Windham, VT Homes in ZIP Code 05343

• 

  

  

  /56

  $2,999,000

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

  25 Mountain Haunts Rd, Winhall, VT 05340

  Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. 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

  Kim Morgan-Wohler Wohler Realty Group

  25 Mountain Haunts Rd, Winhall, VT 05340
• 

  

  

  /22

  $310,000 Sold Oct 04, 2024

  • Land
  • 129 Acres
  • $2,403 per Acre

  • 237 Days On Market

  1308 Turkey Mountain Rd, Jamaica, VT 05343

  Within 15 miles of Stratton Mountain Resort find this large parcel of land with a small cabin and long frontage on a state stocked trout brook! A substantial bridge crosses Turkey Mountain Brook and gains access to this country parcel. A small cabin was added in 2019 and placed beside the brook for the soothing sounds of nature, the cabin is currently in the flood plain, it is on piers and can be

  Susan LeCours Barrett & Valley Assoc. Inc

  1308 Turkey Mountain Rd, Jamaica, VT 05343
• 

  

  

  /19

  Est $604,427 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  411 Stratton Gate Rd, Jamaica, VT 05343

  411 Stratton Gate Rd, Jamaica, VT 05343
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  /37

  $119,000

  • Land
  • 10 Acres
  • $11,667 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 Preferred Properties

  1105 S Hill Rd, Jamaica, VT 05343
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  /30

  $550,000 Sold Oct 03, 2024

  • 1,650 Sq Ft
  • $333/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  20 Maple Beech Rd Unit 20, Winhall, VT 05340

  Sunny Intervale townhouse with new wood floors. Three bedrooms, three bathrooms, spacious and bright living room, and a loft. Beautiful new oak flooring throughout the main floor, stairs, and upstairs loft and hallway. The recently replaced deck by this well managed association is a private setting in the trees. Offered fully furnished with high quality furnishings. The Intervale shuttle bus runs

  Christiane Carroccio TPW Real Estate

  20 Maple Beech Rd Unit 20, Winhall, VT 05340
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  /17

  Est $539,786 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,590 Sq Ft

  201 Pratt Bridge Rd, Jamaica, VT 05343

  201 Pratt Bridge Rd, Jamaica, VT 05343
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  /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
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  /10

  $75,000 Sold Oct 02, 2024

  • Land
  • 6 Acres
  • $11,538 per Acre

  • 2 Days On Market

  0 Mowrey Rd Unit 5012138, Jamaica, VT 05343

  Wonderful parcel of land ready for your dream home. 6.5 partially cleared acres in Jamaica, VT. Half of the land is cleared , previously a horse pasture, the remaining acreage is lightly wooded with trails throughout. Situated in between Stratton and Mount Snow, 20 minutes to either area. The property has the potential views of the hills in Jamaica with some clearing . There is a possible

  Dan McKenna Cummings & Co

  0 Mowrey Rd Unit 5012138, Jamaica, VT 05343
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  /40

  Est $966,899 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,251 Sq Ft

  11 Jamie Ln, Winhall, VT 05340

  11 Jamie Ln, Winhall, VT 05340
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  /22

  $88,770

  • Land
  • 6 Acres
  • $14,318 per Acre

  1297 River Rd, Jamaica, VT 05343

  Unique! Do you love to camp? swim? fish?.....this may be it for you....Over2000 feet of West River frontage with electric on site and just offpavement and at the intersection of 2 major access road to skiing andrecreation! Much of the frontage is in flood plain and it is subject to flowage rights of the dam, but an amazing site! The current owner has had a Jamaica cottage for camping

  Christine Lewis Brattleboro Area Realty

  1297 River Rd, Jamaica, VT 05343
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  /34

  $1,100,000 Sold Oct 01, 2024

  • 4,600 Sq Ft
  • $239/SF
  • 22 Days On Market

  • 8 Beds
  • 6 Baths
  • Built 1860

  498 Goodaleville Rd, South Londonderry, VT 05155

  498 Goodalville Road is made up of three residential spaces, and a barn, on 24 acres. This incredible value is just down the road from the intersection of Route 100 and Route 30 in Rawsonville, minutes to Stratton, Bromley, and Magic Mountains. The 1860 Farmhouse sits overlooking the river. The three bedroom structure was lifted and a new foundation poured, modernizing the old structure while

  Christiane Carroccio TPW Real Estate

  498 Goodaleville Rd, South Londonderry, VT 05155
• 

  

  /23

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 840 Sq Ft

  2014 Vt Route 30, Jamaica, VT 05343

  2014 Vt Route 30, Jamaica, VT 05343
• 

  

