Properties Near 97 Trailside Extension Ludlow, VT

Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy from the road with an emphasis on light and views to the south. Enter the oversized one-car garage with tremendous storage space for your skis, bikes, fishing poles, and more. Warm up by the inviting wood-burning fireplace after a day on the slopes or gather with friends and family in the open-concept living and dining area. With four generously sized bedrooms and ample bathrooms, there's room for everyone to spread out and unwind. Three of the bedrooms and two baths occupy the top floor, along with an office off the primary bedroom. The lower level features a large game room along with a bedroom and full bath. There is also extra sewer capacity for future expansion possibilities. The front lawn is level and features a stone retaining wall, perennials, and ample room for entertaining. Located near Ludlow village, you are close to excellent dining, shopping, and all the amenities this vibrant mountain town has to offer. Whether you are looking for a vacation getaway or a full-time residence, this home offers the quintessential Vermont lifestyle in an unbeatable location.

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!

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!

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.

This beautiful three bedroom plus family room townhome is quietly located bordering a woodland with long distance mountain views, and is serviced by a private shuttle that whisks you to and from the Upper Sachem ski trail to your door. An expansive mudroom with tile floor and cubbies leads out to your own exterior ski closet. The large custom kitchen includes wood cabinetry, stone countertops, stainless steel appliances including five burner gas range, hardwood floors, and a magnificent center island that accentuates the space. The hardwood floors flow into the living area, centered by a woodburning fireplace and highlighted by a cathedral ceiling. A slider off the living area leads to a covered deck overlooking the peace and serenity of the location. The primary suite includes bath with skylit whirlpool tub and glass enclosed shower. Two additional bedrooms and family room are located on the ground floor and include a full bath, sauna, and laundry room with updated washer and dryer.

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 featuring 3 bedrooms, 2.5 bathrooms, and a loft. The living and dining area features a cathedral ceiling, a wood-burning fireplace, and a deck offering a long-distance view. 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. The Okemo Trailside community features a heated swimming pool and two tennis courts for your summertime enjoyment. Guest comments include "could not beat the location for a ski weekend. We were just steps to Sachem Trail. It easily accommodated 2 families," and "just can't beat skiing home for a quick lunch and hoping right back on the trails!"

This nicely updated 3 bedroom plus family room townhome has stunning views to the east in a mid- mountain setting. Enjoy the large updated kitchen with wood cabinetry, stone countertops, and wood crafted breakfast bar. The open living area with cathedral ceiling centered by a woodburning fireplace, leads out to a covered deck and hot tub offering spectacular mountain views. The private primary bedroom suite includes an updated bath with stone countertop and custom-built cabinetry. Two additional bedrooms plus family room occupy the ground level with an updated bath accented by tile floor and stone counters, cedar sauna, and laundry room. Other updates include sliders and lighting. The entry mudroom offers built-ins and leads out to two ski closets. A private on-demand shuttle takes you to and from the Okemo's Sachem ski trail in a matter of minutes without the fuss of having to walk to the slopes.

Two Unique Homes on 16.5 Acres Near Okemo Mountain Resort and Other Outdoor Recreation Opportunities! Discover an exceptional Vermont retreat just 10 minutes from Okemo Mountain Resort—featuring two distinctive homes on 16.5 private acres in Mount Holly. Surrounded by forest, open meadows, and a peaceful stream, this property offers the perfect mix of natural beauty and year-round adventure. The main home exudes Vermont charm with natural wood interiors, exposed beams, and a striking stone fireplace. With 3 bedrooms and 2 full baths, it features a granite kitchen, open living area, and large deck ideal for soaking in mountain views. A new heat pump forced-air system adds modern efficiency, and the home is offered fully furnished for a turnkey move-in. The newly finished guesthouse, once a garage, is now a modern 1-bedroom, 2-bath residence with spacious living areas, a kitchen, dining space, and raised deck. Unfurnished and ready for your vision, it’s perfect as a rental, guest suite, or creative retreat. Enjoy access to nearby snowmobile trails, hiking paths, and all-season recreation—just minutes from Okemo’s ski slopes. Whether you live in one home and rent the other or create your own Vermont sanctuary, this rare Mount Holly property combines comfort, flexibility, and an unbeatable location.

