Orleans, VT Homes

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  /58

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  1017 Mayhew Rd, Jay, VT 05859

  Set atop a gentle knoll on 50 acres of natural landscape with spectacular mountain and water views, this well maintained and recently updated contemporary home offers quiet end of road privacy and a peaceful place to unwind. Natural light filled open concept floor plan seamlessly integrates living, dining and kitchen spaces perfectly for both everyday living and entertaining. Gatherings easily

  

  Nicholas Maclure

  Century 21 Farm & Forest

  (802) 328-9513

  1017 Mayhew Rd, Jay, VT 05859
• 

  

  

  /36

  $520,000 Sold Jul 30, 2025

  • 1,063 Sq Ft
  • $489/SF
  • 63 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2003

  143 Bridge Rd Unit VC331, Jay Peak, VT 05859

  Live the mountain lifestyle in this stylish 2-bedroom, 2-bath end-unit condo, perfectly perched on the 2nd floor with direct ski-in/ski-out access from Racoon Run. Wake up, click in, and hit the slopes - no traffic or parking, just pure adventure from your doorstep.Inside, an open layout welcomes you with a cozy gas fireplace, granite countertops, and a fully furnished interior ready to

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  143 Bridge Rd Unit VC331, Jay Peak, VT 05859
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  /40

  Est $732,035 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,901 Sq Ft

  947 Morse Rd, Jay, VT 05859

  947 Morse Rd, Jay, VT 05859
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  /60

  $2,500,000 Under Contract

  • Land
  • 1,405 Acres
  • $1,779 per Acre

  860 True Way N, Jay, VT 05859

  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

  

  Nicholas Maclure

  Century 21 Farm & Forest

  (802) 788-8597

  860 True Way N, Jay, VT 05859
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  /32

  $440,000 Sold Jul 15, 2025

  • 1,287 Sq Ft
  • $342/SF
  • 58 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2013

  19 White Pine Dr Unit 4726, Jay, VT 05859

  There’s something magical about Jay Peak—where 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

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  19 White Pine Dr Unit 4726, Jay, VT 05859
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  /39

  Est $314,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,338 Sq Ft

  327 Vt Route 105, Jay, VT 05859

  327 Vt Route 105, Jay, VT 05859
• 

  

  /57

  $899,000

  • 9 Beds
  • 11 Baths
  • 4,307 Sq Ft

  113 Woodshed Rd, Jay, VT 05859

  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

  Lyell Reed Century 21 Farm & Forest

  113 Woodshed Rd, Jay, VT 05859
• 

  

  /14

  $200,000 Sold Jun 27, 2025

  • 1,000 Sq Ft
  • $200/SF
  • 97 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  367 Vt Route 105, Jay, VT 05859

  Charming Ski House in Jay Peak AreaLocation: 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

  Karen Frascella Montgomery Properties

  367 Vt Route 105, Jay, VT 05859
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  /34

  Est $278,136 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft

  424 Gendron Rd, Jay, VT 05859

  424 Gendron Rd, Jay, VT 05859
• 

  

  /39

  $490,000

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  196 Stateside Rd Unit 4783, Jay, VT 05859

  There’s something magical about Jay Peak—where 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 1,290sf 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

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  196 Stateside Rd Unit 4783, Jay, VT 05859
• 

  

  /15

  $330,000 Sold Jun 18, 2025

  • 848 Sq Ft
  • $389/SF
  • 11 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2012

  296 Bridge Rd Unit 4770, Jay, VT 05859

  Jay Peak's Journey's End Condominiums provide the perfect home-base to recharge between one Jay Peak adventure ending and the next one beginning. This 848sf second floor unit has 1 bedroom and 1 bathroom. It will wow you with its great location and floorplan. Keep the unit private for your own enjoyment, or use it as an investment by renting it out yourself or joining our amazing in-house rental

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  296 Bridge Rd Unit 4770, Jay, VT 05859
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  /37

  Est $360,353 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  2492 Cross Rd, Jay, VT 05859

  2492 Cross Rd, Jay, VT 05859
• 

  

  /42

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  196 Stateside Rd Unit 4782, Jay, VT 05859

