Windham County VT Homes for Sale

• 

  

  

  /30

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  26 Northbrook Village Way Unit 5L, Dover, VT 05356

  This 2 bedroom, 2 bath, end unit is a great home base for trailside living at Seasons on Mount Snow. Midway up in the development, this unit offers the convenience of ski-on/ski-off, as well as being close enough to walk to one of the best onsite amenities center in the valley. The amenities center features a recently renovated and expanded clubhouse with an indoor pool, locker rooms, saunas,

  John Redd Skihome Realty

  26 Northbrook Village Way Unit 5L, Dover, VT 05356
• 

  

  

  /5

  $34,995

  • Land
  • 1.50 Acres
  • $23,330 per Acre

  0 Upper Oak Hill Rd, Newfane, VT 05345

  1.5 acre level building site in a neighborhood of established homes. Close to Brattleboro and skiing at Stratton. Not far from Rt 30 so easy in and out of the property.

  Eric Scott Barrett & Valley Assoc. Inc

  0 Upper Oak Hill Rd, Newfane, VT 05345
• 

  

  

  /5

  $680,000

  • Studio
  • 5,540 Sq Ft

  50 Terrace St, Brattleboro, VT 05301

  SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

  Dan Normandeau Berkley & Veller Greenwood Country

  50 Terrace St, Brattleboro, VT 05301
• 

  

  

  /49

  $999,800

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  60 Forest Heights Rd, Stratton, VT 05360

  Spectacular Soaring Post and Beam located on the Dover/Stratton town line. This fabulous home boasts soaring vaulted ceilings in the living room with a wall of windows bringing the view into your home complete with a cozy brick fireplace that sets the perfect ambiance. The kitchen is a chef’s delight, featuring granite countertops with eat in dining, a center island, half bath and easy access to

  Richard Caplan Deerfield Valley Real Estate

  60 Forest Heights Rd, Stratton, VT 05360
• 

  

  

  /47

  $1,800,000

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

  89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

  Trailside! Ski In, Ski Out! The very best Ski Direct Access at Stratton! Most popular of luxury townhouses--offering an enlarged patio with hot tub, open and sunny, four bedroom plus den floorplan, single car garage. Fully furnished! Hardwood flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location! And as an added benefit, the Stratton Training and

  Edwin Kevil Stratton Real Estate

  89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
• 

  

  /48

  $495,000

  • 3 Beds
  • 3 Baths
  • 1,813 Sq Ft

  1 Pheasant Ln, Dover, VT 05356

  Whether you are unwinding from a long day at the slopes of Mount Snow or you just enjoyed 18 holes at the Country Club, relax and get away with this beautiful home located in Partridge Run. This home boasts 3 bedrooms, 3 full bathrooms plus a Loft! You are welcomed upon entry by a very spacious mudroom with ample room to store your equipment for all seasons. The living, kitchen and dining areas

  Tobin Twelves Skihome Realty

  1 Pheasant Ln, Dover, VT 05356
• 

  

  /49

  $369,000

  • 4 Beds
  • 2 Baths
  • 2,202 Sq Ft

  20 Newell Hill Rd, Wardsboro, VT 05355

  Now offering multiple buyer credits, including a $10,000 credit at closing—ask your agent for full details. Enter through the oversized mudroom, which once served as the town post office, from the attached three-bay garage with automatic doors. This home features generous rooms throughout, starting with a large kitchen and dining area, a living room, two main-level bedrooms, and a full bath.

  Erica Reynolds Southern Vermont Realty Group

  20 Newell Hill Rd, Wardsboro, VT 05355
• 

  

  /35

  $36,500

  • 1 Bed
  • 2 Baths
  • 941 Sq Ft

  230 Qtr.2, 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This one bedroom sleep 6 Valley side unit includes a Kitchen, large living room area with a queen murphy bed and queen sleeper sofa and a king bed in the private bedroom with two full bathrooms .Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all

  Kelly Agrillo Southern Vermont Realty Group

  230 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
• 

  

  /23

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  43 1st Ln Unit 28, Wilmington, VT 05363

  Beautiful updated condo overlooking the 1st green at the Haystack Golf Club, as well as the mountains and sunsets beyond. This lovely private unit sits right on one of the best courses in New England, and is a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. The interior features a large open living space with vaulted ceilings, updated vinyl

  Adam Palmiter Berkley & Veller Greenwood/Dover

  43 1st Ln Unit 28, Wilmington, VT 05363
• 

  

  /24

  $28,995

  • 2 Beds
  • 2 Baths
  • 745 Sq Ft

  304/06 Qtr.2,89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 6 unit consists of two adjoining units Studio unit (306) Queen murphy bed , kitchenette and full bathroom. Hotel unit (304) Two king beds and full bathroom. Units are located the valley side of the hotel . Lock out units has the benefit of using the unit as a whole or stay in one side and rent the other side out.

