Properties Near 4877 VT Route 103 Chester, VT

Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the stairway, this home could be opened back up into a large single-family home. The attached barn adds some great space for fun and potential or just storage. It makes this home a true Vermont property. Both units are currently rented bringing in good income from great tenants who would like to stay. Be part of the Cavendish community just minutes from Okemo, the lakes, and an easy drive to I-91.

Welcome to the Castle Hill Resort and Spa community! This well-maintained 3 bedroom plus loft upper-level end unit has over 2200 square feet of space and is just a short drive to skiing and Okemo Mountain Resort amenities. The tiled mudroom entry leads to bright open spaces including the kitchen with breakfast bar, as well as the dining and living areas accented by a cathedral ceiling and centered by a gas fireplace. A deck offering seasonal hillside views is accessed from the dining and living areas. The primary suite features a tray ceiling and includes a full bath with whirlpool tub, tile floor, and stone countertop as well as a walk-in closet. The main level guest room has direct access to a 3/4 bath with tile floor and heated towel bar. A separate family room with wet bar also has direct access to the bath. Laundry facilities and half-bath with stone countertop and tile floor complete the footprint of this bright and sunny unit. The upper level includes a bedroom with direct access to a 3/4 bath as well as a large loft that provides additional living and entertaining spaces. A private exterior ski closet located by the front door offers additional storage space for skis and boards. Come enjoy the exceptional location of this luxury community, offering access to the Castle Hill spa and amenities, including heated outdoor pool and hot tubs, tennis courts, and fitness facilities and just a short drive to all the Okemo and Ludlow village amenities.

Looking for your dream Vermont escape? Look no further than this unique and spacious home conveniently located between the towns of Chester and Ludlow. The main floor has a master bedroom, bathroom, dining room, kitchen, and two large living rooms complete with wood burning fireplace. Upstairs are 3 more bedrooms, a bathroom, 2 large bonus rooms, 2 lofts for office, storage, or playroom space, and a book nook with a couch overlooking the main floor living room. Outside you will find a recently added stone patio with wood and propane fireplace, deck, hot tub under cover, a 20kw standby propane generator. Other great updates include a brand new roof, egress windows, newer mini splits for a/c and heat in each bedroom, paved driveway. Lots of furnishings will stay with the house, so just bring your suitcase and skis/snowboards and you are ready for the season! Magic, Okemo, Bromley, and Stratton are not far away! Don't wait, schedule your appointment today to see this beauty!

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.

This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity to Okemo for downhill skiing and snowboarding in the winter as well as the Chester village and downtown Springfield being only about a 10 minute drive to the local shops, restaurants and more. In a quiet and serene setting this cozy cabin is well maintained, private and has so much to offer!

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.)