  There is something magical about Jay Peak! Where 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 1,290sf 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

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  196 Stateside Rd Unit 4782, Jay, VT 05859
• 

  

  /30

  $56,000 Sold May 23, 2025

  • Land
  • 1.50 Acres
  • $37,333 per Acre

  • 98 Days On Market

  0 Belle Vista Rd Unit 5029407, Jay, VT 05859

  Welcome to Jay Vermont! This 1.5-acre lot boasts 200 feet of road frontage and features a relatively flat, lightly wooded terrain. Underground power is accessible across the road, and Comcast Xfinity Cable High-Speed Internet is available in the area. The property includes water rights to a community well, with the water line running through it, although a contribution to recent upgrades to the

  Nicholas Maclure Century 21 Farm & Forest

  0 Belle Vista Rd Unit 5029407, Jay, VT 05859
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  /17

  Est $392,640 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,032 Sq Ft

  197 Beadle Hill Rd, Jay, VT 05859

  197 Beadle Hill Rd, Jay, VT 05859
• 

  

  /36

  $440,000

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  19 White Pine Dr Unit 4727, Jay, VT 05859

  There’s something magical about Jay Peak—where 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

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  19 White Pine Dr Unit 4727, Jay, VT 05859
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  /15

  $290,000 Sold May 22, 2025

  • 714 Sq Ft
  • $406/SF
  • 285 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2012

  296 Jay Peak Rd Unit 4769, Jay, VT 05859

  Jay Peak's Journey's End Condominiums provide the perfect home-base recharge between one Jay Peak adventure ending and the next one beginning. This 714 sf First Floor ADA Compliant unit has 1 bedroom and 1bathroom. It will wow you with its great location, accessibility, and floorplan. Keep the unit private for your own enjoyment, or use it as an investment by renting it out yourself or joining

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  296 Jay Peak Rd Unit 4769, Jay, VT 05859
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  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  216 Lucier Farm Rd, Jay, VT 05859

  216 Lucier Farm Rd, Jay, VT 05859
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  /33

  $939,000

  • 4 Beds
  • 3 Baths
  • 981 Sq Ft

  232 N Village Rd Unit 302, Jay, VT 05859

  Completely renovated in 2025, this stunning 4-bedroom, 3-bath Jay Peak Village Condominium offers refined mountain living at its best. With over 2,000 sq. ft. of living space, the home showcases premium finishes including white oak hardwood flooring, quartz leather waterfall countertops, custom cabinetry, and integrated surround sound throughout. The open-concept layout is designed for comfort

  Brooke Wright BW Realty

  232 N Village Rd Unit 302, Jay, VT 05859
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  /38

  $375,000 Sold May 12, 2025

  • 1,220 Sq Ft
  • $307/SF
  • 259 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1983

  537 N Jay Rd, Jay, VT 05859

  Discover your own slice of paradise with this cozy, one-level log cabin, ideally situated on 12 acres just 10 minutes from Jay Peak Ski Resort. This inviting home features 3 bedrooms and 1 bath, blending rustic charm with modern comforts. The open layout seamlessly connects the kitchen, dining, and living areas, creating a spacious and welcoming environment for relaxation and entertaining. New

  Michelle Mcmanus Big Bear Real Estate

  537 N Jay Rd, Jay, VT 05859
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  /10

  Est $508,206 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,343 Sq Ft

  113 Cote Cove, Jay, VT 05859

  113 Cote Cove, Jay, VT 05859
• 

  

  /6

  $249,000

  • Land
  • 59 Acres
  • $4,224 per Acre

  0 Maple St, Jay, VT 05859

  Calling all outdoor enthusiasts! This nearly 60-acre property in Jay, Vermont, is your gateway to endless adventures. Backing onto 311 acres of state-owned land and 1,025 acres of Green Mountain Club property—including the iconic Long Trail—you’ll have direct access to hiking, snowshoeing, and exploring right from your backyard.The land is rich with Northern Hardwoods and features a

  Nick Lussier RE/MAX All Seasons Realty - Lyndonville

  0 Maple St, Jay, VT 05859
• 

  

