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Windham County, VT - single-family homes for sale
221 of 221 results displayed
- Open Sun, 12 to 2pmNew
$299,900Active4 beds 2 baths1,696 sq. ft.171 Route 112, Whitingham, VT 05342
MLS# 5086372Listed by: SOUTHERN VERMONT REALTY GROUP
- New
$339,000Active3 beds 2 baths1,280 sq. ft.550 South Main Street, Brattleboro, VT 05301
MLS# 5086341Listed by: BRATTLEBORO AREA REALTY - New
$560,000Active3 beds 3 baths2,397 sq. ft.14 High Top Road #B124, Wilmington, VT 05363
MLS# 5086258Listed by: CHIMNEY HILL REALTY 
$89,900Active4 beds 2 baths1,902 sq. ft.206 Smith Road, Jamaica, VT 05343
MLS# 5082980Listed by: BRATTLEBORO AREA REALTY- New
$999,000Active2 beds 1 baths8,141 sq. ft.225 Missing Link Road, Rockingham, VT 05101
MLS# 5086186Listed by: TOWN AND COUNTRY REALTY - New
$530,000Active3 beds 2 baths1,700 sq. ft.1160 Fowler Road, Whitingham, VT 05361
MLS# 5086062Listed by: SOUTHERN VERMONT REALTY GROUP - New
$329,000Active3 beds 1 baths1,480 sq. ft.408 Old Guilford Road, Brattleboro, VT 05301
MLS# 5086000Listed by: BRATTLEBORO AREA REALTY - Open Fri, 5 to 7pmNew
$459,000Active3 beds 2 baths1,753 sq. ft.3669 US Route 5, Westminster, VT 05158
MLS# 5085682Listed by: LOWE'S REAL ESTATE, LLC - New
$374,900Active3 beds 2 baths1,074 sq. ft.59 Zeller Camp Road, Grafton, VT 05146
MLS# 5085589Listed by: EXP REALTY - New
$259,000Active2 beds 1 baths864 sq. ft.51 Golding Road, Windham, VT 05359
MLS# 5085393Listed by: CUMMINGS & CO - New
$429,500Active5 beds 3 baths2,800 sq. ft.24 School Street, Rockingham, VT 05101
MLS# 5085279Listed by: JACKLYN ATWOOD REAL ESTATE - New
$285,000Active1 beds 1 baths850 sq. ft.757 Weatherhead Hollow Road, Guilford, VT 05301
MLS# 5085145Listed by: EXP REALTY - New
$359,000Active3 beds 2 baths1,326 sq. ft.103 Sherwood Circle, Brattleboro, VT 05301
MLS# 5084743Listed by: BRATTLEBORO AREA REALTY - New
$425,000Active3 beds 2 baths2,000 sq. ft.1993 US Route 5, Westminster, VT 05158
MLS# 5084569Listed by: BERKLEY & VELLER GREENWOOD COUNTRY 
$220,000Pending2 beds 2 baths1,200 sq. ft.97 Westminster Road, Putney, VT 05346
MLS# 5084544Listed by: BERKLEY & VELLER GREENWOOD COUNTRY- New
$550,000Active4 beds 2 baths2,580 sq. ft.1229 Sheldon Hill Road, Wardsboro, VT 05355
MLS# 5084477Listed by: CUMMINGS & CO - New
$290,000Active4 beds 1 baths1,521 sq. ft.134 Washington Street, Brattleboro, VT 05301
MLS# 5084426Listed by: EXP REALTY - New
$399,900Active3 beds 2 baths1,339 sq. ft.16 Willow Street, Brattleboro, VT 05301
MLS# 5084386Listed by: BHG MASIELLO KEENE 
$495,000Active4 beds 2 baths2,100 sq. ft.137 Stratton Arlington Road, Wardsboro, VT 05360
MLS# 5083153Listed by: DEERFIELD VALLEY REAL ESTATE
$449,000Active3 beds 3 baths1,998 sq. ft.90 Hemlock Road, Vernon, VT 05354
MLS# 5083403Listed by: BRATTLEBORO AREA REALTY
$650,000Active4 beds 3 baths2,408 sq. ft.75 Westminster Road, Putney, VT 05346
MLS# 5084263Listed by: SOUTHERN VERMONT REALTY GROUP
$380,000Active4 beds 2 baths3,008 sq. ft.44 Atkinson Street, Rockingham, VT 05101-1521
MLS# 5084200Listed by: CENTURY 21 NORTH EAST
$449,000Pending3 beds 2 baths2,788 sq. ft.71 Woods Road, Dummerston, VT 05346
MLS# 5082826Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$329,000Pending3 beds 1 baths1,218 sq. ft.119 Forest Street, Brattleboro, VT 05301
MLS# 5083243Listed by: BRATTLEBORO AREA REALTY
$485,000Active2 beds 3 baths2,310 sq. ft.3 Old County Road, Athens, VT 05143
MLS# 5083291Listed by: MAPLE SWEET REAL ESTATE
$350,000Active3 beds 2 baths1,840 sq. ft.60 Rocky Ledge Court, Vernon, VT 05354
MLS# 5083494Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$380,000Active3 beds 3 baths2,307 sq. ft.30 Back Street, Newfane, VT 05345
