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Homes for Sale in Jamaica VT

Jamaica is a cute village that has developed into an interesting shopping area. There are antique shops, high-quality crafts and two restaurants, If you have the time, it is worth exploring. Jamaica is more rural by nature but is close to both Stratton and Mount Snow and the Wilmington/Dover area.

Below, find all single-family homes, condos, and multi-family properties for same in Jamaica, VT.

Sign in or register to search, save, and favorite properties. If you're interested in a property, or have any questions, contact William Raveis Winhall Real Estate here.

1108 West Hill Rd, Jamaica, VT 05343

Price$3,290,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4470997

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

BETWEEN HEAVEN & EARTH: 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 & heated paddle tennis court up to the timeless 8 bedroom, 8 bath main residence on a serene hillside setting. A captivating 3 bedroom, 2 bath guest apartment finds seclusion above the detached 3-bay garage. Spaciousness, comfort, convenience define the open living areas with access onto expansive viewing porches & patios & winterized sun porch. Designed for ease of entertaining & a retreat for the few or many, the main level master suite & en suite guest bedrooms provide restful privacy. Steps from the house & under the stars is a glass enclosed gazebo with hot tub. Stone walls & perennial gardens enhance the harmonious natural landscape. Self-contained & away from the world, yet 15 minutes to Stratton Resort.

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

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William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1418 West Jamaica Road, Jamaica, VT 05343

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4651063

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

A world unto itself! From the moment you enter onto this majestic 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. The bright and open kitchen balances warmth, functionality and flow with a large black granite island, double ovens, wet bar with wine cooler. Watch the native Deer, Moose and Foxes make their journey through the lawn from expansive living and sitting room windows. Gather your family and friends around either of the brick fireplaces in the living and dining areas. The airy main floor master bedroom with inviting gas fireplace, looks out onto a pond with natural waterfall. Second floor guest suites feature private balconies with views of Stratton Mountain Sun Bowl trails. The three bay garage provides storage for all your Vermont gear; atvs, snowmobiles, canoes, paddle boards, skis and snowboards. Above the garage offers wonderful guest space featuring an open kitchen and living area with private bath. Located just three 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 and Tara van de Velde of Four Seasons Sotheby's Int'l Realty

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William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

325 Forrester Road, Jamaica, VT 05343

Price$2,700,000The price has recently decreased

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 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

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

748 Goodaleville Road, Jamaica, VT 05343

Price$1,275,000The price has recently decreased

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 Pat Glabach of William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

108 Fawn Ledge Lane, Jamaica, VT 05143

Price$995,000The price has recently decreased

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 and Alison Clayton-Cummings of TPW Real Estate

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

662 Howe Farm Road, Jamaica, VT 05343

Price$850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4649924

  • Residential Single Family
  • Listing Agent Name Bob Maisey
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing

Amazing 366 acres of the best of Vermont! Timber Frame Home, Barn trails and pasture. Attention to detail in this beautiful home with dramatic views. Breakfast sun room and greenhouse. Also you have your own theater room with a second kitchen. This property is a piece of heaven!

Listed by Bob Maisey of Four Seasons Sotheby's Int'l Realty

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3849 VT Route 30, Jamaica, VT

Price$700,000The price has recently decreased

MLS Number 4675241

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

The Jamaica Inn! It is now available for its next owners. This Historic property has been one of the cornerstones of this Vermont Village for 150 years. This versatile property can be run as an Inn with income producing guest rooms and 2 separate residential suites. The Inn also boasts a commercial kitchen and restaurant capable of wine and beer licensing and seating for 23. The front wrap around deck is inviting and will accommodate restaurant guests. There is room for growth. A projected CAP rate would be 8% with a 35% occupancy rate. The upgrades and updating have been done; new mechanical systems, roof, bath rooms, plumbing, electric, windows and insulation. This is an opportunity to create your own livelihood and have a unique self-directed lifestyle.

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

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2132 Vermont Rt 30, Jamaica, VT 05343

Price$700,000The price has recently decreased

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 Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

314 Trager Road, Jamaica, VT 05343

Price$639,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4638976

  • Residential Single Family
  • Listing Agent Name Patricia Glabach
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing

Beautiful views of Stratton's Sun Bowl yet just minutes from its trails. Everything you could want in a vacation home--a dream kitchen, 5 bedrooms, 4-1/2 baths, family room, 2-car garage -- all on 6-1/2 acres offering privacy yet convenience to skiing

Listed by Pat Glabach of William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

157 Forrester, Jamaica, VT 05343

Price$595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4660663

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

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 and Helen Nault of Wohler Realty Group

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

178 Beaver Pond Lane, Jamaica, VT 05343

Price$589,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4473370

  • Residential Single Family
  • Listing Agent Name Carol Cantwell
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Lovely 5 bedroom, 3 1/2 bath home overlooking Black Bear Brook on 6.3 acres. Only minutes to Stratton Access Road. Spacious great room with chef kitchen, spacious dining room, and floor to ceiling stone fireplace. Additional lower level family room with stone fireplace, office, master suite, 3 bedrooms, exercise room, bonus room, screened porch and much more including a log play house. A lovely four season home. Sold mostly furnished.

Listed by Carol Cantwell of William Raveis Winhall Real Estate, Inc.

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

585 Pleasant Valley, Jamaica, VT 05343

Price$549,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4677786

  • Land
  • Listing Agent Name Ellen Mallia
  • Acreage 108
  • Zoning Residential

Rare opportunity to own approximately 108 acres of pristine, raw land with Trout stocked ponds and incredible mountain vista's. Just a short drive to the Sun Bowl and 15 minutes to Mount Snow yet totally private and remote. Rich topography with rolling hills and forested stands this property is the natural canvas for to imagine and execute the vision of your dream home. Experience the unencumbered freedom to snowmobile or ATV throughout your own land. Vermont State Wastewater Permits are in place for a 6 bedroom home and a 5 acre development lot for a 4 bedroom home. Underground power installed and established driveway. Please call for more details.

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

{$office->Name}

William Raveis Winhall Real Estate, Inc.
53 Vermont Route 30
Bondville VT, 05340
Office: 802.297.1550

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.52% last updated on 2018-07-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.