11

Jamaica Houses for Sale

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  • /41

    $8,950,000

    • 6 Beds
    • 10 Baths
    • 13,393 Sq Ft

    370 Fischer Ln, Jamaica, VT 05343

    Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark

    Dia Jenks LandVest, Inc/Woodstock

    370 Fischer Ln, Jamaica, VT 05343
  • /39

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    202 Pratt Bridge Rd, Jamaica, VT 05343

    Your slice of heaven awaits! Leave your worries behind and step into a beautiful Southern Vermont home that's truly turnkey. This well-designed, fully furnished, 3 bedroom, 2.5 bath home on 1.8+/- professionally landscaped acres offers privacy and convenience to the area's premier slopes, trails and natural beauty. The heart of the home is an expansive chef’s kitchen where country cabinetry and

    Geralyn Donohue Engel & Völkers Okemo

    202 Pratt Bridge Rd, 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
  • /60

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    42 Blackberry Ln, Jamaica, VT 05343

    Idyllic, Picturesque, Expansive, Vast Family Farm with outbuildings and Large Farmhouse! Known to some as Sweet Berry Farm the blueberries and blackberries are plentiful along with many other productive fruits trees, a grove of 20 mature apple trees with many over 30 years old, , flowers and veggies in the gardens. This location just off of Route 30 is perfect for ALL of your Vermont dreams and

    Steve Goldfarb Deerfield Valley Real Estate

    42 Blackberry Ln, Jamaica, VT 05343
  • /42

    $949,000

    • 4 Beds
    • 3 Baths
    • 3,551 Sq Ft

    1247 Cole Pond Rd, Jamaica, VT 05343

    A once-in-a-lifetime opportunity to own a large family home on Vermonts hidden gem! Cole Pond, a spectacular private lake surrounded by mountains and nestled between five ski areas - 5 minutes from Stratton and close to Bromley, Mount Snow, Okemo and Magic. Cole Pond homes rarely come on the market, and this one is one-of-a-kind, with a lake-front lawn, walk-in access to the water (also great

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    1247 Cole Pond Rd, Jamaica, VT 05343
  • /41

    $574,000

    • 3 Beds
    • 3 Baths
    • 2,704 Sq Ft

    4138 W Hill Rd S, Jamaica, VT 05343

    This three-bedroom, three-bath custom-built log home is situated on 2.37 acres in a tranquil mountain setting just minutes from skiing. Built with double tongue-and-groove log construction, the cozy home provides the warm wood interior one would expect. The open-concept main level focuses on the fieldstone hearth, wood stove, and beautiful oak floors. A covered porch in the front of the home

    Patricia Fitzpatrick Skihome Realty

    4138 W Hill Rd S, Jamaica, VT 05343
  • /35

    $629,000

    • 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
  • /45

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,586 Sq Ft

    2277 Vermont 30, Jamaica, VT 05343

    Meander down the winding private drive and “LO AND BEHOLD” an enchanting country cottage nestled on a serene 4.8 acres awaits you! This quaint 3-bedroom, 1-bath home is brimming with potential. Inside, you'll find wideboard pine flooring in the dining and living rooms, 2 woodstoves, and an additional den area. In 2024, SEVCA conducted an energy service, enhancing the home with spray foam

    Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    2277 Vermont 30, Jamaica, VT 05343
  • /30

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,338 Sq Ft

    2779 Pikes Falls Rd, Jamaica, VT 05343

    Nestled just 5 miles from Stratton's base lodge on the historic grounds of the former White Mop Wringer Co., this remarkable home blends rich history with modern craftsmanship. Built in 2001, the house sits where, in the 1800s, Cassius A. White invented the mop wringer, making Jamaica, Vermont the birthplace of the first mop wringer factory. While the water wheel that powered the factory is no

    Carrie Mathews Winhall Real Estate

    2779 Pikes Falls Rd, 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
  • /20

    $215,000

    • 3 Beds
    • 1 Bath
    • 636 Sq Ft

    30 Water St, Jamaica, VT 05343

    Discover the Acorn, a picturesque retreat nestled on the banks of the scenic West River in Jamaica, Vermont. This unique home, a beautifully converted sugar shack, offers an enchanting taste of rustic charm, perfect for those seeking a serene getaway. Ideal for nature lovers and outdoor enthusiasts, the Acorn sits close to the renowned ski resorts of Stratton Mountain and Mount Snow, providing a

    Daire Gibney Barrett and Valley Associates Inc.

    30 Water St, Jamaica, VT 05343

Home Trends in Jamaica, VT

Housing Trends

Median Sale Price
$419,000
Median Single Family Sale Price
$510,000
Median Townhouse Sale Price
$207,500
Median 2 Bedroom Sale Price
$206,250
Average Price Per Sq Ft
$312
Number of Homes for Sale
13
Last 12 months Home Sales
19
Months of Supply
8.20
Median List Price
$474,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-7%
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