Properties Near 145 Okemo Trailside Extension Ludlow, VT

Slopeside at SouthFace Village Okemo! This may be the nicest one-bedroom condominium currently available on Okemo Mountain. Immaculate and barely used, it comfortably sleeps six and is offered fully furnished, move-in ready for your mountain escape. The interior features stylish quartz countertops, hardwood flooring, built-in shelving, and energy-efficient appliances. Ductless mini-splits provide air conditioning and reliable climate control, while neutral furnishings create a welcoming, comfortable vibe. Full compliance with the current fire and safety regulations, including a modern sprinkler system, provides security and rental readiness. SouthFace Village offers direct access to nearly 200 acres of private property for year-round recreation. Hike or bike Okemo's trails in the summer, and in the winter, step outside and hop on the Sunshine chairlift. Owners also enjoy access to a private pool and fitness center, perfect for relaxing after a day of adventure. If you're looking for the ideal retreat in the heart of Vermont's four-season playground, this condominium may be the perfect fit.

Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level. The condo is nicely furnished, just walk in, light the fire and pour yourself a glass apres ski, for a warm relaxing evening. Walk to the Sachem Trail to enjoy the trails, and walk back for your down time. Trailside has a summer pool and tennis courts to get you here in the Summer months.

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!

Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views. The modern kitchen is equipped with stainless steel appliances with views to the mountain and living/dining area, making it both functional and inviting. The spacious primary suite includes 2 queen sized beds, generous closet space and an en-suite bath with a soaking tub. A second full bathroom adds flexibility for guests along with a Murphy bed, being able to sleep 8 with the sofa bed. Enjoy full access to resort-style amenities including an indoor & outdoor heated pools, hot tubs, fitness center, ski lockers, underground heated parking and a 24-hour front desk. Dining, shopping and year round recreation are just steps away - skiing, snowboarding, hiking are all at your doorstep. Whether you're seeking a weekend escape, an income-generating property or a full-time mountain home, this condo offers it all in one unbeatable location. Turnkey and ready for your next adventure - Schedule your showing today!

Located in the heart of Jackson Gore at Okemo Mountain Resort, Adams House 717/719 Q1–4 presents a rare opportunity to own 100% interest in a traditionally quarter-share residence—all four quarters conveyed together, offering full ownership with excellent rental flexibility. This turn-key, ski-on/ski-off residence is being sold fully furnished, allowing a new owner to step right into the winter season with no setup required. The one-bedroom layout features two full bathrooms and lockout capability, allowing the home to function as one larger unit or two separate accommodations. The main living space includes a full kitchen with an open living/dining area, fireplace, sleeper sofa, and a murphy bed. The lockout bedroom offers two queen beds and a full bath, creating a flexible configuration that can sleep up to eight guests when used as a single unit. The lockout design also enhances rental versatility and income potential. Enjoy full access to Jackson Gore’s exceptional amenities, including 4 personal ski lockers, heated garage, heated indoor/outdoor pool and hot tubs, and The Spring House, which offers an indoor pool, hot tub, fitness center, and sauna. Jackson Gore is located near our lakes region as well as many award-winning golf courses, making this a true four-season destination. A unique opportunity to secure full ownership in one of Okemo’s most desirable slope-side locations, offered fully furnished and ready for immediate winter enjoyment. ROFR applies.

Versatile Ludlow retreat on 9 acres with proven short-term rental history, offering flexible living options ideal for owner-occupants or investors seeking income near Okemo Mountain. This property is configured as a single-family residence with two distinct living levels, each featuring private entrances and amenities that allow for multiple use scenarios. The ground floor living area includes a one-bedroom layout with a ¾ bath, kitchen, and combined living-dining space — well suited for guests, rental income, or extended family. The upper level features two bedrooms plus a loft, a ¾ bath, wood stove, and access to a deck with winter views of Okemo Mountain, creating a cozy and inviting primary living space. Set on 9 private acres, the property offers space, seclusion, and year-round recreational appeal just minutes from Okemo, downtown Ludlow, and four-season activities. With a history of short-term rental use, this home presents an excellent opportunity to offset ownership costs while maintaining flexibility for personal use. A rare combination of land, location, and adaptable living — ideal for a Vermont getaway, full-time residence, or income-producing property.

Motivated Seller! Rare opportunity to own this beautiful year-round Vermont Cape-style home! Only 5 minutes to Jackson Gore at Okemo. This updated and well-cared-for home has it all: hardwood floors, a cathedral ceiling, a finished basement with a kitchen, a covered rear porch, a mudroom, and a 2-car attached garage. Enjoy the backyard oasis, featuring an above-ground pool, a large CedarWorks playset for children, a fire pit, a Jamaica Cottage Shop shed, a poultry coop, and ample green space for your favorite activities. Just minutes to Okemo Mountain, Buttermilk Falls, VAST (snowmobiling trails), lakes, hiking trails, bike park, and numerous outdoor events: concerts, farmers' markets, and festivals. Living made easy with the rooftop solar array panels and the warmth of the pellet stove will help reduce your energy footprint while keeping utility costs low. This home checks all the boxes: space, sustainability, peace & quiet, and it's close to everything the area offers! The sellers had a new septic wastewater leach-field installed in October 2025. Don’t miss your chance to own a slice of Vermont tranquility at 491 Alpine Drive. Schedule your showing today!

