Windham, VT Homes in ZIP Code 05343

• 

  

  

  /27

  Est $651,196 Not Listed For Sale

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

  2 Chad Cir, Winhall, VT 05340

  2 Chad Cir, Winhall, VT 05340
• 

  

  

  /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
• 

  

  

  /36

  $725,000 Sold Jan 03, 2025

  • 1,800 Sq Ft
  • $403/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  11 Todd Hill Rd, Winhall, VT 05340

  Move into this pristine 3-bedroom, 2-bath home, just a short drive from Stratton Mountain. The ground floor features a custom-built mudroom with individual lockers and built-in boot warmers—perfect for mountain living. Fully updated with high-end finishes, the home boasts a chef’s kitchen with marble countertops and a spacious center island, seamlessly flowing into the dining area and a large

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  11 Todd Hill Rd, Winhall, VT 05340
• 

  

  

  /40

  Est $1,650,211 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,426 Sq Ft

  541 Mtn Acres Rd, Jamaica, VT 05343

  541 Mtn Acres Rd, Jamaica, VT 05343
• 

  

  

  /6

  $54,900

  • Land
  • 2.40 Acres
  • $22,875 per Acre

  0 Route 30 Unit 5048856, Jamaica, VT 05343

  Tucked along a quiet, town-maintained road in Jamaica, Vermont, this beautifully wooded parcel places you right in the heart of southern Vermont’s legendary ski country. Stratton, Magic, and Bromley Mountains are each only minutes away, giving you three distinct downhill experiences—plus miles of lift-served mountain-bike trails—at your fingertips. Yet winter fun is just the beginning: the West

  Joe Castaluccio Winhall Real Estate

  0 Route 30 Unit 5048856, Jamaica, VT 05343
• 

  

  /5

  $55,000 Sold Dec 17, 2024

  • Land
  • 1.00 Acre
  • $55,000 per Acre

  • 11 Days On Market

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

  Wooded building lot located at the end of a cul-de-sac near Stratton Mountain and other recreational areas. Perfect site for that primary or second home. The septic Design has been done and approved for a 4 bedroom home.

  Edward Jones Josiah Allen Real Estate, Manchester Branch Office

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

  

  /31

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  71 Todd Hill Rd, Jamaica, VT 05343

  71 Todd Hill Rd, Jamaica, VT 05343
• 

  

  /13

  $165,000

  • Land
  • 1.20 Acres
  • $137,500 per Acre

  4769 Pikes Falls Rd, Jamaica, VT 05143

  A Rare Vermont Gem:This 1.2-acre parcel offers what few can—a front-row seat to one of Southern Vermont’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this property is the equivalent of what would be Vermont’s oceanfront real estate.A wooded path leads directly from the land to the pristine falls, which are preserved by the

  Rachel Febbie EXP Realty

  4769 Pikes Falls Rd, Jamaica, VT 05143
• 

  

  /25

  $233,000 Sold Dec 02, 2024

  • Land
  • 5 Acres
  • $45,686 per Acre

  • 4 Days On Market

  84 Lower Taylor Hill Rd, Winhall, VT 05340

  Looking to build near Stratton Mountain? We have THREE - 5 BEDROOM, SINGLE FAMILY HOME WASTEWATER PERMITS! Great opportunity with future flexibility for a new owner! Over FIVE ACRES of beautiful Vermont land, located on the corner of The Stratton Access Road and Lower Taylor Hill Road. State permitted septic designs are already completed and in place, with multiple building sites to choose from!

  Julie Lowe Lowe's Real Estate, LLC

  84 Lower Taylor Hill Rd, Winhall, VT 05340
• 

  

  /22

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  8581 Vt Route 30 Unit B, Jamaica, VT 05343

  8581 Vt Route 30 Unit B, Jamaica, VT 05343
• 

  

  /6

  $239,000

  • Land
  • 1.57 Acres
  • $152,229 per Acre

  2 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.

  Andrew King Stratton Real Estate

  2 Gold Medal Cir, Stratton, VT 05343
• 

  

  /21

  $810,000 Sold Nov 15, 2024

  • 3,062 Sq Ft
  • $265/SF
  • 49 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1991

  15 Benson Fuller Dr, Winhall, VT 05340

  Indulge in the serenity of the Stratton Mountain Retreat, meticulously designed for your peace and pleasure. Step into this contemporary haven, meticulously planned to reveal breathtaking mountain panoramas from every angle, initiating your immersive experience. Create cherished memories with loved ones in the expansive open-concept living and dining area, where the well-appointed kitchen,

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  15 Benson Fuller Dr, Winhall, VT 05340
• 

  

  /33

  Est $766,787 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,936 Sq Ft

  366 Stone Hedge Rd Unit 8, Jamaica, VT 05343

  366 Stone Hedge Rd Unit 8, Jamaica, VT 05343
• 

  

  /30

  $275,000

  • Land
  • 58 Acres
  • $4,761 per Acre

  0 Vermont Route 100, Jamaica, VT 05343

  Over 57 IMPRESSIVE ACRES located in a NO ZONING town close to Stratton and Mount Snow! Large tract of land with stunning views from multiple locations throughout the property! State wastewater permit already in place and on file with the State of Vermont for construction of a three bedroom home, see permit number WW-2-5317 attached. So many other options available should you want to subdivide or

