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Bennington County, VT - homes for sale
248 of 248 results displayed
- New
$975,000Active4 beds 3 baths3,548 sq. ft.259 Beechnut Drive, Peru, VT 05152
MLS# 5110389Listed by: MARY W. DAVIS REALTOR & ASSOC., INC.
- Open Sun, 12 to 2pmNew
$1,075,000Active4 beds 5 baths3,982 sq. ft.844 East Manchester Road, Manchester, VT 05255
MLS# 5110342Listed by: REAL BROKER LLC - New
$475,000Active3 beds 2 baths1,633 sq. ft.6 Snowflake Lane, Winhall, VT 05340
MLS# 5110111Listed by: JOSIAH ALLEN REAL ESTATE, INC. - New
$425,000Active3 beds 3 baths3,236 sq. ft.249 Pine Hollow Road, Pownal, VT 05261-9583
MLS# 5110033Listed by: MAPLE LEAF REAL ESTATE - New
$365,000Active3 beds 2 baths1,256 sq. ft.261 Skyboro Road, Pownal, VT 05261
MLS# 5110100Listed by: HOFFMAN REAL ESTATE - New
$185,000Active3 beds 1 baths1,590 sq. ft.176 Glen Avenue, Readsboro, VT 05350
MLS# 5109950Listed by: SOUTHERN VERMONT REALTY GROUP - New
$1,675,000Active3 beds 5 baths3,434 sq. ft.272 Lewis Bend Road, Manchester, VT 05255
MLS# 5109874Listed by: TPW REAL ESTATE - New
$1,990,000Active4 beds 4 baths3,844 sq. ft.209 Jack Cross Road, Shaftsbury, VT 05262
MLS# 5109798Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY 
$495,000Active4 beds 2 baths2,509 sq. ft.66 Crosier Private Road, Shaftsbury, VT 05262
MLS# 5107608Listed by: MAHAR MCCARTHY REAL ESTATE- New
$299,900Active3 beds 3 baths2,152 sq. ft.1725 Shaftsbury Hollow Road, Shaftsbury, VT 05262
MLS# 5109539Listed by: HOFFMAN REAL ESTATE - New
$175,000Active2 beds 1 baths810 sq. ft.220 Gage Street, Bennington, VT 05201
MLS# 5109415Listed by: MAPLE LEAF REAL ESTATE - New
$279,000Active3 beds 3 baths2,695 sq. ft.94 Canal Drive, Readsboro, VT 05350-9640
MLS# 5109287Listed by: SOUTHERN VERMONT REALTY GROUP - New
$240,000Active3 beds 2 baths1,120 sq. ft.2200 Chapel Road, Bennington, VT 05201
MLS# 5109090Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP - New
$835,000Active3 beds 3 baths2,780 sq. ft.232 Powderhorn Road, Manchester, VT 05255
MLS# 5108930Listed by: OWNERENTRY.COM - New
$2,950,000Active5 beds 5 baths4,524 sq. ft.120 Summit View, Manchester, VT 05255
MLS# 5108945Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY - New
$695,000Active3 beds 2 baths2,000 sq. ft.57 Pearl Buck Drive, Winhall, VT 05340
MLS# 5108777Listed by: WINHALL REAL ESTATE - New
$489,000Active3 beds 2 baths1,671 sq. ft.6 Dwyers Camp Road, Shaftsbury, VT 05262
MLS# 5108670Listed by: FOUR CORNER PROPERTIES LLC - New
$649,000Active3 beds 3 baths3,018 sq. ft.111 Eagle Rise Road #22, Manchester, VT 05255
MLS# 5108630Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY - New
$1,175,000Active3 beds 3 baths3,094 sq. ft.88 Windward South Road, Dorset, VT 05251
MLS# 5108534Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY 
$314,000Active3 beds 2 baths1,337 sq. ft.78 Carbonti Circle, Arlington, VT 05250
MLS# 5108497Listed by: MAPLE LEAF REAL ESTATE
$1,150,000Active4 beds 6 baths3,206 sq. ft.11 Spruce High Road, Winhall, VT 05340
MLS# 5108444Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$204,000Active3 beds 2 baths1,460 sq. ft.112 Outwater Road, Shaftsbury, VT 05262
MLS# 5108455Listed by: BRATTLEBORO AREA REALTY
$225,000Active3 beds 2 baths1,490 sq. ft.327 Vermont Route 313 W, Arlington, VT 05250
MLS# 5108370Listed by: WINHALL REAL ESTATE
$589,900Active3 beds 4 baths2,800 sq. ft.436 Matteson Road, Bennington, VT 05257
MLS# 5108314Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$649,000Active13 beds 12 baths5,572 sq. ft.5549 Main Street, Manchester, VT 05255
MLS# 5108275Listed by: FLEX REALTY
$1,815,000Active5 beds 5 baths5,588 sq. ft.93 Elizabeth Court, Sunderland, VT 05250
MLS# 5108165Listed by: WOHLER REALTY GROUP
$489,000Active3 beds 2 baths1,830 sq. ft.292 Forest Mountain Road, Peru, VT 05152
MLS# 5108157Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$350,000Active3 beds 2 baths1,040 sq. ft.18 Old Snow Valley Road, Winhall, VT 05340
MLS# 5108069Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$439,000Active2 beds 3 baths1,490 sq. ft.7330 Main Street, Manchester, VT 05255
MLS# 5108077Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$4,200,000Active4 beds 6 baths7,833 sq. ft.325 Twin Willows Lane, Dorset, VT 05251
MLS# 5108010Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,050,000Active4 beds 4 baths2,380 sq. ft.20 West Branch Road, Winhall, VT 05340
MLS# 5107687Listed by: STRATTON REAL ESTATE
$169,900Active1 beds 1 baths789 sq. ft.3711 Main Road, Stamford, VT 05352
MLS# 5107516Listed by: BISHOP WEST REAL ESTATE, INC.
