Jamaica VT Homes for Sale

Browse current homes for sale in Jamaica, Vermont below. You may also be interested in viewing homes in Winhall.

Jamaica VT Real Estate Listings

If you have any questions or would like to see some properties in person, call William Raveis Winhall Real Estate at 802-297-1550 or contact us online.

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80 Henderson Road Jamaica VT 05343

Jamaica, VT80 Henderson Road

Price$299,000

Est. Mortgage: $/month

MLS Number 4966090

  • Residential Single Family
  • Bedrooms 2
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,122

The Dunbar Schoolhouse was built for school district number 6 about 1865, and was converted in 1959 to what it is today, which is a very cozy cottage with an abundance of old school character from the wide plank coffee bar to the exposed rafters. The main floor offers an open space concept with a country kitchen, the coffee bar, dining, plenty of living space to gather around the woodstove, 2 bathrooms, and washer/dryer. The second level has a loft area currently used for sleeping, and two charming bedrooms. New roof, new septic tank, new bathroom, new woodstove, and some new electrical since seller's ownership. The outside offers a hot tub deck and hook up! The schoolhouse- now ski house- is conveniently located between Stratton and Mount Snow Ski Resorts!

Listed by Rachel Febbie of EXP Realty

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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200 Forrester Road Jamaica VT 05343

Jamaica, VT200 Forrester Road

Price$369,000

Est. Mortgage: $/month

Pending

MLS Number 4977395

  • Residential Single Family
  • Square Feet 1,554
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

What a sweet log cabin to come home to nestled on 11.5 private acres off of Forrester Road within ten minutes to Stratton's Sun Bowl. Three bedrooms, two baths plus loft. Enter a very quaint interior with fireplace and wood stove. Lower floor offers an extra room, a utility room, second bath, laundry as well as sauna. Please note, the spa room off living room is in need of a new hot tub or remove and use as additional living space. If you are searching for that Vermont cabin in the woods super close to skiing and boarding yet away enough to enjoy privacy look know further. This is a win win purchase and you can be in before the holidays.

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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201 Pratt Bridge Road Jamaica VT 05343

Jamaica, VT201 Pratt Bridge Road

Price$375,000

Est. Mortgage: $/month

Pending

MLS Number 4978031

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,590

Tucked away on a secluded country road, this delightful 4-bedroom, 2-bathroom chalet provides a sanctuary for those in search of peace and natural splendor. A mere 4 miles from the Stratton access road, this residence achieves an ideal fusion of seclusion and accessibility. The exterior exudes rustic charm, showcasing the timeless allure of the classic chalet design that warmly welcomes you. Upon entering, the embrace of two wood-burning fireplaces radiates warmth, creating a cozy atmosphere perfect for chilly mountain evenings. Designed with comfort in mind, this home features two living rooms, offering ample space for family gatherings or entertaining friends. Step outside, and the property provides expansive outdoor areas for activities or simply basking in the rejuvenating mountain air. Boasting an idyllic location on a private country road and close proximity to the Stratton access road, this chalet stands as the quintessential retreat for those desiring a harmonious blend of comfort, convenience, and the inherent beauty of Vermont's mountain landscape. Embrace the mountain lifestyle and make this chalet your new home.

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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411 Stratton Gate Road Jamaica VT 05343

Jamaica, VT411 Stratton Gate Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4979689

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,520

Welcome to your retreat nestled on 2 wooded acres offering a perfect blend of tranquility and adventure. A charming pond provides a peaceful backdrop for your daily escape. The homes standing seam roof ensures durability and a sleek modern aesthetic. The deck, perfect for hosting gatherings or simply enjoying the outdoors, is a new addition. The chimney was also recently replaced due to an ice-related incident. Nature enthusiasts will delight in the proximity to outdoor wonders such as the Ball Mountain Dam and the West River Trail, offering hiking opportunities that showcase the area's natural beauty. Imagine exploring these scenic locales just steps from your front door, creating memories that last a lifetime. The walk out basement, a versatile space waiting to be transformed, provides the opportunity to expand your living area. Convert it into a cozy den, a game room. Strategically located just 4 1/2 miles from the Stratton Access Road, enjoy the ease of access to Stratton Mountain Resort and all its amenities, while still relishing in the privacy and tranquility this home provides.

