Properties Near 106 Upper Loop Ludlow, VT

Restore Properties
Enjoy elevated, modern comfort completely off the grid. This cabin features a premium, self-sufficient utility system engineered specifically for remote living. Combining a powerful solar array with high-capacity battery storage, it delivers a quiet, reliable, and uninterrupted power supply. Smart home technology provides the convenience of monitoring and controlling the property’s essential systems, including power, battery storage, security, and climate, directly from your smartphone, giving you peace of mind from virtually anywhere in the world. This 9.45± acre property has gorgeous, expansive views of Killington and the Branch Brook Valley, is surrounded by State Forest and conserved lands, and sits adjacent to the Catamount and VAST Trails. Inside, this private sanctuary has been thoughtfully reimagined to balance modern luxury with the quiet soul of nature. The interior serves as a cozy retreat, featuring a minimalist aesthetic that prioritizes texture, light, and high-end craftsmanship. Large windows act as living art, framing the surrounding mountains and forest, and flooding the home with natural light. Located just 11 miles to Okemo Mountain and 25 miles to Stratton, with easy reach to Bromley, Magic, and Killington, and with many lakes nearby. Furnishings may be purchased separately. Now imagine yourself sitting on the deck with your favorite beverage, taking in the breathtaking Mountain Views.
Slopeside living at its best on Okemo Mountain Resort. This beautifully situated 2-bedroom, 2.5-bath condominium offers true ski-in/ski-out access directly on the Sidewinder, Promenade, and Rising Star trails, just steps from the Solitude chairlift. With an ideal easterly orientation, the home is filled with natural morning light and captures stunning sunrise and winter mountain views. The open-concept kitchen, dining, and living area is designed for both comfort and entertaining, featuring maple cabinetry, granite countertops, stainless steel appliances, and a cozy wood-burning fireplace. A sliding glass door leads directly to the deck and slopeside yard—perfect for watching skiers pass by, relaxing in the sun, or enjoying outdoor time with family and pets. The primary suite offers a private retreat with a jetted tub, ideal for unwinding after a day on the mountain. A cedar-lined mudroom/ski room with bench seating, cubbies, ski rack, and boot dryer provides exceptional convenience for organizing gear. As a Solitude owner, enjoy exclusive access to the Solitude Day Lodge amenities, including a heated indoor/outdoor pool, hot tub, sauna, fitness center, and on-site dining—everything you need for the ultimate mountain lifestyle. Nothing compares to slopeside at Okemo—come experience it for yourself.
Location, Location, Ski Access! Experience the best of mountain living in this spacious three-level end-unit townhome offering exceptional ski access and room for family and friends. Beautifully updated and move-in ready, this home features a newly remodeled kitchen with stainless steel appliances, granite countertops, updated bathrooms, and fresh paint throughout. With three bedrooms, a sleeping loft, and two-and-a-half baths, there's plenty of space to accommodate everyone. Wake up to breathtaking sunrises and long-range mountain views before heading out for a day on the slopes. Located just approximately 200 yards from the Sachem Ski Trail, you'll enjoy convenient ski access directly to the Sunburst Six chairlift, allowing you to start your ski day from the summit. Families will appreciate that beginner skiers and children can easily follow Sachem Trail to the base area for ski lessons and all resort amenities. As an end unit, this home offers added privacy with only one shared wall and no neighbors above or below. Ample parking, along with an easy walk to the tennis courts and the new outdoor swimming pool, makes this an ideal four-season retreat. An exciting bonus for the new owners: brand-new decks are currently being installed, providing a beautiful outdoor living space to enjoy for years to come. Whether you're looking for a ski getaway, a year-round mountain home, or an investment property, this is an exceptional opportunity and an outstanding value that shouldn't be missed.
Winterplace on Okemo Mountain. This is a must see condominium at an unbeatable location on Okemo. Located at the top of the A & B quad which brings you directly to the Sunburst Six summit chairlift. Natural light fills the bright living space with an open floor plan for the living room, kitchen, and dining area. There is plenty of space for family and friends to gather. A few key features include easy and convenient trail access, many amenities including indoor pool and hot tubs, tennis court, access to BBQ grills and picnic area, dog friendly complex for your furry friends. Conveniently located across from the pool house, picnic area, and tennis courts. Proven rental history with the current owner. Visit the Okemo real estate community today. Taxes are based on current town assessment.