  Julie Lowe Lowe's Real Estate, LLC

  0 Vermont Route 100, Jamaica, VT 05343
• 

  

  /35

  $640,000 Sold Nov 13, 2024

  • 3,280 Sq Ft
  • $195/SF
  • 146 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  660 Dalewood Rd, Jamaica, VT 05343

  Incredible opportunity to have your very own turnkey Stratton Mountain escape! Located on a quiet road, 3.5 miles from the Village, this lovely home has generated a treasure trove of memories for the owner's family for the last several years. Enter from the comfort of the attached garage into a generous mudroom, and head up to the main level where you'll find a well appointed chef's kitchen and

  Christopher Cummings Cummings & Co

  660 Dalewood Rd, Jamaica, VT 05343
• 

  

  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,997 Sq Ft

  926 Dalewood Rd, Jamaica, VT 05343

  926 Dalewood Rd, Jamaica, VT 05343
• 

  

  /28

  $205,000

  • 2 Beds
  • 1 Bath
  • 844 Sq Ft

  8577 Vermont 30 Unit H, Jamaica, VT 05343

  Welcome to The Willows. Where convenience, comfort, and value come together in this well-appointed 2 bedroom, 1 bathroom condominium. Set privately back from Route 30, this thoughtfully maintained unit offers peaceful surroundings just two minutes from Strattons Access Road and within easy reach of Jamaica State Park and the West River.Ideal for first-time homebuyers or those looking to

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

  8577 Vermont 30 Unit H, Jamaica, VT 05343
• 

  

  /32

  $281,000 Sold Nov 08, 2024

  • 808 Sq Ft
  • $348/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  232 Worden Rd, Jamaica, VT 05343

  Welcome to off-grid living in Vermont! This well maintained cabin sits high in the trees with beautiful mountaintop views. The new owner can cut access to the 750 feet of frontage on the West River and enjoy summer water fun including swimming, tubing and fishing. A generator brings fresh spring water to the home, propane serves the lights, cooking stove and heating. A wood stove in the living

  Jessica Citera Cummings & Co

  232 Worden Rd, Jamaica, VT 05343
• 

  

  /34

  Est $446,403 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,425 Sq Ft

  162 Upper Bear Ln Unit C-19, Jamaica, VT 05343

  162 Upper Bear Ln Unit C-19, Jamaica, VT 05343
• 

  

  /31

  $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
• 

  /2

  $50,000 Sold Nov 08, 2024

  • Land
  • 23 Acres
  • $2,174 per Acre

  • 13 Days On Market

  0 Stratton Gate Rd, Jamaica, VT 05343

  Welcome to an opportunity to own a piece of natural paradise! This expansive piece of land is situated at the end of a town-maintained road, ensuring privacy while remaining easily accessible. One of the highlights of this property is its cascading year-round trout stream that gracefully winds its way, culminating at the breathtaking Angel Falls and Ball Mountain Lake. This property offers an

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  0 Stratton Gate Rd, Jamaica, VT 05343
• 

  

  /6

  Est $131,396 Not Listed For Sale

  122 Blackberry Ln Unit 7, Jamaica, VT 05343

  122 Blackberry Ln Unit 7, Jamaica, VT 05343
• 

  

  /46

  $210,000

  • Land
  • 30 Acres
  • $6,977 per Acre

  184 Schoolhouse Rd, Jamaica, VT 05343

  Jamaica, Vermont’s hidden gem! Experience this wonderful 30.1+/- acre forested parcel with views of the local mountains. The land gently slopes to the southeast, perfect for solar, but better yet, utility lines are located along much of the frontage! Bounded on two sides by classic stone walls, there is a woods road that travels through the property making exploration easy. Jamaica has NO local

  Curtis Trousdale Preferred Properties

  184 Schoolhouse Rd, Jamaica, VT 05343
• 

  

  /38

  $275,000 Sold Nov 07, 2024

  • 1,760 Sq Ft
  • $156/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  3883 Vermont 30, Townshend, VT 05353

  Looking for a great location with one of the larger lots in the Village of Jamaica? This might be the perfect fit. Live in this great old farmhouse while you operate your business from home or out of the large, detached barn. One of the nicest in town, open level lots with great space in the back yard! House and barn in need of a little love but has potential! Three bedrooms, two baths, open

  Julie Lowe Lowe's Real Estate, LLC

  3883 Vermont 30, Townshend, VT 05353
• 

  

  /14

  Est $560,557 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  68 Sugarbush Dr, Winhall, VT 05340

  68 Sugarbush Dr, Winhall, VT 05340
• 

  

  /30

  $1,250,000

  • Land
  • 108 Acres
  • $11,574 per Acre

  585 Pleasant Valley Rd, Jamaica, VT 05343

  108 Acres of Pristine Land For Sale – 2 Miles to Stratton Sun Bowl with Panoramic ViewsA rare opportunity to own ~108 acres of stunning land with sweeping views of Stratton’s Sun Bowl and Mount Snow. Just 2 miles to the Sun Bowl base and 15 minutes to Mount Snow, this Jamaica, VT property (on the Stratton line) offers unmatched privacy, no zoning restrictions, and incredible

