3,005

Windham, VT Homes

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  • /42

    $669,000

    • 3 Beds
    • 3.5 Baths
    • 1,537 Sq Ft

    49 Greenspring Rd, Dover, VT 05356

    Located in the desirable Greensprings neighborhood at Mount Snow Ski Resort, this spacious 3-bedroom, 4-bath townhome offers the perfect blend of mountain charm and modern comfort. The inviting interior features a soaring cathedral ceiling in the living room, anchored by a cozy wood-burning fireplace, creating the perfect apres-ski retreat. A second family room adds flexibility, ideal for

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    49 Greenspring Rd, Dover, VT 05356
  • /21

    $462,500 Sold May 02, 2025

    • 1,582 Sq Ft
    • $292/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    363 Fay Boyden Rd, Wardsboro, VT 05355

    As Vermonty as you can get! Located conveniently between Mount Snow and Stratton, for easy access to skiing, shopping, lakes, and summer fun, sits this idyllic little log cabin with tremendous personal use or rental potential. The home sits on a sizeable corner parcel adjacent to the Snow Mountain Farms amenities including indoor pool and tennis court. There is ample parking thanks to a cul de

    Adam Palmiter Berkley & Veller Greenwood/Dover

    363 Fay Boyden Rd, Wardsboro, VT 05355
    • /20

      Est $775,773 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,823 Sq Ft

      4 Howard Ln, Dover, VT 05356

      4 Howard Ln, Dover, VT 05356
  • /26

    $650,000

    • 5 Beds
    • 2 Baths
    • 1,530 Sq Ft

    48 Upper Highlands, Dover, VT 05356

    Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    48 Upper Highlands, Dover, VT 05356
  • /33

    $745,000 Sold Apr 25, 2025

    • 2,573 Sq Ft
    • $290/SF
    • 33 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    69 Greenspring Rd, Dover, VT 05356

    Gorgeous updated Greenspring townhome with direct views of Mount Snow and Greenspring only shuttle service to and from the unit and base area. This majorly renovated unit features a unique floor plan with vaulted great room and new floors, great natural light and sunset views over the slopes, a wood burning fireplace with floor to ceiling stone hearth, large open kitchen with custom cabinets and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    69 Greenspring Rd, Dover, VT 05356
    • /34

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,816 Sq Ft

      47 Greenspring Rd, Dover, VT 05356

      47 Greenspring Rd, Dover, VT 05356
  • /37

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    83B Greenspring, Dover, VT 05356

    Imagine stepping into a pristine mountain townhome that feels like a warm embrace, complete with modern updates and breathtaking views of the surrounding peaks. The moment you enter, a spacious mudroom welcomes you, perfectly designed to accommodate all your outdoor gear and winter jackets. This three-bedroom plus den, 3.5-bath gem boasts a sun-drenched open floor plan where the living and dining

    Sheila Joyce-Albano Skihome Realty

    83B Greenspring, Dover, VT 05356
  • /34

    $515,000 Sold Apr 18, 2025

    • 2,016 Sq Ft
    • $255/SF
    • 57 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    170 Tanglewood Ln Unit 44C, Dover, VT 05356

    Welcome to this Scandinavian design inspired retreat w/beautiful views from multiple interior sight lines. Abundant natural light throughout this townhouse condo located at the TimberCreek development across from Mt.Snow. Cozy up w/a wood fire & a hot cup of gourmet coffee from the wet bar. Unwind in the in unit hot tub or sauna & enjoy the fantastic views from either level deck. Mohawk luxury

    David White OwnerEntry.com

    170 Tanglewood Ln Unit 44C, Dover, VT 05356
    • /38

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,400 Sq Ft

      510 Streeter Rd, Wardsboro, VT 05360

      510 Streeter Rd, Wardsboro, VT 05360
  • /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
  • /48

    $2,125,000 Sold Apr 18, 2025

    • 4,884 Sq Ft
    • $435/SF
    • 231 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2005

    9 Lodge Ln, Dover, VT 05356

    Enjoy stunning views, privacy, and access, from a rare offering of a home at the Peaks at Mt Snow. This luxury community sits above the Greenspring development, directly across from the ski slopes at Mount Snow, with access to all the great amenities including club house, gym, indoor pool and hot tub, pickleball courts, game room, on site management company, and direct shuttle service from your

