30,780

Windham County, VT Homes

Section Image
  • /46

    $299,000 Sold Jan 22, 2026

    4410 Pikes Falls Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1962

    Last Sold Summary

    • 5% Below List Price
    • $136/SF
    • 5 Days On Market

    Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    4410 Pikes Falls Rd, Jamaica, VT 05343
    • /11

      Not Listed For Sale

      3960 Jacksonville Stage Rd, West Halifax, VT 05358

      3960 Jacksonville Stage Rd, West Halifax, VT 05358

      Last Sold Summary

      • 6 Days On Market
      • Last Sold Price $96,000
      • Jan 16, 2025

      Last Listing Agent Betsy Adamovich Real Broker LLC

  • /20

    $995,000

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

    56 Shattarack Rd Unit D6, Stratton, VT 05360

    Rare opportunity to own an exceptional ski-out/ski-back Slopeside unit at Stratton. This newly renovated 3-bedroom plus loft, 3.5-bathroom townhome offers spacious accommodations in a prime location that is both private and highly convenient. The expanded kitchen features elegant stone countertops and stainless steel appliances, perfect for both everyday meals and entertaining. The wood-burning

    Kim Morgan-Wohler Wohler Realty Group

    56 Shattarack Rd Unit D6, Stratton, VT 05360
  • /51

    $343,000 Sold Jun 23, 2025

    442 S Wardsboro Rd, Newfane, VT 05345

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • Built 1795

    Last Sold Summary

    • 4% Above List Price
    • $223/SF
    • 7 Days On Market

    Current Estimated Value $336,289

    Last Listing Agent Laura D'Angelo Berkley & Veller Greenwood Country

    442 S Wardsboro Rd, Newfane, VT 05345
    • /9

      Not Listed For Sale

      0 Parker Hill Rd, Bellows Falls, VT 05101

      0 Parker Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 284 Days On Market
      • Last Sold Price $155,000
      • Sep 26, 2024

      Last Listing Agent Will Cronin Barrett & Valley Assoc. Inc

  • /5

    $139,000

    • Land
    • 8.52 Acres
    • $16,315 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356
  • /37

    $375,000 Sold Jun 16, 2025

    146 Sherwood Cir, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Above List Price
    • $230/SF
    • 66 Days On Market

    Current Estimated Value $391,838

    Last Listing Agent Kate Barry EXP Realty

    146 Sherwood Cir, Brattleboro, VT 05301
    • /5

      Est $73,394 Not Listed For Sale

      29 Woodsman Rd, West Dover, VT 05356

      29 Woodsman Rd, West Dover, VT 05356

      Last Sold Summary

      • 44% Above List Price
      • 25 Days On Market
      • Last Sold Price $51,000
      • Jan 31, 2025

      Last Listing Agent Leslie Fraser Four Seasons Sotheby's Int'l Realty

  • /2

    $89,900

    • 4 Beds
    • 2 Baths
    • 1,902 Sq Ft

    203 Smith Rd, Jamaica, VT 05343

    Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run

    Christine Lewis Brattleboro Area Realty

    203 Smith Rd, Jamaica, VT 05343
  • /30

    $105,000 Sold Dec 03, 2025

    10 Taylor St, Town of Rockingham, VT 05101

    • 1,968 Sq Ft
    • Built 1910

    Last Sold Summary

    • 16% Below List Price
    • $53/SF
    • 97 Days On Market

    Current Estimated Value $108,328

    Last Listing Agent Julie Buffum Buffum Realty

    10 Taylor St, Town of Rockingham, VT 05101
    • /12

      Est $570,866 Not Listed For Sale

      58 Oak St, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 3,400 Sq Ft
      • Built 1867
      58 Oak St, Brattleboro, VT 05301

      Last Sold Summary

      • 4% Below List Price
      • $175/SF
      • 20 Days On Market
      • Last Sold Price $595,000
      • Sep 21, 2023

