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05143, VT - homes for sale
62 of 62 results displayed
- New
$90,000Active4.05 Acres00 Hillcrest Road, Andover, VT 05143
MLS# 5108551Listed by: THE HAVEN GROUP
$29,900Pending3.2 Acres1673 Dean Brook Road, Chester, VT 05143
MLS# 5108359Listed by: SOUTHERN VERMONT REALTY GROUP- New
$1,300,000Active3 beds 3 baths4,714 sq. ft.1337 Andover Ridge Road, Andover, VT 05161
MLS# 5108111Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY 
$695,000Active3 beds 3 baths2,232 sq. ft.717 Horsenail Hill Road, Windham, VT 05359
MLS# 5107952Listed by: WINHALL REAL ESTATE
$975,000Active235.3 Acres00 Pratt Bridge Road, Jamaica, VT 05143
MLS# 5107954Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$340,000Active3 beds -- baths3,608 sq. ft.145 South Main Street, Chester, VT 05143
MLS# 5107814Listed by: NANCY JENKINS REAL ESTATE
$700,000Active2 beds 3 baths1,556 sq. ft.1260 Grafton Road, Chester, VT 05143
MLS# 5107796Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$599,000Active4 beds 2 baths1,908 sq. ft.548 Crow Hill Road, Chester, VT 05143
MLS# 5106579Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$995,000Active3 beds 3 baths2,167 sq. ft.979 Andover Ridge Road, Andover, VT 05143
MLS# 5106455Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$255,000Active3 beds 2 baths1,683 sq. ft.159 Lower Bartonsville Road, Chester, VT 05013
MLS# 5106226Listed by: CENTURY 21 HIGHVIEW REALTY
$289,900Active3 beds 3 baths1,508 sq. ft.3713 Trebo Road, Chester, VT 05143
MLS# 5106191Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$289,000Active3 beds 2 baths1,488 sq. ft.447 Elm Street, Chester, VT 05143
MLS# 5104543Listed by: BHG MASIELLO KEENE
$360,000Active3 beds 2 baths1,312 sq. ft.96 Lower Bartonsville Road, Rockingham, VT 05143
MLS# 5104352Listed by: CUMMINGS & CO
$995,000Active3 beds 3 baths2,821 sq. ft.179 Reed Road, Athens, VT 05143
MLS# 5102911Listed by: LOWE'S REAL ESTATE, LLC
$149,000Active17.7 Acres0 Trebo Road, Chester, VT 05143
MLS# 5102503Listed by: ENGEL & VOLKERS OKEMO
$354,000Active2 beds 1 baths900 sq. ft.302 Davidson Hill Road, Chester, VT 05143
MLS# 5102316Listed by: VERMONT REAL ESTATE COMPANY
$225,000Active3 beds -- baths1,500 sq. ft.3781 Flamstead Road, Chester, VT 05143
MLS# 5102142Listed by: EXP REALTY
$239,000Pending35.4 Acres389 Brookline Road, Athens, VT 05143
MLS# 5102085Listed by: BARRETT & VALLEY ASSOC. INC
$1,600,000Active5 beds 5 baths6,118 sq. ft.3 Eldredge Road, Rockingham, VT 05143
MLS# 5101931Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$100,000Active0.55 Acres427 Depot Street, Chester, VT 05143
MLS# 5100755Listed by: KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER
$879,900Active5 beds 3 baths2,800 sq. ft.1470 Popple Dungeon Road, Chester, VT 05143
MLS# 5099745Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$699,000Active4 beds 4 baths2,576 sq. ft.3319 East Hill Road, Andover, VT 05149
MLS# 5099632Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$589,000Active3 beds 2 baths1,946 sq. ft.314 Dorman Road, Andover, VT 05143
MLS# 5099361Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$229,000Active27.8 Acres00 Quarry Road, Chester, VT 01543
MLS# 5098347Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$649,000Active3 beds 2 baths2,204 sq. ft.168 Chandler Road, Chester, VT 05143
MLS# 5097737Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$650,000Active10.03 Acres00 Little Pond Road, Andover, VT 05143
MLS# 5097693Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$229,500Active4 beds 2 baths1,922 sq. ft.3668 VT Route 103 North, Chester, VT 05143
MLS# 5097620Listed by: MARY W. DAVIS REALTOR & ASSOC., INC.