    Adam Palmiter Berkley & Veller Greenwood/Dover

    9 Lodge Ln, Dover, VT 05356
    • /11

      Not Listed For Sale

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

      194 Karen Dr, Wardsboro, VT 05355

      194 Karen Dr, Wardsboro, VT 05355
  • /20

    $275,000 Pending

    • 1 Bed
    • 2 Baths
    • 895 Sq Ft

    13J Snow Tree Ln Unit Willows J, Dover, VT 05356

    Welcome to your perfect getaway at Snow Tree, nestled quietly at the base of Mount Snow. This warm and recently updated one-bedroom loft retreat, with an excellent rental history, offers a peaceful ambiance where you can unwind, surrounded by the natural beauty of Vermont’s Green Mountains.Step inside and discover a thoughtfully designed loft unit featuring one spacious bedroom and two full,

    Lisa Mirando Deerfield Valley Real Estate

    13J Snow Tree Ln Unit Willows J, Dover, VT 05356
  • /36

    $394,000 Sold Apr 14, 2025

    • 1,741 Sq Ft
    • $226/SF
    • 223 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1936

    5336 Vermont Route 100, Wardsboro, VT 05355

    "The Silver Gnome" has had it's name for several decades and continues to be a home with lots of character and charm. Lovely exposed wood beams in the living area and 3 bedrooms upstairs and a main level ensuite bedroom. A spacious 2 bay garage for the wintry months that Vermont offers the skiers. Only a 15 minute drive to Stratton Mtn. and less that 5 miles to Mt. Snow parking areas. There

    Regina Perrotto Skihome Realty

    5336 Vermont Route 100, Wardsboro, VT 05355
    • /29

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,300 Sq Ft

      5A Overbrook Dr Unit 5A, Dover, VT 05356

      5A Overbrook Dr Unit 5A, Dover, VT 05356
  • /44

    $645,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    1176 E Dover Rd, Wardsboro, VT 05355

    A True Vermont Retreat – Serene, Private, and Exceptional. Tucked away at the end of a winding private drive, this captivating cape-style home is simply flawless. Lovingly maintained for over 30 years, the property reflects a deep sense of care, dedication, and pride. Now, as the current owners prepare for their next chapter, a rare opportunity arises to become the next steward of s exceptional

    Thomas Dahlin Berkley & Veller Greenwood Country

    1176 E Dover Rd, Wardsboro, VT 05355
  • /15

    $170,000 Sold Apr 01, 2025

    • Land
    • 31 Acres
    • $5,431 per Acre
    • 6 Days On Market

    0 Stratton Arlington Rd Unit 5029154, West Wardsboro, VT 05360

    31-acre parcel bordering the beautiful Green Mountain National Forest. Land is permitted for a 5-bedroom primary home and 3-bedroom guest home (up to 45% the size of the primary home) or a single large 8-bedroom home as an option. Homesite is complete and a driveway has been roughed in for access. Ball Mountain Brook flows through the property. Only minutes from Stratton Mountain Resort, Stratton

    Mike England Michael England Real Estate

    0 Stratton Arlington Rd Unit 5029154, West Wardsboro, VT 05360
    • /37

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,536 Sq Ft

      452 Susan Lynn Ln, Wardsboro, VT 05355

      452 Susan Lynn Ln, Wardsboro, VT 05355
  • /25

    $299,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    17 Mountain Village Unit 241, Dover, VT 05356

    One of a kind 2 bedroom, 2 bath condo at Snow Mountain Village at the base of the Mount Snow ski resort. This gorgeous vaulted and remodeled unit has all the style you would expect in a mountain retreat, with none of the headaches. Gorgeous exposed wood beams in the vaulted living room and kitchen, a stone hearth with wood burning fireplace, kitchen with ample storage and breakfast bar, separate

    Adam Palmiter Berkley & Veller Greenwood/Dover

    17 Mountain Village Unit 241, Dover, VT 05356
  • /16

    $245,988 Sold Mar 31, 2025

    • 1,750 Sq Ft
    • $141/SF
    • 25 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    36E N Access Rd Unit 705, Dover, VT 05356

    This spacious townhome, located adjacent to the upper parking lots of Mount Snow ski resort, offers one of the largest layouts in the Snow Mountain Village community. Combining convenience, privacy, and stunning mountain views, this unique property is an ideal base for year-round enjoyment. Upon entering, you’ll find a tiled mudroom with a laundry area, leading to a generously sized guest room

