Jay Homes for Sale

Welcome to Jay, a charming town nestled in the heart of Orleans County, Vermont. Known for its picturesque landscapes and friendly community, Jay offers a tranquil escape from the hustle and bustle of city life.

If you are looking for homes for sale in Jay, you are in the right place. True Real Estate is here to help you find your dream home in this beautiful town. From cozy cottages to spacious family homes, there is something for everyone in Jay.

With its close-knit community and access to outdoor activities such as hiking, skiing, and fishing, Jay is the perfect place to put down roots. Imagine waking up to stunning mountain views and breathing in the fresh, crisp air every day.

Whether you are a first-time homebuyer or looking to upgrade to a larger space, True Real Estate can assist you in finding the perfect property to suit your needs. Let us help you navigate the real estate market in Jay and make your homeownership dreams a reality.

Come and discover the beauty and charm of Jay, Vermont. Contact True Real Estate today to start your journey to finding the perfect home in this idyllic town.

Newest Jay Homes for Sale

$1,400,000

3 Beds ⋅ 4 Baths ⋅ 5109540 MLS

This expansive 5,271 sq. ft. residence offers a rare blend of space, comfort, and refined mountain living just 1.5 miles from Jay Peak Resort. Built in 1994, the home is permitted for five bedrooms, though the current owners chose to finish three, giving buyers the opportunity to expand or customize additional living space to suit their needs. With four bathrooms and a flexible layout, the property is ideal for large families or multi generational living. A dramatic grand staircase sets an elegant tone upon entry, leading to bright open living room and family room along with a dedicated dining room, all designed for gathering and entertaining. The main floor also includes a primary suite, offering convenience and privacy for owners or guests. The upper level also includes two additional bedrooms and office space, along with a spacious bonus room ideal for bunkbeds, a game room, an additional family hangout, or an arts and crafts space. A large deck overlooks beautifully landscaped grounds, creating a peaceful outdoor retreat, and the finished walk out basement is open and provides multiple areas for recreation, fitness, or guests, while also giving new owners the opportunity to add additional rooms, including the potential for extra bedrooms or an in law suite. An attached two car garage completes the property. The seller acknowledges that some minor cosmetic updates would further elevate the home and has priced accordingly, offering buyers an opportunity to personalize a substantial, well located property. Current photos do not fully highlight the scale, elegance, and potential of this impressive home, making an in person visit especially valuable. With its generous square footage, elegant architectural features, flexible layout, and unbeatable proximity to Jay Peak Resort’s skiing, golf, waterpark, ice arena, and year round amenities, this home delivers a luxurious mountain lifestyle with exceptional value.

67 Shallowbrook Rd, Jay

$225,000

5108846 MLS

Discover an extraordinary four-season recreational retreat in the heart of Vermont’s Northeast Kingdom. Set on approximately 50 acres, abutting both thousands of acres of public land and Jay Peak Resort, this property is a true playground for outdoor enthusiasts. Step beyond your doorstep and into a landscape made for adventure by owning your own hill and ridgeline. Ski your own backcountry powder paradise right from your backdoor, explore miles of hiking terrain, or take advantage of VAST snowmobile network right next door. The Long Trail is also close at hand. The 1,675-square-foot building features a solid slab foundation, electric, septic, water, and potential for five-star views across the valley into Canada and the Green Mountains. Fix it up or start fresh. Whether you're looking for a private Vermont escape, a four-season recreational property, a basecamp for Jay Peak adventures, or a place to enjoy skiing, snowmobiling, hiking, hunting, and the solitude of the woods, this property delivers an unusually compelling combination of location and land.

1445 Stevens Mill Rd, Jay

$485,000

3 Beds ⋅ 1 Baths ⋅ 5108843 MLS

Discover an extraordinary four-season recreational retreat in the heart of Vermont’s Northeast Kingdom. This exceptional property offers the rare combination of privacy, expansive mature hardwood forest, direct access to outdoor adventure, and a comfortable 3-bedroom, 1-bath home. Set on approximately 88 acres, abutting both thousands of acres of public land and Jay Peak Resort, this property is a true playground for outdoor enthusiasts. Step beyond your doorstep and into a landscape made for adventure by owning your own hill and ridgeline. Ski your own backcountry powder paradise right from your backdoor, explore miles of hiking terrain, or take advantage of the VAST snowmobile network right in the backyard. The Long Trail is also less than a mile away. The mature hardwood forest offers more than just beautiful scenery and privacy—it provides an established maple sugaring opportunity. The 1,067-square-foot home features 3 bedrooms and 1 bathroom and was built in 1997. Major upgrades were completed in 2024, offering an improved and refreshed retreat while preserving its appeal as a low-key mountain getaway. Turn-key. Whether you're looking for a private Vermont escape, a four-season recreational property, a basecamp for Jay Peak adventures, or a place to enjoy skiing, snowmobiling, hiking, hunting, sugaring, and the solitude of the woods, this property delivers an unusually compelling combination of location and land.

1765 Stevens Mill Rd, 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

$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

$625,000

4 Beds ⋅ 4 Baths ⋅ 5036644 MLS

3BR/2BA log sided home + 1BR/2BA modern ADU on 1.5 acres. Both homes come fully furnished and ready for immediate occupancy! Main home has stone hearth wood burning fireplace, 1BR/1BA on main floor & 2BR/1BA upstairs. Galley Kitchen, open dining room connected to sunken living room and sliding glass doors to tiered back deck. ADU has covered parking area, Main entry to 1FL living space with 1FL Bath & 2FL main living area with Kitchen/Dining/Living room & 2FL bedroom & Bath + covered outdoor balcony. Large sliding glass doors + large windows allow for plenty of natural light. This unique "turn-key" property is situated a straight shot down the road from Jay peak Resort.

376 Vt Route 242, Jay

$374,900

3 Beds ⋅ 2 Baths ⋅ 5061644 MLS

Finding a quality, affordable home in a Vermont resort town isn't always easy, and this 4.5-acre property offers an appealing opportunity to live, work, and play in Jay. Equally well suited as a year-round residence or a comfortable second home, it combines thoughtful updates, practical improvements, outdoor space, and easy access to everything the area has to offer. The heart of the home is a bright, spacious great room where the updated kitchen, dining, and living areas come together for easy everyday living and entertaining. The kitchen features quartz counters, a propane range, generous workspace, and excellent storage. Both bathrooms have been tastefully refinished, and convenient main-level laundry supports true single-level living. Passive solar gain from the home's well-placed windows, combined with significantly increased attic insulation, enhances year-round comfort and efficiency. A whole-house standby generator provides additional peace of mind. The oversized 1-car garage and basement offer abundant storage plus room for a workshop, hobbies, and recreational gear. Outside, enjoy Jay Peak views, a spacious backyard, deck, private outdoor shower, trails, vegetable garden, greenhouse/three-season solarium, shed, asparagus patch, and established blueberries, raspberries, and apple trees. The Jay Community Recreational Trails are nearby for walking, biking, and skiing, while Jay Peak Resort is just minutes away for skiing, golf, the waterpark, dining, and year-round recreation. A comfortable, well-cared-for home with room to breathe in one of Vermont's great four-season playgrounds.

3041 Cross Rd, Jay

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