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Bennington County, VT - homes for sale
238 of 238 results displayed
- Coming Soon
$1,200,000Coming Soon4 beds 4 baths3,204 sq. ft.225 Birch Hill Farm Road, Peru, VT 05152
MLS# 5116337Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
- New
$425,000Active3 beds 3 baths1,792 sq. ft.257 Bear Run Drive, Shaftsbury, VT 05262
MLS# 5116475Listed by: MAPLE LEAF REAL ESTATE - New
$275,000Active5 beds 2 baths2,352 sq. ft.513 Tunnel Street, Readsboro, VT 05350
MLS# 5116467Listed by: REAL BROKER LLC - New
$349,000Active3 beds 2 baths1,745 sq. ft.309 Chester Knoll Drive, Bennington, VT 05201
MLS# 5116415Listed by: MAPLE LEAF REAL ESTATE - New
$525,000Active4 beds 3 baths2,004 sq. ft.673 Sunderland Hill Road, Sunderland, VT 05250
MLS# 5116126Listed by: MAHAR MCCARTHY REAL ESTATE - New
$625,000Active3 beds 2 baths1,958 sq. ft.550 Finbars Forest Road, Manchester, VT 05255
MLS# 5116015Listed by: WOHLER REALTY GROUP - New
$519,000Active3 beds 2 baths2,240 sq. ft.100 Townline Road #Lot7, Sunderland, VT 05250
MLS# 5115741Listed by: WOHLER REALTY GROUP - New
$215,000Active3 beds 2 baths1,680 sq. ft.200 Weeks Street, Bennington, VT 05201
MLS# 5115662Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP - New
$275,000Active4 beds 2 baths1,837 sq. ft.93 Depot Street, Readsboro, VT 05350
MLS# 5115482Listed by: REAL BROKER LLC - New
$870,000Active4 beds 4 baths3,031 sq. ft.7 Roundtree Road, Winhall, VT 05340
MLS# 5115393Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME - New
$345,000Active3 beds 2 baths2,232 sq. ft.882 Matteson Road, Bennington, VT 05257
MLS# 5115368Listed by: MAPLE LEAF REAL ESTATE 
$299,000Active3 beds 2 baths1,618 sq. ft.48 Autumn Acres Road, Bennington, VT 05201
MLS# 5114802Listed by: PERROTT REALTY
$374,000Active3 beds 1 baths931 sq. ft.168 Stones Throw Lane, Manchester, VT 05254
MLS# 5114727Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,450,000Active5 beds 5 baths6,129 sq. ft.1035 Holy Smoke Road, Shaftsbury, VT 05262
MLS# 5114724Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$269,000Active3 beds 2 baths1,600 sq. ft.228 Jepson Rd, Stamford, VT 05352
MLS# 251164Listed by: MORESI REAL ESTATE PARTNERS
$1,100,000Active3 beds 2 baths1,817 sq. ft.1958 Mount Anthony Rd, Pownal, VT 05261
MLS# 251122Listed by: MONARCH REALTY, INC.
