Bennington, VT - single-family homes for sale

32 of 32 results displayed

$325,000Active
3 beds 2 baths1,688 sq. ft.
171 Garbrooke Drive, Bennington, VT 05201
MLS# 5106631Listed by: MAPLE LEAF REAL ESTATE
$179,900Active
2 beds 1 baths462 sq. ft.
301 Beech Street, Bennington, VT 05201
MLS# 5106352Listed by: MAPLE LEAF REAL ESTATE
$330,000Active
2 beds 2 baths1,750 sq. ft.
1141 Burgess Road, Bennington, VT 05201
MLS# 5106263Listed by: EXP REALTY
$325,000Active
3 beds 1 baths1,248 sq. ft.
51 Pageant Street, Bennington, VT 05201
MLS# 5105313Listed by: MAPLE LEAF REAL ESTATE
$1,695,000Active
3 beds 3 baths4,120 sq. ft.
1944 Monument Avenue, Bennington, VT 05201
MLS# 5105174Listed by: MAHAR MCCARTHY REAL ESTATE
$179,000Active
3 beds 2 baths1,600 sq. ft.
130 Morgan Street, Bennington, VT 05201
MLS# 5104457Listed by: PERROTT REALTY
$189,900Pending
3 beds 1 baths1,206 sq. ft.
232 Depot Street, Bennington, VT 05201
MLS# 5103372Listed by: MAPLE LEAF REAL ESTATE
$259,000Active
2 beds 1 baths1,318 sq. ft.
104 John Street, Bennington, VT 05201
MLS# 5102096Listed by: PERROTT REALTY
$132,900Active
2 beds 1 baths784 sq. ft.
60 Tori Lane, Bennington, VT 05201
MLS# 5101539Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$232,500Active
3 beds 2 baths1,582 sq. ft.
903 Gage Street, Bennington, VT 05201
MLS# 5101468Listed by: LAMACCHIA REALTY INC.
$250,000Active
4 beds 2 baths1,458 sq. ft.
301 Elm Street, Bennington, VT 05201
MLS# 5101031Listed by: HOFFMAN REAL ESTATE
$205,000Active
3 beds 2 baths1,632 sq. ft.
305 Weeks Street, Bennington, VT 05201
MLS# 5098061Listed by: MAPLE LEAF REAL ESTATE
$190,000Active
5 beds 2 baths2,200 sq. ft.
118 Foster Drive, Bennington, VT 05201
MLS# 5098066Listed by: MAPLE LEAF REAL ESTATE
$230,000Active
3 beds 2 baths1,128 sq. ft.
104 Short Street, Bennington, VT 05201
MLS# 5097604Listed by: MAPLE LEAF REAL ESTATE
$539,900Active
4 beds 3 baths2,376 sq. ft.
811 Middle Pownal Road, Bennington, VT 05201
MLS# 5097526Listed by: EXP REALTY
$165,000Pending
2 beds 1 baths806 sq. ft.
415 County Street, Bennington, VT 05201
MLS# 5097234Listed by: FOUR CORNER PROPERTIES LLC
$140,000Active
5 beds 2 baths1,575 sq. ft.
127 Dewey Street, Bennington, VT 05201
MLS# 5096965Listed by: MAPLE LEAF REAL ESTATE
$209,900Pending
3 beds 2 baths1,608 sq. ft.
107 Jefferson Avenue, Bennington, VT 05201
MLS# 5096450Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$264,900Active
4 beds 2 baths1,146 sq. ft.
109 County Street, Bennington, VT 05201
MLS# 5096457Listed by: MAPLE LEAF REAL ESTATE
$80,000Active
4 beds 2 baths1,465 sq. ft.
107 Lyons Street, Bennington, VT 05201
MLS# 5096159Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$299,000Active
3 beds 2 baths1,829 sq. ft.
89 Merson Street, Bennington, VT 05201
MLS# 5095251Listed by: MAHAR MCCARTHY REAL ESTATE
$299,000Active
3 beds 2 baths1,411 sq. ft.
262 Union Street, Bennington, VT 05201
MLS# 5095149Listed by: MAPLE LEAF REAL ESTATE
$450,000Active
2 beds 3 baths3,105 sq. ft.
193 Finley Drive, Bennington, VT 05201
MLS# 5094280Listed by: HOFFMAN REAL ESTATE
$209,000Pending
4 beds 2 baths1,518 sq. ft.
142 Pine Circle, Bennington, VT 05201
MLS# 5093692Listed by: MAPLE LEAF REAL ESTATE
$155,000Pending
4 beds 2 baths2,643 sq. ft.
905 County Street, Bennington, VT 05201
MLS# 5091674Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$475,000Active
6 beds 6 baths9,000 sq. ft.
425 Main Street, Bennington, VT 05201
MLS# 5087015Listed by: BHG MASIELLO BRATTLEBORO
$209,900Active
2 beds 1 baths1,075 sq. ft.
1083 Main Street, Bennington, VT 05201
MLS# 5086144Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$309,900Active
3 beds 2 baths1,900 sq. ft.
2 Pine Road, Bennington, VT 05201
MLS# 5084585Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$255,000Active
3 beds 1 baths1,344 sq. ft.
951 gage Street, Bennington, VT 05201
MLS# 5083898Listed by: PERROTT REALTY
$230,000Active
3 beds 1 baths1,092 sq. ft.
113 Main Street, Bennington, VT 05201
MLS# 5068744Listed by: MAPLE LEAF REAL ESTATE
$139,000Pending
4 beds 1 baths1,262 sq. ft.
101 Morgan Street, Bennington, VT 05201
MLS# 5045703Listed by: PERROTT REALTY
$199,000Pending
3 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 September 11, 2026 NH_NNEREN Member Broker: Nicholas Maclure

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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.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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.