30,689

Windham County, VT Homes

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    • /35

      Est $340,397 Not Listed For Sale

      14 Webb Terrace, Bellows Falls, VT 05101

      • 4 Beds
      • 3 Baths
      • 2,449 Sq Ft
      • Built 1883
      14 Webb Terrace, Bellows Falls, VT 05101

      Last Sold Summary

      • 22% Below List Price
      • $178/SF
      • 121 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /5

    $380,000

    • 6 Beds
    • 4 Baths
    • 3,264 Sq Ft

    25 Cottage St, Brattleboro, VT 05301

    Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

    Christine Lewis Brattleboro Area Realty

    25 Cottage St, Brattleboro, VT 05301
  • /27

    $405,000 Sold Jul 25, 2025

    2193 Old County Rd, West Halifax, VT 05358

    • 3 Beds
    • 1.5 Baths
    • 1,883 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $215/SF
    • 27 Days On Market

    Current Estimated Value $491,601

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    2193 Old County Rd, West Halifax, VT 05358
    • /38

      Est $323,117 Not Listed For Sale

      426 Missing Link Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 2,248 Sq Ft
      • Built 1852
      426 Missing Link Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 5% Below List Price
      • $151/SF
      • 19 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /12

    $175,000 Under Contract

    • Land
    • 16.48 Acres
    • $10,619 per Acre

    1854 Vermont 9, Marlboro, VT 05344

    Escape to Nature – 16.48-Acre Glampsite with Cozy Cabins and Endless Potential Discover your private retreat on 16.48 serene wooded acres featuring two comfortably appointed sleeping cabins, each offering electricity, electric fireplaces for year-round comfort, and the possibility of internet. Enjoy modern convenience in a natural setting, with facilities for cooking and showering already onsite.

    Kristen Breeden Southern Vermont Realty Group

    1854 Vermont 9, Marlboro, VT 05344
  • /48

    $23,500 Sold Feb 02, 2026

    230, Qtr 2 Grand Summit Way Unit 230, Qtr 2, Dover, VT 05356

    • 1 Bed
    • 2 Baths
    • 941 Sq Ft
    • Built 1998

    Last Sold Summary

    • 16% Below List Price
    • $25/SF
    • 75 Days On Market

    Last Listing Agent Donna Brown Skihome Realty

    230, Qtr 2 Grand Summit Way Unit 230, Qtr 2, Dover, VT 05356
    • /40

      Est $341,285 Not Listed For Sale

      355 Missing Link Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 2,033 Sq Ft
      • Built 1780
      355 Missing Link Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 8% Below List Price
      • $182/SF
      • 32 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /28

    $25,000

    • Land
    • 0.6 Acre
    • $41,667 per Acre

    28 Upper Howes Way, Wilmington, VT 05363

    BUILD your dream home in Section A! Buyer assumes responsibility for pursuing a septic plan and permit, and all costs associated with permitting and building. Lots 25 & 26 are also available and can be combined for a double or triple lot at the end of the road/world. Enjoy the wellness VT lifestyle and all the 1,200-acre resort with our exclusive member-only clubhouse located at

    Sigrid Pickering Chimney Hill Realty

    28 Upper Howes Way, Wilmington, VT 05363
  • /26

    $20,000 Sold Sep 26, 2025

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

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft
    • Built 1998

    Last Sold Summary

    • 45% Below List Price
    • $30/SF
    • 304 Days On Market

    Last Listing Agent Kelly Agrillo Southern Vermont Realty Group

    215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
    • /25

      Est $375,918 Not Listed For Sale

      9 Old River Rd, Bellows Falls, VT 05101

      • 3 Beds
      • Built 1973
      9 Old River Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • $154/SF
      • 172 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Emily Lagerberg R.H. Thackston & Company

  • /30

    $289,000

    • 1 Bed
    • 1 Bath
    • 2,000 Sq Ft

    116 Birge St Unit 3, Brattleboro, VT 05301

    Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style

    Liz LaVorgna Brattleboro Area Realty

    116 Birge St Unit 3, Brattleboro, VT 05301
  • /21

    $132,000 Sold Dec 05, 2025

    19 Western Ave, Brattleboro, VT 05301

    • Land
    • 0.39 Acre
    • $338,462 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 8 Days On Market

    Current Estimated Value $135,963

    Last Listing Agent Mary Wallace Collins Berkley & Veller Greenwood Country

    19 Western Ave, Brattleboro, VT 05301
    • /38

      Est $428,722 Not Listed For Sale

      34 Upper Meadows Rd, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 2,710 Sq Ft
      • Built 1763
      34 Upper Meadows Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 3% Above List Price
      • $154/SF
      • 111 Days On Market

      Last Sold Price $416,250

      Last Listing Agent Chelsea Richardson Barrett and Valley Associates Inc.

