Ludlow, VT | 33 Pleasant Street Extension

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.

Ski to unit! Beautifully updated one bedroom ground floor unit with direct access to the slopes and base lodge amenities. Walking distance to restaurants, ski shop, ski school, ski rentals, and child care. Includes designated parking. Views of the lifts and trails. Recent upgrades (2024-25) include remodeled kitchen with quartz countertops, tile floor, wood cabinetry, and stainless steel appliances as well as updated flooring throughout, recessed dimming lights, programmable electric fireplace, custom closet built ins, and updated windows, bedroom and living room furnishings, and hot water tank. Private ski closet with plenty of space for ski equipment and supplies. A large deck off the living room offers private outside space, embracing views of the slopes and the joy of slopeside living!

Okemo Mountain Lodge Prime Location. This fabulous top-floor, one-bedroom, one-bath condominium offers true ski-in/ski-out convenience with parking and beautiful views overlooking the Okemo Base Lodge and A-B chairlifts. Located on the third level, this well-appointed retreat features a sleeper sofa and a Murphy bed for additional guests and a new electric fireplace, creating a warm and inviting space after a day on the slopes. Step outside and you’re right at the heart of Okemo’s base area, with restaurants, shops, rentals, and ski school. Walk to The Loft for a casual meal and a beverage, or take a quick 2-minute drive to the shops, restaurants, and entertainment along Main Street in Ludlow. Fox Run Golf Course, scenic Route 100, and Vermont’s Lakes Region are all within approximately five minutes. Whether you’re looking for the perfect family ski getaway or a convenient Vermont retreat, this prime Okemo Mountain location delivers exceptional year-round access and convenience. Visit the Okemo real estate community today. Taxes are based on town assessment.

Experience true slopeside convenience at Okemo Mountain Lodge A302, a remodeled and turnkey one-bedroom, one-bath condominium located at the Clock Tower base area. This top-floor end unit is one of only six residences in the highly desirable Tower section, offering a more private setting and a rare opportunity within the development. The open kitchen, living, and dining area is designed for easy mountain living, with a large breakfast bar perfect for lining up the pancakes before heading out for first tracks. Step onto the balcony overlooking the lifts to enjoy your morning coffee, watch the mountain come to life, or unwind after a day on the slopes. The entry area includes a private ski locker for added convenience. From this exceptional base-area location, you are close to rentals, ski school, daycare, the cafeteria, and popular après-ski destinations including The Bull Lounge and The Loft. Downtown Ludlow is just minutes away for additional dining and shopping, while Fox Run Golf Club, hiking and biking trails, and the nearby lakes region make this an ideal retreat in every season. Association dues include heat, Wi-Fi, cable, snow removal, and trash removal, making ownership easy; simply arrive, relax, and enjoy all that Okemo and the surrounding area have to offer. Visit the Okemo real estate community today. Taxes are based on town assessment.

Okemo Mountain Lodge B206 offers true slopeside convenience at the base of Okemo Mountain Resort. Completely remodeled and offered turnkey, this inviting one-bedroom condominium features ski-in/ski-out access just steps from the main base area, lifts, ski services, dining, and après-ski. The thoughtfully updated interior provides a comfortable, low-maintenance mountain retreat, ideal for personal getaways or a great investment property. With a proven rental history, B206 combines effortless ownership with excellent income potential. Whether you are seeking an easy ski escape or a smart Okemo investment, this beautifully renovated condominium is ready to enjoy. Taxes are based on the current town assessment. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

