1,743

Homes in ZIP Code 05343

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    • /26

      Not Listed For Sale

      42 Pine Ln, Jamaica, VT 05359

      • 4 Beds
      • 2 Baths
      • 1,833 Sq Ft
      • Built 1970
      42 Pine Ln, Jamaica, VT 05359

      Last Sold Summary

      • $273/SF
      • 4 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  • /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
  • /31

    $380,000 Sold Dec 11, 2025

    2779 Pikes Falls Rd, Jamaica, VT 05343

    • 3 Beds
    • 1 Bath
    • 1,338 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $284/SF
    • 211 Days On Market

    Current Estimated Value $384,462

    Last Listing Agent Carrie Mathews Winhall Real Estate

    2779 Pikes Falls Rd, Jamaica, VT 05343
    • /25

      Est $356,238 Not Listed For Sale

      84 Lower Taylor Hill Rd, Winhall, VT 05340

      • 4 Beds
      • Built 1900
      84 Lower Taylor Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 53% Above List Price
      • $122/SF
      • 4 Days On Market

      Last Sold Price $233,000

      Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

  • /29

    $249,000 Under Contract

    • 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
  • /36

    $555,000 Sold Feb 26, 2026

    64 Gleason Farm Ln, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft
    • Built 2005

    Last Sold Summary

    • 12% Below List Price
    • $273/SF
    • 196 Days On Market

    Current Estimated Value $559,247

    Last Listing Agent Carrie Mathews Winhall Real Estate

    64 Gleason Farm Ln, Jamaica, VT 05343
    • /36

      Est $742,606 Not Listed For Sale

      11 Todd Hill Rd, Winhall, VT 05340

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1973
      11 Todd Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 2% Above List Price
      • $403/SF
      • 30 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Timothy Apps Four Seasons Sotheby's Int'l Realty

  • /12

    $299,999

    • Land
    • 10.05 Acres
    • $29,851 per Acre

    00 Garden Loop Rd, Winhall, VT 05340

    The largest remaining vacant lot on the Stratton Mountain access road. Ten acres deeded for one magnificent home. The lot is wooded with some clearing on the east side. There's a roughed-in driveway here too, making it the best spot for construction. In the center of the property is a small pond--about a tenth of an acre--and west of that a scenic perennial creek winds its way downhill along the

    David White OwnerEntry.com

    00 Garden Loop Rd, Winhall, VT 05340
  • /50

    $469,000 Sold Jul 25, 2025

    2194 Mowrey Rd, Jamaica, VT 05343

    • 2 Beds
    • 1.5 Baths
    • 1,346 Sq Ft
    • Built 2003

    Last Sold Summary

    • $348/SF
    • 47 Days On Market

    Current Estimated Value $476,914

    Last Listing Agent Julie Lowe Lowe's Real Estate, LLC

    2194 Mowrey Rd, Jamaica, VT 05343
    • /40

      Est $1,748,027 Not Listed For Sale

      541 Mtn Acres Rd, Jamaica, VT 05343

      • 6 Beds
      • 6.5 Baths
      • 7,426 Sq Ft
      • Built 2018
      541 Mtn Acres Rd, Jamaica, VT 05343

      Last Sold Summary

      • 1% Above List Price
      • $232/SF
      • 346 Days On Market

      Last Sold Price $1,725,000

      Last Listing Agent Andrew King Stratton Real Estate

  • /35

    $559,000 Under Contract

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

    4138 W Hill Rd S, Jamaica, VT 05343

    Nestled on 2.37 private acres in a serene mountain setting just minutes from skiing, this custom-built three-bedroom, three-bath log home offers the perfect blend of rustic charm and comfort. Constructed with double tongue-and-groove logs, the home showcases the rich wood interior and craftsmanship you would expect in a classic mountain retreat.The open-concept main level centers around a

    Patricia Fitzpatrick Skihome Realty

    4138 W Hill Rd S, Jamaica, VT 05343
  • /6

    $45,500 Sold Dec 30, 2025

    0 Route 30 Unit 5048856, Jamaica, VT 05343

    • Land
    • 2.4 Acres
    • $18,958 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 158 Days On Market

    Last Listing Agent Joe Castaluccio Winhall Real Estate

    0 Route 30 Unit 5048856, Jamaica, VT 05343
    • /24

      Est $469,866 Not Listed For Sale

      13 Lower Taylor Hill Rd, Winhall, VT 05340

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft
      • Built 1967
      13 Lower Taylor Hill Rd, Winhall, VT 05340

      Last Sold Summary

      • 9% Above List Price
      • $251/SF
      • 26 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • /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
  • /27

