4,475

South Londonderry, VT Homes

Section Image
  • 56 Shattarack Rd Unit D6, Stratton, VT 05360
    56 Shattarack Rd Unit D6, Stratton, VT 05360
    56 Shattarack Rd Unit D6, Stratton, VT 05360
    /20

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    56 Shattarack Rd Unit D6, Stratton, VT 05360

    Rare opportunity to own an exceptional ski-out/ski-back Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning

    Kim Morgan-Wohler Wohler Realty Group

    56 Shattarack Rd Unit D6, Stratton, VT 05360
  • 4410 Pikes Falls Rd, Jamaica, VT 05343
    4410 Pikes Falls Rd, Jamaica, VT 05343
    4410 Pikes Falls Rd, Jamaica, VT 05343
    /46

    $299,000 Sold Jan 22, 2026

    4410 Pikes Falls Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1962

    Last Sold Summary

    • 5% Below List Price
    • $136/SF
    • 5 Days On Market

    Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    4410 Pikes Falls Rd, Jamaica, VT 05343
    • 765 Thompsonburg Rd, South Londonderry, VT 05155
      765 Thompsonburg Rd, South Londonderry, VT 05155
      765 Thompsonburg Rd, South Londonderry, VT 05155
      /27

      Est $240,521 Not Listed For Sale

      765 Thompsonburg Rd, South Londonderry, VT 05155

      • 2 Beds
      • 1 Bath
      • 1,356 Sq Ft
      • Built 1934
      765 Thompsonburg Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 60% Above List Price
      • $111/SF
      • 49 Days On Market
      • Last Sold Price $150,000
      • Oct 27, 2023

      Last Listing Agent Jessica Citera Cummings & Co

  • 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
  • 132 Pratt Bridge Rd, Jamaica, VT 05343
    132 Pratt Bridge Rd, Jamaica, VT 05343
    132 Pratt Bridge Rd, Jamaica, VT 05343
    /31

    $405,000 Sold Mar 05, 2026

    132 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 1987

    Last Sold Summary

    • 13% Below List Price
    • $223/SF
    • 140 Days On Market

    Current Estimated Value $442,848

    Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    132 Pratt Bridge Rd, Jamaica, VT 05343
    • 283 Main St, South Londonderry, VT 05155
      283 Main St, South Londonderry, VT 05155
      283 Main St, South Londonderry, VT 05155
      /4

      Est $418,039 Not Listed For Sale

      283 Main St, South Londonderry, VT 05155

      • 4 Beds
      • 3 Baths
      • 2,600 Sq Ft
      • Built 1825
      283 Main St, South Londonderry, VT 05155

      Last Sold Summary

      • 9% Below List Price
      • $177/SF
      • 157 Days On Market
      • Last Sold Price $459,000
      • Jul 29, 2024

      Last Listing Agent Daire Gibney Barrett and Valley Associates Inc.

  • E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    /38

    $949,000

    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    E1 Rock Ridge Rd, Winhall, VT 05155

    Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

    Christine Chovan

    E1 Rock Ridge Rd, Winhall, VT 05155
  • 761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
    /15

    $370,000 Sold Aug 04, 2025

    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360

    • 1 Bed
    • 1 Bath
    • 580 Sq Ft
    • Built 1999

    Last Sold Summary

    • 13% Below List Price
    • $638/SF
    • 120 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 231, Stratton, VT 05360
    • 116 Deerwood Hill, South Londonderry, VT 05155
      116 Deerwood Hill, South Londonderry, VT 05155
      116 Deerwood Hill, South Londonderry, VT 05155
      /38

      Est $654,192 Not Listed For Sale

      116 Deerwood Hill, South Londonderry, VT 05155

      • 3 Beds
      • 2.5 Baths
      • 1,856 Sq Ft
      • Built 1977
      116 Deerwood Hill, South Londonderry, VT 05155

      Last Sold Summary

      • 49% Above List Price
      • $237/SF
      • 3 Days On Market
      • Last Sold Price $439,000
      • Jun 07, 2024

      Last Listing Agent Jessica Citera Cummings & Co

  • 121 High Meadow Rd, Winhall, VT 05340
    121 High Meadow Rd, Winhall, VT 05340
    121 High Meadow Rd, Winhall, VT 05340
    /33

    $1,399,999

    • 6 Beds
    • 4 Baths
    • 3,800 Sq Ft

    121 High Meadow Rd, Winhall, VT 05340

    Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey

    Ralph Harvey Listwithfreedom.com

    121 High Meadow Rd, Winhall, VT 05340
  • 3333 Under the Mountain Rd, Londonderry, VT 05148
    3333 Under the Mountain Rd, Londonderry, VT 05148
    3333 Under the Mountain Rd, Londonderry, VT 05148
    /53

