Properties Near 51 High Street Ludlow, VT

Trailside on Okemo Mountain. Experience mountain living at its finest in this spacious 4-bedroom, 3-bathroom condo on Okemo Mountain, perfectly positioned at the top of the complex with enormous easterly views toward Ascutney Mountain. The entire unit has been completely renovated, including sliders and windows! Enter through a welcoming mudroom—ideal for ski gear and all four seasons—before stepping into a bright, open-concept main living area. The full kitchen features a convenient breakfast bar and flows seamlessly into the dining area, where a glass slider opens to the large, partially covered deck, perfect for entertaining or relaxing while taking in the mountain scenery. The living room offers vaulted ceilings, abundant natural light, and a wood-burning fireplace, with an additional glass slider providing easy deck access. The top floor is dedicated to the private primary suite, complete with its own balcony and a full bath featuring a soaking tub, creating a peaceful retreat after a day on the slopes. The lower level features three additional bedrooms, a 3/4 bathroom, and a laundry room, providing ample space for family and guests. Enjoy the convenience of nearby ski access, along with complex amenities including a seasonal inground pool and tennis court. Whether you’re seeking a full-time mountain home, a ski getaway, or an investment property, this Okemo Mountain condo delivers comfort, views, and four-season enjoyment in a premier location. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Sugar Maple #3 offers a rare opportunity to own a pristine, original-owner residence in the heart of the prestigious SouthFace Village at Okemo. This "turn-key" residence stands apart for its efficiency, condition, location, highly competitive HOA fee structure ($2.0k per quarter) and unparalleled proximity to Okemo's premier amenities. SM 3 includes two assigned underground parking spaces, a private storage locker and a ski equipment locker conveniently located outside the front door. This ski-on/ski-off condominium is one of the most coveted locations in the village—just steps from the lodge amenities, including a heated outdoor pool and hot tub, fitness center, and owners’ lounge, with direct access to the Suncatcher Trail and Sunshine Quad. Never rented and occupied fewer than 30 days per year, this home has been lightly used and meticulously maintained. The beautifully appointed two-bedroom, three-bath residence features a contemporary open-concept layout designed for elevated mountain living. The main level offers a spacious mudroom entry, an inviting living area anchored by a gas fireplace and generous dining space. The kitchen blends form and function with Caesarstone countertops, breakfast bar seating, custom cabinetry, and energy-efficient appliances. The primary suite with king bed includes a private en-suite bath; the second bedroom offers custom-built solid wood bunk beds for family or guests and direct access to a full bath. A convertible sofa in the living area allows the residence to comfortably accommodate up to eight adults. The second-floor washer and dryer add everyday convenience. The virtual tour under the main photo highlights the amazingly convenient proximity from SM 3 to the outdoor pool & hot tub, exercise facility and owners lounge; the Sunshine Quad chairlift is right around the corner...

SouthFace Village Tamarack #6 Ski-on, ski-off access, luxury amenities, and stunning views await at this beautiful, two-level condominium. This two-bedroom, three-bath unit is steps away from the brand-new recreation building, making it the perfect spot for après-ski relaxation. Inside, you'll find a bright and sunny open-concept living space. A gas fireplace creates a cozy ambiance, while mini-split systems provide efficient heating and cooling. The primary suite offers a private retreat, and a spacious bunk room with its own bath can easily accommodate the whole family. This newly built condo is a perfect blend of comfort and convenience, with tasteful furnishings and decor throughout. Come and experience the fun at SouthFace Village!

Winterplace at Okemo Mountain Resort! Welcome to Unit N103, a beautifully appointed first-floor condominium offering the perfect balance of comfort, convenience, and alpine charm. With 3 spacious bedrooms and 2 bathrooms, this residence features a bright, open-concept layout designed for effortless entertaining and relaxing after a day on the slopes. Enjoy true slopeside access with direct entry to the Sunburst Six heated bubble chairlift and easy access to Okemo’s main base area, making first tracks and après-ski gatherings part of your everyday routine. Winterplace amenities elevate the experience year-round, including an indoor heated pool, soothing hot tubs, a tennis court, a community fire pit, and a BBQ area — ideal for creating lasting memories with family and friends. Whether you're searching for a winter retreat or a four-season Vermont escape, this Winterplace residence delivers location, lifestyle, and comfort in one exceptional package. Don’t miss your opportunity to own in one of Okemo’s most sought-after slopeside communities. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Luxury End Unit Townhome in Okemo Trailside Community...Discover refined mountain living in this beautifully updated townhome located in the desirable Trailside Village IV cul-de-sac. Nestled among mature trees, this property offers a rare sense of privacy and a peaceful country setting, while remaining just minutes from all that Okemo Mountain Resort has to offer. As an end unit, the residence is filled with light and enhanced by a wraparound deck, perfect for relaxing or entertaining while taking in serene woodland views. Updates bring a modern, elevated feel to the interior spaces, creating a stylish yet comfortable retreat for all seasons. Enjoy the convenience of a very short, on-demand shuttle ride to the Sachem ski trail, providing easy access to skiing while preserving the tranquility of the setting. Generous living spaces and well-appointed bedrooms create an inviting atmosphere for all.

