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 , 05359 , 05143 , 05155 and 05340 .

/35
$2,399,000
- 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
/8
$275,000
- Land
- 34.53 Acres
- $7,964 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 3 is 34.53 acres, and is mostly forested near the access road. A driveway would need to be

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/11
$495,000
- Land
- 68.89 Acres
- $7,185 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 4 is 68.89 acres and is the largest of the five parcels for sale. This lot has a solid woods

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/7
$195,000
- Land
- 15.27 Acres
- $12,770 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 2 is 15.27 acres and is the first parcel found on the left side of the newly built 20 foot

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/15
$650,000
- Land
- 51.93 Acres
- $12,517 per Acre
0 W Hill Rd, Jamaica, VT 05343

The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 5 is 51.93 acres and is located at the top of the subdivision. This parcel is very unique, and

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/31
$435,000
- 3 Beds
- 2 Baths
- 1,814 Sq Ft
132 Pratt Bridge Rd, Jamaica, VT 05343

Welcome to this charming Vermont getaway, custom - built and lovingly maintained by the original owners. Ideally located just minutes from Stratton Mountain and within easy reach of Bromley and Magic for a full season of winter adventure. In the warmer months, enjoy nearby lakes perfect for swimming, paddling, or simply relaxing by the water.Inside, the home offers 3 bedrooms and 2 full

Lisa Sullivan Four Seasons Sotheby's Int'l Realty

132 Pratt Bridge Rd, Jamaica, VT 05343
/9
$185,000
- Land
- 8 Acres
- $23,125 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
/30
$1,250,000
- Land
- 108 Acres
- $11,574 per Acre
585 Pleasant Valley Rd, Jamaica, VT 05343

108 Acres of Pristine Land For Sale – 2 Miles to Stratton Sun Bowl with Panoramic ViewsA rare opportunity to own ~108 acres of stunning land with sweeping views of Stratton’s Sun Bowl and Mount Snow. Just 2 miles to the Sun Bowl base and 15 minutes to Mount Snow, this Jamaica, VT property (on the Stratton line) offers unmatched privacy, no zoning restrictions, and incredible

Britt Wohler

585 Pleasant Valley Rd, Jamaica, VT 05343
/13
$165,000
- Land
- 1.2 Acres
- $137,500 per Acre
4769 Pikes Falls Rd, Jamaica, VT 05143

A Rare Vermont Gem:This 1.2-acre parcel offers what few can—a front-row seat to one of Southern Vermont’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this property is the equivalent of what would be Vermont’s oceanfront real estate.A wooded path leads directly from the land to the pristine falls, which are preserved by the

Rachel Febbie EXP Realty

4769 Pikes Falls Rd, Jamaica, VT 05143
/2
$625,000
- 4 Beds
- 1.5 Baths
- 2,764 Sq Ft
768 Vt Route 30, Jamaica, VT 05343

Large farmhouse with 15.78 acres, metal roof, easy access to multiple ski resorts. Four bedrooms, one and a half baths. Large front and back yard, level with some fencing. Will need notice to show.

Julie Lowe Lowe's Real Estate, LLC

768 Vt Route 30, Jamaica, VT 05343
/40
$1,695,000
- 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
/38
$1,600,000
- 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
/60
$4,495,500
- 4 Beds
- 5.5 Baths
- 5,500 Sq Ft
816 Black Bear Rd, Jamaica, VT 05343

Set atop a scenic Vermont hillside, this five-bedroom custom-built home by The Wadsworth Design Build/Vermont Barns is a stunning 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 surroundings. Just a short drive from Stratton and Mount Snow ski resorts, it is the ultimate

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

816 Black Bear Rd, Jamaica, VT 05343
/15
$530,000
- Land
- 30 Acres
- $17,667 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
/32
$299,000
- 3 Beds
- 2.5 Baths
- 2,338 Sq Ft
4106 Vt Route 30, Jamaica, VT 05343

Built in 1840, this charming home has long been a part of Jamaica’s rich history. Thoughtfully updated for modern living, it features a brand-new septic system, a renovated kitchen with granite countertops, and spacious rooms filled with natural light. Perfectly located just a short walk to town and Jamaica State Park, and only 10 miles from Stratton’s lifts, this property offers the ideal blend

Carrie Mathews Winhall Real Estate

4106 Vt Route 30, Jamaica, VT 05343
/13
$120,000
- Land
- 4.68 Acres
- $25,641 per Acre
8559 Vt Route 30, Jamaica, VT 05343

Waaaaait a minute! There’s buildable land just minutes from Stratton Mountain, and it’s already got septic not only approved, but basically installed?!?! I can just build my house on these 4.68 acres and enjoy all of the beauty and convenience of the area? And it's approved for 2 three bedroom houses!!! 2 miles to Stratton and 20 minutes to Manchester. I almost can’t believe this is

