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Jamaica VT Real Estate

Just a short 7 miles from the Stratton Mountain Access Road is the charming town of Jamaica. Many Stratton skiers travel the I-95 corridor to reach the Mountain. Leaving the highway, the road to Stratton becomes the picturesque Route 30 as it winds its way through small hills and valleys that are particularly captivating in the fall as the leaves turn and the colors burst from the trees. Jamaica is a small, friendly town and home to the Jamaica Coffee Shop – a tradition for Stratton area families. The Elaine Beckwith Gallery has called Jamaica its home for many years and is known for its exhibitions of the work of Vermont artists and a frequent stop for those looking for a special painting or sculpture for their Stratton home. 

Jamaica has maintained the character and charm of old Vermont. Located near the confluence of the scenic West River and Ball Mountain Brook, recreational activities include the Ball Mountain Dam release for experienced kayakers and camping and hiking at Jamaica State Park. The small town is surrounded by homes and land that are vintage Vermont, and its simplicity can be appreciated by those who leave the noise and bustle of the city behind.

View Homes in Jamaica

Below, browse all real estate in Jamaica. You'll find a variety of homes, condos, land, and more. Contact Wohler Realty Group today to chat about your real estate needs!

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4941 West Hill Road South Jamaica VT 05343
Active With Contract

MLS Number 4870015

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,228

Quintessential Vermont farmhouse on 40 beautiful acres! A short 10 minute drive to the Stratton Mtn access road. Enchanting 3 bedroom, 2.5 bath home sits perched on top of a picturesque hill overlooking a delightful meadow with a view of Ball Mtn. While the house has been updated its original 1850's characteristics have been preserved. Hard and soft wood floors throughout, large bedrooms, bright kitchen and baths, large and inviting living room with a cozy fireplace, sweet den with fireplace, heated mudroom, attached two car garage, beyond ample outdoor space with a large barn accessible down a mowed path are a few examples of what make this property so enticing. There is nothing on the market quite like it! Make an appointment to see this extraordinary property to fully appreciate all it has to offer.

Listed by Lauren Behm of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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E Birch Lane Jamaica VT 05343

Jamaica, VTE Birch Lane

Price$56,000

Est. Mortgage: $/month

MLS Number 4869985

  • Land
  • Acreage 11
  • Area Near Skiing, Rural
  • Utilities Cable - Available
  • Zoning Residential

This pretty 11 acre wooded site is just minutes from the village of Jamaica VT with the many recreational opportunities nearby and is only 10 minutes to the areas premier Ski Resort, Stratton Mountain. Whether you want to build a home or just have a quiet slice of heaven to camp on this will be the perfect spot for whatever you choose. The lot sits highy over the road and with only a few homes on the lane privacy is key! Come take a look today!

Listed by Daire Gibney of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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8026 VT Route 30 Jamaica VT 05343

Jamaica, VT8026 VT Route 30

Price$369,000

Est. Mortgage: $/month

MLS Number 4869944

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,800

A spacious 3 bedroom, 3 bath contemporary home on 5 acres with a pond is waiting for you ! The main floor is complete with a kitchen/dining area, living room, sunroom and gorgeous views of the pond. From here you have direct access to the waterfront large deck. Convenient first floor master suite with private bath. The second floor offers two additional bedrooms and an office. Utility room, storage room and 1 car attached garage are in the basement level. Close to Stratton and Bromley mountains . All measurements are approximate.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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Cole Pond Road Jamaica VT 05343

Jamaica, VTCole Pond Road

Price$95,000

Est. Mortgage: $/month

MLS Number 4866989

  • Land
  • Acreage 28
  • Utilities None
  • Zoning None

Driveway is in, 4 bedroom septic is approved by the state, located a short drive from Stratton Mountain. With clearing this lot can have some beautiful views. Land known as Lot "A" on attached survey, is located on both sides of Cole Pond Road. Larger 19.1 acre parcel is on the left side with new driveway directly across from Timber Landing, this is the building site location with approved Wastewater Permit. Additional 8.9 acre parcel is located on opposite side of Cole Pond Road where dual set of power lines intersect. Nice quiet spot to take in all the nature this area has to offer.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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591 Edie Lane Jamaica VT 05343

Jamaica, VT591 Edie Lane

Price$375,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4867078

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,584

If you're searching for a home in beautiful southern Vermont, come take a peek at this one. Located just 4 miles from the Stratton Resort Access road and a mile to the quaint town of Jamaica Village, you'll instantly feel the warmth and relaxing VT vibe! Built in 1988 by noted local builder, D&L Builders, the floor plan works - open kitchen, dining and living room with fireplace and cathedral ceiling, main floor master with en-suite bath and walk in closet.Upstairs bonus loft, 2 bedrooms and full bathroom. All systems have been updated - roof, boiler, hot water heater. You'll spend less time maintaining and more time enjoying! The setting is lovely, grounds are level with a fire pit with clever seats made out of timber harvested from the property. The large deck is perfect for laying out in the sun with a great book and later grilling and enjoying dinner alfresco with friends. The full basement is dry and can store all your VT toys - paddle boards, canoes, bikes, skis, snowshoes. Live your best life at "591" in the "802."