This is a beautifully renovated 3 bedroom, 2 full bath condominium on 2 levels. The interior entry, with laundry, has an air lock so that the cold air does not come into the condo. On the main level, you walk into a mudroom area and then into the open kitchen/dining/living room with new gas fireplace. The sunlight pours in through the wall of windows where there is a sliding door to the deck overlooking the trail. Breathe in the fresh mountain air. As you head to the lower level, you will find a bedroom/den, along with the second gas fireplace, a full bath, and a bar area with a sink and refrigerator. There is a door leading to the great outdoors where you will ski, board and just have fun in the snow! This is a beautiful condo. Come see it!

Welcome to 51 High Street — an immaculate, turnkey village home just steps from the Okemo shuttle stop, offering effortless access to Okemo Mountain Resort and all that Ludlow has to offer. This inviting residence features five bedrooms and 2.5 baths, thoughtfully updated for comfortable year-round living. The renovated kitchen shines with classic soapstone countertops and a charming Jøtul woodstove, flowing seamlessly into tastefully appointed living and dining spaces—ideal for gathering family and friends. Enjoy outdoor living on the sun-filled, south-facing front porch, or unwind on the expanded rear deck and patio with hot tub—perfect for après-ski fun or summer evenings. Modern comforts include mini-split systems, a newer furnace and hot water heater, and the peace of mind that comes with an updated interior and freshly painted exterior (2022/2023). Whether you’re seeking a full-time village home, a four-season retreat, or an investment opportunity, this property delivers. Exceptional rental history available upon request.

This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral ceiling! The upper level features the primary bedroom, a remodeled private bath, and a small balcony for your morning coffee. Enter the completely finished lowest level, which includes three additional bedrooms, a full bath and laundry room. An air lock mudroom at the entrance stores your gear. The wraparound deck is roomy enough for outdoor entertaining. Okemo Trailside amenities include a heated summer pool, (new in 2025), and 2 tennis courts. Located on the private, on-demand, Trailside shuttle route with a very short drop-off to the Sachem Trail.

From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this spacious home is ideal for hosting friends and family in every season. The oversized primary suite features a luxurious bath and dressing area. Warm oak and maple flooring run throughout, complemented by soaring vaulted ceilings above the fireplace and custom woodwork. The heated garage will the vehicles toasty, ready to head out with no effort of cleaning off the car on a powder day. Step outside to a brand new spacious deck where a sunken hot tub invites you to unwind under the stars, while the expansive deck and yard offers plenty of room for barbecues, lawn games, and entertaining. The oversized two car garage will keep the cars snow free and ready charge out on a powder day! A rare find this close to the slopes—whether you're seeking a full-time escape or the perfect vacation base, this home fits the bill.

Winterplace at Okemo Mountain - Experience the ultimate in slopeside convenience, widely regarded as one of the most accessible locations on the mountain, with rare access to five chairlifts and nearby trail connections that bring you directly onto the slopes. This inviting three-bedroom, two-bathroom condo features an open-concept living area highlighted by a wood-burning fireplace—perfect for unwinding after a day on the slopes. The efficient kitchen offers a convenient breakfast bar, ideal for casual meals and entertaining. Winterplace amenities enhance the mountain lifestyle, including outdoor ski lockers, a community picnic area, tennis and basketball courts, and a heated indoor pool for year-round enjoyment. The association covers essentials such as trash and snow removal, landscaping, and exterior building maintenance, enabling truly low-maintenance ownership. Whether you're seeking a winter retreat or a four-season getaway, this well-located condo offers comfort, convenience, and everything you need to enjoy life on Okemo Mountain. Visit the Okemo real estate community today. Taxes are based on current town assessment.

This beautiful three bedroom plus family room townhome is quietly located bordering a woodland with long distance mountain views, and is serviced by a private shuttle that whisks you to and from the Upper Sachem ski trail to your door. An expansive mudroom with tile floor and cubbies leads out to your own exterior ski closet. The large custom kitchen includes wood cabinetry, stone countertops, stainless steel appliances including five burner gas range, hardwood floors, and a magnificent center island that accentuates the space. The hardwood floors flow into the living area, centered by a woodburning fireplace and highlighted by a cathedral ceiling. A slider off the living area leads to a covered deck overlooking the peace and serenity of the location. The primary suite includes bath with skylit whirlpool tub and glass enclosed shower. Two additional bedrooms and family room are located on the ground floor and include a full bath, sauna, and laundry room with updated washer and dryer.

Top-floor, two-bedroom condo in the desirable Winterplace community with direct slope access and trail views. The open living area features hardwood floors, a wall of windows overlooking the slopes and a cathedral ceiling that adds light and space. Functional layout with two bedrooms, two baths, and a tiled mudroom entry, AND the ability to add loft space above the bedrooms. Private ski locker. The K Building location is the standout: step outside for immediate trail access and short walk to all community amenities. Winterplace offers a year-round indoor pool with hot tubs and locker rooms, plus seasonal tennis courts, basketball, and a BBQ area—making this an easy choice for both winter use and summer getaways.

