30,375

Windham, VT Homes

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  • /26

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    48 Villager Loop, West Dover, VT 05356

    What a find! This well-maintained 3-bedroom plus den home in the Dover Hills is the perfect year-round Vermont getaway. Just 10 minutes to Mount Snow, you’ll have easy access to world-class skiing and riding in winter and scenic lift-served mountain biking in summer. With a first-floor bedroom and laundry, it’s designed for ease and convenience. Stay cozy with the pellet stove in winter, and cool

    Patrice Schneider Southern Vermont Realty Group

    48 Villager Loop, West Dover, VT 05356
  • /24

    $315,000 Sold Jun 24, 2025

    • 1,531 Sq Ft
    • $206/SF
    • 49 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1830

    631 Vt Route 30, Newfane, VT 05345

    Nestled in the heart of Newfane Village, this lovingly maintained Cape has been in the same family for generations and is ready to welcome its next chapter. Thoughtful updates enhance its charm, including a newer septic system, replacement windows, and a beautiful blue standing seam roof that brings a splash of sky to your everyday view. The paved driveway with a convenient turnaround makes

    Thomas Dahlin Berkley & Veller Greenwood Country

    631 Vt Route 30, Newfane, VT 05345
    • /29

      Est $413,403 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,558 Sq Ft

      39 Stone Brook Rd, Wilmington, VT 05363

      39 Stone Brook Rd, Wilmington, VT 05363
  • /32

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    155 Woodland Rd, Vernon, VT 05354

    First time on the market this inviting Cape-Style home is nestled in the idyllic Fox Hill neighborhood. Built in 2003 and lovingly cared for by its single owner, step inside to discover a comfortable atmosphere. The main level offers a well-appointed kitchen with large eat in area, along with an adjoining dining room, or den, 1⁄2 bath, spacious living room and a first-floor bedroom with private

    Heidi Bernier Berkley & Veller Greenwood Country

    155 Woodland Rd, Vernon, VT 05354
  • /51

    $343,000 Sold Jun 23, 2025

    • 1,538 Sq Ft
    • $223/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1795

    442 S Wardsboro Rd, Newfane, VT 05345

    This historic 3-bedroom Cape home offers charm, comfort and a rare connection to nature. Perched on a knoll above the Wardsboro Brook, the home is filled with the soothing sounds of flowing water. The first floor features the main living area enhanced by period built-ins, wood floors and large windows flooding each room with natural light. A small but efficient kitchen opens into a large dining

    Laura D'Angelo Berkley & Veller Greenwood Country

    442 S Wardsboro Rd, Newfane, VT 05345
    • /35

      Est $414,388 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,100 Sq Ft

      42 Old Town Rd, Wilmington, VT 05363

      42 Old Town Rd, Wilmington, VT 05363
  • /16

    $27,800

    • 1 Bed
    • 2 Baths
    • 709 Sq Ft

    106/108, Qtr 3 89 Grand Summit Way Unit 106/108, Dover, VT 05356

    Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This unit features TWO decks, one off of each unit, great for apres ski or hanging with friends after a Fall hike. This sleep 6, lockout unit is perfect for family, guests or great

    Prema Fitzpatrick Skihome Realty

    106/108, Qtr 3 89 Grand Summit Way Unit 106/108, Dover, VT 05356
  • /24

    $328,000 Sold Jun 23, 2025

    • 1,536 Sq Ft
    • $214/SF
    • 169 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1950

    414 Old Guilford Rd, Brattleboro, VT 05301

    Nestled on a dead end town road, kissing Fort Dummer state park and it's more than 200 acres of forest with trails and campsites, this is a special deal! Minutes to everything Brattleboro but snugged up on almost 4 acres of your own enchanting adventure! With a yard full of flowering bushes, trees and perennials, you will be surrounded by a sweet landscape, with plenty of room for your own

    Christine Lewis Brattleboro Area Realty

    414 Old Guilford Rd, Brattleboro, VT 05301
    • /38

      Est $468,656 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft

      95 Davis Dr, Wilmington, VT 05363

      95 Davis Dr, Wilmington, VT 05363
  • /11

    $49,000

    • Land
    • 2.21 Acres
    • $22,172 per Acre

    Lot 2 Wellington Hill Rd W, Westminster, VT 05346

    2.21-acre parcel of land located in the town of Westminster, Vermont. This lot features classic Vermont stone walls, lovely trees and road frontage. The landowner notes that the flat portion of the lot has been cleared and that there are distant mountain views from the front section of the property when cleared. They also mention that the location may be suitable for a home, yurt, or tiny house

