382

Windham County VT Homes for Sale

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  • /16

    $259,900

    • Land
    • 29.2 Acres
    • $8,901 per Acre

    1270 Melendy Hill Rd, Guilford, VT 05301

    A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is

    Christine Lewis Brattleboro Area Realty

    1270 Melendy Hill Rd, Guilford, VT 05301
  • /45

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,775 Sq Ft

    4448 Route 100, Wardsboro, VT 05355

    This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always

    Julie Lowe Lowe's Real Estate, LLC

    4448 Route 100, Wardsboro, VT 05355
  • /13

    $79,000

    • Land
    • 3.69 Acres
    • $21,409 per Acre

    0 Honeycomb Hill, Marlboro, VT 05301

    On the privately maintained road of Honeycomb Hill sits this 3.69 acre lot. The wooded parcel has young tree growth and slopes gently. There are three areas that are fairly level and open and may be suitable building sites. Just 30 minutes to Mt. Snow, 25 minutes to Brattleboro and 15 minutes to Harriman Reservoir, this conveniently located parcel offers easy access to all of Southern Vermont's

    Laura D'Angelo Berkley & Veller Greenwood Country

    0 Honeycomb Hill, Marlboro, VT 05301
  • /22

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    275 Sherwood Forest, Londonderry, VT 05148

    Offered for the first time! Welcome to 275 Sherwood Forest, an immaculately maintained post-and-beam home tucked away in the heart of Londonderry. This charming property combines timeless craftsmanship with easy upkeep, making it an ideal Vermont getaway or year-round residence. The warm post-and-beam design creates a cozy yet open feel, with natural wood accents and inviting living spaces

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    275 Sherwood Forest, Londonderry, VT 05148
  • /55

    $375,000

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft

    40 Ellis Brook Rd, West Dover, VT 05356

    Welcome to the beloved "Papa's Blue House," a cherished family home since its construction in 1968. Nestled in the desirable Dover Hills section of Dover, VT, this property offers the perfect blend of charm and potential. With good bones and a generous layout, it’s an ideal canvas for creating your dream home. Featuring a spacious open-concept living room, dining room, and kitchen, perfect for

    Donna Brown Skihome Realty

    40 Ellis Brook Rd, West Dover, VT 05356
  • /2

    $62,000

    • Land
    • 1.01 Acres
    • $61,386 per Acre

    Lot 14 Central Park Estates, Vernon, VT 05354

    1.01 acre building lot in a quiet rural setting in Vernon. Bypass the housing shortage, construct your own dream house. This is near Vernon's popular recreation center, home to home to a swimming pool, tennis courts, basketball courts, playground, and picnic area. Lily Pond is also nearby, a 40-acre body of quite shallow water with many varieties of birds and plants.

    John Hatton Berkley & Veller Greenwood Country

    Lot 14 Central Park Estates, Vernon, VT 05354
  • /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

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    1189 Cole Pond Rd, Jamaica, VT 05343
  • /41

    $799,000

    • 5 Beds
    • 3 Baths
    • 3,091 Sq Ft

    798 Vermont Route 100, Wilmington, VT 05363

    Multi-Family & Commercial Opportunity in Wilmington, VermontSet on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing.The main building features updated interiors with modern kitchens, stylish baths, and new

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    798 Vermont Route 100, Wilmington, VT 05363
  • /31

    $649,000

    • 5 Beds
    • 3.5 Baths
    • 2,706 Sq Ft

    916 Wiswall Hill Rd, Townshend, VT 05353

    Escape to the peace and beauty of Townshend, Vermont, where this spacious 5-bedroom home offers the perfect blend of privacy, comfort, and craftsmanship. Located on a publicly maintained dead-end road, the property enjoys a quiet, secluded country setting while still providing the reassurance of year-round access. Thoughtfully designed and well-built, the home welcomes you with warmth and

    Mike Masters Four Seasons Sotheby's Int'l Realty

    916 Wiswall Hill Rd, Townshend, VT 05353
  • /18

    $199,000

    • 2,139 Sq Ft

    34 Williams St, Bellows Falls, VT 05101

    Discover a superb investment or owner-occupant opportunity in the heart of downtown Bellows Falls, Vermont. This well-maintained two-story multi-family building offers two separate units, each featuring two bedrooms and one full bathroom. The property is dressed in durable vinyl siding for low-maintenance appeal and is fully insulated in the basement, exterior walls, and attic—enhancing energy

    Rob Weltz Barrett and Valley Associates Inc.