TG Glazer Winhall Real Estate

8559 Vt Route 30, Jamaica, VT 05343
/44
$1,200,000
- 4 Beds
- 3 Baths
- 4,193 Sq Ft
70 Hunter Ln, Jamaica, VT 05343

Discover a truly special Vermont retreat at 70 Hunter Lane, nestled in the private Cole Pond community of Jamaica. This exceptional residence offers over 4,200 square feet of living space, thoughtfully designed to blend comfort, luxury, and the natural beauty of its surroundings. Newer Stainless Steel appliances in kitchen!Featuring four spacious bedrooms, this home provides plenty of

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

70 Hunter Ln, Jamaica, VT 05343
/36
$98,000
- Land
- 10 Acres
- $9,800 per Acre
1105 S Hill Rd, Jamaica, VT 05343

Explore this exciting wooded 10.2+/- acre lot in the desirable town of Jamaica, VT. Jamaica has NO local zoning, making for simplified development, multiple cabins, camping and more. Plenty of road frontage on a year-round town plowed and maintained road. Best of all it is paved all the way to Wardsboro eliminating the difficulties of Vermont Mud Season. Utilities are located across from the

Curtis Trousdale

1105 S Hill Rd, Jamaica, VT 05343
/38
$860,000
- 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

Robin Apps Four Seasons Sotheby's Int'l Realty

25 Benson Fuller Dr, Jamaica, VT 05343
/36
$210,000
- Land
- 30.1 Acres
- $6,977 per Acre
184 Schoolhouse Rd, Jamaica, VT 05343

Jamaica, Vermont's hidden gem! Experience this wonderful 30.1+/- acre forested parcel with views of the local mountains. The land gently slopes to the southeast, perfect for solar, but better yet, utility lines are located along much of the frontage! Bounded on two sides by classic stone walls, there is a woods road that travels through the property making exploration easy. Jamaica has NO local

Curtis Trousdale

184 Schoolhouse Rd, Jamaica, VT 05343
/36
$575,000
- 3 Beds
- 2.5 Baths
- 2,033 Sq Ft
64 Gleason Farm Ln, Jamaica, VT 05343

Nestled on nearly 2 flat acres, this beautifully maintained South-facing New England Cape Cod farmhouse is a rare find in the mountains. Located on a private dead-end road, the home offers peaceful seclusion while being just a short drive to Stratton Mountain for skiing and tubing in the winter and Jamaica State Park for hiking and stunning waterfalls in the warmer months. With only one owner,

Carrie Mathews Winhall Real Estate

64 Gleason Farm Ln, Jamaica, VT 05343
/19
$65,000
- 2 Beds
- 1 Bath
- 672 Sq Ft
2022 Vermont 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 Vermont 30, Jamaica, VT 05343
/39
$890,000
- 5 Beds
- 3.5 Baths
- 3,218 Sq Ft
4880 Pikes Falls Rd, Jamaica, VT 05343

This majestic log home offers peaceful mountain living with room for Everyone. Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round activities at Stratton Ski Resort. This authentic and expansive log cabin exudes classic Vermont charm. The inviting main living area is flooded with natural light, featuring an efficient wood stove to provide cozy

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

4880 Pikes Falls Rd, Jamaica, VT 05343
/56
$899,000
- 9 Beds
- 9 Baths
- 5,480 Sq Ft
3732 Vermont 30, Jamaica, VT 05343

Welcome to the quaint Vermont village of Jamaica! Get ready to let your imagination take over.This historic property boasts two dwellings and a guest cottage. Looking for a family compound to get away from it all?This is your haven! Plenty of room to have friends and family come and stay! So many options.The Main House features 4 ensuite bedrooms! The living room is a late 1700"s delight, with an

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

3732 Vermont 30, 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

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

1189 Cole Pond Rd, Jamaica, VT 05343
/60
$875,000
- 5 Beds
- 4.5 Baths
- 3,840 Sq Ft
42 Blackberry Ln, Jamaica, VT 05343

Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty—mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living

MaryKate Grey Stratton Real Estate

42 Blackberry Ln, Jamaica, VT 05343
/35
$729,000
- 3 Beds
- 2.5 Baths
- 2,370 Sq Ft
5 Linscott Rd Unit 56, Jamaica, VT 05343

This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances,

Diana Stugger Four Seasons Sotheby's Int'l Realty

5 Linscott Rd Unit 56, Jamaica, VT 05343
/28
$63,000
- 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
/5
$440,000
- Land
- 5.54 Acres
- $79,422 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
$470,000
- Land
- 6.93 Acres
- $67,821 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 $782,085.

Are home prices dropping in Jamaica?

Yes, home prices in Jamaica are down 16% in the last 12 months.

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

26 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, 05359, 05143, 05155 and 05340.

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

The median home price in Jamaica is $620,000. If you put a 20% down payment of $124,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $3,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $130K 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 71 days on the market compared to the national average of 53 days. The median sale price for homes in Jamaica, VT over the last 12 months is $461,500, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$461,500

Median Single Family Sale Price

$575,000

Average Price Per Sq Ft

$299

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

6.90

Median List Price

$620,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-6%

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

Jamaica Types of Homes for Sale

Jamaica Land for Sale

More About Living in Jamaica

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