1,743

Homes in ZIP Code 05343

Section Image
  • 0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
    /4

    $232,500 Sold Sep 18, 2025

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

    • Land
    • 1.57 Acres
    • $148,089 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 238 Days On Market

    Last Listing Agent Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
    • 886 Dalewood Rd, Jamaica, VT 05343
      886 Dalewood Rd, Jamaica, VT 05343
      886 Dalewood Rd, Jamaica, VT 05343
      /40

      Est $547,773 Not Listed For Sale

      886 Dalewood Rd, Jamaica, VT 05343

      • 3 Beds
      • 2.5 Baths
      • 768 Sq Ft
      • Built 1965
      886 Dalewood Rd, Jamaica, VT 05343

      Last Sold Summary

      • 23% Below List Price
      • $931/SF
      • 3 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  • 4880 Pikes Falls Rd, Jamaica, VT 05343
    4880 Pikes Falls Rd, Jamaica, VT 05343
    4880 Pikes Falls Rd, 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
  • 202 Pratt Bridge Rd, Jamaica, VT 05343
    202 Pratt Bridge Rd, Jamaica, VT 05343
    202 Pratt Bridge Rd, Jamaica, VT 05343
    /41

    $785,000 Sold Nov 21, 2025

    202 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 28 Days On Market

    Current Estimated Value $752,308

    Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

    202 Pratt Bridge Rd, Jamaica, VT 05343
    • 80 Henderson Rd, Jamaica, VT 05343
      80 Henderson Rd, Jamaica, VT 05343
      80 Henderson Rd, Jamaica, VT 05343
      /26

      Est $284,418 Not Listed For Sale

      80 Henderson Rd, Jamaica, VT 05343

      • 2 Beds
      • 1.5 Baths
      • 1,122 Sq Ft
      • Built 1900
      80 Henderson Rd, Jamaica, VT 05343

      Last Sold Summary

      • 5% Below List Price
      • $266/SF
      • 165 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Rachel Febbie EXP Realty

  • 13 Betty Johnson Ln, Bondville, VT 05340
    13 Betty Johnson Ln, Bondville, VT 05340
    13 Betty Johnson Ln, Bondville, VT 05340
    /37

    $829,000

    • 4 Beds
    • 3 Baths
    • 2,797 Sq Ft

    13 Betty Johnson Ln, Bondville, VT 05340

    Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    13 Betty Johnson Ln, Bondville, VT 05340
  • 4 Garden Loop Rd, Winhall, VT 05340
    4 Garden Loop Rd, Winhall, VT 05340
    4 Garden Loop Rd, Winhall, VT 05340
    /59

    $1,082,500 Sold Aug 29, 2025

    4 Garden Loop Rd, Winhall, VT 05340

    • 3 Beds
    • 3.5 Baths
    • 4,054 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $267/SF
    • 45 Days On Market

    Current Estimated Value $1,103,341

    Last Listing Agent Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    4 Garden Loop Rd, Winhall, VT 05340
    • 559 Pratt Bridge Rd, Jamaica, VT 05343
      559 Pratt Bridge Rd, Jamaica, VT 05343
      559 Pratt Bridge Rd, Jamaica, VT 05343
      /39

      Est $421,467 Not Listed For Sale

      559 Pratt Bridge Rd, Jamaica, VT 05343

      • 4 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1978
      559 Pratt Bridge Rd, Jamaica, VT 05343

      Last Sold Summary

      • 3% Above List Price
      • $333/SF
      • 181 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Joe Castaluccio Winhall Real Estate

  • 9047 Vermont 30, Jamaica, VT 05155
    9047 Vermont 30, Jamaica, VT 05155
    9047 Vermont 30, Jamaica, VT 05155
    /26

    $325,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 976 Sq Ft

    9047 Vermont 30, Jamaica, VT 05155

    “The Yellow Sweetie” offers a rare blend of charm, convenience, and proven income potential. This stylish country-meets-shabby-chic retreat has been a high-income producing rental for many years, making it an excellent opportunity for investment, year-round living, or a Vermont vacation retreat.Ideally located near the base of Stratton Mountain, the property sits just one minute from the

    Carrie Mathews Winhall Real Estate

    9047 Vermont 30, Jamaica, VT 05155
  • 440 Edie Ln, Jamaica, VT 05343
    440 Edie Ln, Jamaica, VT 05343
    440 Edie Ln, Jamaica, VT 05343
    /4