Come and experience Vermont at its best! This condo is located in Jackson Gore on Okemo Mountain in Ludlow. This slope side condo unit has stunning views of the mountain and trails. This unit would serve well as a family retreat or rental investment property. It boasts a gas fireplace for cold winter nights. It has 2 bedrooms and 3 bathrooms and offers lock-out capability for separate rental opportunities. The primary bedroom has an ensuite bathroom with a double sinks and the secondary bedroom has an ensuite bathroom as well. There is an inviting living room area with a pull out bed, for overflow guests or renters. The dining area, has a large table which seats 8. The Bixby House condos have many amenities such as private underground heated parking, on site owners lounge, access to the Spring House fitness center, heated outdoor and indoor pools, ice skating, tennis courts and a slopeside hot tub. There is also much to do during the other seasons such as hiking, fishing, boating, golfing and swimming. In the summer, enjoy the Okemo Adventure Zone, with mini-golf, timber ripper mountain coaster, scenic chairlift rides,disc golf and summit yoga. This is also a pet friendly community, so bring your furry friends, they'll love it too!

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.

Solitude I103 Experience the ease of true slopeside living at Solitude Village, one of the most sought-after communities at Okemo Mountain Resort. This inviting ground-floor condominium offers the perfect blend of comfort, convenience, and year-round mountain enjoyment. Enter through a practical mudroom—ideal for storing ski equipment and outdoor gear—before stepping into the welcoming interior. The thoughtfully designed layout begins with a half bath off the hallway and opens into a bright, open-concept kitchen, dining, and living area, perfect for relaxing or entertaining after a day on the slopes. Just off the kitchen is a guest bedroom with a full bathroom, while the primary bedroom suite, located off the living room, features a private three-quarter bath. The living room is centered around a cozy wood-burning fireplace and opens through glass sliding doors to a patio overlooking the ski trail and chairlift—an ever-present reminder that mountain adventure is just steps away. Owners enjoy access to the exceptional amenities at the Solitude Village Day Lodge, including a year-round heated indoor/outdoor pool, hot tubs, sauna, fitness center, and game room. The lodge also offers a seasonal lunch restaurant and convenient chairlift access to the entire mountain, making it easy to experience everything Okemo has to offer. Whether you're looking for a winter ski retreat or a four-season Vermont escape, this Solitude condominium provides an outstanding opportunity to enjoy the slopes, scenery, and resort lifestyle of one of Vermont’s premier mountain destinations. Visit the Okemo real estate community today. Taxes are based on town assessment.

Winterplace...SLOPESIDE walk-out.....This well maintained upgraded 2 bedroom unit with en-suite bedrooms is truly turnkey; from the tongue and groove pine walls and wooden bench in the entry area to the beautifully appointed kitchen with cherry cabinets, stainless steel appliances and granite counter tops. En-suite bedroom one consists of 2 sets of bunks and a flat screen, the kids domain. The primary en-suite with a Jack and Jill full bath offers direct access to the slope-side patio, just roll out of bed and onto the slopes. This beautiful condominium has a great rental history while being well cared for by its loving owners. In addition, the communities amenities are just steps away and are as good as they get with a year round indoor heated pool and 2 hot tubs, while offering tennis and basketball in the summer/fall months. Additionally, when relaxing at home, enjoy watching (2) chair lift unloading areas, your very own Warren Miller live action show, while taking account of skiiers attempting to dismount without incident. This mid mountain community offers direct ski access to the Sunburst Six, ascending more than 1 mile to the Summit Lodge. If you want the ultimate ski in/out location, look no further......This is the Okemo Difference......

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.

Enjoy the best of Vermont living in this inviting country chalet home in Ludlow. Offering 3 bedrooms and 3 bathrooms, this property features an open floor plan designed for both comfort and entertaining. The main level seamlessly connects the kitchen, dining area, and living room, creating a welcoming space for gathering with family and friends. Floor-to-ceiling windows fill the home with natural light while showcasing scenic views of Okemo Mountain Resort, bringing the outdoors in year-round. The wood burning fireplace is enjoyable after a day on the slopes. Ideally located just minutes from Ludlow Village, you’ll enjoy easy access to local shops, restaurants, nearby lakes, and golf courses, making this a perfect four-season retreat or full-time residence. Don’t miss the opportunity to own a home that combines convenience, views, and Vermont charm—schedule your showing today! Visit the Okemo real estate community today. Taxes are based on the town assessment.

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.

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.

Winterplace on Okemo Mountain. This is a must see condominium at an unbeatable location on Okemo. Located at the top of the A & B quad which brings you directly to the Sunburst Six summit chairlift. Natural light fills the bright living space with an open floor plan for the living room, kitchen, and dining area. There is plenty of space for family and friends to gather. A few key features include easy and convenient trail access, many amenities including indoor pool and hot tubs, tennis court, access to BBQ grills and picnic area, dog friendly complex for your furry friends. Conveniently located across from the pool house, picnic area, and tennis courts. Proven rental history with the current owner. Visit the Okemo real estate community today. Taxes are based on current town assessment.

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.