  /21

  $435,000 Sold May 09, 2025

  • 1,185 Sq Ft
  • $367/SF
  • 95 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2012

  319 Jay Peak Rd Unit 4706, Jay, VT 05859

  Ski season is here and in full swing. The mountain is full of activity and no shortage of snow! This 2 bedroom, 2 bath condominium is located in the Long Trail building. You will be amazed with the great location for ski in and ski out to the many trails. This unit comes completely furnished and has an open floor plan perfect for entertaining or just to cozy up to the fire place. You can keep

  Patti Leonard Four Seasons Sotheby's Int'l Realty

  319 Jay Peak Rd Unit 4706, Jay, VT 05859
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  /9

  Est $433,453 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft

  107 Marriner Dr, Jay, VT 05859

  107 Marriner Dr, Jay, VT 05859
• 

  

  /36

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,139 Sq Ft

  206 Stoney Path Rd Unit 602, Jay, VT 05859

  This 3-level Stony Path condo is your all-access pass to Vermont’s premier mountain playground. Surrounded by the rugged beauty of Jay Peak’s slopes, you’re just steps from the Village Double Chair—close enough to practically roll out of bed onto the powder. With the resort’s world-famous skiing, Pump House Waterpark & championship golf course at your doorstep, plus the warm nearby community of

  Kevin Holmes Blue Slate Realty

  206 Stoney Path Rd Unit 602, Jay, VT 05859
• 

  

  /15

  $320,000 Sold May 02, 2025

  • 848 Sq Ft
  • $377/SF
  • 225 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2012

  356 Bridge Rd Unit 4760, Jay, VT 05859

  Jay Peak's Journey's End Condominiums provide the perfect home-base to recharge between one Jay Peak adventure ending and the next one beginning. This 848sf second floor unit has 1 bedroom and 1 bathroom. It will wow you with its great location and floorplan. Keep the unit private for your own enjoyment, or use it as an investment by renting it out yourself or joining our amazing in-house rental

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  356 Bridge Rd Unit 4760, Jay, VT 05859
• 

  

  /31

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,362 Sq Ft

  482 Shallow Brook Rd, Jay, VT 05859

  482 Shallow Brook Rd, Jay, VT 05859
• 

  

  /39

  $849,000

  • 4 Beds
  • 4 Baths
  • 981 Sq Ft

  143 Bridge Rd Unit V332 A&B, Jay Peak, VT 05859

  Most requested criteria from buyers at Jay Peak: Ski-in/Ski-out access, 4-5 bedrooms, and good rental income history. Well, here it is. You get the best of both worlds with the lock-away condominium right on Raccoon Run and the Village Chairlift. The set-up is two, 2bdrm/2bath, condominiums with a connecting door to open up the unit to be a 4/4. With this investment, you have multiple choices of

  Cheryl Kerr Four Seasons Sotheby's Int'l Realty

  143 Bridge Rd Unit V332 A&B, Jay Peak, VT 05859
• 

  

  /27

  $515,000 Sold Apr 28, 2025

  • 1,055 Sq Ft
  • $488/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2003

  145 Bridge Rd Unit VC341, Jay Peak, VT 05859

  True Ski-in/Ski-out 2 Bedroom, 2 Bath condo at Jay Peak Resort! Comfortable open layout with fantastic access and views of Raccoon Run just outside your door. Set up with King bed in primary bedroom with en-suite full bath, two twin beds in 2nd bedroom, full sleeper sofa in LR, full hall bath and wall mini-split A/C + condo has well established, transferable, rental revenue stream with local

  Peter Fina Great Northern Land Co., LLC

  145 Bridge Rd Unit VC341, Jay Peak, VT 05859
• 

  

  /40

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,070 Sq Ft

  575 Lucier Farm Rd, Jay, VT 05859

  575 Lucier Farm Rd, Jay, VT 05859
• 

  