Okemo Mountain Lodge, come experience unbeatable convenience, ideally located at the base of Okemo Mountain Resort. This one-bedroom residence offers the ease of ownership with true ski-in/ski-out access. Easy access to the main base area, where ski services, lifts, dining, and après-ski options are all right outside your door. The unit comfortably sleeps four, making it perfect for personal getaways or hosting guests. With a proven rental history through Okemo Mountain Resort, this property presents an excellent opportunity for both enjoyment and investment. Own your mountain escape and start making memories slopeside. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Experience the ease of mountain living in this inviting Trailside condominium on Okemo Mountain Resort, a perfect year-round retreat in the heart of Vermont’s four-season playground. This thoughtfully designed 1-bedroom, 1-bathroom condo offers comfortable and efficient living with warm alpine charm. The main level features a full kitchen that opens seamlessly to the living room, where a classic wood-burning fireplace creates the ideal setting for cozy winter evenings after a day on the slopes (fireplace currently needs updating). Just beyond, step out onto the spacious deck and take in sweeping valley views, perfect for morning coffee, après-ski gatherings, or summer relaxation. The primary bedroom is conveniently located on the main level, along with a 3/4 bathroom, offering easy single-level living. Upstairs, a versatile loft provides additional sleeping or lounge space, ideal for hosting guests or creating a home office nook. Located within the private Trailside community, you’ll enjoy easy ski access along with desirable amenities including a tennis court and a seasonal in-ground pool just a short stroll away. Whether you're carving fresh powder in the winter, hiking and biking in the warmer months, or simply seeking a peaceful mountain escape, this Trailside condo delivers exceptional value and lifestyle in one of Okemo’s most sought-after slopeside neighborhoods. Visit the Okemo real estate community today. Taxes are based on town assessment. Total monthly fees are $1,070.

If you are seeking a spot to call home where Mother Nature is your neighbor and best friend, look no further. The moment you arrive; you are immediately drawn to the land across the road. Your own grove of trees with brook frontage and your very own swimming hole. You will spend hours every single day sitting or lying in your hammock in the timber frame Creek House. It is the most therapeutic spot you can ever imagine. Head back across the road to the camp compound. The main cabin is decorated exactly like you would imagine your get away to be...natural wood, artifacts, artwork. Enter into the living room with full size futon recessed into the wall. There's a foldout LLBean chair that sleeps another guest. The Harmon pellet stove is a great thing to have all winter long. The dining room and kitchen are open to each other. The kitchen is small, but it has everything you need! The primary bedroom is good sized, and it opens to the full bath with laundry. The guest cottage is steps away. It is a 2018, 28 foot camper. This has a second kitchen, living area (with fold out bed) 3/4 bath and bedroom. The screen porch attached to the camper is gigantic. No doubt you will spend a lot of time here. There are so many more extras...the workshop building, the outside storage room, the private outside shower, the fire pit, the garden, and the big side lawn for games. This is on the town gravel road, but not a single neighbor in sight. Close to snowmobile trails, 10 minutes to Okemo, Fox Run Golf, or the lakes. You might think this is a summer only spot, but it's well insulated by Vermont Foam and ready for you to enjoy year-round. Sellers are sad to leave. They created a little bit of heaven here. Their renovation and additions are great. The septic system is for a 3 BR house. Plenty of room for you to add on. Between the two cabins, you can sleep 8-10 people. Everything you see in the photos will stay. Sellers retiring and moving on. You are the lucky one who can take over.

Fabulous ski-in/ski-out opportunity at the base of Okemo Mountain! This top-floor (3rd level) one-bedroom, one-bath condominium offers unbeatable convenience and beautiful views overlooking the Okemo Base Lodge and the A-B chair lifts. With a sleeper sofa for additional guests, it’s the perfect Vermont retreat for weekend getaways or extended stays. A new electric fireplace provides ambiance and warmth for cozy evenings. Step right outside to enjoy the base lodge restaurants, outdoor fire pit, and year-round amenities. Walk over to the Loft for a casual burger and beverage, or take a quick two-minute drive to all the shops, dining, and entertainment along Main Street in Ludlow. You’re also just five minutes from Fox Run Golf Course, scenic Route 100, and the Lakes Region. Comfortable, convenient, and ideally located, this condo is a wonderful choice for family ski vacations or an excellent rental investment in the heart of the Okemo Valley.

JUST REDUCED - TURNKEY OPPORTUNITY WITH BONUS ADDITION - This turn key, updated Okemo area home is located in the Village of Ludlow. It is currently a bright, warm and finished 2 bedroom, 1 bath ranch. It comes with an added, enclosed living space in the rear of the home ready to be finished as the next owner desires! The bonus space will add quite a bit of additional living space which can easily include a dining/living room, hall with primary full bath and a generously naturally lit primary suite with private french door entrance. Please see floorplans and artist renditions of this space in the later photographs. This lovely home is situated on the outskirts of town with a classic neighborhood feel and the comfort of full-time residents as neighbors. Take in the Okemo views as soon as you set foot on the property with ample parking for guests in the circular driveway. Stepping inside from the covered entry porch, you'll arrive to the recently renovated comfort of the central living space. Updates include windows, metal roof and opened up interior for light and an inviting feel. This easy keeper has hardwood floors, an open concept kitchen, a handsome central full bathroom, a comfortable queen primary and a quiet & cute bunk room with two twin bunk beds for kids or guests. This is a home that will bring years of memories for the family and guests alike! As mentioned, the bonus space is ready to be finished, which will surely add substantial value to this already desirable home. The plan is drafted for a primary ensuite bedroom with sitting room and a spacious family room. Come check out this village home today!