      Last Listing Agent Robert Doyle Berkley & Veller Greenwood Country

  • /2

    $70,000

    • Land
    • 2.01 Acres
    • $34,826 per Acre

    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354

    Amazing Opportunity to Build Your Forever Home!This beautiful south-facing, open lot offers the perfect setting for your dream home, with convenient access to power right at the road. The back portion of the property is graced with mature trees, providing shade and a natural pathway to nearby VAST snowmobile and hiking trails. Enjoy the peace of a quiet country setting where you can listen to

    Kerry Mulverhill

    0 Huckle Hill Rd Unit 5059719, Vernon, VT 05354
  • /2

    $80,000 Sold Dec 19, 2025

    Lot #3 Peachtree Ln, Brattleboro, VT 05301

    • Land
    • 4.27 Acres
    • $18,735 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 50 Days On Market

    Last Listing Agent Desiree Stango Berkley & Veller Greenwood Country

    Lot #3 Peachtree Ln, Brattleboro, VT 05301
    • /22

      Not Listed For Sale

      0 Bills Rd, Stratton, VT 05360

      0 Bills Rd, Stratton, VT 05360

      Last Sold Summary

      • 119 Days On Market
      • Last Sold Price $150,000
      • Oct 18, 2024

      Last Listing Agent Monique White Deerfield Valley Real Estate

  • /49

    $425,000

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

    1993 U S 5, Putney, VT 05346

    Captivating easterly views of the Connecticut River, this home immediately captured the heart of its current owner. The property has been thoughtfully maintained and features numerous upgrades, ensuring comfort and appeal throughout. The attached garage provides convenient access to the first floor, where you will find a spacious family room perfect for gatherings or relaxation. This level also

    Heidi Bernier Berkley & Veller Greenwood Country

    1993 U S 5, Putney, VT 05346
  • /14

    $240,000 Sold Jul 17, 2025

    17 Wardon Rd, Putney, VT 05346

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Below List Price
    • $210/SF
    • 34 Days On Market

    Current Estimated Value $259,833

    Last Listing Agent Jody Graves Berkley & Veller Greenwood Country

    17 Wardon Rd, Putney, VT 05346
    • /32

      Not Listed For Sale

      432 Route 121, Westminster, VT 05158

      • 6 Beds
      • 2 Baths
      • 2,899 Sq Ft
      • Built 1903
      432 Route 121, Westminster, VT 05158

      Last Sold Summary

      • $62/SF
      • 148 Days On Market
      • Last Sold Price $180,000
      • May 24, 2024

      Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

  • /40

    $214,900

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    2139 Vt Route 30, Townshend, VT 05353

    This is on Auction.com until 4/21, all offers through them. Great days ahead for the buyer of this stately, manor styled home on close to three (3) acres. You have to see the interior to believe it. Dated? Yes, but solid bones. Crazy nice wood floors, classic built-ins & style. So many 'nooks & crannies. Cavernous, dry & clean basement. Exterior: 'challenged', but I have all the bids to bring it

    Robert Balewicz Evergreen Realty of Vermont

    2139 Vt Route 30, Townshend, VT 05353
  • /29

    $495,000 Sold Nov 21, 2025

    275 Pams Hill Rd, Wardsboro, VT 05355

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $330/SF
    • 59 Days On Market

    Current Estimated Value $491,421

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    275 Pams Hill Rd, Wardsboro, VT 05355
    • /3

      Est $413,009 Not Listed For Sale

      394 Canal St, Brattleboro, VT 05301

      • Studio
      • 2 Baths
      • 2,863 Sq Ft
      • Built 1930
      394 Canal St, Brattleboro, VT 05301

      Last Sold Summary

      • 12% Above List Price
      • $129/SF
      • 0 Days On Market
      • Last Sold Price $370,000
      • Feb 16, 2024

