Jamaica, VT Homes for Sale

Q: What are the most popular zip codes in Jamaica, VT?

The most popular zip codes in Jamaica, VT include 05343 , 05143 , 05155 , 05355 and 05340 .

/35
$570,000

Open Sun 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 2,359 Sq Ft
116 Teacher Rd, Jamaica, VT 05343

Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time

Carrie Mathews Winhall Real Estate

116 Teacher Rd, Jamaica, VT 05343
/57
$850,000
- 5 Beds
- 4 Baths
- 3,218 Sq Ft
4880 Pikes Falls Rd, Jamaica, VT 05343

Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no

Mike England Michael England Real Estate

4880 Pikes Falls Rd, Jamaica, VT 05343
/22
$595,000

Open Sat 2PM - 4PM
- 4 Beds
- 2 Baths
- 1,430 Sq Ft
9 Mountain Acres Rd, Jamaica, VT 05343

Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system

Carrie Mathews Winhall Real Estate

9 Mountain Acres Rd, Jamaica, VT 05343
/47
$1,140,000

$60K PRICE DROP
- 4 Beds
- 3 Baths
- 4,193 Sq Ft
70 Hunter Ln, Jamaica, VT 05343

Discover a truly special Vermont hidden treasure at 70 Hunter Lane, set within the private Highland Forest community in the Cole Pond community . Just five minutes to Stratton Mountain Resort, this exceptional property offers the perfect balance of privacy, convenience, and year-round recreation. This 4,200 square foot home features four bedrooms and three Bathrooms. The generous living spaces

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

70 Hunter Ln, Jamaica, VT 05343
/38
$860,000

$120K PRICE DROP
- 4 Beds
- 3.5 Baths
- 4,104 Sq Ft
25 Benson Fuller Dr, Jamaica, VT 05343

Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape. Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for chilly

Robin Apps Four Seasons Sotheby's Int'l Realty

25 Benson Fuller Dr, Jamaica, VT 05343
/30
$1,040,000
- 5 Beds
- 4.5 Baths
- 3,363 Sq Ft
1189 Cole Pond Rd, Jamaica, VT 05343

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

1189 Cole Pond Rd, Jamaica, VT 05343
/2
$89,900
- 4 Beds
- 2 Baths
- 1,902 Sq Ft
206 Smith Rd, Jamaica, VT 05343

Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run

Christine Lewis Brattleboro Area Realty

206 Smith Rd, Jamaica, VT 05343
/12
$178,000

$7K PRICE DROP
- Land
- 8 Acres
- $22,250 per Acre
4441 Vermont 30, Jamaica, VT 05343

Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up.A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is

Helen Nault

4441 Vermont 30, Jamaica, VT 05343
/13
$120,000
- Land
- 4.68 Acres
- $25,641 per Acre
8559 Vt Route 30, Jamaica, VT 05343

Double the Lots, Half the Drama.Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their

TG Glazer Winhall Real Estate

8559 Vt Route 30, Jamaica, VT 05343
/27
$1,450,000
- Land
- 201.4 Acres
- $7,200 per Acre
0 Forrester Rd Unit 5082418, Jamaica, VT 05360

Own this large tract of land, over 200 acres that abuts over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further

Chris Lowe Lowe's Real Estate, LLC

0 Forrester Rd Unit 5082418, Jamaica, VT 05360
/60
$8,200,000
- 6 Beds
- 10 Baths
- 10,763 Sq Ft
557 Trager Rd, Jamaica, VT 05343

Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in

Kim Morgan-Wohler Wohler Realty Group

557 Trager Rd, Jamaica, VT 05343
/55
$490,000

Open Sat 11AM - 1PM $35K PRICE DROP
- 3 Beds
- 2 Baths
- 1,888 Sq Ft
57 Oak Ln, Jamaica, VT 05343

This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set

Mike England Michael England Real Estate

57 Oak Ln, Jamaica, VT 05343
/15
$499,999

$30K PRICE DROP
- Land
- 30 Acres
- $16,667 per Acre
00 W Hill Rd S, Jamaica, VT 05343

Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

Jacki Murano Southern Vermont Realty Group

00 W Hill Rd S, Jamaica, VT 05343
/43
$125,000
- 2 Beds
- 1.5 Baths
- 1,040 Sq Ft
1940 Vermont 30, Jamaica, VT 05343

Charming two-bedroom, two-bathroom mobile home situated along the scenic West River. The property includes two small storage buildings, a fruit tree screened enclosure, and a carport. Inside, there is ample space for comfort with two living rooms, one of which opens to a deck with picturesque views of the river. Located just 30 minutes from Stratton, Mount Snow, Bromley, and Magic - skiing,

