Properties Near 233 Okemo Trailside Extension Ludlow, VT

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Trailside 21B on Okemo Mountain. Discover the perfect balance of comfort, convenience, and mountain lifestyle in this completely renovated 4-bedroom, 3-bathroom trailside condominium located directly on the Sachem Trail. Offering true ski-in/ski-out access, this home makes it easy to enjoy your time on the slopes and retreat back to a warm, inviting space with quality finishes. The lower level features three bedrooms, a bathroom, a laundry room, and access to parking. The main level welcomes you with a large mudroom—perfect for unloading gear after a day of skiing and an open-concept kitchen, dining, and living area centered around a wood-burning stone fireplace. Step out to the covered balcony and take in the mountain air and long-range views. Upstairs, the primary suite offers privacy with a full bathroom and additional storage. As part of the private Trailside community, you’ll enjoy seasonal amenities including an in-ground pool and tennis court. Beyond skiing, Okemo is a year-round destination with hiking, lakes, golf, shopping, and dining all nearby. Whether you’re seeking a personal retreat or a gathering place for family and friends, this slopeside condo is your gateway to the best of Vermont living. Visit the Okemo real estate community today. Taxes are based on town assessment.
Rare private location overlooking a lovely mountain stream and just steps from the Sachem ski trail. Four bedroom townhome on sunny south end of the building offers an open floor plan centered by a wood burning fireplace and accented by a wrap around deck. Kitchen includes updated flooring and appliances. Separate dining room adjoins a spacious living room with open beam cathedral ceiling. Intimate primary suite on top floor includes a privacy balcony overlooking a peaceful wooded setting. Primary bath includes updated skylit whirlpool tub, glass enclosed shower, flooring, fixtures, and lighting. Three additional bedrooms, including one with woodburing fireplace, occupy the ground floor and include an updated bath and laundry room with slop sink, and cedar lined sauna. Mechanicals have recently been updated as well. Additional features include a rough sawn pine mudroom leading out to a rear deck with two private ski closets, and interior spaces accented by stone flooring.
Experience mountain living at its finest in this spacious 4-bedroom, 3-bathroom condo on Okemo Mountain, perfectly positioned at the top of the complex with enormous easterly views toward Ascutney Mountain. The entire unit has been completely renovated, including sliders and windows! Enter through a welcoming mudroom—ideal for ski gear and all four seasons—before stepping into a bright, open-concept main living area. The full kitchen features a convenient breakfast bar and flows seamlessly into the dining area, where a glass slider opens to the large, partially covered deck, perfect for entertaining or relaxing while taking in the mountain scenery. The living room offers vaulted ceilings, abundant natural light, and a wood-burning fireplace, with an additional glass slider providing easy deck access. The top floor is dedicated to the private primary suite, complete with its own balcony and a full bath featuring a soaking tub, creating a peaceful retreat after a day on the slopes. The lower level features three additional bedrooms, a 3/4 bathroom, and a laundry room, providing ample space for family and guests. Enjoy the convenience of nearby ski access, along with complex amenities including a seasonal inground pool and tennis court. Whether you’re seeking a full-time mountain home, a ski getaway, or an investment property, this Okemo Mountain condo delivers comfort, views, and four-season enjoyment in a premier location. Visit the Okemo real estate community today.
