Jamaica VT Real Estate

Jamaica VTBelow you will find all Jamaica real estate listings. Contact Josiah Allen to schedule a showing or if you have any questions. Create an account with us to save your favorite Jamaica, Vermont listings and to receive email notifications when similar listings become available. 

Jamaica is a small town located in the southern part of the state of Vermont, in the United States. With a population of just over 1,000 people, Jamaica is known for its scenic beauty, outdoor recreation, and friendly community. The town is surrounded by the Green Mountains, providing ample opportunities for hiking, skiing, and other outdoor activities. Jamaica is also home to several small businesses, including restaurants, artisan shops, and antique stores. Each year, the town hosts the Jamaica Old Home Day celebration, a community event that showcases the town's history and culture.

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Jamaica VT Real Estate for Sale

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Stratton - Londonderry - Winhall

434 West Hill Road Jamaica VT 05340

Jamaica, VT434 West Hill Road

Price$419,000

Est. Mortgage: $/month

MLS Number 5001520

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05340

Escape to a Renovated Vermont Chalet! Nestle into cozy comfort in this completely renovated 3-bedroom, 2-bathroom chalet just minutes from Stratton Mountain Resort. Modern convenience meets mountain charm: Unwind by the wood stove in the open living area, perfect for entertaining. Stainless steel appliances in a spacious kitchen ensure a comfortable stay. Relaxation awaits: The primary suite with a private bath and heated floor provides a tranquil retreat after a day of adventure. Move-in ready and worry-free: Enjoy the peace of mind with a new septic tank, cleared lot, new shed, updated interior staircase, and cable access. Embrace the outdoors: Gather around the inviting firepit and soak up the beauty of Vermont. Don't miss out on this move-in-ready haven! Inquire today and start planning your Vermont getaway!

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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64 Gleason Farm Lane Jamaica VT 05343

Jamaica, VT64 Gleason Farm Lane

Price$695,000

Est. Mortgage: $/month

MLS Number 5000962

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05343

Welcome to this stunning home 12.6 miles from Stratton Mountain! Also Mount Snow, Bromley Mountain, and Magic Mountain are all within 20 miles. The home has had one owner and been well maintained in this private setting. The yard offers a spacious feel with covered porches to access along with a storage shed and plant potting shed. Enjoy the outdoor firepit and ease of the 2 1/2 attached car garage. The home has 9 1/2 foot ceilings, beautiful natural light throughout, mountain views, a spacious first floor bedroom with ensuite full bath. Hardwood floors, new custom thermal shades throughout first floor, solid wood doors as well. On the first floor you will also enjoy the open flow of the kitchen, dining room and living room. First floor laundry and 1/2 bath await you. The landing to the second floor has an abundant amount of lighting for a sitting area reading nook. On the second floor has two large bedrooms with two oversized storage rooms along with a full bath with double sink vanity. Full basement with interior access and basement walk-up to the gorgeous yard. This could be a great space to finish as well if desired! So much to offer in this home!

Listed by Amy Gerrity-Parent of Amy Gerrity-Parent Realty

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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400 Edie Lane Jamaica VT 05343

Jamaica, VT400 Edie Lane

Price$499,000

Est. Mortgage: $/month

Open House

MLS Number 5000918

  • Residential Single Family
  • Next Open House: Sat 06/22 10:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Welcome to Hot Toddy Hill - your perfect Vermont Getaway! Nestled minutes away from Stratton, this cozy contemporary home in the charming town of Jamaica, Vermont, is ideal for gatherings and retreats with friends. The living room boasts vaulted ceilings with wood slat detail, its ideal for relaxing in front of the wood-burning fireplace apres ski. The fully equipped eat-in kitchen boasts brand new appliances - refrigerator, stove, microwave, and dishwasher. Main level has a full bathroom and bedroom with a king bed. Second floor has a bunk room and a room with a king bed, they share another full bathroom. All bedrooms feature new plush carpeting with antimicrobial memory foam padding and ample closet and dresser space. The finished lower level offers entertainment in the form of a game room with a flat-screen TV and bean bag chairs. The outdoor space is a double lot that showcases the serene Vermont landscape. Whether it's summer or winter, Hot Toddy Hill provides the perfect backdrop for your Vermont dreams! Showings begin Friday, June 21.