MLS# 5083236Listed by: BRATTLEBORO AREA REALTY
$675,000Active3 beds 2 baths2,100 sq. ft.47 Oak Hill Drive, Dummerston, VT 05301
MLS# 5083747Listed by: ACORN REAL ESTATE GROUP LLC
$399,000Active4 beds 2 baths2,128 sq. ft.44 Howes Loop, Wilmington, VT 05363
MLS# 5083753Listed by: SOUTHERN VERMONT REALTY GROUP
$789,000Active4 beds 4 baths2,856 sq. ft.15 Sawmill Village Way, Dover, VT 05356
MLS# 5083633Listed by: VERMONT REAL ESTATE COMPANY
$510,000Active3 beds 3 baths3,420 sq. ft.27 Ray Hill Road, Wilmington, VT 05363
MLS# 5083391Listed by: BHG MASIELLO BRATTLEBORO
$759,000Active3 beds 2 baths3,100 sq. ft.365 Timson Hill Road, Newfane, VT 05345
MLS# 5083265Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$499,000Active3 beds 2 baths2,250 sq. ft.36 Buckboard Drive, Dover, VT 05356
MLS# 5083164Listed by: SOUTHERN VERMONT REALTY GROUP
$205,000Pending4 beds 2 baths2,710 sq. ft.34 Upper Meadows Road, Rockingham, VT 05101
MLS# 5083152Listed by: R.H. THACKSTON & COMPANY/BELLOWS FALLS
$855,000Active2 beds 4 baths4,210 sq. ft.13 Kimball Hill, Putney, VT 05346
MLS# 5083038Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$795,000Active4 beds 4 baths3,212 sq. ft.104 Juniper Ridge Road, Brattleboro, VT 05301
MLS# 5082195Listed by: BRATTLEBORO AREA REALTY
$625,000Active5 beds 4 baths2,520 sq. ft.143 Hillwinds Road, Brattleboro, VT 05301
MLS# 5082786Listed by: BRATTLEBORO AREA REALTY
$399,000Active1 beds 1 baths800 sq. ft.1511 East Dover Road, Wardsboro, VT 05355
MLS# 5082738Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$495,000Active3 beds 3 baths1,246 sq. ft.81 Chapin Street, Brattleboro, VT 05301
MLS# 5082621Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$650,000Active3 beds 2 baths1,722 sq. ft.198 East Hill Road, Wardsboro, VT 05355
MLS# 5082327Listed by: LOWE'S REAL ESTATE, LLC
$335,000Pending3 beds 2 baths2,160 sq. ft.160 Sunny Acres Road, Brattleboro, VT 05301
MLS# 5082293Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$1,088,000Active6 beds 5 baths5,828 sq. ft.151 Townshend Road, Grafton, VT 05146
MLS# 5082229Listed by: KW VERMONT
$639,000Active4 beds 3 baths2,573 sq. ft.11 Strawberry Hill, Brattleboro, VT 05301
MLS# 5082239Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$260,000Active2 beds 1 baths1,010 sq. ft.429 VT Route 30, Newfane, VT 05345
MLS# 5082153Listed by: ACORN REAL ESTATE GROUP LLC
$319,000Active3 beds 2 baths1,310 sq. ft.1829 West Jamaica Road, Jamaica, VT 05343
MLS# 5082108Listed by: CUMMINGS & CO
$619,000Active4 beds 4 baths3,354 sq. ft.556 Saw Mill Road, Wardsboro, VT 05360
MLS# 5082001Listed by: SOUTHERN VERMONT REALTY GROUP
$720,000Active4 beds 3 baths4,379 sq. ft.587 VT Route 121 East, Grafton, VT 05146
MLS# 5081734Listed by: ENGEL & VOLKERS OKEMO
$795,000Active4 beds 4 baths3,600 sq. ft.5 Hillwinds North, Brattleboro, VT 05301
MLS# 5081610Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$499,000Active2 beds 2 baths1,550 sq. ft.77 Buttonwood Drive, Brattleboro, VT 05301
MLS# 5081478Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$399,900Active4 beds 3 baths4,488 sq. ft.35 School Street, Rockingham, VT 05101
MLS# 5081404Listed by: CENTURY 21 NORTH EAST
$495,000Active3 beds 2 baths1,536 sq. ft.313 South Pine Banks Road, Putney, VT 05346
MLS# 5081236Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$725,000Active6 beds 3 baths3,630 sq. ft.5 William Mundell Road, Newfane, VT 05362
MLS# 5080865Listed by: KW VERMONT
$539,000Active4 beds 3 baths2,948 sq. ft.196 Powder Mill Road, Londonderry, VT 05148
MLS# 5081205Listed by: BHHS VERANI UPPER VALLEY
$495,000Active3 beds 3 baths2,295 sq. ft.31 Poplar Lane, Vernon, VT 05354
MLS# 5080523Listed by: BRATTLEBORO AREA REALTY
$525,000Active3 beds 2 baths1,888 sq. ft.57 Oak Lane, Jamaica, VT 05343
