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Jay VT Real Estate

Jay, Vermont is a beautiful and picturesque small town located in the heart of the Green Mountains. Whether you're looking to explore its many hiking trails, enjoy farm-fresh food, or simply soak up the peaceful atmosphere, this quaint community offers plenty to do and see. Jay is home to the Jay Peak Resort -- the Mountain receives an average annual snowfall of 355 inches and has 76 trails.From horseback riding and fishing to antiquing and cinema outings, there's something for everyone in Jay. This rural retreat is perfect for a relaxed vacation away from it all – come experience the peace and beauty of this special place!

Discover current Jay VT real estate listings below. 

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296 Bridge Road Jay VT 05859

Jay, VT296 Bridge Road, Unit 4764

Price$339,000

Est. Mortgage: $/month

MLS Number 5032260

  • Condo
  • Square Feet 714
  • Bedrooms 1
  • New Contruction Existing
  • Complex Catamount

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 the most snow in eastern North America to ride through, the 65,000 sf Pumphouse Indoor Waterpark, the Ice Haus Indoor Skating Arena, Clips and Reels Indoor Climbing, Arcade and Movie Theatre, not to mention multiple restaurants, coffee shops and eateries, 60km of Nordic skiing, 18-hole championship golf course and Taiga Spa, your choices of where to wear yourself out are endless and right outside your front door.

Listed by Sarah MacLeod of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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860 True North Way Jay VT 05859

Jay, VT860 True North Way

Price$2,500,000

Est. Mortgage: $/month

MLS Number 5032236

  • Residential Single Family
  • Full Bath 1
  • Address 860 True North Way
  • Construction Existing
  • Bedrooms 2

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.

Listed by Nicholas Maclure of Century 21 Farm & Forest

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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109 Stoney Path Road Jay VT 05859
Pending

MLS Number 5031379

  • Condo
  • Square Feet 1,085
  • Bedrooms 2
  • New Contruction Existing
  • Complex Village Association

2 bedroom 2 bath ski in/out condo at Jay Peak Resort. Have you been looking for a ski condo at Jay Peak? This condo has direct access to the Grammy Jay trail and offers lots of natural light and views into the valley. What a great opportunity for a home base at Vermont's snowiest mountain. With all of the year round amenities that include the PumpHouse indoor waterpark, Championship golf, Stateside summer music concerts, restaurants and shops this condo provides access to it all.

Listed by Mark English of Jim Campbell Real Estate @ Jay

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1645 Cross Road Jay VT 05859-9403

Jay, VT1645 Cross Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 5026616

  • Residential Single Family
  • Full Bath 3
  • Address 1645 Cross Road
  • Construction Existing
  • Bedrooms 6

Stunning Historical Brookside Estate is nestled in the heart of Jay, VT. This magnificent home offers timeless elegance, modern comfort and unmatched versatility. Constructed in 1882, this property was the town center with rich history as the carriage house, general store, barber shop, post office and inn. Completely stripped and renovated in 1993, it now boasts premium finishes, contemporary amenities while retaining its period charm. 7,300 sq ft of finished living space with 17 rooms; 6 bedrooms, 3 living rooms, 2 have fireplaces. Also enjoy 2 dining rooms one which shares the double-sided fireplace with the formal living room, large kitchen, custom cabinetry, quartz countertops and stainless appliances. 3 full bathrooms, 1 ¾ bath, 4 half baths, even a gym with built-in hot tub and sauna. Head up to the primary suite boasting a full bath with jacuzzi tub plus a half bath, cedar closet, walk-in closet/dressing room, 2 office/reading rooms and a beautiful balcony all overlooking the brook. Second Floor Airbnb suite is a 3-bedroom layout, full bath, a half bath/laundry. 3rd floor suite offers 2 expansive rooms both waterfront views, sharing a full bath with jacuzzi and a half bath as well as a living/media room leading to a spacious balcony. 4th level widows walk to boot! Outside offers an attached barn and 3 car garage, inground saltwater pool and 25 garden beds! Superb location with a successful Airbnb business. View full details as attachments in MLS. Book to Look!

Listed by Sharon Faust of Big Bear Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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319 Jay Peak Road Jay VT 05859

Jay, VT319 Jay Peak Road, Unit 4706

Price$469,999

Est. Mortgage: $/month

MLS Number 5026422

  • Condo
  • Square Feet 1,185
  • Bedrooms 2
  • New Contruction Existing
  • Complex Long Trail

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 the condo for your personal use or use as an investment by renting it. This unit has a solid rental history with our in-house rental program. If skiing isn't enough, take in the 65,000 sf Pumphouse Indoor Waterpark, the Ice Haus Indoor Skating Arena, Clips and Reels Indoor Climbing, Arcade and Movie Theatre, not to mention multiple restaurants, coffee shops and eateries, 60km of Nordic skiing, 18-hole championship golf course and Taiga Spa. The choices are endless right outside your front door.

