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Chester town, VT - single-family homes for sale
17 of 17 results displayed
- New
$569,000Active4 beds 3 baths2,464 sq. ft.3341 Trebo Road, Chester, VT 05143
MLS# 5086105Listed by: BARRETT AND VALLEY ASSOCIATES INC.
- New
$390,000Active3 beds 2 baths1,304 sq. ft.663 Depot Street, Chester, VT 05143
MLS# 5086202Listed by: REAL BROKER LLC - New
$270,000Active2 beds 1 baths1,026 sq. ft.15 Breezy Lane, Chester, VT 05143
MLS# 5086079Listed by: BUFFUM REALTY - New
$499,000Active3 beds 2 baths1,320 sq. ft.547 Williams Road, Chester, VT 05143
MLS# 5085214Listed by: EDGE REALTY VERMONT 
$595,000Active3 beds 2 baths2,966 sq. ft.147 Pleasant View Lane, Chester, VT 05143
MLS# 5084462Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$425,000Active5 beds 2 baths1,982 sq. ft.176 Meadow Road, Chester, VT 05143
MLS# 5082995Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$269,000Active3 beds 1 baths1,168 sq. ft.45 Dalrymple Street, Chester, VT 05143
MLS# 5082324Listed by: BUFFUM REALTY
$340,000Active3 beds 1 baths2,096 sq. ft.335 North Street, Chester, VT 05143
MLS# 5080199Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$649,000Active3 beds 2 baths2,205 sq. ft.688 Hidden Heights Road, Chester, VT 05143
MLS# 5074094Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$399,000Active3 beds 2 baths1,788 sq. ft.1397 Popple Dungeon Road, Chester, VT 05143
MLS# 5073930Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$399,000Active4 beds 3 baths2,148 sq. ft.40 Fenton Road, Chester, VT 05143
MLS# 5073147Listed by: TPW REAL ESTATE
$359,900Active3 beds 1 baths1,608 sq. ft.531 Main Street, Chester, VT 05143
MLS# 5070720Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$289,000Active2 beds 3 baths1,475 sq. ft.106 Contro Road, Chester, VT 05143
MLS# 5069928Listed by: BRATTLEBORO AREA REALTY
$529,000Active5 beds 5 baths3,880 sq. ft.514 First Avenue, Chester, VT 05143
MLS# 5068855Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$169,000Active1 beds 1 baths200 sq. ft.3019 Popple Dungeon Road, Chester, VT 05143
MLS# 5067929Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$349,000Active3 beds 2 baths1,488 sq. ft.447 Elm Street, Chester, VT 05143
MLS# 5061241Listed by: CUMMINGS & CO
$225,000Active3 beds 1 baths1,327 sq. ft.160 Depot Street, Chester, VT 05143
MLS# 5047277Listed by: REMAX SUMMIT
Local realty services provided by:ERA Key Realty Services
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 4, 2026
Neighborhoods near Chester town, VT
Zip codes near Chester town, VT
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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.