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Bennington County, VT - single-family homes for sale
235 of 235 results displayed
- New
$3,500,000Active6 beds 6 baths3,690 sq. ft.123 Nichols Road, Peru, VT 05152
MLS# 5102892Listed by: WOHLER REALTY GROUP
- New
$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 - New
$2,700,000Active4 beds 4 baths3,938 sq. ft.23 Valley View Road, Winhall, VT 05340
MLS# 5102815Listed by: JOSIAH ALLEN REAL ESTATE, INC. - New
$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- New
$425,000Active3 beds 3 baths2,760 sq. ft.87 B Hill Road, Pownal, VT 05261
MLS# 5102082Listed by: MAPLE LEAF REAL ESTATE - New
$259,000Active2 beds 1 baths1,318 sq. ft.104 John Street, Bennington, VT 05201
MLS# 5102096Listed by: PERROTT REALTY - New
$595,000Active4 beds 3 baths2,399 sq. ft.1131 Route 30, Dorset, VT 05251
MLS# 5102040Listed by: JOSIAH ALLEN REAL ESTATE, INC. - New
$1,100,000Active4 beds 4 baths5,164 sq. ft.78 Bonnet Street, Manchester, VT 05255
MLS# 5101945Listed by: TPW REAL ESTATE - New
$2,350,000Active5 beds 4 baths4,752 sq. ft.6 Sunset Ridge Road, Winhall, VT 05340
MLS# 5101868Listed by: WOHLER REALTY GROUP - New
$1,299,000Active4 beds 4 baths3,644 sq. ft.279 French Hollow Road, Winhall, VT 05340
MLS# 5101789Listed by: WOHLER REALTY GROUP - New
$1,125,000Active4 beds 3 baths2,614 sq. ft.3269 Route 30, Dorset, VT 05251
MLS# 5101738Listed by: JOSIAH ALLEN REAL ESTATE, INC. - New
$300,000Active3 beds 2 baths1,932 sq. ft.82 Puddingstone Road, Pownal, VT 05261
MLS# 5101744Listed by: HOFFMAN REAL ESTATE - New
$365,000Active3 beds 2 baths1,588 sq. ft.12 Hall Street, Bennington, VT 05257
MLS# 5101687Listed by: MAHAR MCCARTHY REAL ESTATE 
$550,000Pending3 beds 3 baths2,439 sq. ft.386 Farm Road, Arlington, VT 05250
MLS# 5101680Listed by: HOFFMAN REAL ESTATE- New
$524,900Active4 beds 3 baths2,120 sq. ft.87 Grinka Farm Drive, Readsboro, VT 05350
MLS# 5101666Listed by: FLEX REALTY - New
$142,900Active2 beds 1 baths784 sq. ft.60 Tori Lane, Bennington, VT 05201
MLS# 5101539Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP - New
$232,500Active3 beds 2 baths1,582 sq. ft.903 Gage Street, Bennington, VT 05201
MLS# 5101468Listed by: LAMACCHIA REALTY INC. 
$260,000Active4 beds 2 baths1,458 sq. ft.301 Elm Street, Bennington, VT 05201
MLS# 5101031Listed by: HOFFMAN REAL ESTATE
$335,000Active3 beds 2 baths1,414 sq. ft.308 Crescent Boulevard, Bennington, VT 05201
MLS# 5101006Listed by: MAPLE LEAF 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
$799,000Active2 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
$275,000Pending3 beds 2 baths1,302 sq. ft.2867 Chapel Road, Bennington, VT 05201
MLS# 5100537Listed by: HOFFMAN REAL ESTATE
$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
$264,900Pending2 beds 2 baths1,410 sq. ft.141 Williams Road, Readsboro, VT 05350
MLS# 5100130Listed by: BISHOP WEST REAL ESTATE, INC.
