Properties Near 133 Okemo Trailside Extension Ludlow, VT

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Experience the Best of Country Living on North Hill Located just 1.9 miles from Okemo, this charming 5-bedroom contemporary home offers the perfect balance of privacy and convenience. Whether you're hitting the slopes in winter or teeing off in summer, world-class skiing and golf are just moments away. Plus, Main Street's pubs, pizza parlors, fine dining, and unique shops are all within easy reach. Tastefully decorated throughout, this spacious home is perfect for relaxation and entertaining. The expansive wraparound deck features a BBQ area, and yes, there is a relaxing outdoor hot tub with great views of a classic Vermont barn nestled in the neighboring meadow. Sleeping arrangements are ideal for families or groups, three of the five bedrooms feature cozy queen-sized beds, while the lower-level rooms offer bunk beds that sleep up to four. The upper-level bunks are singles, and the lower-level bunks are full-sized beds, each with a pull-out trundle. The main living area boasts a grand stone fireplace, virtually floor-to-ceiling windows, a wide-screen TV, and sliding doors leading to the deck with the hot tub. The gourmet kitchen features granite counters, stainless steel appliances, and open views to the dining and living areas. Downstairs, kids will love the spacious rec room and bunk rooms. A convenient mudroom area for gear completes the home. Come make memories in the heart of our beloved town and mountain! Seller/Owner is a licensed Real Estate Agent.
From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this spacious home is ideal for hosting friends and family in every season. The oversized primary suite features a luxurious bath and dressing area. Warm oak and maple flooring run throughout, complemented by soaring vaulted ceilings above the fireplace and custom woodwork. The heated garage will the vehicles toasty, ready to head out with no effort of cleaning off the car on a powder day. Step outside to a brand new spacious deck where a sunken hot tub invites you to unwind under the stars, while the expansive deck and yard offers plenty of room for barbecues, lawn games, and entertaining. A rare find this close to the slopes—whether you're seeking a full-time escape or the perfect vacation base, this home fits the bill.
Tucked away on a quiet dead-end dirt road off West Hill and only minutes to Okemo’s base lodge. This beautiful log cabin home on Okemo Mountain offers the perfect blend of rustic character and modern living. With 3 bedrooms, 3 bathrooms, and an open-concept layout, this is the Vermont retreat you've been waiting for. Step inside to a warm and inviting living room with vaulted ceilings, exposed beams, and a striking stone wood-burning fireplace—ideal for cozy evenings after a day on the slopes. The open floor plan connects the kitchen and dining area, making it perfect for entertaining friends and family. Downstairs, the walkout basement adds incredible living space with a spacious game room, a bonus room, a full bathroom, and ample storage—perfect for ski gear. Step out to the covered back porch and take in breathtaking views of Mount Ascutney while you sip your morning coffee. In the backyard, unwind in your private hot tub surrounded by peaceful woods and starry skies. A detached two-bay garage provides room for all your toys and more, with generous storage. Whether you’re looking for a year-round residence, ski house, or investment property, this gem combines privacy, comfort, and mountain charm—all just minutes from the slopes and V.A.ST. System. Don’t miss this rare opportunity to own a slice of Vermont paradise on Okemo! Visit the Okemo real estate community today. Taxes are based on town assessment.
Beautifully Updated Okemo Trailside Townhome. This tri-level end unit has the feel of being in a country home surrounded by lush trees, however it is on the private shuttle route or a short walk to the trail. You enter the enlarged and spacious mudroom, then into the open kitchen/living/dining rooms with sliders to the wrap around deck. The wood burning fireplace warms this floor for a ski lodge ambiance, along with vaulted ceiling. A 1/2 bath completes the main level. The upper level is a private primary suite including a small balcony and a fully remodeled bath (with tub and separate shower), along with 2 vanities. The lowest level has 3 additional bedrooms, a full bath and a laundry room all in pristine condition. Bring your gear, your family and your friends, hop on the shuttle (available daily throughout the winter season) or walk to the Sachem Trail...there is room for everyone in this beautiful ski home! (Furnace is new and there are 2 A/C heat pumps in the property).
Excellent value priced to sell - 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 Front porch and drainage around building being done this summer.
