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Bennington town, VT - single-family homes for sale
51 of 51 results displayed
- New
$299,000Active3 beds 2 baths1,618 sq. ft.48 Autumn Acres Road, Bennington, VT 05201
MLS# 5114802Listed by: PERROTT REALTY
- New
$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
$480,000Active4 beds 3 baths3,120 sq. ft.55 McIntosh Lane, Bennington, VT 05201
MLS# 5113685Listed by: MAPLE LEAF REAL ESTATE
$425,000Active3 beds 2 baths1,788 sq. ft.78 Astrachan Drive, Bennington, VT 05201
MLS# 5113018Listed by: HOFFMAN 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
$219,000Active2 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
$424,900Active4 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
$450,000Pending3 beds 2 baths1,650 sq. ft.349 Elm Street, Bennington, VT 05201
MLS# 5111024Listed by: MAHAR MCCARTHY REAL ESTATE
$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
$165,000Active2 beds 1 baths810 sq. ft.220 Gage Street, Bennington, VT 05201
MLS# 5109415Listed by: MAPLE LEAF REAL ESTATE
$240,000Active3 beds 2 baths1,120 sq. ft.2200 Chapel Road, Bennington, VT 05201
MLS# 5109090Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$589,900Active3 beds 4 baths2,800 sq. ft.436 Matteson Road, Bennington, VT 05257
MLS# 5108314Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$395,000Active4 beds 2 baths1,816 sq. ft.2 Bromley Lane, Bennington, VT 05257
MLS# 5106470Listed by: PACELLI ZEPKA CORPORATION
$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
$349,000Active3 beds 2 baths1,911 sq. ft.21 Russett Drive, Bennington, VT 05201
MLS# 5104474Listed by: MAHAR MCCARTHY REAL ESTATE
$355,000Active3 beds 2 baths2,016 sq. ft.291 Spring Hill Road, Bennington, VT 05201
MLS# 5104363Listed by: MAPLE LEAF REAL ESTATE
$189,900Pending3 beds 1 baths1,206 sq. ft.232 Depot Street, Bennington, VT 05201
MLS# 5103372Listed 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
$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
$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
$170,000Active3 beds 2 baths1,640 sq. ft.105 Hicks Avenue, Bennington, VT 05201
MLS# 5096423Listed 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
$460,000Active4 beds 3 baths3,312 sq. ft.498 Town Line Road, Bennington, VT 05201
MLS# 5095717Listed by: DIAMOND REALTY
$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
$595,000Pending5 beds 3 baths5,524 sq. ft.81 Honeysuckle Lane, Bennington, VT 05257
MLS# 5093651Listed by: MAHAR MCCARTHY REAL ESTATE
$675,000Active4 beds 2 baths1,614 sq. ft.515 Quarry Road, Bennington, VT 05201
MLS# 5089246Listed 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
Listed by BHGRE$475,000Active6 beds 6 baths9,000 sq. ft.425 Main Street, Bennington, VT 05201
MLS# 5087015Listed by: BHG MASIELLO BRATTLEBORO
$209,900Active2 beds 1 baths1,075 sq. ft.1083 Main Street, Bennington, VT 05201
MLS# 5086144Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$255,000Active3 beds 1 baths1,344 sq. ft.951 gage Street, Bennington, VT 05201
MLS# 5083898Listed by: PERROTT REALTY
$199,900Active4 beds 1 baths1,127 sq. ft.20 Sage Street, Bennington, VT 05257
MLS# 5083528Listed by: EXP 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.
$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
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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 21, 2026
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.