30,790

Windham County, VT Homes

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  • /18

    $1,145,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    80 Banning Rd, Putney, VT 05346

    Rare offering on Putney Mountain! Spectacular house site with new foundation and great Southern exposure awaits your vision! Includes four bedroom septic system, and drilled well. Create your new home with the included framing lumber and your team of craftsmen. House is sited in a private location, yet is accessible to the town road via an easily maintained level driveway. Additional

    David White OwnerEntry.com

    80 Banning Rd, Putney, VT 05346
  • /14

    $65,000 Sold Jul 11, 2025

    4 Brookwood Dr, West Brattleboro, VT 05301

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $70/SF
    • 70 Days On Market

    Last Listing Agent Cassandra Ehrlich BHG Masiello Brattleboro

    4 Brookwood Dr, West Brattleboro, VT 05301
    • /13

      Est $130,841 Not Listed For Sale

      70 Broad Brook Rd, Vernon, VT 05354

      • 3 Beds
      • Built 1995
      70 Broad Brook Rd, Vernon, VT 05354

      Last Sold Summary

      • 5% Above List Price
      • $117/SF
      • 2 Days On Market
      • Last Sold Price $125,000
      • Apr 22, 2024

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /10

    $45,000 Pending

    • Land
    • 3.2 Acres
    • $14,062 per Acre

    123 U S 5, Westminster, VT 05158

    This 3.2 acre lot offers expanses of level and open land. The parcel is ideal for a residence and provides ample gardening or small-scale farming opportunities. Located in Westminster's Agricultural Land Overlay District, 40% of the parcel can accommodate a dwelling and other structures while the remaining 60% of the parcel is preserved for agricultural purposes. Please see listing documents to

    Laura D'Angelo Berkley & Veller Greenwood Country

    123 U S 5, Westminster, VT 05158
  • /33

    $377,840 Sold Aug 19, 2025

    111 Bonnyvale Rd, Brattleboro, VT 05301

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $246/SF
    • 103 Days On Market

    Current Estimated Value $389,764

    Last Listing Agent Stephanie Peduzzi-Baker Brattleboro Area Realty

    111 Bonnyvale Rd, Brattleboro, VT 05301
    • /35

      Est $290,257 Not Listed For Sale

      63 Washburn Way, Vernon, VT 05354

      • 4 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1990
      63 Washburn Way, Vernon, VT 05354

      Last Sold Summary

      • 8% Above List Price
      • $234/SF
      • 6 Days On Market
      • Last Sold Price $270,000
      • Oct 20, 2023

      Last Listing Agent Kerry Mulverhill

  • /48

    $32,000

    • 1 Bed
    • 2 Baths
    • 846 Sq Ft

    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356

    Experience the ultimate in flexibility and mountain living with this deeded quartershare at the Grand Summit Hotel. Enjoy 13 weeks of vacation annually—one week every 28 days—on a rotating basis. Use it, rent it, or trade it for other destinations! This spacious valley-side lockout unit comfortably sleeps 8 and features 2 full baths, a kitchen/dining area, and stunning valley views. Unit 226 is a

    Donna Brown Skihome Realty

    226/228, Qtr 2 Grand Summit Way Unit 226/228, Qtr 2, Dover, VT 05356
  • /39

    $535,000 Sold Aug 14, 2025

    408 Dover Rd, South Newfane, VT 05351

    • 3 Beds
    • 3 Baths
    • 2,364 Sq Ft
    • Built 1795

    Last Sold Summary

    • 2% Above List Price
    • $226/SF
    • 23 Days On Market

    Current Estimated Value $544,622

    Last Listing Agent David Brown

    408 Dover Rd, South Newfane, VT 05351
    • /39

      Est $468,926 Not Listed For Sale

      131 Woodland Rd, Vernon, VT 05354

      • 3 Beds
      • 2.5 Baths
      • 2,195 Sq Ft
      • Built 1997
      131 Woodland Rd, Vernon, VT 05354

