Ludlow, VT | 81 Town Farm Road

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.

Welcome to South Face Village!  True slopeside living at its best.  This front-row, ski-in/ski-out 3-bedroom, 3-bath condo is literally on the slope.  Walk out your front door, plop your skis or board down and head to the Sunshine lift.  This gives you direct access to the South Face Express Quad. Inside this immaculate, turnkey unit is everything you'll want in your mountain château.  Step in take off your boots hang up your coat and relax in the cozy living area in front of the gas fireplace while you take in the game or your favorite show.  The kitchen is state-of-the-art, which any chef will appreciate. Stainless steel appliances, ample counter space, a working breakfast bar and beautiful cabinetry.  You'll love the slopeside dining with two big windows to take in the outdoor action.  The convenience of a first-floor bedroom and full bath will be great for guests or grandparents.  Upstairs you'll find a second living space/family room.  This is where the kids will take over.  The bunkroom, washer/dryer, and 3/4 bath are right next to this fun space.  The primary en-suite is just that—sweet!  Overlooking the slopes you'll have a bird's-eye view of the day's conditions. The beautiful bathroom has a large walk-in shower with a seat, a double-sink vanity and more than ample closet space.  This wonderful condominium shows quality through and through.  The amenities are the crème de la crème, an outdoor heated pool and hot tub, an up-to-date workout facility and an incredible owners' lounge. This is the best and newest in slopeside communities, come take advantage of all South Face has to offer! You won't be disappointed.

Glimmerstone Mansion, an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property, listed on the National Historic Register, has been meticulously restored, thoughtfully upgraded, and exquisitely furnished. At the heart of the estate is the grand 10-bedroom mansion, where nearly every bedroom and gathering space is graced with a stately fireplace, evoking the charm of a bygone era. Five bedrooms offer ensuite baths, each with spa-style finishes, while the owner’s private apartment ensures comfort and privacy. Enjoy central air conditioning, high-speed internet, and cell service, ideal for today’s work-from-home lifestyle. An entertainer’s dream, the lower level reveals an English-style pub complete with a full bar and pool table, opening to an expansive bluestone patio. Step outside to relax in the 6 to 8-person hot tub, gather around the fire pit, or unwind on the gracious covered porch. The estate includes a fully equipped chef’s kitchen designed for restaurant-scale culinary experiences and a beautifully renovated, 3,000-square-foot rustic barn, ideal for hosting events of up to 125 guests. Whether envisioned as a luxury retreat, corporate gathering space, or exceptional venue for weddings and celebrations, the possibilities are endless. Once a thriving bed and breakfast, this remarkable estate is ready for its next steward, whether as a private residence or a luxury hospitality venture. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Experience the essence of Vermont mountain living in this exceptional five-bedroom, four-and-a-half-bath retreat, ideally located just minutes from Okemo Mountain Resort and offering partial winter views of the mountain. Nestled on approximately one acre and boasting over 3,300 square feet of beautifully finished living space, this inviting home combines timeless mountain character with the comfort and amenities today’s buyers seek. From the moment you enter you will notice a soaring cathedral ceiling, natural woodwork, abundant natural light, and stunning wide-plank wood floors that create a warm and welcoming atmosphere. The spacious living room serves as the heart of the home, where a beautiful fireplace invites family and friends to gather after a day of skiing, hiking, golfing, or exploring Vermont’s four-season recreation. Designed for both everyday living and entertaining, the well-appointed kitchen features stainless steel appliances, beautiful cabinetry, and generous workspace for preparing everything from casual breakfasts to holiday meals. The private primary suite offers a relaxing sanctuary, while four additional bedrooms and multiple baths provide ample space for family and guests. The lower-level family room is the perfect destination for game nights and après-ski gatherings, complete with a billiard table and room to unwind. Step outside onto the expansive deck to enjoy fresh mountain air, seasonal views toward Okemo, morning coffee, summer barbecues, and evenings under the stars. A two-car garage offers convenient storage for vehicles and outdoor gear, while the home’s spacious layout comfortably accommodates large gatherings and memorable weekends. Whether you’re searching for a luxury vacation home, an investment opportunity, or a year-round residence, this remarkable property delivers the ideal blend of location, comfort, and mountain lifestyle in one of Vermont’s most sought-after destinations.

