Properties Near 320 Pennell Road Cavendish, VT

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.

Discover your private Vermont sanctuary on 36 acres of forest and pond. This contemporary 4-bedroom, 3-bath home blends comfort and style with an open floor plan, spacious kitchen, and living area anchored by a wood-burning fireplace. Slider doors open to a wraparound deck with a hot tub, perfect for enjoying the tranquility of nature. Two primary suites, including a first-floor option, plus two additional large bedrooms, offer flexible living for family and guests. Additional features include a mudroom and attached 2-car garage. Lovingly cared for by the same family for over 25 years, this retreat embodies the quintessential Vermont lifestyle—peaceful, private, and close to the outdoors. Just minutes from Okemo Mountain, Ludlow, and Chester, enjoy skiing, hiking, local shops, and dining. A true year-round escape where nature, recreation, and small-town charm come together.

The Castle Hill Resort & Spa is an award winning destination located just minutes from Okemo Mountain Resort. This ground floor 3br +loft & den features 3.5 baths. This townhouse condo has floor to ceiling windows that provide natural light throughout. The open living room, dining room, and kitchen offer an inviting atmosphere for gatherings. The ground floor patio offers outdoor seating and has wooded private views. These sought after ground floor units give flexibility to owners as you can stay on one side while renting out the other with the lockout capabilities. The furnance and hot water tank have recently been updated. The Castle Resort & Spa is beautiful and enjoyed year-round. From skiing in the winter, to the lakes in the summer, golf in the spring, or hiking in the fall, this area has so much to enjoy. You can explore the area with endless adventures or stay at the resort enjoying all the amenities on site. Conveniently located inside The Castle Resort is a fine dining, French influenced American cuisine restaurant. Relax at the Aveda spa with a massage, use the fitness center, or take a Pilates class all on site at the resort. A year-round heated, salt water pool and tennis courts are more amenities you'll enjoy! After a day on the slopes at Okemo Mountain, relaxing by the fireplace or indulging in all the Castle Resort has to offer, truly make it a perfect getaway! Visit the Okemo real estate community today. Taxes are based on current town assessment.

One of only four units like this in the complex of 54 condos. This unique 3 bedroom plus loft with three and a half baths is a town house layout. Walk directly into abundant mudroom, no stairs involved. The walk in owners closet with custom cubbies will be more than adequate for all of your gear. The entire condo has been tastefully decorated by a professional and the furnishings that are included are in great condition. The open floor plan of the living, dining and kitchen will keep everyone together to get cozy in front of fireplace or breakaway to the loft for some privacy and or gaming. You'll love the spacious primary suite, with a two person jetted tub and custom tiled separate shower with granite seat to 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 third en suite bedroom, full bath, loft area and bonus room are a great space for guests. 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. Enjoy the culinary delight of Chef Fonz who is on premise at the Castle Restaurant and Inn, providing meals fit for a King and Queen! Choose this condo as your Vermont retreat and be treated like royalty at the Castle Hill Resort and Spa!