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

$1,750,000

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

$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

$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

$640,000

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

$374,000

3 Beds ⋅ 2 Baths ⋅ 5061644 MLS

Welcome to 3041 Cross Road in Jay, Vermont — a warm and inviting single-level home set on a total of 4.5 acres. Step inside to a bright and spacious great room designed for entertaining, anchored by an updated kitchen featuring a propane range, quartz counters, and plenty of dining space. Both bathrooms have been tastefully refinished, and the convenience of main-level laundry adds to the home’s functionality. Interior stairs from the oversized 1 car garage lead to the basement, and between the two spaces, you’ll find ample storage space and room for a workshop or hobbies. Outdoors, the setting is a gracious back yard with blueberries, apples and raspberries, large vegetable garden, trails, and a shed and greenhouse. Enjoy the nearby Jay Community Recreational Trails for walking, biking, or skiing. Just minutes away, Jay Peak Resort offers world-class skiing, golf, indoor waterpark fun, and year-round events — making this property a true four-season retreat. Whether you’re seeking a primary residence, weekend escape, or investment opportunity, this property offers flexibility, privacy, and access to everything that makes Jay special.

3041 Cross Rd, Jay

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