Properties Near 85 Main Street Ludlow, VT

Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline. Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and include a spacious eat-in kitchen, full bathroom, partial concrete basement, replacement windows, and a recently installed oil tank. The detached one-car garage provides convenient storage for your kayaks, paddleboards, and other lake toys. This property offers a spectacular location less than two miles from Okemo Mountain. Whether you’re roasting marshmallows by a lakeside campfire in summer or playing board games by the warmth of the stove on a snowy day, this home invites year-round enjoyment. Importantly, the home was unaffected by recent flooding and comes with an elevation certificate confirming it lies outside the flood plain. This property is being offered "AS IS".

LUDLOW: Minutes from Okemo Mountain Resort and Fox Run Golf Club. Approx. 600' of frontage on Lake Pauline with private dock. Permits are required to complete renovations. The property is private and level. There's an Artist Studio near the road that isn't currently used and needs to be rehabilitated. This unique property needs a new owner to complete it. Make this your dream property!

Welcome to this charming home nestled in a small neighborhood along the scenic Black River in Cavendish, Vermont. This inviting property combines classic Vermont character with versatile living spaces, all within walking distance of the town green, shops, restaurants, and more. Step inside through the mudroom. The kitchen offers a warm, welcoming space with a sunny dining area perfect for morning coffee or casual meals. A formal dining room provides space for larger gatherings, while the living room, bathed in morning light, creates a cozy setting to relax and unwind. A first-floor bedroom adds convenience and flexibility for guests or main-level living. Upstairs, you’ll find three additional bedrooms and a full bathroom, providing plenty of room for family or friends. The property also includes an attached two-car garage and a studio apartment — ideal for guests, rental income, or a private home office. The studio features a full kitchen and dining area, a full bathroom, and a comfortable sleeping space. Enjoy life along the river with easy access to outdoor recreation, and the charm of a small Vermont village right outside your door. This Cavendish home is a wonderful opportunity to experience the best of Vermont living — convenient, comfortable, and full of character. Visit the Okemo real estate community today. Taxes are based on current town assessment.

This beautifully remodeled, top-floor end-unit condominium is the perfect slopeside retreat. Recent updates include new granite countertops, stainless steel appliances, custom cabinetry, new flooring throughout, an updated bathroom, and stylish furnishings. Even the doors have been upgraded to solid wood for a high-end touch. Turn the key and start enjoying—there's nothing left to do except hang your skis in your private ski locker. Watch the action from your living room window, ski right outside your building, and take just a few steps to all the base area amenities, including The Bull Lounge for après-ski entertainment, food, and drinks.

JUST REDUCED! Brand new construction in the heart of the village. It doesn't get any better than this completely re-conformed commercial space to condo. This turn key move in ready, fully furnished condo needs nothing, it's BRAND NEW. Walk to your favorite restaurants, and all of the other Ludlow amenities. The beautiful Fletcher Memorial Library is just across the street as is the gazebo on the Ludlow Green. The shuttle stop is literally right outside your front door. The condo boasts 3 electric wall mounted fireplaces that cast heat with multiple settings. Custom tiled accents through out. Stainless steel appliances and custom cabinetry to include a built in bar. Each bed room is en-suite with tiled showers and on opposite side of the condo for the ultimate privacy. This perfect downtown getaway is ready for you today!

Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities. Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing gear. The renovated kitchen with new appliances includes a breakfast bar that flows into a separate dining area, while the sunken living room centers around a cozy soon-to-be-installed Regency electric fireplace. The unit includes a primary bedroom with an en-suite bathroom, a separate bunk room, and an in-unit laundry room with a side-by-side washer and dryer. Enjoy a short walk to the community pool ( currently being totally rebuilt) and 2 tennis courts, making this condo an ideal retreat for year-round recreation.

