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Chester, VT
Map
36 Properties Available

36 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
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147 Pleasant View LN, Chester, VT 05143
1/53
Open Sat 11AM-2PM

$595,000

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
Active

$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
328 Chester Knoll DR, Bennington, VT 05201
1/54
Under Contract

$389,900

3 Beds4 Baths2,148 SqFt

328 Chester Knoll DR, Bennington, VT 05201

Listed by Vicki R Wilson of Maple Leaf Real Estate

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

$399,000

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
531 Main ST, Chester, VT 05143
1/53
Under Contract

$359,900

3 Beds1 Bath1,608 SqFt

531 Main ST, Chester, VT 05143

Listed by Katherine K Burns of William Raveis Real Estate Vermont Properties Off: 802-228-8877

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

$349,000

3 Beds2 Baths1,488 SqFt

447 Elm ST, Chester, VT 05143

Listed by Lisa Kelley of Cummings & Co

PrimeMLS
160 Depot ST, Chester, VT 05143
1/26
Active

$225,000

3 Beds1 Bath1,327 SqFt

160 Depot ST, Chester, VT 05143

Listed by Joshua Lemieux of Remax Summit

PrimeMLS
3630 Vt Route 103 N, Chester, VT 05143
1/30
Active

$650,000

3 Beds3 Baths4,324 SqFt

3630 Vt Route 103 N, Chester, VT 05143

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

PrimeMLS
508 Mattson RD, Chester, VT 05143
1/13
Active

$120,000

3.24 Acres

508 Mattson RD, Chester, VT 05143

Listed by Jessica Citera of Cummings & Co

PrimeMLS
0 Green Mountain TPKE #5, Chester, VT 05143
1/9
Active

$129,000

7.95 Acres

0 Green Mountain TPKE #5, Chester, VT 05143

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

PrimeMLS
377 Coach RD #Lot #15, Chester, VT 05143
1/3
Active

$175,000

12.51 Acres

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

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

PrimeMLS
40 The Common, Chester, VT 05143
1/39
Active

$1,495,000

40 The Common, Chester, VT 05143

Listed by Patrick Kelley of Real Broker LLC

PrimeMLS
TBD Farrar RD, Chester, VT 05143
1/16
Active

$74,500

16.24 Acres

TBD Farrar RD, Chester, VT 05143

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

PrimeMLS
41 VT Route 103 South, Chester, VT 05143
1/33
Active
3D

$299,000

2,702 SqFt

41 VT Route 103 South, Chester, VT 05143

Listed by Glenn Olney of Barrett and Valley Associates Inc.

PrimeMLS
00 Contro RD, Chester, VT 05143
1/3
Active

$159,000

5 Acres

00 Contro RD, Chester, VT 05143

Listed by Christine M Lewis of Brattleboro Area Realty

PrimeMLS
136 Main ST #Suite 2, Chester, VT 05143
1/2
Active

$0

136 Main ST #Suite 2, Chester, VT 05143

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

PrimeMLS
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Digital Realty

Billy Abildgaard

+1(617) 315-0404 billy@digitalrealtyus.com

License ID: 9571935

Waltham, Massachusetts, 02451, United States

Get My App

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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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

default
Digital Realty

Billy Abildgaard

+1(617) 315-0404 billy@digitalrealtyus.com

License ID: 9571935

Waltham, Massachusetts, 02451, United States

Get My App

      Home
      Sell
      1. Sell My Home
      2. Home Valuation
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Affordability Calculator
      5. Mortgage Calculator
      About
      1. About Us
      2. Contact Us
      3. Join Our Team
      4. Reviews
      Property Management
      Market Snapshot
      Blogs
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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility