Jamaica

Browse the latest real estate for sale in Jamaica, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

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748 Goodaleville Road Jamaica VT 05343

Jamaica, VT748 Goodaleville Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4903752

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 6

“Starlight Farm” is a classic Vermont farmhouse that has been both updated and expanded. Located in a very desirable Jamaica, Vermont, Starlight Farm is a short, 1.7 minute-drive to the Stratton Access Road. This historic residence has been beautifully and thoroughly renovated and is a picture perfect Vermont farmhouse. The first floor offers a large and welcoming entry/mudroom which leads to an open concept living room, kitchen and dining area where sunlight pours in from every window. A butlers pantry is off the kitchen for additional storage or prep work. On the north end of the home you can read a book in the window seat or cuddle up by the fire in the formal living room or in the oversized master bedroom. Move on over to the south side of the main floor and enjoy endless games around a warm fire with friends and family! Upstairs is room for all with additional bedrooms and renovated baths The residence enjoys lovely, serene views across rolling Vermont farmland and nearby hills. The property is offered furnished.

Listed by Carrie Mathews of William Raveis Winhall

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%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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536 Craven Road Jamaica VT 05343

Jamaica, VT536 Craven Road

Price$765,000

Est. Mortgage: $/month

Pending

MLS Number 4756775

  • Land
  • County Windham
  • Acreage 408

Unbelievable opportunity to own one of the last large tracts of land in Vermont. To locals, this is known as the Craven Plot. A 400+ acre plot of land made up of wooded, open, stonewalled, harvestable, country land in Jamaica. Ready to be conserved, developed, hunted, forested, cleared, and/or made into a large estate or hunting property or preserve. You name it - you can do it! Jamaica, Vermont does not have any zoning restrictions - come see for yourself and fall in love with this awesome parcel with river frontage, access to Routes 100 and 30 and close to Brattleboro, Manchester, Stratton Mountain, Mount Snow, etc!

Listed by TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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3849 VT Route 30 Jamaica VT 05343

Jamaica, VT3849 VT Route 30

Price$625,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863554

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 8

Once a popular restaurant frequented by tourists and locals alike, the Jamaica House has been updated and has become an expansive residence. Used for a Bed and Breakfast in the early 2000's, this fully furnished 7 bedroom house has a tremendous number of possibilities. The current owners have made many capitol improvements in the past 10 plus years including renovating bathrooms, replacing the commercial kitchen, new flooring, an ADA compliant en-suite bedroom, new windows, the list goes on! The third floor was owners quarters in recent past and in the long ago past it was a ballroom! Easily converted back to an apartment or more living space. Close proximity to Stratton, Bromley, Magic and Mount Snow makes this a super location for a vacation home, income and rental property or business. Truly a gem in excellent condition. Lots going on in Jamaica right now, be a part of it by coming to see this great home!

Listed by Alison Clayton-Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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25 Prindle Lane Jamaica VT 05343

Jamaica, VT25 Prindle Lane

Price$399,000

Est. Mortgage: $/month

Pending

MLS Number 4903431

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 1

BEST and FINAL OFFERS DUE April 4th 2022. 49+ Acres of land! Gorgeous West River Frontage, Large Open Fields, Private Setting! Don't miss this opportunity! Currently being used as a 1,2 or 3 bedroom home, open concept kitchen, dining, living room area with cathedral ceilings. Wood burning Fireplace and Stove, take your pick! Over 2,000ft of River Frontage. Breathtaking fields with an abundance of wildlife and large open spaces for gardening, haying or just enjoy any recreational outdoor activities you like. Established gardens, fruit trees and berry bushes. Close to several Southern Vermont ski resorts! Short drive to Stratton, Mount Snow, Bromley, Magic and more.....have look before it's too late! Please no driveby's very intrusive as Prindle Lane ends at the private homes. Thank you in advance.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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867 Goodaleville Road Jamaica VT 05343