  Kelly Agrillo Southern Vermont Realty Group

  304/06 Qtr.2,89 Grand Summit Way, Dover, VT 05356
• 

  

  /18

  $374,500

  • Land
  • 1.06 Acres
  • $353,302 per Acre

  12 Someday Rd, Dover, VT 05356

  Located in the prestigious Someday neighborhood of West Dover,VT this 1.06-acre building lot offers a unique opportunity to create your dream home with breathtaking views of Mount Snow ski resort. The lot, which once housed the original Someday homestead as your footprint, it is now ready for its next chapter. With a permit for sewer in place for a 6-bedroom home, the property provides a head

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  12 Someday Rd, Dover, VT 05356
• 

  

  /31

  $1,750,000

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

  148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360

  148B Sun Bowl Ridge Rd., Stratton Mountain, VT 05155, Solstice 148B Ski in, ski out directly from your private garage on a Stratton ski trail that has full snowmaking coverage. This home is in one of the most exclusive trailside communities in all of the Northeast! It has an open and sunny floorplan with large windows and a sliding glass door to the private patio with fire pit

  Andrew King Stratton Real Estate

  148 Sunbowl Ridge Rd Unit 148B, Stratton, VT 05360
• 

  

  /52

  $999,000

  • 4 Beds
  • 2 Baths
  • 2,741 Sq Ft

  20 Finkel Rd, Wardsboro, VT 05355

  Nestled on nearly 260 acres, this exquisite 18th-century solid post & beam 4 bedroom 2 bath cape offers a harmonious blend of historic charm and modern convenience. Boasting original features like fireplaces, wood flooring, and exposed beams, the home is filled with character. Spacious rooms create a perfect setting for gatherings. Recent updates include a new roof, windows, furnace & oil tank;

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  20 Finkel Rd, Wardsboro, VT 05355
• 

  

  /33

  $950,000

  • Land
  • 21 Acres
  • $45,894 per Acre

  0 Crotty Dr, Town of Rockingham, VT 05101

  Investors, developers and builders take notice! This large, lightly sloped parcel is one the last & largest undeveloped lots of land that fall within the Bellows Falls Village District. Just minutes from downtown and abutting the Minards Pond nature area, this property sits high on the hill with spectacular views available. With numerous potential building locations and town water and sewer, the

  Courtney Doubleday EXP Realty

  0 Crotty Dr, Town of Rockingham, VT 05101
• 

  

  /36

  $449,000

  • 3 Beds
  • 3 Baths
  • 1,364 Sq Ft

  44 Villager Loop, Dover, VT 05356

  Mountain Retreat located at 44 Villager Loop, Dover Hills, Dover, VTVery little use and never rented. Upgrades include a freshly painted exterior with a new roof and 3 mini-splits. Large mudroom entry, living room with fireplace, kitchen, dining area, 3 bedrooms, 3 baths, family room and a large deck for entertaining and relaxing. Close to the town center, restaurants, Town Park and Valley

  Janet Boyd Boyd Real Estate

  44 Villager Loop, Dover, VT 05356
• 

  

  /15

  $530,000

  • Land
  • 30 Acres
  • $17,667 per Acre

  00 W Hill Rd S, Jamaica, VT 05343

  Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers

  Jacki Murano Southern Vermont Realty Group

  00 W Hill Rd S, Jamaica, VT 05343
• 

  

  /40

  $849,000

  • 5 Beds
  • 3.5 Baths
  • 3,436 Sq Ft

  67 Castle Hill Rd, Wilmington, VT 05363

  Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season

  Adam Palmiter Berkley & Veller Greenwood/Dover

  67 Castle Hill Rd, Wilmington, VT 05363
• 

  /2

  $90,000

  • Land
  • 1.97 Acres
  • $45,685 per Acre

  24 Summit Cir, West Brattleboro, VT 05301

  Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

  Claire Renaud Berkley & Veller Greenwood Country

  24 Summit Cir, West Brattleboro, VT 05301
• 

  

  /50

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 3,358 Sq Ft

  1917 Stowe Mountain Rd, West Halifax, VT 05358

  Welcome to 1917 Stowe Mountain Rd., a sanctuary of modern elegance nestled in the breathtaking green mountains of Halifax, VT. This luxurious contemporary residence spans 3,358 square feet and seamlessly blends sophisticated design with natural beauty. As you approach this architectural masterpiece, soaring cathedral ceilings create a sense of expansive openness. The glass and Hardie plank

  Monica Sumner BHG Masiello Brattleboro

  1917 Stowe Mountain Rd, West Halifax, VT 05358
• 

  

  /32

  $28,500

  • 1 Bed
  • 1 Bath
  • 671 Sq Ft

  302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

  Kelly Agrillo Southern Vermont Realty Group

  302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356
• 

  

