Josh Gray - REALTOR® Josh Gray - REALTOR®
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Mortgage Calculator
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Market Snapshot
  • MORE
  • Register
  • Sign In
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
City: Chester, VT
Listing Status: Active
Map
29 Properties Available In Chester

29 Properties Available In Chester

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
VT >Chester >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status

40 The Common, Chester, VT 05143

Listed by Patrick Kelley of Real Broker LLC

$1,495,000

--
--
--
Active

176 Meadow RD, Chester, VT 05143

Listed by Lauren Behm of Berkshire Hathaway HomeServices Stratton Home

$425,000

5
2
1,982 SqFt
Active

32 S. Main ST ##7, Chester, VT 05143

Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

$1,400

2
1
750 SqFt
Active

32 S. Main ST ##4, Chester, VT 05143

Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

$1,100

1
1
600 SqFt
Active

688 Hidden Heights RD, Chester, VT 05143

Listed by Joseph Karl of William Raveis Real Estate Vermont Properties Off: 802-228-8877

$649,000

3
2
2,205 SqFt
Active

1397 Popple Dungeon RD, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$399,000

3
2
1,788 SqFt
Active

40 Fenton RD, Chester, VT 05143

Listed by John M Napier of TPW Real Estate

$399,000

4
3
2,148 SqFt
Active

106 Contro RD, Chester, VT 05143

Listed by Christine M Lewis of Brattleboro Area Realty

$289,000

2
3
1,475 SqFt
Active

447 Elm ST, Chester, VT 05143

Listed by Lisa Kelley of Cummings & Co

$349,000

3
2
1,488 SqFt
Active

160 Depot ST, Chester, VT 05143

Listed by Joshua Lemieux of Remax Summit

$225,000

3
1
1,327 SqFt
Active

3630 Vt Route 103 N, Chester, VT 05143

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

$650,000

3
3
4,324 SqFt
Active

508 Mattson RD, Chester, VT 05143

Listed by Jessica Citera of Cummings & Co

$120,000

--
--
3.24 Acres
Active

0 Green Mountain TPKE #5, Chester, VT 05143

Listed by Thaddeus J Abare of Barrett and Valley Associates Inc.

$129,000

--
--
7.95 Acres
Active

377 Coach RD #Lot #15, Chester, VT 05143

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc., Inc. Off: 802-228-8811

$175,000

--
--
12.51 Acres
Active

TBD Farrar RD, Chester, VT 05143

Listed by Erin Kendall of EXP Realty Phone: 802-579-5658

$74,500

--
--
16.24 Acres
Active

41 VT Route 103 South, Chester, VT 05143

Listed by Glenn Olney of Barrett and Valley Associates Inc.

$299,000

--
--
2,702 SqFt
Active

00 Contro RD, Chester, VT 05143

Listed by Christine M Lewis of Brattleboro Area Realty

$159,000

--
--
5 Acres
Active

136 Main ST #Suite 2, Chester, VT 05143

Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

$0

--
--
--
Active

00 Remington RD, Chester, VT 05143

Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

$74,000

--
--
15.5 Acres
Active

1175 Quarry RD, Chester, VT 05143

Listed by Jessica Samples of BHG Masiello Keene

$290,000

--
--
75 Acres
Active

3553 VT Route 103 N, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$164,000

--
--
0.75 Acres Lot
Active

00 Vermont Route 103, Chester, VT 05143

Listed by Rachael Rogala of Rachael Rogala Inc.

$200,000

--
--
6.63 Acres
Active

00 VT Route 103 N, Chester, VT 05143

Listed by Rachael Rogala of Rachael Rogala Inc.

$115,000

--
--
3.28 Acres
Active

3630 VT RT 103 N, Chester, VT 05143

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

$650,000

--
--
2 Acres Lot
Active
  • 1
  • 2

explore listings in Chester

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Mortgage Calculator
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      Market Snapshot
defaultdefault

Josh Gray - REALTOR®

Josh Gray License ID: 067254, 080080, 082.0135079

+1(979) 450-9442 hello@joshgray.realtor

39 Central St #201B, Woodstock, VT, 05091, USA

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Mortgage Calculator
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
      Market Snapshot
defaultdefault

Josh Gray - REALTOR®

Josh Gray License ID: 067254, 080080, 082.0135079

+1(979) 450-9442 hello@joshgray.realtor

39 Central St #201B, Woodstock, VT, 05091, USA

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility