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Windham County, VT - condos for sale
97 of 97 results displayed
- New
$215,000Active2 beds 1 baths691 sq. ft.8581 Vermont Route 30 #B, Jamaica, VT 05343
MLS# 5089602Listed by: THE HAVEN GROUP
- New
$899,000Active4 beds 4 baths3,200 sq. ft.9D Dover Springs Lane, Dover, VT 05356
MLS# 5089344Listed by: BERKLEY & VELLER GREENWOOD/DOVER - New
$875,000Active3 beds 4 baths1,730 sq. ft.1D Townhouse Square #8, Dover, VT 05356
MLS# 5089345Listed by: BERKLEY & VELLER GREENWOOD/DOVER - New
$469,000Active2 beds 3 baths1,912 sq. ft.15 Haymaker Lane #6D, Wilmington, VT 05363
MLS# 5088530Listed by: BERKLEY & VELLER GREENWOOD/DOVER - New
$449,000Active3 beds 3 baths1,842 sq. ft.15B Snow Tree Lane #Clovers B, Dover, VT 05356
MLS# 5088533Listed by: BERKLEY & VELLER GREENWOOD/DOVER - New
$175,000Active2 beds 2 baths1,248 sq. ft.9 Evergreen Lane, Brattleboro, VT 05301
MLS# 5088202Listed by: EXP REALTY 
$580,000Active4 beds 4 baths1,628 sq. ft.4 Lower Highlands Road #G, Dover, VT 05356
MLS# 5087697Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$275,000Active1 beds 1 baths664 sq. ft.9A Mountain Village Way #141, Dover, VT 05356
MLS# 5087298Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$349,000Active3 beds 2 baths1,248 sq. ft.1F Dover Green Loop, Dover, VT 05356
MLS# 5086385Listed by: DEERFIELD VALLEY REAL ESTATE
$245,000Active2 beds 2 baths1,248 sq. ft.17 Robin Way, Brattleboro, VT 05301
MLS# 5086038Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$250,000Active2 beds 2 baths1,139 sq. ft.108 Morningside Commons, Brattleboro, VT 05301
MLS# 5085527Listed by: BRATTLEBORO AREA REALTY
$220,000Active1 beds 1 baths522 sq. ft.771 Stratton Mountain Access Road #358, Stratton, VT 05155
MLS# 5085270Listed by: STRATTON REAL ESTATE
$220,000Active1 beds 1 baths464 sq. ft.761 Stratton Mountain Access Road #241, Stratton, VT 05155
MLS# 5085261Listed by: STRATTON REAL ESTATE
$525,000Active2 beds 3 baths3,074 sq. ft.4B Newfane Circle, Dover, VT 05356
MLS# 5085134Listed by: WWW.HOMEZU.COM
$394,000Active2 beds 2 baths1,250 sq. ft.9F Brumms Way, Dover, VT 05356
MLS# 5084298Listed by: DEERFIELD VALLEY REAL ESTATE
$199,000Active2 beds 2 baths955 sq. ft.10 Morningside Commons, Brattleboro, VT 05301
MLS# 5084283Listed by: RED MAPLE REALTY LLC
$52,000Active2 beds 2 baths1,098 sq. ft.274/76Qtr. 1 Grand Summit Way, Dover, VT 05356
MLS# 5083825Listed by: SOUTHERN VERMONT REALTY GROUP
$52,000Active2 beds 2 baths1,098 sq. ft.274/76Qtr. 2 Grand Summit Way, Dover, VT 05356
MLS# 5083826Listed by: SOUTHERN VERMONT REALTY GROUP
$52,000Active2 beds 2 baths1,098 sq. ft.274/76Qtr. 4 Grand Summit Way, Dover, VT 05356
MLS# 5083827Listed by: SOUTHERN VERMONT REALTY GROUP
$529,000Active1 beds 1 baths820 sq. ft.12 Ober Tal Drive #C-22, Stratton, VT 05155
MLS# 5083784Listed by: WOHLER REALTY GROUP
$785,000Pending2 beds 2 baths975 sq. ft.761 Stratton MT. Access Road #437, Stratton, VT 05155
MLS# 5083193Listed by: STRATTON REAL ESTATE
$875,000Pending3 beds 2 baths1,400 sq. ft.43 Middle Ridge Road #209, Stratton, VT 05155
MLS# 5082817Listed by: STRATTON REAL ESTATE
$24,500Active1 beds 2 baths869 sq. ft.328, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
MLS# 5082148Listed by: SKIHOME REALTY
$159,000Active1 beds 1 baths592 sq. ft.219 High Street #3, Brattleboro, VT 05301
MLS# 5081405Listed by: BRATTLEBORO AREA REALTY- Open Sun, 12 to 2pm