$749,000Active3 beds 2 baths976 sq. ft.7 Woodrock Road, Winhall, VT 05340
MLS# 5107482Listed by: STRATTON REAL ESTATE
$565,000Active3 beds 2 baths1,456 sq. ft.331 Hideaway Lane, Sunderland, VT 05250
MLS# 5107439Listed by: MAHAR MCCARTHY REAL ESTATE
$1,325,000Active4 beds 4 baths3,400 sq. ft.11 Round Tree Road, Winhall, VT 05340
MLS# 5107395Listed by: STRATTON REAL ESTATE
$899,900Active4 beds 5 baths3,974 sq. ft.145 White Farm Lane, Shaftsbury, VT 05262
MLS# 5107304Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$639,000Pending3 beds 2 baths1,832 sq. ft.197 Bromley Brook Road, Manchester, VT 05255
MLS# 5107321Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$325,000Active2 beds 1 baths976 sq. ft.3149 West Hill Drive, Readsboro, VT 05350
MLS# 5107298Listed by: MONARCH REALTY
$1,450,000Active4 beds 4 baths3,551 sq. ft.601 Riverbend Drive, Manchester, VT 05254
MLS# 5107271Listed by: TPW REAL ESTATE
$425,000Active3 beds 2 baths1,344 sq. ft.3 Kimball Hill Road #1, Winhall, VT 05340
MLS# 5107205Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$379,000Active2 beds 1 baths1,276 sq. ft.1580 Main Road, Stamford, VT 05352
MLS# 5107230Listed by: MORESI REAL ESTATE PARTNERS
$2,399,000Active4 beds 4 baths4,536 sq. ft.33 Stone Lodge Road, Winhall, VT 05340
MLS# 5076149Listed by: WOHLER REALTY GROUP
$469,000Active2 beds 1 baths1,144 sq. ft.1376 Shaftsbury Hollow Road, Shaftsbury, VT 05262
MLS# 5106977Listed by: FOUR CORNER PROPERTIES LLC
$345,000Active4 beds 3 baths2,000 sq. ft.686 Route 30, Dorset, VT 05261
MLS# 5106993Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$349,000Active3 beds 2 baths1,616 sq. ft.57 Paran Road, Shaftsbury, VT 05262
MLS# 5106873Listed by: MAHAR MCCARTHY REAL ESTATE
$399,900Active3 beds 3 baths1,920 sq. ft.735 Granger Hollow Road, Shaftsbury, VT 05257
MLS# 5106851Listed by: MAPLE LEAF REAL ESTATE
$1,375,000Active3 beds 3 baths2,457 sq. ft.1474 Dorset West Road, Dorset, VT 05251
MLS# 5106786Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$949,000Active3 beds 3 baths1,823 sq. ft.40 Kelleher Road, Dorset, VT 05251
MLS# 5106750Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$325,000Active3 beds 2 baths1,688 sq. ft.171 Garbrooke Drive, Bennington, VT 05201
MLS# 5106631Listed by: MAPLE LEAF REAL ESTATE
$999,000Active4 beds 4 baths7,102 sq. ft.134 Grapevine Lane, Pownal, VT 05261
MLS# 5106582Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$74,500Active1 beds -- baths586 sq. ft.845 Bailey Hill Road, Readsboro, VT 05350
MLS# 5106559Listed by: DEERFIELD VALLEY REAL ESTATE
$395,000Active4 beds 2 baths1,816 sq. ft.2 Bromley Ln, Bennington, VT 05257
MLS# 250633Listed by: PACELLI ZEPKA
$685,000Active3 beds 3 baths3,153 sq. ft.262 Timber Trail Road, Shaftsbury, VT 05262
MLS# 5106454Listed by: WOHLER REALTY GROUP
$179,900Active2 beds 1 baths462 sq. ft.301 Beech Street, Bennington, VT 05201
MLS# 5106352Listed by: MAPLE LEAF REAL ESTATE
$199,900Active3 beds 1 baths1,132 sq. ft.12 Hurley Lane, Bennington, VT 05201
MLS# 5106353Listed by: MAPLE LEAF REAL ESTATE
$599,000Active3 beds 2 baths1,890 sq. ft.33 Burnt Hill Road, Winhall, VT 05340
MLS# 5106334Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$330,000Active2 beds 2 baths1,750 sq. ft.1141 Burgess Road, Bennington, VT 05201
MLS# 5106263Listed by: EXP REALTY
$995,000Active5 beds 2 baths3,522 sq. ft.2529 Main Street, Manchester, VT 05254
MLS# 5105906Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$4,995,000Active5 beds 7 baths7,455 sq. ft.440 Marcia Lane, Dorset, VT 05251
MLS# 5105868Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,185,000Active4 beds 3 baths2,078 sq. ft.133 Kent Hill Road, Dorset, VT 05251
MLS# 5105753Listed by: LANDVEST, INC/WOODSTOCK
$989,000Active3 beds 2 baths1,680 sq. ft.3542 North Road, Sunderland, VT 05250
MLS# 5105575Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$595,000Active3 beds 2 baths1,416 sq. ft.23 Loop Road #10, Winhall, VT 05340
MLS# 5105544Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$159,900Active5 beds 1 baths1,534 sq. ft.493 Main Road, Stamford, VT 05352
MLS# 5105488Listed by: LAMACCHIA REALTY INC.