    Erica Reynolds Southern Vermont Realty Group

    Lot 2 Wellington Hill Rd W, Westminster, VT 05346
  • /30

    $268,000 Sold Jun 20, 2025

    • 1,062 Sq Ft
    • $252/SF
    • 35 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2005

    1227 Vermont 30, Townshend, VT 05353

    This well-built home sits on 2.48 private acres alongside the river, just minutes from Townshend Village. Constructed with natural hardwoods throughout—cherry in the main rooms, birch in the bedroom, and maple in the mudroom—it’s full of warmth and character. Recent upgrades include a brand new 3–4 bedroom septic system, all new plumbing, a new propane monitor heater, 40-gallon hot water heater,

    Kate Barry EXP Realty

    1227 Vermont 30, Townshend, VT 05353
    • /23

      Est $508,911 Not Listed For Sale

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

      2 Ives Rd, Wilmington, VT 05363

      2 Ives Rd, Wilmington, VT 05363
  • /25

    $145,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    2418 Back Westminster Rd, Westminster, VT 05158

    Price improvement! Motivated Seller. Seller will credit buyer $5k towards closing costs!!Embrace the opportunity that awaits you with this cozy Bungalow situated on a lush and level 1.5 acre lot in Westminster, Vermont! This home offers different possibilities for the right buyer to bring their vision and transform this space.You'll have plenty of room to spread out, garden, or simply

    Lilly Gallagher Greenwald Realty Group

    2418 Back Westminster Rd, Westminster, VT 05158
  • /38

    $325,000 Sold Jun 20, 2025

    • 1,747 Sq Ft
    • $186/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    12 Clark Ct, Town of Rockingham, VT 05154

    On the outskirts of the beautiful Saxtons River Village, on a quiet street, thisinviting and comfortable home is a perfect starter or retirement home. The recently painted interior creates a bright and pleasing ambiance. Enter from the covered front porch, or the convenient attached garage. Hardwood floors and a brick fireplace enhance the large living room and adjoin the dining room and updated

    Heidi Bernier Berkley & Veller Greenwood Country

    12 Clark Ct, Town of Rockingham, VT 05154
    • /31

      Est $349,885 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,963 Sq Ft

      962 Chapel Hill Rd, Whitingham, VT 05361

      962 Chapel Hill Rd, Whitingham, VT 05361
  • /10

    $1,738,000

    • 5 Beds
    • 4.5 Baths
    • 2,450 Sq Ft

    34 A or B Boulder Ridge Dr, Dover, VT 05356

    NEW CONSTRUCTION!! The new ownership/development team at Boulder Ridge is pleased to announce the commencement of the next phase of construction at this unique location. Just two minutes to the base of Mount Snow, awe-inspiring year-round views of the slopes of Mount Snow as well as the vast Deerfield Valley, combined with the distinct trails of the Hermitage Club in the distance (a 7 minute

    John Redd Skihome Realty

    34 A or B Boulder Ridge Dr, Dover, VT 05356
  • /60

    $279,000 Sold Jun 20, 2025

    • 1,040 Sq Ft
    • $268/SF
    • 10 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1971

    260 Depot Rd, Williamsville, VT 05362

    What a sweet spot! This one-story ranch house faces south on over an acre of flat open land surrounded by stone walls. On a paved road just minutes from Brattleboro and the village of Williamsville, the house offers easy access and easy one floor living. The sunroom off the garage doubles as a mudroom. The room along the back of the garage provides convenient workshop and/or storage space. Enjoy

    Sally Fegley BHG Masiello Brattleboro

    260 Depot Rd, Williamsville, VT 05362
    • /31

      Est $82,547 Not Listed For Sale

      1124 Chapel Hill Rd, Whitingham, VT 05361

      1124 Chapel Hill Rd, Whitingham, VT 05361
  • /11

    $30,000

    • Land
    • 1.00 Acre
    • $30,000 per Acre

    58 Boardman Loop, Wardsboro, VT 05360

    Nestled in the heart of ski country, this property is perfectly situated near the slopes of Mount Snow and Stratton Ski areas. With snowmobile trails, hiking, kayaking, and the stunning Green Mountain National Forest just minutes away, the small community of Snow Mountain Farms West invites you to embrace the natural beauty of Vermont. This 1-acre lot already has a wastewater permit for a