$799,000Active3 beds 3 baths3,514 sq. ft.327 Bahan Road, Shaftsbury, VT 05262
MLS# 5113867Listed by: MAPLE LEAF REAL ESTATE
$2,250,000Active4 beds 4 baths4,831 sq. ft.122 Blue Heron Lane, Dorset, VT 05251
MLS# 5113863Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$389,000Active4 beds 2 baths2,516 sq. ft.319 Chester Knoll Drive, Bennington, VT 05201
MLS# 5113804Listed by: MAPLE LEAF REAL ESTATE
$1,235,000Active4 beds 5 baths3,060 sq. ft.33 Old Ridge Road, Winhall, VT 05340
MLS# 5113794Listed by: WOHLER REALTY GROUP
$285,000Active3 beds 2 baths3,000 sq. ft.38 Center Street, Bennington, VT 05201
MLS# 5113739Listed by: MAHAR MCCARTHY REAL ESTATE
$480,000Active4 beds 3 baths3,120 sq. ft.55 McIntosh Lane, Bennington, VT 05201
MLS# 5113685Listed by: MAPLE LEAF REAL ESTATE
$235,000Active5 beds 2 baths1,900 sq. ft.21 Cash Place, Pownal, VT 05261
MLS# 5113641Listed by: MAPLE LEAF REAL ESTATE
$1,200,000Active5 beds 4 baths4,450 sq. ft.310 Longview Drive, Manchester, VT 05254
MLS# 5113615Listed by: MAHAR MCCARTHY REAL ESTATE
$1,200,000Active5 beds 5 baths5,092 sq. ft.2313 Barnumville Road, Manchester, VT 05255
MLS# 5113440Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$695,000Active4 beds 3 baths1,647 sq. ft.3936 North Road, Sunderland, VT 05250
MLS# 5113459Listed by: WOHLER REALTY GROUP
$639,000Active3 beds 2 baths1,832 sq. ft.197 Bromley Brook Road, Manchester, VT 05255
MLS# 5113188Listed by: STRATTON REAL ESTATE
$275,000Active2 beds 1 baths1,140 sq. ft.187 White Creek Road, Shaftsbury, VT 05257
MLS# 5113159Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$425,000Active3 beds 2 baths1,788 sq. ft.78 Astrachan Drive, Bennington, VT 05201
MLS# 5113018Listed by: HOFFMAN REAL ESTATE
$369,900Active3 beds 2 baths2,556 sq. ft.143 Mattison Road, Pownal, VT 05261
MLS# 5113030Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$695,000Active4 beds 3 baths1,816 sq. ft.628 Moss Brook Road, Peru, VT 05152
MLS# 5112836Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$629,000Active1 beds 2 baths1,574 sq. ft.444 Barnumville Road, Manchester, VT 05255
MLS# 5112800Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$745,000Active3 beds 4 baths3,600 sq. ft.6 Jamie Lane, Winhall, VT 05340
MLS# 5112745Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$795,000Active3 beds 4 baths4,204 sq. ft.235 Birch Grove, Arlington, VT 05250
MLS# 5112710Listed by: MAHAR MCCARTHY REAL ESTATE
$999,000Pending4 beds 4 baths3,658 sq. ft.448 Village Glen, Manchester, VT 05254
MLS# 5112675Listed by: VARICK ASSOCIATES LTD
$895,000Active6 beds 8 baths4,608 sq. ft.284 Elm Street #A&B, Manchester, VT 05255
MLS# 5112612Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$2,950,000Active4 beds 4 baths3,621 sq. ft.60 West Ridge Road, Winhall, VT 05340
MLS# 5112394Listed by: STRATTON REAL ESTATE
$1,375,000Active4 beds 4 baths3,828 sq. ft.400 Spring Brook Road, Arlington, VT 05250
MLS# 5112267Listed by: HOFFMAN REAL ESTATE
$279,500Pending3 beds 2 baths1,747 sq. ft.1112 Main Road, Stamford, VT 05352
MLS# 5112111Listed by: BISHOP WEST REAL ESTATE, INC.
$6,250,000Active6 beds 9 baths10,739 sq. ft.300 Nims Road, Dorset, VT 05251
MLS# 5112024Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$349,900Active2 beds 2 baths1,122 sq. ft.4378 Route 30, Dorset, VT 05251
MLS# 5112032Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,500,000Active5 beds 4 baths4,173 sq. ft.180 High Meadow Road, Winhall, VT 05340
MLS# 5111779Listed by: 42 NORTH LP
$2,250,000Active4 beds 5 baths3,034 sq. ft.165 High Meadow Road, Winhall, VT 05340
MLS# 5111781Listed by: 42 NORTH LP
$315,000Active3 beds 2 baths1,563 sq. ft.110 Coulter Street, Bennington, VT 05201
MLS# 5111698Listed by: MAPLE LEAF REAL ESTATE
$975,000Active4 beds 3 baths3,326 sq. ft.2100 Monument Avenue, Bennington, VT 05201
MLS# 5111680Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$279,500Active2 beds 2 baths1,128 sq. ft.257 Watrous Road, Rupert, VT 05768
MLS# 5111601Listed by: MCCHESNEY RE, INC.