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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482 Pratt Bridge Road Jamaica VT 05343

Jamaica, VT482 Pratt Bridge Road

Price$595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4972214

  • Residential Single Family
  • Square Feet 2,364
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Discover the perfect Vermont retreat! This 3-bedroom home, just 10 minutes from Stratton Mountain, near Bromley & Magic Mountain, and a quick half-hour drive to Mount Snow, is your gateway to the Green Mountains. Situated on a generous 1.4-acre lot, this residence offers a spacious mudroom with slate flooring and built-in cubbies for convenience. Upon entering the living room, your eyes will be drawn to the majestic fieldstone fireplace that stretches from floor to ceiling and the vaulted wood ceiling, infusing a rustic charm that's hard to resist. The tastefully renovated kitchen features granite countertops, stainless appliances, ceramic tile and a breakfast bar. The light and bright dining area is open to the kitchen and living room and accesses the private back deck with hot tub. The main level has a primary bedroom for easy living, while the upper level houses two generously sized bedrooms and a full bath. Both bathrooms have been upgraded with elegant granite tops and ceramic tile. The lower level is a haven for family enjoyment, with a den area equipped with built-ins, a perfect spot for kids to hang out, and a versatile office/bonus room and a laundry/utility room. Outside, the house was just painted and the property is professionally landscaped, creating an oasis of natural beauty and enhancing the curb appeal. Stay connected with high-speed internet and explore the nearby Jamaica State Park for hiking and camping adventures. Get it before it's gone.

Listed by Chad Lackey of Deerfield Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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$875,000

Est. Mortgage: $/month

MLS Number 4975070

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,280

Incredible opportunity to have your very own turn key Stratton Mountain escape! Located on a quiet road, less than 4 miles to the resort, 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! Open House Saturday, 10/28, 10am - 1:00pm!

Listed by Christopher Cummings of Cummings & Co

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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42 Blackberry Lane Jamaica VT 05343

Jamaica, VT42 Blackberry Lane

Price$999,999

Est. Mortgage: $/month

MLS Number 4959049

  • Residential Single Family
  • Square Feet 3,840
  • Bedrooms 5
  • Construction Existing
  • Bathroom 5

Welcome to Sweet Berry Farm, a picturesque farmhouse nestled in the charming town of Jamaica, Vermont. This extraordinary property seamlessly blends historical charm with modern updates, offering a truly enchanting living experience. The mature apple trees, blueberry bushes, pear trees, blackberries, and grapes will satisfy any sweet tooth! Originally built in 1850, this farmhouse has stood the test of time and carries with it a rich sense of history. The well-preserved original features showcase the craftsmanship of the era, while a thoughtfully designed new addition provides contemporary comfort and functionality. With five bedrooms, there is ample space for family, friends, or guests to enjoy the serene countryside surroundings. Each room exudes warmth and character, with details such as exposed beams, original hardwood floors, and a cozy woodstove fireplace that invites relaxation. Situated on a generous 5.7 acre plot of land, Sweet Berry Farm boasts three outbuildings that can be utilized for various purposes. Whether you envision a workshop, artist's studio, or additional storage, these versatile spaces offer endless possibilities to cater to your specific needs. One of the remarkable features of this property is its proximity to Stratton Mountain. Imagine waking up to the surrounding mountains, then enjoying a day of skiing or snowboarding, just a short distance away. In the warmer months, explore the area's hiking trails, bike paths, and nearby ponds.

Listed by William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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

1189 Cole Pond Road Jamaica VT 05343

Jamaica, VT1189 Cole Pond Road

Price$1,000,000

Est. Mortgage: $/month

MLS Number 4967925

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,363

Experience this waterfront escape in Jamaica, Vermont! This unique property rests on a private .6-acre lot directly on Cole Pond. Only a short drive to Stratton Mountain's base lodge, making it a prime location for all season mountain fun. Bring your kayaks, paddle boards, and canoes, or enjoy the floating dock propelled by an electric motor, allowing you to relax and soak in the incredible views. The house features a spacious 4 bedroom, 3.5 bathroom layout that is perfect for entertaining. Craftsmanship shines through this custom-built home, showcased in its meticulous design and premium finishes. Inside, two distinct living areas provide ample space for leisure and entertainment. Sunlight streams in through large windows, seamlessly merging indoor and outdoor living. The heart of the home is the open kitchen and dining area with glass sliders providing direct access to the deck offering picturesque water views for memorable meals. Rustic charm emanates from a two-story field stone chimney and wood beams, harmonizing with the natural surroundings. An attached 2-car garage includes a studio apartment with private bathroom above, adding extra room for guests or a private workspace. Outside, relish the property's well-tended gardens. Immerse yourself in the ultimate waterfront living at this meticulously designed retreat overlooking Cole Pond. Delayed Showings until 9/6/23. Please no drive-bys

Listed by Jessica Flannery and Andie Fusco of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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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
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,569

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: 7.03% last updated on Dec 7, 2023
* 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

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Copyright 2023 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 December 8, 2023 2:55 PM EST