Properties Near 145 Okemo Trailside Extension Ludlow, VT

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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.
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!
Exceptional Investment Opportunity in the Heart of the Village of Ludlow! Located on Pleasant Street in the village of Ludlow, this three-unit multi-family property offers versatility, convenience, and strong income potential. Whether you're seeking an investment property, employee housing, or the opportunity to live in one unit while renting the others, this property checks all the boxes. With a total of five bedrooms across three separate units, the layout is both functional and appealing. The first unit on the main Level is a spacious first-floor unit which features a full kitchen, comfortable living room, two bedrooms, and two bathrooms. Ideal for an owner-occupant or long-term tenant, this unit offers easy access and generous living space. Upstairs, the second unit includes a full kitchen, living area, two bedrooms, and a full bathroom—perfect for seasonal or year-round rental. Also located on the upper level, the third unit offers a full kitchen, living area, one bedroom, and a bathroom, providing additional rental flexibility and income potential. Positioned on the shuttle route to Okemo Mountain Resort, this property is especially attractive to winter enthusiasts and vacation renters. Tenants and guests will appreciate the convenience of easy access to skiing and snowboarding without the need to drive. Beyond winter, Okemo Mountain Resort transforms into a four-season destination offering hiking, mountain biking, scenic lift rides, and adventure activities. Enjoy close proximity to Ludlow’s charming downtown shops and restaurants, as well as the local golf course in town. The beautiful lakes region nearby—including Lake Rescue and Echo Lake—adds even more appeal with boating, swimming, and summer recreation just minutes away. Village location, multiple income streams, and year-round recreational appeal make this Pleasant Street property in one of Vermont’s most desirable mountain towns. Don’t miss your chance to invest in the vibrant Ludlow community!
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.
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.
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.
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".
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.
LUDLOW: Rare opportunity to own an exceptional piece of Vermont waterfront on Lake Pauline, featuring approximately 600 feet of direct shoreline and over an acre of land just minutes from Okemo Mountain Resort. Properties with this level of frontage and proximity to the water are increasingly rare, offering a unique chance to enjoy a grandfathered lakeside setting that could not be replicated under current regulations. The existing home is ideally positioned to take full advantage of the lake, creating a true four-season retreat with strong potential as a primary residence, vacation getaway, or income-producing property. Whether enjoying summer days on the water or winter access to nearby skiing, this location offers the best of both worlds. The current owner has been actively working through the permitting process, which is now nearing completion. Upon issuance, the property will be ready for renovation and finishing. The seller is prepared to begin improvements but is also open to transferring the property with the permit in place, allowing the next owner to bring their own vision to life while benefiting from reduced upfront uncertainty. Additionally, the property includes a separate roadside structure offering potential for a studio, workshop, or future small business use (buyer to verify), adding further flexibility and upside. This is a rare chance to secure a highly desirable lakefront parcel with substantial frontage, strong location near Okemo, and the ability to create a customized lakeside retreat. Opportunities like this are limited and increasingly hard to find in the Ludlow market.
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!
Recently updated large one-bedroom condominium at Trailside Village within easy walking distance to ski on / ski off access to the Sachem Trail. The open kitchen flows seamlessly into a separate dining area, creating a comfortable space for everyday living or entertaining. A sunken living room features a newly replaced wood-burning fireplace and new carpeting, offering a warm and inviting retreat after a day on the slopes. Additional highlights include a renovated bathroom, an air-locked mudroom ideal for ski gear storage, and the convenience of a Tesla charging station. Beautiful eastern, sunrise views. Open space from the patio for kids to play... This village complex was recently renovated with new roof, siding, decks, windows and doors! New in-ground pool in progress. Offered partially furnished.
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.

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