      Last Sold Summary

      • 6% Below List Price
      • $228/SF
      • 8 Days On Market
      • Last Sold Price $500,000
      • Apr 24, 2024

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /12

    $325,000

    • Land
    • 3.42 Acres
    • $95,029 per Acre

    2366 Middletown Rd, Landgrove, VT 05148

    This property is within walking distance to the village of Londonderry and overlooks the town from its location approximately 500 paces up the hill on Middletown Road. The lot encompasses a hill that gives it privacy and security. Spring water flows to the base of the hill at one end of the propertyThe village commercial zoning gives the site options for multiple residential units (condos?),

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    2366 Middletown Rd, Landgrove, VT 05148
  • /4

    $232,500 Sold Sep 18, 2025

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155

    • Land
    • 1.57 Acres
    • $148,089 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 238 Days On Market

    Last Listing Agent Ross Powers TPW Real Estate

    0 Gold Medal Cir Unit 5023219, Stratton, VT 05155
    • /40

      Est $474,000 Not Listed For Sale

      19 Southern Heights Dr, Vernon, VT 05354

      • 3 Beds
      • 3 Baths
      • 3,551 Sq Ft
      • Built 1988
      19 Southern Heights Dr, Vernon, VT 05354

      Last Sold Summary

      • 4% Above List Price
      • $128/SF
      • 119 Days On Market
      • Last Sold Price $455,000
      • Sep 06, 2024

      Last Listing Agent Victoria Woods Brattleboro Area Realty

  • /38

    $1,450,000

    • 5 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    4427 W Hill Rd S, Jamaica, VT 05343

    One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two

    Carrie Mathews Winhall Real Estate

    4427 W Hill Rd S, Jamaica, VT 05343
  • /58

    $475,000 Sold Oct 10, 2025

    1923 N Hill Rd, Chester, VT 05143

    • 5 Beds
    • 3 Baths
    • 2,316 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 6 Days On Market

    Last Listing Agent Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    1923 N Hill Rd, Chester, VT 05143
    • /40

      Not Listed For Sale

      86 Silver Ln, Vernon, VT 05354

      • 3 Beds
      • 2 Baths
      • 2,139 Sq Ft
      • Built 1973
      86 Silver Ln, Vernon, VT 05354

      Last Sold Summary

      • $157/SF
      • 87 Days On Market
      • Last Sold Price $335,000
      • Sep 28, 2023

      Last Listing Agent Kerry Mulverhill

  • /32

    $1,697,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    197 Lake Raponda Rd, Wilmington, VT 05363

    This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

    Adam Palmiter Berkley & Veller Greenwood/Dover

    197 Lake Raponda Rd, Wilmington, VT 05363
  • /60

    $235,000 Sold Aug 29, 2025

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $188/SF
    • 32 Days On Market

    Current Estimated Value $239,304

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    111 Binney Brook Rd Unit M581, Wilmington, VT 05363
    • /30

      Est $436,533 Not Listed For Sale

      8 Shirley Dr, Vernon, VT 05354

      • 3 Beds
      • 2 Baths
      • 2,482 Sq Ft
      • Built 1979
      8 Shirley Dr, Vernon, VT 05354

      Last Sold Summary

      • 5% Above List Price
      • $167/SF
      • 6 Days On Market
      • Last Sold Price $415,000
      • May 12, 2023

      Last Listing Agent Teddy Kramer Berkley & Veller Greenwood Country

  • /24

    $18,000

    • 1 Bed
    • 2 Baths
    • 840 Sq Ft

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
  • /26

    $207,000 Sold May 27, 2025

    9 Garden Dr, Brattleboro, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1920

    Last Sold Summary

    • 9% Above List Price
    • $137/SF
    • 28 Days On Market

    Current Estimated Value $226,473

    Last Listing Agent Sue Beaudet EXP Realty

    9 Garden Dr, Brattleboro, VT 05301
    • /40

      Est $675,117 Not Listed For Sale

      116 Lily Pond Rd, Vernon, VT 05354

      • 4 Beds
      • 2 Baths
      • 2,273 Sq Ft
      • Built 1855
      116 Lily Pond Rd, Vernon, VT 05354

