102 Homes For Sale in Chester, VT

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New
house for sale
4 bds | 3 ba | 2,964 sqft

270 North Street, Chester, VT 05143

This property has been home to the current owners for over 40 years. Their kids grew up here, and now it's time to move ...
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$219,900
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New
house for sale
2 bds | 2 ba | 1,530 sqft

125 And 61 Trebo Road, Chester, VT 05143

This exceptional cottage works great as a seasonal or full time home. So cozy and simple in design with the common area ...
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$199,900
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New
lots land for sale
523.84 acres

100 Rte 35 Road, Athens, VT 05143

VAST access! Come and own this large parcel of privacy in Southern Vermont! This parcel 523 +/- acres is in the State's ...
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$525,000
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house for sale
4 bds | 5 ba | 4,912 sqft

228 Vermont Route 11, Chester, VT 05143

Right outside the Village of Chester tucked away on a hillside, is this tastefully updated contemporary home. Terrific s...
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$775,000
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house for sale
4 bds | 2 ba | 3,425 sqft

982 Old Stage Rd, Chester, VT 05143

This is the Vermont you have been hoping to find. Set in the scenic Green Mountains, Chester is easily accessible to Oke...
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$449,000
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house for sale
-- bds | 1 ba | 2,682 sqft

48 Main Street, Chester, VT 05143

Imagine living in this property as a single family home. Pull up the pavement to make yard space while keeping a circula...
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$265,000
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house for sale
2 bds | 1 ba | 1,012 sqft

391 Ethan Allen Road, Chester, VT 05143

A country gem tucked away on Ethan Allen Road. This charming cottage is nestled on 1.50 acres on a dead end road. The ho...
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$129,000
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house for sale
3 bds | 1 ba | 1,440 sqft

34 Reservoir Road, Chester, VT 05143

Hidden on the hill! This pristine ranch style home was well constructed by a local builder years ago and it the craftsma...
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$225,000
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house for sale
4 bds | 2 ba | 1,895 sqft

2375 Lovers Lane, Chester, VT 05143

This classic 4 bedroom, two bath vacation home has been owned and enjoyed for the better part of 50 years by the current...
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$263,400
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house for sale
4 bds | 4 ba | 3,928 sqft

231 Christmas Tree Farm Rd, Chester, VT 05143

Own your own piece of Vermont. This is a rare find, 245 glorious acres of trails, woods, nature and wildlife with stunni...
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$750,000
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house for sale
4 bds | 3 ba | 2,557 sqft

183 Pleasant Street, Chester, VT 05143

This lovely Victorian has been completely renovated and awaits the new owner to add their finishing touches. The propert...
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$265,000
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house for sale
3 bds | 3 ba | 1,638 sqft

1236 Howard Hill Road, Andover, VT 05143

Custom-designed contemporary Cape offering bright, comfortable living spaces on 10+ beautiful acres. The main level feat...
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$399,000
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house for sale
3 bds | 4 ba | 2,322 sqft

1295 Middletown Road, Andover, VT 05143

On a quiet country lane, this immaculate home on 3.5+ acres offers easy-living, comfort and convenience in a stunning Ve...
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$525,000
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house for sale
2 bds | 1 ba | 550 sqft

159 Murdock Road, Chester, VT 05143

The View Lot you have been searching for forever! Sound of Music-like view of scenic Williams River Valley between Gasse...
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$285,000
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house for sale
4 bds | 2 ba | 2,960 sqft

3864 Flamstead Road, Chester, VT 05143

Welcome to country living. This custom built log home was built in 2003 by the homeowner. The property includes 27.11 ac...
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$322,000
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house for sale
3 bds | 2 ba | 2,150 sqft

1522 Andover Ridge Road, Andover, VT 05143

Located near the Village of Weston on a dead end road is this meticulously maintained home with spectacular views and pr...
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$350,000
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$10,000
$10,000
house for sale
3 bds | 3 ba | 3,180 sqft

244 Putnam Hill Road, Chester, VT 05143

If you have dreamed of wanting to be close to the Chester Village while enjoying a country location then this could be t...
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$239,000
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