Properties Near 00 Pleasant Street Cavendish, VT

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Tucked along the scenic curves of Route 103 & surrounded by the rolling beauty of Chester, Vermont, this unique French Provincial–meets–Vermont cabin is more than just a house—it’s an invitation to breathe deeper, slow down, & reconnect with the rhythm of nature. Wake each morning to the soothing sound of a nearby creek & the scent of fresh mountain air drifting through the trees. Step outside with your coffee & feel the day begin gently, with birdsong & the promise of adventure all around you. Inside, the home blends rustic charm with modern comfort. A spacious living room welcomes you with its wood-burning fireplace—the perfect gathering place after a day on the slopes or exploring the nearby trails. The main floor also features a private master bedroom & a three-piece bath, creating a quiet corner for rest & retreat. Upstairs, three cozy bedrooms offer peaceful views of the surrounding woods, while two inviting lofts provide just the right nooks for curling up with a book or watching your favorite films. A separate recreation room gives everyone space to spread out & make their own memories. Outside, life continues in every season: soak under the stars in the outdoor hot tub, grill with friends on warm summer evenings, or toast marshmallows at the dual fire pit. Recent upgrades- a brand-new roof (June 2024), A/C, a 20kW standby propane generator, & new egress windows, you can settle in with comfort & confidence. This home is ready to be the backdrop for your next chapter!
Welcome to Castle Hill E-3, a charming and meticulously maintained two-bedroom plus den condo that perfectly balances comfort and style. This inviting end unit features a cozy den complete with a wet bar, ideal for relaxation and entertaining. Step inside to discover stunning wood flooring that enhances the warm atmosphere, complemented by elegant granite countertops, modern appliances, and a breakfast counter in the kitchen. Enjoy the convenience of ample outdoor space right at your doorstep, along with hassle-free parking. Nestled in a picturesque condominium community surrounded by the majestic mountains near the historic Castle Inn, listed on the National Register of Historic Places, Castle Hill offers an exceptional living experience. Take advantage of luxury resort amenities including two tennis courts, a year-round heated outdoor saltwater swimming pool and hot tub, and a full-service Aveda Health Spa and Fitness Center. Plus, indulge your taste buds at the award-winning Castle Inn Restaurant, located within the resort complex. Experience the perfect blend of luxury and tranquility at Castle Hill E-3, your ideal mountain getaway awaits!
Brookhaven B8, a delightful three-bedroom, two-bathroom condominium located in the Ludlow Village. This beautifully renovated home offers a fantastic combination of comfort and convenience. You'll be just minutes away from the base of Okemo Mountain and the wonderful restaurants and shops in the village, with the added bonus of a free shuttle to the mountain. Inside, the condo features stylish upgrades including new flooring, modern bathrooms, and a completely renovated kitchen with Quartz countertops and new appliances. A custom mantle over the fireplace adds a touch of elegance to the living area, and a built-in custom bench provides practical storage for your outdoor gear. Visit the Okemo real estate community to see this wonderful property for yourself. Taxes are based on current town assessment.
Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks out to Okemo Mountain. Brookhaven offers spacious open floor plans featuring a wood-burning fireplace. This condo has been tastefully renovated and is ready for your family and friends to start making memories. Brookhaven also offers great condo amenities such as firewood in the winter, a ski locker for all your gear, and a nice park-like setting boarded by the Black River. The inground, seasonal pool and patio have been updated. Visit the Okemo real estate community today. Taxes are based on current town assessment.
This home has served as a primary residence and also as an income-producing rental and can be sold furnished. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well. It is currently partially finished and is being used as a family room and for storage. The large deck on the end of the house is perfect for taking in some fresh Vermont air or grilling for friends and family. Perhaps this is the reasonably-priced property not needing a lot of work that you have been waiting for? Become part of the Cavendish Community and have access to many ski mountains including Okemo.
Location, Location, Location...Large families and investors take note. This classic colonial located on the corner of Main Street and Twenty Mile Stream Road is ready for the next family to enjoy or use for rental income. This was the family's gathering house for 55 years, and now it could be yours. There are 6 bedrooms, a woodstove/fireplace, mudroom, 1 car garage/workshop, and bonus space on the third floor and above the garage. The 2 story bay windows make an architectural statement and the lower one has a wrap-around window seat. With a standing-seam metal roof and vinyl siding, this is an easy-to-maintain exterior. This home will need some updating and will be sold fully furnished. Located less than 5 miles from Okemo Resort and walking distance to the famous Singleton's General Store and the town green where the bus stop is located. The green also hosts a summer concert series, and Murdocks Restaurant.
A Rare Find...1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort. This condo can be rented out or used whenever you like, it is a full ownership property and fully furnished. It is located in the back away from the hotel lobbies, but has access to the pool and gym facilities. On the first floor the condo has an open living room with a gas fireplace, dining room, and a kitchen with a primary bedroom/bath to the side. Easy maintenance with the HOA fees and front desk offering service to your potential tenants. Close to skiing, boarding, snowmobiling shops and restaurants.

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