Four bedroom plus loft end unit just steps from the trail. Updated eat-in kitchen with wood cabinetry, farmer's sink, stainless steel appliances, tile backsplash, laminate floors, and quartz countertops. Sunken living room with exposed beam wood ceiling with fireplace leading out to an updated deck with long distance seasonal views, and updated half bath. A separate family room with fireplace and wet bar on the ground level offers additional entertainment space and includes an updated bath. Four bedrooms, including an ensuite primary bedroom with 3/4 bath which includes a large glass enclosed shower and updated fixtures. Two of the bedrooms lead out to an updated deck, offering seasonal easterly views. A large loft area with vaulted wood ceiling occupies the entire top floor, offering additional overflow space. Air locked entry area with ski closet offers convenient access leading to and returning from the slopes.
Welcome home to Trailside 15C on Okemo. Fully renovated and sold turn-key furnished, this 3-bedroom, 3-bath Trailside condominium is designed for effortless mountain living. The well-thought-out floor plan maximizes space and comfort, featuring a sun-filled main level with vaulted ceilings, exposed beams, and an open-concept kitchen, living, and dining area that captures a classic Vermont vibe. The spacious mudroom provides practical storage for all of your gear, while the deck extends your living space outdoors. Upstairs, retreat to a private primary en suite sanctuary. The lower level offers two additional bedrooms and a full bath, ideal for guests and family. A dedicated outdoor ski closet adds convenience after a day on the slopes. Enjoy Trailside’s amenities, including an in-ground pool and tennis courts, plus easy access to the Sachem Trail for winter skiing and summer hikes. This is four-season Okemo living at its best. Visit the Okemo real estate community today. Taxes are based on town assessment.
Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy from the road with an emphasis on light and views to the south. Enter the oversized one-car garage with tremendous storage space for your skis, bikes, fishing poles, and more. Warm up by the inviting wood-burning fireplace after a day on the slopes or gather with friends and family in the open-concept living and dining area. With four generously sized bedrooms and ample bathrooms, there's room for everyone to spread out and unwind. Three of the bedrooms and two baths occupy the top floor, along with an office off the primary bedroom. The lower level features a large game room along with a bedroom and full bath. There is also extra sewer capacity for future expansion possibilities. The front lawn is level and features a stone retaining wall, perennials, and ample room for entertaining. Located near Ludlow village, you are close to excellent dining, shopping, and all the amenities this vibrant mountain town has to offer. Whether you are looking for a vacation getaway or a full-time residence, this home offers the quintessential Vermont lifestyle in an unbeatable location. Visit the Okemo real estate community today. Taxes are based on town assessment.
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 The Castle Hill Resort and Spa where you'll find this beautiful three bedroom, three and a half bath, condominium with loft and bonus room. The kitchen with custom cherry cabinetry, granite counters and stainless steel appliances that will satisfy any chef's needs is open to the living, dining area. Which have soaring cathedral ceilings and a wall of windows flooding in the natural light. A french door leading to the spacious deck so you can take in the Vermont fresh air is private with wooded views. Enjoy the flames of the gas fireplace in the living room after a long day on the slopes. The condo has been tastefully decorated and the furnishings are included. The spacious primary suite is fit for any king or queen, with a two person jetted tub, custom tiled separate shower with seat the complete the primary bath. The second bedroom en-suite, has it's own sitting room that can be locked out and rented separately. Upstairs to the bunk room, 3/4 bath, loft area and bonus room are a great space for guests or the kids. The amenities at the Castle include the Aveda Spa, workout facility with Life Fitness machines, free weights and a cardio room, inground heated year round salt pool, hot tub, tennis and pickle ball courts. Massage, manicures and pedicures are offered for a fee. Enjoy the culinary delight of Chef Fonz who is on premise at the Castle Restaurant and Inn, providing meals fit for any King and Queen! Choose this condo as your Vermont retreat and be treated like royalty at the Castle Hill Resort and Spa!