Direct slopeside oversized Okemo Mountain Lodge unit comfortably sleeps 6. Top floor location offers wide panoramic views of the slopes and neighboring hillsides, and fills the unit with natural light. Open living design includes kitchen with breakfast bar, living room with fireplace, and large bedroom with private access to full bath. Deck off living room offers wonderful outdoor space overlooking the slopes. Slopeside location includes easy access to lodge amenities including restaurants, ski shops, and ski school. Other features include large storage closet as well as a private ski closet at your front door. Offering the longest ski season slopeside access of any of the mountain communities, allowing you the opportunity for first tracks throughout the season.

Embrace creative housing solutions with this versatile property. This is a unique opportunity perfectly situated between Okemo and Rutland. This former restaurant, boasting a commercial kitchen, offers endless possibilities for conversion into a distinctive, one-of-a-kind home. Imagine a spacious residence with a chef's dream kitchen, ideal for entertaining or a culinary enthusiast. Endless possibilities for the creative investor, with some additional bedrooms, this could be a very unique Airbnb. Listed as commercial listing as well, MLS # 5067464

Location, location, location! This recently built 320 sq. ft. tiny house sits on 2.34 stunning acres framed by majestic white birch trees, wooded privacy, and a partial view of Okemo Mountain. Completed in 2024, the home features an open floor plan with warm pine walls, a cozy combined living/bedroom area a functional kitchen, a ¾ bath, and an additional 128 sq. ft. bonus loft—ideal for extra sleeping space or storage. This is a turnkey, successfully cash-flowing Airbnb property, making it an appealing option for investors or those seeking a flexible Vermont getaway. Major utilities are already in place, including a 5+1 septic system, drilled well, 200-amp electric service (100 amps to the home), fiber-optic internet, a gravel driveway, and a storage shed. Offering exceptional versatility, you can: • Live in the tiny home while building a larger residence • Generate income by continuing Airbnb use • Enjoy it as a peaceful, low-maintenance retreat Ideally located, less than 4 miles from Ludlow—close to Okemo Ski Resort, restaurants, boutique shops, golf, fishing, and hiking—and a short drive to the Weston Playhouse and Vermont’s scenic Lakes Region.

Priced to sell! Discover your Vermont getaway with this charming 3-bedroom, 2-bath home just minutes from Okemo Mountain Resort in Proctorsville Village. Ideal as a low-maintenance vacation retreat or full-time residence, this well-kept home on .26± acres combines comfort and convenience in one of the most desirable areas of the Okemo Valley. Enjoy a spacious living room and bright eat-in kitchen with breakfast nook, and a wonderful enclosed breezeway—the perfect spot to relax or entertain in 3 seasons. The primary bedroom and living room offer generous space, while the two-car garage provides workshop and storage space off the paved driveway. Outside, enjoy mountain views and a deep yard with room to gather, garden, or play. From your doorstep, walk to Proctorsville Village for local dining, the iconic Singleton’s General Store, or the nearby elementary school. Whether you’re hitting the slopes at Okemo, golfing at Fox Run Golf Course, or simply enjoying Vermont’s four-season beauty, this property is a rare opportunity to own an affordable ski home in one of southern Vermont’s most loved destinations. Move-in ready and waiting for your next adventure.

A Village Gem with Endless Possibilities! This spacious home sits on an exceptional 2.29-acre lot right on the edge of Ludlow village. You’re just a short stroll from local restaurants, charming shops, and the bustling farmers market, giving you the perfect blend of small-town convenience and private, expansive outdoor space. With three levels and five bedrooms, there's plenty of room for family and guests. The home features classic hardwood floors, a convenient walk-in pantry, and a screened-in porch perfect for enjoying quiet mornings. A second side porch offers a lovely spot to relax outdoors. The property includes several valuable updates, such as a tankless water heater and a new oil tank. The detached two-car garage is in good condition and provides excellent space for vehicles or storage. While some repairs and vision are needed to bring it to its full potential, this home is a fantastic opportunity. Imagine the possibilities: a welcoming family home, a comfortable ski retreat, or a lucrative rental property. The beautiful, open lot provides ample space for outdoor activities, and with a little work, the existing outdoor pool with a Trex deck could become a centerpiece for summer fun. This is your chance to create something special in a highly sought-after location.