$325,000Active3 beds 1 baths1,248 sq. ft.51 Pageant Street, Bennington, VT 05201
MLS# 5105313Listed by: MAPLE LEAF REAL ESTATE
$675,000Active3 beds -- baths1,575 sq. ft.221 Landgrove Road, Landgrove, VT 05148
MLS# 5105187Listed by: MARY MITCHELL MILLER REAL ESTATE
$1,695,000Active3 beds 3 baths4,120 sq. ft.1944 Monument Avenue, Bennington, VT 05201
MLS# 5105174Listed by: MAHAR MCCARTHY REAL ESTATE
$489,000Active4 beds 3 baths2,240 sq. ft.1180 North Road, Sunderland, VT 05250
MLS# 5105091Listed by: EXP REALTY
$349,000Active2 beds 2 baths1,808 sq. ft.390 Smith Drive, Readsboro, VT 05350
MLS# 5105070Listed by: BHG MASIELLO BRATTLEBORO
$765,000Active3 beds 3 baths2,322 sq. ft.72 Benson Fuller Road, Winhall, VT 05340
MLS# 5105009Listed by: THE HAVEN GROUP
$429,000Active4 beds 2 baths3,096 sq. ft.928 Main Rd, Stamford, VT 05352
MLS# 250524Listed by: LAMACCHIA REALTY, INC. - NORTH ADAMS
$535,000Active4 beds 3 baths1,974 sq. ft.286 Green Mountain Road, Manchester, VT 05255
MLS# 5104913Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$179,000Active3 beds 2 baths1,600 sq. ft.130 Morgan Street, Bennington, VT 05201
MLS# 5104457Listed by: PERROTT REALTY
$350,000Active3 beds 2 baths1,056 sq. ft.112 Aldrich Road, Peru, VT 05152
MLS# 5104511Listed by: THE HAVEN GROUP
$349,000Active3 beds 2 baths1,911 sq. ft.21 Russett Drive, Bennington, VT 05201
MLS# 5104474Listed by: MAHAR MCCARTHY REAL ESTATE
$375,000Active3 beds 2 baths2,016 sq. ft.291 Spring Hill Road, Bennington, VT 05201
MLS# 5104363Listed by: MAPLE LEAF REAL ESTATE
$217,500Active2 beds 1 baths1,258 sq. ft.148 Barne Lane, Pownal, VT 05262
MLS# 5104239Listed by: MAPLE LEAF REAL ESTATE
$229,900Active4 beds 2 baths2,104 sq. ft.1955 VT Route 100, Readsboro, VT 05350
MLS# 5104246Listed by: FLEX REALTY
$1,600,000Active5 beds 5 baths4,700 sq. ft.212 Taconic Road, Manchester, VT 05254
MLS# 5104124Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$5,575,000Active7 beds 10 baths9,915 sq. ft.159 Winhall Hollow Road, Winhall, VT 05340
MLS# 5104104Listed by: WOHLER REALTY GROUP
$1,599,000Active5 beds 3 baths5,638 sq. ft.525 Andrea Dr, Stamford, VT 05352
MLS# 250472Listed by: HARSCH ASSOCIATES
$1,250,000Active3 beds 3 baths2,035 sq. ft.84 Overlook Road, Dorset, VT 05253
MLS# 5103836Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$139,900Active3 beds 2 baths1,109 sq. ft.1178 Oberdorf Road #189/90, Stamford, VT 05352
MLS# 5103798Listed by: REAL BROKER LLC
$469,000Active3 beds 2 baths1,188 sq. ft.37 Brookside Road, Manchester, VT 05255
MLS# 5103575Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$395,000Active5 beds 2 baths1,963 sq. ft.2984 VT Route 313, Arlington, VT 05250
MLS# 5103566Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$550,000Active3 beds 2 baths2,009 sq. ft.1625 Barnumville Road, Manchester, VT 05255
MLS# 5103524Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$515,000Active3 beds 3 baths1,580 sq. ft.134 Fox Hill Road, Shaftsbury, VT 05257
MLS# 5103439Listed by: MAHAR MCCARTHY REAL ESTATE
$189,900Pending3 beds 1 baths1,206 sq. ft.232 Depot Street, Bennington, VT 05201
MLS# 5103372Listed by: MAPLE LEAF REAL ESTATE
$1,200,000Active6 beds 4 baths4,017 sq. ft.11 Founders Hill Road, Winhall, VT 05155
MLS# 5103259Listed by: DEREK GREENE
$389,900Active3 beds 2 baths2,098 sq. ft.185 Jewett Drive, Bennington, VT 05201
MLS# 5103003Listed by: MAHAR MCCARTHY REAL ESTATE
$3,500,000Active6 beds 6 baths4,690 sq. ft.123 Nichols Road, Peru, VT 05152
MLS# 5102892Listed by: WOHLER REALTY GROUP
$849,000Active4 beds 4 baths2,878 sq. ft.32 Benson Fuller Drive, Winhall, VT 05340
MLS# 5102830Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$150,000Active4 beds 1 baths1,536 sq. ft.207 Sycamore Road, Woodford, VT 05201