$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
$249,000Active2 beds 2 baths1,302 sq. ft.18 Old Route 9, Searsburg, VT 05363-9672
MLS# 5099631Listed by: SOUTHERN VERMONT 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
$499,000Active4 beds 2 baths2,144 sq. ft.5131 Main Road, Stamford, VT 05352
MLS# 5099200Listed by: FLEX REALTY
$619,000Pending4 beds 3 baths2,692 sq. ft.34 Monument Avenue, Bennington, VT 05201
MLS# 5099185Listed by: EXP 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
$224,000Active3 beds 2 baths1,718 sq. ft.7066 Main St, Readsboro, VT 05350
MLS# 250159Listed by: BISHOP WEST REAL ESTATE
$1,599,000Active6 beds 6 baths5,568 sq. ft.144 High Meadow Road, Winhall, VT 05340
MLS# 5098800Listed by: WOHLER REALTY GROUP
$325,000Active3 beds 1 baths1,170 sq. ft.107 Colbrook Drive, Arlington, VT 05250
MLS# 5098710Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$600,000Active4 beds 4 baths2,730 sq. ft.405 Old West Road, Arlington, VT 05250
MLS# 5098594Listed by: MAPLE LEAF REAL ESTATE
$430,000Active4 beds 2 baths2,768 sq. ft.253 Perkins Road, Rupert, VT 05776
MLS# 5098562Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,850,000Active4 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 6 baths8,156 sq. ft.1613 West Road, Manchester, VT 05255
MLS# 5098207Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$749,000Active4 beds 2 baths2,128 sq. ft.2 Corner Rock Road, Winhall, VT 05340
MLS# 5098148Listed by: TPW REAL ESTATE
$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
$210,000Active5 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
$439,000Active3 beds 3 baths2,389 sq. ft.15 Polygraphic Lane, Bennington, VT 05257
MLS# 5097821Listed by: HOFFMAN REAL ESTATE
$199,900Active3 beds 2 baths1,248 sq. ft.631 Oberdorf Avenue, 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
$230,000Active3 beds 2 baths1,128 sq. ft.104 Short Street, Bennington, VT 05201
MLS# 5097604Listed by: MAPLE LEAF 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.
$335,000Active3 beds 3 baths2,480 sq. ft.164 Skyboro W Road, Pownal, VT 05261
MLS# 5097374Listed by: MAPLE LEAF REAL ESTATE
$199,000Active2 beds 1 baths924 sq. ft.924 VT Route 7A, Shaftsbury, VT 05262
MLS# 5097385Listed by: NANCY JENKINS REAL ESTATE
$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
$219,900Active3 beds 2 baths1,372 sq. ft.420 Gore Road, Bennington, VT 05201
MLS# 5097011Listed by: MAHAR MCCARTHY REAL ESTATE
$150,000Active5 beds 2 baths1,575 sq. ft.127 Dewey Street, Bennington, VT 05201
MLS# 5096965Listed by: MAPLE LEAF REAL ESTATE
$1,575,000Active3 beds 3 baths3,264 sq. ft.777 McCooey Drive, Manchester, VT 05255
MLS# 5096878Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$250,000Active3 beds 1 baths1,965 sq. ft.2994 VT Route 7A, Arlington, VT 05250
MLS# 5096815Listed by: HOFFMAN REAL ESTATE
$209,900Active3 beds 2 baths1,608 sq. ft.107 Jefferson Avenue, Bennington, VT 05201
MLS# 5096450Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$325,000Active2 beds 2 baths1,662 sq. ft.47 Vermont Route 11, Landgrove, VT 05148
MLS# 5096453Listed by: MARY MITCHELL MILLER REAL ESTATE
$269,900Active4 beds 2 baths1,146 sq. ft.109 County Street, Bennington, VT 05201
MLS# 5096457Listed by: MAPLE LEAF REAL ESTATE
$675,000Active3 beds 2 baths2,204 sq. ft.11 Stratton View Road, Winhall, VT 05340
MLS# 5096390Listed by: THE HAVEN GROUP
$180,000Active3 beds 2 baths1,640 sq. ft.105 Hicks Avenue, Bennington, VT 05201
MLS# 5096423Listed by: MAPLE LEAF REAL ESTATE
$189,000Active4 beds 2 baths1,840 sq. ft.209 Depot Street, Bennington, VT 05201
