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 .

/38
$515,000
- 4 Beds
- 3 Baths
- 2,115 Sq Ft
367 Stratton Gate Rd, Jamaica, VT 05343

Nestled on 2.4 private acres along desirable Stratton Gate Road, this well-maintained four-bedroom, three-bath home offers the perfect balance of comfort, space, and year-round recreation. Just minutes from Stratton Mountain, you’ll enjoy easy access to skiing, golf, hiking, mountain biking, and all that Southern Vermont has to offer.Designed for gathering and relaxing, the home features two

Alison Cummings

Cummings & Co

367 Stratton Gate 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
/60
$3,995,000
- 4 Beds
- 5.5 Baths
- 5,500 Sq Ft
816 Black Bear Rd, Jamaica, VT 05343

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

816 Black Bear 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
- 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
/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
/36
$1,295,000

$20K PRICE INCREASE
- 5 Beds
- 3.5 Baths
- 3,040 Sq Ft
4427 W Hill Rd S, Jamaica, VT 05343

One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

Carrie Mathews Winhall Real Estate

4427 W Hill Rd S, Jamaica, VT 05343
/19
$63,000
- 2 Beds
- 1 Bath
- 672 Sq Ft
2022 Route 30, Jamaica, VT 05343

Looking for an easy escape to the mountains? This furnished 2-bedroom mobile home sits right on the banks of the West River in West River Park—an ideal spot for seasonal living in Southern Vermont. The park has 23 sites and allows homeowners to stay up to 6 months each year, making it a great option for summer adventures or a winter ski base or, a little bit of both!Stratton is just 20

Carrie Mathews Winhall Real Estate

2022 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
/57
$460,000

$65K 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
/36
$650,000
- 3 Beds
- 3.5 Baths
- 2,678 Sq Ft
177 Alwin Ln, Jamaica, VT 05343

Nestled in a peaceful and private mountain setting, this beautifully maintained home offers a seamless blend of comfort, functionality, and timeless Vermont charm. Thoughtfully updated and designed for easy living.The main level features a spacious primary suite with custom built-in cabinetry, a convenient mudroom, and an updated kitchen highlighted by Vermont Verde marble countertops and

Helen Nault

177 Alwin Ln, Jamaica, VT 05343
/15
$475,000

$55K PRICE DROP
- Land
- 30 Acres
- $15,833 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
/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
/22
$86,000
- Land
- 6.2 Acres
- $13,871 per Acre
1297 River Rd, Jamaica, VT 05343

Unique! Do you love to camp? swim? fish?.....this may be it for you....Over2000 feet of West River frontage with electric on site and just offpavement and at the intersection of 2 major access road to skiing andrecreation! Much of the frontage is in flood plain and it is subject to flowage rights of the dam, but an amazing site! The current owner has had a Jamaica cottage for camping

Christine Lewis Brattleboro Area Realty

1297 River Rd, Jamaica, VT 05343
/40
$1,500,000
- 7 Beds
- 7.5 Baths
- 8,364 Sq Ft
251 Pratt Bridge Rd, Jamaica, VT 05343

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An

TG Glazer Winhall Real Estate

251 Pratt Bridge Rd, Jamaica, VT 05343
/2
$45,000
- Land
- 1 Acre
- $45,000 per Acre
0 W Hill Rd, Jamaica, VT 05343

This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property,

Carrie Mathews Winhall Real Estate

0 W Hill Rd, 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
/9
$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 permitted for a 3 bedroom , 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

Mike England Michael England Real Estate

000F-320 Bourbon Run Rd, Jamaica, VT 05343
/27
$140,000
- 1 Bed
- 1 Bath
- 400 Sq Ft
2074 Vt Rt 30, Jamaica, VT 05343

Some places stop time. River's Edge is one of them.Step off the front door and onto a 10×12 covered porch shaded by old hemlocks, facing directly over the West River — away from the road, away from everything. The sound of moving water. The smell of the trees after rain. This porch is not an afterthought Brand new Lancaster Log Cabins "Sierra" Park Model. This 100% turn-key real log cabin

Mike England Michael England Real Estate

2074 Vt Rt 30, 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
/44
$1,475,000
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
691 Black Bear Rd, Jamaica, VT 05343

A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying

Carrie Mathews Winhall Real Estate

691 Black Bear Rd, 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
/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
/2
$50,000
- Land
- 28 Acres
- $1,786 per Acre
non Pikes Falls Rd, Jamaica, VT 05343

This is a land locked parcel. There is no right of way or easement to access it. This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5%

Carrie Mathews Winhall Real Estate

non Pikes Falls 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
/13
$139,000
- Land
- 5 Acres
- $27,800 per Acre
14 Sugar Lot Ln, Jamaica, VT 05343

Nestled in the heart of Jamaica, this pristine wooded lot offers a quintessential Vermont building canvas where privacy meets accessibility. As you pull off the quiet road onto the roughed-in driveway, you are immediately enveloped by a mature hardwoods that leads directly to a cleared homesite. This dedicated building envelope allows you to drive your car right to the center of your future

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

14 Sugar Lot Ln, Jamaica, VT 05343
/45
$69,500
- Land
- 5.57 Acres
- $12,478 per Acre
776 Old Route 8, Jamaica, VT 05343

Tucked away on 5.57 wooded acres, this Vermont property offers the kind of setting that invites you to slow down, breathe deep, and enjoy the outdoors. Located just a few miles from town and everyday essentials, it strikes a rare balance between peaceful seclusion and easy convenience. A portion of the land reaches over to the Norton Pond side of the road, where lake access just across the

Brandy Goulet Century 21 Farm & Forest/Burke

776 Old Route 8, 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
/37
$839,000
- 5 Beds
- 4.5 Baths
- 3,840 Sq Ft
42 Blackberry Ln, Jamaica, VT 05343

OPEN HOUSE SUN 6/28 11AM-1PM Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from

Cheyanne Pugliese

42 Blackberry Ln, 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
/28
$480,000
- 5 Beds
- 2 Baths
- 2,194 Sq Ft
3327 Route 30, Jamaica, VT 05343

Nestled on 1.25 flat and beautifully maintained acres and just 1/2 mile from the village, this spacious 5-bedroom home offers the perfect blend of charm, convenience, and Vermont lifestyle. The lovely yard features a mature raspberry patch, ample space for gardens, outdoor entertaining, or simply enjoying the peaceful setting. Ideally located just 1/2 mile from the heart of Jamaica Village and

Carrie Mathews Winhall Real Estate

3327 Route 30, 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 $827,866.

Are home prices dropping in Jamaica?

Yes, home prices in Jamaica are down 10% in the last 12 months.

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

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

What is the average household income in Jamaica, VT?

The average household income in Jamaica, VT is $87K.

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 $532,000. If you put a 20% down payment of $106,400 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,690 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $115K a year to afford the median home price in Jamaica. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Jamaica is $87K.

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 Prices in Jamaica, VT

The median home sale price in Jamaica, VT is $469,000, up 4% year-over-year. Homes in Jamaica sell in 58 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $469,000	Median Single Family Sale Price $530,000
Median 2 Bedroom Sale Price $230,000	Median 1 Bedroom Sale Price $140,000
Average Price Per Sq Ft $302	Number of Homes for Sale 17
Last 12 months Home Sales 33	Months of Supply 6.20
Median List Price $532,000	Median Change From 1st List Price 5%
Median Home Sale Price YoY Change 4%

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Jamaica Types of Homes for Sale

More About Living in Jamaica

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