    $1,525,000 Sold Sep 30, 2025

    3333 Under the Mountain Rd, Londonderry, VT 05148

    • 3 Beds
    • 3.5 Baths
    • 5,105 Sq Ft
    • Built 2003

    Last Sold Summary

    • $299/SF
    • 7 Days On Market

    Last Listing Agent Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    3333 Under the Mountain Rd, Londonderry, VT 05148
    • 76 Tallwood Cir, Londonderry, VT 05148
      76 Tallwood Cir, Londonderry, VT 05148
      76 Tallwood Cir, Londonderry, VT 05148
      /37

      Est $513,637 Not Listed For Sale

      76 Tallwood Cir, Londonderry, VT 05148

      • 3 Beds
      • 2 Baths
      • 976 Sq Ft
      • Built 1972
      76 Tallwood Cir, Londonderry, VT 05148

      Last Sold Summary

      • 7% Below List Price
      • $569/SF
      • 4 Days On Market
      • Last Sold Price $555,000
      • Sep 20, 2024

      Last Listing Agent Carrie Mathews Winhall Real Estate

  • 4427 W Hill Rd S, Jamaica, VT 05343
    4427 W Hill Rd S, Jamaica, VT 05343
    4427 W Hill Rd S, Jamaica, VT 05343
    /38

    $1,450,000

    • 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
  • 12 Stratton West Rd Unit 12, Winhall, VT 05340
    12 Stratton West Rd Unit 12, Winhall, VT 05340
    12 Stratton West Rd Unit 12, Winhall, VT 05340
    /51

    $434,000 Sold Feb 27, 2026

    12 Stratton West Rd Unit 12, Winhall, VT 05340

    • 5 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 6 Days On Market

    Last Listing Agent Robert Sabol Wohler Realty Group

    12 Stratton West Rd Unit 12, Winhall, VT 05340
    • 398 Tallwood Cir, Londonderry, VT 05148
      398 Tallwood Cir, Londonderry, VT 05148
      398 Tallwood Cir, Londonderry, VT 05148
      /29

      Est $252,189 Not Listed For Sale

      398 Tallwood Cir, Londonderry, VT 05148

      • 2 Beds
      • 1 Bath
      • 696 Sq Ft
      • Built 1970
      398 Tallwood Cir, Londonderry, VT 05148

      Last Sold Summary

      • 11% Above List Price
      • $326/SF
      • 47 Days On Market
      • Last Sold Price $227,000
      • Sep 06, 2024

      Last Listing Agent Christopher Cummings Cummings & Co

  • 761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
    /20

    $785,000

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft

    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155

    Professionally renovated and redecorated Two bedroom, Two bath in ever popular Long Trail. Top floor corner with lots of light and sunshine! Spacious, open air deck overlooks the Commons and the Pond! Expanded kitchen with a large island, beautiful countertops, stainless appliances---and all new cabinetry! And Hardwood Flooring! Custom lighting throughout. Air conditioned! Includes a

    Edwin Kevil Stratton Real Estate

    761 Stratton Mountain Rd Unit 437, Stratton, VT 05155
  • 10 Middle Ridge Rd, Winhall, VT 05155
    10 Middle Ridge Rd, Winhall, VT 05155
    10 Middle Ridge Rd, Winhall, VT 05155
    /24

    $1,025,000 Sold Oct 10, 2025

    10 Middle Ridge Rd, Winhall, VT 05155

    • 4 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $475/SF
    • 5 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    10 Middle Ridge Rd, Winhall, VT 05155
    • 929 Middletown Rd, South Londonderry, VT 05155
      929 Middletown Rd, South Londonderry, VT 05155
      929 Middletown Rd, South Londonderry, VT 05155
      /40

      Est $951,598 Not Listed For Sale

      929 Middletown Rd, South Londonderry, VT 05155

      • 5 Beds
      • 3.5 Baths
      • 3,354 Sq Ft
      • Built 1850
      929 Middletown Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 8% Below List Price
      • $309/SF
      • 6 Days On Market
      • Last Sold Price $1,035,000
      • Jul 31, 2024

      Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

  • 580 Cross Rd, South Londonderry, VT 05155
    580 Cross Rd, South Londonderry, VT 05155
    580 Cross Rd, South Londonderry, VT 05155
    /60

    $1,000,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,700 Sq Ft

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • 4A Ridge, Winhall, VT 05340
    4A Ridge, Winhall, VT 05340
    4A Ridge, Winhall, VT 05340
    /40

    $595,000 Sold Nov 10, 2025

    4A Ridge, Winhall, VT 05340

    • 3 Beds
    • 3 Baths
    • 1,886 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $315/SF
    • 31 Days On Market