MLS# 5081124Listed by: MICHAEL ENGLAND REAL ESTATE
$725,000Active5 beds 4 baths2,962 sq. ft.250 Valley View Road, Dover, VT 05356
MLS# 5080765Listed by: REAL BROKER LLC
$825,000Active2 beds 2 baths2,220 sq. ft.177 Rte 121 E, Grafton, VT 05146
MLS# 5080612Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$299,000Active2 beds 2 baths1,568 sq. ft.946 Huckle Hill Road, Vernon, VT 05354
MLS# 5080244Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$310,000Active3 beds 2 baths1,694 sq. ft.3130 VT Route 100, Whitingham, VT 05342-0602
MLS# 5080040Listed by: SOUTHERN VERMONT REALTY GROUP
$399,000Active3 beds 2 baths2,120 sq. ft.459 Silver Lane, Wardsboro, VT 05355
MLS# 5080005Listed by: CUMMINGS & CO
$339,000Active2 beds 1 baths728 sq. ft.274 VT Route 100, Dover, VT 05356
MLS# 5079827Listed by: REAL BROKER LLC
$174,900Active1 beds 1 baths440 sq. ft.17 Henry Street, Rockingham, VT 05101
MLS# 5079700Listed by: BHG MASIELLO KEENE
$498,000Active3 beds 2 baths1,977 sq. ft.1355 Whitneyville Road, Halifax, VT 05358
MLS# 5079364Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$429,000Pending4 beds 2 baths1,568 sq. ft.387 Meadow Brook Road, Brattleboro, VT 05301
MLS# 5079663Listed by: BHG MASIELLO BRATTLEBORO
$625,000Active4 beds 3 baths2,600 sq. ft.15 Bills Road, Stratton, VT 05360
MLS# 5079418Listed by: DEERFIELD VALLEY REAL ESTATE
$420,000Active4 beds 2 baths2,723 sq. ft.405 Main Street, Wardsboro, VT 05355
MLS# 5079328Listed by: EXP REALTY
$499,000Active3 beds 3 baths2,254 sq. ft.199 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5079024Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$319,000Active2 beds 2 baths1,164 sq. ft.3185 Higley Hill Road, Marlboro, VT 05363
MLS# 5078951Listed by: FLEX REALTY
$379,000Active4 beds 3 baths1,720 sq. ft.292 Tallwood Circle, Londonderry, VT 05155
MLS# 5078654Listed by: KW VERMONT
$449,000Active3 beds 2 baths1,660 sq. ft.56 Lee Road, Brattleboro, VT 05301
MLS# 5078629Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$3,300,000Active5 beds 5 baths5,808 sq. ft.54 Upton Road, Dover, VT 05356
MLS# 5078620Listed by: LANDVEST, INC/WOODSTOCK
$329,000Pending3 beds 2 baths1,550 sq. ft.527 Route 121, Rockingham, VT 05101
MLS# 5078567Listed by: OWNERENTRY.COM
$1,300,000Active3 beds 4 baths2,944 sq. ft.156 West Lake Road, Wilmington, VT 05356
MLS# 5078282Listed by: DEERFIELD VALLEY REAL ESTATE
$699,000Active4 beds 3 baths2,778 sq. ft.28 Summit Meadows Circle, Dover, VT 05356
MLS# 5078276Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$549,000Active4 beds 2 baths1,617 sq. ft.13 Yodeling Lane, Dover, VT 05356
MLS# 5078081Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$349,000Active4 beds 2 baths2,520 sq. ft.29 Pikes Falls Road, Jamaica, VT 05343
MLS# 5078084Listed by: WINHALL REAL ESTATE
$699,900Active3 beds 2 baths2,450 sq. ft.300 Route 121, Grafton, VT 05146
MLS# 5078071Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$625,000Active4 beds 2 baths2,070 sq. ft.239 Valley View Road, Dover, VT 05356
MLS# 5078011Listed by: DEERFIELD VALLEY REAL ESTATE
$525,000Active3 beds 3 baths2,772 sq. ft.7 Grassy Brook Road, Brookline, VT 05345
MLS# 5077982Listed by: FLEX REALTY
$395,000Active3 beds 3 baths2,128 sq. ft.135 Country Hill, Brattleboro, VT 05301
MLS# 5077870Listed by: BRATTLEBORO AREA REALTY
$489,000Active4 beds 4 baths2,312 sq. ft.23 Wilsons Woods Road, Brattleboro, VT 05301
MLS# 5077786Listed by: EXP REALTY
$389,900Active3 beds 2 baths1,599 sq. ft.175 Sak Road, Vernon, VT 05354
MLS# 5077474Listed by: BRATTLEBORO AREA REALTY
$799,000Active4 beds 3 baths2,600 sq. ft.1 Lower Highlands Road, Dover, VT 05356
MLS# 5077760Listed by: DEERFIELD VALLEY REAL ESTATE