  • /60

    $1,000,000 Under Contract

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

    580 Cross Rd, South Londonderry, VT 05155

    Tucked away in a tranquil setting, this newly constructed 3-bedroom, 2-bath barn-style residence is a masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody

    Loana Sargent Wohler Realty Group

    580 Cross Rd, South Londonderry, VT 05155
  • /24

    $80,000 Sold Apr 18, 2025

    16 Beam Rd, Putney, VT 05346

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1970

    Last Sold Summary

    • 47% Below List Price
    • $63/SF
    • 96 Days On Market

    Current Estimated Value $254,538

    Last Listing Agent Linda Benoit Highland Realty

    16 Beam Rd, Putney, VT 05346
    • /15

      Est $339,323 Not Listed For Sale

      157 Parker Hill Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1978
      157 Parker Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 13% Below List Price
      • $269/SF
      • 67 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Gale Alger Alger Real Estate Agency

  • /41

    $875,000

    • 7 Beds
    • 6.5 Baths
    • 1,152 Sq Ft

    136 Vermont Route 100, Dover, VT 05356

    Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a

    Cyd Scott Cohn & Company

    136 Vermont Route 100, Dover, VT 05356
  • /15

    $160,000 Sold Jun 09, 2025

    12 Culbertson Dr, West Brattleboro, VT 05301

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 2003

    Last Sold Summary

    • 36% Below List Price
    • $190/SF
    • 276 Days On Market

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    12 Culbertson Dr, West Brattleboro, VT 05301
    • /26

      Est $242,215 Not Listed For Sale

      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1.5 Baths
      • 1,848 Sq Ft
      • Built 1968
      908 Pleasant Valley Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 22% Above List Price
      • $108/SF
      • 119 Days On Market

      Last Sold Price $199,000

      Last Listing Agent Kerry Mulverhill

  • /15

    $530,000

    • Land
    • 30 Acres
    • $17,667 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
  • /39

    $790,000 Sold Feb 11, 2026

    101 North Rd, Wilmington, VT 05363

    • 2 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Below List Price
    • $391/SF
    • 127 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    101 North Rd, Wilmington, VT 05363
    • /25

      Est $350,136 Not Listed For Sale

      764 Missing Link Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 4 Baths
      • 1,860 Sq Ft
      • Built 1985
      764 Missing Link Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 9% Above List Price
      • $173/SF
      • 142 Days On Market

      Last Sold Price $322,000

      Last Listing Agent Danielle Bean Brian French Real Estate

  • /16

    $410,000

    • 3 Beds
    • 2 Baths
    • 2,192 Sq Ft

    69 Colonial Ridge Rd, West Dover, VT 05356

    Located in the highly desirable Dover Hills section of Dover, this 3 bedroom plus loft den has been well maintained by the original owners and upgraded with a metal roof. The foyer mudroom with a second entrance into the main living area allows you to unload your ski gear there or through the outside entrance to the basement. You enter into the main living area with a cozy wood burning fireplace,

    Nadine Coffey Berkley & Veller Greenwood/Dover

    69 Colonial Ridge Rd, West Dover, VT 05356
  • /51

    $1,450,000 Sold Jul 22, 2025

    115 E Village Cir, Wilmington, VT 05363

    • 4 Beds
    • 3.5 Baths
    • 3,203 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $453/SF
    • 134 Days On Market

    Current Estimated Value $1,535,566

    Last Listing Agent Tony Tribuno Skihome Realty

    115 E Village Cir, Wilmington, VT 05363
    • /28

      Est $378,418 Not Listed For Sale

      125 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2 Baths
      • 1,535 Sq Ft
      • Built 1988
      125 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 9% Below List Price
      • $270/SF
      • 14 Days On Market

      Last Sold Price $414,900

      Last Listing Agent Jacob Barnes EXP Realty

  • /30

    $139,000

    • Land
    • 20.1 Acres
    • $6,915 per Acre

    251 Phillips Hill Rd, West Halifax, VT 05358

    Discover 20.10 acres of land in Halifax, Vermont, just a short drive to Greenfield, MA, and from skiing at Mount Snow and The Hermitage Club. This property consists of two separately deeded building lots, offering flexibility for two homes or a single retreat. Enjoy seasonal mountain views, peaceful surroundings, and direct access from a quiet country road. In the warmer months, take advantage of

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    251 Phillips Hill Rd, West Halifax, VT 05358
  • /39

    $300,000 Sold Feb 13, 2026

    15 Mountain Village Unit 234, West Dover, VT 05356

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $349/SF
    • 69 Days On Market