$470,000Active4 beds 2 baths2,016 sq. ft.6D White Oaks Loop #7, Dover, VT 05356
MLS# 5081817Listed by: DEERFIELD VALLEY REAL ESTATE 
$244,900Active2 beds 2 baths1,056 sq. ft.72 Morningside Commons, Brattleboro, VT 05301
MLS# 5081559Listed by: BHG MASIELLO BRATTLEBORO
$915,000Active3 beds 3 baths1,529 sq. ft.761 Stratton Mountain Access Road #321/323, Stratton, VT 05155
MLS# 5081420Listed by: STRATTON REAL ESTATE
$229,000Active2 beds 1 baths960 sq. ft.3095 Thompsonburg Road #B/2, Londonderry, VT 05155
MLS# 5081353Listed by: LOWE'S REAL ESTATE, LLC
$159,500Active1 beds 1 baths685 sq. ft.39 Brookside Drive #7, Brattleboro, VT 05301
MLS# 5081287Listed by: BRATTLEBORO AREA REALTY- Open Sat, 12 to 2pm
$525,888Active4 beds 3 baths1,850 sq. ft.37B Kingswood Road, Dover, VT 05356
MLS# 5081160Listed by: DEERFIELD VALLEY REAL ESTATE 
$369,000Active3 beds 3 baths1,750 sq. ft.36C North Access Road #703, Dover, VT 05356
MLS# 5080321Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$729,000Active2 beds 2 baths1,200 sq. ft.778 Stratton Mountain Access Road #2103, Stratton, VT 05155
MLS# 5079479Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$880,000Active3 beds 3 baths1,770 sq. ft.3B Stratton Springs Road, Stratton, VT 05155
MLS# 5079408Listed by: STRATTON REAL ESTATE
$38,000Active2 beds 2 baths1,200 sq. ft.269/271, Qtr 1 89 Grand Summit Way, Dover, VT 05356
MLS# 5079216Listed by: SKIHOME REALTY
$179,000Pending1 beds 1 baths700 sq. ft.40 Brookside Drive #8, Brattleboro, VT 05301
MLS# 5078814Listed by: BRATTLEBORO AREA REALTY
$325,000Active2 beds 1 baths1,500 sq. ft.106 Main Street #5, Putney, VT 05346
MLS# 5078580Listed by: SOUTHERN VERMONT REALTY GROUP
$229,000Active-- beds 1 baths475 sq. ft.11C Snow Tree Lane #Birches 11C, Dover, VT 05356
MLS# 5078541Listed by: SOUTHERN VERMONT REALTY GROUP
$479,000Active2 beds 2 baths1,200 sq. ft.1D Brookside Village Way #M22, Dover, VT 05356
MLS# 5077820Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$799,000Active4 beds 4 baths3,200 sq. ft.39D Dover Springs Lane, Dover, VT 04356
MLS# 5077685Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$649,000Active2 beds 2 baths1,148 sq. ft.792 Stratton Mtn Access Road #4310, Stratton, VT 05155
MLS# 5077320Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$269,000Active1 beds 1 baths2,000 sq. ft.116 Birge Street #3, Brattleboro, VT 05301
MLS# 5077121Listed by: BRATTLEBORO AREA REALTY
$239,000Active2 beds 2 baths1,160 sq. ft.11 Hassey Bend #9, Wilmington, VT 05363
MLS# 5076844Listed by: DEERFIELD VALLEY REAL ESTATE
$36,500Active2 beds 2 baths878 sq. ft.313 Qtr.1, 89 Grand Summit Way, Dover, VT 05356
MLS# 5076702Listed by: SOUTHERN VERMONT REALTY GROUP
$309,000Active3 beds 3 baths1,440 sq. ft.61C Country Club Road, Dover, VT 05356
MLS# 5076621Listed by: SKIHOME REALTY
$39,900Pending2 beds 3 baths1,008 sq. ft.320 322 Qtr1 89 Grand Summit Way, Dover, VT 05356
MLS# 5076614Listed by: DEERFIELD VALLEY REAL ESTATE
$33,900Active1 beds 2 baths771 sq. ft.235/237, QTR 2 89 Grand Summit Way, Dover, VT 05356
MLS# 5076568Listed by: SKIHOME REALTY
$37,500Active2 beds 2 baths914 sq. ft.311 Qtr 3 Grand Summit Way, Dover, VT 05356
MLS# 5076520Listed by: SKIHOME REALTY
$539,000Active4 beds 3 baths2,100 sq. ft.72A Kingswood Road, Dover, VT 05356
MLS# 5076153Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$34,500Active2 beds 3 baths1,026 sq. ft.316/318, QTR 1 89 Grand Summit Way, Dover, VT 05356
