations, paved driveways and six garage bays. The multi building compound consists of a guesthouse with private office, a heated writers cabin with panoramic view of the Connecticut River Valley, an equipment barn and woodshed - everything needed for comfortable year round living, family retreats, or events. Enjoy hiking, snowshoeing, wildlife viewing and a gravity fed 50 tap maple syrup operation all in a private setting to share with family and friends. Watch the award nominated video tour to see why Moosewalk Lane delivers the quintessential Vermont experience.
…$5,150,0008bedrooms8bathroomsBy Four Seasons Sotheby's International Realty
- 43Video
Apartment with terrace Plymouth (United States)
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.
…$360,0004bedrooms3bathroomsBy Four Seasons Sotheby's International Realty
- 11
Land Andover (United States)
Nestled in the heart of Vermonts scenic countryside, this beautiful 27.2-acre parcel offers the perfect setting to build your dream home or mountain retreat. Mostly wooded with over 800 feet of road frontage, the property combines privacy, natural beauty, and easy access to some of Southern Vermonts most desirable destinations.Enjoy mountain and scenic views that provide ideal building sites surrounded by mature trees and peaceful landscapes. Whether you envision a cozy getaway, year-round residence, or recreational escape, this property captures the classic Vermont lifestyle quiet mornings, vibrant fall foliage, outdoor adventure, and four-season beauty.Conveniently located near Okemo Mountain Resort and just a short drive to the charming towns of Ludlow, Chester, and Weston, youll enjoy skiing, hiking, dining, shopping, and quintessential New England charm all within reach. A rare opportunity to own a slice of Vermonts natural beauty.
…$225,000By Four Seasons Sotheby's International Realty
- 44Video
House Ludlow (United States)
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!
…$599,9996bedrooms5bathroomsBy Four Seasons Sotheby's International Realty
- 38Video
House with garden Chester (United States)
Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal-style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, youll find four spacious bedrooms, wide plank wood floors, and inviting gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study.The screened front porch captures the essence of Vermont living perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the firepit beneath star-filled skies, surrounded by the natural beauty and privacy of the property.A standout feature is the remarkable multi-level 55 x 40 barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use.Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small-town charm that make Vermont so special.
…$1,200,0004bedrooms3bathroomsBy Four Seasons Sotheby's International Realty
- Contract pending32Video
House with terrace Ludlow (United States)
Designed both as a peaceful retreat and a comfortable home for entertaining, 28 Plumley Ridge offers the best of both worlds. The location is private yet central. Ludlow Village is within walking distance and Okemo Mountain is just over a mile away. This quality constructed home is thoughtfully designed for both contentment and convenience. The wide wrap-around deck provides year round vistas of Okemo. From the hot tub, you can watch the skiers by day and the twinkling lights of the groomers at night, all while listening to the tranquil sounds of the Jewell Brook below. A covered porch with plenty of storage was added in 2024. The mudroom has custom-built shelves to maximize storage, stone floors and radiant heat. Inside, warm cherry floors and a roaring wood fireplace provide the setting for cozy enjoyment. The open floor plan and floor-to-ceiling windows welcome south-western light to flood the home. The kitchen features granite countertops, newer stainless-steel appliances and a peninsula that is perfect for casual dining. The first-floor primary bathroom has radiant heat, along with a steam shower, in-ceiling speakers and a towel warmer. The second floor offers two bedrooms, a bonus room and an updated full-bath complete with a linen closet, stone flooring and walls, and a custom wood vanity. The carpeting throughout the second floor and lower level is all new as of 2024. The lower level family room provides plenty of room for a ping-pong table or a movie screening, along with generous storage. Turnkey, clean and ready to go!
