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Bennington, VT - homes for sale
53 of 53 results displayed
- 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
$699,000Active-- beds -- baths3,447 sq. ft.409 Main Street, Bennington, VT 05201
MLS# 5115602Listed by: MAHAR MCCARTHY REAL ESTATE 
$835,000Active20 beds 8 baths9,664 sq. ft.127-133 Webb Street, Bennington, VT 05201
MLS# 5113984Listed by: MAPLE LEAF REAL ESTATE
$154,000Active2 beds 2 baths819 sq. ft.432 South Street #C3, Bennington, VT 05201
MLS# 5113833Listed by: MAPLE LEAF REAL ESTATE
$235,000Active4 beds 2 baths1,298 sq. ft.224-226 Branch Street, Bennington, VT 05201
MLS# 5113809Listed by: MAPLE LEAF REAL ESTATE
$389,000Active4 beds 2 baths2,516 sq. ft.319 Chester Knoll Drive, Bennington, VT 05201
MLS# 5113804Listed by: MAPLE LEAF REAL ESTATE
$285,000Active3 beds 2 baths3,000 sq. ft.38 Center Street, Bennington, VT 05201
MLS# 5113739Listed by: MAHAR MCCARTHY REAL ESTATE
$145,000Active2 beds 2 baths819 sq. ft.432 South Street #B3, Bennington, VT 05201
MLS# 5112929Listed by: MAPLE LEAF REAL ESTATE
$329,000Active3 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
$695,000Active4 beds 4 baths5,769 sq. ft.370 Southshire Drive, Bennington, VT 05201
MLS# 5111572Listed 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
$299,000Active3 beds 2 baths1,365 sq. ft.314 Chester Knoll Drive, Bennington, VT 05201
MLS# 5110700Listed by: MAPLE LEAF REAL ESTATE
$165,000Active2 beds 1 baths810 sq. ft.220 Gage Street, Bennington, VT 05201
MLS# 5109415Listed by: MAPLE LEAF REAL ESTATE
$165,000Active2 beds 1 baths462 sq. ft.301 Beech Street, Bennington, VT 05201
MLS# 5106352Listed by: MAPLE LEAF REAL ESTATE
$330,000Active2 beds 2 baths1,750 sq. ft.1141 Burgess Road, Bennington, VT 05201
MLS# 5106263Listed by: EXP REALTY
$295,000Active3 beds 1 baths1,248 sq. ft.51 Pageant Street, Bennington, VT 05201
MLS# 5105313Listed by: MAPLE LEAF REAL ESTATE
$1,695,000Active3 beds 3 baths4,120 sq. ft.1944 Monument Avenue, Bennington, VT 05201
MLS# 5105174Listed by: MAHAR MCCARTHY REAL ESTATE
$179,000Active3 beds 2 baths1,600 sq. ft.130 Morgan Street, Bennington, VT 05201
MLS# 5104457Listed by: PERROTT REALTY
$349,000Active8 beds 4 baths3,637 sq. ft.710 Main Street, Bennington, VT 05201
MLS# 5102985Listed by: PERROTT REALTY
$75,000Active11.2 Acres0 Mount Anthony Road, Bennington, VT 05201
MLS# 5102718Listed by: MAHAR MCCARTHY REAL ESTATE
$49,000Active0.21 Acres2 Belvedere Street, Bennington, VT 05201
MLS# 5102053Listed by: PERROTT REALTY
$162,500Active2 beds 2 baths819 sq. ft.432 South Street #A11, Bennington, VT 05201
MLS# 5102057Listed by: FLEX REALTY
$350,000Active6 beds 4 baths2,586 sq. ft.110 Short Street, Bennington, VT 05201
MLS# 5101907Listed by: MAPLE LEAF REAL ESTATE
$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
$190,000Active5 beds 2 baths2,200 sq. ft.118 Foster Drive, Bennington, VT 05201
MLS# 5098066Listed by: MAPLE LEAF 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
$80,000Active4 beds 2 baths1,465 sq. ft.107 Lyons Street, Bennington, VT 05201
MLS# 5096159Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$249,900Active-- beds -- baths3,569 sq. ft.406-408 Gage Street, Bennington, VT 05201
MLS# 5095558Listed by: MAPLE LEAF REAL ESTATE
$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
$450,000Pending2 beds 3 baths3,105 sq. ft.193 Finley Drive, Bennington, VT 05201
MLS# 5094280Listed by: HOFFMAN REAL ESTATE
$69,900Active2.25 Acres0 Brambley Lane, Bennington, VT 05201
MLS# 5092066Listed by: HOFFMAN REAL ESTATE
$350,000Active2 beds 2 baths1,190 sq. ft.524 Jennings Brook Drive, Bennington, VT 05201
MLS# 5090266Listed by: MAPLE LEAF REAL ESTATE
$475,000Active6 beds 6 baths9,000 sq. ft.425 Main Street, Bennington, VT 05201
MLS# 5087015Listed by: BHG MASIELLO BRATTLEBORO
$179,000Active3 beds 2 baths1,300 sq. ft.340 Pleasant Street, Bennington, VT 05201
MLS# 5085882Listed by: REAL BROKER LLC
$199,900Active3 beds 2 baths1,176 sq. ft.2 Hamlin Avenue, Bennington, VT 05201
MLS# 5085771Listed by: FOUR CORNER PROPERTIES LLC
$255,000Active3 beds 1 baths1,344 sq. ft.951 gage Street, Bennington, VT 05201
MLS# 5083898Listed by: PERROTT REALTY
$265,000Active-- beds -- baths1,680 sq. ft.318 North Street, Bennington, VT 05201
MLS# 5081898Listed by: HOFFMAN REAL ESTATE
$259,000Active4 beds 2 baths2,206 sq. ft.116-118 South Branch Street, Bennington, VT 05201
MLS# 5081518Listed by: MAHAR MCCARTHY REAL ESTATE
$269,000Active4 beds 2 baths2,022 sq. ft.124 South Branch Street, Bennington, VT 05201
MLS# 5081521Listed by: MAHAR MCCARTHY REAL ESTATE
$375,000Active2 beds 2 baths1,190 sq. ft.527 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080868Listed by: MAPLE LEAF REAL ESTATE
$395,000Pending-- beds -- baths4,646 sq. ft.307 North Street, Bennington, VT 05201
MLS# 5077752Listed by: EXP REALTY
$269,000Pending2 beds 1 baths2,500 sq. ft.626 Main Street, Bennington, VT 05201
MLS# 5061443Listed by: MAHAR MCCARTHY REAL ESTATE
$950,000Active-- beds -- baths8,888 sq. ft.124 Elm Street, Bennington, VT 05201
MLS# 5072098Listed by: TPW REAL ESTATE
$230,000Active3 beds 1 baths1,092 sq. ft.113 Main Street, Bennington, VT 05201
MLS# 5068744Listed by: MAPLE LEAF REAL ESTATE
$399,000Active6 beds -- baths5,208 sq. ft.126 Washington Avenue, Bennington, VT 05201
MLS# 5064754Listed 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
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Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 30, 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.