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Jamaica VT Homes for Sale

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 Road North, Jamaica, VT 05343

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

Est. Mortgage: $/month

MLS Number 4470997

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 8
  • Stories 2
  • 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: 4.03% last updated on 2017-07-13

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$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4612860

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 9
  • Stories 3
  • Construction Existing

Beautifully designed and painstakingly crafted, this mountain home is the very best the area has to offer. Stylish and sophisticated, with seven bedrooms on three levels, seven full and two half baths. Intricate timber frame with cathedral ceilings. Two wood burning fireplaces, enclosed spa room, three car garage. Private location yet convenient to skiing, golf, snowmobiling. Lovely level yard with pond and views of Stratton Mountain Sun Bowl.

Listed by John Sikes of Stratton Real Estate

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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: 4.03% last updated on 2017-07-13

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

1418 West Jamaica, Jamaica, VT 05343

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

Est. Mortgage: $/month

MLS Number 4651063

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Stories 3
  • Construction Existing

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 Senecal of Four Seasons Sotheby's Int'l Realty

{$agent->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: 4.03% last updated on 2017-07-13

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$1,375,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4444318

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 6
  • Stories 2
  • Construction Existing

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.

{$agent->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: 4.03% last updated on 2017-07-13

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 05343

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4660191

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Stories 2
  • Construction Existing

Stunning Vermont Views! This home is being offered with over 50 acres of land, private pond, paved driveway, attached garage along with a separate oversized detached garage for all your outdoor adventures and toys. The home is currently used as a three bedroom home, however is laid out with an additional office, den, workout room, and finished basement. The open floorplan with kitchen, dining and living room space with cathedral ceilings truly lends itself to large group gatherings and entertaining. Bright, enclosed in mostly all glass, large front tiled room is the perfect place to unwind and take in the view of your private pond and surrounding mountains. Sprawling deck with sliders. Floor to ceiling stone wood burning fireplace with expansive windows and wrought iron interior railing finishes really gives this house a warm and inviting feeling. Hardwood flooring, tile and minimal carpet really lends itself to easy maintenance. Hiking and snowmobile trails are all accessible nearby. Located on a dead end road, please no drivebys call in advance as owner occupies the property with animals. Happy to accommodate advanced scheduled appointments.

Listed by Julie Lowe of Lowe's Real Estate, LLC

{$agent->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: 4.03% last updated on 2017-07-13

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
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • 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

{$agent->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: 4.03% last updated on 2017-07-13

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 05343

Price$745,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4617219

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 8
  • Stories 3
  • Construction Existing

Right in the heart of Jamaica Village, this beautifully renovated home has had a long history as a Vermont landmark. In its 200+ years, the building has served as a home, hotel, restaurant and bed and breakfast. Located right on Rt. 30 close to Stratton Mountain and other ski resorts, as well as Jamaica State Park for biking, kayaking and hiking, the location is perfect for year-round outdoor activities. The general store, post office, library, town office, state park and elementary school are all within easy walking distance. Best of all, the property has been completely renovated, with updated electric, plumbing, insulation, roof, commercial kitchen with island, new windows and fire and safety upgrades. There is a large, wonderful front porch and a secluded back garden for outdoor dining, as well as a private hot tub enclosure. There is also a 3rd floor apartment with a deck overlooking the village and the mountains, and the property has been professionally landscaped. Off-street paved parking and handicap-accessibility add to the convenience for all ages. Recently operated as a bed and breakfast, the general use areas of the house and the guest bedrooms will remain furnished, and there are too many extras to list! This is a rare opportunity; don't let it pass you by!

Listed by Julie Lowe of Lowe's Real Estate, LLC

{$agent->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: 4.03% last updated on 2017-07-13

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
  • Bedrooms 3
  • Bathroom 2
  • Stories 1
  • Construction Existing

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.

{$agent->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: 4.03% last updated on 2017-07-13

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$699,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4638976

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Stories 3
  • 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.

{$agent->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: 4.03% last updated on 2017-07-13

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$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4473370

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Existing

Lovely 5 bedroom, 3 1/2 bath home overlooking Black Bear Brook on 6.3 acres ' Only minutes to Stratton's Access Road. Spacious great room with chef's 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.

{$agent->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: 4.03% last updated on 2017-07-13

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
  • Bedrooms 4
  • Bathroom 4
  • Stories 2
  • 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

{$agent->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: 4.03% last updated on 2017-07-13

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

380 Wonder Lane, Jamaica, VT 05343

Price$540,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4447759

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Area Mountain
  • Stories 3

Beautiful log home nestled in the woods just 3 miles from the Stratton Mountain lifts! Beautifully constructed home with cathedral ceilings, stone fireplace, wood floors, game room, and attached oversized garage.

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

{$agent->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: 4.03% last updated on 2017-07-13

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