Mike England Michael England Real Estate

1940 Vermont 30, Jamaica, VT 05343
/22
$167,500

Coming Soon
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
116 Buck Hill, Jamaica, VT 05343

Tucked away at the end of a shared driveway, this charming cottage chalet offers a wonderful sense of privacy on nearly three acres of picturesque land. The setting is a perfect blend of open lawn surrounding the home and peaceful mixed woodlands beyond, creating a serene retreat in every season. A storage shed provides added convenience, while both front and rear decks invite you to relax,

Robert Doyle Berkley & Veller Greenwood Country

116 Buck Hill, Jamaica, VT 05343
/9
$195,000
- Land
- 1.2 Acres
- $162,500 per Acre
4769 Pikes Falls Rd, Jamaica, VT 05143

This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this

Rachel Febbie EXP Realty

4769 Pikes Falls Rd, Jamaica, VT 05143
/5
$85,000

$30K PRICE INCREASE
- Land
- 1 Acre
- $85,000 per Acre
000F-320 Bourbon Run Rd, Jamaica, VT 05343

This 1-acre wooded lot in Jamaica, Vermont offers a unique opportunity for peaceful living in a quiet town with no zoning restrictions. Jamaica maintains its own roads and is home to a State Park that provides excellent camping and summer recreational activities. The property is conveniently located near major ski resorts including Stratton, Bromley, Magic Mountain, and Mount Snow, ideal for

Mike England Michael England Real Estate

000F-320 Bourbon Run Rd, Jamaica, VT 05343
/21
$340,000

$39K PRICE DROP
- Land
- 12.05 Acres
- $28,216 per Acre
101 Catherine Rd, Jamaica, VT 05343

Discover 12 scenic acres close to Stratton Mountain Resort with sweeping mountain views and endless potential. This unique property features a charming small treehouse and two Jamaica cottage structures set on permanent foundations ready to be finished. Cabin would be perfect for income producing tiny homes, storage, creative space, or future development. An active septic permit is already in

Jamie Wylie Stratton Real Estate

101 Catherine Rd, Jamaica, VT 05343
/33
$325,000

$24K PRICE DROP
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
29 Pikes Falls Rd, Jamaica, VT 05343

MOTIVATED SELLERS! Bring your offers! Experience the timeless appeal of this beautifully preserved 1800s Greek Revival residence in the center of Jamaica Village. Offering more than 2,500 square feet of living space, the home pairs classic architectural detail with thoughtful modern updates for effortless year-round living.Ideally situated just 15 minutes from Stratton Mountain and 25 minutes

Carrie Mathews Winhall Real Estate

29 Pikes Falls Rd, Jamaica, VT 05343
/49
$500,000
- Land
- 71 Acres
- $7,042 per Acre
00 Turkey Mountain Rd, Jamaica, VT 05343

Escape to your own private 71-acre Vermont retreat, offering exceptional privacy and possibility plus access to nearby ski mountain villages. Tucked at the end of a town-maintained dead-end road and bordered on two sides by over 1,000 acres of conservation land, this property promises unmatched peace and lasting protection. Only 20 minutes to either Mt. Snow or Stratton, with over 3,300 feet of

Jessica Landers Barrett and Valley Associates Inc.

00 Turkey Mountain Rd, Jamaica, VT 05343
/35
$2,399,000

$100K PRICE DROP
- 4 Beds
- 4.5 Baths
- 3,569 Sq Ft
662 Howe Farm Rd, Jamaica, VT 05343

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of

Andie Fusco Four Seasons Sotheby's Int'l Realty

662 Howe Farm Rd, Jamaica, VT 05343
/28
$57,000

$6K PRICE DROP
- 2 Beds
- 1 Bath
- 844 Sq Ft
2036 Vermont 30, Jamaica, VT 05343

A cozy base for days spent enjoying Vermont country life warmed by a cozy wood stove and enjoying countless meals prepared together in the upgraded cherry and tile kitchen. Property has direct access to the West River. a nice deck to sit on in the back and a nice sitting platform overlooking river. Two bedroom one bath mobile home. Six months occupancy per year. New tenants must be approved by

Mike England Michael England Real Estate

2036 Vermont 30, Jamaica, VT 05343
/14
$210,000
- Land
- 35 Acres
- $6,000 per Acre
00 Vermont Route 100, Jamaica, VT 05343

