Properties Near 109 High Street Cavendish, VT

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!

If royalty is how you'd like to be treated then you've found your Castle. This two bedroom condominium is located at the Castle Hill Resort and Spa with unsurpassed amenities that any king and queen would appreciate. Just 3 miles to Okemo and all Ludlow has to offer and around the corner from charming, vibrant Proctorsville Green. This impeccable condo has been updated, well cared for and loved by the current owners. Finely appointed with tasteful furnishings through out the unit. With two bedrooms, a den, and lock out capabilities, you have plenty of space and rent flexibility. In the kitchen you'll appreciate cherry cabinetry, granite counters and stainless steel appliances. Enjoy hardwood floors through out the open kitchen, dining and living areas. The gas fireplace will keep everyone cozy after a long day on the slopes. The master suite has a walk-in closet, custom tiled bath with jetted tub and cherry vanities with granite tops. The second bedroom is ensuite and has a den which can be locked out and rented on it's own. The unit has central air-conditioning for year-round comfort. Relax by the pool, soak in the outdoor hot tub, play tennis or work out in the gym at the Aveda Health Spa. Just around the corner is the quaint village of Proctorsville, the quintessential Vermont town! Home to Singleton's Store, Outer Limits Brewery and Murdock's Restaurant on the Village Green which hosts concerts Wednesday evenings in the Summer. A perfect setting for your Vermont getaway!

If royalty is how you'd like to be treated then you've found your Castle. This two bedroom condominium is located at the Castle Hill Resort and Spa with amenities that any king and queen would appreciate. Just 3 miles to Okemo and all Ludlow has to offer. And around the corner from charming, vibrant Proctorsville Green. With two bedrooms, a den, and lock out capabilities, you'll have plenty of space and rent flexibility. In the kitchen you'll appreciate granite counters and newer appliances. Enjoy hardwood floors in the open kitchen and dining areas. The gas fireplace will keep everyone cozy after a long day on the slopes. The primary en-suite has a walk-in closet, custom tiled shower, jetted tub and dual vanities with granite tops. The second bedroom is en-suite and has a den which can be locked out and rented on it's own. The unit has central air-conditioning for year-round comfort. Relax by the pool, soak in the outdoor hot tub, play tennis or work out in the gym at the Aveda Health Spa. Just around the corner is the quaint village of Proctorsville, the quintessential Vermont town! Home to Singleton's Store, Outer Limits Brewery and Murdock's Restaurant on the Village Green which hosts concerts Wednesday evenings in the Summer. A perfect setting for your Vermont getaway!

Nestled on a quaint hillside in the Okemo Valley, the Castle Hill Resort offers an abundance of amenities with ownership in the resort community. This rare two-bedroom condominium provides ample space for everyone with extra windows for light and views. This is rare as most buildings are Quad-plexes and this building is a top and bottom Duplex, sharing no walls with neighbors! Enjoy an on-suite with privacy, and an additional bedroom along with a sitting room/den for separation. Ground level living with a private back deck for seasonal enjoyment. Take advantage of luxury resort amenities including two tennis courts, a year-round heated outdoor saltwater pool and hot tub, and a full-service Aveda Health Spa and fitness center. The Castle Inn Restaurant is also conveniently located within the resort complex. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Imagine the possibilities with this charming 2+ bedroom village home, owned by the same family for many years. Here's your opportunity. The property includes a spacious 24' x 44' two-story workshop/barn, ideal for various uses. Conveniently located near the town library, the new pedestrian bridge over the Black River, and the Village Green, this home offers a prime location with easy access to local amenities. Additional sought-after features include a 2-car garage, a large basement, a spacious living room with a fireplace, and a private rear deck perfect for outdoor relaxation. The front and back lawns provide plenty of space, while the covered front porch offers an inviting spot to enjoy a morning coffee or watch the sunset while listening to the peaceful sounds of the nearby babbling brook. The home is within walking distance to restaurants, parks, and shops, and the Okemo free shuttle is nearby for added convenience. This is a rare opportunity to experience quiet village living without the hustle and bustle of traffic. 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. 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. (This property has tenants with an annual lease from 9/1/2025 to 8/31/2026. Lease must be honored. Details available for interested buyers. There will be an easement from High Street to the back of the property to access the garage and back of the house, but the parking for this property is the driveway above the house on Pleasant Street.)