MLS# 5096338Listed by: MAHAR MCCARTHY 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
$80,000Active2 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
$310,000Active3 beds 2 baths1,352 sq. ft.219 Shamrock Hill, Sandgate, VT 05250
MLS# 5095863Listed by: MAPLE LEAF REAL ESTATE
$480,000Active4 beds 3 baths3,312 sq. ft.498 Town Line Road, Bennington, VT 05201
MLS# 5095717Listed by: DIAMOND REALTY
$1,100,000Active3 beds 3 baths2,797 sq. ft.227 Birchstone Lane, Dorset, VT 05253
MLS# 5095814Listed by: TPW REAL ESTATE
$265,000Active3 beds 2 baths1,392 sq. ft.110 State Line Drive, Pownal, VT 05261
MLS# 5095701Listed by: EXP REALTY
$279,000Active3 beds 3 baths1,568 sq. ft.1806 Bosley Hill Road, Readsboro, VT 05350
MLS# 5095632Listed by: BOYD REAL ESTATE
$795,000Active4 beds 4 baths4,282 sq. ft.267 Eagle Ridge, Dorset, VT 05251
MLS# 5095399Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$775,000Active4 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
$120,500Pending4 beds 1 baths1,368 sq. ft.113 Forgette Road, Stamford, VT 05352
MLS# 5095247Listed by: R.H. THACKSTON & COMPANY/BELLOWS FALLS
$299,000Active3 beds 2 baths1,829 sq. ft.89 Merson Street, Bennington, VT 05201
MLS# 5095251Listed by: MAHAR MCCARTHY REAL ESTATE
$555,000Pending3 beds 3 baths2,504 sq. ft.3287 Route 7, Pownal, VT 05261
MLS# 5094986Listed by: MAPLE LEAF REAL ESTATE
$975,000Active3 beds 2 baths2,403 sq. ft.99 Holly's Way, Rupert, VT 05776
MLS# 5094950Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$599,000Active4 beds 3 baths1,768 sq. ft.35 Valley Pass Street, Manchester, VT 05255
MLS# 5094893Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,295,000Active2 beds 4 baths3,873 sq. ft.181 Route 11, Winhall, VT 05340
MLS# 5094619Listed by: HOMECOIN.COM
$625,000Active3 beds 2 baths2,288 sq. ft.1 Beaver Street, Winhall, VT 05340
MLS# 5094344Listed by: WINHALL REAL ESTATE
$499,900Active2 beds 3 baths3,105 sq. ft.193 Finley Drive, Bennington, VT 05201
MLS# 5094280Listed by: HOFFMAN REAL ESTATE
$389,000Active4 beds 2 baths2,516 sq. ft.319 Chester Knoll Drive, Bennington, VT 05201
MLS# 5094195Listed by: MAPLE LEAF REAL ESTATE
$2,200,000Active4 beds 4 baths3,000 sq. ft.312 Beartown Road, Manchester, VT 05255
MLS# 5094155Listed by: TPW REAL ESTATE
$1,100,000Active3 beds 4 baths2,745 sq. ft.65 Lower Taylor Hill Road, Winhall, VT 05340
MLS# 5094086Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$430,000Active5 beds 2 baths1,664 sq. ft.13 Golden Triangle Road, Winhall, VT 05340
MLS# 5094060Listed by: MICHAEL ENGLAND REAL ESTATE
$550,000Pending3 beds 2 baths1,715 sq. ft.144 Oak Knoll Road, Arlington, VT 05250
MLS# 5093764Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$395,000Active4 beds 2 baths1,593 sq. ft.1111 Old Depot Road, Shaftsbury, VT 05262
MLS# 5093706Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$255,000Active2 beds 1 baths1,458 sq. ft.2650 Rupert Road, Sandgate, VT 05250
MLS# 5093708Listed by: WOHLER REALTY GROUP
$209,000Pending4 beds 2 baths1,518 sq. ft.142 Pine Circle, Bennington, VT 05201
MLS# 5093692Listed by: MAPLE LEAF REAL ESTATE
$650,000Active5 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
$1,990,000Active6 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
$155,000Pending4 beds 2 baths2,643 sq. ft.905 County Street, Bennington, VT 05201
MLS# 5091674Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$495,000Active4 beds 2 baths1,824 sq. ft.140 Route 30, Winhall, VT 05340
MLS# 5091404Listed by: WINHALL 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.
$534,900Active3 beds 2 baths1,820 sq. ft.764 Myers Road, Shaftsbury, VT 05262
MLS# 5090414Listed by: HOFFMAN REAL ESTATE
$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
$570,000Active3 beds 2 baths1,809 sq. ft.185 Kelleher Road #10-00-99, Dorset, VT 05251
MLS# 5090243Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$277,700Pending2 beds 1 baths2,142 sq. ft.32 Albe Drive, Bennington, VT 05201
MLS# 5090246Listed by: MAPLE LEAF REAL ESTATE
$1,225,000Active4 beds 3 baths3,357 sq. ft.153 High Meadow Road, Winhall, VT 05340
MLS# 5090036Listed by: WOHLER REALTY GROUP
$495,000Active2 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.
$275,000Pending3 beds 1 baths1,668 sq. ft.1384 Route 153, Rupert, VT 05776
MLS# 5089545Listed by: WOHLER REALTY GROUP
$475,000Active3 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
$795,000Active3 beds 3 baths2,716 sq. ft.55 Uphill Road, Landgrove, VT 05148
MLS# 5089238Listed by: RE/MAX FOUR SEASONS
$695,000Active4 beds 2 baths1,614 sq. ft.515 Quarry Road, Bennington, VT 05201
MLS# 5089246Listed by: MAPLE LEAF REAL ESTATE
$449,000Active4 beds 3 baths1,460 sq. ft.32 Aspen Lane, Winhall, VT 05340
MLS# 5089041Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$775,000Active5 beds 2 baths3,500 sq. ft.20 Bishop Road, Searsburg, VT 05363
MLS# 5089865Listed by: BERKLEY & VELLER GREENWOOD/DOVER
$299,900Active5 beds 3 baths2,716 sq. ft.886 Hidden Valley Road, Shaftsbury, VT 05262
MLS# 5088511Listed by: MAHAR MCCARTHY REAL ESTATE
$182,000Active3 beds 1 baths1,590 sq. ft.176 Glen Avenue, Readsboro, VT 05350-9798
MLS# 5088410Listed by: BHG MASIELLO BRATTLEBORO
$550,000Active5 beds 2 baths1,974 sq. ft.971 South Stream Road, Bennington, VT 05201
MLS# 5088350Listed by: MAHAR MCCARTHY REAL ESTATE
$179,900Active2 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
$399,900Active4 beds 2 baths1,896 sq. ft.23 Pageant Street, Bennington, VT 05201
MLS# 5088223Listed by: MAPLE LEAF REAL ESTATE
$219,000Active3 beds 1 baths1,047 sq. ft.99 Coolidge Avenue, Bennington, VT 05201
MLS# 5088016Listed by: MAPLE LEAF REAL ESTATE
$1,275,000Active4 beds 3 baths2,814 sq. ft.19 Maple Hill Road, Winhall, VT 05340
MLS# 5087927Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$675,000Active3 beds 3 baths2,108 sq. ft.184 Westview Estates, Manchester, VT 05255
MLS# 5087878Listed by: REAL BROKER LLC
$325,000Active3 beds 1 baths1,768 sq. ft.2154 US Route 7, Pownal, VT 05261
MLS# 5087889Listed by: MAPLE LEAF REAL ESTATE
$279,000Active3 beds 2 baths1,408 sq. ft.8 West Street, Bennington, VT 05257
MLS# 5087836Listed by: MAHAR MCCARTHY REAL ESTATE
$624,900Active3 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
$1,795,000Active6 beds 6 baths5,178 sq. ft.144 Taconic Road, Manchester, VT 05254
MLS# 5086670Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$275,000Pending3 beds 2 baths1,526 sq. ft.302 Prospect Street, Bennington, VT 05201
MLS# 5086287Listed by: HOFFMAN REAL ESTATE
$209,900Active2 beds 1 baths1,075 sq. ft.1083 Main Street, Bennington, VT 05201
MLS# 5086144Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$450,000Active3 beds 2 baths1,344 sq. ft.47 Little Brook Lane, Bristol, VT 05443
