Properties Near 62 Okemo Trailside Extension Ludlow, VT

Sitting atop the Okemo Trailside community just below the Catnap ski trail and abutting the Okemo State Forest. Three bedroom plus family room townhome offering magnificent panoramic mountain views to the east. Large and well equipped kitchen with vaulted ceiling and breakfast bar. Open dining and living areas centered by a woodburning fireplace with cathedral ceilings leading out to a large covered deck. Private owners suite with skylit whirlpool tub. Two guest bedrooms with full bath and sauna. Separate family room. Two private ski lockers. On demand shuttle service to the Sachem ski trail. Summer amenities include swimming pool and tennis courts. Hiking right outside your door. Wonderful year round retreat.

Two Unique Homes on 16.5 Acres Near Okemo Mountain Resort and Other Outdoor Recreation Opportunities! Discover an exceptional Vermont retreat just 10 minutes from Okemo Mountain Resort—featuring two distinctive homes on 16.5 private acres in Mount Holly. Surrounded by forest, open meadows, and a peaceful stream, this property offers the perfect mix of natural beauty and year-round adventure. The main home exudes Vermont charm with natural wood interiors, exposed beams, and a striking stone fireplace. With 3 bedrooms and 2 full baths, it features a granite kitchen, open living area, and large deck ideal for soaking in mountain views. A new heat pump forced-air system adds modern efficiency, and the home is offered fully furnished for a turnkey move-in. The newly finished guesthouse, once a garage, is now a modern 1-bedroom, 2-bath residence with spacious living areas, a kitchen, dining space, and raised deck. Unfurnished and ready for your vision, it’s perfect as a rental, guest suite, or creative retreat. Enjoy access to nearby snowmobile trails, hiking paths, and all-season recreation—just minutes from Okemo’s ski slopes. Whether you live in one home and rent the other or create your own Vermont sanctuary, this rare Mount Holly property combines comfort, flexibility, and an unbeatable location.

Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy from the road with an emphasis on light and views to the south. Enter the oversized one-car garage with tremendous storage space for your skis, bikes, fishing poles, and more. Warm up by the inviting wood-burning fireplace after a day on the slopes or gather with friends and family in the open-concept living and dining area. With four generously sized bedrooms and ample bathrooms, there's room for everyone to spread out and unwind. Three of the bedrooms and two baths occupy the top floor, along with an office off the primary bedroom. The lower level features a large game room along with a bedroom and full bath. There is also extra sewer capacity for future expansion possibilities. The front lawn is level and features a stone retaining wall, perennials, and ample room for entertaining. Located near Ludlow village, you are close to excellent dining, shopping, and all the amenities this vibrant mountain town has to offer. Whether you are looking for a vacation getaway or a full-time residence, this home offers the quintessential Vermont lifestyle in an unbeatable location.

Welcome to the House of Fives—ideally located five miles from Okemo, five minutes to Ludlow, and offering five bedrooms for comfortable mountain living. This spacious log home features two great rooms plus a third living area, providing ample space to spread out for one or even two families. The open-concept main level seamlessly connects the kitchen, living, and dining areas, centered around a pellet-burning fireplace insert. With two sets of sliders and overhead windows, natural light pours into the space, creating a bright and inviting atmosphere. Step outside onto the large deck to further enhance your outdoor living experience. The expansive unfinished area of the lower level offers a blank canvas for a game room, workshop, or additional storage. A fun loft overlooks the main living area, while knotty pine paneling throughout delivers a warm, classic cabin feel. Outdoor enthusiasts will love the direct access to the VAST snowmobile trail—ride right from your home, with plenty of room for friends to park their sleds too. Set on 23 acres, the property even offers the opportunity to create your own private trails through the woods. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Winterplace on Okemo Mountain. Embrace the ultimate Okemo Mountain lifestyle in this bright and inviting Winterplace F301 2-bedroom, 2-bathroom corner unit. Bathed in natural sunlight, the open living space seamlessly connects the dining area, full kitchen, and a cozy wood-burning fireplace—perfect for après-ski relaxation or entertaining friends and family. A convenient 3/4 bathroom off the living area adds functionality for guests. Two bedrooms share a Jack-and-Jill bathroom, providing privacy and comfort for family or friends. Step outside your door to enjoy true trailside living, with direct access to the slopes and the entire mountain at your fingertips. Winterplace offers exceptional amenities, including a heated indoor pool, hot tubs, a fire pit, and tennis courts, making every season enjoyable. Whether you're hitting the slopes, lounging by the fire, or taking a dip after a day on the trails, this condo is the perfect year-round retreat at Okemo. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Experience Slope-Side Sophistication at Solitude Village. Indulge in the ultimate mountain lifestyle with this elegant 2-bedroom, 2.5-bathroom condominium. Perfectly positioned for outdoor enthusiasts, you can ski directly to the Solitude Village lift or enjoy a leisurely stroll to the Day Lodge. This ground-floor retreat features a cozy fireplace for post-ski relaxation and a private deck with direct trail access. Owners enjoy exclusive access to world-class amenities, including a year-round heated indoor/outdoor pool, hot tub, sauna, and a seasonal restaurant—all just steps from your door.

