Properties Near 233 Okemo Trailside Extension Ludlow, VT

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.

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

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.

Located directly on the Upper Sachem trail, this 3-bedroom townhome offers one of the best slopeside locations on Okemo. Three level design offers a wonderful separation of space. Main level includes mudroom with custom benches, kitchen with vaulted ceiling, and breakfast bar. Separate dining room adjoins well-proportioned living room with cathedral ceiling and centered by a fireplace. Large deck off the living room with hot tub overlooks the ski trail and offers seasonal long distance mountain views. Private primary bedroom suite with steam shower occupies the entire top level. Ground floor includes two additional bedrooms, full bath, laundry room, and ski tuning room. Two private ski closets off the rear deck lead you to the slopes and the best in slopeside living. Updated flooring, windows, sliders, kitchen and baths.

Charming Country Retreat in Ludlow – Minutes from Okemo Mountain Don’t miss this rare opportunity to enjoy the peace of country living in the heart of Ludlow, a quintessential Vermont ski town and home to Okemo Mountain Resort. This meticulously maintained home has been lovingly cared for by the same owner for over 30 years. Designed for easy living, this move-in-ready property features high-quality, low-maintenance materials including cement composite clapboard siding, Trex decking, and a standing seam metal roof—ideal for those who prefer play over projects. Enjoy the spacious, sun-filled interior with an updated kitchen, open floor plan, expansive windows, and a cozy wood-burning fireplace—perfect for entertaining year-round. With three levels of living space, there’s room for everyone, plus added flexibility.The finished walkout basement offers potential as a separate living area—an excellent opportunity for rental income or guest accommodations. An oversized two-car garage and a separate shed provide ample storage for gear, tools, and toys.Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers comfort, convenience, and Vermont charm in every season.

Designed both as a peaceful retreat and a comfortable home for entertaining, 28 Plumley Ridge offers the best of both worlds. The location is private yet central. Ludlow Village is within walking distance and Okemo Mountain is just over a mile away. This quality constructed home is thoughtfully designed for both contentment and convenience. The wide wrap-around deck provides year round vistas of Okemo. From the hot tub, you can watch the skiers by day and the twinkling lights of the groomers at night, all while listening to the tranquil sounds of the Jewell Brook below. A covered porch with plenty of storage was added in 2024. The mudroom has custom-built shelves to maximize storage, stone floors and radiant heat. Inside, warm cherry floors and a roaring wood fireplace provide the setting for cozy enjoyment. The open floor plan and floor-to-ceiling windows welcome south-western light to flood the home. The kitchen features granite countertops, newer stainless-steel appliances and a peninsula that is perfect for casual dining. The first-floor primary bathroom has radiant heat, along with a steam shower, in-ceiling speakers and a towel warmer. The second floor offers two bedrooms, a bonus room and an updated full-bath complete with a linen closet, stone flooring and walls, and a custom wood vanity. The carpeting throughout the second floor and lower level is all new as of 2024. The lower level family room provides plenty of room for a ping-pong table or a movie screening, along with generous storage. Turnkey, clean and ready to go!

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.