MLS# 5076034Listed by: SKIHOME REALTY
$19,500Active1 beds 1 baths589 sq. ft.102, Qtr 4 Grand Summit Way, Dover, VT 05356
MLS# 5075787Listed by: SKIHOME REALTY
$387,000Active4 beds 4 baths2,800 sq. ft.87 Orchard Street, Brattleboro, VT 05301
MLS# 5075118Listed by: BRATTLEBORO AREA REALTY
$27,000Active1 beds 2 baths791 sq. ft.208/210 qtr2 89 Grand Summit Way, Dover, VT 05356
MLS# 5075015Listed by: SKIHOME REALTY
$529,000Active3 beds 3 baths2,000 sq. ft.19B Kingswood Road, Dover, VT 05356
MLS# 5074801Listed by: DEERFIELD VALLEY REAL ESTATE
$18,000Active-- beds 1 baths407 sq. ft.217, QTR 2 89 Grand Summit Way, Dover, VT 05356
MLS# 5074598Listed by: SKIHOME REALTY
$679,000Active4 beds 3 baths2,600 sq. ft.14A Grouse Lane, Dover, VT 05356
MLS# 5074185Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$20,000Active1 beds 2 baths754 sq. ft.250/252 Q4, 89 Grand Summit Way, Dover, VT 05356
MLS# 5073380Listed by: REAL BROKER LLC- Open Sun, 1 to 4pm
$939,000Active4 beds 4 baths3,100 sq. ft.25B Boulder Ridge Drive, Dover, VT 05356
MLS# 5073072Listed by: SKIHOME REALTY 
$949,000Active4 beds 4 baths3,100 sq. ft.15B Boulder Ridge Drive, Dover, VT 05356
MLS# 5073000Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$419,000Active3 beds 3 baths1,768 sq. ft.52A Suntec Loop, Dover, VT 05356
MLS# 5072970Listed by: REAL BROKER LLC
$19,500Active-- beds 1 baths407 sq. ft.121 Qtr 4 89 Grand Summit Way, Dover, VT 05356
MLS# 5072794Listed by: DEERFIELD VALLEY REAL ESTATE
$23,000Active-- beds 1 baths407 sq. ft.354 Qtr. 2, 89 Grand Summit Way, Dover, VT 05356
MLS# 5072484Listed by: SOUTHERN VERMONT REALTY GROUP
$17,500Active1 beds 2 baths941 sq. ft.230, Qtr. 4 89 Grand Summit Way, Dover, VT 05356
MLS# 5071999Listed by: SKIHOME REALTY
$279,000Active1 beds 2 baths895 sq. ft.13 Snowtree Lane #Willows K, Dover, VT 05356
MLS# 5071989Listed by: DEERFIELD VALLEY REAL ESTATE
$425,000Active3 beds 4 baths2,814 sq. ft.195 Mann Road #12, Wilmington, VT 05356
MLS# 5071518Listed by: DEERFIELD VALLEY REAL ESTATE
$19,500Active-- beds 1 baths332 sq. ft.218 Qtr.2 89 Grand Summit Way, Dover, VT 05356
MLS# 5071506Listed by: SOUTHERN VERMONT REALTY GROUP
$1,760,000Active4 beds 4 baths2,698 sq. ft.89A Sun Bowl Ridge Road, Stratton, VT 05155
MLS# 5071361Listed by: STRATTON REAL ESTATE
$449,000Active3 beds 3 baths1,726 sq. ft.4A Suntec Loop, Dover, VT 05356
MLS# 5071285Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$28,500Active1 beds 2 baths771 sq. ft.204/206 Qtr 2 Grand Summit Way, Dover, VT 05356
MLS# 5070698Listed by: SKIHOME REALTY
$20,000Active-- beds 1 baths407 sq. ft.152 - Qtr 3 89 Grand Summit Way, Dover, VT 05356
MLS# 5068582Listed by: DEERFIELD VALLEY REAL ESTATE
$384,000Active3 beds 2 baths1,400 sq. ft.25 Upper Handle Road #A, Dover, VT 05356
MLS# 5067430Listed by: DEERFIELD VALLEY REAL ESTATE- Open Sun, 1 to 4pm
$1,050,000Active5 beds 5 baths4,040 sq. ft.17A Boulder Ridge Drive, Dover, VT 05356
MLS# 5065579Listed by: SKIHOME REALTY 
$56,800Active3 beds 3 baths1,323 sq. ft.157/265/267Qtr3 Grand Summit Way, Dover, VT 05356
MLS# 5049281Listed by: SKIHOME REALTY
$28,995Active2 beds 2 baths745 sq. ft.304/06 Qtr.2,89 Grand Summit Way, Dover, VT 05356
MLS# 5063339Listed by: SOUTHERN VERMONT REALTY GROUP
$32,000Active1 beds 2 baths771 sq. ft.123/125 Qtr 4 Grand Summit Way #123/125, Qtr 4, Dover, VT 05356
MLS# 5062314Listed by: SKIHOME REALTY
