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Chester town, VT - single-family homes for sale
25 of 25 results displayed
- Open Sun, 1 to 3pmNew
$359,000Active2 beds 1 baths900 sq. ft.302 Davidson Hill Road, Chester, VT 05143
MLS# 5102316Listed by: VERMONT REAL ESTATE COMPANY
$175,000Pending3 beds 2 baths1,379 sq. ft.641 Depot Street, Chester, VT 05143
MLS# 5100719Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$925,000Active5 beds 3 baths2,850 sq. ft.1470 Popple Dungeon Road, Chester, VT 05143
MLS# 5099745Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$199,000Active2 beds 1 baths732 sq. ft.1372 Potash Brook Road, Chester, VT 05143
MLS# 5098053Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$750,000Active3 beds 2 baths1,695 sq. ft.955 Smokeshire Road, Chester, VT 05143
MLS# 5097722Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$649,000Active3 beds 2 baths2,204 sq. ft.168 Chandler Road, Chester, VT 05143
MLS# 5097737Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$789,000Active5 beds 3 baths4,388 sq. ft.223 Coach Road, Chester, VT 05143
MLS# 5097600Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$880,000Active3 beds 3 baths3,000 sq. ft.330 Spruce Drive, Andover, VT 05143
MLS# 5096214Listed by: MARY MITCHELL MILLER REAL ESTATE
$450,000Active5 beds 4 baths3,865 sq. ft.81 Main Street, Chester, VT 05143
MLS# 5095551Listed by: REAL BROKER LLC
$489,000Active3 beds 2 baths1,626 sq. ft.3208 Green Mountain Turnpike, Chester, VT 05143
MLS# 5095486Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$495,000Active3 beds 2 baths1,800 sq. ft.3078 VT Route 10, Chester, VT 05143
MLS# 5095371Listed by: KELLEY REAL ESTATE, INC.
$75,000Active2 beds 1 baths620 sq. ft.1144 Potash Brook Road, Chester, VT 05143
MLS# 5093286Listed by: BUFFUM REALTY
$5,150,000Active8 beds 8 baths10,062 sq. ft.3800 Weston Andover Road, Andover, VT 05143
MLS# 5089880Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$1,200,000Active4 beds 3 baths3,308 sq. ft.76 Goldthwaite Road, Chester, VT 05143
MLS# 5088175Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$325,000Active4 beds 3 baths3,332 sq. ft.397 River Street, Chester, VT 05143
MLS# 5087965Listed by: CUMMINGS & CO
$1,490,000Active5 beds 5 baths5,400 sq. ft.1302 Popple Dungeon Road, Chester, VT 05143
MLS# 5087874Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$469,000Active3 beds 3 baths2,676 sq. ft.64 Maple Street, Chester, VT 05143
MLS# 5087175Listed by: REAL BROKER LLC
$549,000Active4 beds 3 baths2,464 sq. ft.3341 Trebo Road, Chester, VT 05143
MLS# 5086105Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$390,000Active3 beds 2 baths1,304 sq. ft.663 Depot Street, Chester, VT 05143
MLS# 5086202Listed by: REAL BROKER LLC
$419,900Active5 beds 2 baths1,982 sq. ft.176 Meadow Road, Chester, VT 05143
MLS# 5082995Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$649,000Active3 beds 2 baths2,205 sq. ft.688 Hidden Heights Road, Chester, VT 05143
MLS# 5074094Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$299,000Active3 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
$289,000Pending2 beds 3 baths1,475 sq. ft.106 Contro Road, Chester, VT 05143
MLS# 5069928Listed by: BRATTLEBORO AREA REALTY
$169,000Active1 beds 1 baths200 sq. ft.3019 Popple Dungeon Road, Chester, VT 05143
MLS# 5067929Listed by: FOUR SEASONS SOTHEBY'S INT'L 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 August 3, 2026
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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.