Welcome to Trailside 15-C. This recently renovated condo is ready for the next loving family. The natural light filled well appointed condo is turn key and just steps from the slopes. Step into the spacious mudroom with ample hooks, and cubbies to store your gear neatly and a live edge bench to put on your boots. You'll feel right at home when you walk into the light filled open living concept. A convenient full bath as you walk in. In the newer kitchen you'll be part of the action, boasting state of the art stainless steel appliances, solid counter top surfaces, ample cabinet space w/ custom backsplash. Cozy up in front of the wood burning fireplace after a long day on the slopes. The cathedral ceiling with exposed wood beams give that spacious ski lodge feel. Step out onto the covered deck with skylights allowing the natural light to shine through and take in the long distance views. Upstairs is the newer loft converted primary en-suite a one of a kind! Enjoy your own little sanctuary, with a king bed, custom tiled shower, beautiful wood vanity and updated lighting. The lower walkout level is for the rest of the crew. A bunk room and another bedroom being used as a combo room by the current owners for gaming and TV watching. Another full bath and laundry room top off the lower living space. This Trailside unit offers easy access to the slopes, summer amenities include an inground pool, tennis courts, hikes on the slopes and some beautiful views. Come visit 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.

Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and cathedral ceiling; and a guest bedroom with a full bath. Kitchen upgrades include wood cabinetry and floors, stainless steel appliances, and stone counters. A private primary bedroom suite with wood cabinetry, stone counters, and an oversized glass shower occupies the entire second floor. Updated baseboard heating system throughout. Enjoy one of the best locations in this Okemo slopeside community.

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.

Charming 4 Bedroom, 3 Bath home on the shuttle route to the Okemo Resort Base Lodge. Neat and clean, this stand alone home is very close to the base area, so you don't have to go into town at the end of your ski day. Very open kitchen (with island), dining and living room with sliders to the deck. Walk into the airlock mudroom to the main living space along with 2 first floor bedrooms and a full bath. The upper level consists of 2 additional bedrooms (one is set up as a den) with a primary bath and another 3/4 bath. The garage has been converted into a storage area but could be converted back. Plowing, firewood, trash pick up and seasonal house checks are provided by the quarterly dues of the HOA, along with use of the community tennis courts.

Welcome to F101, a perfectly located 2-bedroom, 2-bath condominium offering exclusive slopeside access and abundant sunlight from its Southern exposure. The unit boasts a desirable open floor plan and a private entrance for ultimate convenience. Sold fully furnished, this affordable gem provides an unparalleled mountain lifestyle. Residents enjoy the exclusive Day Lodge amenities, including the heated indoor/outdoor pool, hot tub, sauna, gym facilities, and a wonderful on-site dining option. Inquire now to schedule your private showing.

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.

This is a neat spot. Close enough to the village that you can walk to shops and restaurants but just far enough out that you enjoy the peace and quiet of a dead-end road. The house sits up from the road which means that you get to enjoy some views of Okemo. If you would rather not drive up to the mountain, you can walk to the end of the street and hop on Okemo's shuttle. Built in 1993, this home offers living space on three levels. You walk into a small mudroom where you can leave your coats and boots. Then, into the large family room with space for TV, games or exercise all of which gets to take in the view. Also on this level, there is a bonus room...work from home, no problem! The full bath rounds out the lower level. Up a flight to the kitchen which is open to the large living room with brick fireplace and sliders to the wrap around deck. Two bedrooms and another full bath on this level. Up again to the primary bedroom where you would enjoy sliders, a small balcony and a view of the mountain as soon as you open your eyes in the morning. Very large bath with stall shower for the primary bedroom. There is an oversized two car garage. There are several updates in the past couple of years...new siding, sliders, roof and deck. Come have a look to see if this is what you have been waiting for!