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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Diers Street Jamaica VT 05343

Jamaica, VTDiers Street

Price$149,000

Est. Mortgage: $/month

MLS Number 4866707

  • Land
  • Acreage 32055
  • Utilities None
  • Zoning residential

32 acres set on a private, end of road location. The site is partially cleared and ready to build the home of your dreams. The lot is just 3 minutes to the Stratton access road. Please call if you would like a tour of this desirable homesite.

Listed by Thomas Deck and William Mariano of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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LOT 2 VT RT 30 Jamaica VT 05343

Jamaica, VTLOT 2 VT RT 30

Price$27,000

Est. Mortgage: $/month

Pending

MLS Number 4866390

  • Land
  • Acreage 2.17
  • Utilities None
  • Zoning none

LOCATION just 7 minutes to the slopes at Stratton, midway between Brattleboro and Manchester, and about 4 miles to the quaint Vermont town of Jamaica home of Jamaica State Park. Build your dream home.... primary or vacation retreat. Shared drive to this 4 lot subdivision. Engineered for a 4 bedroom this wooded lot of 2.17 acres awaiting your vision. Perfect for the outdoor enthusiast close to National Forest. Enjoy hiking, skiing, snowboarding, snowshoeing, mountain biking, etc. in your own custom built home. Adjoining Lots #3 (1.81 acres) mls# 4866392 and Lot #4 also available for sale (12.91) mls #4866393.

Listed by Cynthia Mitrani of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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LOT 3 VT RT 30 Jamaica VT 05343

Jamaica, VTLOT 3 VT RT 30

Price$27,000

Est. Mortgage: $/month

Pending

MLS Number 4866392

  • Land
  • Acreage 1.81
  • Utilities None
  • Zoning none

LOCATION just 7 minutes to the slopes at Stratton, midway between Brattleboro and Manchester, and about 4 miles to the quaint Vermont town of Jamaica home of Jamaica State Park. Build your dream home.... primary or vacation retreat. Shared drive to this 4 lot subdivision. Wooded engineered lot of 1.81 acres awaiting your vision. Perfect for the outdoor enthusiast close to National Forest. Enjoy hiking, skiing, snowboarding, snowshoeing, mountain biking, etc. in your own custom built home. Adjoining Lots #2 (2.17 acres) mls#4866390 and Lot #4 also available for sale (12.91acres) mls #4866393.

Listed by Cynthia Mitrani of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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LOT 4 VT RT 30 Jamaica VT 05343

Jamaica, VTLOT 4 VT RT 30

Price$50,000

Est. Mortgage: $/month

MLS Number 4866393

  • Land
  • Acreage 12.91
  • Utilities Cable - Available
  • Zoning none

LOCATION just 7 minutes to the slopes at Stratton, midway between Brattleboro and Manchester, and about 4 miles to the quaint Vermont town of Jamaica home of Jamaica State Park. Build your dream home.... primary or vacation retreat. Shared drive to this 4 lot subdivision. Engineered lot for 4 bedroom on 12.91 wooded acres awaiting your vision. This lot is the largest and sits at end of subdivision. Perfect for the outdoor enthusiast close to the National Forest. Enjoy hiking, skiing, snowboarding, snowshoeing, mountain biking, etc. in your own custom built home.

Listed by Cynthia Mitrani of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

6217 Route 30 Jamaica VT 05343

Jamaica, VT6217 Route 30

Price$229,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4866185

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,296

This charming home is located 8 miles from the base of Stratton Mountain and under a mile from Ball Mountain Dam. Set back off the road with a sunny yard perfect for outdoor activity and a large deck to relax on. One level living with a spacious en-suite and second bedroom with a private bath. The living room has a charming rock fireplace and vaulted ceiling. The kitchen offers lots of natural light and cozy nook for a table. A bonus room perfect for an office or separate area to read a book. A great primary, vacation home or rental!

Listed by Jessica Citera of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

3849 VT Route 30 Jamaica VT 05343

Jamaica, VT3849 VT Route 30

Price$625,000

Est. Mortgage: $/month

MLS Number 4863554

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 6,417

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, a 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 Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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62 Landman Lane Jamaica VT 05343-4681

Jamaica, VT62 Landman Lane

Price$272,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4863131

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,421

The Perfect little get away.. this house can be part time or full time.. easy access to all ski areas but tucked away in its own little nook, quiet and private. Cozy log cabin with 4 bedrooms/sleeps 10, but with easy living in a great room/living room/kitchen/dining area.. electric heat, a Rinnai heater and a wood stove and tall chimney.. this is an easily warmed house on cold winter days. Big deck in the summer makes for great BBQ'ing and relaxing outside and listening to birds chirp and bears rumble.. not many other noises to disturb you:). Low maintenance, easy access.. come have a look and see what easy living in Vt looks like.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

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Copyright 2021 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 July 28, 2021.