Properties Near 106 Upper Loop Ludlow, VT

Winterplace on Okemo Mountain – A One-of-a-Kind Opportunity! Discover the ultimate mountain retreat at Winterplace, one of Okemo's most sought-after condominium complexes. This exceptional top-floor, 3-bedroom plus loft condominium has been beautifully remodeled, blending modern comfort with classic alpine charm. The expanded loft has been transformed into a spacious second living area, perfect for relaxing or entertaining. Flooded with natural sunlight, this bright and airy condo feels like home from the moment you enter. With prime access to the Mountain Road ski trail, hitting the slopes has never been easier. Plus, Winterplace offers unbeatable amenities, including an indoor pool, hot tubs, tennis courts, a picnic area, and a basketball hoop—all within the complex. Need even more space? There's potential to expand with an additional room off the loft area. Do not let this rare gem slip away—make this your dream mountain getaway today! Visit the Okemo real estate community today. Taxes are based on current town assessment.

Entertain in Style in this VERY spacious home on 3.52 acres of paradise. Make memories and invite all of your friends and family to this tasteful home with room for everyone and more. Large living room, with wood burning stone fireplace, lovely views and a slider to the wrap around expanded deck. Inviting custom country kitchen with island and granite countertops along with 2 bedrooms and a full bath to complete the main level. Head upstairs to another bath, relaxing den, bedroom and bonus room. The finished basement has a 2nd wood burning fireplace with 2 more bonus rooms, full bath and utility room, all with access to the beautiful open acreage. There is an attached 2 car garage with space for the snowmobiles that will take you right around the corner to the trails. Private location that you can access after a day of skiing/boarding without going into the town, no need to wait in traffic at the end of your day on the slopes!

Outstanding 4 bedroom townhome in the Okemo Trailside community. Abutting state forest lands and overlooking the Okemo Valley and the mountain ranges beyond. Completely renovated and customized. Flagstone entry leads to a large knotty pine accented mudroom designed with separate lockers and cubbies to accommodate 13 skiers. Open living area centered by a magnificent woodburning fireplace with raised hearth and cosmetic stone. Kitchen with breakfast bar includes custom cabinetry, stone countertops, and stainless steel appliances including two stoves, two dishwashers, and brand new refrigerator. Dining and living areas with custom bar area including wine refrigerator, and surrounded by windows offering a myriad of natural light. An oversized wrap around deck offers spectacular views to the east and to the south. In addition to a hot tub that offers perfect star gazing opportunities, the deck's generous size also offers additional space for dining and entertaining. The primary bedroom is privately located on the top floor and includes redesigned bathroom space including an oversized shower with waterfall spout, a skylit infinity tub, and custom tile work. A privacy balcony off the bedroom offers lovely long distance views. Three additional bedrooms with updated bath and sauna allows family and friends to enjoy this very special ski condo. Other upgrades include exterior ski closets, extra hot water heater, updated windows and sliders, professional landscaping, and central vac.

Engaging and Inviting! The sweeping exterior arches are mirrored by the sweeping interior arches. This warm home exudes subtle elegance in every room with an abundance of natural light streaming in from its southern exposure. Exquisitely maintained by the owner of 33 years, every beam and board has been given personal TLC during the years of extensive renovations. Enjoy the expansive views from the sun room inside or of the elevated deck outside. As the "envy" of Ludlow Village and in the foothills of Okemo Mountain Resort, this home offers the advantages of village location (municipal water/sewer) and village convenience: proximity to shops and fine dining, minutes to world-class skiing and golf as well as access to the many the nearby lakes..."country living" at its best... with mountain views, wonderful landscaping and gardens, and a magnificent patio to relax with family and friends in the hot tub or by the gas fire pit. Oh, AND the walkways are heated from the house to both the garage and the hot tub....what more could you ask! How about the "EV ready" oversized 2-car garage with a 15' x 25' x 8' area on the upper level to create your own custom"bonus" room...and the list goes on (see attached list of impressive home improvements)...come and visit us! In the interim, please visit the "unbranded video tour" for a remote winter showing!!! Thanks.