    $170,000 Sold Nov 07, 2025

    440 Edie Ln, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1971

    Last Sold Summary

    • 19% Below List Price
    • $81/SF
    • 16 Days On Market

    Current Estimated Value $199,046

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    440 Edie Ln, Jamaica, VT 05343
    • 482 Pratt Bridge Rd, Jamaica, VT 05343
      482 Pratt Bridge Rd, Jamaica, VT 05343
      482 Pratt Bridge Rd, Jamaica, VT 05343
      /40

      Est $543,433 Not Listed For Sale

      482 Pratt Bridge Rd, Jamaica, VT 05343

      • 3 Beds
      • 2 Baths
      • 1,506 Sq Ft
      • Built 1988
      482 Pratt Bridge Rd, Jamaica, VT 05343

      Last Sold Summary

      • 1% Above List Price
      • $359/SF
      • 44 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Chad Lackey Deerfield Valley Real Estate

  • 74 Pond View Rd, Winhall, VT 05340
    74 Pond View Rd, Winhall, VT 05340
    74 Pond View Rd, Winhall, VT 05340
    /44

    $815,000

    • 4 Beds
    • 4.5 Baths
    • 2,980 Sq Ft

    74 Pond View Rd, Winhall, VT 05340

    This spacious and well-maintained 4-bedroom, 4.5-bathroom condo in Stratton’s desirable Intervale community offers nearly 3,000 square feet of comfortable mountain living, just minutes from the Base Lodge with winter shuttle service. Nestled among the trees for added privacy, the home features an open-concept main level with cathedral ceilings, abundant natural light, a wood-burning fireplace,

    Christine Chovan

    74 Pond View Rd, Winhall, VT 05340
  • 2080 Vermont 30, Jamaica, VT 05343
    2080 Vermont 30, Jamaica, VT 05343
    2080 Vermont 30, Jamaica, VT 05343
    /24

    $64,000 Sold Sep 29, 2025

    2080 Vermont 30, Jamaica, VT 05343

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1975

    Last Sold Summary

    • 8% Below List Price
    • $68/SF
    • 5 Days On Market

    Last Listing Agent TG Glazer Winhall Real Estate

    2080 Vermont 30, Jamaica, VT 05343
    • 81 Edie Ln, Jamaica, VT 05343
      81 Edie Ln, Jamaica, VT 05343
      81 Edie Ln, Jamaica, VT 05343
      /31

      Est $608,033 Not Listed For Sale

      81 Edie Ln, Jamaica, VT 05343

      • 3 Beds
      • 3 Baths
      • 2,593 Sq Ft
      • Built 1987
      81 Edie Ln, Jamaica, VT 05343

      Last Sold Summary

      • 14% Above List Price
      • $206/SF
      • 56 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Trent Stephens Wohler Realty Group

  • 25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    /56

    $2,999,000 Under Contract

    • 6 Beds
    • 6.5 Baths
    • 6,650 Sq Ft

    25 Mountain Haunts Rd, Winhall, VT 05340

    Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4 ensuite bedroom, 3 stone fireplaces, huge lodge room w/ large beams

    Kim Morgan-Wohler Wohler Realty Group

    25 Mountain Haunts Rd, Winhall, VT 05340
  • 20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    /58

    $975,000 Sold Nov 27, 2025

    20 Jamie Ln, Winhall, VT 05340

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 1987

    Last Sold Summary

    • $279/SF
    • 38 Days On Market

    Current Estimated Value $980,115

    Last Listing Agent David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
    • 110 Upper Taylor Hill Rd, Jamaica, VT 05343
      110 Upper Taylor Hill Rd, Jamaica, VT 05343
      110 Upper Taylor Hill Rd, Jamaica, VT 05343
      /25

      Est $752,750 Not Listed For Sale

      110 Upper Taylor Hill Rd, Jamaica, VT 05343

      • 5 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1968
      110 Upper Taylor Hill Rd, Jamaica, VT 05343

      Last Sold Summary

      • 6% Above List Price
      • $445/SF
      • 15 Days On Market

      Last Sold Price $711,500

      Last Listing Agent Helen Nault

  • 4441 Vermont 30, Jamaica, VT 05343
    4441 Vermont 30, Jamaica, VT 05343
    4441 Vermont 30, 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
  • 6217 Vt Route 30, Jamaica, VT 05343
    6217 Vt Route 30, Jamaica, VT 05343
    6217 Vt Route 30, Jamaica, VT 05343
    /34

    $338,000 Sold May 16, 2025

    6217 Vt Route 30, Jamaica, VT 05343

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1969

    Last Sold Summary

    • 12% Below List Price
    • $261/SF
    • 100 Days On Market

    Current Estimated Value $348,391

    Last Listing Agent Trent Stephens Wohler Realty Group

    6217 Vt Route 30, Jamaica, VT 05343
    • 39 Depot St, Jamaica, VT 05343
      39 Depot St, Jamaica, VT 05343
      39 Depot St, Jamaica, VT 05343
      /39