$350,000Active4 beds 3 baths2,460 sq. ft.6795 VT Route 100, Londonderry, VT 05148
MLS# 5077737Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$599,995Active4 beds 2 baths2,700 sq. ft.152 Main Street, Grafton, VT 05146
MLS# 5077738Listed by: DEREK GREENE
$1,750,000Active7 beds 5 baths4,649 sq. ft.4669 Vermont Rte 100, Londonderry, VT 05148
MLS# 5077331Listed by: LANDVEST, INC/WOODSTOCK
$675,000Active4 beds 3 baths2,516 sq. ft.34 Binney Brook Road, Wilmington, VT 05363
MLS# 5077341Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$775,000Active3 beds 3 baths2,016 sq. ft.15 Bears Den Road, Dover, VT 05356
MLS# 5077225Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$749,000Active4 beds 4 baths2,964 sq. ft.16 Rock Split Way, Wilmington, VT 05363
MLS# 5077016Listed by: DEERFIELD VALLEY REAL ESTATE
$380,000Active3 beds 3 baths1,750 sq. ft.34 Main Street, Wardsboro, VT 05355
MLS# 5076783Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$289,000Active2 beds 1 baths936 sq. ft.2378 Deer Park Road, Halifax, VT 05358
MLS# 5076323Listed by: BRATTLEBORO AREA REALTY
$539,000Active4 beds 3 baths3,081 sq. ft.3996 Route 30, Jamaica, VT 05343
MLS# 5076624Listed by: WINHALL REAL ESTATE
$495,000Active4 beds 3 baths2,756 sq. ft.214 Putney Road, Brattleboro, VT 05301
MLS# 5076579Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$579,000Active3 beds 2 baths2,360 sq. ft.68 Ellis Brook Road, Dover, VT 05356
MLS# 5076580Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$674,950Active3 beds 3 baths2,386 sq. ft.56 Whitetail Drive, Vernon, VT 05354
MLS# 5076475Listed by: RE/MAX HERITAGE
$179,000Active2 beds 1 baths1,056 sq. ft.7139 VT RT 100, Whitingham, VT 05361
MLS# 5076285Listed by: SOUTHERN VERMONT REALTY GROUP
$235,000Active2 beds 1 baths970 sq. ft.3153 VT Route 100, Wardsboro, VT 05355
MLS# 5076241Listed by: DEERFIELD VALLEY REAL ESTATE
$869,000Active5 beds 4 baths4,626 sq. ft.6 Brumms Way, Dover, VT 05356
MLS# 5076187Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$8,200,000Active6 beds 10 baths10,763 sq. ft.557 Trager Road, Jamaica, VT 05343
MLS# 5076041Listed by: WOHLER REALTY GROUP
$549,000Active2 beds 2 baths2,016 sq. ft.35 Upper Bartonsville Road, Rockingham, VT 05143
MLS# 5075776Listed by: EXP REALTY
$380,000Active5 beds 3 baths2,336 sq. ft.1033 Burrington Hill Road, Whitingham, VT 05361
MLS# 5075630Listed by: DEERFIELD VALLEY REAL ESTATE
$898,000Active4 beds 4 baths3,420 sq. ft.41 Two Brook Drive, Wilmington, VT 05363
MLS# 5075626Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$345,000Active3 beds 2 baths1,152 sq. ft.39 Atwood Street, Brattleboro, VT 05301
MLS# 5075506Listed by: BRATTLEBORO AREA REALTY
$295,000Active4 beds 1 baths1,248 sq. ft.552 - 554 Hinesburg Road, Brattleboro, VT 05301
MLS# 5075303Listed by: BHG MASIELLO BRATTLEBORO
$429,000Active3 beds 3 baths2,690 sq. ft.26 North Wind Road, Wilmington, VT 05363
MLS# 5075215Listed by: DEERFIELD VALLEY REAL ESTATE
$459,000Active1 beds 3 baths2,076 sq. ft.33 West Main Street, Wilmington, VT 05363
MLS# 5075127Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$685,000Pending4 beds 3 baths5,646 sq. ft.311 Laurel Ledges, Vernon, VT 05354
MLS# 5075007Listed by: DEREK GREENE
$599,000Active5 beds 3 baths3,000 sq. ft.673 VT Rte 121 East, Grafton, VT 05146
MLS# 5074888Listed by: BARRETT & VALLEY ASSOC. INC
$565,000Active3 beds 2 baths1,944 sq. ft.3148 Route 11, Londonderry, VT 05148
MLS# 5074646Listed by: EXP REALTY
$950,000Active4 beds 4 baths4,200 sq. ft.1 Tom's Cabin Road, Dover, VT 05356
MLS# 5074217Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$95,000Pending4 beds 2 baths2,108 sq. ft.321 Williams Street, Brattleboro, VT 05301
MLS# 5074026Listed by: BELLVILLE REALTY