    Donald Koelsch Deerfield Valley Real Estate

    36E N Access Rd Unit 705, Dover, VT 05356
    • /32

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,410 Sq Ft

      269 Susan Lynn Ln, Wardsboro, VT 05355

      269 Susan Lynn Ln, Wardsboro, VT 05355
  • /32

    $620,000 Under Contract

    • 6 Beds
    • 4 Baths
    • 3,592 Sq Ft

    1375 Sheldon Hill Rd, Wardsboro, VT 05355

    Stunning unique 2024 renovated chalet with rare 2+ acre parcel and easy access to both Mount Snow and Stratton. This home exudes the vibe of a true Vermont ski retreat. Inside you are treated to a large open concept great room with vaulted ceilings, natural woodwork, and great natural light throughout thanks to large windows and transoms. There is a gas fireplace with stone hearth, upscale custom

    Adam Palmiter Berkley & Veller Greenwood/Dover

    1375 Sheldon Hill Rd, Wardsboro, VT 05355
  • /31

    $570,000 Sold Mar 28, 2025

    • 2,160 Sq Ft
    • $264/SF
    • 149 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    7E Black Pine Unit 145, Dover, VT 05356

    This meticulously updated Timbercreek townhouse exemplifies luxury living with no detail overlooked. From the elegant tiled floors that flow seamlessly throughout, to the custom kitchen & bathroom cabinets adorned with exquisite granite tops, including a stunning dining table & chic living room furniture, every inch speaks of quality and sophistication. The beautifully tiled kitchen and

    Sheila Joyce-Albano Skihome Realty

    7E Black Pine Unit 145, Dover, VT 05356
    • /33

      Not Listed For Sale

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

      80 Blue Spruce Unit 5D, Dover, VT 05356

      80 Blue Spruce Unit 5D, Dover, VT 05356
  • /18

    $230,000 Under Contract

    • 1 Bed
    • 2 Baths
    • 848 Sq Ft

    11B Snow Tree Ln Unit Birches B, Dover, VT 05356

    Amazing nearby access directly across to the magic carpet at Mount Snow! This lovely updated Snowtree condo is located at the base of the Mount Snow ski resort with easy access to the mountain, as well as convenient amenities and full maintenance for peace of mind. This unit has been renovated to be more functional for sleeping and entertainment than a typical one bedroom. There is a large living

    Adam Palmiter Berkley & Veller Greenwood/Dover

    11B Snow Tree Ln Unit Birches B, Dover, VT 05356
  • /28

    $90,000 Sold Mar 25, 2025

    • 1,152 Sq Ft
    • $78/SF
    • 43 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    655 E Hill Rd, Wardsboro, VT 05355

    Looking for your next project? Come take a look at this gutted 24x24 project ready for your vision! Drilled well, pressure tank, power, septic all on site. Easy to show!

    Julie Lowe Lowe's Real Estate, LLC

    655 E Hill Rd, Wardsboro, VT 05355
    • /24

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft

      132 Debbie Higgins Ln, Wardsboro, VT 05355

      132 Debbie Higgins Ln, Wardsboro, VT 05355
  • /23

    $550,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    494 Cobb Reed Rd, Wardsboro, VT 05355

    This home offers the best of a country property. The 1800's cape provides many surprisingly large rooms for family gatherings or entertaining friends. The old character of the home is evident in the wide pine floors, old fireplaces and 12 over 12 windows. With 2 bedrooms and two full baths with soaker tubs on each floor this should meet everyone's needs. There is also an exercise room in the

    David Brown Berkley & Veller Greenwood Country

    494 Cobb Reed Rd, Wardsboro, VT 05355
  • /33

    $545,000 Sold Mar 21, 2025

    • 2,016 Sq Ft
    • $270/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    33A White Oaks Loop Unit 35, Dover, VT 05356

    Nestled at the end of White Oaks Loop, 33A offers the solitude of a corner lot and privacy of an end unit in one beautiful location .Spanning two levels, the home has been fully updated while maintaining a rustic charm. It features 3 bedrooms, 2 bathrooms, beautiful wood floors, a delightful stone fireplace, and a private sauna that is perfect for warming up after a chilly day on the slopes. The

    Melissa Ellis Southern Vermont Realty Group

    33A White Oaks Loop Unit 35, Dover, VT 05356
    • /39

      Est $641,278 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,891 Sq Ft

      9 Willis Cemetery Rd, Stratton, VT 05360

      9 Willis Cemetery Rd, Stratton, VT 05360
  • /31

    $25,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356

    Trailside! Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This valley side 1 bedroom, 1 full bath unit has sleeping space for 6, plus a balcony off the bedroom with a valley view. Open concept kitchen/dining room, and a large living room with a queen sleeper sofa, and a queen murphy