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /28

    $52,000

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft

    274/76Qtr. 4 Grand Summit Way, Dover, VT 05356

    Wake up to the Grand Summit Express and the Bluebird lifts right outside your room. Sleep 10 condo comprises two units. Unit 276 has a private bedroom with a queen bed, a queen sleeper sofa, and a queen Murphy bed in the living area, a kitchenette, and a full bath with an extra-large covered balcony. The adjoining room, 274, has 2 king beds and a full bath. Units are located on the base area side

    Kelly Agrillo Southern Vermont Realty Group

    274/76Qtr. 4 Grand Summit Way, Dover, VT 05356
  • /49

    $625,000 Sold Jan 15, 2026

    956 Old Cheney Rd, West Townshend, VT 05359

    • 2 Beds
    • 2 Baths
    • 2,144 Sq Ft
    • Built 1790

    Last Sold Summary

    • 14% Below List Price
    • $292/SF
    • 141 Days On Market

    Current Estimated Value $616,630

    Last Listing Agent Kim Meeker Southern Vermont Realty Group

    956 Old Cheney Rd, West Townshend, VT 05359
    • /40

      Est $542,833 Not Listed For Sale

      1084 Cyrus Rd, Whitingham, VT 05361

      • 3 Beds
      • 4 Baths
      • 2,200 Sq Ft
      • Built 2005
      1084 Cyrus Rd, Whitingham, VT 05361

      Last Sold Summary

      • 1% Above List Price
      • $245/SF
      • 129 Days On Market
      • Last Sold Price $540,000
      • Oct 18, 2024

      Last Listing Agent Kristen Breeden Southern Vermont Realty Group

  • /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 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 all equipped

    Zachary Zupan EXP Realty

    135 Overlook Dr, Londonderry, VT 05148
  • /44

    $655,000 Sold Sep 12, 2025

    1176 E Dover Rd, Wardsboro, VT 05355

    • 2 Beds
    • 1.5 Baths
    • 1,530 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Above List Price
    • $428/SF
    • 7 Days On Market

    Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

    1176 E Dover Rd, Wardsboro, VT 05355
    • /37

      Est $406,006 Not Listed For Sale

      94 Brets Rd, Brattleboro, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 1,444 Sq Ft
      • Built 2001
      94 Brets Rd, Brattleboro, VT 05301

      Last Sold Summary

      • 6% Below List Price
      • $301/SF
      • 16 Days On Market
      • Last Sold Price $434,000
      • Jul 26, 2024

      Last Listing Agent John Redd Skihome Realty

  • /9

    $198,000

    • Land
    • 31,798 Sq Ft
    • $271,233 per Acre

    5 Pinnacle View Rd, Dover, VT 05356

    With views of Mount Snow, this exceptional 0.73-acre parcel is the perfect setting for your dream mountain retreat. Located in the resort district, short-term rentals are permitted, making this a prime investment opportunity or an ideal family legacy home for generations to enjoy. Just off Route 100, a one-minute drive to the lifts at Mount Snow,an Epic Pass mountain, offering world-class skiing

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    5 Pinnacle View Rd, Dover, VT 05356
  • /53

    $685,000 Sold Aug 13, 2025

    37 Spring Hill Rd, West Dover, VT 05356

    • 4 Beds
    • 5.5 Baths
    • 3,695 Sq Ft
    • Built 2005

    Last Sold Summary

    • 19% Below List Price
    • $185/SF
    • 109 Days On Market

    Current Estimated Value $701,744

    Last Listing Agent Jillian Wimmelman Deerfield Valley Real Estate

    37 Spring Hill Rd, West Dover, VT 05356
    • /32

      Est $540,093 Not Listed For Sale

      110 Beaver Pond Rd, Dummerston, VT 05301

      • 3 Beds
      • 2.5 Baths
      • 2,280 Sq Ft
      • Built 2008
      110 Beaver Pond Rd, Dummerston, VT 05301

      Last Sold Summary

      • 3% Above List Price
      • $230/SF
      • 9 Days On Market
      • Last Sold Price $525,000
      • Oct 02, 2023

