Century 21 Lifestyles | Single Family for Sale in Chester VT

Photo of 1302 Popple Dungeon Road Chester VT 05143

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1302 Popple Dungeon Road Chester VT 05143

$1,490,000

Beds: 5

Baths: 5

Sq Ft: 5,400

Days on Market: 44

Updated 6 Minutes Ago

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Photo of 76 Goldthwaite Road Chester VT 05143

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76 Goldthwaite Road Chester VT 05143

$1,200,000

Beds: 4

Baths: 3

Sq Ft: 3,308

Days on Market: 41

Updated 6 Minutes Ago

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Photo of 688 Hidden Heights Road Chester VT 05143

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688 Hidden Heights Road Chester VT 05143

$649,000

Beds: 3

Baths: 2

Sq Ft: 2,205

Days on Market: 157

Updated 6 Minutes Ago

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Photo of 3341 Trebo Road Chester VT 05143

Under Contract

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3341 Trebo Road Chester VT 05143

$549,000

Beds: 4

Baths: 3

Sq Ft: 2,464

Days on Market: 49

Updated 6 Minutes Ago

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Photo of 3078 VT Route 10 Chester VT 05143

Open: Saturday 9:30 am - 11 am

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3078 VT Route 10 Chester VT 05143

$495,000

Beds: 3

Baths: 2

Sq Ft: 1,800

Days on Market: 2

Open: 6/27/26 9:30 AM - 11 AM

Updated 6 Minutes Ago

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Photo of 3208 Green Mountain Turnpike Chester VT 05143

New Listing

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3208 Green Mountain Turnpike Chester VT 05143

$489,000

Beds: 3

Baths: 2

Sq Ft: 1,626

Days on Market: 3

Updated 6 Minutes Ago

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Photo of 64 Maple Street Chester VT 05143

Open: Saturday 11 am - 1 pm

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64 Maple Street Chester VT 05143

$479,000

Beds: 3

Baths: 3

Sq Ft: 2,676

Days on Market: 47

Open: 6/27/26 11 AM - 1 PM

Updated 6 Minutes Ago

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Photo of 81 Main Street Chester VT 05143

Open: Saturday 11 am - 1 pm

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81 Main Street Chester VT 05143

$475,000

Beds: 5

Baths: 4

Sq Ft: 3,865

Days on Market: 3

Open: 6/27/26 11 AM - 1 PM

Updated 6 Minutes Ago

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Photo of 547 Williams Road Chester VT 05143

Under Contract

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547 Williams Road Chester VT 05143

$474,900

Beds: 3

Baths: 2

Sq Ft: 1,320

Days on Market: 56

Updated 6 Minutes Ago

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Photo of 40 Fenton Road Chester VT 05143

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40 Fenton Road Chester VT 05143

$399,000

Beds: 4

Baths: 3

Sq Ft: 2,148

Days on Market: 166

Updated 6 Minutes Ago

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Photo of 663 Depot Street Chester VT 05143

Open: Saturday 11 am - 1 pm

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663 Depot Street Chester VT 05143

$390,000

Beds: 3

Baths: 2

Sq Ft: 1,304

Days on Market: 52

Open: 6/27/26 11 AM - 1 PM

Updated 6 Minutes Ago

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Photo of 1397 Popple Dungeon Road Chester VT 05143

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1397 Popple Dungeon Road Chester VT 05143

$349,000

Beds: 3

Baths: 2

Sq Ft: 1,788

Days on Market: 158

Updated 6 Minutes Ago

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Photo of 335 North Street Chester VT 05143

Under Contract

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335 North Street Chester VT 05143

$340,000

Beds: 3

Baths: 1

Sq Ft: 2,096

Days on Market: 92

Updated 6 Minutes Ago

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Photo of 397 River Street Chester VT 05143

Price Reduced

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397 River Street Chester VT 05143

$325,000

-$24,000

Beds: 4

Baths: 3

Sq Ft: 3,332

Days on Market: 44

Updated 6 Minutes Ago

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Photo of 447 Elm Street Chester VT 05143

Under Contract

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447 Elm Street Chester VT 05143

$299,000

Beds: 3

Baths: 2

Sq Ft: 1,488

Days on Market: 281

Updated 6 Minutes Ago

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Photo of 106 Contro Road Chester VT 05143

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106 Contro Road Chester VT 05143

$289,000

Beds: 2

Baths: 3

Sq Ft: 1,475

Days on Market: 215

Updated 6 Minutes Ago

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Photo of 202 Mountain View Chester VT 05143

Under Contract

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202 Mountain View Chester VT 05143

$250,000

Beds: 3

Baths: 2

Sq Ft: 1,140

Days on Market: 38

Updated 6 Minutes Ago

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Photo of 3019 Popple Dungeon Road Chester VT 05143

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3019 Popple Dungeon Road Chester VT 05143

$169,000

Beds: 1

Baths: 1

Sq Ft: 200

Days on Market: 135

Updated 6 Minutes Ago

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Photo of 1144 Potash Brook Road Chester VT 05143

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1144 Potash Brook Road Chester VT 05143

$75,000

Beds: 2

Baths: 1

Sq Ft: 620

Days on Market: 14

Updated 6 Minutes Ago

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Photo of 735 Main Street Chester VT 05143

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735 Main Street Chester VT 05143

$3,300 / mo

Beds: 4

Baths: 3

Sq Ft: 2,200

Days on Market: 38

Updated 6 Minutes Ago

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Photo of 32 S. Main Street ##7 Chester VT 05143

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32 S. Main Street ##7 Chester VT 05143

$1,400 / mo

Beds: 2

Baths: 1

Sq Ft: 750

Days on Market: 100

Updated 6 Minutes Ago

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