$349,000Active2 beds 1 baths1,845 sq. ft.1450 Vermont route 8, Searsburg, VT 05363
MLS# 5073938Listed by: MAHAR MCCARTHY REAL ESTATE
$425,000Active3 beds 2 baths1,472 sq. ft.68 East Brook Crossing, Wilmington, VT 05363
MLS# 5073932Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$475,000Active3 beds 2 baths2,480 sq. ft.24 Laurel Street, Brattleboro, VT 05301
MLS# 5073849Listed by: SOUTHERN VERMONT REALTY GROUP
$849,000Active5 beds 5 baths3,564 sq. ft.4 Breezy Way, Dover, VT 05356
MLS# 5073851Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$649,000Active6 beds 3 baths2,740 sq. ft.1161 Little Pond Road, Londonderry, VT 05148
MLS# 5073759Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$284,900Active2 beds 1 baths1,062 sq. ft.1227 Vermont Route 30, Townshend, VT 05353
MLS# 5073741Listed by: FLEX REALTY
$389,000Active3 beds 2 baths1,200 sq. ft.1 Frog Hollow, Wilmington, VT 05363
MLS# 5073620Listed by: DEERFIELD VALLEY REAL ESTATE
$249,000Active2 beds 1 baths1,004 sq. ft.662 Vt Rt 30, Newfane, VT 05345
MLS# 5073417Listed by: BRATTLEBORO AREA REALTY
$474,900Active3 beds 3 baths1,548 sq. ft.28 Lightning Ledge Way, Wilmington, VT 05363
MLS# 5073150Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$1,400,000Active4 beds 5 baths3,844 sq. ft.286 Coldbrook Road, Wilmington, VT 05363
MLS# 5073006Listed by: REAL BROKER LLC
$875,000Active7 beds 7 baths1,152 sq. ft.136 Vermont Route 100, Dover, VT 05356
MLS# 5072953Listed by: COHN & COMPANY
$2,099,000Active5 beds 6 baths5,235 sq. ft.6 Trail View Lane, Dover, VT 05356
MLS# 5072588Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$459,000Active3 beds 2 baths1,410 sq. ft.117 Ray Hill Road, Wilmington, VT 05363
MLS# 5071634Listed by: BOYD REAL ESTATE
$399,000Active3 beds 2 baths2,496 sq. ft.60 Higley Hill, Dover, VT 05341
MLS# 5071584Listed by: SOUTHERN VERMONT REALTY GROUP
$264,900Active4 beds 2 baths1,200 sq. ft.49 Clark Avenue, Brattleboro, VT 05301
MLS# 5071456Listed by: GREAT AMERICAN DREAM REALTY
$279,900Active4 beds 2 baths1,800 sq. ft.10 King Street, Rockingham, VT 05101
MLS# 5070895Listed by: MAPLE LEAF REAL ESTATE
$489,000Active3 beds 2 baths2,003 sq. ft.12 Lilla Lane, Wilmington, VT 05363
MLS# 5070634Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$849,000Active5 beds 5 baths3,840 sq. ft.42 Blackberry Lane, Jamaica, VT 05343
MLS# 5070474Listed by: STRATTON REAL ESTATE
$649,000Active3 beds 3 baths1,874 sq. ft.457 Ray Hill Road, Wilmington, VT 05363
MLS# 5070379Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$425,000Active5 beds 3 baths1,440 sq. ft.135 Overlook Drive, Londonderry, VT 05148
MLS# 5070340Listed by: EXP REALTY
$389,900Active2 beds 2 baths1,076 sq. ft.295 Stratton Arlington Road, Stratton, VT 05360
MLS# 5070334Listed by: DEERFIELD VALLEY REAL ESTATE
$499,990Active3 beds 2 baths1,850 sq. ft.555 VT route 9, Wilmington, VT 05363
MLS# 5069461Listed by: FLEX REALTY
$285,000Active3 beds 2 baths1,248 sq. ft.70 Overlook Drive, Londonderry, VT 05148
MLS# 5068910Listed by: MARY MITCHELL MILLER REAL ESTATE
$3,500,000Active5 beds 5 baths7,000 sq. ft.29 Mountain Ridge Drive, Wilmington, VT 05363
MLS# 5068740Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$589,000Active3 beds 4 baths2,250 sq. ft.883 Smead Road, Wardsboro, VT 05355
MLS# 5068504Listed by: DEERFIELD VALLEY REAL ESTATE
$799,000Active5 beds 3 baths3,091 sq. ft.798 Vermont Route 100, Wilmington, VT 05363
MLS# 5068380Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$382,000Active6 beds 3 baths3,590 sq. ft.88-90 Westminster Street, Rockingham, VT 05101
MLS# 5068226Listed by: BHG MASIELLO KEENE
$174,900Active2 beds -- baths2,710 sq. ft.29 Stable Road, Wilmington, VT 05363
MLS# 5067951Listed by: BHG MASIELLO BRATTLEBORO
