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Jamaica VT Real Estate - Residential Property

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Below, browse residential homes for sale in Jamaica, VT. To save your favorite listings and receive status notifications, be sure to register today. For an alternative way to explore homes, you can build a custom search. Feel free to contact Kim with any questions or to set up a property showing!

Tour Homes for Sale in Jamaica VT

Jamaica, Vermont is a hidden gem located in Southern Vermont's Green Mountains, offering a unique blend of natural beauty and small-town charm. The town features numerous hiking trails, including the famous Hamilton Falls, which boasts a 125-foot cascading waterfall. Jamaica's idyllic Main Street boasts several quaint general stores and charming country inns. Foodies will also find their spot in Jamaica with several dining establishments featuring farm-to-table cuisine and delicious handcrafted brews. Jamaica's annual Wildflower Festival, which celebrates the spring blooms in the region, is another must-attend event.

Browse Jamaica, VT Real Estate By Property Type:
Commercial | Multi-Family | Condos | Land | Rentals

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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4591 Vt Route 30 Jamaica VT 05343

Jamaica, VT4591 Vt Route 30

Rental Price$1,075

Rented

MLS Number 4974774

  • Rentals
  • Bedrooms 1
  • Bathroom 1
  • Lease Term Monthly
  • Utilities Other

UPDATED PRICING.. $1,075 PER MONTH INCLUDES ALL UTILITIES!! This is a delightful Winter retreat. SKI SEASON ONLY. 4 Months.. Dec., Jan.,Feb., and Mar...This is a separate apartment from the upstairs house.. Perfect for a ski instructor or ski patroler.. this is the downstairs unit of the house... $1,075 per month.. includes ALL UTILITES!!!!! Just 7 minutes from Stratton access Rd. Downstairs is its own 1 bedroom unit with a splendid separate kitchen and living room space. bathroom, washer and dryer... If you want a nice, easy, comfortable winter, very close to Mountains... this is the house for you. At this price, it's a steal. HEAT PAID FOR BY OWNER.. A BIG DEAL THIS WINTER!!

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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$2,499,000

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: 7.29% last updated on Nov 22, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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155 Pratt Bridge Road Jamaica VT 05343
Sold

MLS Number 4971276

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,050

Nestled on an expansive 2.5-acre lot amidst Vermont's picturesque Green Mountains, this meticulously renovated home is the quintessential family getaway. With four bedrooms, three baths, and two generously proportioned living areas, it provides both ample space and comfort. A comprehensive renovation included plumbing, electrical systems, insulation, and the exterior, ensuring the residence functionality and reliability. Stay snug and cozy year-round with the added charm of a Vermont Castings wood stove, two efficient Empire propane heaters, and electric baseboards in every room. An inviting wood-burning fireplace graces the second floor, creating an atmosphere of warmth and hospitality. Outside, the home has a standing seam metal roof, energy-efficient Pella Windows, and the enduring allure of natural cedar shake shingles. Strategically positioned, this extraordinary home is in close proximity to some of Vermont's premier ski destinations, including Stratton, Bromley, and Magic Mtn. Nature enthusiasts will also find solace in the serene setting of Jamaica State Park. Embrace the Vermont lifestyle and savor all the delights that this remarkable property has to offer.

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

Listing Sold by Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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4491 West Jamaica Road Jamaica VT 05343

Jamaica, VT4491 West Jamaica Road

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4970236

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,500

Looking for your mountain getaway? Recently renovated and just 15 minutes to Stratton Mountain & Mount Snow with easy access to snowmobiling, don't overlook the fun and enjoyment you will have at this property. Not to mention a summer setting along the Ball Mountain Brook and convenient to everything summer in the mountains has to offer. This mountain compound features 2 recently updated dwellings as well as a detached oversized garage , perfect for your recreational toys and snowmobiles. The main cabin with covered front porch features wood floors, stone hearth with wood stove, updated kitchen with breakfast bar and new bath. Plenty of space to gather together throughout the seasons. The second bunk house is ideal for weekend get togethers with family and friends- plenty of room to spread out and enjoy! The bunkhouse has nice wood accents, wood floors ,new bath and deck. Both Main cabin and bunkhouse have updated mechanicals and concrete basements.This property is turn-key and ready to be enjoyed throughout the seasons. Whether you are a summer or winter enthusiast, this property is ready for you. Minutes to Stratton , Mt Snow and 2.4 miles to Jamaica Village!

Listed by Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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400 Edie Lane Jamaica VT 05343

Jamaica, VT400 Edie Lane

Sale Price$405,500

Sold

MLS Number 4970172

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Square Feet 1,701
  • Bedrooms 3

Edie Lane , Mountain Acres Jamaica Vermont , three bedroom, two bath saltbox home. Country setting with a second ONE ACRE separately deeded parcel. Home has nice size living room cathedral ceiling, with wood fireplace, kitchen and dining area, full bath and one bedroom main level. Second level two bedrooms and full bath. Lower level has a finished bonus room. Plenty of storage in lower level as well. Home is close to Stratton, Magic Mountain and Bromley. While about 30 minutes to Mt Snow and Okemo. Enjoy Jamaica State park minutes away for camping and hiking as well. Own your piece of Vermont.

Listed by Michael England of Michael England Real Estate

Listing Sold by Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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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: 7.29% last updated on Nov 22, 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

Broker Reciprocity 

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 November 28, 2023 10:24 AM EST