$489,000
Views: 7
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,100sqft
Single family home for sale
Cummings & Co
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619 Main St, Londonderry, VT 05155 
1192 Chapel Hill Road Road, Whitingham, VT 05361
2117 Pine Banks Rd, Putney, VT 05346
28 Lightning Ledge Wy, Wilmington, VT 05363
2068 South Wardsboro Rd, Wardsboro, VT 05355
249/251, Qtr1 89 Grand Summit Wy, Dover, VT 05356
4a Suntec Loop #4A, West Dover, VT 05356
116 Teacher Rd, Jamaica, VT 05343
858 Sheldon Hill Rd, Wardsboro, VT 05355
557 Trager Rd, Jamaica, VT 05343
48 Upper Highlands Loop, Dover, VT 05356
30 Fieldstone Wy, South Londonderry, VT 05155
50 Oak Grove Ave, Brattleboro, VT 05301
36 Woffenden Rd, Wilmington, VT 05363
34 Main St, Wardsboro, VT 05355
Hot
207 Elliot St, Brattleboro, VT 05301
12 Ober Tal Dr #Unit C/23C/24, South Londonderry, VT 05155
77 Hatch School Rd, Brattleboro, VT 05301
56 Atkinson St, Bellows Falls, VT 05101
6795 Vt Route 100, Londonderry, VT 05148
771 Stratton Mountain Access Rd #472, Stratton Mtn, VT 05155
106 Westminster Rd, Putney, VT 05346
776 Stratton Mountain Access Rd #1102, Stratton Mtn, VT 05155
37 Stowe Hill Rd, Wilmington, VT 05363
6 Church St, Wilmington, VT 05363
313 Dover Rd, Williamsville, VT 05362
633 635 Route 100 Hwy, West Wardsboro, VT 05356
4 Signal Pine Rd, Putney, VT 05346
573 South Main St, Brattleboro, VT 05301
10 Birge St, Brattleboro, VT 05301
556 South Main St, Brattleboro, VT 05301
110 Western Ave, Brattleboro, VT 05301
54 Williams St, Bellows Falls, VT 05101
1871 West Hill Rd, Townshend, VT 05353
34 Rock Split Wy, Wilmington, VT 05363
3D Tour
3 Eldredge Rd, Chester, VT 05143
9 Village Dr, Brattleboro, VT 05301
1488 Hartley Hill Rd, Putney, VT 05346Hot
1614 Burbee Pond Rd, West Townshend, VT 05359 
51 Dusty Ridge Rd, Putney, VT 05346
103/105, Qtr 1 89 Grand Summit Wy, West Dover, VT 05356
308 Qtr4, 89 Grand Summit Wy, West Dover, VT 05356
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Windham County, VT Homes For Sale & Real Estate
499 Homes for Sale
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$299,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,840sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$319,000
Views: 13
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 960sqft
Single family home for sale
Berkley & Veller Greenwood Country
$439,000
Views: 13
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,548sqft
Single family home for sale
Berkley & Veller Greenwood/Dover
$349,000
Views: 7
Bedrooms: 4Bds
Bathrooms: 1Ba
Area: 1,608sqft
Single family home for sale
Berkley & Veller Greenwood/Dover
$24,900
Views: 11
Bedrooms: 1Bd
Bathrooms: 2Ba
Area: 791sqft
Condo for sale
Skihome Realty
$449,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,726sqft
Townhouse for sale
Berkley & Veller Greenwood/Dover
$549,000
Views: 12
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,359sqft
Single family home for sale
Winhall Real Estate
$725,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,048sqft
Single family home for sale
Berkley & Veller Greenwood/Dover
$8,200,000
Views: 19
Bedrooms: 6Bds
Bathrooms: 10Ba
Area: 10,763sqft
Mansion for sale
Wohler Realty Group
$599,000
Views: 11
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,800sqft
Single family home for sale
Berkley & Veller Greenwood/Dover
$835,000
Views: 11
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,716sqft
Single family home for sale
Josiah Allen Real Estate, Inc.
$340,000
Views: 16
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1,918sqft
Multi family home for sale
Red Maple Realty Llc
$2,699,000
Views: 9
Bedrooms: 6Bds
Bathrooms: 3Ba
Area: 3,309sqft
Single family home for sale
Southern Vermont Realty Group
$325,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,750sqft
Single family home for sale
Berkley & Veller Greenwood/Dover
Hot$290,000
Views: 22
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 2,167sqft
Single family home for sale
Berkley & Veller Greenwood Country
$829,000
Views: 8
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,638sqft
Condo for sale
Four Seasons Sotheby'S Int'L Realty
$110,000
Views: 12
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 784sqft
Sale Pending
Red Maple Realty Llc
$199,000
Views: 11
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2,690sqft
Multi family home for sale
Century 21 North East
$339,000
Views: 13
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,460sqft
Single family home for sale
Berkshire Hathaway Homeservices Stratton Home
$725,000
Views: 8
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,071sqft
Condo for sale
The Haven Group
$715,000
Views: 8
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,300sqft
Single family home for sale
Bellville Realty
$625,000
Views: 6
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,200sqft
Sale Pending
Stratton Real Estate
$624,900
Views: 10
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,904sqft
Single family home for sale
Deerfield Valley Real Estate
$239,900
Views: 7
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 2,184sqft
Single family home for sale
Lowe'S Real Estate, Llc
$350,000
Views: 8
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,066sqft
Single family home for sale
Berkley & Veller Greenwood Country
$699,000
Views: 9
Bedrooms: 7Bds
Bathrooms: 5Ba
Area: 3,409sqft
Single family home for sale
Deerfield Valley Real Estate
$724,900
Views: 8
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 6,232sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$319,000
Views: 19
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3,312sqft
Multi family home for sale
Brattleboro Area Realty
$319,000
Views: 11
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3,002sqft
Multi family home for sale
Brattleboro Area Realty
$250,000
Views: 25
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2,112sqft
Sale Pending
Brattleboro Area Realty
$289,000
Views: 14
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,860sqft
Single family home for sale
Berkley & Veller Greenwood Country
$125,000
Views: 6
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,644sqft
Single family home for sale
Bhhs Verani Upper Valley
$695,000
Views: 8
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,521sqft
Single family home for sale
Southern Vermont Realty Group
$520,342
Views: 5
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,053sqft
Single family home for sale
Southern Vermont Realty Group
3D Tour$1,600,000
Views: 11
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 6,118sqft
Mansion for sale
Four Seasons Sotheby'S Int'L Realty
$52,000
Views: 13
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 744sqft
Manufactured home for sale
Brattleboro Area Realty
$498,750
Views: 11
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,263sqft
Single family home for sale
Barrett And Valley Associates Inc.
Hot$250,000
Views: 18
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 1,504sqft
Single family home for sale
Berkshire Hathaway Homeservices Stratton Home
$865,000
Views: 10
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 2,721sqft
Single family home for sale
Four Seasons Sotheby'S Int'L Realty
$25,000
Views: 13
Bedrooms: 1Bd
Bathrooms: 2Ba
Area: 846sqft
Condo for sale
Skihome Realty
$22,500
Views: 13
Bedrooms: 1Bd
Bathrooms: 1Ba
Area: 671sqft
Condo for sale
Southern Vermont Realty Group
Showing 295 - 336 of 499 homes for sale in Windham County, VT
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Based on information from PrimeMLS Inc. through Nov 2, 2026, 2:16 PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non- commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated Nov 2, 2026, 2:16 PM. © 2026 PrimeMLS, Inc. All Rights Reserved.
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