$389,000Pending1 beds 1 baths650 sq. ft.137 Pleasant Valley Road, Brattleboro, VT 05301
MLS# 5067862Listed by: BRATTLEBORO AREA REALTY
$774,000Active3 beds 2 baths2,588 sq. ft.619 Stratton Arlington Road, Stratton, VT 05360
MLS# 5067339Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$279,000Active3 beds 2 baths1,632 sq. ft.8 Happy Haven Road, Wilmington, VT 05363
MLS# 5066543Listed by: BOYD REAL ESTATE
$375,000Active4 beds 2 baths1,512 sq. ft.40 Ellis Brook Road, Dover, VT 05356
MLS# 5066015Listed by: SKIHOME REALTY
$599,000Active4 beds 3 baths2,775 sq. ft.4448 Route 100, Wardsboro, VT 05355
MLS# 5065488Listed by: LOWE'S REAL ESTATE, LLC
$550,000Active3 beds 2 baths1,814 sq. ft.1886 Winhall Hollow Road, Londonderry, VT 05155
MLS# 5065371Listed by: WOHLER REALTY GROUP
$359,000Active3 beds 2 baths1,152 sq. ft.410 Tallwood Circle, Londonderry, VT 05148
MLS# 5065334Listed by: CUMMINGS & CO
$2,050,000Active4 beds 5 baths2,486 sq. ft.97 North Brookwood Road, Stratton, VT 05155
MLS# 5065289Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$798,000Active3 beds 3 baths2,757 sq. ft.1909 Pine Banks Road, Westminster, VT 05158
MLS# 5065168Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$225,000Active1 beds 1 baths265 sq. ft.2053 Pikes Falls Road, Jamaica, VT 05343
MLS# 5065126Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$249,000Active3 beds 3 baths2,338 sq. ft.4106 VT Route 30, Jamaica, VT 05343
MLS# 5065106Listed by: WINHALL REAL ESTATE
$465,000Active3 beds 2 baths1,920 sq. ft.216 Ghastly Job Way, Wilmington, VT 05363
MLS# 5064986Listed by: DEERFIELD VALLEY REAL ESTATE
$999,000Active4 beds 5 baths4,908 sq. ft.131 Stark Road, Brattleboro, VT 05301
MLS# 5064709Listed by: BRATTLEBORO AREA REALTY
$639,000Active3 beds 3 baths2,329 sq. ft.774 Stratton Arlington Road, Stratton, VT 05360
MLS# 5064604Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$525,000Active4 beds 4 baths1,913 sq. ft.35 Birch Road, Londonderry, VT 05155
MLS# 5064261Listed by: ENGEL & VOLKERS OKEMO
$365,000Pending5 beds 3 baths2,254 sq. ft.85 Stockwell Drive, Brattleboro, VT 05301
MLS# 5064216Listed by: BRATTLEBORO AREA REALTY
$449,000Active4 beds 3 baths1,900 sq. ft.8 Little Bend #M-175, Wilmington, VT 05363
MLS# 5063727Listed by: CHIMNEY HILL REALTY
$2,749,000Active6 beds 7 baths6,400 sq. ft.56 Handle Road, Dover, VT 05356
MLS# 5063234Listed by: DEERFIELD VALLEY REAL ESTATE
$345,000Active3 beds 3 baths2,128 sq. ft.5 Vancor Drive, Rockingham, VT 05154
MLS# 5063161Listed by: BRATTLEBORO AREA REALTY
$397,000Active4 beds 2 baths3,300 sq. ft.715 Chase Road, Windham, VT 05359
MLS# 5063130Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$4,950,000Active4 beds 8 baths16,736 sq. ft.1950 Collins Road, Halifax, VT 05358
MLS# 5062504Listed by: WOHLER REALTY GROUP
$915,000Active4 beds 5 baths3,100 sq. ft.33 Carinthia Road, Dover, VT 05356
MLS# 5062189Listed by: SOUTHERN VERMONT REALTY GROUP
$275,000Active4 beds 2 baths2,000 sq. ft.2173 Route 8A, Whitingham, VT 05361
MLS# 5061887Listed by: BHG MASIELLO BRATTLEBORO
$895,000Active5 beds 3 baths2,338 sq. ft.3715 Route 11, Londonderry, VT 05148
MLS# 5061900Listed by: THE HAVEN GROUP
$275,000Active2 beds 1 baths715 sq. ft.81 Parish Hill Road, Newfane, VT 05351
MLS# 5061018Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$350,000Active3 beds 2 baths1,703 sq. ft.1089 Marlboro Road, Brattleboro, VT 05301
MLS# 5060860Listed by: BRATTLEBORO AREA REALTY
$549,000Active2 beds 2 baths850 sq. ft.794 White Road, Windham, VT 05359
MLS# 5060691Listed by: SOUTHERN VERMONT REALTY GROUP
$1,140,000Active4 beds 3 baths4,193 sq. ft.70 Hunter Lane, Jamaica, VT 05343
MLS# 5060615Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$250,000Active3 beds 1 baths1,050 sq. ft.5362 US Route 5, Westminster, VT 05158
