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.
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
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.
Trailside on Okemo Mountain. 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. Taxes are based on the town assessment.
Sugar Maple #3 offers a rare opportunity to own a pristine, original-owner residence in the heart of the prestigious SouthFace Village at Okemo. This "turn-key" residence stands apart for its efficiency, condition, location, highly competitive HOA fee structure ($2.0k per quarter) and unparalleled proximity to Okemo's premier amenities. SM 3 includes two assigned underground parking spaces, a private storage locker and a ski equipment locker conveniently located outside the front door. This ski-on/ski-off condominium is 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. Never rented and occupied fewer than 30 days per year, this home has been lightly used and meticulously maintained. The beautifully appointed two-bedroom, three-bath residence features a contemporary open-concept layout designed for elevated mountain living. The main level offers a spacious mudroom entry, an inviting living area anchored by a gas fireplace and generous dining space. The kitchen blends form and function with Caesarstone countertops, breakfast bar seating, custom cabinetry, and energy-efficient appliances. The primary suite with king bed includes a private en-suite bath; the second bedroom offers custom-built solid wood bunk beds for family or guests and direct access to a full bath. A convertible sofa in the living area allows the residence to comfortably accommodate up to eight adults. The second-floor washer and dryer add everyday convenience. The virtual tour under the main photo highlights the amazingly convenient proximity from SM 3 to the outdoor pool & hot tub, exercise facility and owners lounge; the Sunshine Quad chairlift is right around the corner...
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!
Winterplace at Okemo Mountain Resort! Welcome to Unit N103, a beautifully appointed first-floor condominium offering the perfect balance of comfort, convenience, and alpine charm. With 3 spacious bedrooms and 2 bathrooms, this residence features a bright, open-concept layout designed for effortless entertaining and relaxing after a day on the slopes. Enjoy true slopeside access with direct entry to the Sunburst Six heated bubble chairlift and easy access to Okemo’s main base area, making first tracks and après-ski gatherings part of your everyday routine. Winterplace amenities elevate the experience year-round, including an indoor heated pool, soothing hot tubs, a tennis court, a community fire pit, and a BBQ area — ideal for creating lasting memories with family and friends. Whether you're searching for a winter retreat or a four-season Vermont escape, this Winterplace residence delivers location, lifestyle, and comfort in one exceptional package. Don’t miss your opportunity to own in one of Okemo’s most sought-after slopeside communities. Visit the Okemo real estate community today. Taxes are based on current town assessment.
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.
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!
Welcome to 51 High Street — an immaculate, turnkey village home just steps from the Okemo shuttle stop, offering effortless access to Okemo Mountain Resort and all that Ludlow has to offer. This inviting residence features five bedrooms and 2.5 baths, thoughtfully updated for comfortable year-round living. The renovated kitchen shines with classic soapstone countertops and a charming Jøtul woodstove, flowing seamlessly into tastefully appointed living and dining spaces—ideal for gathering family and friends. Enjoy outdoor living on the sun-filled, south-facing front porch, or unwind on the expanded rear deck and patio with hot tub—perfect for après-ski fun or summer evenings. Modern comforts include mini-split systems, a newer furnace and hot water heater, and the peace of mind that comes with an updated interior and freshly painted exterior (2022/2023). Whether you’re seeking a full-time village home, a four-season retreat, or an investment opportunity, this property delivers. Exceptional rental history available upon request.
This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral ceiling! The upper level features the primary bedroom, a remodeled private bath, and a small balcony for your morning coffee. Enter the completely finished lowest level, which includes three additional bedrooms, a full bath and laundry room. An air lock mudroom at the entrance stores your gear. The wraparound deck is roomy enough for outdoor entertaining. Okemo Trailside amenities include a heated summer pool, (new in 2025), and 2 tennis courts. Located on the private, on-demand, Trailside shuttle route with a very short drop-off to the Sachem Trail.
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.
Winterplace at Okemo Mountain - Experience the ultimate in slopeside convenience, widely regarded as one of the most accessible locations on the mountain, with rare access to five chairlifts and nearby trail connections that bring you directly onto the slopes. This inviting three-bedroom, two-bathroom condo features an open-concept living area highlighted by a wood-burning fireplace—perfect for unwinding after a day on the slopes. The efficient kitchen offers a convenient breakfast bar, ideal for casual meals and entertaining. Winterplace amenities enhance the mountain lifestyle, including outdoor ski lockers, a community picnic area, tennis and basketball courts, and a heated indoor pool for year-round enjoyment. The association covers essentials such as trash and snow removal, landscaping, and exterior building maintenance, enabling truly low-maintenance ownership. Whether you're seeking a winter retreat or a four-season getaway, this well-located condo offers comfort, convenience, and everything you need to enjoy life on Okemo Mountain. Visit the Okemo real estate community today. Taxes are based on current town assessment.
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.
Top-floor, two-bedroom condo in the desirable Winterplace community with direct slope access and trail views. The open living area features hardwood floors, a wall of windows overlooking the slopes and a cathedral ceiling that adds light and space. Functional layout with two bedrooms, two baths, and a tiled mudroom entry, AND the ability to add loft space above the bedrooms. Private ski locker. The K Building location is the standout: step outside for immediate trail access and short walk to all community amenities. Winterplace offers a year-round indoor pool with hot tubs and locker rooms, plus seasonal tennis courts, basketball, and a BBQ area—making this an easy choice for both winter use and summer getaways.
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