Windham, VT Homes

• 

  

  

  /31

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,317 Sq Ft

  9 F Cobble Ridge Rd, Winhall, VT 05340

  Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

  Carrie Mathews Winhall Real Estate

  9 F Cobble Ridge Rd, Winhall, VT 05340
• 

  

  

  /13

  $150,000 Sold Mar 26, 2025

  • Land
  • 13 Acres
  • $11,811 per Acre

  • 111 Days On Market

  0 Pikes Falls Rd Unit 4993566, Stratton, VT 05360

  Embrace the allure of Vermont living with this exceptional parcel of land located just moments from Stratton Resort. This 12.7-acre parcel boasts a prime location to build your Vermont dream home with the perfect blend of seclusion and accessibility. Located across from the Golf School with frontage on Pikes Falls (Upper Taylor Hill ) and North Rd. and on the border of Winhall and Stratton town

  Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

  0 Pikes Falls Rd Unit 4993566, Stratton, VT 05360
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  /40

  Est $634,186 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,024 Sq Ft

  381 Winhall Hollow Rd, Bondville, VT 05340

  381 Winhall Hollow Rd, Bondville, VT 05340
• 

  

  

  /28

  $749,000

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft

  21 Burnt Hill Rd, Winhall, VT 05341

  Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont!This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  21 Burnt Hill Rd, Winhall, VT 05341
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  /11

  $160,000 Sold Mar 19, 2025

  • Land
  • 2.18 Acres
  • $73,394 per Acre

  • 212 Days On Market

  E3 Nearing Rd, Winhall, VT 05340

  Welcome to Stratton Mountain Forest Farms Neighborhood! One of the few remaining lots with 2.18 acres in a most desirable and convenient location just minutes to the Base Lodge, SMS and SunBowl! Providing easy access for a driveway off of Nearing Road the lot widens to offer privacy and south easterly orientation and abuts the Winhall Town Forest, protected lands from further development. State

  Britt Wohler Wohler Realty Group

  E3 Nearing Rd, Winhall, VT 05340
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  /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
• 

  

  /33

  $525,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  3 Strattonwald Rd, Winhall, VT 05340

  Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you’ll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

  Robin Apps Four Seasons Sotheby's Int'l Realty

  3 Strattonwald Rd, Winhall, VT 05340
• 

  

  /31

  $637,000 Sold Mar 14, 2025

  • 2,470 Sq Ft
  • $258/SF
  • 11 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  69 Fox Hollow Rd, Winhall, VT 05340

  Uncover your ideal retreat! This highly desirable townhome in the Intervale community is situated along the Stratton Mountain Resort access road. Featuring 3 bedrooms and 3 bathrooms, this stunning residence is tucked away in the serene woods of the private Intervale community. Experience the charm of this beautifully designed home, complete with a cathedral ceiling, a cozy wood-burning

  Jamie Wylie Stratton Real Estate

  69 Fox Hollow Rd, Winhall, VT 05340
• 

  

  /25

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  8 Hardwood Hill Unit 8B, Stratton, VT 05360

  8 Hardwood Hill Unit 8B, Stratton, VT 05360
• 

  

  /30

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft

  340 Melendy Hill Rd, Londonderry, VT 05155

  340 Melendy Hill Road, South Londonderry, VT40 Acres | 3 Beds | 2 Baths | Expansive Barn | Mountain ViewsTucked away in the hills of South Londonderry, this charming three-bedroom, two-bath cabin offers the perfect balance of privacy, natural beauty, and quintessential Vermont living. Sited on 40 peaceful acres with sweeping mountain views, the property feels like a private

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  340 Melendy Hill Rd, Londonderry, VT 05155
• 

  

  /29

  $689,000 Sold Mar 14, 2025

  • 1,207 Sq Ft
  • $571/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  19 Village Lodge Rd Unit 302, Stratton, VT 05155

  Getting to and from the ski slopes and village doesn't get much easier! Landmark is located within Stratton Mountain Resorts iconic clock tower, nestled within the heart of the walking village. Step out the front door for a few laps, pop down to the market for a quick lunch, or a stroll through the village shops. This 2 bedroom, 2 bath home is conveniently located in the village, with tons of

  Jamie Wylie Stratton Real Estate

  19 Village Lodge Rd Unit 302, Stratton, VT 05155
• 

  

  /31

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,817 Sq Ft

  22 Mountain View Rd, Winhall, VT 05360

  22 Mountain View Rd, Winhall, VT 05360
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  /60

  $899,000

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  42 Blackberry Ln, Jamaica, VT 05343

  Idyllic, Picturesque, Expansive, Vast Family Farm with outbuildings and Large Farmhouse! Known to some as Sweet Berry Farm the blueberries and blackberries are plentiful along with many other productive fruits trees, a grove of 20 mature apple trees with many over 30 years old, , flowers and veggies in the gardens. This location just off of Route 30 is perfect for ALL of your Vermont dreams and