MLS# 5102427Listed by: EXP REALTY
$499,000Active3 beds 2 baths1,568 sq. ft.336 Kirby Hollow Road, Dorset, VT 05251
MLS# 5090012Listed by: WOHLER REALTY GROUP
$415,000Active3 beds 3 baths2,760 sq. ft.87 B Hill Road, Pownal, VT 05261
MLS# 5102082Listed by: MAPLE LEAF REAL ESTATE
$259,000Active2 beds 1 baths1,318 sq. ft.104 John Street, Bennington, VT 05201
MLS# 5102096Listed by: PERROTT REALTY
$595,000Active4 beds 3 baths2,399 sq. ft.1131 Route 30, Dorset, VT 05251
MLS# 5102040Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,100,000Active4 beds 4 baths5,164 sq. ft.78 Bonnet Street, Manchester, VT 05255
MLS# 5101945Listed by: TPW REAL ESTATE
$2,350,000Active5 beds 4 baths4,752 sq. ft.6 Sunset Ridge Road, Winhall, VT 05340
MLS# 5101868Listed by: WOHLER REALTY GROUP
$1,125,000Active4 beds 3 baths2,614 sq. ft.3269 Route 30, Dorset, VT 05251
MLS# 5101738Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$524,900Active4 beds 3 baths2,120 sq. ft.87 Grinka Farm Drive, Readsboro, VT 05350
MLS# 5101666Listed by: FLEX REALTY
$132,900Active2 beds 1 baths784 sq. ft.60 Tori Lane, Bennington, VT 05201
MLS# 5101539Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$232,500Active3 beds 2 baths1,582 sq. ft.903 Gage Street, Bennington, VT 05201
MLS# 5101468Listed by: LAMACCHIA REALTY INC.
$250,000Active4 beds 2 baths1,458 sq. ft.301 Elm Street, Bennington, VT 05201
MLS# 5101031Listed by: HOFFMAN REAL ESTATE
$1,200,000Active3 beds 3 baths2,911 sq. ft.1996 North Pownal Road, Pownal, VT 05260
MLS# 5100794Listed by: HARSCH ASSOCIATES
$1,200,000Active3 beds 3 baths2,874 sq. ft.1996 North Pownal Rd, Pownal, VT 05261
MLS# 250277Listed by: HARSCH ASSOCIATES
$735,000Active2 beds 2 baths1,420 sq. ft.2734 Mad Tom Road, Dorset, VT 05253
MLS# 5100758Listed by: RE/MAX FOUR SEASONS
$875,000Active3 beds 3 baths2,454 sq. ft.3224 West Road, Manchester, VT 05255
MLS# 5100597Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$579,900Active5 beds 2 baths2,050 sq. ft.1649 E Manchester Road, Manchester, VT 05255
MLS# 5100596Listed by: HOMECOIN.COM
$1,699,000Active4 beds 4 baths2,951 sq. ft.1949 South Road, Peru, VT 05152
MLS# 5100514Listed by: THE HAVEN GROUP
$1,200,000Active2 beds 3 baths1,950 sq. ft.81 Fern Hill, Dorset, VT 05251
MLS# 5100399Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,475,000Active5 beds 4 baths4,491 sq. ft.866 East Manchester Road, Manchester, VT 05255
MLS# 5099980Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$550,000Active4 beds 3 baths3,394 sq. ft.1039 Berwal Road, Arlington, VT 05262-9100
MLS# 5099912Listed by: WOHLER REALTY GROUP
$595,000Active3 beds 2 baths2,379 sq. ft.1278 Harrington Road, Bennington, VT 05201
MLS# 5099405Listed by: MAHAR MCCARTHY REAL ESTATE
$250,000Active2 beds 1 baths1,504 sq. ft.252 Tudor Road, Sandgate, VT 05250
MLS# 5099408Listed by: WINHALL REAL ESTATE
$265,000Active3 beds 2 baths1,688 sq. ft.128 NorthSide Drive, Bennington, VT 05201
MLS# 5099392Listed by: MAHAR MCCARTHY REAL ESTATE
$2,300,000Active5 beds 4 baths3,332 sq. ft.241 High Hill Road, Manchester, VT 05255
MLS# 5099394Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$989,900Active4 beds 3 baths5,697 sq. ft.66 Somerset Road, Searsburg, VT 05363
MLS# 5099381Listed by: SOUTHERN VERMONT REALTY GROUP
$489,000Active4 beds 2 baths2,144 sq. ft.5131 Main Road, Stamford, VT 05352
MLS# 5099200Listed by: FLEX REALTY
$359,000Active2 beds 1 baths1,686 sq. ft.712 VT Route 30, Dorset, VT 05251
MLS# 5099135Listed by: WOHLER REALTY GROUP
$259,000Active4 beds 2 baths1,768 sq. ft.549 Houran Road, Bennington, VT 05201
MLS# 5098985Listed by: EXP REALTY
$199,900Active3 beds 2 baths1,718 sq. ft.7066 Main Street, Readsboro, VT 05350
MLS# 5098898Listed by: BISHOP WEST REAL ESTATE, INC.
