30,889

Windham County, VT Homes

Section Image
    • /4

      Est $489,363

      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

      • 0 Days On Market

  • /27

    $379,000

    Pending
    • 4 Beds
    • 3 Baths
    • 1,720 Sq Ft

    292 Tallwood Cir, Londonderry, VT 05148

    Welcome to this charming chalet in the Sherwood Forest neighborhood of Londonderry! Come inside to a bright, open great room featuring living and dining areas, large windows, a cozy wood stove, and a breakfast bar. This inviting home is the perfect Vermont getaway for you or your guests. Just off the great room, the classic country kitchen offers an ideal space for preparing meals and

    The Malley Group KW Vermont

    292 Tallwood Cir, Londonderry, VT 05148
  • /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 $685,443

    Last Listing Agent Jillian Wimmelman Deerfield Valley Real Estate

    37 Spring Hill Rd, West Dover, VT 05356
    • /26

      Est $342,855

      Not Listed For Sale

      656 Tyler Hill Rd, Vernon, VT 05354

      • 3 Beds
      • 1 Bath
      • 1,104 Sq Ft
      • Built 1983
      656 Tyler Hill Rd, Vernon, VT 05354

      Last Sold Summary

      • 140 Days On Market

  • /41

    $899,000

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    9 Windham Way, Dover, VT 05356

    This upgraded new style Greenspring townhome has direct views of Mount Snow and door to door shuttle service to and from the unit and the base area. A well updated 4+ bedroom, 4 bath unit with lots of bonus space, many recent updates and unique features. These include an open concept great room with vaulted ceiling, sunny exposure and sunset/ski trail views, wood burning fireplace unique against

    Adam Palmiter Berkley & Veller Greenwood/Dover

    9 Windham Way, 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 $352,926

    Last Listing Agent Heather Gleim CENTURY 21 North East

    119 Main St, Putney, VT 05346
    • /40

      Est $608,269

      Not Listed For Sale

      129 Adams Hill Rd Unit 27, South Newfane, VT 05351

      • 5 Beds
      • 4 Baths
      • 2,348 Sq Ft
      • Built 1972
      129 Adams Hill Rd Unit 27, South Newfane, VT 05351

      Last Sold Summary

      • 5 Days On Market

  • /27

    $339,000

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

    117 Oak Grove Ave, Brattleboro, VT 05301

    Located in one of the area’s most desirable and close-knit neighborhoods, this beautifully preserved 1929 home blends timeless character with thoughtful updates. Featuring hardwood floors, natural woodwork, custom built-ins, classic wainscoting, and a welcoming mudroom, the home retains the charm and craftsmanship buyers love. The open and inviting first floor offers generous living space and a

    Liz LaVorgna Brattleboro Area Realty

    117 Oak Grove Ave, Brattleboro, VT 05301
  • /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 $367,277

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

    33 Frost Place, Brattleboro, VT 05301
    • /31

      Est $357,494

      Not Listed For Sale

      47 Sherwood Cir, Brattleboro, VT 05301

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1995
      47 Sherwood Cir, Brattleboro, VT 05301

      Last Sold Summary

      • 38 Days On Market

  • /43

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    1 Bucket Ln, Dover, VT 05356

    Classic chalet tastefully renovated by the current owner, blending rustic charm with thoughtful modern updates. The open-concept floor plan features vaulted ceilings and exposed beams throughout the main living area. A stunning floor-to-ceiling brick fireplace with wood stove insert anchors the spacious kitchen, living and dining areas, which open to an expansive deck perfect for entertaining.

    Linda Benoit Highland Realty

    1 Bucket Ln, Dover, VT 05356
  • /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 $249,467

    Last Listing Agent Kerry Mulverhill

    2069 Fort Bridgman Rd, Vernon, VT 05354
    • /18

      Est $372,859

      Not Listed For Sale

      7 Center Rd, Wilmington, VT 05363

      • 3 Beds
      • 1.5 Baths
      • 1,302 Sq Ft
      • Built 1965
      7 Center Rd, Wilmington, VT 05363