MLS# 5085698Listed by: RE/MAX NORTH PROFESSIONALS
$575,000Active3 beds 3 baths1,786 sq. ft.14 A Marisa Lane, Dorset, VT 05251
MLS# 5085703Listed by: RE/MAX FOUR SEASONS
$2,850,000Active4 beds 5 baths3,762 sq. ft.59 Garden Loop Road, Winhall, VT 05340
MLS# 5085635Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$325,000Active3 beds 2 baths1,444 sq. ft.250 Shepherd Lane, Arlington, VT 05250
MLS# 5085303Listed by: MAHAR MCCARTHY REAL ESTATE
$299,000Active4 beds 1 baths2,156 sq. ft.558 Klondike Road, Stamford, VT 05352
MLS# 5085240Listed by: UNITED COUNTRY REAL ESTATE MIKE JARVIS GROUP INC
$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
$309,900Active3 beds 2 baths1,900 sq. ft.2 Pine Road, Bennington, VT 05201
MLS# 5084585Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$319,900Active3 beds 2 baths1,500 sq. ft.683 Water Street, Bennington, VT 05257
MLS# 5084514Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$450,000Active3 beds 2 baths1,460 sq. ft.393 Morse Hill Road, Dorset, VT 05253
MLS# 5084308Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$397,000Pending2 beds 2 baths1,729 sq. ft.1260 Cider Mill Road, Shaftsbury, VT 05262
MLS# 5084055Listed by: MAPLE LEAF REAL ESTATE
$269,000Active3 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
$1,350,000Active4 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
$845,000Active5 beds 6 baths3,875 sq. ft.1629 North Mann Hill Road, Pownal, VT 05261
MLS# 5083490Listed by: MAHAR MCCARTHY REAL ESTATE
$710,000Pending4 beds 3 baths3,498 sq. ft.360 Mending Walls Road, Manchester, VT 05255
MLS# 5083095Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$799,000Active4 beds 3 baths2,462 sq. ft.636 Dexter Road, Shaftsbury, VT 05262
MLS# 5083102Listed by: TPW REAL ESTATE
$925,000Active3 beds 5 baths3,718 sq. ft.171 Mending Walls Road, Manchester, VT 05255
MLS# 5083086Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$525,000Active3 beds 2 baths1,594 sq. ft.191 Pleasant Street Extension, Dorset, VT 05253
MLS# 5082907Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$445,000Active4 beds 2 baths1,823 sq. ft.49 Limerick Lane, Arlington, VT 05250
MLS# 5082604Listed by: WOHLER REALTY GROUP
$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
$415,000Active3 beds 2 baths1,836 sq. ft.358 Birch Grove, Arlington, VT 05250
MLS# 5080373Listed by: MAPLE LEAF REAL ESTATE
$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
$595,000Active3 beds 3 baths1,368 sq. ft.21 Jameson Flats #Duplex Unit B, Manchester, VT 05255
MLS# 5079271Listed by: WOHLER REALTY GROUP
$324,000Active3 beds 2 baths1,337 sq. ft.78 Carbonti Circle, Arlington, VT 05250
MLS# 5079449Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$88,800Active1 beds -- baths586 sq. ft.845 Bailey Hill Road, Readsboro, VT 05350
MLS# 5079383Listed by: PERROTT REALTY
$685,000Active4 beds 5 baths3,423 sq. ft.85 Limerick Lane #A & B, Arlington, VT 05250
MLS# 5079320Listed by: WOHLER REALTY GROUP
$949,000Active4 beds 4 baths5,248 sq. ft.41-43 Cranberry Hill Road, Winhall, VT 05340
MLS# 5079224Listed by: TPW REAL ESTATE
$399,000Active3 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