$1,599,000Active6 beds 6 baths5,568 sq. ft.144 High Meadow Road, Winhall, VT 05340
MLS# 5098800Listed by: WOHLER REALTY GROUP
$399,000Active4 beds 2 baths2,768 sq. ft.253 Perkins Road, Rupert, VT 05776
MLS# 5098562Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,650,000Active4 beds 4 baths3,828 sq. ft.400 Spring Brook Road, Arlington, VT 05250
MLS# 5098420Listed by: HOFFMAN REAL ESTATE
$399,000Active2 beds 2 baths1,648 sq. ft.1253 Old West Road, Arlington, VT 05250
MLS# 5098377Listed by: EXP REALTY
$1,795,000Active5 beds 3 baths5,287 sq. ft.84 Frost Pond Road, Dorset, VT 05251
MLS# 5098268Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$3,250,000Active5 beds 7 baths8,156 sq. ft.1613 West Road, Manchester, VT 05255
MLS# 5098207Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$579,000Active3 beds 2 baths2,048 sq. ft.560 New Ireland Road, Manchester, VT 05255
MLS# 5098151Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$205,000Active3 beds 2 baths1,632 sq. ft.305 Weeks Street, Bennington, VT 05201
MLS# 5098061Listed by: MAPLE LEAF REAL ESTATE
$190,000Active5 beds 2 baths2,200 sq. ft.118 Foster Drive, Bennington, VT 05201
MLS# 5098066Listed by: MAPLE LEAF REAL ESTATE
$795,000Active4 beds 4 baths4,104 sq. ft.25 Benson Fuller Road, Winhall, VT 05340
MLS# 5098019Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$169,000Active3 beds 2 baths1,248 sq. ft.631 Oberdorf Avenue, Readsboro, VT 05350
MLS# 5097798Listed by: SOUTHERN VERMONT REALTY GROUP- Open Sat, 11am to 1pm
$1,495,000Active5 beds 5 baths5,029 sq. ft.20 Blackberry Lane, Peru, VT 05152
MLS# 5097802Listed by: BROMLEY REAL ESTATE 
$1,650,000Active3 beds 4 baths5,072 sq. ft.36 Beaver Street, Winhall, VT 05340
MLS# 5097749Listed by: STRATTON REAL ESTATE
$539,900Active4 beds 3 baths2,376 sq. ft.811 Middle Pownal Road, Bennington, VT 05201
MLS# 5097526Listed by: EXP REALTY
$439,000Active4 beds 3 baths1,868 sq. ft.96 Twitchell Hill Road, Shaftsbury, VT 05262
MLS# 5097504Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$165,000Pending2 beds 1 baths806 sq. ft.415 County Street, Bennington, VT 05201
MLS# 5097234Listed by: FOUR CORNER PROPERTIES LLC
$775,000Active4 beds 4 baths3,520 sq. ft.12 Stratton Ridge Road, Winhall, VT 05340
MLS# 5097091Listed by: WINHALL REAL ESTATE
$140,000Active5 beds 2 baths1,575 sq. ft.127 Dewey Street, Bennington, VT 05201
MLS# 5096965Listed by: MAPLE LEAF REAL ESTATE
$1,390,000Active3 beds 3 baths3,264 sq. ft.777 McCooey Drive, Manchester, VT 05255
MLS# 5096878Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$209,900Pending3 beds 2 baths1,608 sq. ft.107 Jefferson Avenue, Bennington, VT 05201
MLS# 5096450Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$264,900Active4 beds 2 baths1,146 sq. ft.109 County Street, Bennington, VT 05201
MLS# 5096457Listed by: MAPLE LEAF REAL ESTATE
$180,000Active3 beds 2 baths1,640 sq. ft.105 Hicks Avenue, Bennington, VT 05201
MLS# 5096423Listed by: MAPLE LEAF REAL ESTATE
$3,900,000Active5 beds 7 baths11,736 sq. ft.2236 River Road, Manchester, VT 05255
MLS# 5096230Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$80,000Active4 beds 2 baths1,465 sq. ft.107 Lyons Street, Bennington, VT 05201
MLS# 5096159Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$875,000Active4 beds 3 baths2,746 sq. ft.2436 Mad Tom Road, Dorset, VT 05253
MLS# 5095999Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$460,000Active4 beds 3 baths3,312 sq. ft.498 Town Line Road, Bennington, VT 05201
MLS# 5095717Listed by: DIAMOND REALTY
$269,000Active3 beds 3 baths1,568 sq. ft.1806 Bosley Hill Road, Readsboro, VT 05350
MLS# 5095632Listed by: BOYD REAL ESTATE
$745,000Active4 beds 3 baths2,220 sq. ft.392 Powderhorn Road, Manchester, VT 05255
MLS# 5095313Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$995,000Active5 beds 5 baths4,126 sq. ft.238 Seminary Avenue, Manchester, VT 05254
MLS# 5095276Listed by: WOHLER REALTY GROUP
$299,000Active3 beds 2 baths1,829 sq. ft.89 Merson Street, Bennington, VT 05201
MLS# 5095251Listed by: MAHAR MCCARTHY REAL ESTATE
$299,000Active3 beds 2 baths1,411 sq. ft.262 Union Street, Bennington, VT 05201
MLS# 5095149Listed by: MAPLE LEAF REAL ESTATE
$925,000Active3 beds 2 baths2,403 sq. ft.99 Holly's Way, Rupert, VT 05776