Discover one of Ludlow Village’s true gems—now beautifully reimagined into a stunning 4-bedroom, 4.5-bathroom residence that perfectly balances classic charm with modern luxury. Whether you’re searching for a primary home, vacation retreat, or an investment opportunity, this timeless property offers it all. Step inside to an inviting open-concept living space, with soaring ceilings and abundant natural light. The main level features a spacious primary ensuite, large mudroom/entry, living room, dining room, and a gourmet kitchen built for entertaining. Outfitted with two dishwashers, a wine fridge, and generous prep space, this kitchen is ready to bring friends and family together. Upstairs, three additional bedrooms provide comfortable accommodations, and two additional bathrooms. The third level offers a versatile bonus space—perfect for a media room, home office, or den—complete with another ¾ bathroom. Outdoor living is just as impressive, featuring a charming covered front porch, a welcoming side entry porch, and a private patio designed for relaxation and gatherings. Whether you're cozying up by the fire pit, hosting a meal, or playing a round of cornhole, this space is made for making memories. With ample parking, a detached two-car garage for extra storage, and a prime location just steps from Ludlow’s shops, restaurants, and entertainment, this home offers unmatched convenience. Plus easy access to Okemo Shuttle! Taxes are based on current town assessment.

Are your favorite things skiing, views, sunshine, family time, gathering with friends, or enjoying a cozy fire? If so, this "Treehouse" could be your perfect retreat. Located in the desirable West Village area, this home offers deeded ski access to Okemo's Sachem Trail—just carry your skis to the end of the loop and hit the trail. After a morning on the slopes, ski back for lunch and enjoy a short, easy walk home. With a prime location and breathtaking sunrise views, this property is ideal for creating lasting memories. Crossing the private footbridge to the house, you’ll enter a mudroom with ample storage space for ski gear. From there, stairs lead up to the main living area or down to additional spaces. The upper level features a bright, open layout with a cozy fireplace, kitchen, and dining area that flows onto a deck, perfect for grilling and soaking in the view. A playful loft adds extra character. The middle level offers two comfortable bedrooms and two full bathrooms, while the lower level has a spacious common room for games, movies, or guests, along with a third bedroom. Recent upgrades include an efficient Bosch boiler, updated appliances, a new well pump and water line, and connection to town sewer with a 4-bedroom allocation.

Trailside Village 39A on Okemo Mountain - Welcome to this stunning mountain condo, perfectly nestled in a serene and picturesque location on the demand shuttle route. Offering breathtaking panoramic views of the surrounding mountains, this property is the ultimate retreat. The home boasts a spacious, open floor plan that seamlessly blends the living, dining, and kitchen areas, making it ideal for entertaining. The updated kitchen features sleek granite countertops and modern appliances, creating an inviting space for cooking and gathering with family and friends. With 4 generously sized bedrooms and 2.5 luxurious bathrooms, there's plenty of room for everyone to enjoy their own private space. The wrap-around deck provides an exceptional vantage point to soak in the stunning views, while the hot tub offers the perfect place to unwind and enjoy the natural beauty that surrounds you. For additional relaxation, indulge in the private sauna. Visit the Okemo Valley real estate community today. Taxes based on current town assessments.

This stunning contemporary offers breathtaking views of Okemo Mountain and boasts luxurious features throughout. Imagine relaxing in the hot tub on the wrap around deck while soaking in the scenery! The covered porch was completed in November, 2024 with a barn door slider for storage, which adds an extra touch of convenience. It will be painted, when weather permits. As you enter the home through the mudroom, you take in the wall of windows allowing natural light to open to the living spaces, and cathedral ceilings that create an airy feel, making this home a true retreat. The main level features a primary suite equipped with a steam shower adorned with lights and music, providing an extraordinary spa-like experience. The upper level has 2 additional bedrooms, a bonus room and a modern bath, making it perfect for families or guests. Additionally, the large lower-level den contains a recreation room, ideal for entertaining or unwinding. Beautiful new carpeting and fresh paint were added in the fall of 2024, ensuring a fresh and welcoming atmosphere. Situated at the end of a cul de sac, this property enjoys a private, peaceful setting high above the Jewell Brook.

Trailside Village on Okemo, Trailside 30B. Escape to your dream mountain getaway with this stunning 3-bedroom, 2.5-bathroom condo, nestled in the heart of the picturesque mountains. The open-concept living and dining area provides ample room for relaxation and entertainment. Large windows flood the space with natural light, offering breathtaking views. The kitchen offers a large counter space and a breakfast bar, perfect for a morning coffee. The primary suite is complete with an ensuite bathroom and a large walk-in closet. The lower level has a full bathroom, a laundry room with storage, a sauna, and two additional bedrooms, providing plenty of space for family and guests. From the living room, step outside onto the private balcony and enjoy the hot tub while looking out to the mountain views. The condo is a short walk to the Sachem Ski Trail and a chairlift to access the whole mountain. The condo complex offers a seasonal pool, a gated community with permit access only, nearby hiking trails, lakes, and other outdoor activities, making it the perfect home for year-round adventures. Visit the Okemo real estate community today. Taxes are based on current town assessments.