Upgraded, updated, and ready for you! Discover the perfect blend of small-town charm and four-season adventure in the heart of Cavendish. Perched on a sunny corner lot with views of Hawks Mountain, this classic Vermont home offers easy access to everything from skiing at Okemo to hiking, biking, and swimming nearby. Step inside through the thoughtfully planned mudroom and enter a warm, updated eat-in kitchen—complete with tongue-and-groove pine ceilings, and modern recessed lighting. The wide-pine floors in the formal dining room add vintage charm and flow beautifully into the inviting, sunlit living room. Two bedrooms and a full bath on the main level make for comfortable one-level living. Upstairs, a spacious open loft with its own bathroom offers a world of possibilities—use it as a unique primary bedroom, a private guest suite, a cozy reading nook or even a fun bonus game space for entertaining. Recent upgrades—like a brand-new oil tank, fresh flooring, and a sturdy retaining wall—mean less worry and more enjoyment for years to come. And when it’s time to relax, the covered front porch is the perfect spot for your morning coffee or a front-rJust minutes from Ludlow, Outer Limits Brewing, Singleton’s General Store, and Murdoch’s on the Green, this home offers the best of both worlds: peaceful village living and proximity to dining, shopping, and outdoor fun. Whether you're looking for a full-time home, vacation escape, or smart short-term rental opportunity, this versatile

5 Minutes from North Springfield and 22 minutes to Ludlow sits the peaceful hamlet of Baltimore, VT. Within the town is a 6 acre lot complimented with fruit trees, a stream, and an ample barn/garage with some roughly finished area above perfect for overflow guests, a home based business or perhaps even additional living space as your needs grow. There's also a storage shed! The house is sizable with about 1,546 square feet of finished living space and a full basement under a 3rd of it. The property has about 2+ acres of open land which has been recently seeded. Enjoy one of two decks and take in nature, peace and tranquility. Or putter in your ample garage/barn. Private yet convenient to some of the best snowmobiling and skiing Vermont has to offer, this property is suitable for fulltime or vacation home use. (Listing Agent is related to Seller)

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.

3-bedroom, 3-bath Ranch-style home in a quiet North Springfield neighborhood with garage. This single-level rambler offers ease of living with a functional floor plan. Includes a partially finished basement with 3/4 bathroom. Set on a beautiful lot complete with sugar maples, pear, plum, and peach trees, a 21' round above ground pool with decking, and patio area with firepit to enjoy the open air on these Fall evenings. With its desirable location close to town amenities, schools, and outdoor recreation, this home is a great opportunity for first-time buyers, downsizers, or anyone looking for comfortable single-level living in Springfield, Vermont. Delayed showings until open house on Sunday 9/21/25 10-12n

AFFORDABLE SKI HOME NEAR OKEMO MOUNTAIN RESORT Discover your perfect Vermont getaway with this charming 3-bedroom, 2-bath ski home just minutes from Okemo Mountain Resort in the heart of Proctorsville Village. Ideal as a low-maintenance vacation retreat or full-time residence, this well-kept 1977 home on .26± acres combines comfort, convenience, and exceptional value in one of the most desirable areas of the Okemo Valley. Step inside to a spacious, sun-filled living room, a bright eat-in kitchen with breakfast nook, and an enclosed breezeway—the perfect spot to relax or entertain after a day on the slopes. The primary bedroom and living room offer generous space, while the two-car garage and paved driveway provide everyday practicality. Outside, enjoy mountain views, mature landscaping, and a private 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 soaking in 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.