Exceptional private country home offering more than 10 acres! This home offers the perfect blend of rustic charm and modern convenience. Large two story barn will make good work shop, toy storage OR bring it back to additional living quarters! Exposed beams, sunlit rooms, large spaces and a woodstove are only a few of the stunning features you will find here. Surrounded by picturesque stone walls with babbling brook trickling by and large luscious yard, this home will not disappoint. You will be captivated by the character-rich exposed beams, warm wood accents and inviting living spaces like the light-filled sunroom. The kitchen boasts granite countertop, gourmet pot rack, abundant cabinetry, ample workspace and beautiful stainless appliances making it ideal for both everyday living and entertaining. Two large bedrooms complete the main level one with large walk in closet and the other with 3/4 bath ensuite. The loft overlooks the cozy living room and has been a great space to work from home with amazingly fast fiber optic already in place. On the lower level you will find large open finished space with another 3/4 bath and easy walk out access to the yard. There is no shortage of storage space with plenty of closets, nooks and attached garage. The private setting might just be your favorite quality that this home offers. Privately set down the prettiest driveway and surrounded by woods and gardens and yet only 8 minutes to Weston for the playhouse, the Vermont Country Store, only 10 minutes to skiing at Okemo/Vail resort and within 30 minutes to Rutland which offers the airport, shopping, restaurants and the hospital. A true country retreat yet super close to all that Southern Vermont has to offer. Mount Holly is an incredible community with the newly restored and reopened Belmont General Store, tons of activities all year round and two lakes.
Opportunity on Okemo! Walk to the Sachem Trail from this ideally located mountain home offering three bedrooms, two-and-a-half baths, and four 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 home’s 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.
This light-filled contemporary home offers end-of-road peace and quiet privacy yet within walking distance to Ludlow Village shops and restaurants. Enjoy Okemo Mountain views from the great room with vaulted ceilings, cherrywood floors, a floor-to-ceiling brick chimney with wood stove, and walls of glass open to the spacious outside deck. The kitchen offers a granite island with seating that flows into the dining room making it ideal for entertaining. The main-level primary suite provides easy one-level living, while the upper level includes two additional bedrooms, a bath, and a bright loft-style family room with mountain vistas. The lower level includes an attached garage, laundry area and bonus space. Envision yourself having morning coffee on the deck, gathering around the fire after a day of skiing and enough separate space for family and guests to spread out. Quality construction throughout, this home is perfect for those seeking an easy keeper!
Trailside Village on Okemo, Unit 9C, is a meticulously maintained three-bedroom plus loft, two-bath condominium with direct ski access to the Sachem Trail. Beautifully updated throughout, the home features a renovated kitchen and bathrooms, custom wood trim, solid wood interior doors, and a warm blend of hickory hardwood flooring, tile, and plush carpeting. Thoughtful upgrades include enhanced lighting, newer appliances, and a recently installed washer and dryer. The spacious lower-level family room provides the perfect gathering space after a day on the slopes. Step outside through the sliding doors to a future outdoor retreat, where association-approved plans for a 9' x 9' deck or patio are already in place. With exterior wiring and a water spigot already installed, the space is ready for your dream hot tub. Designed for year-round comfort, the home features a Mitsubishi three-zone heat pump with WiFi controls, providing efficient heating and cooling for every season. Offered fully furnished, this turnkey property is ready for immediate enjoyment, whether you're looking for a personal mountain getaway, a full-time residence, or an investment opportunity. Visit the Okemo real estate community today. Taxes are based on the current Town of Ludlow assessment.
Welcome to your Vermont escape at 306 Hedgehog Hill Road in Mount Holly. Built for four-season enjoyment, this home offers flexible living spaces, generous room for guests, and sweeping long-range mountain views. Enter through the heated, under-home garage into a finished lower level ideal for mountain life. You’ll find excellent space for gear, a roomy mudroom, and a large den or game room perfect for après-ski relaxing. The garage has plenty of room for snowmobiles and toys, and this location offers convenient access to the VAST trail network. Upstairs, the main level features an open floor plan with cathedral ceilings, expansive windows, and stunning views. A propane fireplace creates a cozy gathering space, while a bedroom and full bath provide easy one-level living. A beautifully designed addition wrapped in rich cherry wood adds warmth and character. Enjoy custom cabinetry, a wet bar, a comfortable living area with a gas-fired stove, and more cathedral ceilings with continued long-range mountain views. The ensuite bedroom, full bath, and loft—ideal for a home office, private primary quarters, or make this space perfect for guests or multi-generational use. The addition connects seamlessly to the main house and also offers a private entrance from the deck. The upper level of the main home includes two more bedrooms and a shared full bath. Outside, a sprawling yard sets the stage for lawn games, gatherings, and lasting memories. Located just minutes from Okemo Mountain Resort, downtown Ludlow, and the village of Belmont, this property is a fantastic option for a ski retreat, snowmobile base, or year-round getaway. Visit the Okemo real estate community today. Taxes are based on town assessment.
