8 Properties Available In Chester
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
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- Square Feet (Biggest)

$450,000
Single Family Home
81 Main ST, Chester, VT 05143
Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living spac...
Listed by Betsy Adamovich of Real Broker LLC


$469,000
Single Family Home
64 Maple ST, Chester, VT 05143
Located in the village of Chester, this 3-bedroom, 3-bath property offers a rare amount of space and flexibility for an ...
Listed by Betsy Adamovich of Real Broker LLC


$789,000
Single Family Home
223 Coach RD, Chester, VT 05143
Exceptional design, enduring craftsmanship, and an unrivaled Vermont setting define this remarkable custom residence on ...
Listed by Daire Gibney of Barrett and Valley Associates Inc.


$299,000
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.


$138,000
Vacant Land
250 Fenton RD, Chester, VT 05148
Welcome to a place where the sound of the river becomes part of your daily rhythm. This 4.7-acre parcel with an end-of-r...
Listed by Rachel Febbie of EXP Realty Cell: 802-375-5502


$99,999
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


$119,000
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.


$149,000
Commercial
3553 VT Route 103 N, Chester, VT 05143
Charming Grange Building in a Prime Location – Ideal for Retail or Workshop Space Looking for a versatile space with in...
Listed by Daire Gibney of Barrett and Valley Associates Inc.

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