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Jamaica Vermont Real Estate

Windham County
Chartered: November 7, 1780
Area: 31,670 Acres = 49.48 Square Miles
Population (US Census, 2000): 946
Population Density (persons per square mile): 19.1

Schools

Windham Central Supervisory Union 802-348-6801
Jamaica Village School 802-874-4822

The town of Jamaica boasts that its Main Street doesn’t look a whole lot different than it did fifty years ago. The addition of a multitude of locally-owned and operated shops, restaurants, and galleries has brought vivacity to the downtown. The Jamaica State Park offers hikes and walks along the West River, which runs through the town, with camping and swimming opportunities for the whole family. There’s even the 125-foot high Hamilton Falls to enjoy, and a playground in the park to keep the children occupied.  Drive an hour or less from Jamaica Vermont real estate to ski Vermont’s best resorts, including Okemo Mountain Resort, Magic Mountain Ski Resort, Stratton Mountain Ski Resort, and Bromley Mountain Ski Resort.

Town of Jamaica Website

662 Howe Farm Road Jamaica VT 05343

Jamaica, VT662 Howe Farm Road

Price$2,399,000

Est. Mortgage: $/month

MLS Number 4972272

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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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251 Pratt Bridge Road Jamaica VT 05343

MLS Number 5003634

  • Commercial
  • Year Built 2002
  • Square Feet 8,364
  • Acreage 16.05
  • PricePerSqFt 239.12

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers!

Listed by Tg Glazer of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

251 Pratt Bridge Road Jamaica VT 05343

Jamaica, VT251 Pratt Bridge Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 5003633

  • Residential Single Family
  • Full Bath 7
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers!

Listed by Tg Glazer of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

West Hill Road South Jamaica VT 05343

Jamaica, VTWest Hill Road South

Price$1,900,000

Est. Mortgage: $/month

MLS Number 5006431

  • Land
  • Acreage 591
  • Utilities None
  • PricePerSqFt 3214.89
  • Zoning none

Welcome to an exceptional opportunity in Jamaica, VT! College Hill, a 591-acre parcel, owned by the same family for 70 years, is a rare find in today's market. Unencumbered by permits or land use restrictions, this property offers limitless possibilities. The current owners have maintained its natural beauty, never logging the land, preserving its pristine condition. At the top of College Hill, enjoy breathtaking views of Stratton Mountain and the surrounding valley. With extensive trails and old logging roads throughout, it's perfect for development, logging, or recreational use. Located just a short distance from Stratton, Bromley, and Magic Mountains, this property offers unparalleled access to premier skiing and outdoor activities. Don't miss the chance to own a piece of Vermont's stunning landscape. This is a once-in-a-lifetime opportunity to acquire a property of this magnitude and beauty.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3732 Vt Route 30 Jamaica VT 05343

Jamaica, VT3732 Vt Route 30

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5002491

  • Residential Single Family
  • Full Bath 11
  • Construction Existing
  • Bedrooms 15
  • Bathroom 14

Nestled in the quaint Vermont village of Jamaica this charming Estate Compound features two beautiful antique dwellings each with five bedrooms exuding timeless character and New England charm. Around every corner your eye catches a fireplace. Enter the third dwelling to an updated kitchen, living space and additional bedrooms. The warm inviting cottage awaits that special guest. In addition the property boasts a luxurious in-ground swimming pool, perfect for summer relaxation and gatherings. A large storage building finishes out the estate. Located in prime ski country, this is an ideal retreat for winter sports enthusiasts, offering both historic elegance and modern amenities in a picturesque setting. Walk to Jamaica State Park, West River Provisions, Library and Post Office! The Stratton ski resort and many other southern Vermont attractions are just a short drive away. Come see what possibilities await you! This unique Estate Compound provides a rare opportunity to own a piece of Vermont's rich heritage while enjoying all-season recreational activities. An added feature-automatic generator for peace of mind. Video available on request. This property is two separate parcels and can be subdivided.

