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36 Properties

36 Properties Available In Chester

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VT >Chester >
Market Insights
64 Maple ST, Chester, VT 05143
3D
Open Sun 10AM-12PM

$ 479,000

4 Beds3 Baths2,676 SqFt

64 Maple ST, Chester, VT 05143

Single Family Home

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
3341 Trebo RD, Chester, VT 05143
1/47 47
Open Sun 10AM-2PM

$ 549,000

4 Beds3 Baths2,464 SqFt

3341 Trebo RD, Chester, VT 05143

Single Family Home

Listed by Daire Gibney of Barrett and Valley Associates Inc.

PrimeMLS
547 Williams RD, Chester, VT 05143
1/60 60
Open Sat 12PM-2PM

$ 474,900

3 Beds2 Baths1,320 SqFt

547 Williams RD, Chester, VT 05143

Single Family Home

Listed by Terri Edgerley of Edge Realty Vermont

PrimeMLS
447 Elm ST, Chester, VT 05143
1/29 29
Open 5/23 9AM-11AM

$ 329,000

3 Beds2 Baths1,488 SqFt

447 Elm ST, Chester, VT 05143

Single Family Home

Listed by Lisa Kelley of Cummings & Co

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

$ 3,300

4 Beds3 Baths2,200 SqFt

735 Main ST, Chester, VT 05143

Single Family Home

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

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

$ 1,200,000

4 Beds3 Baths3,308 SqFt

76 Goldthwaite RD, Chester, VT 05143

Single Family Home

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty [email protected]

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

$ 1,690,000

5 Beds5 Baths5,400 SqFt

1302 Popple Dungeon RD, Chester, VT 05143

Single Family Home

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty [email protected]

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

$ 349,000

4 Beds3 Baths3,332 SqFt

397 River ST, Chester, VT 05143

Single Family Home

Listed by Lisa Kelley of Cummings & Co

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

$ 390,000

3 Beds2 Baths1,304 SqFt

663 Depot ST, Chester, VT 05143

Single Family Home

Listed by Betsy Adamovich of Real Broker LLC

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

$ 1,400

2 Beds1 Bath750 SqFt

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

Condo

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

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

$ 1,100

1 Bed1 Bath600 SqFt

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

Condo

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

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

$ 649,000

3 Beds2 Baths2,205 SqFt

688 Hidden Heights RD, Chester, VT 05143

Single Family Home

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 31
Price Dropped by $50K

$ 349,000

3 Beds2 Baths1,788 SqFt

1397 Popple Dungeon RD, Chester, VT 05143

Single Family Home

Listed by Daire Gibney of Barrett and Valley Associates Inc.

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

$ 399,000

4 Beds3 Baths2,148 SqFt

40 Fenton RD, Chester, VT 05143

Single Family Home

Listed by John M Napier of TPW Real Estate

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

$ 289,000

2 Beds3 Baths1,475 SqFt

106 Contro RD, Chester, VT 05143

Single Family Home

Listed by Christine M Lewis of Brattleboro Area Realty

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

$ 169,000

1 Bed1 Bath200 SqFt

3019 Popple Dungeon RD, Chester, VT 05143

Single Family Home

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty [email protected]

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

$ 225,000

3 Beds1 Bath1,327 SqFt

160 Depot ST, Chester, VT 05143

Single Family Home

Listed by Joshua Lemieux of Remax Summit

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

$ 650,000

3 Beds3 Baths4,324 SqFt

3630 Vt Route 103 N, Chester, VT 05143

Multi-Family

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty [email protected]

PrimeMLS
250 Fenton RD, Chester, VT 05148
1/24 24
New

$ 153,000

4.7 Acres

250 Fenton RD, Chester, VT 05148

Vacant Land

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

PrimeMLS
508 Mattson RD, Chester, VT 05143
1/12 12
Active

$ 120,000

3.24 Acres

508 Mattson RD, Chester, VT 05143

Vacant Land

Listed by Jessica Citera of Cummings & Co

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

$ 129,000

7.95 Acres

0 Green Mountain TPKE #5, Chester, VT 05143

Vacant Land

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

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

$ 175,000

12.51 Acres

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

Vacant Land

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

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

$ 1,495,000

40 The Common, Chester, VT 05143

Commercial

Listed by Patrick Kelley of Real Broker LLC

PrimeMLS
TBD Farrar RD, Chester, VT 05143
1/18 18
Active

$ 74,500

16.24 Acres

TBD Farrar RD, Chester, VT 05143

Vacant Land

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

PrimeMLS
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Cameron Avery
Cameron Avery

Cameron Avery

+1(603) 303-7361 [email protected]

170 Commerce Way Suite 200, Portsmouth, New Hampshire, 03801, USA

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Cameron Avery
Cameron Avery

Cameron Avery

+1(603) 303-7361 [email protected]

170 Commerce Way Suite 200, Portsmouth, New Hampshire, 03801, USA

    • Buyers
    • Sellers
    • Search

Get My App

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

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

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.