Jamaica, VT867 Goodaleville Road

Price$399,000

Est. Mortgage: $/month

MLS Number 4911128

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 3

Views of Winhall River! You'll feel at home as soon as you step into the warm welcome of this 4-bedroom, 3-bathroom Contemporary. This home is located 10 minutes to Stratton Mountain, 15 minutes to Bromley, and 25 minutes to Manchester Center. A driveway with ample parking leads to a detached one-car garage. Enjoy picturesque views of Winhall River from the rear porch, which is screened for shade and privacy. The interior embraces you with hardwoods and a wood-burning fireplace in the living room as well as a wood-burning stove in the dining room. Savor the culinary promise of the recently updated kitchen. The 4 bedrooms, situated above the ground floor for privacy, are ready for styling. This delightful dwelling is a rare Jamaica find. Home sold fully furnished. The earliest closing date is 10/1/22. Limited showing times are available Sunday 5/22 Monday 5/23 and Sunday 5/29.

Listed by Jessica Flannery of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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8515 VT Route 30 Jamaica VT 05343
Pending

MLS Number 4899037

  • Commercial
  • County Windham
  • Acreage 1.66

Possibilities abound! Offering prominent exposure to passing traffic on Rt. 30 and nearby Rt.100 this listing offers incredible roadside exposure to your markets and customers for your business. Originally designed and currently used as an office space and Engineering lab, this building could easily be converted to fit your business needs. The custom-designed floor plan features a beautifully maintained interior that is awash with natural light and boasts well-proportioned rooms. Key features of this building include high ceilings and post and beam design creating an easily customizable interior. A large unfinished upper level presents endless potential! The beautifully maintained yard boasts a wide front porch and fruit trees. Enjoying a prime location just 10 min to Stratton Mt. and 15 minutes to both Magic and Bromley Mountains. Bring your business ideas! This unique listing won't last long. Call us today to arrange a showing. Also listed as residential see MLS#4899034

Listed by Jessica Flannery of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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8515 VT Route 30 Jamaica VT 05343

Jamaica, VT8515 VT Route 30

Price$330,000

Est. Mortgage: $/month

Pending

MLS Number 4899034

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bathroom 1
  • Square Feet 1,800

Originally designed and currently used as an office space and Engineering lab, this building could easily be converted into a residential home. The custom-designed floor plan features a beautifully maintained interior that is awash with natural light and boasts well-proportioned rooms. Key features of this building include high ceilings and post and beam design creating an easily customizable interior. A large unfinished upper level presents endless potential! The beautifully maintained yard boasts a wide front porch and fruit trees. Enjoying a prime location just 10 min to Stratton Mt. and 15 minutes to both Magic and Bromley Mountains. See why this community is so popular among its residents. Within easy reach of nature, restaurants, and local shops. You have all the amenities you would like just steps away. This unique listing won't last long. Call us today to arrange a showing. Also listed as commercial MLS#4899037

Listed by Jessica Flannery of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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1261 VT Route 100 South Jamaica VT 05343

Jamaica, VT1261 VT Route 100 South

Price$285,000

Est. Mortgage: $/month

Pending

MLS Number 4909965

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

This 1970 Chalet is a great opportunity to own a beautiful piece of Vermont along the Whetsone Brook! Located centrally between Stratton Mt. and Mount Snow Ski Resorts, it boasts a large open dining/living/kitchen with wide pineboard floors and tons of light!The beautiful new kitchen has a propane cooking range with Pot filler faucet, stainless appliances, tiled backdrop and will truly delight the best of cooks! The four bedrooms are on the entry level and all above grade. One bedroom is currently being used for laundry area and miscellaneous. There have been many improvements to this home and property. Many new LED lights, 9 new double pane windows, replaced the roof, new water heater, covered front deck, 90% new plumbing, 80% new romex electrical wires, new ceiling insulation, much land clearing and more. The 3/4 bath on second floor is framed in and waiting to be finished. There is a wrap around deck on both levels of the home. Enjoy the beach area on the riverfront with great sun exposure. This house will need some finishing but is an absolute FIND! All available maps at town and ANR show house not in the flood plain. Showings start Sunday, May 15 and will be available for appointments all day. This home is owner occupied and they will accomodate showings during the week to the best of their ability. Attached survey is only of the 3.88 acre piece. There is also a .7 piece to the south. So according to deed its 4.58 acres, but lister card says less.