$695,000Active4 beds 4 baths5,769 sq. ft.370 Southshire Drive, Bennington, VT 05201
MLS# 5111572Listed by: MAPLE LEAF REAL ESTATE
$1,075,000Active3 beds 3 baths1,536 sq. ft.363 Alden Road #9, Sunderland, VT 05250
MLS# 5111590Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$240,000Active2 beds 2 baths1,536 sq. ft.51 Eleanors Way, Shaftsbury, VT 05262
MLS# 5111490Listed by: HOFFMAN REAL ESTATE
$199,000Active2 beds 1 baths1,397 sq. ft.2 North Street, Bennington, VT 05257
MLS# 5111442Listed by: MAPLE LEAF REAL ESTATE
$249,500Active3 beds 2 baths1,271 sq. ft.230 Beech Street, Bennington, VT 05201
MLS# 5111369Listed by: HOFFMAN REAL ESTATE
$399,900Active4 beds 3 baths2,396 sq. ft.18 Greenview Drive, Bennington, VT 05201
MLS# 5111091Listed by: MAHAR MCCARTHY REAL ESTATE
$165,000Pending2 beds 1 baths840 sq. ft.128 Burgess Road, Bennington, VT 05201
MLS# 5111064Listed by: HOFFMAN REAL ESTATE
$519,000Active2 beds 2 baths930 sq. ft.505 Benedict Hollow Road, Arlington, VT 05250
MLS# 5110969Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$299,000Active3 beds 2 baths1,365 sq. ft.314 Chester Knoll Drive, Bennington, VT 05201
MLS# 5110700Listed by: MAPLE LEAF REAL ESTATE
$579,000Active3 beds 2 baths2,501 sq. ft.856 Matteson Road, Bennington, VT 05201
MLS# 5110554Listed by: MAPLE LEAF REAL ESTATE
$415,000Active3 beds 1 baths1,716 sq. ft.90 Lawrence Lane, Sunderland, VT 05250
MLS# 5110485Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$975,000Active4 beds 3 baths3,548 sq. ft.259 Beechnut Drive, Peru, VT 05152
MLS# 5110389Listed by: MARY W. DAVIS REALTOR & ASSOC., INC.
$1,075,000Active4 beds 5 baths3,982 sq. ft.844 East Manchester Road, Manchester, VT 05255
MLS# 5110342Listed by: REAL BROKER LLC
$440,000Active3 beds 2 baths1,633 sq. ft.6 Snowflake Lane, Winhall, VT 05340
MLS# 5110111Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$425,000Active3 beds 3 baths2,089 sq. ft.249 Pine Hollow Road, Pownal, VT 05261-9583
MLS# 5110033Listed by: MAPLE LEAF REAL ESTATE
$350,000Active3 beds 2 baths1,256 sq. ft.261 Skyboro Road, Pownal, VT 05261
MLS# 5110100Listed by: HOFFMAN REAL ESTATE
$1,675,000Active3 beds 5 baths3,434 sq. ft.272 Lewis Bend, Manchester, VT 05255
MLS# 5109874Listed by: TPW REAL ESTATE
$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
$299,900Active3 beds 3 baths2,152 sq. ft.1725 Shaftsbury Hollow Road, Shaftsbury, VT 05262
MLS# 5109539Listed by: HOFFMAN REAL ESTATE
$165,000Active2 beds 1 baths810 sq. ft.220 Gage Street, Bennington, VT 05201
MLS# 5109415Listed by: MAPLE LEAF REAL ESTATE
$249,900Active3 beds 3 baths2,695 sq. ft.94 Canal Drive, Readsboro, VT 05350-9640
MLS# 5109287Listed by: SOUTHERN VERMONT REALTY GROUP
$695,000Active3 beds 2 baths2,000 sq. ft.57 Pearl Buck Drive, Winhall, VT 05340
MLS# 5108777Listed by: WINHALL REAL ESTATE
$489,000Active3 beds 2 baths1,671 sq. ft.6 Dwyers Camp Road, Shaftsbury, VT 05262
MLS# 5108670Listed by: FOUR CORNER PROPERTIES LLC
$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
$314,000Active3 beds 2 baths1,337 sq. ft.78 Carbonti Circle, Arlington, VT 05250
MLS# 5108497Listed by: MAPLE LEAF REAL ESTATE
$1,150,000Pending4 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
$649,000Active13 beds 12 baths5,572 sq. ft.5549 Main Street, Manchester, VT 05255
MLS# 5108275Listed by: FLEX REALTY
$329,500Active3 beds 2 baths1,040 sq. ft.18 Old Snow Valley Road, Winhall, VT 05340
MLS# 5108069Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$4,200,000Pending4 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 -- baths789 sq. ft.3711 Main Rd, Stamford, VT 05352
MLS# 250701Listed by: BISHOP WEST REAL ESTATE
$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
$849,900Active4 beds 5 baths3,974 sq. ft.145 White Farm Lane, Shaftsbury, VT 05262
MLS# 5107304Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$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
$359,000Active2 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
$320,000Active4 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
$1,295,000Active3 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
$999,000Active4 beds 4 baths7,102 sq. ft.134 Grapevine Lane, Pownal, VT 05261
MLS# 5106582Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$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
$165,000Active2 beds 1 baths462 sq. ft.301 Beech Street, Bennington, VT 05201
MLS# 5106352Listed 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
$925,000Active5 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
$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.