    34 Williams St, Bellows Falls, VT 05101
  • /35

    $285,000

    • 3 Beds
    • 1.5 Baths
    • 3,096 Sq Ft

    11 Fornuto Rd, Wardsboro, VT 05355

    Opportunity awaits in this unique mixed-use property featuring a street-level restaurant space and a second-floor apartment. Located right in the heart of Wardsboro Village, once home to a local cafe, the main level still features brand-new commercial kitchen equipment ready for a fresh start. Convenient in-town location with good visibility, also within 10 minutes to Mt. Snow, 20 minutes to

    Jessica Samples BHG Masiello Keene

    11 Fornuto Rd, Wardsboro, VT 05355
  • /33

    $85,000

    • Land
    • 1.04 Acres
    • $81,731 per Acre

    402 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

    Sigrid Pickering Chimney Hill Realty

    402 Fox Mountain Rd, Wilmington, VT 05363
  • /39

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,957 Sq Ft

    256 Potter Rd, Wardsboro, VT 05355

    Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    256 Potter Rd, Wardsboro, VT 05355
  • /3

    $450,000

    • Land
    • 3.38 Acres
    • $133,136 per Acre

    Lot 4 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 3.38+ acres overlooking the 18th tee box and mountains beyond for

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 4 Mountain Ridge Estates, Wilmington, VT 05363
  • /12

    $399,000 New Construction

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

    442 Mcmillan Rd, Whitingham, VT 05342

    New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels.

    Mark Yule BHG Masiello Brattleboro

    442 Mcmillan Rd, Whitingham, VT 05342
  • /19

    $194,000

    • Land
    • 20.09 Acres
    • $9,657 per Acre

    189 North St, Dover, VT 05356

    Discover the perfect Vermont retreat on this 20.09 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape. Whether you envision a

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    189 North St, Dover, VT 05356
  • /32

    $559,000

    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft

    9 Greer Ct, Wilmington, VT 05363

    Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great

    Adam Palmiter Berkley & Veller Greenwood/Dover

    9 Greer Ct, Wilmington, VT 05363
  • /45

    $28,500

    • 1 Bed
    • 2 Baths
    • 771 Sq Ft

    204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356

    Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit, comfortably sleeps 8. Unit 204 is a hotel room with 2 king-size beds, a full bath, & a deck. The adjoining

    Donna Brown Skihome Realty

    204/206 Qtr 2 Grand Summit Way Unit 204/206 Qtr 2, Dover, VT 05356
  • /49

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 3,104 Sq Ft

    153 Westminster Rd, Putney, VT 05346

    Combining the charm of an 1820's fully restored historic home, with a 1,600 sq. ft. addition (built in 2016), this fabulous property, close to the Putney Village, offers the best of both worlds. Wide pine flooring and exposed beams in the restored front half blend beautifully with the newly built addition, featuring 9’ ceilings, hardwood floors and a handsome stone fireplace. The expansive

    Heidi Bernier Berkley & Veller Greenwood Country

    153 Westminster Rd, Putney, VT 05346
  • /2

    $62,000

    • Land
    • 1.6 Acres
    • $38,750 per Acre

    Lot 15 Central Park Estates, Vernon, VT 05354

    1.6 acre building lot in a quiet rural setting in Vernon. Bypass the housing shortage, construct your own dream house. This is near Vernon's popular recreation center, home to home to a swimming pool, tennis courts, basketball courts, playground, and picnic area. Lily Pond is also nearby, a 40-acre body of quite shallow water with many varieties of birds and plants.