MLS# 5094950Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$605,000Active3 beds 2 baths2,288 sq. ft.1 Beaver Street, Winhall, VT 05340
MLS# 5094344Listed by: WINHALL REAL ESTATE
$450,000Active2 beds 3 baths3,105 sq. ft.193 Finley Drive, Bennington, VT 05201
MLS# 5094280Listed by: HOFFMAN REAL ESTATE
$1,775,000Active4 beds 4 baths3,000 sq. ft.312 Beartown Road, Manchester, VT 05255
MLS# 5094155Listed by: TPW REAL ESTATE
$385,000Active4 beds 2 baths1,593 sq. ft.1111 Old Depot Road, Shaftsbury, VT 05262
MLS# 5093706Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$595,000Active5 beds 3 baths5,524 sq. ft.81 Honeysuckle Lane, Bennington, VT 05257
MLS# 5093651Listed by: MAHAR MCCARTHY REAL ESTATE
$1,997,000Active4 beds 3 baths4,125 sq. ft.655 Squirrel Hollow Road, Dorset, VT 05253
MLS# 5093536Listed by: LANDVEST, INC/WOODSTOCK
$389,000Active3 beds 1 baths1,535 sq. ft.515 Buck Hill Road, Arlington, VT 05250
MLS# 5093425Listed by: FOUR CORNER PROPERTIES LLC
$875,000Active3 beds 2 baths1,600 sq. ft.447 Rock Bottom Lane, Peru, VT 05255
MLS# 5093451Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$429,000Active2 beds 2 baths7,000 sq. ft.3310 Route 346 --, Pownal, VT 05261
MLS# 249821Listed by: HARSCH ASSOCIATES
$299,000Active3 beds 1 baths1,200 sq. ft.57 Vartland Ridge Road, Londonderry, VT 05148
MLS# 5093067Listed by: STRATTON REAL ESTATE
$1,895,000Active6 beds 7 baths5,896 sq. ft.27 Mountain View Road, Winhall, VT 05340
MLS# 5092802Listed by: STRATTON REAL ESTATE
$198,900Active2 beds 1 baths1,332 sq. ft.348 Center Street, Pownal, VT 05261
MLS# 5091890Listed by: BISHOP WEST REAL ESTATE, INC.
$2,850,000Active5 beds 6 baths6,182 sq. ft.86 Church Street, Dorset, VT 05251
MLS# 5091786Listed by: TPW REAL ESTATE
$1,200,000Active2 beds 1 baths1,056 sq. ft.233 Squires Road, Manchester, VT 05255
MLS# 5090840Listed by: REAL BROKER LLC
$895,000Active4 beds 6 baths4,502 sq. ft.3373 Main Street, Manchester, VT 05254
MLS# 5090752Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$825,000Active4 beds 3 baths4,112 sq. ft.2572 Morse Hill Road, Dorset, VT 05251
MLS# 5090583Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,375,000Active5 beds 5 baths4,376 sq. ft.39 Eagle Ridge, Dorset, VT 05251
MLS# 5090534Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,795,000Active4 beds 3 baths3,370 sq. ft.1310 Dorset Hill Road, Dorset, VT 05253
MLS# 5090426Listed by: REAL BROKER LLC
$699,000Active5 beds 5 baths5,083 sq. ft.2677 Route 30, Dorset, VT 05251
MLS# 5090282Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,100,000Active5 beds 5 baths4,453 sq. ft.6 Old Ridge Road, Winhall, VT 05340
MLS# 5090234Listed by: WOHLER REALTY GROUP
$1,225,000Active4 beds 3 baths3,357 sq. ft.153 High Meadow Road, Winhall, VT 05340
MLS# 5090036Listed by: WOHLER REALTY GROUP
$450,000Active2 beds 2 baths1,504 sq. ft.136 Fox Run Road, Arlington, VT 05250
MLS# 5089945Listed by: WOHLER REALTY GROUP
$2,285,000Active5 beds 5 baths4,647 sq. ft.543 Lower Hollow Road, Dorset, VT 05251
MLS# 5089892Listed by: WOHLER REALTY GROUP
$2,495,000Active4 beds 6 baths4,506 sq. ft.3039 Route 30, Dorset, VT 05251
MLS# 5089828Listed by: WINHALL REAL ESTATE
$875,000Active3 beds 2 baths2,000 sq. ft.155 Brookman Road, Pownal, VT 05261
MLS# 5089724Listed by: MAHAR MCCARTHY REAL ESTATE
$1,495,000Active4 beds 4 baths4,023 sq. ft.1268 Myers Road, Shaftsbury, VT 05262
MLS# 5089684Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$449,000Active3 beds 2 baths1,382 sq. ft.298 Mad Tom Road, Dorset, VT 05251
MLS# 5089419Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,450,000Active4 beds 6 baths4,530 sq. ft.527 Sleighbell Lane, Manchester, VT 05255
MLS# 5089425Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$675,000Active4 beds 2 baths1,614 sq. ft.515 Quarry Road, Bennington, VT 05201
MLS# 5089246Listed by: MAPLE LEAF REAL ESTATE
$775,000Active5 beds 2 baths3,500 sq. ft.20 Bishop Road, Searsburg, VT 05363
MLS# 5089865Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$550,000Active5 beds 2 baths1,974 sq. ft.971 South Stream Road, Bennington, VT 05201
MLS# 5088350Listed by: MAHAR MCCARTHY REAL ESTATE
$169,900Active2 beds 1 baths848 sq. ft.302 US RTE 7, Pownal, VT 05261
MLS# 5088264Listed by: BRATTLEBORO AREA REALTY
$1,275,000Active4 beds 3 baths4,084 sq. ft.1677 Barnumville Road, Manchester, VT 05255
