Jay, Vermont listings for sale


$2,500,000 - Jay, VT

860 True North Way Jay, VT - Here’s a rare opportunity to own 1,405 contiguous acres of pristine VT wilderness! This exceptional property provides unmatched privacy, stunning views, and endless outdoor recreation. The land includes a beautifully renovated off-grid chalet with solar power, battery backup, and an auto-fired generator. The main floor features a bedroom, bath, and open-concept kitchen, living, and dining area with cathedral ceilings, a woodstove, and oversized windows with direct mountain views. Beyond the French doors is a large deck, ideal for soaking in the natural splendor. Upstairs is a loft, plus there’s a full unfinished walk-out basement with lots of potential. Right outside the door you’ll discover miles of trails, a stocked trout pond, & direct access to thousands of acres of conserved land, where you can enjoy Nordic & backcountry skiing, ATVing, snowshoeing, hiking, snowmobiling, hunting, fishing, wildlife viewing & more. The chalet sits on with 976 acres most of which is protected by a land trust easement & two additional tracts (274 and 155 acres) to the west. The western parcels generate income through a leased 7,000+/- tap sugaring operation ($25K/year). Additional income is generated from enrollment in the Cold Hollow Carbon credit program. Most of the property is enrolled in the VT Current Use program which keeps the taxes affordable. With over 2 miles of Canadian border frontage, breathtaking sunset views & unparalleled tranquility, this is the ultimate Vermont retreat.
1989 | 2 | 1 | 1,210 sqft.
$899,000 - Jay, VT

113 Woodshed Road Jay, VT - In business since the 1950’s, The Woodshed Lodge is a fully operational & profitable traditional B&B. As the closest lodging establishment to Jay Peak Resort (3mi/3min), the Lodge enjoys a booming ski season as well as healthy Summer business consisting of nightly room rentals, large private bookings, weddings, & events. The present owner has more than tripled the revenue & built a strong brand with an excellent 5-star review status on all booking platforms. Many customers have been patrons for decades across multiple generations of family. The backyard features a 1/2-acre stream-fed pond, wooded trails, 5± acres of manicured lawn, & 1± acre gravel event site complete with power pedestals & wedding tent. The charmingly rustic 120-yr-old main building hosts up to 20 guests across 6 rooms, all with their own bathrooms (5 en suite), as well as the innkeeper’s apartment downstairs for a staff of two. A commercial-sized kitchen & large dining room can accomodate 30± people for meal service. A recently constructed log cabin hosts another 6 guests & sits on its own private corner of the property. Parking onsite for 50± vehicles plus street parking for another 25± allows for larger events. With excellent staff in place (contracted through at least 10/2025) this presents an excellent, turnkey business opportunity for either an onsite or more hands-off owner/operator. There is significant potential to further build out the Winter & especially the Summer wedding & event business.
1900 | 9 | 10 | 4,307 sqft.
$250,000 - Jay, VT

367 Vt Route 105 Jay, VT - Charming Ski House in Jay Peak Area Location: Perfectly situated just 3 miles from Jay Village and 6 miles from Jay Peak Ski Resort, this cozy ski house offers easy access to winter sports and beautiful lakes. Property Features: Wooded Lot: Nestled on a nicely wooded, private lot, this property provides a tranquil retreat from the hustle and bustle. Living Room: Enjoy the spacious living room featuring vaulted ceiling, a wood stove to keep you warm, and large windows that bring in plenty of natural light. Kitchen: The kitchen boasts unique woodblock countertops, ample space for dining, and a sliding door that invites you to enjoy meals on the exterior deck. Bedrooms: The upper level includes three small rooms currently used as bedrooms, a full bath, and an attic loft perfect for storage or future expansion. Investment Opportunity: This affordable fixer-upper is ready for your personal touch. Create the perfect getaway for winter enthusiasts or a serene summer escape with convenient access to outdoor activities. Don't miss out on this rare chance to own a piece of the Northeast Kingdom! Whether you're an avid skier, nature lover, or looking for a peaceful retreat or a retirement home this property has the potential to become your dream home. Schedule a showing today!
1962 | 3 | 1 | 1,000 sqft.