MLS# 5060360Listed by: BERKLEY & VELLER GREENWOOD COUNTRY
$589,000Active3 beds 3 baths2,782 sq. ft.628 Townshend Road, Grafton, VT 05146
MLS# 5060321Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$1,040,000Active5 beds 5 baths3,363 sq. ft.1189 Cole Pond Road, Jamaica, VT 05343
MLS# 5060071Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$325,000Pending5 beds 2 baths1,944 sq. ft.2015 Vermont Route 30, Townshend, VT 05353
MLS# 5059721Listed by: EXP REALTY
$1,999,000Active5 beds 5 baths5,110 sq. ft.14 Tarheel Trail, Wilmington, VT 05363
MLS# 5059352Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$435,000Active4 beds 2 baths1,344 sq. ft.27 Country Court, Wilmington, VT 05363
MLS# 5058910Listed by: BOYD REAL ESTATE
$349,900Active3 beds 2 baths1,840 sq. ft.1192 Chapel Hill Road, Whitingham, VT 05361
MLS# 5058111Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$479,000Active3 beds 2 baths1,440 sq. ft.47 Upper Howes Way #A-23, Wilmington, VT 05363
MLS# 5056974Listed by: CHIMNEY HILL REALTY
$1,000,000Active3 beds 2 baths2,700 sq. ft.580 Cross Road, Londonderry, VT 05155
MLS# 5056430Listed by: WOHLER REALTY GROUP
$519,000Active3 beds 2 baths2,000 sq. ft.16 Nutmeg Lane, Dover, VT 05356
MLS# 5056122Listed by: DEERFIELD VALLEY REAL ESTATE
$299,000Active4 beds 2 baths1,750 sq. ft.91 Happy Haven Road, Wilmington, VT 05363
MLS# 5055996Listed by: DEERFIELD VALLEY REAL ESTATE
$2,398,000Active4 beds 4 baths3,585 sq. ft.127 Fannie Hill Road, Wilmington, VT 05363
MLS# 5054510Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$690,000Active5 beds 3 baths2,635 sq. ft.341 Under The Mountain Road, Londonderry, VT 05155
MLS# 5053705Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$349,000Active4 beds 2 baths3,700 sq. ft.442 McMillan Road, Whitingham, VT 05361
MLS# 5052510Listed by: BHG MASIELLO BRATTLEBORO
$775,000Active2 beds 2 baths2,190 sq. ft.85 Browns Road, Newfane, VT 05345
MLS# 5052160Listed by: BARRETT & VALLEY ASSOC. INC
$1,697,000Active4 beds 3 baths2,420 sq. ft.197 Lake Raponda Road, Wilmington, VT 05363
MLS# 5072561Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$494,000Active7 beds 2 baths2,038 sq. ft.45 Blue Brook Road, Dover, VT 05356
MLS# 5051269Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$90,000Active3 beds 1 baths1,030 sq. ft.93 Clark Street, Brattleboro, VT 05301
MLS# 5050433Listed by: BRATTLEBORO AREA REALTY
$849,000Active6 beds 5 baths3,500 sq. ft.5825 Route 30, Townshend, VT 05359
MLS# 5049944Listed by: SOUTHERN VERMONT REALTY GROUP
$799,000Active5 beds 3 baths3,306 sq. ft.32 Old Town Road, Dover, VT 05356
MLS# 5075625Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$379,000Active6 beds 2 baths1,920 sq. ft.247 VT Route 100, Wilmington, VT 05363
MLS# 5049066Listed by: BOYD REAL ESTATE
$879,000Active5 beds 3 baths3,015 sq. ft.100 Mowing Way, Wilmington, VT 05363
MLS# 5048780Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$429,000Active3 beds 2 baths1,300 sq. ft.156 Mountain View Road, Wilmington, VT 05363
MLS# 5048444Listed by: DEERFIELD VALLEY REAL ESTATE
$575,000Active3 beds 2 baths1,957 sq. ft.256 Potter Road, Wardsboro, VT 05355
MLS# 5048318Listed by: DEERFIELD VALLEY REAL ESTATE
$699,000Active3 beds 4 baths3,796 sq. ft.233 Poverty Row, Whitingham, VT 05361
MLS# 5047890Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$865,000Active3 beds 5 baths3,318 sq. ft.42 Sugar House Road, Dover, VT 05356
MLS# 5046987Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$899,800Active5 beds 8 baths7,430 sq. ft.925 Hinesburg Road, Brattleboro, VT 05301
MLS# 5045909Listed by: BRATTLEBORO AREA REALTY
$275,000Active2 beds 2 baths1,440 sq. ft.10 Riverfront Drive, Rockingham, VT 05101
