445

Windham County VT Homes for Sale

Section Image
  • /16

    $23,000

    • 1 Bath
    • 407 Sq Ft

    354 Qtr. 2, 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

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

    $249,000

    • Land
    • 1.29 Acres
    • $193,023 per Acre

    350 Route 100, Dover, VT 05356

    Amazing opportunity to have a building lot near Mount Snow with huge view potential, no HOA restrictions, and easy access off a main paved road. This unique site is being offered for the first time in a long time and could be the ideal spot to build your dream Vermont home.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    350 Route 100, Dover, VT 05356
  • /28

    $57,000

    $6K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 844 Sq Ft

    2036 Vermont 30, Jamaica, VT 05343

    A cozy base for days spent enjoying Vermont country life warmed by a cozy wood stove and enjoying countless meals prepared together in the upgraded cherry and tile kitchen. Property has direct access to the West River. a nice deck to sit on in the back and a nice sitting platform overlooking river. Two bedroom one bath mobile home. Six months occupancy per year. New tenants must be approved by

    Mike England Michael England Real Estate

    2036 Vermont 30, Jamaica, VT 05343
  • /2

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    292 Deer Hill Rd, Whitingham, VT 05361

    Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please..

    Susan Bellville Bellville Realty

    292 Deer Hill Rd, Whitingham, VT 05361
  • /27

    $17,500

    $7K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 941 Sq Ft

    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356

    PRICE IMPROVEMENT! This one-of-a-kind unit-style is on one level and includes one bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area features a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping six people. The spacious bedroom includes a king-size bed and a balcony with beautiful ridgeline views. The benefits of Grand

    Patricia Fitzpatrick Skihome Realty

    230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
  • /36

    $279,000

    $10K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 895 Sq Ft

    13 Snowtree Ln Unit Willows K, West Dover, VT 05356

    Just a short walk over bridge by Maples Building to the lifts at Mount Snow via the magic carpet, this stunning loft-style, fully remodeled Snowtree condo offers modern comfort and undeniable charm. The open-concept living area features vaulted ceilings, gleaming bamboo floors, and a cozy wood-burning fireplace. A glass slider leads to a private balcony overlooking a babbling brook and peaceful

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    13 Snowtree Ln Unit Willows K, West Dover, VT 05356
  • /18

    $73,140

    • Land
    • 10,890 Sq Ft
    • $292,560 per Acre

    Lot 4 -156 High Peak Way, Wilmington, VT 05363

    Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience.With public sewer and public water access,

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 -156 High Peak Way, Wilmington, VT 05363
  • /18

    $68,900

    • Land
    • 21,780 Sq Ft
    • $137,800 per Acre

    Lot 1 - 161 High Peak Way, Wilmington, VT 05363

    Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley.With public sewer and public water access, the building process is made

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 1 - 161 High Peak Way, Wilmington, VT 05363
  • /18

    $90,100

    • Land
    • 21,780 Sq Ft
    • $180,200 per Acre

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363

    A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
  • /17

    $79,500

    • Land
    • 13,939 Sq Ft
    • $248,438 per Acre

    Lot 2 - 162 High Peak Way, Wilmington, VT 05363

    Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 2 - 162 High Peak Way, Wilmington, VT 05363
  • /15

    $439,000

    $90K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    117 Ray Hill Rd, Wilmington, VT 05363

    This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, that is waiting to be finished!

    Janet Boyd Boyd Real Estate

    117 Ray Hill Rd, Wilmington, VT 05363
  • /60

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,814 Sq Ft

    195 Mann Rd Unit 12, Wilmington, VT 05363

    Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is

    Donald Koelsch Deerfield Valley Real Estate

    195 Mann Rd Unit 12, Wilmington, VT 05363
  • /29

    $19,500

    • 1 Bath
    • 332 Sq Ft

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

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Valley side unit includes: Queen murphy bed, kitchen, eating area, balcony and a 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 including valet parking, owners private lounge, private owners library, full service spa with

    Kelly Agrillo Southern Vermont Realty Group

    218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
  • /20

    $449,000

    • 3 Beds
    • 3 Baths
    • 1,726 Sq Ft

    4A Suntec Loop Unit 4A, Dover, VT 05356

    Beautiful woodsy Suntec townhome just down from the base of the Mount Snow ski resort. This spacious 3 bedroom plus loft townhome sits about a mile south of Mount Snow, with the development having direct access to snowmobile trails, and easy access to the nearby village of Wilmington and lakes. The unit has a large open concept floor plan with living room with wood burning fireplace and brick