Charming Country Retreat in Ludlow – Minutes from Okemo Mountain Don’t miss this rare opportunity to enjoy the peace of country living in the heart of Ludlow, a quintessential Vermont ski town and home to Okemo Mountain Resort. This meticulously maintained home has been lovingly cared for by the same owner for over 30 years. Designed for easy living, this move-in-ready property features high-quality, low-maintenance materials including cement composite clapboard siding, Trex decking, and a standing seam metal roof—ideal for those who prefer play over projects. Enjoy the spacious, sun-filled interior with an updated kitchen, open floor plan, expansive windows, and a cozy wood-burning fireplace—perfect for entertaining year-round. With three levels of living space, there’s room for everyone, plus added flexibility.The finished walkout basement offers potential as a separate living area—an excellent opportunity for rental income or guest accommodations. An oversized two-car garage and a separate shed provide ample storage for gear, tools, and toys.Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers comfort, convenience, and Vermont charm in every season.
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.
Discover a rare opportunity to own two unique homes on 16.5 acres in Mount Holly - just 10 minutes from Okemo Mountain Resort. The lot is mostly wooded, but also features open meadows and a tranquil stream that crosses it. The main house offers 3 bedrooms and 2 full bathrooms. It exudes rustic charm with natural wood interiors, exposed beams, and an open stone fireplace. The kitchen includes beautiful 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 modern living space, featuring 1-bedroom, 2-bathroom and plenty of versitile open living space. The ground floor includes a spacious living area, bedroom, and full bathroom, while the upstairs features 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.
Village Charmer - Experience the allure of village living in the heart of Ludlow with this recently renovated 6-bedroom, 4-bathroom residence. Ideal for your comfort and convenience, the property is within walking distance of Ludlow's shopping and dining amenities and just a short drive (a few minutes) to the base of Okemo. Boasting not one, but two mudrooms, it provides ample space for all your outdoor gear. Step into the expansive open-concept kitchen/dining room, offering a welcoming atmosphere. This home presents various living space options, including a sizable game room with a wet bar. Ascend to the upper level to discover a spacious entertainment/living room with an additional loft space above. Embrace the charm of village living with this well-appointed property. Visit the Okemo real estate community today! Taxes are based on current town assessment.
Motivated sellers...Don't miss out!! 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....ski, hike, bike, golf, paddle, snowmobile and more. Come see for yourself.
Winterplace at Okemo, discover the perfect blend of mountain luxury and year-round adventure. Winterplace N203 is a beautifully renovated three-bedroom, two-bathroom residence nestled in one of the most desirable locations at Okemo Mountain Resort. This ski-in, ski-out home offers a spacious and stylish interior, thoughtfully designed for comfort after a day on the slopes. Step into the warm, inviting living area where a cozy fireplace creates the perfect setting to unwind with family and friends. The recent renovations bring a modern touch to this classic mountain retreat, making it move-in ready as your ideal ski home or all-season getaway. At Winterplace, you're not just purchasing a home—you’re gaining access to top-tier amenities, including indoor hot tubs, a heated pool, and tennis courts. And when the snow melts, the adventure continues. The Okemo Valley offers year-round recreation, from mountain biking, hiking, and lake activities to a semi-private 18-hole golf course, and lakes just a short drive away. Whether you're seeking a serene weekend escape or a vibrant base for every season, Winterplace N203 is a rare opportunity to own in one of Vermont’s most sought-after resort communities. Make it yours and start living the mountain lifestyle today. Visit the Okemo real estate community today. Taxes are based on current town assessment.
Winterplace on Okemo. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo, ideally situated in the highly coveted Winterplace community on Okemo Mountain. This exceptional home offers unparalleled convenience for ski enthusiasts, boasting easy access to Okemo's main base and the summit, all within a short walk to the nearby ski trail. Step inside to discover a spacious open-concept design that seamlessly blends the living, dining, and kitchen areas. The inviting living room, complete with a cozy wood-burning fireplace, sets the perfect ambiance for relaxation. The well-appointed kitchen features a convenient breakfast bar, perfect for casual meals. With three comfortable bedrooms and two full bathrooms, this condo provides ample space for entertaining guests or unwinding after an exhilarating day on the slopes. Beyond the comforts of the interior, this nicely positioned middle-floor home offers immediate access to Winterplace's impressive array of amenities. Just a short stroll away, you'll find an indoor pool, soothing hot tubs, a communal fire pit, a BBQ area, and exterior tennis courts, ensuring a perfect year-round mountain retreat for all seasons. Visit the Okemo real estate community today. Taxes are based on current town assessment. Right of First Refusal.