  /15

  $298,500

  • Land
  • 3.70 Acres
  • $80,676 per Acre

  69 Benson Fuller Dr Unit 29, Winhall, VT 05340

  High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

  Andrea Linkin-Butler Stratton Buyer Brokerage

  69 Benson Fuller Dr Unit 29, Winhall, VT 05340
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  /36

  $355,000 Sold Sep 23, 2024

  • 1,961 Sq Ft
  • $181/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1815

  67 Depot St, Jamaica, VT 05343

  Step into history with this extraordinary in-town farmhouse, built circa 1815. This enchanting home boasts three spacious bedrooms and three baths, seamlessly connected to a generous sized barn for ample parking. Living room has warm wood stove to keep you warn in winter. Dining room seats a comfortable twelve. Stroll along the picturesque path that leads to the serene Ball Mountain River,

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  67 Depot St, Jamaica, VT 05343
• 

  

  /22

  Not Listed For Sale

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

  65 Lower Taylor Hill Rd, Winhall, VT 05340

  65 Lower Taylor Hill Rd, Winhall, VT 05340
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  /12

  $135,000

  • Land
  • 1.51 Acres
  • $89,404 per Acre

  0 Dalewood Rd Unit 4955807, Jamaica, VT 05343

  Discover your dream Vermont escape on this enchanting 1.5-acre wooded lot in Jamaica. Perfectly positioned just minutes from the excitement of Stratton Mountain Resort, this prime parcel offers unparalleled access to world-class skiing, golfing, dining, and shopping.Imagine building your mountain retreat amidst nature's splendor. With a coveted State of Vermont 4-bedroom permit (WW-2-7632) in

  Mike England Michael England Real Estate

  0 Dalewood Rd Unit 4955807, Jamaica, VT 05343
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  /2

  $210,000 Sold Aug 29, 2025

  • Land
  • 2.10 Acres
  • $100,000 per Acre

  • 190 Days On Market

  0 Gold Medal Cir Unit 5027515, Stratton, VT 05155

  This is lot #3 in the Powers Subdivision, which is approximately 1 mile to Stratton's Sunbowl entrance. Lot #3 is 2.10 acres and has views of Stratton Mountain. This Gold Medal Circle area of the Powers Subdivision has 11 lots, 2.71 acres of common land with a pond, and 69.06 of conservation land.Permits are in place with the State of Vermont and the Town of Stratton for a 4-bedroom home.

  Ross Powers TPW Real Estate

  0 Gold Medal Cir Unit 5027515, Stratton, VT 05155
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  /27

  Est $499,593 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  88 Peter's Ln, Wardsboro, VT 05355

  88 Peter's Ln, Wardsboro, VT 05355
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  /14

  $49,000 Pending

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  2000 Vermont 30, Jamaica, VT 05343

  Your mountain getaway awaits! This fully furnished 2-bedroom mobile home is located right on the West River in the desirable West River Park—perfect for seasonal living in Southern Vermont. The park offers 23 pads, and residents can enjoy their homes for up to 6 months each year. Whether you're hiking and fishing in the summer or skiing at nearby Stratton (20 min) and Mount Snow (30 min) in the

  Carrie Mathews Winhall Real Estate

  2000 Vermont 30, Jamaica, VT 05343
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  /2

  $710,000 Sold Apr 28, 2025

  • 2,470 Sq Ft
  • $287/SF
  • 45 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1995

  50 Hilltop Rd, Winhall, VT 05340

  Nestled on Hilltop Road in Intervale is this stylish retreat that begs to host your friends and family, with a renovated kitchen that invites chefs and dining counter guests. The new, oversized deck is perfect for spring, summer and fall foliage entertaining. Sunlight fills the living/dining area, and hardwood floors abound on the 1st and 2nd floors of this 3-story home. The bottom floor includes

  Jamie Luke TPW Real Estate

  50 Hilltop Rd, Winhall, VT 05340
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  /26

  Est $484,098 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,350 Sq Ft

  195 Stratton Gate Rd, Jamaica, VT 05343

  195 Stratton Gate Rd, Jamaica, VT 05343
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  /36

  $720,000 Under Contract

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

  58 Todd Hill Rd, Bondville, VT 05340

  Escape to your mountain retreat in this spacious 4 bedroom, 4 bath home tucked away in a serene wooden community just minutes away from Stratton Mountain Resort. Perfect for entertaining or relaxing, the home features two cozy wood burning fireplaces that brings warmth and charm throughout the season. Vaulted ceilings in the living room and dining room area provide lots of natural light. Step

  Jamie Wylie Stratton Real Estate

  58 Todd Hill Rd, Bondville, VT 05340
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  /3

  Not Listed For Sale

  00 Blackberry Ln, Jamaica, VT 05343

  00 Blackberry Ln, Jamaica, VT 05343
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  /34

  $520,000 Under Contract

  • 5 Beds
  • 5 Baths
  • 3,213 Sq Ft

  3708 Vermont 30, Jamaica, VT 05343

  Located in the heart of downtown Jamaica, Vermont, this spacious and beautifully designed Colonial home offers the perfect blend of charm, comfort, and convenience. With 5 bedrooms and 5 bathrooms, there’s plenty of space for a large family or frequent guests. Just minutes from premier ski resorts—Stratton, Bromley, and Magic Mountain—this home is an ideal base for winter and summer adventures.