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /52

    $1,150,000

    • 8 Beds
    • 4 Baths
    • 4,828 Sq Ft

    5 Tannery Rd, West Dover, VT 05356

    Discover your getaway at Mount Snow in this beautifully renovated 8-bedroom estate, ideal for unforgettable family gatherings, cherished reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, you'll be surrounded by breathtaking mountain views and enjoy effortless access to the slopes just a short drive away. This magnificent home features a dedicated

    Michelle O'Neil Deerfield Valley Real Estate

    5 Tannery Rd, West Dover, VT 05356
  • /40

    $350,000 Sold Jan 09, 2026

    119 Main St, Putney, VT 05346

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1798

    Last Sold Summary

    • 36% Below List Price
    • $183/SF
    • 136 Days On Market

    Current Estimated Value $351,725

    Last Listing Agent Heather Gleim CENTURY 21 North East

    119 Main St, Putney, VT 05346
    • /20

      Est $266,173 Not Listed For Sale

      149 Canal St, Brattleboro, VT 05301

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft
      • Built 1899
      149 Canal St, Brattleboro, VT 05301

      Last Sold Summary

      • 21% Above List Price
      • $105/SF
      • 81 Days On Market
      • Last Sold Price $220,000
      • May 02, 2023

      Last Listing Agent David Brown

  • /37

    $50,000

    • Land
    • 40,510 Sq Ft
    • $53,763 per Acre

    564 Upper Dam Rd, Wilmington, VT 05363

    Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

    Sigrid Pickering Chimney Hill Realty

    564 Upper Dam Rd, Wilmington, VT 05363
  • /33

    $386,250 Sold Jun 12, 2025

    33 Frost Place, Brattleboro, VT 05301

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $239/SF
    • 49 Days On Market

    Current Estimated Value $333,000

    Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

    33 Frost Place, Brattleboro, VT 05301
    • /40

      Est $402,754 Not Listed For Sale

      392 Old Stage Rd, West Halifax, VT 05358

      • 1 Bed
      • 1 Bath
      • 1,416 Sq Ft
      • Built 2001
      392 Old Stage Rd, West Halifax, VT 05358

      Last Sold Summary

      • 5% Below List Price
      • $301/SF
      • 6 Days On Market
      • Last Sold Price $426,000
      • Sep 13, 2024

      Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

  • /23

    $159,000

    • 1 Bed
    • 1 Bath
    • 592 Sq Ft

    219 High St Unit 3, Brattleboro, VT 05301

    Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share

    Kristen Ziter Taylor Brattleboro Area Realty

    219 High St Unit 3, Brattleboro, VT 05301
  • /37

    $252,500 Sold Dec 24, 2025

    2069 Fort Bridgman Rd, Vernon, VT 05354

    • 3 Beds
    • 1 Bath
    • 1,270 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 9 Days On Market

    Current Estimated Value $252,957

    Last Listing Agent Kerry Mulverhill

    2069 Fort Bridgman Rd, Vernon, VT 05354
    • /4

      Est $492,110 Not Listed For Sale

      255 Minard Rd, Putney, VT 05346

      • 3 Beds
      • 2.5 Baths
      • 2,958 Sq Ft
      • Built 1986
      255 Minard Rd, Putney, VT 05346

      Last Sold Summary

      • 56% Above List Price
      • $106/SF
      • 0 Days On Market
      • Last Sold Price $315,000
      • May 23, 2024

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  • /31

    $459,000

    • 1 Bed
    • 2.5 Baths
    • 2,076 Sq Ft

    33 W Main St, Wilmington, VT 05363

    Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or

    Adam Palmiter Berkley & Veller Greenwood/Dover

    33 W Main St, Wilmington, VT 05363
  • /26

    $401,000 Sold Oct 03, 2025

    215 Old Town Rd, Wilmington, VT 05363

    • 4 Beds
    • 2.5 Baths
    • 2,989 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Above List Price
    • $134/SF
    • 5 Days On Market

    Current Estimated Value $399,018

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    215 Old Town Rd, Wilmington, VT 05363

Showing Results 161 - 200, Page 5 of 18

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