    Last Listing Agent Christiane Carroccio TPW Real Estate

    4A Ridge, Winhall, VT 05340
    • 3378 Under the Mountain Rd, South Londonderry, VT 05155
      3378 Under the Mountain Rd, South Londonderry, VT 05155
      3378 Under the Mountain Rd, South Londonderry, VT 05155
      /21

      Est $674,500 Not Listed For Sale

      3378 Under the Mountain Rd, South Londonderry, VT 05155

      • 5 Beds
      • 4.5 Baths
      • 4,482 Sq Ft
      • Built 2007
      3378 Under the Mountain Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 28% Above List Price
      • $117/SF
      • 47 Days On Market
      • Last Sold Price $525,000
      • Jun 18, 2024

      Last Listing Agent Linda Benoit Highland Realty

  • 70 Hunter Ln, Jamaica, VT 05343
    70 Hunter Ln, Jamaica, VT 05343
    70 Hunter Ln, Jamaica, VT 05343
    /44

    $1,140,000

    • 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 room for

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    70 Hunter Ln, Jamaica, VT 05343
  • 8 E Birch Rd Unit 103, Stratton, VT 05360
    8 E Birch Rd Unit 103, Stratton, VT 05360
    8 E Birch Rd Unit 103, Stratton, VT 05360
    /43

    $860,000 Sold Jan 23, 2026

    8 E Birch Rd Unit 103, Stratton, VT 05360

    • 5 Beds
    • 4 Baths
    • 2,238 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $384/SF
    • 111 Days On Market

    Last Listing Agent Cheyanne Pugliese

    8 E Birch Rd Unit 103, Stratton, VT 05360
    • 1797 Thompsonburg Rd, South Londonderry, VT 05155
      1797 Thompsonburg Rd, South Londonderry, VT 05155
      1797 Thompsonburg Rd, South Londonderry, VT 05155
      /13

      Est $201,299 Not Listed For Sale

      1797 Thompsonburg Rd, South Londonderry, VT 05155

      • 2 Beds
      • 1 Bath
      • 1,146 Sq Ft
      • Built 1956
      1797 Thompsonburg Rd, South Londonderry, VT 05155

      Last Sold Summary

      • 75% Above List Price
      • $100/SF
      • 8 Days On Market
      • Last Sold Price $115,000
      • Sep 29, 2023

      Last Listing Agent Rachel Febbie EXP Realty

  • 109 Winhall Hollow Rd, Winhall, VT 05340
    109 Winhall Hollow Rd, Winhall, VT 05340
    109 Winhall Hollow Rd, Winhall, VT 05340
    /29

    $1,200,000

    • 1 Bath
    • 950 Sq Ft

    109 Winhall Hollow Rd, Winhall, VT 05340

    Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    109 Winhall Hollow Rd, Winhall, VT 05340
  • 0 W Hill Rd S Unit 5006431, Jamaica, VT 05343
    0 W Hill Rd S Unit 5006431, Jamaica, VT 05343
    0 W Hill Rd S Unit 5006431, Jamaica, VT 05343
    /27

    $1,300,000 Sold Jul 31, 2025

    0 W Hill Rd S Unit 5006431, Jamaica, VT 05343

    • Land
    • 591 Acres
    • $2,200 per Acre

    Last Sold Summary

    • 32% Below List Price
    • 136 Days On Market

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

    0 W Hill Rd S Unit 5006431, Jamaica, VT 05343
    • 155 Pratt Bridge Rd, Jamaica, VT 05343
      155 Pratt Bridge Rd, Jamaica, VT 05343
      155 Pratt Bridge Rd, Jamaica, VT 05343
      /18

      Est $541,865 Not Listed For Sale

      155 Pratt Bridge Rd, Jamaica, VT 05343

      • 4 Beds
      • 2.5 Baths
      • 2,050 Sq Ft
      • Built 1971
      155 Pratt Bridge Rd, Jamaica, VT 05343

      Last Sold Summary

      • 6% Above List Price
      • $249/SF
      • 3 Days On Market
      • Last Sold Price $510,000
      • Nov 10, 2023

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

  • 7 Roundtree Rd, Winhall, VT 05340
    7 Roundtree Rd, Winhall, VT 05340
    7 Roundtree Rd, Winhall, VT 05340
    /41

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 3,031 Sq Ft

    7 Roundtree Rd, Winhall, VT 05340

    Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge—or simply hop on the convenient shuttle for effortless access to the slopes—this property offers the best of Stratton living in every season.Step

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    7 Roundtree Rd, Winhall, VT 05340
  • 761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
    /16

    $600,000 Sold Nov 07, 2025

    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $655/SF
    • 198 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 240, Stratton, VT 05360
    • 1223 Cole Pond Rd, Jamaica, VT 05343
      1223 Cole Pond Rd, Jamaica, VT 05343
      1223 Cole Pond Rd, Jamaica, VT 05343
      /40