    Last Listing Agent Jillian Wimmelman Deerfield Valley Real Estate

    15 Mountain Village Unit 234, West Dover, VT 05356
    • /31

      Est $278,457 Not Listed For Sale

      115 Randall Hill Rd, Bellows Falls, VT 05101

      • 2 Beds
      • 1.5 Baths
      • 2,030 Sq Ft
      • Built 1978
      115 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 4% Below List Price
      • $143/SF
      • 10 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Betty McEnaney Diamond Realty

  • /32

    $249,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    4106 Vt Route 30, Jamaica, VT 05343

    Built in 1840, this charming home has long been a part of Jamaica’s rich history. Thoughtfully updated for modern living, it features a brand-new septic system, a renovated kitchen with granite countertops, and spacious rooms filled with natural light. Perfectly located just a short walk to town and Jamaica State Park, and only 10 miles from Stratton’s lifts, this property offers the ideal blend

    Carrie Mathews Winhall Real Estate

    4106 Vt Route 30, Jamaica, VT 05343
  • /13

    $301,000 Sold Nov 18, 2025

    2380 Guilford Center Rd, Guilford, VT 05301

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1947

    Last Sold Summary

    • 4% Above List Price
    • $261/SF
    • 1 Day On Market

    Current Estimated Value $293,250

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    2380 Guilford Center Rd, Guilford, VT 05301
    • /26

      Est $261,126 Not Listed For Sale

      75 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1957
      75 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 2% Above List Price
      • $253/SF
      • 3 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Victoria Woods Brattleboro Area Realty

  • /59

    $275,000

    • 2 Beds
    • 1 Bath
    • 715 Sq Ft

    81 Parish Hill Rd, Newfane, VT 05345

    Nestled in the hills of South Newfane, Vermont, this off-grid property offers the perfect balance of seclusion, recreation, and comfort. Set on 22.32± acres of mixed timberland, the land features a meandering creek, wildlife habitat, and excellent hunting opportunities for deer and turkey. A 715 sq. ft. cabin, approximately 80% complete, serves as the centerpiece of the property. Built with a

    Chad Bruyette Whitetail Properties Real Estate, LLC

    81 Parish Hill Rd, Newfane, VT 05345
  • /34

    $520,000 Sold May 03, 2025

    32D Silver Birch Unit 126, Dover, VT 05356

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $258/SF
    • 248 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    32D Silver Birch Unit 126, Dover, VT 05356
    • /40

      Est $440,323 Not Listed For Sale

      65 Randall Hill Rd, Bellows Falls, VT 05101

      • 3 Beds
      • 2.5 Baths
      • 1,883 Sq Ft
      • Built 2015
      65 Randall Hill Rd, Bellows Falls, VT 05101

      Last Sold Summary

      • 10% Below List Price
      • $260/SF
      • 92 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Heather Gleim CENTURY 21 North East

  • /41

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,153 Sq Ft

    487 Vermont Route 100, Londonderry, VT 05148

    Set on nine acres, this inviting three bedroom brick home offers a rare blend of comfort, space, and rural charm. The main level features a large primary bedroom, with a beautiful full bathroom and walk in closet. Each room on the main level you'll find bright and comfortable living spaces and a beautiful sunroom that overlooks the surrounding fields. Upstairs, two spacious bedrooms share a

    Jamie Wylie Stratton Real Estate

    487 Vermont Route 100, Londonderry, VT 05148
  • /17

    $640,000 Sold Dec 23, 2025

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $653/SF
    • 60 Days On Market

    Last Listing Agent Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
    • /14

      Est $347,280 Not Listed For Sale

      135 Lower Bartonsville Rd, Chester, VT 05143

      • 3 Beds
      • 2 Baths
      • 1,904 Sq Ft
      • Built 1977
      135 Lower Bartonsville Rd, Chester, VT 05143

      Last Sold Summary

      • 34% Above List Price
      • $137/SF
      • 107 Days On Market

      Last Sold Price $260,000

      Last Listing Agent April Shepard Twin State Realty LLC

  • /25

    $365,000

    • 5 Beds
    • 3 Baths
    • 2,254 Sq Ft

    85 Stockwell Dr, Brattleboro, VT 05301

    Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to Memorial

    Christine Lewis Brattleboro Area Realty

    85 Stockwell Dr, Brattleboro, VT 05301
  • /25

    $210,000 Sold Oct 10, 2025

    402 Butternut Hill Rd, Guilford, VT 05301

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1944

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 0 Days On Market

    Current Estimated Value $212,086

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

    402 Butternut Hill Rd, Guilford, VT 05301
    • /29

      Est $334,474 Not Listed For Sale

      18 Kimball Hill, Putney, VT 05346

      • 4 Beds
      • 1.5 Baths
      • 2,400 Sq Ft
      • Built 1850
      18 Kimball Hill, Putney, VT 05346

      Last Sold Summary

      • 5% Above List Price
      • $133/SF
      • 359 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

Showing Results 601 - 640, Page 16 of 18

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