Discover the beauty and tranquility of this picturesque wooded parcel—approximately 35 acres—nestled along the serene Deerfield River and spanning the border of Jamaica and Wardsboro. Perfectly situated within easy reach of Mount Snow, Stratton, and Bromley, the property offers convenient access to year-round recreation while preserving the sense of peace and privacy that only a large forested

Patrice Schneider Southern Vermont Realty Group

00 Vermont Route 100, Jamaica, VT 05343
/15
$215,000
- 2 Beds
- 1 Bath
- 691 Sq Ft
8581 Vermont 30 Unit B, Jamaica, VT 05343

Escape to the mountains in this charming 2-bedroom/1 bath condominium conveniently located near premier ski areas and year-round outdoor recreation. It's only 15 minutes to Stratton, 20 minutes to Bromley, and 10 to the Jamaica State Park. Enjoy easy access to skiing, hiking, biking, golf, and snowmobile trails, all just minutes from your door, and Manchester's shopping and dining are 30 minutes

Deborah Hanst

8581 Vermont 30 Unit B, Jamaica, VT 05343
/5
$375,000

$90K PRICE DROP
- Land
- 5.54 Acres
- $67,690 per Acre
Lot #4 Margeaux Ln, Stratton, VT 05155

Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

Lot #4 Margeaux Ln, Stratton, VT 05155
/6
$395,000

$100K PRICE DROP
- Land
- 6.93 Acres
- $56,999 per Acre
lot#2 Margeaux Ln, Stratton, VT 05155

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

lot#2 Margeaux Ln, Stratton, VT 05155

Vermont Windham County Jamaica

Why Live in Jamaica

Jamaica, Vermont, located in Windham County, is a small town known for its natural beauty and outdoor recreational opportunities. The town features mountainous terrain, lush vegetation, and water features, drawing both permanent and seasonal residents. Jamaica State Park, with nearly 800 acres, offers access points for anglers, swimmers, and boaters along the West River. Popular hiking destinations include Hamilton Falls, one of Vermont's tallest waterfalls. The Green Mountains to the west host major winter sports destinations like Stratton Mountain Resort and Bromley Mountain Ski Resort, offering activities such as skiing, mountain biking, and pickleball. Housing in Jamaica ranges from early 1800s farmhouses to modern A-frame chalets and cabins, with median single-family home prices around $500,000. The village cores of Jamaica and East Jamaica feature late 1800s to early 1900s folk-style homes. Jamaica Village School and Townshend Village School are highly rated, serving prekindergarten and kindergarten through fifth grade, respectively. Local events include Old Home Day, fostering community spirit with historical reenactments, craft vendors, and live music. Residents can find small businesses and dining options along State Route 30, with more diverse shopping and dining available 20 miles away in Manchester. The town is prone to flooding in low-lying areas along the West River, but the community is known for its resilience. The nearest major airport is Albany International Airport, approximately 80 miles away.

Learn more about living in Jamaica

Frequently Asked Questions

What is the average home price in Jamaica, VT?

Homes for sale in Jamaica, VT have an average home price of $772,995.

Are home prices dropping in Jamaica?

Yes, home prices in Jamaica are down 5% in the last 12 months.

How many homes have sold over the last 12 months in Jamaica, VT?

30 homes have sold in Jamaica, VT over the last 12 months.

What are the most popular zip codes in Jamaica, VT?

The most popular zip codes in Jamaica, VT include 05343, 05143, 05155, 05355 and 05340.

How much do you need to make to afford a house in Jamaica?

The median home price in Jamaica is $522,500. If you put a 20% down payment of $104,500 and had a 30-year fixed mortgage with an interest rate of 6.36%, your estimated principal and interest payment would be $2,600 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $111K a year to afford the median home price in Jamaica. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Jamaica, VT?

Jamaica, VT has highly rated public and private schools. Some of the best schools in Jamaica based on Niche Grades are Stratton Mountain School, Jamaica Village School and Townshend Village School. Browse all the schools in Jamaica, VT to learn more.

Home Trends in Jamaica, VT

On average, homes in Jamaica, VT sell after 65 days on the market compared to the national average of 58 days. The median sale price for homes in Jamaica, VT over the last 12 months is $484,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$484,000

Median Single Family Sale Price

$520,000

Median 2 Bedroom Sale Price

$200,000

Average Price Per Sq Ft

$277

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.00

Median List Price

$522,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

Jamaica Types of Homes for Sale

More About Living in Jamaica

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

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