Condos for Sale in Chester, VT

Condo for sale in Chester, VT:

The Castle Hill Resort & Spa is your place to enjoy and relax. Top floor end unit has 2 levels of living spaces. There are three spacious bedrooms, 3.5 baths, a second level loft area (den) and a lock out area with a bedroom, 3/4 bath and den that can be rented out if you choose. Cathedral ceilings, air conditioning, gas fireplace with an open kitchen/dining/living room. A private main level primary bedroom with a walk in closet and full bath creates a calm atmosphere away from the other bedrooms. The amenities at Castle Hill Resort include an outdoor heated pool, hot tub and tennis courts. Additionally there is an Aveda Spa with a fitness center and massage and facial rooms. Located

Condo for sale in Chester, VT:

Affordable Okemo Trailside 3 bedroom plus den end unit. In great condition and ready to be your ski get-a-way this season. Updates include kitchen, main level bathroom and a brand new wood burning fireplace installed in the Fall of 2025. On 2 levels, there is an open kitchen/dining/living area, bath and bedroom on the main level, 2 bedrooms, bath, laundry and a cozy den finish the lower level. The condo is nicely furnished, just walk in, light the fire and pour yourself a glass apres ski, for a warm relaxing evening. Walk to the Sachem Trail to enjoy the trails, and walk back for your down time. Trailside has a summer pool and tennis courts to get you here in the Summer months.

Condo for sale in Chester, VT:

Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over 1,800 square feet of living space, thoughtfully designed with sleek finishes and cutting-edge technology. The open concept living area is filled with natural light and framed by breathtaking easterly mountain views perfect for watching spectacular sunrises. The gas fireplace creates a warm and inviting atmosphere while the gourmet kitchen features a breakfast bar, ideal for casual meals or gathering with friends and family. The master suite is a serene sanctuary, complete with an oversized tile shower and elegant f

Condo for sale in Chester, VT:

Welcome to SouthFace Village, Okemo Mountain’s newest slope-side community. This fully furnished, end-unit condo offers the ideal blend of modern comfort and mountain charm, ready for immediate occupancy. With four bedrooms and three bathrooms, this spacious unit boasts natural light and unrivaled access to the slopes, including the on-site Sunshine Quad chairlift for SouthFace owners. Key features include a high-end kitchen with premium appliances and quartz countertops, hardwood flooring and a gas fireplace to enjoy apres-ski moments. There is dedicated owner parking with a convenient storage locker. Energy-efficient construction with sustainable materials and superior craftsmanship

Condo for sale in Chester, VT:

Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of being steps from shops, dining, and village amenities while still feeling tucked away. With a proven rental history, this home offers excellent rental potential as well as a perfect Vermont retreat. Visit the Okemo real estate community today. Taxes are based on the town assessment.

Condo for sale in Chester, VT:

Trailside 21B on Okemo Mountain. Discover the perfect balance of comfort, convenience, and mountain lifestyle in this completely renovated 4-bedroom, 3-bathroom trailside condominium located directly on the Sachem Trail. Offering true ski-in/ski-out access, this home makes it easy to enjoy your time on the slopes and retreat back to a warm, inviting space with quality finishes. The lower level features three bedrooms, a bathroom, a laundry room, and access to parking. The main level welcomes you with a large mudroom—perfect for unloading gear after a day of skiing and an open-concept kitchen, dining, and living area centered around a wood-burning stone fireplace. Step out to the cover