$34,900Active1 beds 2 baths745 sq. ft.341/43 Qtr.4,89 Grand Summit Way, Dover, VT 05356
MLS# 5061743Listed by: SOUTHERN VERMONT REALTY GROUP
$33,500Active1 beds 2 baths709 sq. ft.145/47 Qtr.1,89 Grand Summit Way, Dover, VT 05356
MLS# 5061407Listed by: SOUTHERN VERMONT REALTY GROUP
$529,000Active3 beds 3 baths2,044 sq. ft.11 Dutchman Lane #4A, Wilmington, VT 05363
MLS# 5061191Listed by: DEERFIELD VALLEY REAL ESTATE
$32,000Active1 beds 2 baths791 sq. ft.249/251 Qtr 3 Grand Summit Way, Dover, VT 05356
MLS# 5059853Listed by: SKIHOME REALTY
$28,000Active1 beds 2 baths846 sq. ft.226/228, Qtr 2 Grand Summit Way, Dover, VT 05356
MLS# 5059852Listed by: SKIHOME REALTY
$445,000Active2 beds 2 baths1,353 sq. ft.49 High Point Drive #A-14, Stratton, VT 05155
MLS# 5079725Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$437,000Active4 beds 4 baths2,015 sq. ft.29 First Lane #17, Wilmington, VT 05363
MLS# 5057144Listed by: DEERFIELD VALLEY REAL ESTATE
$20,000Active1 beds 1 baths673 sq. ft.222 Qtr 3 Grand Summit Way #222, Qtr 3, Dover, VT 05356
MLS# 5054246Listed by: SKIHOME REALTY
$26,000Active1 beds 2 baths771 sq. ft.163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356
MLS# 5053649Listed by: SOUTHERN VERMONT REALTY GROUP
$1,495,000Active4 beds 4 baths2,363 sq. ft.43 Middle Ridge Road #415, Stratton, VT 05155
MLS# 5052439Listed by: STRATTON REAL ESTATE
$469,000Active3 beds 3 baths2,016 sq. ft.33D White Oaks Loop #38, Dover, VT 05356
MLS# 5052090Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$292,000Active2 beds 2 baths1,000 sq. ft.5 First Lane #1, Wilmington, VT 05363
MLS# 5051833Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$349,000Active2 beds 2 baths1,035 sq. ft.32B Snow Tree Lane #Oaks B, Dover, VT 05356
MLS# 5051836Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$19,000Active1 beds 1 baths673 sq. ft.222 Q1, 89 Grand Summit Way, Dover, VT 05356
MLS# 5073140Listed by: REAL BROKER LLC
$450,000Active4 beds 4 baths1,800 sq. ft.16 Tenth Lane #40, Wilmington, VT 05363
MLS# 5047969Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$1,580,000Active5 beds 5 baths4,100 sq. ft.36 A Boulder Ridge Drive, Dover, VT 05356
MLS# 5047757Listed by: SKIHOME REALTY
$698,000Active4 beds 3 baths2,600 sq. ft.10B Grouse Lane, Dover, VT 05356
MLS# 5046804Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$18,000Active1 beds 2 baths840 sq. ft.89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
MLS# 5046523Listed by: SOUTHERN VERMONT REALTY GROUP
$235,000Pending2 beds 3 baths2,112 sq. ft.116 Morningside Commons, Brattleboro, VT 05301
MLS# 5046051Listed by: BRATTLEBORO AREA REALTY
$995,000Active3 beds 4 baths1,800 sq. ft.56 Shattarack Road #D6, Stratton, VT 05155
MLS# 5033458Listed by: WOHLER REALTY GROUP
$899,000Active4 beds 4 baths3,200 sq. ft.9A Windham Way, Dover, VT 05356
MLS# 5071402Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$1,750,000Active4 beds 4 baths2,698 sq. ft.148B Sun Bowl Ridge Road, Stratton, VT 05255
MLS# 5012015Listed by: STRATTON REAL ESTATE
$19,250Active1 beds 1 baths671 sq. ft.302 Qtr.1, 89 Grand Summit Way, Dover, VT 05356
MLS# 5008357Listed by: SOUTHERN VERMONT REALTY GROUP
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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 20, 2026
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© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.