$295,000Active3 beds 1 baths1,248 sq. ft.51 Pageant Street, Bennington, VT 05201
MLS# 5105313Listed by: MAPLE LEAF REAL ESTATE
$675,000Active3 beds 1 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
$765,000Active3 beds 3 baths2,322 sq. ft.72 Benson Fuller Road, Winhall, VT 05340
MLS# 5105009Listed by: THE HAVEN GROUP
$399,000Active4 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
$300,000Active3 beds 2 baths1,056 sq. ft.112 Aldrich Road, Peru, VT 05152
MLS# 5104511Listed by: THE HAVEN GROUP
$355,000Active3 beds 2 baths2,016 sq. ft.291 Spring Hill Road, Bennington, VT 05201
MLS# 5104363Listed by: MAPLE LEAF REAL ESTATE
$229,900Pending4 beds 2 baths2,104 sq. ft.1955 VT Route 100, Readsboro, VT 05350
MLS# 5104246Listed by: FLEX REALTY
$1,495,000Active5 beds 5 baths4,200 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 4 baths5,835 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
$550,000Active3 beds 2 baths2,009 sq. ft.1625 Barnumville Road, Manchester, VT 05255
MLS# 5103524Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,200,000Pending6 beds 4 baths4,017 sq. ft.11 Founders Hill Road, Winhall, VT 05155
MLS# 5103259Listed by: DEREK GREENE
$3,500,000Active6 beds 6 baths4,690 sq. ft.123 Nichols Road, Peru, VT 05152
MLS# 5102892Listed by: WOHLER REALTY GROUP
$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
$365,000Active3 beds 3 baths2,760 sq. ft.87 B Hill Road, Pownal, VT 05261
MLS# 5102082Listed by: MAPLE LEAF REAL ESTATE
$565,000Active4 beds 3 baths2,399 sq. ft.1131 Route 30, Dorset, VT 05251
MLS# 5102040Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$975,000Active4 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
$514,900Active4 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
$250,000Active4 beds 2 baths1,458 sq. ft.301 Elm Street, Bennington, VT 05201
MLS# 5101031Listed by: HOFFMAN REAL ESTATE
$1,100,000Active3 beds 3 baths2,911 sq. ft.1996 North Pownal Road, Pownal, VT 05260
MLS# 5100794Listed by: HARSCH ASSOCIATES
$1,100,000Active3 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
$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
$1,200,000Pending2 beds 3 baths1,950 sq. ft.81 Fern Hill, Dorset, VT 05251
MLS# 5100399Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,375,000Active5 beds 4 baths4,491 sq. ft.866 East Manchester Road, Manchester, VT 05255
MLS# 5099980Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$595,000Active3 beds 2 baths2,379 sq. ft.1278 Harrington Road, Bennington, VT 05201
MLS# 5099405Listed by: MAHAR MCCARTHY REAL ESTATE
$265,000Active3 beds 2 baths1,688 sq. ft.128 NorthSide Drive, Bennington, VT 05201
MLS# 5099392Listed by: MAHAR MCCARTHY REAL ESTATE
$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
$325,000Active2 beds 1 baths1,686 sq. ft.712 VT Route 30, Dorset, VT 05251
MLS# 5099135Listed by: WOHLER REALTY GROUP
$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
$1,500,000Active4 beds 4 baths3,828 sq. ft.400 Spring Brook Road, Arlington, VT 05250
MLS# 5098420Listed by: HOFFMAN REAL ESTATE
$350,000Active2 beds 2 baths1,648 sq. ft.1253 Old West Road, Arlington, VT 05250
MLS# 5098377Listed by: EXP REALTY
$1,595,000Active5 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
$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 Road, Readsboro, VT 05350
MLS# 5097798Listed by: SOUTHERN VERMONT REALTY GROUP
$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
$165,000Pending2 beds 1 baths806 sq. ft.415 County Street, Bennington, VT 05201
MLS# 5097234Listed by: FOUR CORNER PROPERTIES LLC
$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