Winterplace at Okemo—where location truly makes all the difference. A104 is perfectly positioned on a coveted corner location, directly across from the resort amenities, including the indoor pool, hot tubs, and tennis courts. Step outside and enjoy effortless access to everything Okemo has to offer, a short distance away. You’ll be clicking into your skis and heading straight to the Sunburst Six, always skiing toward the top of Okemo. This fully renovated residence has been thoughtfully updated to provide comfort, style, and functionality for year-round enjoyment. Designed to accommodate your entire family and guests, the home provides a warm and inviting retreat after a day on the slopes, trails, or golf course. Whether you’re enjoying winter ski weekends, summer mountain activities, or quiet off-season escapes, this property delivers the ultimate four-season lifestyle. With unbeatable proximity to amenities, slopeside convenience, and modern updates throughout, A104 at Winterplace is an exceptional opportunity to own in one of Okemo’s most desirable communities. Schedule your showing today and experience firsthand why this location is second to none. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

Discover the perfect balance of comfort, convenience, and stunning valley views in this beautifully appointed 2-bedroom, 3-bathroom residence located in the sought-after Bixby House at Jackson Gore, Okemo Mountain Resort. This spacious and well-designed unit offers an exceptional slopeside experience with direct ski access and all the amenities you need for a relaxing, four-season Vermont getaway. Enjoy a cozy, open-concept living and dining area with a gas fireplace, fully equipped kitchen, and large windows that frame sweeping views of the valley. Each bedroom is generously sized, and the unit includes three full baths for maximum privacy and comfort. The layout is ideal for families, couples, or rental guests, with a flexible floor plan and quality finishes throughout. Amenities include an onsite owners lounge, business center, private underground heated parking access to the Spring House fitness center, heated indoor and outdoor pools, slopeside hot tub and summer tennis. The unit sleeps 8 and is pet friendly.

Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and cathedral ceiling; and a guest bedroom with a full bath. Kitchen upgrades include wood cabinetry and floors, stainless steel appliances, and stone counters. A private primary bedroom suite with wood cabinetry, stone counters, and an oversized glass shower occupies the entire second floor. Updated baseboard heating system throughout. Enjoy one of the best locations in this Okemo slopeside community.

This beautifully located 2-bedroom, 2.5-bath condominium offers true ski-in/ski-out living, nestled directly slopeside among the Sidewinder, Promenade, and Rising Star ski trails on Okemo Mountain in Ludlow, Vermont. An easterly orientation fills the home with soft morning light, showcasing warm sunrises and picturesque winter views. The living room features a wood-burning fireplace and opens via a sliding glass door to the deck and front yard. This is an ideal set up for dog owners, children at play, or simply relaxing outdoors with a glass of wine on a sunny March and watch the action on the slopes The kitchen and bathrooms are thoughtfully appointed with maple cabinetry, granite countertops, and stainless steel appliances, blending classic mountain character with modern convenience. The primary bathroom includes a soothing jetted tub, ideal after a full day on the slopes. A dedicated ski room offers exceptional functionality with a boot dryer, bench, cubbies, and ski rack, ensuring effortless gear organization. As a Solitude owner, you and your guests enjoy exclusive access to the Solitude Day Lodge amenities, including a heated indoor/outdoor pool, hot tub, sauna, and fitness room—the perfect complement to an active mountain lifestyle.

Bixby House 640/642 Whole Ownership. This luxury two-bedroom, valley side home features fully-equipped kitchen with stainless steel appliances, tiled back splash, farm sink and granite counters. The cozy living room includes a dining area and gas fireplace. The tiled foyer entry provides storage for outdoor gear. Primary bedroom has a king bed and a spacious master bath with his and her sinks. Guest bedroom, with 2 queen beds, offers lock-out capability for separate rental opportunity. Enjoy convenient slopeside location at Bixby House, combined with the luxury amenities including an onsite owners' lounge, business center, private underground heated parking and access to the Spring House fitness center, heated indoor and outdoor pools, ice skating at the Ice House, slopeside hot tub and summer tennis. The only residences at Jackson Gore where homeowners can bring their furry four-legged friends along. Come see for yourself why slopeside living is so sweet at Okemo's Jackson Gore. This unit sleeps 8.

Welcome home to Trailside 15C on Okemo. Fully renovated and sold turn-key furnished, this 3-bedroom, 3-bath Trailside condominium is designed for effortless mountain living. The well-thought-out floor plan maximizes space and comfort, featuring a sun-filled main level with vaulted ceilings, exposed beams, and an open-concept kitchen, living, and dining area that captures a classic Vermont vibe. The spacious mudroom provides practical storage for all of your gear, while the deck extends your living space outdoors. Upstairs, retreat to a private primary en suite sanctuary. The lower level offers two additional bedrooms and a full bath, ideal for guests and family. A dedicated outdoor ski closet adds convenience after a day on the slopes. Enjoy Trailside’s amenities, including an in-ground pool and tennis courts, plus easy access to the Sachem Trail for winter skiing and summer hikes. This is four-season Okemo living at its best. Visit the Okemo real estate community today. Taxes are based on town assessment.