Enjoy effortless escapes in this inviting 3-bedroom, 2-bathroom slopeside condo at Winterplace. Located on the ground floor with southern exposure, this unit boasts abundant natural light and stunning winter views. You will love the ski-in/ski-out convenience for hassle-free winter adventures. The spacious living area is perfect for cozy evenings by the fire after a long day on the slopes. Enjoy the gourmet kitchen with stainless steel appliances, granite countertops, and elegant cherry cabinets. Relax in the spa-like bathrooms, which also feature cherry vanities and granite countertops. The convenient mudroom is equipped with ski racks, bench and cubbies for easy gear storage. Winterplace has wonderful amenities with an indoor pool, hot tub, and locker rooms. In warmer months, enjoy the tennis courts, a barbeque area and basketball hoop.
Solitude Village on Okemo Mountain! Discover your perfect mountain retreat in this stunning first-floor condo located in the highly sought-after Solitude Village at Okemo. This two-bedroom, two-and-a-half-bath gem is designed for year-round enjoyment and effortless relaxation. Step inside to find a thoughtful layout, complete with built-in cubbies in the entryway—ideal for storing gear after a day on the slopes. The open-concept living and dining area, anchored by a cozy wood-burning fireplace, provides the perfect space to unwind or gather with friends and family. The kitchen's convenient layout makes meal preparation a breeze. Ski-in/ski-out access to the Promenade trail means you can hit the slopes with ease, and the views from your private deck offer a breathtaking backdrop year-round. When you're not on the mountain, take advantage of Solitude Village’s exceptional amenities, including the heated indoor/outdoor pool, hot tub, sauna, and fitness room. A short stroll brings you to the Solitude Day Lodge, home to a seasonal restaurant, known for its delicious lunches. Just a quick drive away, you’ll find everything else Okemo has to offer, from the Base area to Jackson Gore. Whether you’re seeking adventure or relaxation, Unit H-102 is your gateway to the best of mountain living. Do not miss this opportunity to own your slice of paradise at Okemo! Visit the Okemo real estate community today. Taxes are based on current town assessment.
Welcome to your dream mountain getaway! This 4-bedroom townhouse, nestled on Okemo Mountain, boasts mountain views and offers the perfect blend of comfort and adventure. Enjoy the convenience of a private shuttle service to the Sachem ski trail, ensuring you're never far from the slopes. Recent updates include an energy-efficient furnace, new windows and sliders, and carpeting throughout .With three levels of living space and the privacy of having no neighbors above or below, you can unwind in peace. Step outside onto your deck to relax in the hot tub while soaking in the picturesque mountain views. Parking is a breeze with easy access right at your doorstep. Plus, during the warmer months, take full advantage of the community's inground swimming pool and tennis courts. Your perfect four-season retreat awaits—make it yours today!
Discover the perfect balance of comfort, convenience, and stunning valley views in this beautifully appointed 2-bedroom, 3-bathroom residence located in the sought-after Bixby House at Jackson Gore, Okemo Mountain Resort. This spacious and well-designed unit offers an exceptional slopeside experience with direct ski access and all the amenities you need for a relaxing, four-season Vermont getaway. Enjoy a cozy, open-concept living and dining area with a gas fireplace, fully equipped kitchen, and large windows that frame sweeping views of the valley. Each bedroom is generously sized, and the unit includes three full baths for maximum privacy and comfort. The layout is ideal for families, couples, or rental guests, with a flexible floor plan and quality finishes throughout. Amenities include an onsite owners lounge, business center, private underground heated parking access to the Spring House fitness center, heated indoor and outdoor pools, slopeside hot tub and summer tennis. The unit sleeps 8 and is pet friendly.