    Michelle O'Neil Deerfield Valley Real Estate

    58 Boardman Loop, Wardsboro, VT 05360
  • /49

    $310,000 Sold Jun 20, 2025

    • 1,513 Sq Ft
    • $205/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1893

    6699 Vermont Route 100, Whitingham, VT 05361

    Welcome to this charming historic home that has been lovingly brought back to life by its current owners! Featuring beautifully restored plaster walls, high ceilings, and stunning refinished wide plank flooring. Step inside and you’ll be greeted by a spacious mudroom and cozy sitting area—there’s plenty of room to relax before you move into the bright and inviting living space. The large eat-in

    Michelle O'Neil Deerfield Valley Real Estate

    6699 Vermont Route 100, Whitingham, VT 05361
    • /26

      Est $236,759 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft

      2815 Burrington Hill Rd, Whitingham, VT 05361

      2815 Burrington Hill Rd, Whitingham, VT 05361
  • /30

    $255,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    77 Griswold Dr, Bellows Falls, VT 05101

    Nestled on a dead-end street in a sought-after neighborhood, this charming split-level ranch offers both comfort and potential. Featuring three spacious bedrooms and a full bath, the home boasts an inviting layout perfect for modern living. The kitchen opens to a lovely porch—ideal for enjoying your morning coffee or evening relaxation. Set on a generous 0.37-acre lot, there’s plenty of outdoor

    Rob Weltz Barrett & Valley Assoc. Inc

    77 Griswold Dr, Bellows Falls, VT 05101
  • /30

    $255,000 Sold Jun 20, 2025

    • 1,613 Sq Ft
    • $158/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1850

    998 Saxtons River Rd, Saxtons River, VT 05154

    Exuding warmth and charm, benefiting from thoughtful improvements, while retaining the antique character, this cheerful home is ready for the next stewards to enjoy. Sun-filled rooms include an inviting eat-in kitchen with beautiful cabinets and a wood stove hookup, spacious living room with wood stove, enhanced by deep windowsills and pine floors throughout. A bath/ laundry complete this level.

    Heidi Bernier Berkley & Veller Greenwood Country

    998 Saxtons River Rd, Saxtons River, VT 05154
    • /12

      Est $274,394 Not Listed For Sale

      2027 Burrington Hill Rd, Whitingham, VT 05361

      2027 Burrington Hill 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
  • /22

    $360,000 Sold Jun 20, 2025

    • 1,430 Sq Ft
    • $252/SF
    • 112 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1960

    9 Mountain Acres Rd, Jamaica, VT 05343

    This charming ranch-style home, lovingly maintained for years, is ready for its next chapter. Ideally located at the entrance of the sought-after Mountain Acres neighborhood, it offers easy access to local activities while maintaining a peaceful retreat-like feel.Inside, five comfortable bedrooms and two baths provide ample space for family and guests. The open-concept living area, highlighted by

    Helen Nault

    9 Mountain Acres Rd, Jamaica, VT 05343
    • /29

      Est $509,922 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,600 Sq Ft

      960 Holbrook Rd, Jacksonville, VT 05342

      960 Holbrook Rd, Jacksonville, VT 05342
  • /60

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 3,685 Sq Ft

    155 Hillwinds N, Brattleboro, VT 05301

    Situated in Brattleboro’s premier, rural neighborhood, this much-loved home is a masterclass in thoughtful design, meticulous construction, & refined living. A grand dbl-door foyer welcomes you into a soaring entry hall that flows seamlessly into a sunken, dbl-height ceiling LR - complete w/ granite-surround FP, custom blt-ins, & crowned by a dramatic balcony overlook. Light pours in from every

    Dan Normandeau Berkley & Veller Greenwood Country

    155 Hillwinds N, Brattleboro, VT 05301
  • /60

    $535,000 Sold Jun 20, 2025

    • 2,800 Sq Ft
    • $191/SF
    • 200 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1968

    78 Pond Loop Unit M-2, Wilmington, VT 05363

    If you have been looking for a multi-level home that is well-appointed, nicely furnished, move-in ready, on the Hill, with plenty of closets, this is IT! Smart thermostats and remote-controlled lighting. Ample mudroom foyer with vaulted ceiling and plenty of room for your gear, with slate flooring and custom paneling, laundry room and powder room or half bath. Bedroom with ridgeline views in

    Sigrid Pickering Chimney Hill Realty

    78 Pond Loop Unit M-2, Wilmington, VT 05363
    • /40

      Est $420,266 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft

      656 Allard Rd, Whitingham, VT 05361

      656 Allard Rd, Whitingham, VT 05361
  • /2

    $89,000

    • 4 Beds
    • 3 Baths
    • 2,108 Sq Ft

    321 Williams St, Brattleboro, VT 05301

    Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance.