  Steve Goldfarb Deerfield Valley Real Estate

  42 Blackberry Ln, Jamaica, VT 05343
• 

  

  /25

  $825,000 Sold Mar 14, 2025

  • 2,317 Sq Ft
  • $356/SF
  • 135 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

  This nicely appointed and updated townhome nestled in the Piper Ridge community is a must see. Close proximity to Stratton Mountain Resort, this nice Highgate unit offers three bedrooms with an additional family room on the lower level that has been converted into another bedroom. The bright and inviting living room with wood burning fireplace creates the perfect space for enjoying cold wintery

  Jamie Wylie Stratton Real Estate

  0 Cobble Ridge Rd Unit D2, Winhall, VT 05340
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  /36

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,271 Sq Ft

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155

  43 Middle Ridge Rd Unit 416, Winhall, VT 05155
• 

  

  /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
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  /48

  $645,000 Sold Mar 13, 2025

  • 2,621 Sq Ft
  • $246/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  418 Diers, Jamaica, VT 05343

  Updated and ready to use immediately! Close to Stratton, located just off Route 30, this solid LOG home is perched on a small hill with 11.19 acres of land. Beautiful field stone woodburning fireplace with cathedral ceilings. The land has a small stream and pond running through the property with two large open lawn areas. Owner currently utilizes it as a three bedroom and two and a half bath

  Julie Lowe Lowe's Real Estate, LLC

  418 Diers, Jamaica, VT 05343
• 

  

  /39

  Est $746,026 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  28 W Branch Rd, Winhall, VT 05340

  28 W Branch Rd, Winhall, VT 05340
• 

  

  /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
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  /39

  $615,000 Sold Mar 12, 2025

  • 1,650 Sq Ft
  • $373/SF
  • 32 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1998

  81 Pond View Rd Unit 81, Winhall, VT 05340

  THE BEST LOCATION AT INTERVALE! Bask in the sun on your expansive deck and private pond front area! Experience breathtaking views of Intervale’s serene, picturesque pond from all rooms of your home! Discover this spacious 3 BR, 3 bath Townhome with a loft just a quick 5 minute shuttle ride to Stratton’s slopes! Being one of the last Intervales built (1998), this condo is newer and more

  Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  81 Pond View Rd Unit 81, Winhall, VT 05340
• 

  

  /38

  Not Listed For Sale

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

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155

  14 Middle Ridge Rd Unit 19A, Winhall, VT 05155
• 

  

  /59

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 3,516 Sq Ft

  732 Under the Mountain Rd, South Londonderry, VT 05155

  Welcome to "Fairmount," a beautiful historic home with unrivaled panoramic views and an extraordinary blend of history, grace, and quintessential Vermont living on 42 acres. Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse seamlessly merges historic charm with modern sensibility. Exposed beams, wide plank floors, and architectural character remain, while the thoughtful

  Claudia Harris Mary Mitchell Miller Real Estate

  732 Under the Mountain Rd, South Londonderry, VT 05155
• 

  

  /59

  $5,150,000 Sold Mar 12, 2025

  • 7,498 Sq Ft
  • $687/SF
  • 93 Days On Market

  • 9 Beds
  • 10.5 Baths
  • Built 2014

  64 Tamarack Rd, Stratton, VT 05360

  Discover this Extraordinary Stratton Mountain Resort Tamarack Heights premier trailside residence. Situated on a sprawling 1.4-acre trailside lot, this property exudes unassuming grandeur from the moment you enter its magnificent great room with a soaring two-story fireplace and floor-to-ceiling windows that frame breathtaking panoramic views of Stratton Village and the surrounding mountains.

  Kim Morgan-Wohler Wohler Realty Group

  64 Tamarack Rd, Stratton, VT 05360
• 

  

  /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
• 

  

  /42

  $899,000

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

  1247 Cole Pond Rd, Jamaica, VT 05343

  A once-in-a-lifetime opportunity to own a large family home on Vermonts hidden gem! Cole Pond, a spectacular private lake surrounded by mountains and nestled between five ski areas - 5 minutes from Stratton and close to Bromley, Mount Snow, Okemo and Magic. Cole Pond homes rarely come on the market, and this one is one-of-a-kind, with a lake-front lawn, walk-in access to the water (also great

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  1247 Cole Pond Rd, Jamaica, VT 05343
• 

  

  /28

  $360,000 Sold Mar 10, 2025

  • 2,149 Sq Ft
  • $168/SF
  • 129 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  66 Hilltop Rd, Londonderry, VT 05155

  Good things really do come in smaller packages! This classic Vermont chalet is nestled in a private setting with a lovely yard. The entry level features a mudroom with plenty of storage for all your Vermont gear. This floor also has three bedrooms and a full bath, along with a spacious bonus room perfect for hanging out or gaming.Upstairs, the main level offers a half bath, a laundry room,

