Properties Near 281 Okemo Trailside Extension Ludlow, VT

Ledgewood on Okemo, a spacious condominium located in one of the most sought-after communities on Okemo Mountain. This property offers an abundance of space, featuring two en-suites and two additional bedrooms. The expansive great room opens to a large family kitchen with two breakfast bars, providing ample seating for the whole family. You'll also appreciate the private ski-in/ski-out access and the convenience of a garage. Ledgewood on Okemo truly offers a beautiful and desirable location. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Welcome to your dream getaway! Add your "decorating" touches to this newly built "South Hill" home. This 5-bedroom, 4-bathroom country home combines timeless craftsmanship with modern comfort, just minutes from Okemo. Step inside to the inviting, open floor plan where natural light pours in. Open concept includes the kitchen, dining, and living areas—a perfect space for entertaining. The kitchen with fully installed appliances and new countertops is ready to go! The living room offers a large stone wood-burning fireplace. Completing the main level is a bonus room that offers the flexibility of a 5th bedroom or home office to suit all your needs. Upstairs, you’ll find two spacious bedrooms, a shared bath with aesthetic subway tiles, and the primary suite featuring a walk-in closet, double sink, and a freestanding soaking tub. The lower walk-out expands your space with a large family/TV area with ample space for game tables. The 4th bathroom and bunk room are perfect for all the kiddos after a long day on the slopes. Step outside to an area ideal for a patio & firepit. Enjoy the scenic beauty of Vermont on the wraparound covered porch built with rough-saw hemlock. The oversized driveway has plenty of room for all your guests, and you can even add a TOY Garage with VAST right up the street. With its thoughtful layout, modern amenities, and prime location near Okemo Mountain, this home offers a blend of relaxation, style, and adventure. Visit the Okemo real estate community today.

This Okemo Trailside condominium offers a very spacious, newly renovated four-bedroom three bath townhouse with ample room for family and guests. Recent exterior improvements, including new siding and decks, provide years of low-maintenance living. Spanning three levels, the layout includes three ensuite bedrooms plus an additional bedroom, offering comfort and privacy for everyone. The main living level features a welcoming living room with a stone floor to ceiling fireplace, while the lower-level den adds extra gathering space with a cozy gas fireplace. After a day on the slopes, relax in the hot tub under the stars. Enjoy easy access to the Sachem Trail and plenty of guest parking. Offered fully furnished, this turn-key property allows you to simply bring your clothes and skis and start enjoying the Okemo lifestyle. More pictures and video coming soon.

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.

Discover the quintessential Vermont retreat with this one-of-a-kind log cabin, tucked off Healdville Road. It offers unmatched privacy with no neighbors, featuring a private gated drive and a fully fenced main yard, ideal for pets. Outdoor spaces include a stone patio with a smokeless fire pit, a spacious front porch, and a second stone patio with a hot tub (new cover) and mountain views of Okemo. The exterior was completely refinished in 2024. Inside, the main level features an inviting open floor plan. The kitchen boasts quartz countertops, cherry cabinetry, and an expansive island. The dining area has a wet bar, and the living room is anchored by a Woodstock Soapstone stove. Main-level floors were also refinished in 2024. A ¾ guest bath and central vacuum complete this floor. The second-level primary suite is a standout, featuring a new walk-in slate shower, walk-in closet, and a private balcony with stunning sunrise views over Okemo. This level also includes two additional bedrooms, a newly tiled 3/4 bath, and a dedicated laundry room. The fully finished walkout basement adds flexibility with a rec room, 3/4 bath, and a bonus room ideal for an office. For outdoor enthusiasts, the location is exceptional—just minutes from Okemo Mountain for world-class skiing and recreation. The property includes a barn for gear/snowmobiles and VAST trail access nearby. Additional features: Whole Home Generator, Central Heat, and multiple outbuildings (barn, shed, woodshed) for storage.

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!