Sun-drenched and thoughtfully designed, this one-bedroom condo is ideally located in the sought-after Trailside community, just moments from the Sachem Trail, the new in-ground swimming pool, tennis courts, and additional parking. Offering true four-season appeal, it provides effortless access to Okemo Mountain while also serving as a comfortable year-round retreat. The open-concept layout is enhanced by high ceilings, bleached wood finishes, and a striking new wood-burning fireplace, creating a bright and airy ambiance throughout. The well-appointed bedroom includes ample storage, and two built-in bunk beds add flexibility for guests, making this an inviting and highly functional mountain getaway with strong rental potential.

Jackson Gore Penthouse | Top-Floor Luxury with Spectacular Views JG 447III: Sunny and spacious, this exceptional Jackson Gore Penthouse occupies the top floor above the Round House and offers an enviable location with spectacular views of the courtyard, lifts, and surrounding slopes. The expansive primary suite features its own fireplace, creating a warm and inviting retreat after a day on the mountain. The generous open-concept living and dining area provides the perfect setting for gathering, relaxing, and entertaining, complete with a second fireplace and plenty of comfortable space for family and friends to include two covered balconies. Sleeping up to 10 guests, this well-appointed penthouse is ideal for memorable ski vacations in every season. A washer and dryer add convenience to this impressive mountain getaway. Qtr III includes 2 weeks at Christmas/New Years. Unit H Penthouse Features: 3 Bedrooms, sleeps 10, King Bed, 2 Queen Beds, 2 Queen Sleep Sofas, full kitchen, breakfast bar, jetted bath tub, washer/dryer, 2 fireplaces, 2 covered balconies, entertainment center.

Jackson Gore Inn at Okemo Mountain Resort. Quarter Share Ownership, Unit 342/344 QIV is a true four-season destination offering a rare combination of slope-side convenience, year-round recreation, and resort-style amenities. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This 3 bedroom - 3 bath suite with lock-out, features a fully equipped kitchen, a balcony with valley views, 2 fireplaces, living area, dining area, and laundry. The king suite lock-out is like a luxury hotel room while the other side has living spaces and 2 bedrooms. You can sleep up to 12 people. Use one side and rent the other, use both sides, or rent both sides. Enjoy direct access to skiing and après, with proximity to the Okemo Valley’s lakes region, and Fox Run, an award-winning golf course. Jackson Gore features a vibrant calendar of signature events throughout the year, including winter favorites such as Let It Glow and the popular Summer Music Series. Amenities include a heated outdoor pool and hot tubs, a sauna, and a steam room located in the main Inn. Additional outdoor hot tubs are located outside of Adam’s House. A Spring House membership is included in your ownership, which offers a fitness center, locker rooms, sauna, playground, an indoor lap pool, children's pool, and hot tub. Additional features include an owner's library and office spaces, ski lockers, a tennis court, heated underground parking, outdoor fire pits, on-site dining, a ski shop, and easy access to ticketing, rentals, and lessons. The magic carpet is there for those just beginning their mountain adventures. The Adventure Zone offers year-round activities, including the Timber Ripper Mountain Coaster, Haulback Challenge Course, mini golf, and more. Visit the Okemo real estate community today. ROFR

In the heart of the Proctorsville Village is this completely renovated, turnkey, three-bedroom home. Yes, it's right next to the railroad tracks, but the train goes by slowly at 11:00 am and 3:00 pm. At one time, it was a post-and-beam barn converted to housing. This bright, open floor plan is a perfect starter home or ideal vacation spot. Everything in this home is new: flooring, windows, appliances, paint and more. Bring your furnishings and make it yours! The upstairs is a blank canvas to add more living space or a second residence. This downtown charmer is walking distance to all of the amenities Proctorsville offers, including the new coffee shop, Outer Limits Brewery, Murdocks On The Green Restaurant, Singletons Store, and the list goes on. Enjoy summer concerts on the Green and a beautiful swimming hole a short stroll away. Come see this property today.