      Last Sold Summary

      • 50% Above List Price
      • $198/SF
      • 11 Days On Market
      • Last Sold Price $449,000
      • Nov 30, 2023

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

  • /19

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft

    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

    Owner open to offers. This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions

    Adam Palmiter Berkley & Veller Greenwood/Dover

    32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
  • /60

    $319,000 Sold Jun 27, 2025

    6 Bunny Ln Unit (391), Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $266/SF
    • 120 Days On Market

    Current Estimated Value $334,866

    Last Listing Agent Sigrid Pickering Chimney Hill Realty

    6 Bunny Ln Unit (391), Wilmington, VT 05363
    • /60

      Est $480,995 Not Listed For Sale

      434 Scott Rd, Vernon, VT 05354

      • 3 Beds
      • 2 Baths
      • 1,856 Sq Ft
      • Built 1997
      434 Scott Rd, Vernon, VT 05354

      Last Sold Summary

      • 4% Below List Price
      • $269/SF
      • 6 Days On Market
      • Last Sold Price $500,000
      • Nov 22, 2024

      Last Listing Agent Kerry Mulverhill

  • /38

    $3,300,000 Under Contract

    • 5 Beds
    • 5 Baths
    • 5,808 Sq Ft

    54 C Upton Rd, Dover, VT 05356

    Rare in Vermont ski country is a large property with great privacy, huge views, and a wonderful house. Located on a very private 91.4 acres close to Mount Snow, Stratton and the Hermitage, Sleepy Bear Farm is sited on one of the highest built elevations in Vermont. The custom Wadsworth timber frame home is designed to take advantage of the unparalleled views of Mount Snow and the Hermitage and is

    Story Jenks LandVest, Inc/Woodstock

    54 C Upton Rd, Dover, VT 05356
  • /48

    $391,000 Sold Apr 07, 2026

    58-60 Frost Place, Brattleboro, VT 05301

    • 6 Beds
    • 2 Baths
    • 2,048 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $191/SF
    • 142 Days On Market

    Last Listing Agent Lily Gautot Greenwald Realty Group

    58-60 Frost Place, Brattleboro, VT 05301
    • /34

      Est $398,000 Not Listed For Sale

      458 Hazel Hill Rd, Townshend, VT 05353

      • 3 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1987
      458 Hazel Hill Rd, Townshend, VT 05353

      Last Sold Summary

      • 12% Below List Price
      • $208/SF
      • 9 Days On Market
      • Last Sold Price $450,000
      • Dec 29, 2023

      Last Listing Agent Thomas Dahlin Berkley & Veller Greenwood Country

  • /16

    $23,000

    • 1 Bath
    • 407 Sq Ft

    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
  • /30

    $325,000 Sold Mar 20, 2026

    119 Newton Hill Rd, Vernon, VT 05354

    • 3 Beds
    • 1.5 Baths
    • 1,674 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Above List Price
    • $194/SF
    • 7 Days On Market

    Current Estimated Value $313,489

    Last Listing Agent Jim Bellville Bellville Realty

    119 Newton Hill Rd, Vernon, VT 05354
    • /33

      Est $289,731 Not Listed For Sale

      60 Riverdale Rd, Townshend, VT 05353

      • 2 Beds
      • 2 Baths
      • 946 Sq Ft
      • Built 1980
      60 Riverdale Rd, Townshend, VT 05353

      Last Sold Summary

      • 3% Below List Price
      • $317/SF
      • 91 Days On Market
      • Last Sold Price $300,000
      • Mar 01, 2024