$789,000Active5 beds 3 baths4,388 sq. ft.223 Coach Road, Chester, VT 05143
MLS# 5097600Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$525,000Active4 beds 4 baths2,656 sq. ft.758 Weston Andover Road, Andover, VT 05143
MLS# 5097485Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$445,000Active5 beds 4 baths3,865 sq. ft.81 Main Street, Chester, VT 05143
MLS# 5095551Listed by: REAL BROKER LLC
$479,000Active3 beds 2 baths1,626 sq. ft.3208 Green Mountain Turnpike, Chester, VT 05143
MLS# 5095486Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$85,000Active3.99 Acres00 Simonsville Road, Andover, VT 05143
MLS# 5094515Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$87,500Active10.4 Acres00 Snell Road, Chester, VT 05143
MLS# 5094246Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$79,000Active5 Acres0 Linden Way, Chester, VT 05143
MLS# 5093908Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$372,500Active24.5 Acres1992 Andover Ridge Road, Andover, VT 05143
MLS# 5093667Listed by: MARY MITCHELL MILLER REAL ESTATE
$75,000Active2 beds 1 baths620 sq. ft.1144 Potash Brook Road, Chester, VT 05143
MLS# 5093286Listed by: BUFFUM REALTY
$125,000Active4.7 Acres250 Fenton Road, Chester, VT 05148
MLS# 5090458Listed by: EXP 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
$225,000Active27.2 Acres0 East Hill Road, Andover, VT 05143
MLS# 5088649Listed 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
$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
$119,000Active7.95 Acres0 Green Mountain Turnpike #5, Chester, VT 05143
MLS# 5081034Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$99,999Active3.24 Acres508 Mattson Road, Chester, VT 05143
MLS# 5082636Listed by: CUMMINGS & CO
$279,000Active5 beds 3 baths1,812 sq. ft.2100 Baltimore Road, Baltimore, VT 05143
MLS# 5078525Listed by: TOWN AND COUNTRY REALTY
$595,000Active220.11 Acres0 Markham Mountain Road, Andover, VT 05143
MLS# 5077135Listed by: WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
$3,150,000Active506 Acres00 Marsh Cross Road, Andover, VT 05143
MLS# 5074909Listed by: LANDVEST, INC/WOODSTOCK
$74,500Active16.24 AcresTBD Farrar Road, Chester, VT 05143
MLS# 5074848Listed by: EXP REALTY
$879,999Active3 beds 2 baths3,310 sq. ft.201 Spruce Drive, Andover, VT 05143
MLS# 5074216Listed by: ENGEL & VOLKERS OKEMO
$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
$159,000Active5 Acres00 Contro Road, Chester, VT 05143
MLS# 5069927Listed 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
$74,000Active15.5 Acres00 Remington Road, Chester, VT 05143
MLS# 5061671Listed by: BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
$270,000Active75 Acres1175 Quarry Road, Chester, VT 05143
MLS# 5058824Listed by: BHG MASIELLO KEENE
$650,000Active3 beds 3 baths4,324 sq. ft.3630 Vt Route 103 N, Chester, VT 05143
MLS# 5044879Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$249,000Active84 Acres000 Green Mountain Turnpike, Chester, VT 05143
MLS# 5023272Listed by: BARRETT AND VALLEY ASSOCIATES INC.
$135,000Active13.96 AcresValley View Drive #8, Andover, VT 05143
MLS# 5009431Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$485,000Active26.99 Acres00 Valley View Drive #9, Andover, VT 05143
MLS# 5075903Listed 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 September 14, 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.
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.