Welcome to Coldwell Banker Watson

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

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

1108 West Hill Road North Jamaica VT 05343

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4470997

  • Residential Single Family
  • Listing Agent Name Diana Stugger
  • Construction Existing
  • Bathroom 8
  • Bedrooms 8

BETWEEN HEAVEN AND EARTH ONLY 3 MINUTES TO STRATTON MOUNTAIN ACCESS ROAD: Spectacular panoramic vistas of mountain ranges and country valleys under a sweeping sky from this magnificent ski country estate on 99 private acres. A scenic driveway wends its way past a lighted skating pond with warming hut and heated paddle tennis court to the timeless 8 bedroom, 8 bath main residence on a sublime serene hillside setting. A captivating 3 bedroom, 2 bath guest apartment is secluded above the detached 3-bay garage. Spaciousness, comfort , convenience define the open living areas with access onto expansive viewing porches, patios and winterized sun porch. Designed for ease of entertaining and a restorative retreat for the few or many, the main level master suite and en suite guest bedrooms provide restful privacy. Steps from the house, under the stars, is a glass enclosed gazebo with hot tub. Stone walls with perennial gardens enhance the harmonious natural landscape. A world unto itself and still close to Stratton Resort.

Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

1418 West Jamaica Road Jamaica VT 05343

Price$2,450,000

Est. Mortgage: $/month

MLS Number 4651063

  • Residential Single Family
  • Listing Agent Name Ellen Mallia
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Majestic Privacy! From the moment you enter onto this magnificent property set among the maples and pines, you feel as though you have stepped into your own woodland sanctuary. Heading up the private drive, the beautifully designed four-bedroom Vermont Timberpeg home sits atop the 351-acre parcel to take full advantage of the spectacular views of the Southern Vermont Green Mountains and Stratton Resort trails. Watch the native Deer, Moose and Foxes make their journey through the lawn from expansive living and sitting room windows. The three-bay garage provides storage for all your Vermont gear; atv's, snowmobiles, canoes, paddle boards, skis and snowboards. A few miles from Stratton Mountain Resort, this property has every space both inside and out on its land that you are looking for in owning your own private retreat and enjoying some of the best that Vermont has to offer.

Listed by Ellen Mallia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

325 Forrester Road Jamaica VT 05343

Price$2,375,000

Est. Mortgage: $/month

MLS Number 4678090

  • Residential Single Family
  • Listing Agent Name Kim Morgan-Wohler
  • Construction Existing
  • Bathroom 10
  • Bedrooms 7

Extraordinary Stratton Mountain Estate with Stratton Mountain Club Membership available, situated in the Green Mountains of Vermont, is nothing short of exceptional with great attention to detail and superior fit and finish. Situated upon 17.97 acres, capturing mountain views and abutting National Forest lands, this beautifully designed 10,000 square foot residence offers the privacy of a year round retreat, yet convenience to the Stratton Mountain Resort. The home is designed perfectly with grand spaces for entertaining and flows beautifully between the great room, wet bar, dining areas and wonderful gourmet kitchen. Commanding stone fireplace, custom carved mantle, cathedral ceilings with post and beam millwork, wood floors and walls of windows distinguish this magnificent property. Billiard room, family room with second fireplace, work out room and enclosed spa room. Seven bedrooms en-suite are situated on three different levels with the spacious main master boasting cathedral ceilings with intricate woodwork, sitting area, walk in closet and tiled and marble bath. The three car attached garage offers direct access out with your snowmobiles and ATVs for winter and summer fun. Pond, stone walls, landscaped terraces and woodlands all combine to present a wonderful mountain getaway and a home for all seasons.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

111 Island Lane Jamaica VT 05343

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4723557

  • Residential Single Family
  • Listing Agent Name Timothy Apps
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

This custom built log home is a stunning example of world-class mountain architecture. A rare find, nestled along the west river, with private entrance over an authentic covered bridge. Sited on over six acres, the home enjoys river frontage and mountain views. No expense was spared in the construction of this Mountain Retreat. Completed in 2006. Every aspect of this home was specifically designed and executed to enhance the location on the river with views of the surrounding mountains. Entertain with over 6000 square feet. Living room features soaring ceilings, exposed beams, impressive fireplace and wide pine floors. Create a banquet in the chef's kitchen with copper farm sink, granite counters, Viking Professional Range, and stainless steel appliances. Amentities include three woodburning fireplaces, several gathering rooms, 4 bedrooms and 4.5 bathrooms. While very private and quite, the estate is just 8 miles to the Stratton Mountain Resort access road and 30 miles from Interstate 91 in Brattleboro VT. Please call to experience one of the most spectacular settings in Vermont.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

108 Fawn Ledge Lane Jamaica VT 05143

Price$995,000

Est. Mortgage: $/month

MLS Number 4702391

  • Residential Single Family
  • Listing Agent Name Peggy O'Neill
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5

This home has spectacular rolling views of the beautiful Vermont Green Mountains. The property is being offered with nearly 54 acres of untouched land a private pond which reflects the peaceful landscape. There are huge glass windows in the house which allow for an uninterrupted view of the landscape while indoors. The fireplace is both a powerful interior and exterior feature of this home and it has been solely constructed with stones from the property. The contrast of the sturdy timber frame with the stunning views is an architectural intention which has been carefully balanced. This modern home has five bedrooms. Two of the five bedroom are being used as an office and a workout room. Very happy to accommodate advanced, scheduled appointments. Please no drive by views as this is owner occupied.