    Adam Palmiter Berkley & Veller Greenwood/Dover

    4A Suntec Loop Unit 4A, Dover, VT 05356
  • /16

    $14,999

    $5K PRICE DROP
    • Land
    • 1 Acre
    • $14,999 per Acre

    0 Hunter Brook Rd, South Newfane, VT 05351

    Beautiful creekside property in Newfane, ideal for camping, fishing, or RVing. The western boundary line follows Hunter Brook, which turns like a horseshoe at this location and almost meets the eastern boundary: Hunter Brook Road. As a result the property naturally divides itself into two sides, each with its own strengths and weaknesses.The northeastern side is larger, more private, and

    David White OwnerEntry.com

    0 Hunter Brook Rd, South Newfane, VT 05351
  • /14

    $210,000

    • Land
    • 35 Acres
    • $6,000 per Acre

    00 Vermont Route 100, Jamaica, VT 05343

    Discover the beauty and tranquility of this picturesque wooded parcel—approximately 35 acres—nestled along the serene Deerfield River and spanning the border of Jamaica and Wardsboro. Perfectly situated within easy reach of Mount Snow, Stratton, and Bromley, the property offers convenient access to year-round recreation while preserving the sense of peace and privacy that only a large forested

    Patrice Schneider Southern Vermont Realty Group

    00 Vermont Route 100, Jamaica, VT 05343
  • /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
  • /21

    $489,000

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft

    12 Lilla Ln, Wilmington, VT 05363

    Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private

    Adam Palmiter Berkley & Veller Greenwood/Dover

    12 Lilla Ln, Wilmington, VT 05363
  • /36

    $489,000

    $10K PRICE DROP
    • Land
    • 41 Acres
    • $11,927 per Acre

    706 Vt Route 100, Stratton, VT 05360

    Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180 +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski

    Jacki Murano Southern Vermont Realty Group

    706 Vt Route 100, Stratton, VT 05360
  • /59

    $425,000

    • 5 Beds
    • 3 Baths
    • 1,440 Sq Ft

    135 Overlook Dr, Londonderry, VT 05148

    Investment opportunity! This beautiful ski country compound offers 3 potential streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are

    Zachary Zupan EXP Realty

    135 Overlook Dr, Londonderry, VT 05148
  • /3

    $60,000

    • Land
    • 1.1 Acres
    • $54,545 per Acre

    63 Villager Loop, Dover, VT 05356

    Lovely wooded building site not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. View potential and easy access off a paved road, with a large corner lot location, looking to the west over the ski mountains and sunsets.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    63 Villager Loop, Dover, VT 05356
  • /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
  • /42

    $469,990

    $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    555 Vermont 9, Wilmington, VT 05363

    Located just minutes from the slopes of Mount Snow, the pristine waters of Lake Raponda, and the expansive Harriman Reservoir, this property offers the ideal combination of convenience, recreation, and opportunity. With ample space and zoning flexibility, you have the unique chance to build an Accessory Dwelling Unit (ADU) on-site, perfect for generating rental income, hosting guests, or creating

    Colt Hazell Flex Realty

    555 Vermont 9, Wilmington, VT 05363
  • /50

    $299,000

    • 3,942 Sq Ft

    2072 N Main St, Londonderry, VT 05148

    This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths

    Catherine Cairns Maple Leaf Real Estate

    2072 N Main St, Londonderry, VT 05148
  • /8

    $48,000

    $4K PRICE DROP
    • Land
    • 6.1 Acres
    • $7,869 per Acre

    0 Cooke Rd, Brattleboro, VT 05301

    Amidst rolling VT farmland, sits these 6 acres in West Brattleboro. While there is road frontage on Rte 9, the driveway is off the class 4 section of Cooke Rd. There's about 250 feet of Cooke Rd that you would need to maintain before the town road. The ROW into the land parallels the power lines, which you cannot see when you're on the land. There a nice cleared shelf when you walk in and then