  /29

  $25,000

  • Land
  • 0.60 Acre
  • $41,667 per Acre

  26 Upper Howes Way, Wilmington, VT 05363

  BUILD your dream home in this Lot in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse

  Sigrid Pickering Chimney Hill Realty

  26 Upper Howes Way, Wilmington, VT 05363
• 

  

  /32

  $25,000

  • Land
  • 0.56 Acre
  • $44,643 per Acre

  25 Upper Howes Way, Wilmington, VT 05363

  BUILD your Getaway Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at 200'

  Sigrid Pickering Chimney Hill Realty

  25 Upper Howes Way, Wilmington, VT 05363
• 

  

  /28

  $25,000

  • Land
  • 0.60 Acre
  • $41,667 per Acre

  28 Upper Howes Way, Wilmington, VT 05363

  BUILD your dream home in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at

  Sigrid Pickering Chimney Hill Realty

  28 Upper Howes Way, Wilmington, VT 05363
• 

  

  /10

  $59,900

  • Land
  • 0.25 Acre
  • $239,600 per Acre

  203 Fairview St, Brattleboro, VT 05301

  In-town lots are few and far between these days but are such a great option! Design your own low inpact, energy efficient home, your dream home! This is your spot! This neighborhood is friendly and convenient to schools, Memorial Park, shopping, hospitals and just minutes to 91. The .25 acre lot is cleared and ready to go with easy access to town water and sewer. House site is set back from the

  Rebecca Seymour Brattleboro Area Realty

  203 Fairview St, Brattleboro, VT 05301
• 

  

  /37

  $1,700,000

  • 4 Beds
  • 4.5 Baths
  • 2,352 Sq Ft

  15 Stone Ridge Loop, Dover, VT 05356

  A rare opportunity to have a luxurious mountain property with views, still with great proximity to Mt Snow. This stunning barn style post and beam is nestled on a private 5.97 acre parcel at the rear of the Village at Sawmill Farms. The siting affords gorgeous pastoral views over the common field of the community, views of the peak of Mount Snow, and mountains beyond, with 180 degree winter

  Adam Palmiter Berkley & Veller Greenwood/Dover

  15 Stone Ridge Loop, Dover, VT 05356
• 

  

  /38

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  793 Grassy Brook Rd, Brookline, VT 05345

  Built in 2000, this beautifully crafted timber frame home rests on 10 acres of idyllic countryside in the historic town of Brookline, VT. The large landscaped yard opens to a small field behind the home, where the Grassy Brook flows through the backyard at the edge of the woods. Surrounded by charming stone walls and views of the sunrise over Putney Mountain from the front porch, you will

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  793 Grassy Brook Rd, Brookline, VT 05345
• 

  

  /39

  $549,000

  • 4 Beds
  • 2 Baths
  • 1,866 Sq Ft

  58 Colonial Ridge Rd, Dover, VT 05356

  This Wonderful Home is being offered for the first time in over 20 years. The current owners have enjoyed it, and taken care of it with upgrades and upkeep as needed. The newer paint, standing seam metal roof, deck stain, kitchen remodel including appliances, glass slider, all interior solid core doors and Rinnai heating units are all evidence to the care this home has seen. The high ceilings

  Steve Goldfarb Deerfield Valley Real Estate

  58 Colonial Ridge Rd, Dover, VT 05356
• 

  

  /8

  $65,000

  • Land
  • 2.00 Acres
  • $32,500 per Acre

  585 Sawmill Rd, Stratton, VT 05360

  Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway.

  Carrie Mathews Winhall Real Estate

  585 Sawmill Rd, Stratton, VT 05360
• 

  

  /15

  $75,000

  211 High St, Brattleboro, VT 05301

  Here's a great opportunity! Formerly a 2 unit multi-family, this is currently a shell ready for your finishing! This property will need everything ... heating, electrical, plumbing, exterior work and full interior finishing. Very convenient to downtown, some off street parking but nicely sited above the road. Please do NOT park in the driveway.

  A.J. Bellville Bellville Realty

  211 High St, Brattleboro, VT 05301
• 

  

  /6

  $45,000

  • Land
  • 1.00 Acre
  • $45,000 per Acre

  0 Boardman Loop, Wardsboro, VT 05360

  In the Heart of it all! This affordable acre of land is close to skiing, hiking, ponds and all the good stuff Vermont has to offer. Electric poles are across the street and the neighbors are hooked up. Starlink and Xfinity charts say they service the area for at home work, streaming or game playing. There are Covenants attached for the after midnight reading. There is a small stream on the

  Christine Lewis Brattleboro Area Realty

  0 Boardman Loop, Wardsboro, VT 05360
• 

  

