Properties Near 145 Okemo Trailside Extension Ludlow, VT

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.

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!

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.

Welcome to Twine Hill...A fully updated 4-bedroom, 2-bath home combining modern upgrades with an amazing, functional layout. Recent renovations include a new furnace with anti-freeze system, LVP flooring, recessed lighting, fresh interior paint, and smart thermostats and security camera/system. Move in and start enjoying immediately. Designed for effortless single-level living, the home features main-floor laundry, an oversized mudroom with cubbies and built-ins, and generous closets, including a walk-through closet to the primary bath. Seasonal views of Okemo Ski Resort from the chef’s kitchen, spacious primary bedroom, and inviting jacuzzi deck. Tucked away on a quiet private road yet just minutes to town, with town water, sewer, and road maintenance. Perfect as a primary residence, vacation getaway, or income property.

Tucked away on a quiet dead-end street just minutes from Jackson Gore and Okemo Resort, this charming three-bedroom, two-bath home offers the perfect blend of comfort, style, and Vermont appeal. The beautifully remodeled kitchen features modern finishes and sliders that open directly to the deck—ideal for entertaining or enjoying peaceful mornings outdoors. Inside, the inviting living room boasts a cathedral ceiling, hardwood flooring, and a cozy warming stove that creates the perfect après-ski atmosphere. The flexible floor plan includes one bedroom on the main level, with two additional bedrooms upstairs, along with a dedicated office/den—perfect for remote work or extra living space. Practical features abound, including an oversized mudroom for all your gear and a one-car garage. Step outside to a picturesque backyard complete with a tranquil brook, firepit, and a large storage shed. With plenty of room for outdoor games and gatherings, this property is designed for making the most of every season. Whether you're looking for a full-time residence or a mountain getaway, this home offers comfort, convenience, and a beautiful natural setting.

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.

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 Fixer-Upper in a Dream Location – Your Canvas Awaits! Step into a world of endless possibilities with this house, nestled in the heart of a picturesque neighborhood just a mere 0.8 miles from the magnificent Okemo Mountain. This property is not just a house; it’s a golden opportunity for those with a vision, a passion for design, and a desire to create a home that reflects their unique style. There’s ample room for family, friends, and guests. Each room is a blank slate, allowing you to infuse your personality and flair into every corner of your new home. A two-car heated garage offers not just parking space, but also potential for a workshop, storage, or a hobby area. Plus, you’ll never have to worry about shoveling snow off your car in winter. This property boasts a prime location that combines the tranquility of neighborhood living with the convenience of being close to town. Just minutes away, you’ll find delightful shopping options and exquisite restaurants that cater to every palate. And for adventure seekers, Okemo Mountain is your playground – whether you enjoy skiing, hiking, or simply taking in breathtaking views, this location is an outdoor enthusiast's dream come true. While the house requires some rehabilitation, this is where your creativity comes to life. Transform this space into the home you’ve always envisioned, tailored to your taste and lifestyle. Don’t miss out on this exceptional opportunity – Contact us today to schedule a viewing!

Escape to your authentic Vermont treehouse, a true rustic homestead rooted deep in the hillside and reaching toward the sky. Perched above the endless, whispering canopy of the Green Mountain National Forest, this private three-bedroom, two-bath retreat is a hidden world of its own. Inside, morning light bathes the kitchen, while every window serves as a natural frame for a living landscape that shifts with the seasons. Over the last twenty years, the owner has carefully cultivated a vision here—a commitment to independence, creativity, and a genuine, deep connection to the land. Just above the main residence, with some additional work, the original one-room sky cabin will offer a soulful little perch overlooking the property—an ideal sanctuary, off-grid studio, or quiet place to dream. This retreat is set in the gentle rhythm of your own 12 acres, yet remains minutes from all the Green Mountains have to offer. In the main gathering space, you'll feel like you are looking out over the treetops—an ever-changing, rugged canvas of green, gold, and snow. For those dedicated to a simpler, freer way of living, the groundwork for self-sufficiency is established. With solar in place and hydro possibilities, this property offers a clear path toward off-grid life—should you choose to follow it. This is more than a home; it's a place to live lightly, breathe deeply, hike and snowshoe on your own established trails and forge a lifestyle entirely your own. This peaceful location is just outside the charming Village of Belmont, Vermont—only a short walk to the new Belmont General Store and the waters of Star Lake, and twenty minutes to Rutland and Ludlow

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".

Welcome to 8 Okemo Heights, where classic Vermont charm meets modern comfort, just minutes from Okemo Mountain. This beautifully updated home offers the perfect blend of character and convenience, with warm wood floors, thoughtful upgrades, and tasteful furnishings included, making it truly move-in ready. The heart of the home features a bright and open country kitchen that seamlessly flows into inviting living and dining spaces. Large windows bring in natural light and frame seasonal views of Okemo, while multiple living areas provide flexibility for entertaining or relaxing after a day on the slopes. Cozy up by the wood stove or pellet stove on chilly winter days, creating that quintessential Vermont ambiance. A dedicated mudroom plenty of storage is ideal for your gear, keeping everything organized and ready for your next adventure. The primary bedroom on the main level offers convenience and comfort, while additional bedrooms upstairs provide ample space for guests. Step outside to enjoy the covered farmer’s porch or unwind on the deck featuring a hot tub, perfect for après-ski evenings under the stars. A detached barn adds valuable storage for outdoor gear, equipment, or recreational toys. Located just on the outskirts of town, this property offers a peaceful setting with easy access to Okemo, the village, dining, and year-round recreation. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this Okemo-area home checks all the boxes. Visit the Okemo real estate community today. Taxes are based on town assessment.

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!

Enjoy a fantastic four-season location featuring a beautiful new in-ground pool for summer enjoyment and convenient Okemo shuttle service to the slopes during ski season. Ideally situated close to Main Street in Ludlow and just five miles from the area’s lakes. This well-maintained three-bedroom condo offers a comfortable layout with a primary suite and an open, spacious living and kitchen area. A wood-burning fireplace creates a warm and inviting atmosphere—perfect for crisp foliage-season days and cozy Vermont winter evenings after a day on the slopes. The updated kitchen provides excellent storage, and the breakfast counter is ideal for additional seating or meal preparation. The condo is light and bright and includes a private deck for relaxing outdoors. An easy-to-maintain property with plenty to offer, this condo represents an excellent value in a highly desirable location.

Recently refreshed 3BR/2Bath Condo, 5 minutes to Okemo Mountain Resort, 30 minutes to Killington Skyeship. Seasonal swimming pool.

LUDLOW: Lake Pauline Waterfront with Existing Footprint and Permit in Place. Opportunity to own a unique lakefront property on Lake Pauline with approximately 600 feet of shoreline and over an acre of land just minutes from Okemo Mountain Resort. The existing home is positioned close to the water within an established footprint that could not be replicated under current regulations. This location provides direct access and a setting that is no longer achievable for new construction. A substantial improvement permit has been issued for the property, establishing a clear path forward for renovation or redevelopment. The next owner can move directly into execution with known requirements rather than starting the permitting process from the beginning. The home can be occupied in its current state, offering the ability to use the property while completing interior work over time. This creates flexibility for a buyer to phase improvements while enjoying the lake and surrounding area. The property also includes a separate roadside structure that may be used for storage, workshop, or studio space (buyer to verify). Well located near Okemo and Lake Pauline, this property is suited for a buyer looking to secure a waterfront position and complete a project with a defined path forward.