MLS# 5088273Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$325,000Active3 beds 1 baths1,768 sq. ft.2154 US Route 7, Pownal, VT 05261
MLS# 5087889Listed by: MAPLE LEAF REAL ESTATE
$249,000Active3 beds 2 baths1,408 sq. ft.8 West Street, Bennington, VT 05257
MLS# 5087836Listed by: MAHAR MCCARTHY REAL ESTATE
$609,900Active3 beds 2 baths2,250 sq. ft.23 Stonewall Lane, Dorset, VT 05251
MLS# 5087463Listed by: RE/MAX SUMMIT
$299,000Active2 beds 2 baths1,542 sq. ft.509 Thompson Pond Road, Pownal, VT 05261
MLS# 5087243Listed by: MAHAR MCCARTHY REAL ESTATE
$475,000Active6 beds 6 baths9,000 sq. ft.425 Main Street, Bennington, VT 05201
MLS# 5087015Listed by: BHG MASIELLO BRATTLEBORO
$625,000Active3 beds 3 baths3,295 sq. ft.142 Schenkar Road, Pownal, VT 05261
MLS# 5087002Listed by: KW VERMONT
$209,900Active2 beds 1 baths1,075 sq. ft.1083 Main Street, Bennington, VT 05201
MLS# 5086144Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$2,500,000Active4 beds 5 baths3,762 sq. ft.59 Garden Loop Road, Winhall, VT 05340
MLS# 5085635Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$1,900,000Active6 beds 6 baths5,704 sq. ft.751 Main Road, Stamford, VT 05352
MLS# 5085047Listed by: UNITED COUNTRY REAL ESTATE MIKE JARVIS GROUP INC
$104,900Active3 beds 1 baths768 sq. ft.347 Hickory Road, Woodford, VT 05201
MLS# 5084654Listed by: MAPLE LEAF REAL ESTATE
$319,900Active3 beds 2 baths1,500 sq. ft.683 Water Street, Bennington, VT 05257
MLS# 5084514Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$449,000Active3 beds 2 baths1,460 sq. ft.393 Morse Hill Road, Dorset, VT 05253
MLS# 5084308Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$255,000Active3 beds 1 baths1,344 sq. ft.951 gage Street, Bennington, VT 05201
MLS# 5083898Listed by: PERROTT REALTY
$2,850,000Active2 beds 4 baths5,731 sq. ft.2334 Morse Hill Road, Dorset, VT 05251
MLS# 5083576Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,250,000Active4 beds 5 baths5,170 sq. ft.50 Grouse Lane, Dorset, VT 05251
MLS# 5083578Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$209,000Active4 beds 1 baths1,127 sq. ft.20 Sage Street, Bennington, VT 05257
MLS# 5083528Listed by: EXP REALTY
$795,000Active5 beds 6 baths3,875 sq. ft.1629 North Mann Hill Road, Pownal, VT 05261
MLS# 5083490Listed by: MAHAR MCCARTHY REAL ESTATE
$799,000Active4 beds 3 baths2,462 sq. ft.636 Dexter Road, Shaftsbury, VT 05262
MLS# 5083102Listed by: TPW REAL ESTATE
$525,000Active3 beds 2 baths1,594 sq. ft.191 Pleasant Street Extension, Dorset, VT 05253
MLS# 5082907Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$2,950,000Active5 beds 6 baths6,900 sq. ft.68 Green Peak Orchard S., Dorset, VT 05253
MLS# 5081997Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,200,000Active-- beds 1 baths950 sq. ft.109 Winhall Hollow Road, Winhall, VT 05340
MLS# 5081867Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,600,000Active5 beds 5 baths4,243 sq. ft.397 Fern Hill, Dorset, VT 05251
MLS# 5081618Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$329,900Active4 beds 2 baths2,030 sq. ft.773 Oberdorf Road, Readsboro, VT 05350
MLS# 5080881Listed by: MORESI REAL ESTATE PARTNERS
$1,399,999Active6 beds 4 baths3,800 sq. ft.121 High Meadow Road, Winhall, VT 05340-9999
MLS# 5080413Listed by: LISTWITHFREEDOM.COM
$490,642Active4 beds 2 baths1,708 sq. ft.145 Oberdorf Road, Readsboro, VT 05350
MLS# 5079372Listed by: REAL BROKER LLC
$479,000Active3 beds 2 baths2,065 sq. ft.262 Dwyers Camp Road, Shaftsbury, VT 05262
MLS# 5079887Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$349,000Active4 beds 2 baths1,814 sq. ft.1153 King Hill Road, Readsboro, VT 05350
MLS# 5080184Listed by: SOUTHERN VERMONT REALTY GROUP
$440,000Active3 beds 3 baths2,343 sq. ft.760 West Mountain Road, Shaftsbury, VT 05262
MLS# 5080056Listed by: MAHAR MCCARTHY REAL ESTATE
$250,000Active5 beds 2 baths2,952 sq. ft.569 Buck Hill Road, Arlington, VT 05250
MLS# 5080009Listed by: GREAT AMERICAN DREAM REALTY
$520,000Active3 beds 3 baths1,368 sq. ft.21 Jameson Flats #Duplex Unit B, Manchester, VT 05255
MLS# 5079271Listed by: WOHLER REALTY GROUP
$685,000Active4 beds 5 baths3,423 sq. ft.85 Limerick Lane #A & B, Arlington, VT 05250
MLS# 5079320Listed by: WOHLER REALTY GROUP
$379,000Active3 beds 1 baths1,663 sq. ft.446 Highland Avenue, Manchester, VT 05255