…$750,0003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 50
House with garden and terrace Springfield (United States)
Wild Trails Farm presents a rare opportunity to own 224 acres of private, contiguous land defined by rolling fields, mature woods, and expansive southern views. The setting feels secluded and serene, yet its fully equipped for comfortable, year-round living.At the heart of the property, the 5,600+ sq ft lodge is thoughtfully designed for both everyday life and entertaining. A spacious kitchen with dual dining areas anchors the home, complemented by multiple living spaces that offer flexibility for gathering or quiet retreat. Six bedrooms and 4.5 baths provide ample room for family and guests. Energy-efficient solar and geothermal systems support modern living, while the sauna adds a simple, restorative touch. The two-car garage, currently used as a yoga studio, can easily be returned to its original use. A screened porch and stone patio create seamless connections to the surrounding landscape in every season.The land itself is a standout feature224 acres of privacy, beauty, and usability. A network of private trails begins just outside the door, ideal for hiking, biking, snowshoeing, and cross-country skiing. Established gardens, fruit-bearing plantings, and peaceful ponds add to the propertys sense of place and seasonal enjoyment.Complementing the main residence, several additional structures enhance the propertys versatility: a beautifully restored circa-1800s barn with a two-bedroom apartment, a charming one-bedroom post-and-beam residence, a stable, equipment barn, and a greenhouse. Each building is well integrated, offering function and flexibility without excess.Whether envisioned as a private retreat, a multigenerational compound, or a property with income potential, this offering delivers a compelling combination of infrastructure, acreage, and settingready to be enjoyed and adapted to a variety of uses. Additional acreage available.
…$2,550,0006bedrooms5bathroomsland 224m²By Four Seasons Sotheby's International Realty
- Contract pending50
House with garden and terrace Springfield (United States)
Wild Trails Farm is the kind of property buyers wait years to find312 private acres of rolling fields, woods, and sweeping southern views, with a setting that feels completely removed yet remains incredibly livable.The 5,600+ sq ft lodge strikes an ideal balance between scale and comfort. Designed for everyday living, it features a welcoming kitchen with dual dining areas, multiple spaces to gather or spread out, and six bedrooms with 4.5 baths to accommodate family and guests with ease. Solar and geothermal systems provide efficiency without sacrificing comfort, while the sauna adds a touch of everyday luxury. The two-car garage is currently used as a yoga studio but can be easily converted back. A screened porch and stone patio make it easy to enjoy the landscape in every season.What truly sets this property apart is everything beyond the main home. The land itself is a defining asset312 acres of privacy and possibility. Miles of private trails begin at your door, ideal for hiking, biking, snowshoeing, or cross-country skiing. Wander through curated gardens, pick fruit in season, or spend quiet afternoons by the ponds.The additional buildings offer flexibility without feeling overwhelming: a beautifully restored circa-1800s barn with a two-bedroom apartment, a charming one-bedroom post-and-beam residence, a stable, equipment barn, greenhouse, and more. There is also a separate off-grid cabin and a treehouse tucked into the woodssimple, peaceful spaces to unplug and retreat.This is a property that works on multiple levels: a private estate, a multigenerational compound, or an income-producing retreat. The infrastructure is in place, the land is exceptional, and the setting is increasingly hard to replicate.Opportunities like this are rare. There is also the option to expand with additional acreage for those seeking even greater privacy and long-term value.
…$2,950,0006bedrooms5bathroomsland 312m²By Four Seasons Sotheby's International Realty
- 4
Land Andover (United States)
UNBELIEVABLE VALUE in a great setting ! Bordering the Ludlow line and set at an elevation of 2,000+ feet, this exceptional parcel offers privacy, expansive long-range views, and an ideal setting for your Southern Vermont dream home. Located within a peaceful community of fine homes, this is one of the few remaining opportunities to build in this highly desirable area. The property includes a state-approved wastewater permit and access to a community leach field, making it ready for building your dream home. Enjoy convenient access to year-round recreation, including skiing and golf at Okemo Mountain Resort just three miles away. A rare opportunity to create a private mountain retreat surrounded by natural beauty.