Sugar Maple #3 presents a rare opportunity to own a pristine, original-owner residence in the heart of SouthFace Village at Okemo. Never rented and occupied fewer than 30 days per year, this home has been lightly used and meticulously maintained. Set within a prestigious gated community, this ski-on/ski-off condominium occupies one of the most coveted locations in the village—just steps from the lodge amenities, including a heated outdoor pool and hot tub, fitness center, and owners’ lounge, with direct access to the Suncatcher Trail and Sunshine Quad. This beautifully appointed two-bedroom, three-bath residence features a contemporary open-concept layout designed for elevated mountain living. The main level offers an inviting living area anchored by a gas fireplace, ideal after a day on the slopes. The kitchen blends form and function with Caesarstone countertops, breakfast bar seating, custom cabinetry, and energy-efficient appliances. The primary suite includes a private en-suite bath, while the second bedroom offers custom-built solid wood bunk beds for family or guests. A convertible sofa allows the residence to comfortably accommodate up to eight adults. A second-floor washer and dryer add everyday convenience. Additional highlights include 2 assigned underground parking spaces, 2 private storage lockers and a ski equipment locker outside the front door. This "turn-key" residence stands apart for its condition, location and unparalleled proximity to Okemo's premier amenities. There is a short virtual tour under the main photo showing the amazingly convenient proximity from SM 3 to the outdoor pool, exercise facility, owners lounge and the Sunshine Quad chairlift is right around the corner...
Discover privacy and convenience on two acres within the South Hill community. This beautifully updated home features a modern kitchen and an expansive great room centered around an oversized, double-sided fireplace. The thoughtful floor plan places the primary suite (featuring a second fireplace) on the main level, with guest rooms situated on the opposite side for maximum privacy. Outdoor enthusiasts will love the functional lower level, which includes a dedicated mudroom for ski equipment, a large family room, and a gym. Enjoy world-class skiing at Okemo Mountain Resort and local dining in Ludlow, all just minutes from your quiet country doorstep. Visit the Okemo real estate community today. Taxes are based on town assessment.
Effortless Style Meets Vermont Village Living Sweeping arches, sun-soaked spaces, and vintage charm, this Ludlow Village home is the perfect blend of character and modern comfort. Lovingly cared for over 33 years, it's been thoughtfully renovated to keep the history intact while adding all the upgrades you want. Wake up to southern light streaming into your sunroom, sip coffee on the elevated deck with mountain views, or gather friends around the patio's hot tub and gas fire pit after a day on the slopes. With Okemo Mountain Resort just minutes away, you can ski in winter, golf in summer, and explore pristine lakes all year long. Inside, high-speed internet keeps you connected while heated walkways, municipal water/sewer, and an EV-ready oversized garage make life easy. The garage's upper level is ready to become your bonus room, studio, or guest suite, architectural plans are included. Want to take it further? Plans are also available to add a spa-style bath to the primary bedroom. This is a rare find: a turn-key Vermont village home with modern amenities, inspiring views, and a location steps from shops, dining, and year-round adventure.
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. The oversized two car garage will keep the cars snow free and ready charge out on a powder day! 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.
SouthFace Village Tamarack #6 Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for après-ski relaxation. Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while mini-split systems provide efficient heating and cooling. The primary suite offers a private retreat, and a spacious bunk room with its own bath can easily accommodate the whole family. This newly built condo is a perfect blend of comfort and convenience, with tasteful furnishings and decor throughout. Come and experience the fun at SouthFace Village!
Set in Ludlow's prestigious South Hill location, this beautifully remodeled three-bedroom, 2.5-bath home offers the perfect blend of comfort, recreation, and peace of mind. Just three minutes from Main Street Ludlow, five minutes to the ski slopes at Okemo, six minutes to Fox Run Golf Course, and ten minutes to one of five nearby lakes, the location is truly exceptional. Completely remodeled in 2020, the home features an open and spacious floor plan filled with natural light from its stunning southern exposure. A beautiful stone wood-burning fireplace anchors the main living space, creating a warm and inviting atmosphere year-round. Additional comfort and reliability come from a whole-house generator, ensuring ease of mind in every season. Step outside to a wraparound deck, perfect for entertaining or relaxing while taking in the peaceful surroundings. The gently sloping property is mostly open and enhanced by well-established, low-maintenance plantings, and even boasts a fantastic sledding hill for kids of all ages. An attached oversized two-car garage provides everyday convenience, while two well-kept detached garages offer exceptional storage—ideal for snowmobiles, ATVs, a water ski boat, lawn mower, paddle boards, sleds, or even a golf simulator. Whether you’re seeking a full-time residence or a four-season Vermont retreat, this home delivers lifestyle, location, and lasting value.