      Est $641,796 Not Listed For Sale

      39 Depot St, Jamaica, VT 05343

      • 4 Beds
      • 2.5 Baths
      • 2,862 Sq Ft
      • Built 1860
      39 Depot St, Jamaica, VT 05343

      Last Sold Summary

      • 2% Below List Price
      • $230/SF
      • 33 Days On Market

      Last Sold Price $657,500

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • 4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    /12

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    4.1 Pearl Buck Dr, Winhall, VT 05340

    One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

    Kim Morgan-Wohler Wohler Realty Group

    4.1 Pearl Buck Dr, Winhall, VT 05340
  • 12 Jamie Ln, Jamaica, VT 05343
    12 Jamie Ln, Jamaica, VT 05343
    12 Jamie Ln, Jamaica, VT 05343
    /29

    $750,000 Sold May 12, 2025

    12 Jamie Ln, Jamaica, VT 05343

    • 4 Beds
    • 3.5 Baths
    • 3,084 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 82 Days On Market

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

    12 Jamie Ln, Jamaica, VT 05343
    • 0 S Hill Rd, Jamaica, VT 05343
      0 S Hill Rd, Jamaica, VT 05343
      0 S Hill Rd, Jamaica, VT 05343
      /14

      Not Listed For Sale

      0 S Hill Rd, Jamaica, VT 05343

      0 S Hill Rd, Jamaica, VT 05343

      Last Sold Summary

      • 86 Days On Market

      Last Sold Price $111,000

      Last Listing Agent Dan McKenna Cummings & Co

  • 4 Gold Medal Cir, Stratton, VT 05343
    4 Gold Medal Cir, Stratton, VT 05343
    4 Gold Medal Cir, Stratton, VT 05343
    /17

    $2,495,000

    • Land
    • 2.36 Acres
    • $1,057,203 per Acre

    4 Gold Medal Cir, Stratton, VT 05343

    This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont. Lot #4

    Andrew King Stratton Real Estate

    4 Gold Medal Cir, Stratton, VT 05343
  • 3458 Vt Route 30, Jamaica, VT 05343
    3458 Vt Route 30, Jamaica, VT 05343
    3458 Vt Route 30, Jamaica, VT 05343
    /37

    $400,000 Sold Oct 02, 2025

    3458 Vt Route 30, Jamaica, VT 05343

    • 6 Beds
    • 2.5 Baths
    • 3,032 Sq Ft
    • Built 1790

    Last Sold Summary

    • 11% Below List Price
    • $132/SF
    • 55 Days On Market

    Current Estimated Value $388,434

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    3458 Vt Route 30, Jamaica, VT 05343
    • 12 Sugar Lot Ln, Jamaica, VT 05343
      12 Sugar Lot Ln, Jamaica, VT 05343
      12 Sugar Lot Ln, Jamaica, VT 05343
      /11

      Est $112,313 Not Listed For Sale

      12 Sugar Lot Ln, Jamaica, VT 05343

      12 Sugar Lot Ln, Jamaica, VT 05343

      Last Sold Summary

      • 2% Below List Price
      • 6 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Mike England Michael England Real Estate

  • 8559 Vt Route 30, Jamaica, VT 05343
    8559 Vt Route 30, Jamaica, VT 05343
    8559 Vt Route 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
  • 176 Pratt Bridge Rd, Jamaica, VT 05343
    176 Pratt Bridge Rd, Jamaica, VT 05343
    176 Pratt Bridge Rd, Jamaica, VT 05343
    /29

    $526,000 Sold Aug 08, 2025

    176 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • $325/SF
    • 36 Days On Market

    Current Estimated Value $529,160

    Last Listing Agent Carrie Mathews Winhall Real Estate

    176 Pratt Bridge Rd, Jamaica, VT 05343
    • 1406 Cole Pond Rd, Jamaica, VT 05343
      1406 Cole Pond Rd, Jamaica, VT 05343
      1406 Cole Pond Rd, Jamaica, VT 05343
      /21

      Est $241,667 Not Listed For Sale

      1406 Cole Pond Rd, Jamaica, VT 05343

      • 1 Bed
      • 1 Bath
      • 320 Sq Ft
      • Built 2015
      1406 Cole Pond Rd, Jamaica, VT 05343