    Susan Bellville Bellville Realty

    321 Williams St, Brattleboro, VT 05301
  • /40

    $280,000 Sold Jun 20, 2025

    • 1,680 Sq Ft
    • $167/SF
    • 268 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    427 Vermont 112, Whitingham, VT 05342

    Discover this turnkey 3-bedroom Cape-style home, charmingly nestled on the edge of the village of Jacksonville. A babbling brook borders the property, flowing gracefully under a quaint bridge. Recently transformed by the current owners, this lovely residence features a new drilled well, new efficient propane furnace, an electric hot water heater, ensuring all major systems are up to date. Enjoy

    Monica Sumner BHG Masiello Brattleboro

    427 Vermont 112, Whitingham, VT 05342
    • /33

      Est $247,938 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 936 Sq Ft

      754 Allard Rd, Whitingham, VT 05361

      754 Allard Rd, Whitingham, VT 05361
  • /5

    $210,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    1570 Somerset Rd, Wilmington, VT 05363

    Somerset Wilderness,Close to the reservoir and Deerfield River. Boating. snowmobiling, hunting, and hiking. Open land with trails and apple trees. Abuts the National Forest.

    Mark Yule BHG Masiello Brattleboro

    1570 Somerset Rd, Wilmington, VT 05363
  • /2

    $30,000 Sold Jun 18, 2025

    • Land
    • 1.10 Acres
    • $27,273 per Acre
    • 292 Days On Market

    0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360

    Don't' miss this fantastic opportunity to own this perfectly located lot! Halfway to Stratton Mountain and Mount snow. Close to Grout and Summerset Ponds! Consisting of two lots. This will be ideal for your future dreams of a Vermont getaway! Just insert your imagination.

    Daire Gibney Barrett and Valley Associates Inc.

    0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360
    • /32

      Est $229,133 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 952 Sq Ft

      329 Deer Hill Rd, Whitingham, VT 05361

      329 Deer Hill Rd, Whitingham, VT 05361
  • /21

    $26,000

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    222, Qtr 1 89 Grand Summit Way Unit 222, Dover, VT 05356

    An opportunity to own at the beautiful and conveniently located trailside, Grand Summit Hotel. Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious slope facing quarter share unit at the beautiful Grand Summit, directly at the base of Mount Snow! This sleep 6 unit is perfect for family, guests or great rental options. The unit features a

    Prema Fitzpatrick Skihome Realty

    222, Qtr 1 89 Grand Summit Way Unit 222, Dover, VT 05356
  • /30

    $565,000 Sold Jun 18, 2025

    • 2,192 Sq Ft
    • $258/SF
    • 389 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1975

    15 Wilmington Heights, Wilmington, VT 05363

    Owners willing to consider offers. Lovely updated log cabin just up from the village of Wilmington and with mountain views and gorgeous exposure. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous southern views that open dramatically in the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Wilmington Heights, Wilmington, VT 05363
    • /39

      Est $585,320 Not Listed For Sale

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

      3358 Vt Route 100, Whitingham, VT 05361

      3358 Vt Route 100, Whitingham, VT 05361
  • /55

    $349,000

    • 3 Beds
    • 2 Baths
    • 2,910 Sq Ft

    597 Gates Pond Rd, Jacksonville, VT 05342

    Classic Greek Revival Expanded in True New England Farmhouse Fashion w/Studios, Timber-Frame Barn, Workshop, & Greenhouse on 3+ surveyed Acres. This 3-bed, 2-bath offers approximately 3,000 square feet of finished living space w/ flowing layout connecting a series of versatile spaces—all under one roof. From the original formal rooms of the farmhouse, step into a sequence of functional bonus

    Jacki Murano Southern Vermont Realty Group

    597 Gates Pond Rd, Jacksonville, VT 05342

Showing Results 281 - 320, Page 8 of 18

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