Properties Near 145 Okemo Trailside Extension Ludlow, VT

This quiet home in Mount Holly offers a peaceful retreat with serene surroundings, perfect for those seeking a tranquil lifestyle. Nestled on over an acre of land, the property features a lovely pond that can be enjoyed year-round, whether for winter skating or summer relaxation. Inside, you'll find a functionally designed galley kitchen with Corian countertops, hardwood flooring throughout the main level, and four spacious bedrooms, including a main level bedroom with an ensuite bath. The home also offers ample closet space, a generously sized office/den, and an upper-level loft area - ideal for work or play and an oversized attached two-car garage. The landscaped, level lot provides plenty of room for outdoor activities, while the pond at the edge of the property adds a bucolic touch to the natural setting.

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.

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.

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!

Welcome to Okemo's iconic roundhouse. While not completely round, this distinctive home is only about 1,200' from the main base area - an easy walk even in ski boots. It is all about location! You will find 3+ bedrooms, 2 full baths, a sauna, and hardwood floors in the common areas. The wrap-around deck provides views of Okemo ski trails and is great for outdoor entertaining. The mudroom has a slate floor and lots of space to keep your snow gear. The bonus room has a pellet stove and can be your second living room. The main living room has a gas fireplace/stove that adds ambiance to the home along with the great natural light from the windows. The kitchen has a lot of cabinetry and the dining area flows from the kitchen to the living room. The lower bath offers a large whirlpool tub and a sauna for relaxing after a day on the mountain. Come see one of the most affordable houses that is this close to the trails. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

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!

Enjoy big Okemo views from this charming three-bedroom, two-bath home tucked on a quiet dead-end street just minutes from Okemo Mountain and downtown Ludlow. A spacious mudroom welcomes you inside — perfect for storing skis and gear after a day on the slopes. The bright and inviting living room features large windows that fill the space with natural light and a wood-burning fireplace for cozy winter evenings. Step out onto the expansive deck with a hot tub and take in sweeping views of Okemo and the surrounding mountains. Whether you’re looking for a comfortable year-round home or a vacation getaway, this property offers the ideal blend of privacy, convenience, and Vermont charm. Visit the Okemo real estate community today. Taxes are based on current town assessment.

It’s easy to imagine stepping back in time at this charming farmhouse—yet it’s been beautifully updated with today’s modern amenities! Set back from the street among stately old maples, the property even holds a nostalgic remnant of an old rope swing. Situated on nearly ¾ of an acre, this four-bedroom, three-bath home features unique character throughout, including a curved wall, an elegant open stairway leading upstairs, a classic pantry room, and even a back staircase from the kitchen. Recent updates include new wiring, a high-efficiency propane heating system, and a newly drilled well. The inviting wrap-around porch is the perfect spot to gather with family and friends, whether enjoying everyday moments or watching the 4th of July parade—and fireworks—go right by. All this, just a short stroll to the NEW Belmont General Store, the Community Library, Star Lake and The Green where you will find seasonal live music and festivals. Conveniently located 15 minutes to Okemo Mountain/Ludlow or Weston, and only 25 minutes to Rutland.

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.

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!