Jay Real Estate

Welcome to Jay, a picturesque town nestled in Orleans County, Vermont. Known for its stunning natural beauty and small-town charm, Jay is the perfect place to call home for those seeking a peaceful and tranquil lifestyle.

Located in the scenic Northeast Kingdom region of Vermont, Jay offers residents a close-knit community atmosphere with plenty of outdoor recreational opportunities. Whether you enjoy hiking, skiing, or simply taking in the breathtaking mountain views, Jay has something for everyone.

Real estate in Jay ranges from cozy cabins and cottages to spacious family homes, all surrounded by the lush greenery and fresh air that Vermont is famous for. Imagine waking up each morning to the sound of birds chirping and the sight of rolling hills stretching out before you.

With its convenient location near the Canadian border and easy access to nearby towns like Newport and Stowe, Jay combines the best of rural living with modern amenities. Whether you're looking for a vacation home or a permanent residence, Jay has a lot to offer potential homebuyers.

Come discover the beauty and tranquility of Jay, Vermont. Your dream home awaits in this charming New England town.

Newest Listings in Jay

$485,000

2 Beds ⋅ 2 Baths ⋅ 5102007 MLS

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.

198 Stateside Rd Unit 4778, Jay

$175,000

5100377 MLS

Discover 20.85 private acres on Tranquility Lane in Jay, just minutes from Jay Peak Resort. Located on a town-maintained dirt road, this secluded parcel offers a peaceful setting with no neighboring homes in sight. A new driveway has been installed, and the current owner has cleared trees for a potential building site while preserving the wooded back portion of the property. Soil testing will be completed, and a proposed building site will be identified; however, no state wastewater permit has been issued. A beautiful opportunity to create your Vermont getaway, year-round residence, or recreational retreat in the heart of the Northeast Kingdom.

286 Tranquility Ln, Jay

$1,750,000

4 Beds ⋅ 5 Baths ⋅ 5097654 MLS

A truly exceptional and rarely available opportunity to own a single family slopeside home at Jay Peak Resort. Tucked into a quiet pocket of woods, this private mountain retreat is one of only six single family homes at the entire resort, offering unmatched exclusivity on Vermont’s snowiest mountain. This spacious 4-bedroom, 4-bathroom home features 3,690 sq. ft. of well-designed living space and comfortably sleeps 12. The bedroom layout includes two king bedrooms, one queen bedroom, and a dedicated bunk room, providing comfort and flexibility for families and guests. The second floor also includes a dedicated office space,an ideal setup for those who need to work while on vacation, offering privacy, quiet, and a productive environment without ever leaving the mountain. The renovated lower level is a standout, featuring radiant flooring with Italian porcelain tile, a reclaimed wood bathroom vanity, two new washer/dryer combo units, a family room, bunk room, game room, and a beautifully updated bathroom creating a warm, high-quality space where everyone can relax and unwind. Recent upgrades add tremendous value and peace of mind, including a new roof installed in fall 2025, along with a new furnace and water heater in 2021. From your door, access is directly to the Queens Highway ski trail, providing seamless connection to the Tramside base area. This is true ski in/ski out living, with direct access to the terrain and amenities that make Jay Peak a premier four-season destination. An attached 2 car garage, expansive deck, and the home’s naturally sheltered, wooded setting create a peaceful escape right in the middle of the resort’s vibrant activity. Skiing, riding, hiking, golf, the Pump House Waterpark, Ice Haus Arena, restaurants, and miles of trails are all just moments away. Single family homes with direct trail access at Jay Peak are exceptionally scarce. This is your chance to secure one of the resort’s most private, exclusive, and desirable mountain pro

304 N Village Rd Unit SF#6, Jay

$150,000

5096842 MLS

Once in a while you set foot on a special place that just seems to have a magical aura, a definite connection to the earth that you can feel. This is one of those places. Grab your compass and walk straight into the woods towards the nearby Long Trail, North Jay, and on to Jay Peak 3 miles away. Imagine the backcountry ski adventure possibilities. The 1.7 acre parcel consists almost entirely of a manicured maple grove with 2 small clearings. Timberland and conserved property surround the land for miles in every direction. This is the only camp lot in the area and one of the closest to the top of the mountain pass. There is a small, mountain wizard cabin already existing on the property as well as a concrete pad that could be a good start to something more substantial. Many years ago the seller set out to dig a spring which turned into a small spring fed pond, possibly a portal to another world. Come explore and dream of the possibilities.