  /29

  $225,000

  • Land
  • 34 Acres
  • $6,618 per Acre

  0 Hillside Dr Unit 4998188, Wilmington, VT 05363

  Discover Your Private Vermont Retreat – 34 Acres of Possibility and PeaceA rare opportunity awaits to own an expansive 34.0-acre parcel offering tremendous privacy, breathtaking views, and endless potential. Nestled amidst rolling topography with picturesque stone walls and a network of historic trails, this unique property invites exploration and inspiration at every turn. Two potential

  Monique White Deerfield Valley Real Estate

  0 Hillside Dr Unit 4998188, Wilmington, VT 05363
• 

  

  /33

  $120,000

  • Land
  • 5.00 Acres
  • $24,000 per Acre

  0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363

  Beautiful 5-Acre Lot with Mountain Views – Approved for Two Homes!Here’s your chance to own a truly special piece of Vermont! This gorgeous 5-acre parcel on Route 100, just north of Wilmington center, offers the perfect setting for your dream home—or two. Recent soil tests support two single-family homes, each with up to three bedrooms. The land features an open, sun-drenched meadow, gently

  Monique White Deerfield Valley Real Estate

  0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
• 

  

  /36

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 1,537 Sq Ft

  28 Greensprings Rd Unit GS U16, West Dover, VT 05356

  A rare gem hitting the market after 22 years. Its design spans two levels, 2-ensuite bedrooms & 2.5 baths, providing ample space for comfort & convenience. Sold furnished, it's primed for immediate enjoyment. Nestled within the Greenspring community, this unit offers easy access to the rec center, pool, & tennis courts, just a short stroll away. The private back deck affords stunning mountain

  Donald Koelsch Deerfield Valley Real Estate

  28 Greensprings Rd Unit GS U16, West Dover, VT 05356
• 

  

  /8

  $235,000

  • Land
  • 0.32 Acre
  • $734,375 per Acre

  8 A Freestyle Cir, Dover, VT 05356

  Ski in and out at Mount Snow from one of the last two buildable lots. In other words, if you like the convenience of slopeside living this could be the location for you to build your dream home with easy access to the mountain. This building site is part of the TrailsEdge PUD, sharing in their utilities and ski access to/from Mount Snow through the Snowdance Village ski trails. Note that

  John Redd Skihome Realty

  8 A Freestyle Cir, Dover, VT 05356
• 

  

  /3

  $335,000

  • Land
  • 0.84 Acre
  • $398,810 per Acre

  8 B Freestyle Cir, Dover, VT 05356

  Ski in and out at Mount Snow from one of the last two buildable lots on the mountain. If you understand the convenience of slopeside living this could be the location for you to build your dream home. This building site is part of the TrailsEdge PUD, sharing in their utilities and ski access to/from Mount Snow through the Snowdance Village ski trails. Note that this is the larger of 2 lots

  John Redd Skihome Realty

  8 B Freestyle Cir, Dover, VT 05356
• 

  

  /40

  $3,450,000

  • 6 Beds
  • 3 Baths
  • 3,309 Sq Ft

  36 Woffenden Rd, Wilmington, VT 05363

  Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds.Boasting a coveted southeast exposure, the home and land are cheerful

  Melissa Ellis Southern Vermont Realty Group

  36 Woffenden Rd, Wilmington, VT 05363
• 

  

  /40

  $1,995,000

  • 9 Beds
  • 9 Baths
  • 8,054 Sq Ft

  207 Brooks Ln, Londonderry, VT 05148

  This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  207 Brooks Ln, Londonderry, VT 05148
• 

  

  /9

  $295,000

  • Land
  • 31 Acres
  • $9,516 per Acre

  41 Rice Hill Rd, Dover, VT 05341

  This land has many features. Beautiful large trees (Pines, Birches, Maples, Beech and more!), stone walls, beaver pond, several streams, views with clearing, wild Azalea's, Very private. The land has been perked for a 5 bedroom home in the appropriate area for views. There may be other areas that will perk. Views to the east. Large stream to the west. Some timber may be saleable. Without any

  Regina Perrotto Skihome Realty

  41 Rice Hill Rd, Dover, VT 05341
• 

  

  /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
• 

  

  /10

  $89,500

  • Land
  • 5.00 Acres
  • $17,900 per Acre

  0 Old Ledge Rd Unit 4950217, Westminster, VT 05346

  Start from the beginning........this is the right place to start...5 acres, tucked away from it all, privacy....the right time of year....you can be in by winter....the owners have given you a head start by roughing in the driveway and opening up the house site ($7,000 of improvements). Easy walk in to view the new kingdom! This is a place to see the stars, smell the good earth and evergreens

  Christine Lewis Brattleboro Area Realty

  0 Old Ledge Rd Unit 4950217, Westminster, VT 05346

Showing Results 361 - 400, Page 10 of 11