$2,525,000Active4 beds 4 baths4,536 sq. ft.Lot 6 Stone Lodge Road, Winhall, VT 05340
MLS# 5076149Listed by: WOHLER REALTY GROUP
$925,000Active13 beds 12 baths8,594 sq. ft.2759 VT Route 11, Peru, VT 05152
MLS# 5075373Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$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
$90,000Active3 beds 1 baths1,508 sq. ft.109 Evergreen Drive, Bennington, VT 05201
MLS# 5074746Listed by: EXP REALTY
$1,650,000Active3 beds 3 baths3,368 sq. ft.276 Wilcox Hollow Road, Sandgate, VT 05250
MLS# 5073964Listed by: WOHLER REALTY GROUP
$359,900Pending3 beds 2 baths1,404 sq. ft.38 Oak Ridge Lane, Bennington, VT 05201
MLS# 5073481Listed by: HOFFMAN REAL ESTATE
$910,000Active4 beds 4 baths3,031 sq. ft.7 Roundtree Road, Winhall, VT 05340
MLS# 5071605Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$625,000Active3 beds 4 baths2,274 sq. ft.490 Barnumville Road, Manchester, VT 05255
MLS# 5070798Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$499,000Active3 beds 2 baths2,740 sq. ft.211 ROD and GUN CLUB Road, Shaftsbury, VT 05262
MLS# 5069551Listed by: HOOSICK REALTY
$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
$574,900Active4 beds 3 baths2,529 sq. ft.126 Simeon Dean Road, Shaftsbury, VT 05262
MLS# 5067149Listed by: GREEN MOUNTAIN PREMIERE PROPERTIES
$529,000Active3 beds 3 baths2,715 sq. ft.58 Mount Anthony Road, Bennington, VT 05201
MLS# 5067086Listed by: MAHAR MCCARTHY 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.
$750,000Active3 beds 3 baths2,696 sq. ft.130 Ipan Road, Shaftsbury, VT 05257
MLS# 5064228Listed by: MAHAR MCCARTHY REAL ESTATE
$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
$495,000Active7 beds 4 baths2,494 sq. ft.190-194 Cemetery Road, Arlington, VT 05250
MLS# 5062213Listed 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
$1,425,000Active4 beds 3 baths3,931 sq. ft.932 McNamara Road, Dorset, VT 05251
MLS# 5058749Listed by: WOHLER REALTY GROUP
$359,000Active5 beds 3 baths2,938 sq. ft.100 McCarthy Acres Road, Shaftsbury, VT 05257
MLS# 5053470Listed by: MAPLE LEAF REAL ESTATE
$10,300,000Active6 beds 9 baths10,993 sq. ft.551 West Fields Road, Manchester, VT 05254
MLS# 5052301Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$725,000Pending4 beds 2 baths2,424 sq. ft.2 Cold Spring Road, Shaftsbury, VT 05257
MLS# 5051869Listed by: MAHAR MCCARTHY REAL ESTATE
$249,900Active3 beds 3 baths1,810 sq. ft.3530 VT Route 346, Pownal, VT 05261
MLS# 5049618Listed by: HOFFMAN REAL ESTATE
$357,500Active4 beds 2 baths1,735 sq. ft.19 Royal Street, Bennington, VT 05257
MLS# 5048567Listed by: MAPLE LEAF 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
$950,000Active6 beds 7 baths5,400 sq. ft.2001 Depot Street, Manchester, VT 05255
MLS# 5042704Listed by: TPW REAL ESTATE
$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
$5,900,000Active5 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 Gold Key Realty, 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 August 3, 2026 NH_NNEREN Member Broker: Marsha Foden
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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.