7601 Vt Route 105 E, Jay

$1,400,000

5 Beds ⋅ 4 Baths ⋅ 5094775 MLS

Opportunities like this don’t come around often at Jay Peak. This spacious 5 bedroom, 4 bath condo sits just off the Grammy Jay ski trail, giving you true slopeside access in one of the mountain’s most desirable spots. Owned by the same family since it was built and never rented, it shows a level of care that’s hard to find. Inside, the main level offers an easy, open layout made for gathering a bright living area with a gas fireplace, a dining space that fits a crowd, and a well appointed kitchen with a new refrigerator. Large windows bring in soft natural light and views of the surrounding woods. A new furnace installed in 2024 adds peace of mind. Multiple bedroom suites are spread across different levels, giving everyone space and privacy. Additional bedrooms make hosting simple, and the layout handles larger groups without ever feeling cramped. And of course, this is Jay Peak known for some of the most abundant annual snowfall in the East. Step outside and you’re moments from skiing, riding, hiking, and all of the resort’s four season amenities, including the Pump House Waterpark, Ice Haus Arena, championship golf, restaurants, and miles of trails. It’s one of the mountain’s largest and most versatile condos in a true slopeside location.

26 Bridge Rd Unit V144, Jay

$200,000

5094632 MLS

Build your Vermont dream home on this exceptional 4.1-acre parcel located on Loop Road, offering a rare opportunity to own build-ready land in the heart of Vermont’s Northeast Kingdom. With a state-approved 3-bedroom wastewater permit already in place, this property is well-positioned for your future primary residence, vacation getaway, or investment property. Ideally situated just minutes from Jay Peak Resort and only a short drive to the Canadian border, this location offers convenient access to world-class recreation, international travel, and year-round outdoor adventure. Enjoy skiing, snowboarding, golf, hiking, mountain biking, snowmobiling, fishing, and the renowned indoor waterpark at Jay Peak, all within easy reach. Whether you’re seeking a peaceful country retreat, a four-season recreational basecamp, or a short-term rental opportunity near one of Vermont’s premier destinations, this parcel offers outstanding potential. Located near the Canadian border, you’ll enjoy easy access to both Vermont and Quebec attractions, making this an ideal location for those who appreciate cross-border travel, outdoor recreation, and the unique culture of the Northeast Kingdom region. With permitting already secured and a prime location near Jay Peak and Canada, this property offers a unique opportunity to build in one of Northern Vermont’s most desirable recreational areas.

237 Loop Rd, Jay

$695,000

3 Beds ⋅ 2 Baths ⋅ 5094451 MLS

Welcome to 373 Wilderness Road, a bright and inviting 3-bedroom, 2-bath home set on 2 private acres just minutes from Jay Peak Resort. An open floor plan with soaring ceilings, expansive windows, and abundant natural light creates a warm, spacious feel throughout the main level. The kitchen, dining, and living areas flow seamlessly together, making the space ideal for gathering and entertaining. A main-floor bedroom and ¾ bath offer convenience, while the loft level provides a second bedroom, a cozy family room, and a stylish ¾ bath with a custom tiled shower. The finished lower level adds even more versatility with a third bedroom, a bonus room, and a large open area perfect for guests, recreation, or a home gym. Step outside to a spacious deck showcasing stunning Jay Peak views, and enjoy the partially fenced yard—great for pets and outdoor living. The attached 1-car garage includes an unfinished space above, giving new owners room to expand or create a studio, office, or storage loft. A new furnace installed in 2024 adds peace of mind. With its flexible layout, mountain views, and unbeatable proximity to Jay Peak, this home offers year-round comfort, recreation, and future potential in one of Jay’s most desirable locations.