  Britt Wohler Wohler Realty Group

  585 Pleasant Valley Rd, Jamaica, VT 05343
• 

  

  /33

  $580,000 Sold Oct 26, 2024

  • 1,484 Sq Ft
  • $391/SF
  • 91 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  39 Todd Hill Rd, Jamaica, VT 05343

  Set amidst the picturesque landscape of Vermont, located off the Stratton Mountain Access Road only 3.5 miles to Stratton Resort, this well-maintained home is your gateway to Green Mountain adventures. Whether it is an exhilarating day on the slopes, a round at Stratton’s spectacular 27-whole course, a hike in the woods, or sun-filled afternoon at the Snowmaking pond, this location offers easy

  Cheyanne Pugliese

  39 Todd Hill Rd, Jamaica, VT 05343
• 

  

  /31

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,584 Sq Ft

  56 Sugarbush Rd Unit B-8, Winhall, VT 05155

  56 Sugarbush Rd Unit B-8, Winhall, VT 05155
• 

  

  /57

  $629,000

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

  11 Pond View Rd, Winhall, VT 05340

  The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus boiler. Plenty of room for your weekend guests but a manageable floor plan for

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  11 Pond View Rd, Winhall, VT 05340
• 

  

  /32

  $449,000 Sold Oct 25, 2024

  • 2,500 Sq Ft
  • $180/SF
  • 40 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  476 Edie Ln, Jamaica, VT 05343

  Nestled in the serene Mountain Acres community of Jamaica, VT, this charming 3-bedroom home offers the perfect blend of convenience and privacy. The spacious layout includes a versatile loft space, three full baths, and a cozy wood-burning fireplace. Just four miles from the Stratton Mountain Access Road, this home is an ideal retreat for outdoor enthusiasts. The updated kitchen features granite

  Carrie Mathews Winhall Real Estate

  476 Edie Ln, Jamaica, VT 05343
• 

  

  /17

  Est $403,674 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  35 Copeland Ln, Jamaica, VT 05343

  35 Copeland Ln, Jamaica, VT 05343
• 

  

  /6

  $495,000

  • Land
  • 7 Acres
  • $71,429 per Acre

  lot#2 Margeaux Ln, Stratton, VT 05155

  This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  lot#2 Margeaux Ln, Stratton, VT 05155
• 

  

  /29

  $830,000 Sold Oct 24, 2024

  • 2,139 Sq Ft
  • $388/SF
  • 130 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1984

  139 Worden Rd, Jamaica, VT 05343

  This country retreat is a rare find, though modest in size, this gem makes a big impact. Private, yet within walking distance of a village and a state park! Close to hiking, skiing, and kayaking. Surrounded by 25 acres of mown fields and woodlots, the open floor plan and huge windows highlight the mountain views. Watch wildlife from the 700-sf deck. New post-and-beam horse barn and large fenced

  Carrie Mathews Winhall Real Estate

  139 Worden Rd, Jamaica, VT 05343
• 

  

  /35

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,126 Sq Ft

  15 Stark Farm Rd Unit Lot 9, Winhall, VT 05340

  15 Stark Farm Rd Unit Lot 9, Winhall, VT 05340
• 

  

  /5

  $465,000

  • Land
  • 6 Acres
  • $83,935 per Acre

  Lot #4 Margeaux Ln, Stratton, VT 05155

  Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  Lot #4 Margeaux Ln, Stratton, VT 05155
• 

  

  /25

  $523,000 Sold Oct 15, 2024

  • 1,650 Sq Ft
  • $317/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  48 Hilltop Rd, Winhall, VT 05340

  Nestled within the picturesque Intervale community at Stratton Mountain, this elegant 3-bedroom, 3-bathroom condo offers the perfect blend of amenities and nature. Designed with a light-filled contemporary aesthetic, the condo boasts an open-concept living space adorned with vaulted ceilings, a wood burning fireplace, and expansive windows. Dining room has a door to the deck. Air conditioned for

  Christiane Carroccio TPW Real Estate

  48 Hilltop Rd, Winhall, VT 05340
• 

  

  /40

  Est $711,587 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,126 Sq Ft

  747 Cole Pond Rd, Jamaica, VT 05343

  747 Cole Pond Rd, Jamaica, VT 05343
• 

  

  /4

  $225,000

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

  00 Margeaux Ln, Stratton, VT 05155

  This beautiful 1.99-acre parcel, nestled in the woods, offers the perfect setting to build the home of your dreams. With a 5-bedroom septic permit already in place, you’ll be ready to start construction right away. Access is easy via a right-of-way from Margeaux Lane, providing both privacy and convenience. Located just minutes from the Sun Bowl at Stratton. It is close to everything Stratton

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  00 Margeaux Ln, Stratton, VT 05155
• 

  

  /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
• 

  

  /14

  Est $420,111 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  259 Howe Farm Rd, Jamaica, VT 05343

  259 Howe Farm Rd, Jamaica, VT 05343

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