Slopeside at SouthFace Village Okemo! This may be the nicest one-bedroom condominium currently available on Okemo Mountain. Immaculate and barely used, it comfortably sleeps six and is offered fully furnished, move-in ready for your mountain escape. The interior features stylish quartz countertops, hardwood flooring, built-in shelving, and energy-efficient appliances. Ductless mini-splits provide air conditioning and reliable climate control, while neutral furnishings create a welcoming, comfortable vibe. Full compliance with the current fire and safety regulations, including a modern sprinkler system, provides security and rental readiness. SouthFace Village offers direct access to nearly 200 acres of private property for year-round recreation. Hike or bike Okemo's trails in the summer, and in the winter, step outside and hop on the Sunshine chairlift. Owners also enjoy access to a private pool and fitness center, perfect for relaxing after a day of adventure. If you're looking for the ideal retreat in the heart of Vermont's four-season playground, this condominium may be the perfect fit.
Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space—perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside, you’ll find an open-concept kitchen, dining, and living area that flows effortlessly onto a large deck—ideal for hosting gatherings or enjoying the quiet outdoors. Two oversized primary suites with private ensuites provide luxurious comfort for guests or multigenerational living. A standout feature is the expansive bonus room, currently outfitted as a professional recording studio with soundproofing—ideal for musicians, podcasters, or anyone in need of a creative or quiet workspace. Step outside to a private, tree-lined backyard with multiple decks perfect for relaxing or entertaining. A two-car garage adds convenience, while the whole-house Tesla battery ensures seamless comfort and peace of mind year-round. Whether you're entertaining a crowd or enjoying a peaceful evening at home, this one-of-a-kind Chester retreat offers space, versatility, and thoughtful features throughout. A wonderful value as a primary home or as a vacation home 2 families could share and still have privacy.
Step back in time with this true Victorian grand home, a beautiful reminder of days gone by. The residence is adorned with detailed woodworking, spacious rooms, and hardwood floors, capturing the essence of its period charm. With six bedrooms and numerous bonus rooms, this home offers ample space for family and guests. The main home features a large kitchen with cherry cabinetry, a generous dining room, a living room with a fireplace, a half bath, and a cozy family room. The upper level includes a primary bedroom suite, two additional bedrooms, hallway wood closets, and a full bath. The third floor provides two extra rooms, perfect for play or creative pursuits. The attached "carriage house" is ideal for guests, complete with its own kitchen, living room, three bedrooms, and three baths. This space offers a private retreat for visitors, ensuring comfort and independence. Spend your summer days with a cup of tea on the covered porch, listening to the soothing sounds of the Jewel Brook. Set up your Adirondack chairs across the road and enjoy direct frontage on the Jewel Brook. Located on the outskirts of Ludlow Village, this home on a quiet road and is conveniently close to all that Ludlow and Okemo has to offer: skiing, golf, tennis, biking, hiking and more. If you seek generous space to share with friends and relatives, this home is not to be missed!
Bixby House 640/642 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks. Guest bedroom, with 2 queen beds, offers lock-out capability for separate rental opportunity. Enjoy convenient slopeside location at Bixby House, combined with the luxury amenities including an onsite owners' lounge, business center, private underground heated parking and access to the Spring House fitness center, heated indoor and outdoor pools, ice skating at the Ice House, slopeside hot tub and summer tennis. The only residences at Jackson Gore where homeowners can bring their furry four-legged friends along. Come see for yourself why slopeside living is so sweet at Okemo's Jackson Gore. This unit sleeps 8.
Unit 717/719 Quarters I, II, III and IV: An amazing opportunity to own all four quarters in the Adams House, offering your family a Vermont vacation on your schedule! This luxury top-floor, corner residence with a one bedroom lock-out has a great view of the Bright Star Basin up to the peaks of Jackson Gore. Features include two baths, two queen beds, a wall bed, and a sleep sofa. Enjoy the plentiful amenities apres ski, including fitness center, skating arena, tennis, indoor/outdoor pool, and Okemo's Adventure Zone. Adams C-II: 1 Bedroom, Sleeps 8, 2 fixed Queen beds, Queen wall bed, Queen sleep sofa, lockout capability, 2 Baths, Jetted bath tub, Full Kitchen, Washer & Dryer, Fireplace

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