MLS# 5079279Listed by: ALGER REAL ESTATE AGENCY
$285,000Active3 beds 1 baths1,323 sq. ft.164 Chestnut Street, Brattleboro, VT 05301
MLS# 5044816Listed by: BRATTLEBORO AREA REALTY
$380,000Active3 beds 2 baths2,433 sq. ft.183 Bear Hill Road, Dummerston, VT 05301
MLS# 5044114Listed by: EXP REALTY
$1,250,000Active4 beds 4 baths3,516 sq. ft.732 Under the Mountain Road, Londonderry, VT 05155
MLS# 5043818Listed by: MARY MITCHELL MILLER REAL ESTATE
$499,000Active3 beds 3 baths2,040 sq. ft.829 Pennel Hill Road, Halifax, VT 05358
MLS# 5042081Listed by: SOUTHERN VERMONT REALTY GROUP
$595,000Active5 beds 2 baths2,892 sq. ft.238 Hemlock Hill Road, Wardsboro, VT 05355
MLS# 5042003Listed by: CUMMINGS & CO
$430,000Active7 beds 4 baths3,551 sq. ft.1950 N. Main Street, Londonderry, VT 05148
MLS# 5041665Listed by: TPW REAL ESTATE
$895,000Active6 beds 8 baths5,764 sq. ft.24 VT Route 11, Landgrove, VT 05148
MLS# 5038367Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$330,000Active4 beds 4 baths2,575 sq. ft.3730 Route 100, Wardsboro, VT 05355
MLS# 5038215Listed by: READ REALTY LTD
$380,000Pending7 beds 5 baths3,518 sq. ft.343 Haystack Road, Wilmington, VT 05363
MLS# 5033174Listed by: CUMMINGS & CO
$499,000Active5 beds 4 baths2,240 sq. ft.47 Ives Road, Wilmington, VT 05363
MLS# 5033124Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$749,000Active4 beds 4 baths3,691 sq. ft.42 Airport Road, Dover, VT 05356
MLS# 5076453Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$879,900Active4 beds 4 baths3,300 sq. ft.7 Yodeling Lane, Dover, VT 05356
MLS# 5031063Listed by: DEERFIELD VALLEY REAL ESTATE
$3,995,000Active4 beds 6 baths5,500 sq. ft.816 Black Bear Road, Jamaica, VT 05343
MLS# 5030672Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,145,000Active4 beds 3 baths2,240 sq. ft.80 Banning Road, Putney, VT 05346
MLS# 5029466Listed by: OWNERENTRY.COM
$450,000Active3 beds 2 baths1,943 sq. ft.24 Antler Loop, Dover, VT 05356
MLS# 5025379Listed by: DEERFIELD VALLEY REAL ESTATE
$1,499,000Active4 beds 4 baths3,666 sq. ft.3 Overbrook Drive #Outlook, Dover, VT 05356
MLS# 5049914Listed by: SKIHOME REALTY
$325,000Active5 beds 3 baths2,209 sq. ft.16 Washington Street, Brattleboro, VT 05301
MLS# 5024828Listed by: BRATTLEBORO AREA REALTY
$250,000Active5 beds 2 baths1,504 sq. ft.1614 Burbee Pond Road, Windham, VT 05359
MLS# 5024743Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$749,000Active4 beds 3 baths2,400 sq. ft.717 Horsenail Hill Road, Windham, VT 05143
MLS# 5058009Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$4,999,000Active6 beds 8 baths8,720 sq. ft.454 Mountain Road, Stratton, VT 05155
MLS# 5005058Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$214,900Active5 beds 4 baths3,600 sq. ft.2139 VT Route 30, Townshend, VT 05353
MLS# 5003562Listed by: EVERGREEN REALTY OF VERMONT
$2,000,000Active6 beds 5 baths4,950 sq. ft.43 Upton Road, Dover, VT 05356
MLS# 5026310Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$2,399,000Active4 beds 5 baths3,569 sq. ft.662 Howe Farm Road, Jamaica, VT 05343
MLS# 4972272Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$2,999,000Active6 beds 3 baths3,309 sq. ft.36 Woffenden Road, Wilmington, VT 05363
MLS# 4971898Listed by: SOUTHERN VERMONT REALTY GROUP
$1,650,000Active9 beds 9 baths8,054 sq. ft.207 Brooks Lane, Londonderry, VT 05148
MLS# 4971327Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$650,000Pending3 beds 3 baths1,995 sq. ft.299 Sunset Lake Road, Brattleboro, VT 05301
MLS# 5074103Listed by: ACORN REAL ESTATE GROUP LLC
Local realty services provided by:CENTURY 21 North East
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 1, 2026
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.