      Last Sold Summary

      • 15% Below List Price
      • $891/SF
      • 15 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  • 557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    /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
  • 2277 Vermont 30, Jamaica, VT 05343
    2277 Vermont 30, Jamaica, VT 05343
    2277 Vermont 30, Jamaica, VT 05343
    /45

    $245,000 Sold Oct 10, 2025

    2277 Vermont 30, Jamaica, VT 05343

    • 3 Beds
    • 1 Bath
    • 1,586 Sq Ft
    • Built 1960

    Last Sold Summary

    • 17% Below List Price
    • $154/SF
    • 71 Days On Market

    Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    2277 Vermont 30, Jamaica, VT 05343
    • 291 Pikes Falls Rd, Stratton, VT 05360
      291 Pikes Falls Rd, Stratton, VT 05360
      291 Pikes Falls Rd, Stratton, VT 05360
      /34

      Not Listed For Sale

      291 Pikes Falls Rd, Stratton, VT 05360

      • 6 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 1964
      291 Pikes Falls Rd, Stratton, VT 05360

      Last Sold Summary

      • $390/SF
      • 33 Days On Market

      Last Sold Price $935,000

      Last Listing Agent Christiane Carroccio TPW Real Estate

  • 57 Oak Ln, Jamaica, VT 05343
    57 Oak Ln, Jamaica, VT 05343
    57 Oak Ln, Jamaica, VT 05343
    /55

    $525,000

    • 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
  • 9 Mountain Acres Rd, Jamaica, VT 05343
    9 Mountain Acres Rd, Jamaica, VT 05343
    9 Mountain Acres Rd, Jamaica, VT 05343
    /22

    $360,000 Sold Jun 20, 2025

    9 Mountain Acres Rd, Jamaica, VT 05343

    • 5 Beds
    • 2 Baths
    • 1,430 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $252/SF
    • 112 Days On Market

    Current Estimated Value $375,451

    Last Listing Agent Helen Nault

    9 Mountain Acres Rd, Jamaica, VT 05343
    • 63 Reynolds Ln, Jamaica, VT 05343
      63 Reynolds Ln, Jamaica, VT 05343
      63 Reynolds Ln, Jamaica, VT 05343
      /21

      Est $349,824 Not Listed For Sale

      63 Reynolds Ln, Jamaica, VT 05343

      • 3 Beds
      • 1.5 Baths
      • 1,100 Sq Ft
      • Built 1988
      63 Reynolds Ln, Jamaica, VT 05343

      Last Sold Summary

      • 7% Above List Price
      • $297/SF
      • 35 Days On Market

      Last Sold Price $327,000

      Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  • 57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    /50

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340

    WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
  • 44 Hilltop Rd, Winhall, VT 05340
    44 Hilltop Rd, Winhall, VT 05340
    44 Hilltop Rd, Winhall, VT 05340
    /38

    $779,000 Sold Oct 31, 2025

    44 Hilltop Rd, Winhall, VT 05340

    • 4 Beds
    • 4 Baths
    • 2,997 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 22 Days On Market

    Current Estimated Value $799,193

    Last Listing Agent Christiane Carroccio TPW Real Estate

    44 Hilltop Rd, Winhall, VT 05340
    • 660 Dalewood Rd, Jamaica, VT 05343
      660 Dalewood Rd, Jamaica, VT 05343
      660 Dalewood Rd, Jamaica, VT 05343
      /35

      Est $741,114 Not Listed For Sale

      660 Dalewood Rd, Jamaica, VT 05343

      • 4 Beds
      • 3.5 Baths
      • 1,880 Sq Ft
      • Built 1996
      660 Dalewood Rd, Jamaica, VT 05343

      Last Sold Summary

      • 16% Above List Price
      • $340/SF
      • 146 Days On Market

      Last Sold Price $640,000

      Last Listing Agent Christopher Cummings Cummings & Co

  • 816 Black Bear Rd, Jamaica, VT 05343
    816 Black Bear Rd, Jamaica, VT 05343
    816 Black Bear Rd, 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
  • 5997 Vt Route 30, Jamaica, VT 05343
    5997 Vt Route 30, Jamaica, VT 05343
    5997 Vt Route 30, Jamaica, VT 05343
    /17

    $215,000 Sold Nov 21, 2025

    5997 Vt Route 30, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 1,387 Sq Ft
    • Built 1999

    Last Sold Summary

    • 13% Above List Price
    • $155/SF
    • 0 Days On Market

    Current Estimated Value $362,201

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

    5997 Vt Route 30, Jamaica, VT 05343

Showing Results 41 - 80, Page 2 of 18

Vermont Windham County Jamaica 05343

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