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

  66 Hilltop Rd, Londonderry, VT 05155
• 

  

  /14

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,207 Sq Ft

  47 High Point Dr Unit B-15, Stratton, VT 05360

  47 High Point Dr Unit B-15, Stratton, VT 05360
• 

  

  /27

  $375,000

  • Land
  • 53 Acres
  • $7,075 per Acre

  0 Rock Bottom Ln, Peru, VT 05152

  Discover the perfect canvas for your dream retreat on this stunning 53-acre parcel in picturesque Peru, Vermont. Tucked away in the Green Mountains, this exceptional property offers expansive views—including a breathtaking sightline to Magic Mountain—and the serenity of true Vermont wilderness.A private driveway is already in place, making access simple and setting the stage for your

  David Shehadi Josiah Allen Real Estate, Inc.

  0 Rock Bottom Ln, Peru, VT 05152
• 

  /2

  $1,850,000 Sold Mar 10, 2025

  • 7,954 Sq Ft
  • $233/SF
  • 135 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2003

  92 County Rd, Stratton, VT 05155

  This exquisitely-built mountain estate is ready to enjoy and to rent! A mere 3 mins' drive to Stratton's Sun Bowl, 5 mins to the Village and 8 mins to the Golf course. Currently one of the few luxury rental properties near Stratton, this home could be your escape for all seasons. All necessary permits are in place, several rentals are confirmed for 24/25 winter should the buyer want to continue

  Lauren Niles Coldwell Banker LIFESTYLES - Quechee

  92 County Rd, Stratton, VT 05155
• 

  

  /21

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  38 Quarter Mile Rd, Winhall, VT 05360

  38 Quarter Mile Rd, Winhall, VT 05360
• 

  

  /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
• 

  

  /39

  $410,000 Sold Feb 21, 2025

  • 1,232 Sq Ft
  • $333/SF
  • 181 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  559 Pratt Bridge Rd, Jamaica, VT 05343

  Nestled in the serene country setting of Pratt Bridge Road in Jamaica, Vermont, this charming 3-bedroom home, complete with an additional 4th bedroom loft and 2 baths, offers a perfect getaway. One of the bedrooms is on the first floor. The property features a spacious wrap-around deck, ideal for enjoying the picturesque surroundings. Inside, a beautiful brick wood-burning fireplace provides a

  Joe Castaluccio Winhall Real Estate

  559 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  /40

  Est $1,673,393 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,551 Sq Ft

  82 High Meadow Rd, Winhall, VT 05340

  82 High Meadow Rd, Winhall, VT 05340
• 

  

  /14

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 2,698 Sq Ft

  63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

  The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area

  John Sikes Stratton Real Estate

  63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
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  /7

  $115,000 Sold Feb 20, 2025

  • Land
  • 10 Acres
  • $11,220 per Acre

  • 64 Days On Market

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

  The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 1 is 10.25 acres and is accessed directly from West Hill Road where a driveway could be

  Thom Milke Fountains Land Inc.

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

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,671 Sq Ft

  13 Old Ridge Rd, Winhall, VT 05155

  13 Old Ridge Rd, Winhall, VT 05155
• 

  

  /12

  $675,000

  • Land
  • 45 Acres
  • $15,000 per Acre

  000 Under the Mountain Rd, South Londonderry, VT 05155

  Travel down a quiet, tree-lined country road past historic homes, horse farms, and a large nature preserve to discover this magnificent property with views of Stratton and Bromley mountains in the distance. A large open field graced with wild flowers, apple trees and classic Vermont rock walls provides an ideal level home site, protected on three sides by extensive mature woods. The parcel has

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  000 Under the Mountain Rd, South Londonderry, VT 05155
• 

  

  /5

  $338,500 Sold Feb 14, 2025

  • Land
  • 39 Acres
  • $8,679 per Acre

  • 496 Days On Market

  1138 South Rd, Peru, VT 05152

  39 acres of nostalgia. This property has been owned by the family since 1948. The out-house still stands, reminiscent of days gone by. Water from a spring and a magnificent wooded lot contribute to the complete serenity that reminds you of what Vermont offers you every day. This property is a short distance from Bromley. The original owners would ski there and back. Stratton and Magic

  Joe Castaluccio Winhall Real Estate

  1138 South Rd, Peru, VT 05152
• 

  

  /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
• 

  

  /9

  $65,000

  • Land
  • 0.74 Acre
  • $87,838 per Acre

  0 Stratton View Rd, Winhall, VT 05340

  Stratton View Rd Lot # 58 , .74 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition Lot MLS #5036984 available. Own your piece of Vermont.

  Mike England Michael England Real Estate

  0 Stratton View Rd, Winhall, VT 05340

Showing Results 161 - 200, Page 5 of 18