    John Hatton Berkley & Veller Greenwood Country

    Lot 15 Central Park Estates, Vernon, VT 05354
  • /49

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 1,913 Sq Ft

    35 Birch Rd, Londonderry, VT 05148

    Nestled in the heart of Vermont’s ski country, this architect-designed home is a striking blend of whimsical artistry and alpine living. A stones throw from Magic Mountains base lodge, skiing and four-season adventure await right outside your door. Designed by a visionary architect with a love for natural light, the residence offers both artistic flair and multiple finished spaces the whole

    Mendi Michael Engel & Völkers Okemo

    35 Birch Rd, Londonderry, VT 05148
  • /22

    $339,000

    • 4 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    696 S Wardsboro Rd, Wardsboro, VT 05355

    Priced to Sell. Fabulous Southern Vermont Estate nestled between Mount Snow and Stratton Ski areas! You'll have Wardsboro Brook in your back yard & Grout pond down the street as well as hiking trails, Vast Appalachian Trail (AT) and long Trails. Plenty of back country outdoor experiences available all year round. They say Location is everything, this property has everything and More. Family room

    Kimberly Dubois Matson Keller Williams Realty

    696 S Wardsboro Rd, Wardsboro, VT 05355
  • /7

    $499,000

    • Land
    • 2 Acres
    • $249,500 per Acre

    70 Overlook Dr, Dover, VT 05356

    Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home

    Adam Palmiter Berkley & Veller Greenwood/Dover

    70 Overlook Dr, Dover, VT 05356
  • /44

    $599,000

    • 4 Beds
    • 4 Baths
    • 4,060 Sq Ft

    141 Piney Brook Way, Brattleboro, VT 05301

    Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind

    Desiree Stango Berkley & Veller Greenwood Country

    141 Piney Brook Way, Brattleboro, VT 05301
  • /4

    $160,000

    • Land
    • 9.3 Acres
    • $17,204 per Acre

    00 E Putney Brook Rd, Putney, VT 05346

    Located on E. Putney Brook Rd., approx. 2.5 miles from Putney Village, this beautiful, wooded 9+ ac property offers a desirable place to build. Bring your own building plans, power is nearby, and septic design is available. Clear a prime building site on level plateau and surround your home with mature woodlands. This county location offers easy access to orchards, farmstands for local produce,

    Heidi Bernier Berkley & Veller Greenwood Country

    00 E Putney Brook Rd, Putney, VT 05346
  • /3

    $500,000

    • Land
    • 1.82 Acres
    • $274,725 per Acre

    Lot 3 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 1.82+ acres overlooking the 18th fairway and mountains beyond for

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 3 Mountain Ridge Estates, Wilmington, VT 05363
  • /32

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    161 Buttonwood Dr, Brattleboro, VT 05301

    BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

    Dan Normandeau Berkley & Veller Greenwood Country

    161 Buttonwood Dr, Brattleboro, VT 05301
  • /40

    $809,000

    • 3 Beds
    • 3 Baths
    • 3,606 Sq Ft

    46 Scattered Timber Rd, Wilmington, VT 05363

    Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows

    Monique White Deerfield Valley Real Estate

    46 Scattered Timber Rd, Wilmington, VT 05363
  • /13

    $50,000

    • Land
    • 2 Acres
    • $25,000 per Acre

    667 Hinkley Brook Rd, Grafton, VT 05146

    Nestled along the picturesque Hinkley Brook Road, this 2-acre parcel offers a rare opportunity to build your dream retreat in the charming and historic town of Grafton, Vermont. Just a short walk from the village center, you’ll enjoy the perfect blend of privacy and convenience, surrounded by the beauty of nature and classic New England charm. This peaceful lot boasts a gently wooded landscape

    Jamie Watson BHG Masiello Keene

    667 Hinkley Brook Rd, Grafton, VT 05146
  • /12

    $99,900

    • 3 Beds
    • 2 Baths
    • 2,098 Sq Ft

    843 Kentfield Rd, Whitingham, VT 05361

    Step back in time with this 1865 home, currently used as a two-family residence, which could easily be restored to its original layout. The ceiling beams have been exposed, allowing you to keep their rustic charm or cover them for a more traditional look. The attached barn would be ideal for a studio, workshop, or bonus room, offering numerous options to suit your needs. Many projects are left to