  /15

  $299,000

  • 1 Bed
  • 1 Bath
  • 714 Sq Ft

  319 Jay Peak Rd Unit 4707, Jay, VT 05859

  At Journey’s End Condominiums, the spirit of Jay Peak is always just outside your door. Tucked right at the edge of the slopes, these cozy retreats call back to the golden days of ski culture — where days were spent carving fresh powder and evenings were filled with the crackle of fires and the easy laughter of friends old and new.These 714sf first floor, ADA compliant unit has 1 bedroom and

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  319 Jay Peak Rd Unit 4707, Jay, VT 05859
• 

  

  /12

  $649,000 Sold Apr 16, 2025

  • 1,589 Sq Ft
  • $408/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2012

  319 Jay Peak Rd Unit 4705, Jay, VT 05859

  Come to the Jay Peak Resort with the most snow in the country in 2025. And, it's right up there, year after year, with the best skiing and high amount of snowfall. The Journey's End Community is right there on-site at the resort, with excellent ski access, energy efficient quality construction, and desirable rentability - Sold fully furnished and turn-key. One-bedroom units still available.

  Cheryl Kerr Four Seasons Sotheby's Int'l Realty

  319 Jay Peak Rd Unit 4705, Jay, VT 05859
• 

  

  /27

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  181 Bridge Rd Unit 358, Jay Peak, VT 05859

  181 Bridge Rd Unit 358, Jay Peak, VT 05859
• 

  

  /60

  $465,000

  • 4 Beds
  • 2 Baths
  • 1,804 Sq Ft

  778 W Jay Rd, Jay, VT 05859

  Escape to your own private Vermont haven on 21+ acres just minutes from Jay Peak Resort. This 4-bedroom, 2-bath cedar ranch offers a perfect blend of comfort and self-sufficiency, with wide open mountain views, a spring-fed bass pond, apple orchard, and high-producing blueberry bushes.Step inside to find warm tongue-and-groove pine interiors, peeled balsam beams, granite counters, and a cozy

  Elizabeth Story KW Vermont-Stowe

  778 W Jay Rd, Jay, VT 05859
• 

  

  /15

  $320,000 Sold Apr 04, 2025

  • 714 Sq Ft
  • $448/SF
  • 218 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2012

  356 Bridge Rd Unit 4754, Jay, VT 05859

  Jay Peak's Journey's End Condominiums provide the perfect home-base to recharge between one Jay Peak adventure ending and the next one beginning. This 714sf unit has 1 bedroom and 1 bathroom. It will wow you with its great location and floorplan. Keep the unit private for your own enjoyment, or use it as an investment by renting it out yourself or joining our amazing in-house rental program. With

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  356 Bridge Rd Unit 4754, Jay, VT 05859
• 

  

  /19

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  228 Slopeside Rd Unit 708, Jay Peak, VT 05859

  228 Slopeside Rd Unit 708, Jay Peak, VT 05859
• 

  

  /32

  $440,000

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  19 White Pine Dr Unit 4728, Jay, VT 05859

  There’s something magical about Jay Peak—where 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

  Sarah MacLeod Four Seasons Sotheby's Int'l Realty

  19 White Pine Dr Unit 4728, Jay, VT 05859
• 

  

  /3

  $1,150,000 Sold Mar 14, 2025

  • 2,239 Sq Ft
  • $514/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2009

  268 N Village Rd Unit 315, Jay, VT 05859

  When you walk into this spacious 3 level, 4 bedroom, end unit townhouse at Jay Peak, you can expect to be amazed. The décor is stunning! It feels warm. It feels inviting. It's your mountain retreat. The kitchen is gorgeous! It is a totally open gathering space around the island. You know how that goes! There is plenty of room to invite your friends. The kids will love their own lower level – to

  Cheryl Kerr Four Seasons Sotheby's Int'l Realty

  268 N Village Rd Unit 315, Jay, VT 05859
• 

  

  /18

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,589 Sq Ft

  125 S Village Rd Unit V384, Jay, VT 05859

  125 S Village Rd Unit V384, Jay, VT 05859
• 

  

  /8

  $116,000

  • Land
  • 20 Acres
  • $5,659 per Acre

  901 Journeys End Rd, Jay, VT 05859

  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

  Kris Lippi Get Listed Realty

  901 Journeys End Rd, Jay, VT 05859

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