$170,000Active3 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
$795,000Active4 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
$259,000Active3 beds 3 baths1,568 sq. ft.1806 Bosley Hill Road, Readsboro, VT 05350
MLS# 5095632Listed by: BOYD REAL ESTATE
$735,000Active4 beds 3 baths2,220 sq. ft.392 Powderhorn Road, Manchester, VT 05255
MLS# 5095313Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$945,000Active5 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
$289,000Active3 beds 2 baths1,411 sq. ft.262 Union Street, Bennington, VT 05201
MLS# 5095149Listed by: MAPLE LEAF REAL ESTATE
$800,000Active3 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
$450,000Pending2 beds 3 baths3,105 sq. ft.193 Finley Drive, Bennington, VT 05201
MLS# 5094280Listed by: HOFFMAN REAL ESTATE
$315,000Active4 beds 2 baths1,593 sq. ft.1111 Old Depot Road, Shaftsbury, VT 05262
MLS# 5093706Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$379,000Active3 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
$1,895,000Active6 beds 7 baths5,896 sq. ft.27 Mountain View Road, Winhall, VT 05340
MLS# 5092802Listed by: STRATTON REAL ESTATE
$198,900Pending2 beds 1 baths1,332 sq. ft.348 Center Street, Pownal, VT 05261
MLS# 5091890Listed by: BISHOP WEST REAL ESTATE, INC.
$1,200,000Active2 beds 1 baths1,056 sq. ft.233 Squires Road, Manchester, VT 05255
MLS# 5090840Listed by: REAL BROKER LLC
$750,000Active4 beds 6 baths4,502 sq. ft.3373 Main Street, Manchester, VT 05254
MLS# 5090752Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$775,000Active4 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
$1,100,000Active5 beds 5 baths4,453 sq. ft.6 Old Ridge Road, Winhall, VT 05340
MLS# 5090234Listed by: WOHLER REALTY GROUP
$1,130,000Active4 beds 3 baths3,357 sq. ft.153 High Meadow Road, Winhall, VT 05340
MLS# 5090036Listed 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
$1,495,000Pending4 beds 4 baths4,023 sq. ft.1268 Myers Road, Shaftsbury, VT 05262
MLS# 5089684Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$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
$550,000Pending5 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
$609,900Pending3 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
$2,500,000Active4 beds 5 baths3,762 sq. ft.59 Garden Loop Road, Winhall, VT 05340
MLS# 5085635Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$425,000Active3 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
$1,100,000Active4 beds 5 baths5,170 sq. ft.50 Grouse Lane, Dorset, VT 05251
MLS# 5083578Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$199,900Active4 beds 1 baths1,127 sq. ft.20 Sage Street, Bennington, VT 05257
MLS# 5083528Listed by: EXP REALTY
$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.
$299,000Active4 beds 2 baths2,030 sq. ft.773 Oberdorf Road, Readsboro, VT 05350
MLS# 5080881Listed by: MORESI REAL ESTATE PARTNERS
$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
$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
$385,000Active3 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
$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
$549,000Active3 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
$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
$3,995,000Pending5 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 Barbara Patterson, 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 November 2, 2026 NH_NNEREN Member Broker: Jerry Tatlock
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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.