This is a neat spot. Close enough to the village that you can walk to shops and restaurants but just far enough out that you enjoy the peace and quiet of a dead-end road. The house sits up from the road which means that you get to enjoy some views of Okemo. If you would rather not drive up to the mountain, you can walk to the end of the street and hop on Okemo's shuttle. Built in 1993, this home offers living space on three levels. You walk into a small mudroom where you can leave your coats and boots. Then, into the large family room with space for TV, games or exercise all of which gets to take in the view. Also on this level, there is a bonus room...work from home, no problem! The full bath rounds out the lower level. Up a flight to the kitchen which is open to the large living room with brick fireplace and sliders to the wrap around deck. Two bedrooms and another full bath on this level. Up again to the primary bedroom where you would enjoy sliders, a small balcony and a view of the mountain as soon as you open your eyes in the morning. Very large bath with stall shower for the primary bedroom. There is an oversized two car garage. There are several updates in the past couple of years...new siding, sliders, roof and deck. Come have a look to see if this is what you have been waiting for!
Located in the heart of Jackson Gore at Okemo Mountain Resort, Adams House 717/719 Q1–4 presents a rare opportunity to own 100% interest in a traditionally quarter-share residence—all four quarters conveyed together, offering full ownership with excellent rental flexibility. This turn-key, ski-on/ski-off residence is being sold fully furnished, allowing a new owner to step right into the winter season with no setup required. The one-bedroom layout features two full bathrooms and lockout capability, allowing the home to function as one larger unit or two separate accommodations. The main living space includes a full kitchen with an open living/dining area, fireplace, sleeper sofa, and a murphy bed. The lockout bedroom offers two queen beds and a full bath, creating a flexible configuration that can sleep up to eight guests when used as a single unit. The lockout design also enhances rental versatility and income potential. Enjoy full access to Jackson Gore’s exceptional amenities, including 4 personal ski lockers, heated garage, heated indoor/outdoor pool and hot tubs, and The Spring House, which offers an indoor pool, hot tub, fitness center, and sauna. Jackson Gore is located near our lakes region as well as many award-winning golf courses, making this a true four-season destination. A unique opportunity to secure full ownership in one of Okemo’s most desirable slope-side locations, offered fully furnished and ready for immediate winter enjoyment. ROFR applies.
The historic Masonic Temple building is located in the heart of Ludlow Village at the corner of Depot Street and Pleasant Street. This top-floor condo with vaulted ceilings offers the perfect blend of in-town convenience and year-round Vermont adventure. Just steps from local shops, restaurants, and everyday amenities, you’ll love the ease of village living while being only minutes from Okemo Mountain Resort. Unit #3 is a spacious four-bedroom, three-bathroom residence situated on the top floor, offering ample room for gathering with family and friends. The thoughtful layout and renovated kitchen provide both comfort and privacy, making it ideal as a primary residence, vacation getaway, or investment opportunity. This four-unit building also features a shared basement common area, perfect for relaxing or socializing after a day of outdoor activities. Whether you're hitting the slopes, exploring nearby golf courses, enjoying the lakes region, or taking advantage of hiking and biking trails, this location puts you at the center of it all. Experience the charm of village living with unbeatable access to everything Ludlow has to offer, including ski shuttle access across the street! This is your opportunity to own a piece of Vermont in one of its most desirable four-season destinations. Visit the Okemo real estate community today. Taxes are based on the town assessment.
Perfectly positioned for four-season enjoyment, this three-bedroom, two-bath single-family home in Mount Holly, Vermont offers an exceptional blend of location, comfort, and versatility. Just minutes from Jackson Gore at Okemo Mountain and the region’s lakes, the property places you at the heart of Vermont’s best winter and summer recreation, from skiing and riding to snowshoeing, snowmobiling, boating, and hiking. Located at the end of a quiet cul-de-sac, the home is part of a peaceful Mount Holly community ideal for morning strolls and dog walking. Inside, the layout provides comfortable living space for family and guests, while a proven rental history adds appeal for those seeking income potential. A newer septic system offers added peace of mind for future owners. In the warmer months, the spacious wrap-around deck becomes an extension of the living space—perfect for entertaining, grilling, or simply relaxing after a day on the mountain or at the lake. Whether you’re searching for a primary residence, a Vermont getaway, or an investment property, this Mount Holly home delivers on the essentials: location, lifestyle, and year-round enjoyment. Visit the Okemo real estate community today. Taxes are based on current town assessment.

© 2026 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.