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  3708 Vermont 30, Jamaica, VT 05343
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  /33

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,767 Sq Ft

  13 Betty Johnson Ln, Jamaica, VT 05343

  13 Betty Johnson Ln, Jamaica, VT 05343
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  /45

  $269,000 Under Contract

  • 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
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  /16

  Not Listed For Sale

  Lot E-2 Stratton Gate Rd, Jamaica, VT 05343

  Lot E-2 Stratton Gate Rd, Jamaica, VT 05343
• 

  

  /37

  $449,000 Under Contract

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

  3458 Vt Route 30, Jamaica, VT 05343

  This lovely, updated 1790 Cape blends timeless New England charm with modern functionality and post-and-beam construction. Ideally located just outside the quaint village of Jamaica, the home offers easy access to four major ski resorts—Stratton, Bromley, Magic Mountain, and Mount Snow. Step into the welcoming kitchen, where a cozy fireplace creates a perfect winter haven. A soaring cathedral

  Thomas Dahlin Berkley & Veller Greenwood Country

  3458 Vt Route 30, Jamaica, VT 05343
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  /30

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,348 Sq Ft

  180 Vermont Route 100, Jamaica, VT 05343

  180 Vermont Route 100, Jamaica, VT 05343
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  /39

  $2,800,000 Under Contract

  • 8 Beds
  • 8.5 Baths
  • 6,471 Sq Ft

  69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155

  This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit.The main level of the home features a Gourmet Kitchen, grand

  Sara Buckley Josiah Allen Real Estate, Inc.

  69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
• 

  

  /22

  Est $280,488 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,036 Sq Ft

  118 Pineapple Hill Ln, Jamaica, VT 05343

  118 Pineapple Hill Ln, Jamaica, VT 05343
• 

  

  /4

  $250,000 Under Contract

  • Land
  • 1.57 Acres
  • $159,236 per Acre

  0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

  This is lot #1 in the Powers Subdivision, which is the closest lot to Mountain Rd, giving you access to Stratton's Sunbowl entrance less than a mile away. Lot #1 is 1.57 acres and has views of Stratton Mountain. This Gold Medal Circle area of the Powers Subdivision has 11 lots, 2.71 acres of common land with a pond, and 69.06 of conservation land.Permits are in place with the State of Vermont

  Ross Powers TPW Real Estate

  0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
• 

  

  /35

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,729 Sq Ft

  83 Benson Fuller Dr Unit Stocker Acres Lot 14, Jamaica, VT 05343

  83 Benson Fuller Dr Unit Stocker Acres Lot 14, Jamaica, VT 05343
• 

  

  /31

  Not Listed For Sale

  0 Gold Medal Cir Unit Lot 2 4956613, Stratton, VT 05155

  0 Gold Medal Cir Unit Lot 2 4956613, Stratton, VT 05155
• 

  

  /8

  Est $223,516 Not Listed For Sale

  • 3 Beds

  2053 Pikes Falls Rd, Jamaica, VT 05343

  2053 Pikes Falls Rd, Jamaica, VT 05343
• 

  

  /38

  Est $849,226 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,020 Sq Ft

  55 Hilltop Rd Unit 55, Winhall, VT 05340

  55 Hilltop Rd Unit 55, Winhall, VT 05340
• 

  

  /28

  Est $1,358,214 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,484 Sq Ft

  36 Stratton Gardens Rd, Winhall, VT 05340

  36 Stratton Gardens Rd, Winhall, VT 05340
• 

  

  /25

  Not Listed For Sale

  Lot 6.1 Pearl Buck Dr, Winhall, VT 05340

  Lot 6.1 Pearl Buck Dr, Winhall, VT 05340
• 

  

  /15

  Est $607,882 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,577 Sq Ft

  65 Pond View Rd, Winhall, VT 05340

  65 Pond View Rd, Winhall, VT 05340
• 

  

  /26

  Not Listed For Sale

  4 Gold Medal Cir Unit Lot 4, Stratton, VT 05343

  4 Gold Medal Cir Unit Lot 4, Stratton, VT 05343

Showing Results 121 - 160, Page 4 of 18