Luxury End Unit Townhome in Okemo Trailside Community...Discover refined mountain living in this beautifully updated townhome located in the desirable Trailside Village IV cul-de-sac. Nestled among mature trees, this property offers a rare sense of privacy and a peaceful country setting, while remaining just minutes from all that Okemo Mountain Resort has to offer. As an end unit, the residence is filled with light and enhanced by a wraparound deck, perfect for relaxing or entertaining while taking in serene woodland views. Updates bring a modern, elevated feel to the interior spaces, creating a stylish yet comfortable retreat for all seasons. Enjoy the convenience of a very short, on-demand shuttle ride to the Sachem ski trail, providing easy access to skiing while preserving the tranquility of the setting. Generous living spaces and well-appointed bedrooms create an inviting atmosphere for all.
Come and experience Vermont at its best! This condo is located in Jackson Gore on Okemo Mountain in Ludlow. This slope side condo unit has stunning views of the mountain and trails. This unit would serve well as a family retreat or rental investment property. It boasts a gas fireplace for cold winter nights. It has 2 bedrooms and 3 bathrooms and offers lock-out capability for separate rental opportunities. The primary bedroom has an ensuite bathroom with a double sinks and the secondary bedroom has an ensuite bathroom as well. There is an inviting living room area with a pull out bed, for overflow guests or renters. The dining area, has a large table which seats 8. The Bixby House condos have many amenities such as private underground heated parking, on site owners lounge, access to the Spring House fitness center, heated outdoor and indoor pools, ice skating, tennis courts and a slopeside hot tub. There is also much to do during the other seasons such as hiking, fishing, boating, golfing and swimming. In the summer, enjoy the Okemo Adventure Zone, with mini-golf, timber ripper mountain coaster, scenic chairlift rides,disc golf and summit yoga. This is also a pet friendly community, so bring your furry friends, they'll love it too!
Nestled on Okemo Mountain near the base lodge, this four-bedroom, four-bath home offers the perfect blend of mountain charm and flexible living space across four thoughtfully designed levels. The main living level welcomes you with an open-concept kitchen and dining area featuring a large breakfast bar and generous counter space, ideal for gathering after a day on the slopes. The dining area flows seamlessly into the living room, where a wood-burning fireplace creates a cozy alpine ambiance. A glass slider opens to the back deck, while a convenient half bath completes this level. One level below, you’ll find three comfortable bedrooms, a full bathroom, and a mudroom with exterior access—perfect for storing ski gear and outdoor essentials. The lowest level is designed for relaxation and fun, offering a spacious family room with a wood-burning fireplace, a ¾ bathroom, and a glass slider leading to a lower deck with a hot tub, set privately against a wooded backdrop. The top floor is dedicated to the primary suite, creating a true mountain retreat. Vaulted ceilings, a sitting area, a wood-burning fireplace, and a ¾ bathroom provide comfort and privacy, while a glass slider opens to a balcony. With its prime location, multiple living areas, and inviting outdoor spaces, this mountain home is perfectly suited for ski-season enjoyment, entertaining, and year-round mountain living. This coveted cul-de-sac location is accessible to the V.A.S.T. network and minutes to the base lodge. Visit the Okemo real estate community today. Taxes are based on the town assessment.
This is a beautifully renovated 3 bedroom, 2 full bath condominium on 2 levels. The interior entry, with laundry, has an air lock so that the cold air does not come into the condo. On the main level, you walk into a mudroom area and then into the open kitchen/dining/living room with new gas fireplace. The sunlight pours in through the wall of windows where there is a sliding door to the deck overlooking the trail. Breathe in the fresh mountain air. As you head to the lower level, you will find a bedroom/den, along with the second gas fireplace, a full bath, and a bar area with a sink and refrigerator. There is a door leading to the great outdoors where you will ski, board and just have fun in the snow! This is a beautiful condo. Come see it!

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