Welcome to a place where comfort meets mountain lifestyle. This beautifully updated 3-bedroom, 2-bath condo offers the perfect blend of warmth, space, and convenience—just a short walk to the ski trail for effortless days on the mountain. Inside, you’ll find wood floors, a thoughtful open layout, and a cozy fireplace that anchors the living space, making it ideal for both quiet evenings and gatherings with friends. Modern heating and cooling ensure year-round comfort, while recent updates add a fresh, move-in-ready feel throughout. The loft provides flexible space—perfect for a home office, guest area, or reading nook—while the walkout lower level adds functionality and easy access to the outdoors. Step onto the private deck to enjoy mountain air, morning coffee, or après-ski relaxation. Whether you’re looking for a weekend retreat or investment opportunity, this condo delivers comfort, character, and a location that invites you to enjoy every season. Schedule your showing today!!

Experience the perfect blend of comfort, style, and year round adventure in this beautifully updated 4-bedroom, 3-bathroom home designed for modern living. Inside, the inviting layout is ideal for both everyday living, entertaining guests or rental potential. A spacious mudroom with exceptional storage leads into the open living area, where vaulted ceilings, grand windows, and a cozy pellet stove create a warm, welcoming atmosphere. The dining area opens to a wraparound deck overlooking the backside of Okemo Mountain, a perfect setting for morning coffee or evening gatherings. The main level also features a generous bedroom and a full bathroom with convenient laundry. Upstairs, you’ll find three additional bedrooms and a shared bath. The finished basement expands the living space with a large game or family room, an additional bathroom, and a bonus room ideal for guests, a home office, or gym. Recent upgrades include a brand-new roof, energy efficient pellet stove, hot tub, dedicated Tesla EV charger, granite countertops, 10X 12 lighted shed, newly finished gravel patio area leading to stone pathway to sunken expansive Firepit and more! After a day of adventure, unwind in the hot tub under the stars. With unbeatable access to outdoor recreation in every season skiing and snowboarding in winter, plus lakes, hiking trails, kayaking and swimming spots in summer this home offers the best of Vermont living. Just 7 minutes to Okemo Mountain, 26 minutes to Killington and 9 minutes from serene Lake Ninevah.

Set on a peaceful country road, 535 Nelson Road offers classic Vermont charm with the convenience of being just a short drive to Okemo Mountain, Ludlow village, and the area’s lakes and recreation. This gambrel-style home sits on a beautiful 13.30 acres with a mix of wooded surroundings and open, usable field—ideal for enjoying privacy, gardening, and outdoor living. Inside, warm pine floors, exposed wood beams, and wood-plank ceilings create an inviting, timeless feel. The dining area is a standout, featuring a vaulted ceiling, skylights, and a wall of windows that allow natural light to pour in while overlooking the expansive yard. An open, eat-in country kitchen offers charming built-in cabinetry and excellent functionality for everyday living and entertaining. The living room centers around a wood stove—perfect for cozy Vermont evenings. The floor plan provides exceptional flexibility. One of the three bedrooms includes a wet bar and a private upper-level entrance, making it well-suited for guests. The finished basement offers an additional living area with a large den, a bonus room, and a full bathroom ready for renovation—an excellent opportunity to customize the space to your needs. Additional features include an attached, heated two-car garage, fenced garden area for summer vegetables, and an existing tennis court that could be revitalized or repurposed. A property that blends rural tranquility, character, and versatility—all within easy reach of the best of the Okemo Valley.

Welcome to your Vermont escape at 306 Hedgehog Hill Road in Mount Holly. Built for four-season enjoyment, this home offers flexible living spaces, generous room for guests, and sweeping long-range mountain views. Enter through the heated, under-home garage into a finished lower level ideal for mountain life. You’ll find excellent space for gear, a roomy mudroom, and a large den or game room perfect for après-ski relaxing. The garage has plenty of room for snowmobiles and toys, and this location offers convenient access to the VAST trail network. Upstairs, the main level features an open floor plan with cathedral ceilings, expansive windows, and stunning views. A propane fireplace creates a cozy gathering space, while a bedroom and full bath provide easy one-level living. A beautifully designed addition wrapped in rich cherry wood adds warmth and character. Enjoy custom cabinetry, a wet bar, a comfortable living area with a gas-fired stove, and more cathedral ceilings with continued long-range mountain views. The ensuite bedroom, full bath, and loft—ideal for a home office, private primary quarters, or make this space perfect for guests or multi-generational use. The addition connects seamlessly to the main house and also offers a private entrance from the deck. The upper level of the main home includes two more bedrooms and a shared full bath. Outside, a sprawling yard sets the stage for lawn games, gatherings, and lasting memories. Located just minutes from Okemo Mountain Resort, downtown Ludlow, and the village of Belmont, this property is a fantastic option for a ski retreat, snowmobile base, or year-round getaway. Visit the Okemo real estate community today. Taxes are based on town assessment.

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!

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!