      Last Sold Summary

      • 3 Days On Market

  • /34

    $355,000

    • 4 Beds
    • 1.5 Baths
    • 2,532 Sq Ft

    9 Burt St, Bellows Falls, VT 05101

    Welcome to 9 Burt Street located on one of the prettiest streets in Bellows Falls. This opportunity offers an attractive two story 2532 sqft. family home located within the center of Bellows Falls with easy walking access to all stores, dining and schools. It is located on a beautiful street bordered by well kept family homes. The first floor includes a fireplace in the family room, a formal

    David White OwnerEntry.com

    9 Burt St, Bellows Falls, VT 05101
  • /14

    $120,000

    Sold Apr 28, 2026

    60 Brookside Dr Unit 1, Brattleboro, VT 05301

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Built 1966

    Last Sold Summary

    • $171/SF
    • 6 Days On Market

    Current Estimated Value $122,271

    Last Listing Agent Morriah Adams BHG Masiello Brattleboro

    60 Brookside Dr Unit 1, Brattleboro, VT 05301
    • /35

      Est $311,328

      Not Listed For Sale

      31 Brook St, Whitingham, VT 05361

      • 4 Beds
      • 1.5 Baths
      • 1,783 Sq Ft
      • Built 1987
      31 Brook St, Whitingham, VT 05361

      Last Sold Summary

      • 6 Days On Market

  • /22

    $399,000

    • 9 Beds
    • 4 Baths
    • 3,286 Sq Ft

    19 Canal St, Brattleboro, VT 05301

    Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an

    Karen Hoppe Berkley & Veller Greenwood Country

    19 Canal St, Brattleboro, VT 05301
  • /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 $429,822

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    215 Old Town Rd, Wilmington, VT 05363
    • /34

      Est $366,529

      Not Listed For Sale

      51 Apple Blossom Ln, Grafton, VT 05146

      • 3 Beds
      • 2.5 Baths
      • 1,600 Sq Ft
      • Built 1975
      51 Apple Blossom Ln, Grafton, VT 05146

      Last Sold Summary

      • 27 Days On Market

  • /8

    $250,000

    $230K PRICE DROP
    • Land
    • 5.08 Acres
    • $49,213 per Acre

    10 Overlook Dr, Dover, VT 05356

    A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 5.08 acres of land and features full panoramic mountain and woodland views to the south, including mountain views to undeveloped national forest land. This property is one of the most private lots in The Peaks community, providing a full immersion in the woods

    Patricia Fitzpatrick Skihome Realty

    10 Overlook Dr, Dover, VT 05356
  • /24

    $22,000

    Sold Apr 01, 2026

    97 Glen St, Brattleboro, VT 05301

    • 2 Beds
    • 1 Bath
    • 684 Sq Ft
    • Built 1968

    Last Sold Summary

    • 26% Below List Price
    • $32/SF
    • 36 Days On Market

    Last Listing Agent Angela Sherman Brattleboro Area Realty

    97 Glen St, Brattleboro, VT 05301
    • /26

      Est $312,084

      Not Listed For Sale

      240 S Main St, Brattleboro, VT 05301

      • 4 Beds
      • 2 Baths
      • 1,948 Sq Ft
      • Built 1865
      240 S Main St, Brattleboro, VT 05301

      Last Sold Summary

      • 18 Days On Market

  • /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
  • /30

    $197,000

    Sold Jan 16, 2026

    77 Griswold Dr, Bellows Falls, VT 05101

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1964

    Last Sold Summary

    • 30% Below List Price
    • $172/SF
    • 153 Days On Market

    Current Estimated Value $202,091

    Last Listing Agent Rob Weltz Barrett and Valley Associates Inc.

    77 Griswold Dr, Bellows Falls, VT 05101
    • /14

      Est $242,835

      Not Listed For Sale

      202 Canal St, Brattleboro, VT 05301

      • Studio
      • 2 Baths
      • 2,708 Sq Ft
      • Built 1910
      202 Canal St, Brattleboro, VT 05301

      Last Sold Summary

      • 6 Days On Market

  • /37

    $495,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    313 S Pine Banks Rd, Putney, VT 05346

    Tucked into the woods of southern Vermont’s most vibrant and artistic village, this thoughtfully updated 25-year-young home offers the perfect blend of modern ease and tranquil privacy amidst natural serenity. Indulge in the pleasures of the region that nourish body and soul – hiking, skiing, dining, local theater and music, and crafts – without the preoccupations and burdens of home renovations

    Thomas Dahlin Berkley & Veller Greenwood Country

    313 S Pine Banks Rd, Putney, VT 05346
  • /19

    $475,000

    Sold Oct 30, 2025

    0 Route 9 Unit 4905132, Marlboro, VT 05344

    • Land
    • 195 Acres
    • $2,436 per Acre

    Last Sold Summary

    • 12% Above List Price
    • 1,058 Days On Market

    Last Listing Agent Thom Milke Fountains Land Inc.