Ledgewood On Okemo! Unit D4. This nicely updated 3 bedroom/2 bath condominium is conveniently located directly on the ski trail and on ground level so you can ski to your door! From your car, walk into a warm foyer that leads to your front door, which opens up into the mudroom and kitchen area. The kitchen has been tastefully updated with stainless appliances, tile backsplash and flooring, along with granite countertops. Enjoy a meal at the breakfast bar or sit at the dining table that looks into the living room and out onto the ski trail. Sip a cocktail in the trailside hot tub located just off the living room area or in front of the custom stone fireplace. The main bedroom suite offers a large en suite bathroom and the guest wing is on the end of the building, adding extra windows bringing in lovely natural light. Come see this ski on/off condo today. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Prime location, ski-on, ski-off with direct access to Sachem trail, with just a few steps from your door and you'll be on the slopes! This is a bright and sunny condo with 3 bedrooms, 2 1/2 bathrooms and a loft. There is a cathedral ceiling in the living/dining area with a wood burning fireplace and a deck with long distance view. Some recent updates include kitchen appliances and countertops. Enjoy this end unit with 3 levels of living space with no one living above or below you. Just minutes away from the Fox Run Golf course, a championship 18 hole course. This Okemo Trailside community has a heated swimming pool and 2 tennis courts for your summertime fun. some guest comments include "could not beat the location for a ski weekend.we were just steps to Sachem trail. it easily accomodated 2 families ", and " just cant beat skiing home for a quick lunch and hoping right back on the trails!" See more in the documents attached. NEW OUT SIDE STAIRCASE INSTALLED -

Discover a rare opportunity to own two unique homes on 16.5 wooded acres in Mount Holly - just 10 minutes from Okemo Mountain Resort. The main house, set on 10.4 private acres, features 3 bedrooms and 2 full bathrooms. It exudes rustic charm with natural wood interiors, exposed beams, and an open stone fireplace. The kitchen features granite countertops, and the open living space leads to a large deck, perfect for enjoying Vermont’s beauty. A new heat pump forced hot air system ensures modern efficiency, while the home’s fully furnished, turnkey setup allows for an effortless move-in experience. But there’s more! A beautiful, newly finished guesthouse. Once a garage, now a thoughtfully designed modern living space, this 1-bedroom, 2-bathroom home sits on a separate 6.1 acre lot. The ground floor features a spacious living area, bedroom, and full bathroom, while the upstairs includes a kitchen, dining area, ¾ bathroom and family room, which leads to the large raised deck. With an unfurnished interior, it’s a blank canvas ready for your vision. Live in one home and rent the other, create a private guest retreat, or enjoy both properties as your own Vermont sanctuary. With 16.5 acres of serene forest, easy access to skiing, and the tranquility of Mount Holly, this is a unique offering you won’t want to miss. This property is also being offered two other ways: Please refer to (MLS #5032449) & (MLS #5032250).

This is the best of both worlds...convenient location and privacy all at the same time. This home is in absolutely perfect condition. Just 2 years old, there will be no headaches for the next owner. Three levels of living space for you to enjoy. The wall of windows brings the outside in. The woods surrounding the house give you solitude, but there are glimpses of the Okemo ski trails through the trees. The lower level offers a walkout entrance, a huge family room, and a bonus room. There is a full bath, laundry room and locked storage closet on this level. The main level has a huge mudroom and a beautiful light-filled living area. The open floorplan means no one misses anything while they are in the kitchen, and everyone can enjoy the fireplace. There are two bedrooms and a full bath on this level. Upstairs there is a large loft sitting area that would be a great spot if you wanted to work from home. The primary bedroom and bath adjoin the loft space. This home is modern, cheerful and full of light. It is offered fully furnished and ready to go. Snowmobilers will enjoy the fact that the VAST trail run by Highland Views so you can ride right from home. Shaw's is 2.3 miles, Okemo base lodge 3 miles, Fox Run Golf 3.7 miles and the lakes are 7 miles. No matter what your interests, you can do it from here....hike, bike, golf, paddle and more. Come see for yourself.

Sitting atop the Okemo Trailside community just below the Catnap ski trail and abutting the Okemo State Forest. Three bedroom plus family room townhome offering magnificent panoramic mountain views to the east. Large and well equipped kitchen with vaulted ceiling and breakfast bar. Open dining and living areas centered by a woodburning fireplace with cathedral ceilings leading out to a large covered deck. Private owners suite with skylit whirlpool tub. Two guest bedrooms with full bath and sauna. Separate family room. Two private ski lockers. On demand shuttle service to the Sachem ski trail. Summer amenities include swimming pool and tennis courts. Hiking right outside your door. Wonderful year round retreat.