Where History Meets Possibility. An 1862 Schoolhouse Reimagined. Step back in time and into opportunity. Built in 1862, this remarkable historic schoolhouse has been lovingly preserved, its character and craftsmanship thoughtfully maintained while seamlessly supporting modern use. Since 1973, the building has served as the home of a thriving distribution business, proof of its adaptability, strength, and enduring design. Inside, original details remain intact: upper glass transom windows above the interior doors, warm pine floors worn smooth by generations, and a classic belfry still standing proudly above, ready to ring once again. Every inch of space has been meticulously finished with custom trim and thoughtfully designed shelving, maximizing both beauty and functionality. Updated windows enhance efficiency, while mini-split systems provide supplemental heat in cooler months and air conditioning through the summer. The property’s 3.70-acre open lot allows for impressive accessibility, semi-trucks can easily enter, turn, and load, making commercial use entirely viable. Yet the charm of the structure invites imagination far beyond its current role. Envision a distinctive live/work residence, a destination-worthy Airbnb, a creative studio, gallery, event space, boutique distribution hub, or transform it into a singular single-family home rich with character and story. Historic soul. Modern comfort. Boundless potential. Dream big, this one is ready. Also listed as Commercial, MLS# 5077754.
If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large breakfast bar. Oak cabinetry, mostly stainless steel appliances, tile backsplash and under counter lighting. You'll love the open concept of the kitchen and dining room, with a granite two sided fireplace. Mozie on into the large living room with space for the whole crew and cozy up to the other side of the fireplace. The first floor is completed with an en-suite bedroom with a beautiful view of Hawks Mountain, the bathroom is finished with a tiled shower and a natural wood vanity. Rounding off the main floor with a half bath laundry room combo and a convenient corner nook for gear storage. Upstairs you find another en-suite bedroom with double sink, natural wood vanity and tiled shower. The two other large bedrooms share a full bath. One bedroom with a balcony overlooking Hawks Mountain State Forest which is a healthy walk away for recreating. Now down the the lower level where the fun begins. Pool table, foosball or a game of cards, pick your favorite. This Ultimate Village Ski House is priced to sell! Come take a look today!
This Lake Pauline residence offers an inviting, easygoing retreat in a convenient yet quiet location close to Okemo Mountain Resort. The cottage-style home features an open living and dining area with a cozy gas stove and access to a deck overlooking the water. The lakeside yard provides plenty of room for relaxing, lawn games, swimming, kayaking, and gathering around the firepit. Improvements completed within the past two years include Andersen windows, an updated kitchen and bath, and a new furnace. A delightful four-season getaway where lake and mountain living come together.
Nestled between Okemo Mountain and the lakes region, this inviting 5-bedroom home sits on 2 peaceful acres framed by mature trees and an expansive open yard. Filled with warmth and character, the home is a charming reminder of simpler times, offering large sun-filled rooms and generous gathering spaces throughout. At the heart of the home is the open kitchen and family room, where a cozy wood stove creates the perfect setting for relaxing with family and friends. French doors lead to a spacious deck overlooking the beautiful backyard, an ideal spot for morning coffee, summer entertaining, or simply enjoying the peaceful surroundings. The home features five bedrooms, beautiful wood floors rich with history and character, and recent improvements including a newly replaced septic tank by the current owner. With its timeless appeal, spacious layout, and wonderful setting, this property presents an exceptional opportunity to restore and elevate a classic Vermont home to its next chapter.
Private, yet accessible location on South Hill. These are hard to come by! Nicely set back from the road is this two-story contemporary with room for family and guests. Nice lawn area as well as wooded acreage. You will enjoy your peace and quiet as you sit out on your covered porch with a cup of coffee or a cocktail! Enter into a small mudroom and you have a half flight of stairs going either up or down. On the upper level, you have three accessory rooms...den, office, and bonus room that would be a great laundry room. Nice kitchen space with light and it's open to the dining room and living room. Slider out to the huge, covered porch and large open deck. There's a woodstove hookup in the living room. On the lower level, there are three good sized bedrooms and a large family room with a walk out entrance and windows on three walls. This will be a wonderful home for the next owner. The current owner has enjoyed 25 years here. You can be next!
Tucked into a wooded setting just minutes from Okemo Mountain and Ludlow Village, this easy-keeping Saltbox makes a comfortable and uncomplicated Vermont home base. The main level features an open kitchen, dining and living area with vaulted ceilings, hardwood floors and a centrally located wood stove, plus a bedroom and full bath. Upstairs, an open balcony overlooks the living area and leads to two additional bedrooms and a second bath. The walkout lower level offers a den, laundry and generous storage space. A detached two-car garage and woodshed provide plenty of room for vehicles, snowmobiles and outdoor gear. Recent improvements include a new boiler and hot water heater (2025), hardwood flooring (2020) and a standing seam roof (2019). Convenient, comfortable and easy to maintain; just the kind of Vermont getaway that is close to everything be it hiking, biking, snowmobiling, skiing and golf!
Three properties are being sold together. Investors, Dreamers, Skiers, Business Owners, Anyone with Ideas and Support...Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? With no zoning there are many possibilities. Pick up where the current owners left off with renovations and make it your own. In the past, the Okemo Shuttle has stopped across the street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street could be used as a single family or two units. The town currently lists 7 bedrooms. The upper level is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit or make into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Schedule your tour today! One of the owners is a licensed real estate broker.