      Last Listing Agent Janet Lucier Barrett & Valley Assoc. Inc

  • /24

    $774,000

    • Land
    • 1.32 Acres
    • $586,364 per Acre

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Desirable Building Lot at Old Mill at Haystack Mountain. House rendering concept has been designed by The Wadsworth Design Build team who are ready to get started on your mountain home. Come discover an opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, Wilmington, VT 05363
  • /2

    $345,000 Sold Oct 07, 2025

    154 Reed Rd, Chester, VT 05143

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $308/SF
    • 10 Days On Market

    Current Estimated Value $254,784

    Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

    154 Reed Rd, Chester, VT 05143
    • /19

      Est $438,358 Not Listed For Sale

      12 Depot Rd, Townshend, VT 05353

      • 1 Bed
      • 1,243 Sq Ft
      • Built 1900
      12 Depot Rd, Townshend, VT 05353

      Last Sold Summary

      • 237% Above List Price
      • $105/SF
      • 4 Days On Market
      • Last Sold Price $130,000
      • Sep 06, 2024

      Last Listing Agent Mike England Michael England Real Estate

  • /12

    $99,000 Under Contract

    • Land
    • 2.1 Acres
    • $47,143 per Acre

    0 Oak Hill Road & Maple Dr Unit 5057941, Wardsboro, VT 05355

    TWO BUILDABLE LOTS — One Exceptional Opportunity!Together, these adjoining parcels span 2.1 acres and offer the rare benefit of two separate deeds—giving you maximum flexibility now and in the future. Each lot is ready to go with a state-approved 4-bedroom wastewater permit and roadside electricity already in place, so you can bring your vision to life without delay. Lot H13 is tucked away on

    Helen Nault

    0 Oak Hill Road & Maple Dr Unit 5057941, Wardsboro, VT 05355
  • /46

    $449,999 Sold Jun 16, 2025

    1448 Cyrus Rd, Whitingham, VT 05361

    • 3 Beds
    • 2 Baths
    • 1,438 Sq Ft
    • Built 1978

    Last Sold Summary

    • $313/SF
    • 15 Days On Market

    Current Estimated Value $476,901

    Last Listing Agent Peggy Winchester ACORN REAL ESTATE GROUP LLC

    1448 Cyrus Rd, Whitingham, VT 05361
    • /40

      Not Listed For Sale

      3031 Vt Route 30, Townshend, VT 05353

      • 8 Beds
      • 6 Baths
      • 4,790 Sq Ft
      • Built 1960
      3031 Vt Route 30, Townshend, VT 05353

      Last Sold Summary

      • $97/SF
      • 7 Days On Market
      • Last Sold Price $465,000
      • May 17, 2024

      Last Listing Agent Kate Barry EXP Realty

  • /27

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,353 Sq Ft

    49 High Point Dr Unit A-14, Stratton, VT 05360

    Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    49 High Point Dr Unit A-14, Stratton, VT 05360
  • /20

    $361,589 Sold Oct 30, 2025

    43 Bear Lair Ln, Wilmington, VT 05363

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $314/SF
    • 85 Days On Market

    Current Estimated Value $355,386

    Last Listing Agent Jim Bellville Bellville Realty

    43 Bear Lair Ln, Wilmington, VT 05363
    • /40

      Est $351,054 Not Listed For Sale

      456 Grafton Rd, Townshend, VT 05353

      • 3 Beds
      • 2 Baths
      • 2,498 Sq Ft
      • Built 1844
      456 Grafton Rd, Townshend, VT 05353

      Last Sold Summary

      • 2% Above List Price
      • $138/SF
      • 70 Days On Market
      • Last Sold Price $345,000
      • Oct 18, 2024

      Last Listing Agent Jessica Landers Barrett and Valley Associates Inc.

  • /28

    $235,000

    • 2 Beds
    • 1 Bath
    • 970 Sq Ft

    3153 Vermont Route 100, Wardsboro, VT 05355

    Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard—perfect for easy outdoor

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    3153 Vermont Route 100, Wardsboro, VT 05355

Showing Results 441 - 480, Page 12 of 18

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