    Donna Brown Skihome Realty

    222 Qtr 3 Grand Summit Way Unit 222, Qtr 3, Dover, VT 05356
  • /21

    $210,000 Sold Mar 21, 2025

    • 691 Sq Ft
    • $304/SF
    • 153 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1985

    194 Black Piece Rd, Wardsboro, VT 05355

    Discover this charming 2-bedroom, 1-bathroom home in Wardsboro, Vermont. Ideally located just 10 minutes from Mount Snow and 20 minutes from Stratton Mountain, this property offers both convenience and tranquility. Enter the home into a three-season sunroom ready for you to personalize and enjoy peaceful evenings listening to the Wardsboro Brook. The cozy living room features wood floors and a

    Kim Meeker Southern Vermont Realty Group

    194 Black Piece Rd, Wardsboro, VT 05355
    • /23

      Est $391,559 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,206 Sq Ft

      5 Ahmeek Rd, Dover, VT 05356

      5 Ahmeek Rd, Dover, VT 05356
  • /29

    $499,000

    • 4 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    137 Stratton Arlington Rd, West Wardsboro, VT 05360

    Classic Vermont Home with Hilltop Views – Minutes from Mount Snow & Stratton. Set on a peaceful New England hilltop, this traditional-style home offers beautiful local and long-range views in a highly desirable location—just 6 miles to both Mount Snow and Stratton ski resorts, and only 6 miles to Grout Pond for VAST snowmobile trail access. Recently renovated and filled with natural light, the

    Donald Koelsch Deerfield Valley Real Estate

    137 Stratton Arlington Rd, West Wardsboro, VT 05360
  • /41

    $562,500 Sold Mar 18, 2025

    • 1,954 Sq Ft
    • $288/SF
    • 178 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1979

    40 Upper Highlands, Dover, VT 05356

    $25,000 Price Improvement just in time for the season! The snow is here, the mountain is open and this special property is just a 1/2 mile from the Mount Snow Resort north entrance! This 5 bedroom, 3 bath renovated chalet is your home base for adventure. Spacious, warm and cozy atmosphere for the winter season and an inviting outdoor space with decks and a nice backyard for summer- a perfect

    Jacki Murano Southern Vermont Realty Group

    40 Upper Highlands, Dover, VT 05356
    • /34

      Est $1,504,171 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,087 Sq Ft

      42 Upton Rd, Dover, VT 05356

      42 Upton Rd, Dover, VT 05356
  • /27

    $515,000

    • 3 Beds
    • 3 Baths
    • 1,008 Sq Ft

    33D White Oaks Loop Unit 38, Dover, VT 05356

    Nicely updated and unique Timber Creek end unit townhome with total privacy, easy access, and winter ski trail views. Timber Creek is located right across from the upper entrance to Mount Snow with direct shuttle service from your front door to the base area and convenient amenities including an on site management company, exterior maintenance, snow removal, landscaping, and more. The recently

    Adam Palmiter Berkley & Veller Greenwood/Dover

    33D White Oaks Loop Unit 38, Dover, VT 05356
  • /2

    $53,000 Sold Feb 14, 2025

    • Land
    • 2.50 Acres
    • $21,200 per Acre
    • 138 Days On Market

    165 Kerri Ann Ln, Wardsboro, VT 05360

    Very large, wooded home site in Snow Mountain Farms. 10-minutes drive to beautiful Snow Mountain Ski Resort and 15-minutes drive to famous Stratton Mountain Ski Resort. 1.5 hours to Albany, NY and 3.5 hours from New York City. Perfect location for mountain get away or a rental investment property. The site combines two parcels for a total of 2.6 acres which is double the average home site in

    Ralph Harvey Listwithfreedom.com

    165 Kerri Ann Ln, Wardsboro, VT 05360
    • /21

      Est $603,386 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,640 Sq Ft

      145 Hunt Rd, Wardsboro, VT 05355

      145 Hunt Rd, Wardsboro, VT 05355
  • /9

    $199,000

    • Land
    • 6 Acres
    • $30,615 per Acre

    530 Mowrey Rd, Jamaica, VT 05343

    This 6.5 acre lot is a beautiful combination of open sloping field and wooded land with road frontage on both Mowrey Road and Brooks Road. The land currently has a state approved wastewater permit in place for two separate 5 bedroom homes. So, take your pick, you can build in the woods or out in the open field or BOTH, the choice is yours! This parcel will require an act250 permit prior to

    Julie Lowe Lowe's Real Estate, LLC

    530 Mowrey Rd, Jamaica, VT 05343

Showing Results 41 - 80, Page 2 of 18

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