    $530,000 Sold Aug 08, 2025

    69 Chapin Ln, Jamaica, VT 05343

    • 4 Beds
    • 3 Baths
    • 2,052 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Below List Price
    • $258/SF
    • 135 Days On Market

    Current Estimated Value $532,724

    Last Listing Agent Tara van de Velde Four Seasons Sotheby's Int'l Realty

    69 Chapin Ln, Jamaica, VT 05343
    • /31

      Not Listed For Sale

      71 Todd Hill Rd, Jamaica, VT 05343

      • 5 Beds
      • 5.5 Baths
      • 3,624 Sq Ft
      • Built 2006
      71 Todd Hill Rd, Jamaica, VT 05343

      Last Sold Summary

      • $635/SF
      • 4 Days On Market

      Last Sold Price $2,300,000

      Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

  • /8

    $150,000

    • Land
    • 2.26 Acres
    • $66,372 per Acre

    0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340

    Welcome to the Stratton Gardens Community. Build your Vermont home on this 2+ acre parcel in Stratton Gardens. Ease of access right off the Stratton Mountain Access Road, and all the amenities of Stratton Gardens Association- highlights include-Private Shuttle Bus service to the Mountain, Road Maintenance, Plowing, Landscaping, and Trash removal.State Waste Water Permit in place for approved

    Tara van de Velde Four Seasons Sotheby's Int'l Realty

    0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
  • /43

    $1,050,000 Sold Feb 27, 2026

    6 Chad Cir, Winhall, VT 05340

    • 5 Beds
    • 4 Baths
    • 4,788 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $219/SF
    • 61 Days On Market

    Current Estimated Value $1,095,086

    Last Listing Agent Carrie Mathews Winhall Real Estate

    6 Chad Cir, Winhall, VT 05340
    • /5

      Not Listed For Sale

      0 Karen Dr Unit Lot 12 5021748, Jamaica, VT 05343

      0 Karen Dr Unit Lot 12 5021748, Jamaica, VT 05343

      Last Sold Summary

      • 11 Days On Market

      Last Sold Price $55,000

      Last Listing Agent Edward Jones Josiah Allen Real Estate, Inc.

  • /5

    $55,000

    • Land
    • 1 Acre
    • $55,000 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
  • /54

    $759,000 Sold Aug 08, 2025

    544 Dalewood Rd, Jamaica, VT 05343

    • 5 Beds
    • 4.5 Baths
    • 2,600 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $292/SF
    • 24 Days On Market

    Current Estimated Value $759,026

    Last Listing Agent Rachel Febbie EXP Realty

    544 Dalewood Rd, Jamaica, VT 05343
    • /7

      Not Listed For Sale

      0 W Hill Rd S Unit 5021406, Jamaica, VT 05343

      0 W Hill Rd S Unit 5021406, Jamaica, VT 05343

      Last Sold Summary

      • 64 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Thom Milke Fountains Land Inc.

  • /21

    $379,000

    • Land
    • 12.05 Acres
    • $31,452 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
  • /36

    $720,000 Sold Oct 21, 2025

    58 Todd Hill Rd, Bondville, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,389 Sq Ft
    • Built 1989

    Last Sold Summary

    • $301/SF
    • 5 Days On Market

    Current Estimated Value $727,863

    Last Listing Agent Jamie Wylie Stratton Real Estate

    58 Todd Hill Rd, Bondville, VT 05340
    • /22

      Not Listed For Sale

      8581 Vt Route 30 Unit B, Jamaica, VT 05343

      • 2 Beds
      • 1 Bath
      • 691 Sq Ft
      • Built 1982
      8581 Vt Route 30 Unit B, Jamaica, VT 05343

      Last Sold Summary

      • $268/SF
      • 22 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  • /24

    $225,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 265 Sq Ft

    2053 Pikes Falls Rd, Jamaica, VT 05343

    A unique tiny house offering contemporary, Vermont farmhouse luxury in the Green Mountains. Featured on A & E's Living Smaller!This is tiny house vacation living at its finest. The house offers a full kitchen with four-burner gas stove and oven, farmhouse sink, butcher-block countertops, electric fireplace, AC, 40” Smart TV, Starlink WiFi, small soaking bathtub with shower. The bedroom loft

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    2053 Pikes Falls Rd, Jamaica, VT 05343
  • /51

    $1,300,000 Sold Aug 25, 2025

    33 Jamie Ln, Bondville, VT 05340

    • 4 Beds
    • 4.5 Baths
    • 4,541 Sq Ft
    • Built 2004

    Last Sold Summary

    • 19% Below List Price
    • $286/SF
    • 7 Days On Market

    Current Estimated Value $1,395,758

    Last Listing Agent Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

    33 Jamie Ln, Bondville, VT 05340
    • /32

      Est $267,066 Not Listed For Sale

      232 Worden Rd, Jamaica, VT 05343

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1960
      232 Worden Rd, Jamaica, VT 05343