45 Trailside Road offers the ideal combination of mountain living, generous indoor space, and exceptional outdoor living on Okemo Mountain. This distinctive mountain home welcomes you through a spacious mudroom with barnboard details and ample space for four-season gear. Beyond, natural light fills the open kitchen, dining, and living areas, creating an inviting space for gathering. The well-appointed, custom kitchen features cherry cabinetry, stainless steel appliances, an oversized island, a cozy breakfast nook, and easy access to the expansive deck. Outdoor spaces are a highlight, including a large curved deck overlooking the private, wooded backyard, a covered porch perfect for grilling, an extensive wraparound deck, and a hot tub for relaxing after a day on the mountain. The primary suite features vaulted ceilings, generous closets, and a beautifully remodeled bath with a soaking tub and heated floor. Three additional bedrooms, a family room, and a dedicated office provide plenty of flexibility for guests, recreation, and working remotely. A heated three-car garage offers abundant space for vehicles and recreational equipment. Enjoy proximity to Okemo’s slopes for winter skiing and summer mountain biking, while the nearby VAST trail network adds even more four-season recreation. With its warm Craftsman-inspired details, spacious layout, and peaceful mountain setting, 45 Trailside Road is designed to be enjoyed in every Vermont season. Being offered fully furnished and turn-key! Visit the Okemo real estate community today. Taxes are based on town assessment.

Welcome to Okemo Pines! Tucked away just moments from the slopes, 42 Cedar Drive stands as a premier example of elegant timber frame architecture. This luxurious 4-bedroom, 3.5-bath residence combines rustic Vermont character with modern, high-end finishes. Step inside to an open-concept main level adorned with premium white oak floors. The breathtaking great room serves as the heart of the home, where a towering cathedral ceiling and a dramatic fieldstone fireplace create a warm, inviting ambiance beneath walls of glass that frame the surrounding scenery. The epicurean kitchen is a chef’s dream, outfitted with custom cherry cabinetry, a farmhouse sink, and a walk-in pantry. For ultimate convenience, the main floor features a private, luxurious primary suite with an expansive walk-in closet. The upper levels host two additional guest rooms and a quiet office space. Below, the bright, walk-out lower level is an entertainment haven, featuring a massive game and billiards room, a comfortable den, a fourth bedroom, and a full bath. With an attached two-car garage and an unbeatable location just sixty seconds from downtown Ludlow and the Okemo base lodge, this home represents the pinnacle of mountain living. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Ledgewood on Okemo. Enjoy a ski on ski off community at Okemo Mountain Resort. This modern, multi-level condo balances contemporary convenience with cozy charm. Ideal for entertaining or a serene ski retreat, the layout features a bright, open-concept main level and an attached one-car garage. The main level boasts light hardwood flooring, a dramatic stone fireplace, and massive windows that flood the room with natural light. The gourmet kitchen features stainless steel appliances, a gas range, white cabinetry, and a breakfast bar. The spacious, adjacent dining area comfortably accommodates large gatherings. The upper level hosts a sunlit bedroom with custom bunk setups, built-in storage, classic window shutters, and a full bathroom. The lower level features additional carpeted bedrooms with built-in closets, along with well-appointed bathrooms offering contemporary vanities, crisp tile work, and modern fixtures. A dedicated laundry closet with a washer and dryer completes this turnkey property. This condo provides easy access to skiing from the Ledgwood ski trail, which leads to the Okemo main base area. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Exceptional Vermont Log Home on 23.13 Acres with Horse Property & Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 23+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive outdoor spaces designed for enjoying every season. Inside, the main level welcomes you with a spacious kitchen that flows seamlessly into the large dining area and cozy office nook. The impressive 29’ x 16’ family room showcases a dramatic floor-to-ceiling wood-burning fireplace, creating a warm and inviting gathering space. Oversized windows throughout fill the home with natural light and frame the beautiful views. The upper level features a private primary bedroom with en-suite bath, two additional guest bedrooms, and a ¾ bath. The lower level offers flexible living space with both interior stairs and walkout access, including a generous mudroom, entertainment area with built-ins, two additional bedrooms, a ¾ bath, laundry area, second oven, and mechanical room. Equestrian enthusiasts will appreciate the three-stall barn with tack room, hay loft and paddock, run-in, plus generous fenced pastures. You can navigate the developed trail system on foot or four wheeler, snow-shoe across rolling pastures; or snowmobile with direct VAST Trail access.The heated garage/workshop has a concrete floor, forced hot air furnace and plenty of storage, ideal for projects or recreational equipment. Recent updates include a new Buderus boiler, water heater, and well pump in 2023. All three buildings feature durable standing seam metal roofs. With its exceptional craftsmanship, equestrian amenities, and peaceful acreage setting, this remarkable log home is a rare opportunity to enjoy the best of Vermont living. Less than 15 minutes to Okemo!!! This turn-key property is offered "mostly" furnished.