Listed by Patti Leonard of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 White Pine Drive Jay VT 05859

MLS Number 5022909

  • Condo
  • Square Feet 1,287
  • Bedrooms 2
  • New Contruction Existing
  • Address 19 White Pine Drive

Jay Peak's newest opportunity to own is now available on White Pine Drive. This 1,287sf unit has 2 bedrooms and 2 bathrooms. It will wow you with its great location and floorplan. This unit will make a great investment by joining our amazing in-house rental program. With the most snow in eastern North America to ride through, the 65,000 sf Pumphouse Indoor Waterpark, the Ice Haus Indoor Skating Arena, Clips and Reels Indoor Climbing, Arcade and Movie Theatre, not to mention multiple restaurants, coffee shops and eateries, 60km of Nordic skiing, 18-hole championship golf course and Taiga Spa, your choices of where to wear yourself out are endless and right outside your front door. Taking reservations, property is subject to Public Offering Statement and recorded deed.

Listed by Sarah MacLeod of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

984 Mayhew Road Jay VT 05859

Jay, VT984 Mayhew Road

Price$445,000

Est. Mortgage: $/month

MLS Number 5021135

  • Residential Single Family
  • Full Bath 1
  • Address 984 Mayhew Road
  • Construction Existing
  • Bedrooms 3

Rustic 3BR/1.5 Bath Log Cabin in the woods situated on 24.8 private acres with a brook running across back of property feeding a secluded large pond. Front yard has small "reflection" pond stocked with fish. This custom built Cabin has open living area with wood burning stove, large custom made Kitchen Island with live edge, one of a kind custom wood carvings, wide plank flooring & vaulted ceilings. Primary loft bedroom has attached private 1/2 bath. Two additional bedrooms + full hall bath. Attached two car garage plus shop area. High-speed Xfinity Internet. Parcel has trails throughout. Property is minutes to Village & Jay Peak Resort. Looking for your very own private get away? Come take a look at this "one of a kind property"

Listed by Peter Fina of Great Northern Land Co.,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

356 Bridge Road Jay VT 05859

Jay, VT356 Bridge Road, Unit 4760

Price$339,000

Est. Mortgage: $/month

MLS Number 5011869

  • Condo
  • Square Feet 848
  • Bedrooms 1
  • New Contruction Existing
  • Complex Hazen's Notch

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 program. With the most snow in eastern North America to ride through, the 65,000 sf Pumphouse Indoor Waterpark, the Ice Haus Indoor Skating Arena, Clips and Reels Indoor Climbing, Arcade and Movie Theatre, not to mention multiple restaurants, coffee shops and eateries, 60km of Nordic skiing, 18-hole championship golf course and Taiga Spa, your choices of where to wear yourself out are endless and right outside your front door.

Listed by Sarah MacLeod of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

537 North Jay Road Jay VT 05859

Jay, VT537 North Jay Road

Price$410,000

Est. Mortgage: $/month

MLS Number 5011281

  • Residential Single Family
  • Full Bath 1
  • Address 537 North Jay Road
  • Construction Existing
  • Bedrooms 3

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 flooring throughout and a newly added mudroom entry enhance both functionality and style, offering a convenient space to kick off your shoes and keep the cabin clean. Step outside to the intimate back deck, perfect for enjoying your morning coffee while taking in breathtaking views of the expansive backyard and serene, stocked pond, ideal for fishing. The property also includes a handy outbuilding for storing lawn equipment and is adorned with an assortment of fruit trees, adding to its natural charm. Outdoor enthusiasts will appreciate the proximity to VAST snowmobile trails and ATV trails, providing year-round adventure opportunities. Recent upgrades include a new standby generator, ensuring peace of mind and uninterrupted comfort during power outages. Whether you're seeking a peaceful year-round residence or a cozy seasonal retreat, this log cabin offers an idyllic setting in Vermont's scenic countryside.

Listed by Michelle McManus of Big Bear Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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319 Jay Peak Road Jay VT 05859

Jay, VT319 Jay Peak Road, Unit 4707

Price$299,000

Est. Mortgage: $/month

MLS Number 5003434

  • Condo
  • Square Feet 714
  • Bedrooms 1
  • New Contruction Existing
  • Complex Long Trail

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 our amazing in-house rental program. With the most snow in eastern North America to ride through, the 65,000 sf Pumphouse Indoor Waterpark, the Ice Haus Indoor Skating Arena, Clips and Reels Indoor Climbing, Arcade and Movie Theatre, not to mention multiple restaurants, coffee shops and eateries, 60km of Nordic skiing, 18-hole championship golf course and Taiga Spa, your choices of where to wear yourself out are endless and right outside your front door.

Listed by Sarah MacLeod of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated March 16, 2025 5:07 AM EDT