    0 Route 9 Unit 4905132, Marlboro, VT 05344
    • /25

      Est $297,036

      Not Listed For Sale

      8 Route 35, Athens, VT 05143

      • 3 Beds
      • 1 Bath
      • 1,106 Sq Ft
      • Built 1980
      8 Route 35, Athens, VT 05143

      Last Sold Summary

      • 12 Days On Market

  • /2

    $350,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 3,312 Sq Ft

    573 S Main St, Brattleboro, VT 05301

    Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

    Christine Lewis Brattleboro Area Realty

    573 S Main St, Brattleboro, VT 05301
  • /31

    $405,000

    Sold Mar 05, 2026

    132 Pratt Bridge Rd, Jamaica, VT 05343

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 1987

    Last Sold Summary

    • 13% Below List Price
    • $223/SF
    • 140 Days On Market

    Current Estimated Value $430,632

    Last Listing Agent Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    132 Pratt Bridge Rd, Jamaica, VT 05343
    • /27

      Est $266,511

      Not Listed For Sale

      239 Breezy Acres Dr, Vernon, VT 05354

      • 3 Beds
      • 1.5 Baths
      • 1,941 Sq Ft
      • Built 1992
      239 Breezy Acres Dr, Vernon, VT 05354

      Last Sold Summary

      • 9 Days On Market

  • /41

    $2,999,000

    $2M PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,309 Sq Ft

    36 Woffenden Rd, Wilmington, VT 05363

    Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and

    Melissa Ellis Southern Vermont Realty Group

    36 Woffenden Rd, Wilmington, VT 05363
  • /34

    $1,250,000

    Sold Nov 07, 2025

    15 Springhill Rd, Dover, VT 05356

    • 5 Beds
    • 4.5 Baths
    • 5,153 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $243/SF
    • 119 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Springhill Rd, Dover, VT 05356
    • /16

      Est $342,658

      Not Listed For Sale

      3128 Windham Hill Rd, West Townshend, VT 05359

      • 2 Beds
      • 2 Baths
      • 1,499 Sq Ft
      • Built 1835
      3128 Windham Hill Rd, West Townshend, VT 05359

      Last Sold Summary

      • 11 Days On Market

  • /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
  • /34

    $265,000

    Sold Oct 20, 2025

    199 Depot Rd, Williamsville, VT 05362

    • 2 Beds
    • 1 Bath
    • 1,137 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $233/SF
    • 52 Days On Market

    Current Estimated Value $260,571

    Last Listing Agent Kate Barry EXP Realty

    199 Depot Rd, Williamsville, VT 05362
    • /28

      Est $592,803

      Not Listed For Sale

      5852 Windham Hill Rd, West Townshend, VT 05359

      • 4 Beds
      • 5 Baths
      • 3,854 Sq Ft
      • Built 1911
      5852 Windham Hill Rd, West Townshend, VT 05359

      Last Sold Summary

      • 60 Days On Market

  • /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
  • /40

    $525,000

    Sold Jul 18, 2025

    35 Buckboard Dr, Dover, VT 05356

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $383/SF
    • 44 Days On Market

    Current Estimated Value $498,652

    Last Listing Agent Jillian Wimmelman Deerfield Valley Real Estate

    35 Buckboard Dr, Dover, VT 05356
    • /25

      Est $615,091

      Not Listed For Sale

      1245 Burbee Pond Rd, West Townshend, VT 05359

      • 4 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1973
      1245 Burbee Pond Rd, West Townshend, VT 05359

      Last Sold Summary

      • 270 Days On Market

Showing Results 201 - 240, Page 6 of 18

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