Listed by Andie Fusco and Tara van de Velde of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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366 Stone Hedges Road Jamaica VT 05343

MLS Number 5000872

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05343

Embrace a lifestyle of sustainability and innovation! This remarkable custom-built home seamlessly integrates energy-efficient systems with exquisite design elements. Harnessing Geothermal and Solar Power, the home not only minimizes its environmental footprint but offers the opportunity to embrace a net-zero lifestyle, ensuring eco-friendliness and long-term cost savings. Perched on a knoll and spanning 7.0 acres w/panoramic mountain views & a private pond, perfect for your country living dreams. Step inside and be greeted by a masterful blend of craftsmanship & thoughtful design. An expansive main living area boasts stamped concrete flooring w/radiant heat, providing durability and comfort. The post-and-beam design elements exude rustic charm. The heart of the home, the custom chef's kitchen, is a culinary haven featuring top-of-the-line appliances anchored by an artistically designed staircase highlighting striking metal features. Outdoor living spaces abound, from the covered front porch ideal for morning coffee to the expansive stone patio with raised beds for cultivating your own organic bounty. A screened porch off the main living is a peaceful retreat to enjoy the stunning mountain views. With ample space for family and friends that includes two mudrooms, an oversized two-car garage, a versatile office, lower-level walk-out game room and a charming Vermont-style Sugar Shack nestled on the property. Just a quick drive to all area resorts and amenities. A unique home!

Listed by Helen Nault of Wohler Realty Group

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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1142 South Hill Road Jamaica VT 05343

Jamaica, VT1142 South Hill Road

Price$565,000

Est. Mortgage: $/month

MLS Number 4999101

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction New Construction
  • Zip 05343

This charming house has so much to offer! Newly constructed with an open concept layout, soaring ceilings and a light filled southern exposure. Take advantage of the efficient new appliances, modern finishes and a whole house generator. There are 2 bedrooms and 2 full baths , one on the main level and one in the light filled loft area. The French doors in the living area frame a lovely southern view, stunning in all seasons. Enjoy the back deck, large yard and neighboring roads for exploring. Excellent proximity to skiing and recreation with Stratton mountain and Mount Snow equidistant, about 20 minutes away. Thoughtfully designed for form and function this Jamaica home is all ready for a new owner. Make an appointment to see it today!

Listed by Dan McKenna of Cummings & Co

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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660 Dalewood Road Jamaica VT 05343

Jamaica, VT660 Dalewood Road

Price$819,900

Est. Mortgage: $/month

MLS Number 4997275

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05343

Incredible opportunity to have your very own turn key Stratton Mountain escape! Located on a quiet road, 3.5 miles from the Village this lovely home has generated a treasure trove of memories for the owner's family for the last several years. Enter from the comfort of the attached garage into a generous mudroom, and head up to the main level where you'll find a well appointed chef's kitchen and large adjacent dining area. Kick back and relax in the ambiance of your spacious living room with soaring cathedral ceilings, huge windows and efficient fireplace insert. Ensuite primary on the main level, a second ensuite primary and two more bedrooms on the finished lower level provide plenty of room to spread out. Bonus room located above the garage. Large wraparound deck for dining al fresco, or enjoy the Stratton mountaintop view with a favorite beverage in the warm embrace of your hottub. There is also a whole house generator to ensure your continued comfort during the rare power outages. Detached second garage. Offered fully furnished.

Listed by Christopher Cummings of Cummings & Co

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$
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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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544 Dalewood Road Jamaica VT 05343

MLS Number 4996984

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Construction Existing
  • Zip 05343

Minutes to the Stratton Mountain Resort, this residence boasts six bedrooms and four and half bathrooms situated on over 7 private acres in the pristine Green Mountains of Vermont. Enjoy the surrounding woods and trails as well as close proximity to Pikes Falls. The living room and dining area provide ample space for entertaining. The downstairs features four bedrooms and two bathrooms as well as a great den for the kids. This home's cozy wood burning fireplace is great for those cold winter nights and the warmth of the pellet stove keeps the chill out. Great outdoor spaces abound including multiple decks and firepit. The two car garage features great parking and plenty of storage space as well as an unfinished second floor that could be easily converted into a game room. The property has the ability to be subdivided. This is a must see vacation getaway!

Listed by Timothy Mich Doddridge of Stratton Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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39 Depot Street Jamaica VT 05343

Jamaica, VT39 Depot Street

Price$695,000

Est. Mortgage: $/month

MLS Number 4996607

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05343

If a picture is worth a thousand words, you won't want to miss this incredible property. The pictures tell it all. This hidden Village gem is tucked away in a pastoral setting under a majestic maple with sweeping lawn, perennial plantings, stone walls, picket fence, patio and shaded garden seats. Located right in the in the heart of a Vermont village with its conveniences and sense of community, yet retaining a true sense of nature. Contemplate the scenic setting from the rocking chair under the covered front porch. Amble around the corner to village shops, Jamaica Market, and nearby dining. Meander along the river or hike nearby trails. Enjoy all the close by winter activities and sports. Though the house has been beautifully renovated, the charm and character have been lovingly retained with wood floors, original fixtures and architectural features. With an open floor plan for easy living and entertaining, the 4 distinctive bedrooms, custom kitchen with breakfast bar, library, corner study and vaulted loft invite you to linger, lounge and unwind when you move indoors. An attached storage shed houses all your equipment, gear and garden furniture. Plus a 1,400 sq. ft. two story barn apartment with private entrance, 2 bedrooms, spacious loft, convenient kitchen and wood floors offer extended living opportunities and income potential. A remarkable opportunity to own an outstanding, once in a lifetime property. Click on link labeled Unbranded Tour URL 1 for a Video Tour!

