Properties Near 49 Pleasant Street Ludlow, VT

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!

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.

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.

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. Visit the Okemo real estate community today. Taxes are based on town assessment.

Slopeside living at its best on Okemo Mountain Resort. This beautifully situated 2-bedroom, 2.5-bath condominium offers true ski-in/ski-out access directly on the Sidewinder, Promenade, and Rising Star trails, just steps from the Solitude chairlift. With an ideal easterly orientation, the home is filled with natural morning light and captures stunning sunrise and winter mountain views. The open-concept kitchen, dining, and living area is designed for both comfort and entertaining, featuring maple cabinetry, granite countertops, stainless steel appliances, and a cozy wood-burning fireplace. A sliding glass door leads directly to the deck and slopeside yard—perfect for watching skiers pass by, relaxing in the sun, or enjoying outdoor time with family and pets. The primary suite offers a private retreat with a jetted tub, ideal for unwinding after a day on the mountain. A cedar-lined mudroom/ski room with bench seating, cubbies, ski rack, and boot dryer provides exceptional convenience for organizing gear. As a Solitude owner, enjoy exclusive access to the Solitude Day Lodge amenities, including a heated indoor/outdoor pool, hot tub, sauna, fitness center, and on-site dining—everything you need for the ultimate mountain lifestyle. Nothing compares to slopeside at Okemo—come experience it for yourself.

Tucked away on a dead-end road in Ludlow Village, this classic New Englander offers the rare combination of village convenience and a peaceful setting. Just minutes to Okemo Mountain Resort, local restaurants, shopping, and year-round recreation, the property is ideally located while still feeling private and removed from the activity of town. A welcoming farmer’s porch creates the perfect place to relax and listen to the sounds of nearby Jewell Brook after a day of skiing, hiking, or exploring the Okemo Valley. Inside, the home offers a generous living space designed for gathering with family and friends. The large, sunny country kitchen serves as the heart of the home with an island, abundant workspace, and room for a casual breakfast area. A formal dining room provides an inviting setting for holidays, dinner parties, and everyday meals. Multiple living areas offer flexibility for entertaining and relaxing, while fireplaces add warmth and character on chilly Vermont evenings. Recently renovated bathrooms feature tasteful finishes, attractive tile work, and modern fixtures that blend beautifully with the home’s classic New England charm. The spacious screened porch with slate flooring extends the living space outdoors and overlooks the private backyard, creating a wonderful setting for summer evenings, outdoor dining, or simply unwinding in the fresh mountain air. A hot tub and fenced area add additional privacy and enjoyment. The detached oversized one-car garage provides excellent storage for vehicles, tools, ski gear, bikes, and outdoor equipment. Whether you are looking for a primary residence, vacation home, or four-season Vermont retreat, this well-located Ludlow Village property offers space, charm, updates, and close proximity to Okemo. Taxes are based on town assessment. Visit the Okemo real estate community today.

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.

Two Distinct Homes on 16.5 Acres—A Private Vermont Retreat Near Okemo Just 10 minutes from Okemo Mountain Resort, this exceptional Mount Holly property offers a rare blend of privacy, versatility, and year-round recreation. Set on 16.5 acres of forest, open meadow, and a gently flowing stream, the setting is both serene and invigorating—an ideal escape in every season. The main residence captures classic Vermont character, with warm wood interiors, exposed beams, and a striking stone fireplace anchoring the living space. Offering three bedrooms and two full baths, the home features a well-appointed granite kitchen, an open-concept living and dining area, and a spacious deck perfectly positioned for mountain views and quiet moments outdoors. A recently installed heat pump system provides modern comfort and efficiency, and the home is offered fully furnished for effortless enjoyment from day one. The newly completed guesthouse—thoughtfully transformed from a former garage—features a contemporary one-bedroom, two-bath layout with generous living space, a kitchen, a dining area, and an elevated deck. Offered unfurnished, it invites a range of possibilities, from guest accommodations to income-producing rental or private studio. With direct access to nearby snowmobile trails, hiking, and the slopes of Okemo just minutes away, this property is perfectly suited for those seeking both tranquility and adventure. Whether shared with guests or enjoyed as a private compound, this unique offering embodies the very best of Vermont living.

If you are a skier, this is your hop-on-the shuttle to Okemo location. If you want to park your car and walk to restaurants and shops, this is a great home base to scoot out from. If you want to generate rental income, this is a property that can allow you to have your cake and eat it too. An easy keeper, without a lot of landscape to take care of, this large residence has hardwood floors and handsome antique details. The main and second floor each offer three bedrooms, two baths, kitchen, and, if needed, separate entrances. Recent improvements include a large enclosed hot tub room and a new heating system. The third floor features a play room, another bath and tons of bonus space. Lots of flexibility for buyers who seek generous space for extended family, guests or rental income. A great locale for your next mountain get-away!

Welcome to The Castle Hill Resort and Spa where you'll find this beautiful three bedroom, three and a half bath, condominium with loft and bonus room. The kitchen with custom cherry cabinetry, granite counters and stainless steel appliances that will satisfy any chef's needs is open to the living, dining area. Which have soaring cathedral ceilings and a wall of windows flooding in the natural light. A french door leading to the spacious deck so you can take in the Vermont fresh air is private with wooded views. Enjoy the flames of the gas fireplace in the living room after a long day on the slopes. The condo has been tastefully decorated and the furnishings are included. The spacious primary suite is fit for any king or queen, with a two person jetted tub, custom tiled separate shower with seat the complete the primary bath. The second bedroom en-suite, has it's own sitting room that can be locked out and rented separately. Upstairs to the bunk room, 3/4 bath, loft area and bonus room are a great space for guests or the kids. The amenities at the Castle include the Aveda Spa, workout facility with Life Fitness machines, free weights and a cardio room, inground heated year round salt pool, hot tub, tennis and pickle ball courts. Massage, manicures and pedicures are offered for a fee. Enjoy the culinary delight of Chef Fonz who is on premise at the Castle Restaurant and Inn, providing meals fit for any King and Queen! Choose this condo as your Vermont retreat and be treated like royalty at the Castle Hill Resort and Spa!

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.

Ideally located near Okemo Mountain Resort and the charm of the village, this highly desirable property offers both convenience and a true Vermont lifestyle. Thoughtfully updated in recent years, the home features a newer heating system, durable Hardie board siding, a standing seam metal roof, and a recently added hot tub. Spanning three levels of living space, the home offers multiple sleeping areas, a spacious kitchen perfect for gathering, vaulted ceilings, and the warmth of a classic Vermont Castings woodstove. An attached garage provides ample storage for all your Vermont gear, from skis to kayaks. Unwind on the outdoor deck in a peaceful, wooded setting, and enjoy the added luxury of a private hot tub—perfect after a day on the slopes or exploring the outdoors. Visit the Okemo real estate community today. Taxes are based on current town assessment.