…$135,000By Four Seasons Sotheby's International Realty
- 9Video
Land Landgrove (United States)
A rare opportunity to own a wooded hillside property with potential southern and western views on a quiet country road in the much coveted village of Landgrove. Priced below the town assessment, the land is in current use, affording a tax savings, with a state permit for a 4-bedroom house. Enjoy all the elements of a Vermont country setting including a mix of mature hardwoods and softwoods, nature trails, rock walls, and a small brookside parcel for relaxing and cooling off across Landgrove Road. Just minutes from Landgrove's tennis courts, the Landgrove Inn, Hapgood Pond, Wild Wings Cross Country Skiing, and J.J. Hapgood Store, your future home will have all the charms of a rural location within a short drive to Londonderry's amenities, Weston's cultural attractions. and four ski resorts. View the photos and video then come see it all in person and start to build on your dreams! Please do not walk the land without permission.
…$245,000By Four Seasons Sotheby's International Realty
- 10
Land Andover (United States)
Discover the perfect blend of privacy, natural beauty, and convenience on this stunning 12.7-acre parcel nestled in the heart of the Green Mountains in Andover. This mostly wooded property offers a peaceful, secluded setting with a cleared home-site ideally positioned for southern exposure and the potential for breathtaking long-range mountain views with additional clearing.A 5-bedroom wastewater permit is already in place, and the driveway has been roughed in, making it easy to bring your vision to life. Whether you're planning a full-time residence or a seasonal retreat, this property is ready for your dream build. Outdoor enthusiasts will love the proximity to the VAST Trails, with access nearby on Dorman Road, while skiers and snowboarders are just 15 minutes from Okemo Mountain Resort. Enjoy easy drives to the charming and historic towns of Weston and Chester, known for their quintessential Vermont character, dining, and shopping. Andover is a truly special place, offering scenic beauty, tranquility, and a sense of escape yet still close to everything that makes southern Vermont so desirable.An ideal setting for your Vermont getaway or year-round home.
…$149,900By Four Seasons Sotheby's International Realty
- 38Video
Apartment with pool Ludlow (United States)
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 areamaking this an easy choice for both winter use and summer getaways.
…$725,0002bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 50Video
House Ludlow (United States)
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 highlightoffering 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 backdropan 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!
…$1,395,0004bedrooms4bathroomsBy Four Seasons Sotheby's International Realty
- 50Video
House Grafton (United States)
Nestled in a postcard-perfect setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. 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 cabinetryperfect 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.
…$699,9003bedrooms2bathroomsBy Four Seasons Sotheby's International Realty
- 19
Land Plymouth (United States)
Nice building lot within Hawk Resort. Some flat areas with potential westerly views. Electric and high speed internet is at street and there is the option to hook into community septic. Nestled in the scenic lakes region, halfway between Killington and Okemo, Hawk offers a prime location for outdoor enthusiasts. Whether you're hitting the slopes, exploring the trails, or simply enjoying the serene beauty of the area, this lot provides the perfect home base for all seasons.
…$27,500By Four Seasons Sotheby's International Realty
- 16
Land Andover (United States)
A premier location abutting the Ludlow border, close to Okemo with total privacy, long range panoramic views of distant mountains and valleys at an elevation of about 2000 feet. Peace and beauty abound yet easy access to all area amenities including skiing, golf, biking, hiking and all that Southern Vermont has to offer. A State wastewater permit is in place for a 6 bedroom home and a 2 bedroom guest house. Come build your dream home in the quiet upscale community of Summit Ridge. If you are looking for a premium spot to build with amazing views, come see this parcel!
…$485,000By Four Seasons Sotheby's International Realty
Contact the agency
By confirming this form, I agree to the General Usage Terms & Conditions of Figaro Properties.
The data entered into this form is required to allow our partner Sotheby’s International Realty to respond to your contact request by email/SMS concerning this real estate advertisement and, if necessary, to allow Figaro Classifieds and the companies belonging to its parent Group to provide you with the services to which you have subscribed, e.g. creating and managing your account, sending you similar real estate advertisements by email, proposing services and advice related to your real estate project.