Bennington town, VT - single-family homes for sale

45 of 45 results displayed

New
$388,000Active
4 beds 2 baths1,620 sq. ft.
317 Chester Knoll Drive, Bennington, VT 05201
MLS# 5092590Listed by: MAPLE LEAF REAL ESTATE
New
$325,000Active
4 beds 2 baths1,443 sq. ft.
21 Pageant Street, Bennington, VT 05201
MLS# 5092315Listed by: MAHAR MCCARTHY REAL ESTATE
New
$155,000Active
4 beds 2 baths2,643 sq. ft.
905 County Street, Bennington, VT 05201
MLS# 5091674Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$279,000Active
2 beds 1 baths2,142 sq. ft.
32 Albe Drive, Bennington, VT 05201
MLS# 5090246Listed by: MAPLE LEAF REAL ESTATE
$275,000Active
2 beds 3 baths1,265 sq. ft.
212 Dewey Street, Bennington, VT 05201
MLS# 5090068Listed by: MAPLE LEAF REAL ESTATE
$315,000Pending
3 beds 2 baths1,729 sq. ft.
105 Albe Drive, Bennington, VT 05201
MLS# 5089522Listed by: HOFFMAN REAL ESTATE
$149,900Active
3 beds 1 baths1,232 sq. ft.
256 Union Street, Bennington, VT 12090
MLS# 5089524Listed by: EXP REALTY
$274,900Active
3 beds 1 baths1,210 sq. ft.
26 Knoll Crest Lane, Bennington, VT 05201
MLS# 5089377Listed by: HOFFMAN REAL ESTATE
$695,000Active
4 beds 2 baths1,614 sq. ft.
515 Quarry Road, Bennington, VT 05201
MLS# 5089246Listed by: MAPLE LEAF REAL ESTATE
$295,000Active
3 beds 2 baths2,753 sq. ft.
166 Cardinal Lane, Bennington, VT 05201
MLS# 5089120Listed by: MAHAR MCCARTHY REAL ESTATE
$399,900Active
4 beds 2 baths1,896 sq. ft.
23 Pageant Street, Bennington, VT 05201
MLS# 5088223Listed by: MAPLE LEAF REAL ESTATE
$269,000Active
3 beds 2 baths1,265 sq. ft.
935 Gage Street, Bennington, VT 05201
MLS# 5088129Listed by: MAPLE LEAF REAL ESTATE
$225,000Active
3 beds 1 baths1,047 sq. ft.
99 Coolidge Avenue, Bennington, VT 05201
MLS# 5088016Listed by: MAPLE LEAF REAL ESTATE
$419,000Active
4 beds 3 baths2,119 sq. ft.
131 Pine Circle, Bennington, VT 05201
MLS# 5087824Listed by: MAPLE LEAF REAL ESTATE
$279,000Active
3 beds 2 baths1,408 sq. ft.
8 West Street, Bennington, VT 05257
MLS# 5087836Listed by: MAHAR MCCARTHY REAL ESTATE
$299,000Active
3 beds 2 baths1,496 sq. ft.
1803 Harwood Hill Road, Bennington, VT 05201
MLS# 5087666Listed by: FOUR CORNER PROPERTIES LLC
$499,000Active
6 beds 6 baths9,000 sq. ft.
425 Main Street, Bennington, VT 05201
MLS# 5087015Listed by: BHG MASIELLO BRATTLEBORO
$295,500Pending
3 beds 2 baths1,365 sq. ft.
341 Chester Knoll Drive, Bennington, VT 05201
MLS# 5086769Listed by: MAPLE LEAF REAL ESTATE
$299,000Active
3 beds 2 baths1,640 sq. ft.
56 Hildur Hill, Bennington, VT 05201
MLS# 5086658Listed by: MAHAR MCCARTHY REAL ESTATE
$275,000Active
3 beds 2 baths1,526 sq. ft.
302 Prospect Street, Bennington, VT 05201
MLS# 5086287Listed by: HOFFMAN REAL ESTATE
$219,900Active
2 beds 1 baths1,075 sq. ft.
1083 Main Street, Bennington, VT 05201
MLS# 5086144Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$579,000Active
3 beds 2 baths2,501 sq. ft.
856 Matteson Road, Bennington, VT 05201