Listed by Peggy O'Neill of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

748 Goodaleville Road Jamaica VT 05343

Price$990,000

Est. Mortgage: $/month

MLS Number 4444318

  • Residential Single Family
  • Listing Agent Name Patricia Glabach
  • Construction Existing
  • Bathroom 6
  • Bedrooms 7

CIRCA 1810 FARMHOUSE: Major renovations and addition have been done to this 7 bedroom, 5 1/2 bath home located on a lovely country road 2.5 miles from the Stratton Access Road. Features include 3 fireplaces, wood stove, large sitting area off the dining area, office/den, large family room, 2 car garage and 19 +/- acres of mature meadows. A truly special Vermont home. All measurements are approximate.

Listed by Patricia Glabach of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

2132 Vermont Rt 30 Jamaica VT 05343

Price$700,000

Est. Mortgage: $/month

MLS Number 4600003

  • Residential Single Family
  • Listing Agent Name Carrie Mathews
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

WEST RIVER PARK Vacation only mobile home community with 1300 +/- feet of West River frontage. Sale includes 23 pads as well as owners meticulously maintained home. Park is convenient to both Stratton and Mount Snow ski areas. Live here free and have a nice rental income. Owner's home features three bedrooms two baths , living room & den both w/ gas fireplaces and a three season sun room overlooking the river as well as a detached oversized two car garage. On the back side of page dump the interior sunroom , master bedroom, and twin bed room pics.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

3849 VT Route 30 Jamaica VT 05343

MLS Number 4675241

  • Commercial
  • Listing Agent Name John Sobel
  • Year Built 1814
  • Acreage 0.16

The Jamaica House! Totally renovated and now available for its new owners looking to reinvent their lives. This historical property has been a major cornerstone to this quaint Vermont village for 150 years. It is a turn key bed and breakfast operation with numerous amenities (linens,dishes,etc.). All the rooms are beautifully decorated. It also offers valuable commercial and retail space as well as elegant living quarters for the owners. It also boasts an updated modern commercial kitchen and a dining room capeable of seating 23 people serving food and beer and wine. There is an attractive front wrap around deck for patrons to relax and enjoy. The upgrades and updating have recently been done with new mechanicals, roof, bath rooms, plumbing, electric, windows and insulation. The property is beautifully landscaped and close to many attractions including Stratton Mountain Ski Area. Contact or call to arrange a personal showing

Listed by John Sobel of Josiah Allen Real Estate, Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

3849 Route 30 Street Jamaica VT 05343

Price$695,000

Est. Mortgage: $/month

MLS Number 4708808

  • Residential Single Family
  • Listing Agent Name John Sobel
  • Construction Existing
  • Bathroom 6
  • Bedrooms 8

The Jamaica House! Totally renovated and now available for its new owners looking to reinvent their lives. This historical property has been a major cornerstone this quaint Vermont village for 150 years. It is a turn key bed and breakfast operation with numerous amenities (linens,dishes,etc.). All the rooms are beautifully decorated. It also offers valuable commercial and retail space as well as elegant living quarters for the owners. It also boasts an updated modern commercial kitchen and a dining room capeable of seating 23 people serving food and beer and wine. There is an attractive front wrap around deck for patrons to relax and enjoy. The property is beautifully landscaped and close to many attractions including Stratton Mountain Ski Area. Contact or call to arrange a personal showing.

Listed by John Sobel of Josiah Allen Real Estate, Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

157 Forrester Road Jamaica VT 05343

Price$549,000

Est. Mortgage: $/month

MLS Number 4660663

  • Residential Single Family
  • Listing Agent Name Kim Morgan-Wohler
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Experience the tranquility surrounding this exceptional custom built private mountain retreat. Situated on 10.63 acres this oasis of nature, wildlife and bird habitat will delight you through the changing seasons. Private yet easily accessible to year round recreation. Just minutes to the Stratton Sun Bowl Lodge and Snowmobiling. Kayak Grout Pond or hike the Long Trail. This welcoming home is in mint condition and features a wonderful floor plan . The two sided stone fireplace is poised between the gourmet kitchen and comfortable living area creating a warm ambiance. The oversized dining room, 4 bedrooms , 4 baths and an additional family room will easily play host to your family and friends. First floor master bedroom suite with French doors opens to private stone patio the perfect spot to enjoy the natural setting. Expansion possibilities over the 2 car garage and lower level have been well thought out and ready for personalization. This light and airy home lives and entertains well.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2019 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 February 15, 2019.