Properties Near 162 Okemo Trailside Extension Ludlow, VT

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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.
Okemo Mountain Lodge, come experience unbeatable convenience, ideally located at the base of Okemo Mountain Resort. This one-bedroom residence offers the ease of ownership with true ski-in/ski-out access. Easy access to the main base area, where ski services, lifts, dining, and après-ski options are all right outside your door. The unit comfortably sleeps four, making it perfect for personal getaways or hosting guests. With a proven rental history through Okemo Mountain Resort, this property presents an excellent opportunity for both enjoyment and investment. Own your mountain escape and start making memories slopeside. Visit the Okemo real estate community today. Taxes are based on the town assessment.
Located just minutes from Okemo's Jackson Gore base area, this exceptional property offers a head start on your dream mountain home. The site comes with an approved state engineered 4-bedroom septic system and state permit already in place. The unfinished spec house is offered weather tight with the following finishes included: A new driveway, and a poured concrete foundation featuring radiant tubing installed in the slab for efficient heating. The structure boasts professional 2x6 framed construction with ZIP board sheathing, durable shingle roofing, and stylish black Mathews Brothers windows. This is perfect for those who don't have the time or energy to start a house from the ground up. This is a premier opportunity to complete a custom build in a sought-after location. The home will be ready for your custom finishes by Memorial Day weekend. Visit the Okemo real estate community today. Taxes are based on town assessment. (By mid May the house will have electrical/rough plumbing and insulation. Once completed the price will be adjusted.)
Fabulous ski-in/ski-out opportunity at the base of Okemo Mountain! This top-floor (3rd level) one-bedroom, one-bath condominium offers unbeatable convenience and beautiful views overlooking the Okemo Base Lodge and the A-B chair lifts. With a sleeper sofa for additional guests, it’s the perfect Vermont retreat for weekend getaways or extended stays. A new electric fireplace provides ambiance and warmth for cozy evenings. Step right outside to enjoy the base lodge restaurants, outdoor fire pit, and year-round amenities. Walk over to the Loft for a casual burger and beverage, or take a quick two-minute drive to all the shops, dining, and entertainment along Main Street in Ludlow. You’re also just five minutes from Fox Run Golf Course, scenic Route 100, and the Lakes Region. Comfortable, convenient, and ideally located, this condo is a wonderful choice for family ski vacations or an excellent rental investment in the heart of the Okemo Valley.
Sun-drenched and thoughtfully designed, this one-bedroom condo is ideally located in the sought-after Trailside community, just moments from the Sachem Trail, the new in-ground swimming pool, tennis courts, and additional parking. Offering true four-season appeal, it provides effortless access to Okemo Mountain while also serving as a comfortable year-round retreat. The open-concept layout is enhanced by high ceilings, bleached wood finishes, and a striking new wood-burning fireplace, creating a bright and airy ambiance throughout. The well-appointed bedroom includes ample storage, and two built-in bunk beds add flexibility for guests, making this an inviting and highly functional mountain getaway with strong rental potential.
Located in the Village Of Ludlow this turn key ranch has been a great second home/investment for the current owner. Situated on the the outskirts of town with a classic neighborhood feel and the comfort of locals nearby. Take in the Okemo views as soon as you set foot on the property with ample parking for guests in the circular driveway. Step into the recently renovated house to include windows, metal roof and updated interior. This easy keeper is fully equipped and has hardwood floors and bunk beds for the kids that will bring years of memories for the family. The bonus space is ready to be finished to add real value to the home. The plan is drafted for a primary ensuite bedroom with sitting room and a spacious family room. Come check out this village home today! It won't last long...

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