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Bennington County, VT - homes for sale
15 of 15 results displayed
- New
$350,000Active2 beds 2 baths1,190 sq. ft.524 Jennings Brook Drive, Bennington, VT 05201
MLS# 5090266Listed by: MAPLE LEAF REAL ESTATE
- Open Sun, 11am to 2pmNew
$1,375,000Active3 beds 5 baths3,415 sq. ft.3746-3738 Main Street #1, Manchester, VT 05254
MLS# 5090030Listed by: WOHLER REALTY GROUP 
$2,950,000Active4 beds 5 baths3,762 sq. ft.59 Garden Loop Road, Winhall, VT 05340
MLS# 5085635Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$350,000Pending2 beds 2 baths1,190 sq. ft.526 Jennings Brook Drive, Bennington, VT 05201
MLS# 5084448Listed by: MAPLE LEAF REAL ESTATE
$699,500Active3 beds 3 baths1,760 sq. ft.38 Jameson Flats, Manchester, VT 05255
MLS# 5030221Listed by: WOHLER REALTY GROUP
$350,000Pending2 beds 2 baths1,190 sq. ft.527 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080868Listed by: MAPLE LEAF REAL ESTATE
$350,000Pending2 beds 2 baths1,190 sq. ft.525 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080662Listed by: MAPLE LEAF REAL ESTATE
$350,000Pending2 beds 2 baths1,190 sq. ft.523 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080506Listed by: MAPLE LEAF REAL ESTATE
$795,000Active3 beds 3 baths1,980 sq. ft.58 Jameson Flats #D, Manchester, VT 05255
MLS# 5034168Listed by: WOHLER REALTY GROUP- Open Sat, 12 to 2pm
$2,525,000Active4 beds 4 baths4,536 sq. ft.Lot 6 Stone Lodge Road, Winhall, VT 05340
MLS# 5076149Listed by: WOHLER REALTY GROUP 
$98,999Active2 beds 2 baths825 sq. ft.78 Ethans Way, Bennington, VT 05201
MLS# 5073749Listed by: EXP REALTY
$10,300,000Active6 beds 9 baths10,993 sq. ft.551 West Fields Road, Manchester, VT 05254
MLS# 5052301Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$96,906Active2 beds 2 baths777 sq. ft.10 Cassie Lane, Bennington, VT 05201-0000
MLS# 5050693Listed by: EXP REALTY
$96,406Active2 beds 2 baths777 sq. ft.32 Cassie Lane, Bennington, VT 05201
MLS# 5050696Listed by: EXP REALTY
$96,906Active2 beds 2 baths777 sq. ft.41 Audrey Lane, Bennington, VT 05201
MLS# 5050698Listed by: EXP 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 May 22, 2026
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© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.
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.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.