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City: Chester, VT
Listing Status: Active
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36 Properties Available In Chester

36 Properties Available In Chester

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VT >Chester >
Market Insights
81 Main ST, Chester, VT 05143
1/58
Open Sat 11AM-1PM
3D

$475,000

5 Beds4 Baths3,865 SqFt

81 Main ST, Chester, VT 05143

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
3078 VT Route 10, Chester, VT 05143
1/60
Open Sat 9:30AM-11AM

$495,000

3 Beds2 Baths1,800 SqFt

3078 VT Route 10, Chester, VT 05143

Listed by Tyleen Murray of Kelley Real Estate, Inc.

PrimeMLS
64 Maple ST, Chester, VT 05143
1/60
Open Sat 11AM-1PM
3D

$479,000

3 Beds3 Baths2,676 SqFt

64 Maple ST, Chester, VT 05143

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
663 Depot ST, Chester, VT 05143
1/51
Open Sat 11AM-1PM

$390,000

3 Beds2 Baths1,304 SqFt

663 Depot ST, Chester, VT 05143

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
3208 Green Mountain Turnpike, Chester, VT 05143
1/34
New

$489,000

3 Beds2 Baths1,626 SqFt

3208 Green Mountain Turnpike, Chester, VT 05143

Listed by Geralyn Donohue of Four Seasons Sotheby's Int'l Realty geralyn.donohue@fourseasonssir.com

PrimeMLS
1144 Potash Brook RD, Chester, VT 05143
1/17
Active

$75,000

2 Beds1 Bath620 SqFt

1144 Potash Brook RD, Chester, VT 05143

Listed by Julie Buffum of Buffum Realty

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

$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
76 Goldthwaite RD, Chester, VT 05143
1/39
Active

$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
Price Dropped by $200K

$1,490,000

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
1/41
Price Dropped by $24K

$325,000

4 Beds3 Baths3,332 SqFt

397 River ST, Chester, VT 05143

Listed by Lisa Kelley of Cummings & Co

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
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
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
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
0 Linden WAY, Chester, VT 05143
1/22
Active

$85,000

5 Acres

0 Linden WAY, Chester, VT 05143

Listed by Daire Gibney of Barrett and Valley Associates Inc.

PrimeMLS
00 Snell RD, Chester, VT 05143
1/14
Active

$87,500

10.4 Acres

00 Snell RD, Chester, VT 05143

Listed by Geralyn Donohue of Four Seasons Sotheby's Int'l Realty geralyn.donohue@fourseasonssir.com

PrimeMLS
250 Fenton RD, Chester, VT 05148
1/31
Active

$153,000

4.7 Acres

250 Fenton RD, Chester, VT 05148

Listed by Rachel Febbie of EXP Realty Cell: 802-375-5502

PrimeMLS
508 Mattson RD, Chester, VT 05143
1/12
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
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Regan Realty Group
Nick Regan

+1(603) 759-8169 nick@reganrealtygroup.com

1060 Merrill St, Manchester, NH 03103, Manchester, New Hampshire, 03103, USA

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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.
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    • Home
      Rent
      1. Rental Listings
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    • Buy
      1. All Listings
      2. Featured Listings
      About
      1. My Team
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      3. Contact Us
      4. Reviews
      Market Snapshot
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      1. Sell My Home
      2. Home Valuation
      3. Recent Sold
      Careers
Regan Realty Group
Nick Regan

+1(603) 759-8169 nick@reganrealtygroup.com

1060 Merrill St, Manchester, NH 03103, Manchester, New Hampshire, 03103, 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.