Motivated Seller. Come see this Fully Furnished Move in Ready Retreat! Current owners are ready to pass along their special piece of Vermont. Enjoy the charms and privacy of a dead end road while being only five minutes from Jackson Gore at Okemo. Location is ideal for rental property or personal residence. This four bedroom home with two car garage and large basement has it all. Master suite above the garage gives privacy yet easy access to the rest of the home. Large slate entry has room for all your outdoor gear. Basement currently houses a pool table with room for even more toys or games. Step outside to a wonderful backyard with fire pit. Unwind in your 4/5-person hot tub, new in 2025. Quick access to both the VAST snowmobile and Catamount nordic trail systems. At the top of the Healdville trail you will find the fire tower with expansive views of the Okemo Valley. A fairly level yard and driveway allow for easy maintenance while a wooded area gives privacy and space for nature. The Generac generator will even kick on if you ever lose power. Furnished, cared for and ready for the next owner. Come see all this location has to offer!

Perfectly positioned for four-season enjoyment, this three-bedroom, two-bath single-family home in Mount Holly, Vermont offers an exceptional blend of location, comfort, and versatility. Just minutes from Jackson Gore at Okemo Mountain and the region’s lakes, the property places you at the heart of Vermont’s best winter and summer recreation, from skiing and riding to snowshoeing, snowmobiling, boating, and hiking. Located at the end of a quiet cul-de-sac, the home is part of a peaceful Mount Holly community ideal for morning strolls and dog walking. Inside, the layout provides comfortable living space for family and guests, while a proven rental history adds appeal for those seeking income potential. A newer septic system offers added peace of mind for future owners. In the warmer months, the spacious wrap-around deck becomes an extension of the living space—perfect for entertaining, grilling, or simply relaxing after a day on the mountain or at the lake. Whether you’re searching for a primary residence, a Vermont getaway, or an investment property, this Mount Holly home delivers on the essentials: location, lifestyle, and year-round enjoyment. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Walk to the Sachem Trail from this recently remodeled, warm and charming, 2 bedroom, 2 bath, 2 level condominium. Easy maintenance with an open floor plan (kitchen, dining and living room with wood burning fireplace and slider to the deck). Updates include: new kitchen cabinets, granite countertops, wood plank flooring, carpet, and paint. The new bathrooms have large format tiling and frameless glass showers. The building has all new siding, decks, windows and doors, ensuring years of headache free usage. Current special assessments are paid. Make this your 4 season happy place while skiing/boarding inn the winter months and enjoy the tennis courts and heated outdoor pool in the summer months.

Welcome to this charming three-bedroom home nestled on 2 acres in snowy Mount Holly. This well-designed ranch-style home offers three bedrooms, a ¾ bath, and washer/dryer hookups, providing comfortable and convenient one-level living. The office space off the kitchen provides flexibility for remote work or hobbies. This home boasts beautiful woodwork throughout, from the wood floors to the custom built ins and rustic wood paneled ceilings. Additionally this property is equipped with a built in security system providing extra comfort! Step outside onto the wrap-around deck, ideal for enjoying fresh mountain air and the beautiful surroundings. Just beyond the trees, you’ll catch beautiful mountain views for most of the year, offering a true Vermont feel in every season. Whether you’re looking for a full-time residence, a weekend getaway, or a cozy mountain retreat, this property combines privacy, space, and classic Mount Holly charm.

Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline. Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and include a spacious eat-in kitchen, full bathroom, partial concrete basement, replacement windows, and a recently installed oil tank. The detached one-car garage provides convenient storage for your kayaks, paddleboards, and other lake toys. This property offers a spectacular location less than two miles from Okemo Mountain. Whether you’re roasting marshmallows by a lakeside campfire in summer or playing board games by the warmth of the stove on a snowy day, this home invites year-round enjoyment. Importantly, the home was unaffected by recent flooding and comes with an elevation certificate confirming it lies outside the flood plain. This property is being offered "AS IS".

LUDLOW: Minutes from Okemo Mountain Resort and Fox Run Golf Club. Approx. 600' of frontage on Lake Pauline with private dock. Permits are required to complete renovations. The property is private and level. There's an Artist Studio near the road that isn't currently used and needs to be rehabilitated. This unique property needs a new owner to complete it. Make this your dream property!

Rare one bedroom walkout unit in Solitude Village. Sleeps 6. One of only five in the entire community. Steps to Promenade Trail. Open floor plan design includes cedar lined mudroom with numerous built-ins and boot dryer, kitchen with breakfast bar and dining area, living room with woodburning fireplace, primary bedroom suite, and half bath. Deck off the living room offers long distance vistas. Private ski closet located across from the mudroom offers additional space for skis, boards, boots, and other outdoor fun!

Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities. Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing gear. The renovated kitchen with new appliances includes a breakfast bar that flows into a separate dining area, while the sunken living room centers around a cozy soon-to-be-installed Regency electric fireplace. The unit includes a primary bedroom with an en-suite bathroom, a separate bunk room, and an in-unit laundry room with a side-by-side washer and dryer. Enjoy a short walk to the community pool ( currently being totally rebuilt) and 2 tennis courts, making this condo an ideal retreat for year-round recreation.

Outstanding views of Okemo Mountain from this well maintained, 3 bedroom, 2 full-bathroom condo with upgrades throughout. Living space is open and centered on a woodburning fireplace. Great mudroom with space to store all your gear. Located on the second level, this unit is bright with a private deck to enjoy sunsets and unobstructed views of ski trails, Black River, and pool. Primary bedroom has an updated ensuite bathroom and walk-in closet with built-in shelving. Updated kitchen and breakfast bar, all new lighting throughout, new hot water tank, and air-conditioning unit. Great access to skiing on the free mountain shuttle and an easy walk to village shops and restaurants. One of the best locations in Brookhaven!