Listed by Elyn Bischof of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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3790 South Hill Road Jamaica VT 05343

Jamaica, VT3790 South Hill Road

Price$249,000

Est. Mortgage: $/month

Pending

MLS Number 4901219

  • Residential Single Family
  • County Windham
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 1

A fantastic opportunity to own a significant piece of Vermont right in the heart of Jamaica's village! This quintessentially quaint two bedroom on 5.7 flat acres has a beautiful pole barn and tons of room to expand or create an amazing garden space that will be perfect for homesteading! The fireplace centered in the home is open to a cozy living room and spacious kitchen. Behind the fireplace you will find two bedrooms and a bath. Walk from this property to town and enjoy yoga or a hot cup of coffee at the market. Walk to the Jamaica State Park for hiking or drive over and bring your kayak! This home is also just 15 minutes to Stratton. This is a unique chance to own a piece of Vermont's sought after Green Mountains! The dream awaits!

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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14 Pleasant Valley Road Jamaica VT 05343

Jamaica, VT14 Pleasant Valley Road

Price$199,000

Est. Mortgage: $/month

Pending

MLS Number 4905329

  • Land
  • County Windham
  • Acreage 36.6

Just a 3 minute drive to Stratton Sun Bowl Ski Area, this land is an ideal location to plan your future Vermont retreat. Terraced woodland with possible pond site Vermont septic permit for a 4 bedroom home.

Listed by Rick Savage and Christine Chovan of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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13 Sugar Lot Lane Jamaica VT 05343

Jamaica, VT13 Sugar Lot Lane

Price$105,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4905118

  • Land
  • County Windham
  • Acreage 9.01

Sugar Lot Lane #13 Jamaica VT. Wood lot with a possible Valley view with cutting. Drive way is roughed in, underground power close to lot, State EC-2-1610-R1 permit, and 2W0762. 20-30 minute drive to Ski Areas , with Jamaica Village and Jamaica State Park minutes away. About 30 minute drive from Interstate I 91.

Listed by Michael England of Michael England Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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Howard Road Jamaica VT 05340

Jamaica, VTHoward Road

Price$99,000

Est. Mortgage: $/month

Pending

MLS Number 4910006

  • Land
  • County Windham
  • Acreage 10.2

This 10.2 acres land offering off River Rd in Jamaica is situated along a quiet country road and bordered by old stone walls. It is within easy driving distance to ski areas Stratton and MT Snow and the quaint village of Jamaica which is home to it's own State Park. This location is ideal with neighboring snowmobile trails, fishing, and swimming holes along the West River. One lot is 5.1 acres and the other 4.9 each with their own separate mound septic design and permits. Opportunity here to build your dream home in a wooded setting with privacy and location.

Listed by Cynthia Mitrani of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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14 Sugar Lot Lane Jamaica VT 05343

Jamaica, VT14 Sugar Lot Lane

Price$95,000

Est. Mortgage: $/month

Pending

MLS Number 4901933

  • Land
  • County Windham
  • Acreage 5

Sugar Lot Lane Jamaica VT. Wood lot with a possible Valley view with cutting. Site is ready for relaxing, or flag out your house site. Drive way is roughed in, underground power, State EC-2-1610-R1 permit, the septic area is surveyed and flagged. This is a must see accessible with a car drive right to lot. State Parks are nearby for hiking and drive is less than 25minutes to 4 Ski Areas. Just 30 minutes to interstate 91. Bonus cabin , with dry flush toilet, shower stall, sink bed and heat pump.

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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N Lamphear Road Jamaica VT 05343

Jamaica, VTN Lamphear Road

Price$95,000

Est. Mortgage: $/month

Pending

MLS Number 4907119

  • Land
  • County Windham
  • Acreage 13.6

The only land available in Jamaica, VT!!( as of 5/1/22) 13.6+/- Acres located on the corner of South Hill Rd and N. Lamphear Rd in Jamaica VT. This lightly wooded parcel is 1/2 way between Jamaica and Wardsboro. 20 Minutes to Stratton or Mt Snow. Depending on house site views of hills of Jamaica. Ideal site for full time or vacation home, close to amenties yet private.... Note- orginally part a 64 arce parcel ...the 13.6+/- was recently surveyed and is being sold as approx.13.6 parcel

Listed by Dan McKenna of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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Copyright 2022 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 May 22, 2022.