      Last Sold Summary

      • 5% Below List Price
      • $348/SF
      • 8 Days On Market

      Last Sold Price $281,000

      Last Listing Agent Jessica Citera Cummings & Co

  • /27

    $609,000

    • 4 Beds
    • 3 Baths
    • 1,650 Sq Ft

    60 Hilltop Rd Unit 60, Winhall, VT 05340

    Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    60 Hilltop Rd Unit 60, Winhall, VT 05340
  • /58

    $600,000 Sold Feb 17, 2026

    11 Pond View Rd, Winhall, VT 05340

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $364/SF
    • 270 Days On Market

    Current Estimated Value $608,965

    Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, Winhall, VT 05340
    • /55

      Est $894,422 Not Listed For Sale

      45 Hilltop Rd, Winhall, VT 05340

      • 5 Beds
      • 4 Baths
      • 2,900 Sq Ft
      • Built 1996
      45 Hilltop Rd, Winhall, VT 05340

      Last Sold Summary

      • 1% Below List Price
      • $310/SF
      • 7 Days On Market

      Last Sold Price $899,000

      Last Listing Agent Terry Hill Berkshire Hathaway HomeServices Stratton Home

  • /33

    $349,000

    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft

    29 Pikes Falls Rd, Jamaica, VT 05343

    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 to Mount Snow, the location balances

    Carrie Mathews Winhall Real Estate

    29 Pikes Falls Rd, Jamaica, VT 05343
  • /42

    $775,000 Sold Dec 17, 2025

    1247 Cole Pond Rd, Jamaica, VT 05343

    • 4 Beds
    • 3 Baths
    • 3,551 Sq Ft
    • Built 1980

    Last Sold Summary

    • 18% Below List Price
    • $218/SF
    • 159 Days On Market

    Current Estimated Value $785,145

    Last Listing Agent Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    1247 Cole Pond Rd, Jamaica, VT 05343
    • /10

      Not Listed For Sale

      0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

      0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

      Last Sold Summary

      • 2 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Dan McKenna Cummings & Co

  • /15

    $500,000

    • Land
    • 21.2 Acres
    • $23,585 per Acre

    56 Lower Taylor Hill Rd, Winhall, VT 05340

    A rare opportunity to create a private Vermont retreat on 21.2 +/- acres along Lower Taylor Hill Road in Winhall. The property is supported by a State-approved wastewater permit for a six (6) bedroom single-family residence, offering flexibility to design a substantial home within permitted limits. Rolling terrain, natural clearings, and mature woodland provide multiple potential building sites,

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    56 Lower Taylor Hill Rd, Winhall, VT 05340
  • /33

    $951,014 Sold Oct 24, 2025

    14 Mountain Haunts, Winhall, VT 05340

    • 5 Beds
    • 3 Baths
    • 3,238 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Above List Price
    • $294/SF
    • 4 Days On Market

    Current Estimated Value $951,466

    Last Listing Agent Carrie Mathews Winhall Real Estate

    14 Mountain Haunts, Winhall, VT 05340
    • /30

      Not Listed For Sale

      20 Maple Beech Rd Unit 20, Winhall, VT 05340

      • 3 Beds
      • 3 Baths
      • 1,650 Sq Ft
      • Built 1984
      20 Maple Beech Rd Unit 20, Winhall, VT 05340

      Last Sold Summary

      • $333/SF
      • 4 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Christiane Carroccio TPW Real Estate

  • /34

    $539,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,081 Sq Ft

    3996 Vermont 30, Jamaica, VT 05343

    Village charm meets mountain lifestyle in this beautifully updated home in the heart of Jamaica. Set above the road for added privacy, the property captures lovely winter views of the surrounding mountains and river while remaining just a short stroll to local shops and village conveniences.Inside, you’ll find generous living space with warm wood floors and a flowing, open layout designed for

    Carrie Mathews Winhall Real Estate

    3996 Vermont 30, Jamaica, VT 05343
  • /14

    $45,000 Sold Sep 29, 2025

    2000 Vermont 30, Jamaica, VT 05343

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $72/SF
    • 2 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    2000 Vermont 30, Jamaica, VT 05343
    • /56

      Est $309,910 Not Listed For Sale

      34 Route 100, Wardsboro, VT 05355

      • 4 Beds
      • 1.5 Baths
      • 1,480 Sq Ft
      • Built 1950
      34 Route 100, Wardsboro, VT 05355

      Last Sold Summary

      • 9% Above List Price
      • $193/SF
      • 67 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Erica Reynolds Southern Vermont Realty Group

Showing Results 81 - 120, Page 3 of 18

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