Properties Near 168 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.

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.

A Peaceful Haven on Okemo Mountain. Tucked away at the end of a private road, this sophisticated five-bedroom retreat offers the perfect balance of mountain luxury and quiet seclusion. The heart of the home is a gorgeous great room featuring soaring ceilings, warm hardwood floors, and a majestic masonry fireplace. The open-concept design flows seamlessly into the kitchen and dining areas, making it an ideal hub for large gatherings. Retreat to the upper-level primary suite, a private sanctuary complete with its own fireplace and versatile space. With a massive deck spanning the length of the home, a lower-level entertainment room, and a private hot tub, this property is designed for year-round resort living. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR

Dreams can come true... this future 3 bedroom, 3 bath spec home is awaiting your final approval and is ready to be built with all permits ready to go. Situated on a quaint dead end road just 5 minutes to Okemo's Jackson Gore Base area, the home features a level lot with so much to offer. Energy efficient with the latest materials and building techniques, this home will not only provide endless memories but worry free living for years to come. The house faces due west, has a private backyard perfect for a patio and three season living. The main level features an open concept with kitchen, living and dining areas open and accessible to all. Enjoy apre winter evenings in front of your fireplace watching the fading sunsets. A second large den area is located upstairs with a second bedroom suite and primary suite. Attached two car garage leads to a mudroom/laundry area ready for all your outdoor activities. Every house should have an "upside"... this smart house has an unfinished bonus space over the garage, ready for your imagination. This location is steep with history, as the CCC built the locally famous Healdville Hiking Trail which starts at the end of the road. Snowmobile enthusiasts will relish the V.A.S.T. trail is also at the end of Station Road. Drive bys welcome please don't walk the land unless accompanied by an agent. Land can be sold without spec house, see MLS #

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.