    Victoria Woods Brattleboro Area Realty

    0 Cooke Rd, Brattleboro, VT 05301
  • /23

    $20,000

    • 1 Bath
    • 407 Sq Ft

    152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356

    Quarter share (deeded interval 3) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 152) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356
  • /36

    $382,000

    • 6 Beds
    • 2.5 Baths
    • 3,590 Sq Ft

    88 Westminster St, Town of Rockingham, VT 05101

    Welcome to this stately New Englander located in the heart of Bellows Falls, offering the perfect blend of historic character and generous living space. With over 4,500 square feet, this grand home provides 15 rooms, 6 bedrooms and the potential for 4 bathrooms across multiple levels, giving plenty of room for family, guests, home office space, or multi-generational living. Beautiful period

    Jamie Watson BHG Masiello Keene

    88 Westminster St, Town of Rockingham, VT 05101
  • /2

    $154,900

    $44K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 2,710 Sq Ft

    29 Stable Rd, Wilmington, VT 05363

    The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 1 acre with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

    Mark Yule BHG Masiello Brattleboro

    29 Stable Rd, Wilmington, VT 05363
  • /12

    $36,999

    $3K PRICE DROP
    • Land
    • 2 Acres
    • $18,500 per Acre

    14 Brickyard Rd, Dover, VT 05341

    Beautiful hillside parcel less than ten minutes from Mount Snow but outside the direct path of heavy tourist traffic. Brickyard Road is a winding packed-gravel road dotted sparsely with homes for full-time Dover residents, each with plenty of land and privacy. From the roadside the topography dips down about 5 feet, then quickly comes to a much more gradual slope which continues for approximately

    David White OwnerEntry.com

    14 Brickyard Rd, Dover, VT 05341
  • /44

    $350,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    25 Upper Handle Rd Unit A, Dover, VT 05356

    Welcome to this inviting 3-bedroom plus loft, 2-bath Apple Hill condominium—perfectly located just minutes from Mount Snow. This spacious and well-maintained home offers a comfortable layout for a relaxing Vermont getaway. The updated kitchen and dining area feature a charming window seat, while the open-concept living room boasts another cozy window seat and a wood-burning fireplace for those

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    25 Upper Handle Rd Unit A, 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
  • /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
  • /3

    $500,000

    • Land
    • 1.1 Acres
    • $454,545 per Acre

    Lot 2 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 1.1 acres overlooking the fairway of the 18th hole and mountains

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363
  • /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
  • /12

    $178,000

    $7K PRICE DROP
    • Land
    • 8 Acres
    • $22,250 per Acre

    4441 Vermont 30, Jamaica, VT 05343

    Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up.A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is

    Helen Nault

    4441 Vermont 30, Jamaica, VT 05343
  • /8

    $225,000

    $70K PRICE DROP
    • Land
    • 54.8 Acres
    • $4,106 per Acre

    0 Townshend Dam Rd Unit 5066172, Wardsboro, VT 05355

    Perced in 2025 for a 5 bedroom home! Explore the potential of this beautiful 53.8 acre parcel just 3.5 miles from the scenic Townshend Dam. This expansive property offers a peaceful, wooded setting with ample privacy, ideal for recreation, a possible future homesite, or continued forest management. Currently enrolled in Vermont’s Current Use Program, the land offers significant tax savings and

    Carrie Mathews Winhall Real Estate

    0 Townshend Dam Rd Unit 5066172, Wardsboro, VT 05355
  • /54

    $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
  • /54

    $1,050,000

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,040 Sq Ft

    17A Boulder Ridge Dr Unit A, Dover, VT 05356

    This magnificent 5-bedroom, 4.5-bath townhouse, spanning over three tastefully designed floors, will captivate you with its elegance. The open floor plan combines contemporary aesthetics with practical design. The living room, graced with hardwood (hickory) flooring, a gas fireplace, large windows, a slider to the deck with an amazing view of Mount Snow, and a vaulted ceiling, creates an ambiance

    John Redd Skihome Realty

    17A Boulder Ridge Dr Unit A, Dover, VT 05356
  • /33

    $599,000

    $26K PRICE DROP
    • 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
  • /15

    $475,000

    $55K PRICE DROP
    • Land
    • 30 Acres
    • $15,833 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

Showing Results 321 - 360, Page 9 of 12

How to Buy a Home How to Finance a Home How to Sell a Home