Jamaica VT Real Estate

Jamaica is a small town located in Windham County, Vermont with a population of 1035. The town has a total area of 49.5 square miles, of which 49.3 square miles is land and 0.1 square miles is water. Nearby towns are Winhall, Windham, and Wardsboro. For shopping and services, Brattleboro is 36 minutes to the southeast. Students attend Leland & Gray Union Middle/High School for study.

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New Listing - 2 weeks online
$95,000
13.6
ACRES
WINDHAM
COUNTY
N Lamphear Road #Survey Map 155 A Jamaica, VT 05343
Land For Sale
- Pending

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. D

Listing courtesy of Dan Mckenna of Cummings & Co: 802-874-7081
New Listing - 4 weeks online
$199,000
36.6
ACRES
WINDHAM
COUNTY
14 Pleasant Valley Road Jamaica, VT 05343
Land For Sale
- Pending

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.

Listing courtesy of Rick Savage of Wohler Realty Group: 802-297-3333
New Listing - 4 weeks online
$105,000
9.01
ACRES
WINDHAM
COUNTY
13 Sugar Lot Lane Jamaica, VT 05343
Land For Sale
- Active Under Contract

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

Listing courtesy of Michael England of Michael England Real Estate: 802-779-3655
$1,800,000
7
BEDS
6
TOTAL BATHS
5,400
SQFT
748 Goodaleville Road Jamaica, VT 05343
Single Family Home For Sale
- Active

“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 beautiful

Listing courtesy of Carrie Mathews of William Raveis Winhall: 802-297-1550
$399,000
2
BEDS
1
TOTAL BATH
1,180
SQFT
25 Prindle Lane Jamaica, VT 05343
Single Family Home For Sale
- Pending

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 are

Listing courtesy of Julie Lowe of Lowe's Real Estate, LLC: 800-277-1627
$95,000
5
ACRES
WINDHAM
COUNTY
14 Sugar Lot Lane ##14 Jamaica, VT 05343
Land For Sale
- Pending

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. Thi

Listing courtesy of Michael England of Michael England Real Estate: 802-779-3655
$249,000
2
BEDS
1
TOTAL BATH
576
SQFT
3790 South Hill Road Jamaica, VT 05343
Single Family Home For Sale
- Pending

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 t

Listing courtesy of Carrie Mathews of William Raveis Winhall: 802-297-1550
$330,000
1
TOTAL BATH
1,800
SQFT
8515 VT Route 30 Jamaica, VT 05343
Single Family Home For Sale
- Pending

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

Listing courtesy of Jessica Flannery of William Raveis Winhall: 802-297-1550
$625,000
7
BEDS
8
TOTAL BATHS
6,417
SQFT
3849 VT Route 30 Jamaica, VT 05343
Single Family Home For Sale
- Active Under Contract

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 num

Listing courtesy of Alison Cummings of Cummings & Co: 802-874-7081
$765,000
408
ACRES
WINDHAM
COUNTY
536 Craven Road Jamaica, VT 05343
Land For Sale
- Pending

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,

Listing courtesy of Paul William Carroccio of TPW Real Estate: 802-297-9405
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