Properties Near 221 Highland Drive Westfield, VT

Restore Properties
At Jay Peak, the snow falls deeper, the air feels crisper, and time slows down just enough to remind you of why you came. Only 0.4 miles from the Stateside Ski Lift, this fully furnished 1,290sf unit with 2 bedrooms and 2 bathrooms is not just a place to stay, it is your personal retreat in the heart of Vermont’s most iconic mountain escape. Imagine waking up to the hush of fresh powder outside your window, pulling on your gear and being first in line at the lift. After a day carving lines through the East’s deepest snow, come home to a firelit evening or a cozy après-ski on the couch. Or keep the good times rolling at one of Jay Peak’s several restaurants before taking the on-call shuttle back and doing it all over again the next day. This isn’t just a retreat—it’s part of a legacy. From the retro charm of the Ice Haus skating rink to the splash and laughter echoing through the Pumphouse Waterpark, to the 18-hole golf course, and trails to explore, Jay Peak is a year-round playground. And when you're not here, let your condo work for you through Jay Peak's seamless in-house rental program. Welcome to the way winter (and every season) used to feel. Welcome to Jay Peak.
Tucked just off Route 242 on the way to Jay Peak Resort, this fully rebuilt Vermont farmhouse blends modern updates, flexible living space, and a peaceful riverside setting with over 244 feet of frontage along Hanna Clark Brook. Cross the steel bridge over the river and arrive at a home set above the brook with forest views, privacy, and easy access to year-round recreation at Jay Peak. Inside, the home has undergone a total interior rebuild with thoughtful updates throughout, including new siding, all new windows, new insulation, heat pumps providing both heating and air conditioning, and a garage expansion with cement flooring and a new garage door. High-speed internet availability also makes the property well suited for remote work or hybrid living. The kitchen is bright, functional, and designed for gathering, with generous workspace, counter seating, and an easy flow into the main living areas. Just off the living space, the front porch overlooks the brook and woods beyond. The first floor offers a spacious primary bedroom with walk-in closet and ensuite bathroom. Near the entryway, an additional room currently used as a bedroom could also work well as a guest room, office, or den. Upstairs, both bedrooms feature large closets with natural light windows, plus a full bathroom, oversized laundry room with storage and wash sink, and a spacious bonus living area ideal for a second living room, office, or reading space. Above, you’ll also find over 650 square feet of attic space with potential for future finished living space or studio space. Outside, mature landscaping, peaceful water views, and the sound of the brook create a classic Vermont setting. The large outdoor space offers excellent soil for gardening, recreation, or simply enjoying the outdoors. A move-in ready Vermont property with farmhouse character, extensive renovations, river frontage, and close proximity to Jay Peak is increasingly hard to find.
Minutes from Jay Peak Resort, this contemporary multi-level home is set on a beautifully landscaped 1.20-acre corner lot. Offering 2,304 finished sq. ft., the home features 3 permitted bedrooms, 3 baths, and a finished walkout lower level with a kitchen, living room, full bath, and bonus rooms. The flexible floor plan is well suited for multigenerational living, extended household needs, guest accommodations, or remote work. A spacious 464 sq. ft. deck extends from the main living level, providing an ideal space for outdoor dining, entertaining, or relaxing while enjoying the surrounding mountain scenery. Beneath the deck is an equally sized covered and screened-in area, offering additional protected outdoor living space. The grounds have been thoughtfully landscaped and include a great spot for bonfires and evening gatherings. Surrounded by mountain scenery and close to skiing, golf, country club amenities, and local paths, this property is an excellent opportunity for those seeking a home near Jay Peak Resort. Additional features include a metal roof, propane baseboard hot water heat, high-speed internet, drilled well, on-site septic, underground utilities, and a large gravel/crushed stone driveway with two separate parking areas.
This inviting mountain retreat offers three levels of thoughtfully designed living space. The finished walk-out lower level features a spacious mudroom, an open family room complete with a custom-built bar, and a convenient half bath. On the main floor, enjoy an open-concept layout with a cozy wood-burning fireplace set in a stone hearth, a bright dining area, a sunroom, and a fully renovated kitchen. Also on this level: a bedroom and a full bath for added convenience. Step out onto the back deck to take in peaceful wooded views and distant mountain scenery. Upstairs, the primary bedroom features skylights, a gas fireplace, and a private balcony. The second floor also includes a third bedroom and a full bathroom with a Jacuzzi tub and separate shower. Located in the sought-after Alpine Haven community, you’ll have access to shared amenities like a swimming pool, tennis courts, and scenic trails. Just a quick 5-minute drive to Jay Peak Resort. Whether you're looking for a serene vacation home or a year-round escape, this chalet is a must-see!
At Jay Peak, the snow falls deeper, the air feels crisper, and time slows down just enough to remind you of why you came. Tucked along White Pine Drive, this fully furnished 1,287sf unit with 2 bedrooms and 2 bathrooms isn’t just a place to stay—it’s your personal retreat in the heart of Vermont’s most iconic mountain escape. Imagine waking up to the hush of fresh powder outside your window, pulling on your gear and being first in line at the lift (just call the 24/7 on-call shuttle service to pick you up and be at the lift in 5 minutes). After a day carving lines through the East’s deepest snow, come home to a firelit evening or a cozy après-ski on the couch. Or keep the good times rolling at one of Jay Peak’s several restaurants before heading back and doing it all over again the next day. This isn’t just a retreat—it’s part of a legacy. From the retro charm of the Ice Haus skating rink to the splash and laughter echoing through the Pumphouse Waterpark, to the 18-hole golf course, and trails to explore, Jay Peak is a year-round playground. And when you're not here, let your condo work for you through Jay Peak's seamless in-house rental program. Welcome to the way winter (and every season) used to feel. Welcome to Jay Peak.
At Jay Peak, the snow falls deeper, the air feels crisper, and time slows down just enough to remind you of why you came. Tucked along White Pine Drive, this fully furnished 1,287sf unit with 2 bedrooms and 2 bathrooms isn’t just a place to stay—it’s your personal retreat in the heart of Vermont’s most iconic mountain escape. Imagine waking up to the hush of fresh powder outside your window, pulling on your gear and being first in line at the lift (just call the 24/7 on-call shuttle service to pick you up and be at the lift in 5 minutes). After a day carving lines through the East’s deepest snow, come home to a firelit evening or a cozy après-ski on the couch. Or keep the good times rolling at one of Jay Peak’s several restaurants before heading back and doing it all over again the next day. This isn’t just a retreat—it’s part of a legacy. From the retro charm of the Ice Haus skating rink to the splash and laughter echoing through the Pumphouse Waterpark, to the 18-hole golf course, and trails to explore, Jay Peak is a year-round playground. And when you're not here, let your condo work for you through Jay Peak's seamless in-house rental program. Welcome to the way winter (and every season) used to feel. Welcome to Jay Peak.

© 2026 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.