34 Properties Available In Chester
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$479,000
Single Family Home
64 Maple ST, Chester, VT 05143
Located in the village of Chester, this 4-bedroom, 3-bath property offers a rare amount of space and flexibility for an ...
Listed by Betsy Adamovich of Real Broker LLC
$390,000
Single Family Home
663 Depot ST, Chester, VT 05143
Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that's hard to find in an old...
Listed by Betsy Adamovich of Real Broker LLC
$1,495,000
Commercial
40 The Common, Chester, VT 05143
A rare opportunity to own one of southern Vermont's most beloved hospitality landmarks. Located directly on the pictures...
Listed by Patrick Kelley of Real Broker LLC
$349,000
Single Family Home
397 River ST, Chester, VT 05143
Some properties just radiate a certain warmth, charm and magic and this home is definitely one of them. Imagine sitting ...
Listed by Lisa Kelley of Cummings & Co
$1,690,000
Single Family Home
1302 Popple Dungeon RD, Chester, VT 05143
Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. O...
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com
$569,000
Single Family Home
3341 Trebo RD, Chester, VT 05143
Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and V...
Listed by Daire Gibney of Barrett and Valley Associates Inc.
$499,000
Single Family Home
547 Williams RD, Chester, VT 05143
Welcome to this meticulously maintained chalet in gorgeous Chester, Vermont! Private and secluded, yet close to skiing, ...
Listed by Terri Edgerley of Edge Realty Vermont
$595,000
Single Family Home
147 Pleasant View LN, Chester, VT 05143
Tucked away at the end of a quiet lane on three scenic acres, this well-maintained home offers a rare blend of privacy, ...
Listed by Jay Farrar of Four Seasons Sotheby's Int'l Realty
$1,400
Condo
32 S. Main ST ##7, Chester, VT 05143
Traditional two bedroom apartment on Main Street in Chester. Walking distance to amenities. Coin-op laundry on site. $1...
Listed by Team BVA Rentals of Barrett and Valley Associates Inc.
$1,100
Condo
32 S. Main ST ##4, Chester, VT 05143
Traditional one bedroom apartment on Main Street in Chester. Walking distance to amenities. Coin-op laundry on site. $1...
Listed by Team BVA Rentals of Barrett and Valley Associates Inc.
$649,000
Single Family Home
688 Hidden Heights RD, Chester, VT 05143
Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views an...
Listed by Joseph Karl of William Raveis Real Estate Vermont Properties Off: 802-228-8877
$349,000
Single Family Home
1397 Popple Dungeon RD, Chester, VT 05143
Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here f...
Listed by Daire Gibney of Barrett and Valley Associates Inc.
$399,000
Single Family Home
40 Fenton RD, Chester, VT 05143
This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own san...
Listed by John M Napier of TPW Real Estate
$289,000
Single Family Home
106 Contro RD, Chester, VT 05143
Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and el...
Listed by Christine M Lewis of Brattleboro Area Realty
$169,000
Single Family Home
3019 Popple Dungeon RD, Chester, VT 05143
Discover serene beauty in this charming 200 Sq Ft Tiny House, nestled on a picturesque 1-acre lot alongside the South Br...
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com
$329,000
Single Family Home
447 Elm ST, Chester, VT 05143
Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and...
Listed by Lisa Kelley of Cummings & Co
$225,000
Single Family Home
160 Depot ST, Chester, VT 05143
Don't miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of char...
Listed by Joshua Lemieux of Remax Summit
$650,000
Multi-Family
3630 Vt Route 103 N, Chester, VT 05143
Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifull...
Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com
$120,000
Vacant Land
508 Mattson RD, Chester, VT 05143
This property offers so many possibilities! Nestled on a quiet dirt road in scenic Chester just 10 mile from Okemo, this...
Listed by Jessica Citera of Cummings & Co
$129,000
Vacant Land
0 Green Mountain TPKE #5, Chester, VT 05143
Nestled in the picturesque hills of Chester, this inviting 7.95+/- acre property offers the perfect blend of privacy, be...
Listed by Thaddeus J Abare of Barrett and Valley Associates Inc.
$175,000
Vacant Land
377 Coach RD #Lot #15, Chester, VT 05143
Minutes to the Village Green, yet peaceful and private, this rare parcel offers the perfect balance of convenience and V...
Listed by Elissa Scully of Mary W. Davis Realtor & Assoc., Inc. Off: 802-228-8811
$74,500
Vacant Land
TBD Farrar RD, Chester, VT 05143
Looking for a piece of Vermont to build a camp, cabin, ski home, full time residence, or create your own homestead? This...
Listed by Erin Kendall of EXP Realty Phone: 802-579-5658
$299,000
Multi-Family
41 VT Route 103 South, Chester, VT 05143
Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the...
Listed by Glenn Olney of Barrett and Valley Associates Inc.
$159,000
Vacant Land
00 Contro RD, Chester, VT 05143
There are many ways to love Vermont and many ways to live here. This 5 acre parcel has a great open meadow perfect for ...
Listed by Christine M Lewis of Brattleboro Area Realty
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