    Linda Benoit Highland Realty

    843 Kentfield Rd, Whitingham, VT 05361
  • /2

    $90,000

    • 3 Beds
    • 1 Bath
    • 1,030 Sq Ft

    93 Clark St, Brattleboro, VT 05301

    An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please,

    Christine Lewis Brattleboro Area Realty

    93 Clark St, Brattleboro, VT 05301
  • /37

    $875,000

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    25 Boulder Ridge Dr Unit B, Dover, VT 05356

    This magnificent 4-bedroom, 4-bathroom townhouse, spanning over three tastefully designed floors, will captivate you with its elegance. The open floor plan combines contemporary aesthetics with practical design, offering a living experience par excellence. This townhouse was finished in 2021 and has the “new construction” feel. The living room, graced with hardwood flooring, a gas fireplace,

    John Redd Skihome Realty

    25 Boulder Ridge Dr Unit B, Dover, VT 05356
  • /48

    $644,000

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    774 Stratton Arlington Rd, Stratton, VT 05360

    Charming Log Cabin Compound Near Stratton and Mount SnowEscape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts.The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    774 Stratton Arlington Rd, Stratton, VT 05360
  • /27

    $27,500

    • 1 Bed
    • 2 Baths
    • 771 Sq Ft

    107/109, Qtr 2 Grand Summit Way, Dover, VT 05356

    Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this slope-facing quartershare unit at the Grand Summit Hotel, directly at the base of Mount Snow! This sleep eight lockout unit is perfect for family, guests, or great rental options. The studio unit (107) has a fully-equipped kitchen, dining area, and living room with a queen sleeper sofa and a

    Patricia Fitzpatrick Skihome Realty

    107/109, Qtr 2 Grand Summit Way, Dover, VT 05356
  • /9

    $275,000

    • Land
    • 31 Acres
    • $8,871 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
  • /21

    $450,000

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

    16 Tenth Unit 40, Wilmington, VT 05363

    Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in

    Adam Palmiter Berkley & Veller Greenwood/Dover

    16 Tenth Unit 40, Wilmington, VT 05363
  • /38

    $520,000

    • 3 Beds
    • 3 Baths
    • 2,040 Sq Ft

    829 Pennel Hill Rd, Halifax, VT 05342

    Spacious cabin set on 16.4 acres with stream and pond. Open main living area features hardwood floors, vaulted ceilings with skylights, exposed beams, and an efficient wood stove. Updated kitchen includes stainless steel appliances and breakfast bar seating.Main level bedroom with shared en suite bathroom featuring claw foot tub and walk-in shower. Spiral staircase leads to primary suite with

    Megan Quinn Southern Vermont Realty Group

    829 Pennel Hill Rd, Halifax, VT 05342
  • /32

    $28,500

    • 1 Bed
    • 1 Bath
    • 671 Sq Ft

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

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

    Kelly Agrillo Southern Vermont Realty Group

    302 Qtr.2, 89 Grand Summit Way, Dover, VT 05356
  • /5

    $35,000

    • Land
    • 1.2 Acres
    • $29,167 per Acre

    44 Antler Loop, Dover, VT 05356

    Come and join the nice quiet community of Dover Manor. This lot has road frontage on two sides of the property. There is a small wetland area on the Antler Loop side of the property, about 1/4 of the property. Private roads and close to elementary school, skiing and shopping. Elevation is at about 2000'.Town sewer is available.

    Regina Perrotto Skihome Realty

    44 Antler Loop, Dover, VT 05356
  • /3

    $500,000

    • Land
    • 5.05 Acres
    • $99,010 per Acre

    Lot 1 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 5+ acres overlooking the 18th hole and mountains beyond for year

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 1 Mountain Ridge Estates, Wilmington, VT 05363

Showing Results 281 - 320, Page 8 of 10

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