+1(603) 765-1965 timdesmarais5@gmail.com
Keller Williams Success Keller Williams Success
  • Home
  • BLOGS
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Get Cash Offer
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
  • 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
Chester, VT
Map
44 Properties Available

44 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
547 Williams RD, Chester, VT 05143
1/60
Open Sat 12PM-2PM

$479,000

3 Beds2 Baths1,320 SqFt

547 Williams RD, Chester, VT 05143

Listed by Terri Edgerley of Edge Realty Vermont

PrimeMLS
735 Main ST, Chester, VT 05143
1/11
New

$3,300

4 Beds3 Baths2,200 SqFt

735 Main ST, Chester, VT 05143

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

PrimeMLS
202 Mountain VW, Chester, VT 05143
1/20
New

$250,000

3 Beds2 Baths1,140 SqFt

202 Mountain VW, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

PrimeMLS
76 Goldthwaite RD, Chester, VT 05143
1/39
New

$1,200,000

4 Beds3 Baths3,308 SqFt

76 Goldthwaite RD, Chester, VT 05143

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

PrimeMLS
1302 Popple Dungeon RD, Chester, VT 05143
1/53
New

$1,690,000

5 Beds5 Baths5,400 SqFt

1302 Popple Dungeon RD, Chester, VT 05143

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

PrimeMLS
397 River ST, Chester, VT 05143
1/39
New

$349,000

4 Beds3 Baths3,332 SqFt

397 River ST, Chester, VT 05143

Listed by Lisa Kelley of Cummings & Co

PrimeMLS
64 Maple ST, Chester, VT 05143
1/60
Active
3D

$479,000

4 Beds3 Baths2,676 SqFt

64 Maple ST, Chester, VT 05143

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
341 Chester Knoll DR, Bennington, VT 05201
1/58
Under Contract

$295,500

3 Beds2 Baths1,365 SqFt

341 Chester Knoll DR, Bennington, VT 05201

Listed by Catherine Cairns of Maple Leaf Real Estate

PrimeMLS
663 Depot ST, Chester, VT 05143
1/51
Active

$390,000

3 Beds2 Baths1,304 SqFt

663 Depot ST, Chester, VT 05143

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
3341 Trebo RD, Chester, VT 05143
1/47
Active

$569,000

4 Beds3 Baths2,464 SqFt

3341 Trebo RD, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

PrimeMLS
15 Breezy LN, Chester, VT 05143
1/37
Under Contract

$270,000

2 Beds1 Bath1,026 SqFt

15 Breezy LN, Chester, VT 05143

Listed by Julie Buffum of Buffum Realty

PrimeMLS
147 Pleasant View LN, Chester, VT 05143
1/53
Price Dropped by $26K

$569,000

3 Beds2 Baths2,966 SqFt

147 Pleasant View LN, Chester, VT 05143

Listed by Jay Farrar of Four Seasons Sotheby's Int'l Realty

PrimeMLS
176 Meadow RD, Chester, VT 05143
1/43
Under Contract

$425,000

5 Beds2 Baths1,982 SqFt

176 Meadow RD, Chester, VT 05143

Listed by Lauren Behm of Berkshire Hathaway HomeServices Stratton Home

PrimeMLS
45 Dalrymple ST, Chester, VT 05143
1/34
Under Contract

$269,000

3 Beds1 Bath1,168 SqFt

45 Dalrymple ST, Chester, VT 05143

Listed by Julie Buffum of Buffum Realty

PrimeMLS
335 North ST, Chester, VT 05143
1/55
Under Contract

$340,000

3 Beds1 Bath2,096 SqFt

335 North ST, Chester, VT 05143

Listed by Brendan McNamara of William Raveis Real Estate Vermont Properties Off: 802-228-8877

PrimeMLS
32 S. Main ST ##7, Chester, VT 05143
1/8
Active

$1,400

2 Beds1 Bath750 SqFt

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

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

PrimeMLS
32 S. Main ST ##4, Chester, VT 05143
1/6
Active

$1,100

1 Bed1 Bath600 SqFt

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

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

PrimeMLS
688 Hidden Heights RD, Chester, VT 05143
1/60
Active

$649,000

3 Beds2 Baths2,205 SqFt

688 Hidden Heights RD, Chester, VT 05143

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

PrimeMLS
1397 Popple Dungeon RD, Chester, VT 05143
1/31
Price Dropped by $50K

$349,000

3 Beds2 Baths1,788 SqFt

1397 Popple Dungeon RD, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

PrimeMLS
40 Fenton RD, Chester, VT 05143
1/37
Active

$399,000

4 Beds3 Baths2,148 SqFt

40 Fenton RD, Chester, VT 05143

Listed by John M Napier of TPW Real Estate

PrimeMLS
106 Contro RD, Chester, VT 05143
1/14
Active

$289,000

2 Beds3 Baths1,475 SqFt

106 Contro RD, Chester, VT 05143

Listed by Christine M Lewis of Brattleboro Area Realty

PrimeMLS
514 First AVE, Chester, VT 05143
1/37
Under Contract

$529,000

5 Beds5 Baths3,880 SqFt

514 First AVE, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

PrimeMLS
3019 Popple Dungeon RD, Chester, VT 05143
1/20
Active

$169,000

1 Bed1 Bath200 SqFt

3019 Popple Dungeon RD, Chester, VT 05143

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

PrimeMLS
447 Elm ST, Chester, VT 05143
1/29
Price Dropped by $20K

$329,000

3 Beds2 Baths1,488 SqFt

447 Elm ST, Chester, VT 05143

Listed by Lisa Kelley of Cummings & Co

PrimeMLS
  • 1
  • 2
KellerWilliams_Realty_Success_Logo_GRY-rev-WTransparents
Keller Williams Success

Tim Desmarais License ID: 9514123

+1(603) 765-1965 timdesmarais5@gmail.com

101 Broadway rd #21 Dracut MA 01826

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Get Cash Offer
    • BLOGS
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot

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.
KellerWilliams_Realty_Success_Logo_GRY-rev-WTransparents
Keller Williams Success

Tim Desmarais License ID: 9514123

+1(603) 765-1965 timdesmarais5@gmail.com

101 Broadway rd #21 Dracut MA 01826

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Get Cash Offer
    • BLOGS
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot

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.