Charming Fixer-Upper in a Dream Location – Your Canvas Awaits! Step into a world of endless possibilities with this house, nestled in the heart of a picturesque neighborhood just a mere 0.8 miles from the magnificent Okemo Mountain. This property is not just a house; it’s a golden opportunity for those with a vision, a passion for design, and a desire to create a home that reflects their unique style. There’s ample room for family, friends, and guests. Each room is a blank slate, allowing you to infuse your personality and flair into every corner of your new home. A two-car heated garage offers not just parking space, but also potential for a workshop, storage, or a hobby area. Plus, you’ll never have to worry about shoveling snow off your car in winter. This property boasts a prime location that combines the tranquility of neighborhood living with the convenience of being close to town. Just minutes away, you’ll find delightful shopping options and exquisite restaurants that cater to every palate. And for adventure seekers, Okemo Mountain is your playground – whether you enjoy skiing, hiking, or simply taking in breathtaking views, this location is an outdoor enthusiast's dream come true. While the house requires some rehabilitation, this is where your creativity comes to life. Transform this space into the home you’ve always envisioned, tailored to your taste and lifestyle. Don’t miss out on this exceptional opportunity – Contact us today to schedule a viewing!
Escape to Your Cozy Southern Vermont Sanctuary Nestled in charming Cavendish, VT. This 3 bedroom cabin seamlessly blends rustic character with modern comfort. Inside, gather around the wood burning stove on crisp winter nights, or prepare delicious meals in the fully equipped kitchen featuring the farmhouse sink. The thoughtful layout offers flexible living with a main floor bedroom and bath alongside two bedrooms and a full bathroom upstairs. Outside you will find a carport with attached shed for plenty of storage, keep the wood dry for the stove or snow off your car. Walk around the house to step into the fully fenced side yard a safe haven for kids and pets to play freely. Unwind around the fire pit in classic Adirondack chairs under the stars. Located just 10 minutes from downtown Ludlow’s vibrant shopping and dining, and the world class slopes of Okemo Mountain, this property delivers the ultimate year round Vermont lifestyle. Don't miss out schedule your private showing today!
Opportunities like this are rare. Tucked into one of the most desirable locations near Okemo Mountain, this property offers exceptional access to year-round recreation, dining, shopping, and entertainment while avoiding the congestion of the main Access Road. Just under a half mile away, Witalec Road provides a convenient cut-through directly to the Access Road and mountain parking, helping you bypass much of the typical ski traffic. This home is ready for its next chapter and presents outstanding potential for buyers looking to build equity and create a personalized Vermont retreat. While the property does need updating and finishing work, several key improvements have already been started, including a partially finished primary suite with an en-suite bath. This important addition offers a strong foundation for future renovations and gives the next owner the opportunity to complete the space to their own vision and style. The property is also on town water and sewer, making a change of use possible and adding valuable flexibility for future plans. Whether envisioned as a full-time residence, a ski getaway for family and friends, or an investment property in a highly sought after mountain destination, the possibilities are wide open. The location places you just minutes from world class skiing and snowboarding at Okemo, championship golf, lakes, hiking and snowmobile trails, as well as the shops and restaurants of Ludlow. Bring your ideas, tools, and imagination to unlock the full potential of this property. With its unbeatable location, solid start, and renovation upside, this is a rare opportunity to create something truly special in the heart of Vermont’s four-season playground.
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.
Brand new custom renovated 3bedroom/2bath home in the charming and desirable town of Cavendish, close to Okemo and four-season recreation. From the outside, this home exudes classic New England charm, but step inside through the mudroom to witness a breathtaking, top-to-bottom modern renovation. Inside, discover a bright, open floor plan with gleaming variegated hardwood floors, and recessed lighting throughout. Stunning kitchen has been thoughtfully designed with white shaker cabinets, black concrete countertops, stylish backsplash and new stainless-steel appliances The "wow-factor" continues with modern fixtures, recessed lighting, custom trim and two-tone pain. Upstairs you will find the master bedroom and bathroom with striking double vanity, intricate tile work, and elegant gold-tone fixtures. Enjoy year-round climate-controlled comfort with energy efficient electric ductless mini splits on each level. The home is located in a quite idyllic country setting, overlooking the historic Black River from your elevated deck. The property is connected to town water/sewer, saving long term expense and headaches. This stunning modern home is 100% move-in ready and waiting for its next owner. Listing broker is a member of the LLC selling the property. Property can be purchased via the existing LLC with existing 80% financing in place to obtain over ~$200K of year 1 depreciation to offset buyer tax liability from any income source. Please reach out for explanatory offering memo for more information.
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.
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.
A Rare 17-Acre Vermont Retreat Just Minutes from Okemo! This beautifully maintained property offers the perfect blend of open land, gardens, privacy, and convenience, with 3 bedrooms and 2 baths and an abundance of outdoor amenities. Expansive lawns and fields create a picturesque setting complemented by mature apple and pear trees, blueberry bushes, incredible established gardens, stone walls, and even a striking tulip tree. Two ponds add to the property's natural beauty and provide peaceful places to relax and enjoy the outdoors. The property also features a beautifully crafted two-story Amish-built garage offering excellent storage and workspace, plus a dedicated campsite with its own well, ideal for guests, recreational use, or creating your own private getaway. Despite its generous acreage, the property is remarkably low maintenance and offers plenty of room to enjoy without feeling overwhelmed by the land. Located less than 5 minutes from town and just 10 minutes from Okemo Mountain Resort, this is an exceptional four-season property with easy access to skiing, hiking, biking, lakes, dining, and village amenities. Whether you're looking for a private Vermont homestead, a recreational retreat, or a property with room for gardening and outdoor pursuits, this one-of-a-kind offering is ready to enjoy. Visit the Okemo real estate community today. Taxes are based on town assessment.
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.
© 2026 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.