MLS# 5079187Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,795,000Active3 beds 3 baths5,228 sq. ft.2167 Myers Road, Shaftsbury, VT 05262
MLS# 5078597Listed by: MAHAR MCCARTHY REAL ESTATE
$69,900Pending2 beds 1 baths1,352 sq. ft.32 French Hill Road, Pownal, VT 05261
MLS# 5078070Listed by: TWIN STATE REALTY LLC
$1,450,000Active6 beds 6 baths4,864 sq. ft.557 Bennett Hill Road, Shaftsbury, VT 05262
MLS# 5077720Listed by: MAHAR MCCARTHY REAL ESTATE
$5,600,000Active5 beds 6 baths4,674 sq. ft.1060 Upper Hollow Road, Dorset, VT 05251
MLS# 5075285Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$120,000Pending2 beds 1 baths880 sq. ft.818 Old Depot Road, Shaftsbury, VT 05262
MLS# 5074845Listed by: GREAT AMERICAN DREAM REALTY
$1,575,000Active3 beds 3 baths3,368 sq. ft.276 Wilcox Hollow Road, Sandgate, VT 05250
MLS# 5073964Listed by: WOHLER REALTY GROUP
$910,000Active4 beds 4 baths3,031 sq. ft.7 Roundtree Road, Winhall, VT 05340
MLS# 5071605Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$269,900Active3 beds 2 baths1,392 sq. ft.196 Granger Hollow Road, Shaftsbury, VT 05257
MLS# 5070958Listed by: BHG MASIELLO BRATTLEBORO
$385,000Pending3 beds 2 baths2,067 sq. ft.258 Harvest Hills Drive, Shaftsbury, VT 05257
MLS# 5070069Listed by: HOFFMAN REAL ESTATE
$239,000Pending4 beds 2 baths1,838 sq. ft.286 Harvest Hills Drive, Shaftsbury, VT 05257
MLS# 5068981Listed by: MAPLE LEAF REALTY
$230,000Active3 beds 1 baths1,092 sq. ft.113 Main Street, Bennington, VT 05201
MLS# 5068744Listed by: MAPLE LEAF REAL ESTATE
$2,875,000Active3 beds 5 baths3,059 sq. ft.466 Three Maple Drive, Manchester, VT 05255
MLS# 5065200Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,200,000Active6 beds 3 baths3,340 sq. ft.215 & 221 VT Route 30, Dorset, VT 05251
MLS# 5064340Listed by: WOHLER REALTY GROUP
$35,300Pending2 beds 1 baths1,302 sq. ft.933 East Road, Bennington, VT 05201
MLS# 5064307Listed by: REALHOME SERVICES AND SOLUTIONS, INC.
$4,995,000Active9 beds 10 baths7,900 sq. ft.1182 1184 East Manchester Road, Manchester, VT 05255
MLS# 5063499Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$495,000Active2 beds 1 baths1,344 sq. ft.935 Old Manchester Road, Peru, VT 05152
MLS# 5062929Listed by: WOHLER REALTY GROUP
$599,000Active3 beds 2 baths1,344 sq. ft.27 Owls Head Hill Lane, Dorset, VT 05251
MLS# 5062143Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$2,275,000Active9 beds 8 baths5,512 sq. ft.288 Cedar Lane, Peru, VT 05152
MLS# 5061819Listed by: CUMMINGS & CO
$650,000Active4 beds 5 baths3,864 sq. ft.6265 VT Route 7A, Sunderland, VT 05250
MLS# 5059405Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$329,000Active5 beds 3 baths2,938 sq. ft.100 McCarthy Acres Road, Shaftsbury, VT 05257
MLS# 5053470Listed by: MAPLE LEAF REAL ESTATE
$5,995,000Active6 beds 9 baths10,993 sq. ft.551 West Fields Road, Manchester, VT 05254
MLS# 5052301Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$249,900Active3 beds 3 baths1,810 sq. ft.3530 VT Route 346, Pownal, VT 05261
MLS# 5049618Listed by: HOFFMAN REAL ESTATE
$1,495,000Active17 beds 20 baths14,861 sq. ft.3888-3904 VT Route 7A, Arlington, VT 05250
MLS# 5046479Listed by: MAPLE LEAF REAL ESTATE
$139,000Pending4 beds 1 baths1,262 sq. ft.101 Morgan Street, Bennington, VT 05201
MLS# 5045703Listed by: PERROTT REALTY
$199,000Pending3 beds 2 baths1,600 sq. ft.130 Morgan Street, Bennington, VT 05201
MLS# 5039510Listed by: PERROTT REALTY
$850,000Active6 beds 8 baths5,764 sq. ft.24 VT Route 11, Landgrove, VT 05148
MLS# 5038367Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$434,500Active4 beds 4 baths3,861 sq. ft.120 Village Street, Dorset, VT 05253
MLS# 5023329Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$750,000Active3 beds 2 baths2,610 sq. ft.3622 Dorset West Road, Dorset, VT 05251
MLS# 5015850Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$159,000Active2 beds 1 baths760 sq. ft.1675 Route 9, Searsburg, VT 05363
MLS# 5007380Listed by: SOUTHERN VERMONT REALTY GROUP
$3,995,000Active5 beds 6 baths6,500 sq. ft.515 West Fields Road, Manchester, VT 05254
MLS# 4974441Listed by: JOSIAH ALLEN REAL ESTATE, INC.
Local realty services provided by:CENTURY 21 TheOne, 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 September 18, 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.