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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106 Vt Route 30 Jamaica VT 05343

Jamaica, VT106 Vt Route 30

Price$324,000

Est. Mortgage: $/month

MLS Number 4996480

  • Land
  • Acreage 23
  • Utilities Gas - LP/Bottle
  • PricePerSqFt 14086.96
  • Zoning Residential

Discover unparalleled privacy and modern living with this immaculate 3-bedroom manufactured home on a sprawling 23-acre land parcel in Jamaica, VT. Manufactured in 2021, this home features an open-plan living space with a modern kitchen, dining nook, and a comfortable living room, complemented by two full bathrooms. Additional amenities include a charming porch and a hot tub room at the back. Situated at the top of a hill, the property offers stunning scenic views and acres of woodlands, ensuring complete privacy. With septic, water, and electric already in place, this property is not only perfect as-is but also offers an ideal foundation for building your dream home.In addition, this property is conveniently located to Stratton, Bromley and Magic Mountains as well as the outlets in Manchester VT.

Listed by Joseph Castelluccio of William Raveis Winhall

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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106 Vt Route 30 Jamaica VT 05343

Jamaica, VT106 Vt Route 30

Price$324,000

Est. Mortgage: $/month

MLS Number 4996476

  • Mobile
  • Listing Agent Name Joseph Castelluccio
  • Year Built 2021
  • Bedrooms 3
  • Square Feet 1286

Discover unparalleled privacy and modern living with this immaculate 3-bedroom manufactured home, set on a peaceful 23-acre lot in Jamaica, VT. Built in 2021, this home boasts a bright and open-plan living space, featuring a modern kitchen, dining nook, and a comfortable living room. Enjoy the added luxury of a porch and a hot tub room at the back. Positioned 1/2 mile up at the top of a hill, this property offers seclusion and stunning scenic views. With two full bath rooms and expansive woodlands surrounding the home, it provides the perfect blend of contemporary convenience and natural beauty. In addition, this property is conveniently located to Stratton, Bromley and Magic Mountains as well as the outlets in Manchester VT.

Listed by Joseph Castelluccio of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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139 Worden Road Jamaica VT 05343

Jamaica, VT139 Worden Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 4996412

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05343

Discover the charm of this mountain retreat, now available for the first time in over 80 years. The solar-passive home, boasting an open floor plan and three finished stories, features expansive windows and French doors seamlessly blending indoor and outdoor living. A 700 sq ft deck provides stunning views of pastures and nearby mountains, ideal for summer dining under a retractable awning amidst mature fruit trees and vibrant gardens. Set on 25 tranquil acres, including 12 acres of mown fields bordered by forest, a brook, and a pond, this property offers a Vermont paradise for both humans and animals. Modern comforts include a recently upgraded mudroom, a third-floor bedroom or office, and a media lounge overlooking the living room. The kitchen, with stainless appliances and a large island, combines convenience with style. Advanced systems like a standing-seam solar-ready metal roof, a full house generator, and an oil-burning furnace supplemented by a wood-burning stove ensure comfort and security. Despite its serene setting, proximity to the village, Jamaica State Park, and skiing at Stratton, Bromley, and Magic Mountains adds to its appeal, making it the perfect Vermont retreat for all seasons. Equine enthusiasts will appreciate the brand-new post and beam barn, completed in 2022, featuring stalls for two horses and ample space for them to roam freely.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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276 Bourbon Run Jamaica VT 05343

Jamaica, VT276 Bourbon Run

Price$400,000

Est. Mortgage: $/month

MLS Number 4994923

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05343

Bourbon Run, wonderful 3-bedroom 2-bath home. Located 10 minutes to Stratton Resort, 15 minutes to Bromley and Magic Mountain, and just 30 minutes to Okemo and Mount Snow - all the options within a short drive for winter and summer activities galore. Enjoy the Jamaica State Park, Lowell Lake, and Gail Meadow for paddling and SUP in the summer months as well, maybe even throw a line in, great bass fishing. Enter the home to a dedicated mud room with plenty of gear storage and space. Step into the open concept kitchen, dining, and living area, with a wood burning brick fireplace. The cathedral ceilings pair with the large windows to offer natural light throughout. The master and guest bedrooms are to the rear of the home and upstairs is the spacious 3rd bedroom “loft”. Come see!

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Jun 20, 2024
* 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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Copyright 2024 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 June 21, 2024 3:09 AM EDT