      Est $880,460 Not Listed For Sale

      1223 Cole Pond Rd, Jamaica, VT 05343

      • 3 Beds
      • 4 Baths
      • 2,197 Sq Ft
      • Built 1970
      1223 Cole Pond Rd, Jamaica, VT 05343

      Last Sold Summary

      • 7% Below List Price
      • $432/SF
      • 7 Days On Market
      • Last Sold Price $950,000
      • Oct 27, 2023

      Last Listing Agent Karin Hardy Berkshire Hathaway HomeServices Stratton Home

  • 24 N Branch Rd, Winhall, VT 05340
    24 N Branch Rd, Winhall, VT 05340
    24 N Branch Rd, Winhall, VT 05340
    /55

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 2,321 Sq Ft

    24 N Branch Rd, Winhall, VT 05340

    Location says it all ! Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. This exceptional renovation offers an expanded floor plan with a third level.Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite-

    Kim Morgan-Wohler Wohler Realty Group

    24 N Branch Rd, Winhall, VT 05340
  • 00 Margeaux Ln, Stratton, VT 05155
    00 Margeaux Ln, Stratton, VT 05155
    00 Margeaux Ln, Stratton, VT 05155
    /4

    $225,000 Sold Dec 19, 2025

    00 Margeaux Ln, Stratton, VT 05155

    • Land
    • 1.99 Acres
    • $113,065 per Acre

    Last Sold Summary

    • 189 Days On Market

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

    00 Margeaux Ln, Stratton, VT 05155
    • 498 Goodaleville Rd, South Londonderry, VT 05155
      498 Goodaleville Rd, South Londonderry, VT 05155
      498 Goodaleville Rd, South Londonderry, VT 05155
      /34

      Not Listed For Sale

      498 Goodaleville Rd, South Londonderry, VT 05155

      • 8 Beds
      • 6 Baths
      • 4,600 Sq Ft
      • Built 1860
      498 Goodaleville Rd, South Londonderry, VT 05155

      Last Sold Summary

      • $239/SF
      • 22 Days On Market
      • Last Sold Price $1,100,000
      • Oct 01, 2024

      Last Listing Agent Christiane Carroccio TPW Real Estate

  • 22 High Point Dr, Stratton, VT 05360
    22 High Point Dr, Stratton, VT 05360
    /2

    $745,000 Under Contract

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

    22 High Point Dr, Stratton, VT 05360

    Very desirable three bedroom in StylesBrook at Stratton Mountain Resort.

    Timothy Mich Doddridge Stratton Real Estate

    22 High Point Dr, Stratton, VT 05360
  • 18 Rocky Dell Rd, Winhall, VT 05340
    18 Rocky Dell Rd, Winhall, VT 05340
    18 Rocky Dell Rd, Winhall, VT 05340
    /60

    $2,100,000 Sold May 02, 2025

    18 Rocky Dell Rd, Winhall, VT 05340

    • 7 Beds
    • 5.5 Baths
    • 6,195 Sq Ft
    • Built 2007

    Last Sold Summary

    • 14% Below List Price
    • $339/SF
    • 246 Days On Market

    Current Estimated Value $2,212,363

    Last Listing Agent Kim Morgan-Wohler Wohler Realty Group

    18 Rocky Dell Rd, Winhall, VT 05340
    • 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
      • Mar 07, 2024

      Last Listing Agent Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  • 1189 Cole Pond Rd, Jamaica, VT 05343
    1189 Cole Pond Rd, Jamaica, VT 05343
    1189 Cole Pond 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
  • 46-48 Lower Taylor Hill Rd, Winhall, VT 05340
    46-48 Lower Taylor Hill Rd, Winhall, VT 05340
    46-48 Lower Taylor Hill Rd, Winhall, VT 05340
    /19

    $426,000 Sold Jan 16, 2026

    46-48 Lower Taylor Hill Rd, Winhall, VT 05340

    • 2 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Above List Price
    • $237/SF
    • 1 Day On Market

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

    46-48 Lower Taylor Hill 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
      • Feb 21, 2025

      Last Listing Agent Joe Castaluccio Winhall Real Estate

  • 104 High Meadow Rd, Winhall, VT 05340
    104 High Meadow Rd, Winhall, VT 05340
    104 High Meadow Rd, Winhall, VT 05340
    /56

    $929,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,068 Sq Ft

    104 High Meadow Rd, Winhall, VT 05340

    Location says it all. This High Meadow mountain retreat is located in one of Stratton Resort’s premier locations. High Meadow offers winter weekend and holiday shuttle service to the slopes for your convenience. Bathed in sunshine thanks to its southern exposure, this contemporary home welcomes you with a seamless open floor plan that flows effortlessly from the kitchen into expansive

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    104 High Meadow Rd, Winhall, VT 05340

Showing Results 41 - 80, Page 2 of 18

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