Listed by Sandy Laserte and Elyn Bischof of Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3732 Vt Route 30 Jamaica VT 05343

Jamaica, VT3732 Vt Route 30

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5002492

  • Multifamily
  • Units 4
  • Bathroom 11
  • Acreage 1.26
  • Square Feet 11,923

Nestled in the quaint Vermont village of Jamaica this charming Estate Compound features two beautiful antique dwellings each with five bedrooms exuding timeless character and New England charm. Around every corner your eye catches a fireplace. Enter the third dwelling to an updated kitchen, living space and additional bedrooms. The warm inviting cottage awaits that special guest. In addition the property boasts a luxurious in-ground swimming pool, perfect for summer relaxation and gatherings. A large storage building finishes out the estate. Located in prime ski country, this is an ideal retreat for winter sports enthusiasts, offering both historic elegance and modern amenities in a picturesque setting. Walk to Jamaica State Park, West River Provisions, Library and Post Office! The Stratton ski resort and many other southern Vermont attractions are just a short drive. Come see what possibilities await you! This unique Estate Compound provides a rare opportunity to own a piece of Vermont's rich heritage while enjoying all-season recreational activities. An added feature-automatic generator for peace of mind. Video available on request. This property is two separate parcels and can be subdivided.

Listed by Sandy Laserte and Elyn Bischof of Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

42 Blackberry Lane Jamaica VT 05343

Jamaica, VT42 Blackberry Lane

Price$999,999

Est. Mortgage: $/month

MLS Number 5004180

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5

Welcome to Sweet Berry Farm, a picturesque farmhouse in Jamaica, Vermont. This extraordinary property blends historical charm with modern updates, offering an enchanting living experience. Enjoy mature apple trees, blueberry bushes, blackberries, and grapes. There are also many varieties of flowers and bushes that bloom throughout the warmer season. Originally built in 1850, this farmhouse showcases craftsmanship of the era with well-preserved original features. A total farmhouse renovation also provided a new addition with contemporary comfort. The expansive 3 story addition with a large open living room, dining room, 2nd kitchen area on the main floor, a large family room with a separate den and bathroom on the lower walkout level as well as additional bedrooms and bathrooms including a primary suite with vaulted ceilings and spa bathroom with a jetted tub on the upstairs level. There truly is ample space for family and guests, as each room exudes warmth and character, featuring exposed beams, original hardwood floors, and a cozy woodstove fireplace. Situated on a 5.7-acre private plot up a lovely driveway, Sweet Berry Farm includes a large barn and three versatile outbuildings for a workshop, artist's studio, or storage including a garbage shed. Close Proximity to Stratton Mountain is a highlight. Enjoy skiing or snowboarding nearby in Winter, and explore hiking trails, bike paths, and ponds in warmer months. Sweet Berry Farm isn't just a home; it's a lifestyle.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

139 Worden Road Jamaica VT 05343

Jamaica, VT139 Worden Road

Price$825,000

Est. Mortgage: $/month

MLS Number 4996412

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,139

This country retreat is a rare find, though modest in size, this gem makes a big impact. Private, yet within walking distance of a village and a state park! Close to hiking, skiing, and kayaking. Surrounded by 25 acres of mown fields and woodlots, the open floor plan and huge windows highlight the mountain views. Watch wildlife from the 700-sf deck. New post-and-beam horse barn and large fenced pastures. Its solar-passive design takes it through the winter on one oil delivery. On-demand generator, covered parking, deep artesian well.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

2132 Vermont Route 30 Jamaica VT 05343

MLS Number 5004353

  • Commercial
  • Acreage 4.43

Welcome to The West River Park, an exceptional investment opportunity in Jamaica, VT, featuring a mobile home community with 1300 +/- feet of picturesque West River frontage! This unique property includes 22 mobile home pads, with 20 currently occupied, providing a steady income stream. 19 seasonal pads and 3 year round. Nestled right on the banks of the serene West River, residents enjoy unparalleled access to the natural beauty and recreational opportunities it offers. The park is conveniently located near both Stratton and Mount Snow ski areas, making it an ideal location for those who love outdoor adventures year-round. Many tenants use their homes as a base for skiing in the winter and fishing in the river during the summer months. Each residence can enjoy the park for 6 months out of the year used however they wish, spring, summer, fall, or winter. Don't miss out on this rare opportunity to own a piece of Vermont's natural beauty while benefiting from a thriving mobile home community. The West River Park offers a compelling blend of location, convenience, and recreational appeal.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

64 Gleason Farm Lane Jamaica VT 05343

Jamaica, VT64 Gleason Farm Lane

Price$695,000

Est. Mortgage: $/month

MLS Number 5000962

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Welcome to this stunning home 20 minutes 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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 September 15, 2024 11:41 AM EDT