373 Wilderness Rd, Jay

$375,000

3 Beds ⋅ 3 Baths ⋅ 5093791 MLS

Amazing chalet offering peace, privacy, and a true country feel just minutes from Jay Peak Ski Resort. Nestled on a beautifully landscaped lot along Jay Brook, this inviting property provides the perfect Vermont retreat with the soothing sounds of flowing water and picturesque pond views right from your backyard. The main level offers an efficient kitchen, a comfortable bedroom, a 3/4 bath and an oversized living room featuring the most beautiful wood burning fireplace all leading to a spacious deck overlooking the yard, pond, and brook frontage. Whether you're enjoying your morning coffee, entertaining guests, or simply taking in the fresh Vermont air, this outdoor space is sure to impress. The second floor offers two additional bedrooms and a half bath, providing plenty of room for family and guests. Adding exceptional value, the finished lower level presents endless possibilities as a rental unit, accessory dwelling space, guest quarters, or additional living area to suit your needs. Located on a quiet dead-end road, this property combines seclusion with convenience. Additional features include high-speed internet, private septic, shared drilled well, attached shed for storage, and attractive landscaping throughout. A rare opportunity to enjoy year-round recreation, income potential, and Vermont charm just minutes from Jay Peak.

57 Pine Grove, Jay

$399,000

3 Beds ⋅ 3 Baths ⋅ 5092515 MLS

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.

38 Poplar Dr, Jay

$116,000

5087884 MLS

20.5 Acres on Journeys End Road in Jay. Ideal for recreation and relaxation. Located just 15 minutes from Jay Peak Ski Resort, this beautiful 20.5-acre property offers the perfect spot for outdoor enthusiasts. Whether skiing, snowmobiling, hiking, or hunting, this land is a great location for outdoor entertainment. Snowmobile and hiking trails are just minutes away. It is an excellent location for a hunting camp with deer, grouse, bear, and moose. A gravel driveway and a cleared section of the property provide an ideal spot for a camp or off-grid getaway. The Mountain Brook winds through the land, offering multiple spots to relax by the cascading water. This is a private parcel towards the end of Journeys End Road offering seclusion without being too far from town and the Jay Peak Ski Resort.

901 Journeys End Rd, Jay

$665,000

3 Beds ⋅ 2 Baths ⋅ 5086399 MLS

Set on a 1.4-acre corner lot just minutes from Jay Peak Resort, this brand-new modern ranch offers a rare combination of efficiency, style, and location. The property captures a view of the top of Jay Peak and sits on a dead-end road in one of the area’s most desirable neighborhoods. A covered entry leads into a functional mudroom, ideal for Vermont living, before opening to a bright kitchen, dining, and living area with cathedral ceilings. The living room features an electric fireplace and access to a covered back porch, creating a comfortable space to unwind after a day on the slopes. Radiant in-floor heat runs throughout the home, offering consistent warmth and a welcome touch after being outdoors. The layout is well thought out with a private primary suite and bath on one side, and two additional bedrooms with a full bath on the other. The kitchen is in the process of being installed. The exterior blends modern and rustic elements with board-and-batten siding and a standing seam roof. High-speed fiber internet is available, making it easy to balance work and recreation. Whether you're looking for a primary home or a four-season getaway, this property also presents an exceptional Airbnb opportunity when you're not using it yourself. With strong year-round demand driven by skiing, golf, the indoor water park, ice arena, climbing center, and mountain biking, the location is hard to beat. Consider the alternative—spending $700K+ on a 3-bedroom mountain condo with shared walls, association fees, and usage restrictions, versus owning your own home and land for less, with far greater flexibility and independence.

14 Aikins Dr, Jay

$339,000

4 Beds ⋅ 1 Baths ⋅ 5075411 MLS

This property could change your life! You have been patiently waiting for a solid, affordable home in Jay. 1901 Cross Rd offers a Cape style with 4 bedrooms, 2 on the main and 2 on the second floor. It has a newly remodeled bath with a walk-in shower. Large walk-in pantry with laundry. It is very reassuring that the list of up-dates is a long one and will be provided for your review, I will mention a few. New roof on house, garage and sheds, the home has new windows, front door, French doors, front deck, propane furnace, wood furnace, 2 spray foamed attic spaces that could easily become walk in closets, sill plate insulated as well, and a generous amount of paved parking and drive. The yard sets high, with great set-back from the road and there is a beautiful perennial garden 25" by 100". Location, in Jay, close to the Mountain and all Jay Peak has to offer, downhill skiing, cross-country, skating rink, indoor water park, golf, food, events and more. Setting just on the edge of Jay Village where you will find the country store, gas, food and VAST Trails. Perfect for a year-round home, vacation get-away, or an Airbnb. Think New Beginnings. Book to Look!

1901 Cross Rd, Jay

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