MLS# 5085559Listed by: MAPLE LEAF REAL ESTATE
$275,000Active
2 beds 1 baths1,104 sq. ft.
124 ALBE Drive, Bennington, VT 05201
MLS# 5085209Listed by: MAHAR MCCARTHY REAL ESTATE
$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
$339,900Active
3 beds 2 baths1,500 sq. ft.
683 Water Street, Bennington, VT 05257
MLS# 5084514Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$269,000Active
3 beds 2 baths1,934 sq. ft.
508 Barney Road, Bennington, VT 05201
MLS# 5084270Listed by: PERROTT REALTY
$395,000Active
3 beds 2 baths1,556 sq. ft.
231 Washington Avenue, Bennington, VT 05201
MLS# 5084174Listed by: MAHAR MCCARTHY REAL ESTATE
$275,000Active
3 beds 1 baths1,344 sq. ft.
951 gage Street, Bennington, VT 05201
MLS# 5083898Listed by: PERROTT REALTY
$209,000Active
4 beds 1 baths1,127 sq. ft.
20 Sage Street, Bennington, VT 05257
MLS# 5083528Listed by: EXP REALTY
$525,000Pending
3 beds 3 baths3,182 sq. ft.
4 Stonehedge Drive, Bennington, VT 05201
MLS# 5082188Listed by: MAHAR MCCARTHY REAL ESTATE
$350,000Active
4 beds 3 baths2,530 sq. ft.
93 Russett Drive, Bennington, VT 05201
MLS# 5080194Listed by: MAHAR MCCARTHY REAL ESTATE
$355,000Active
4 beds 2 baths2,108 sq. ft.
149 Jewett Drive, Bennington, VT 05201
MLS# 5077814Listed by: MAPLE LEAF REAL ESTATE
$1,495,000Active
7 beds 6 baths6,392 sq. ft.
16 West Road, Bennington, VT 05201
MLS# 5075253Listed by: MAHAR MCCARTHY REAL ESTATE
$100,000Active
3 beds 1 baths1,508 sq. ft.
109 Evergreen Drive, Bennington, VT 05201
MLS# 5074746Listed by: EXP REALTY
$269,900Active
3 beds 2 baths900 sq. ft.
2092 N Bennington Road, Bennington, VT 05257
MLS# 5074418Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$359,900Active
3 beds 2 baths1,404 sq. ft.
38 Oak Ridge Lane, Bennington, VT 05201
MLS# 5073481Listed by: HOFFMAN REAL ESTATE
$230,000Active
3 beds 1 baths1,092 sq. ft.
113 Main Street, Bennington, VT 05201
MLS# 5068744Listed by: MAPLE LEAF REAL ESTATE
$599,000Pending
3 beds 3 baths2,715 sq. ft.
58 Mount Anthony Road, Bennington, VT 05201
MLS# 5067086Listed by: MAHAR MCCARTHY REAL ESTATE
$35,300Pending
2 beds 1 baths1,302 sq. ft.
933 East Road, Bennington, VT 05201
MLS# 5064307Listed by: REALHOME SERVICES AND SOLUTIONS, INC.
$325,000Active
3 beds 2 baths1,829 sq. ft.
89 Merson Street, Bennington, VT 05201
MLS# 5064108Listed by: MAHAR MCCARTHY REAL ESTATE
$219,500Active
3 beds 1 baths1,254 sq. ft.
14 Robinson Avenue, Bennington, VT 05201
MLS# 5049236Listed by: MAHAR MCCARTHY REAL ESTATE
$365,000Active
4 beds 2 baths1,735 sq. ft.
19 Royal Street, Bennington, VT 05257
MLS# 5048567Listed 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
$1,950,000Active
9 beds 7 baths6,956 sq. ft.
1086 West Road, Bennington, VT 05201
MLS# 5074314Listed by: MAHAR MCCARTHY REAL ESTATE
$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 June 8, 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.

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.