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49 Houses For Sale in Chester, VT

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house for sale
4 bds | 2 ba | 1,330 sqft

1167 Trebo Rd, Chester, VT 05143

This is just the best! And wait until you step inside! Be delighted by the warmth of the wood walls and ceilings, the ac...
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$175,000
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house for sale
3 bds | 2 ba | 1,539 sqft

772 Hilltop Road, Andover, VT 05143

Ever dreamed of a life away from it all . . . now is your chance! This adorable and well-maintained log home sits on 3+ ...
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$269,900
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house for sale
4 bds | 5 ba | 4,044 sqft

465 Pennell Road, Chester, VT 05143

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed fro...
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$878,500
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house for sale
1 bds | -- ba | 440 sqft

868 Goodrich Road, Chester, VT 05143

A Glamper's dream property! Charming, furnished 1 bedroom with sleeping loft, efficiency galley kitchen, living room and...
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$45,000
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house for sale
4 bds | 2 ba | 1,536 sqft

171 Castaldo Road, Andover, VT 05143

This is a great opportunity for you. Just imagine a home that is worry free and easy to get to. If you are skiers, you w...
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$225,000
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house for sale
2 bds | 2 ba | 2,071 sqft

710 Baileys Mill Road, Chester, VT 05143

Privately sited among trees and open fields on 43.7 acres, this 2001 cape style home abuts 1,000s of acres of forest. Th...
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$365,000
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house for sale
4 bds | 2 ba | 1,500 sqft

1924 Mattson Road, Chester, VT 05143

What was once a bustling campground known as Hidden Valley Campground to many locals, can now be your next investment or...
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$415,000
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house for sale
3 bds | 1 ba | 1,456 sqft

2999 Baltimore Road, Baltimore, VT 05143

Located high on the Eastern flank of Hawk Mountain, this extraordinary 97 acre sanctuary is a one of a kind opportunity ...
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$387,500
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$49,000
house for sale
9 bds | 7 ba | 5,482 sqft

665 10 Route, Chester, VT 05143

Are you ready to live the ultimate dream of running your own business in Vermont? Once featured in Country Inns of New E...
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$399,000
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$10,000
house for sale
3 bds | 1 ba | 1,176 sqft

2725 Rte 10 Road, Chester, VT 05143

Charming Chalet built in 1977 on 2 Acres with a babbling brook in back. Standing Seam Roof, bulk Head to Basement. Wrap ...
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$169,000
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$250,000
house for sale
4 bds | 5 ba | 4,866 sqft

1782 Quarry Road, Chester, VT 05143

Four season retreat with VAST Trail access and great skiing close by. This 158 acre estate provides all you would want i...
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$1,150,000
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$10,000
house for sale
2 bds | 2 ba | 2,688 sqft

2220 Vt Route 103 South Highway, Chester, VT 05143

Retail Opportunity! Awesome 2 story property featuring large retail space with large 2 bedroom apartment on 2.22 +/- acr...
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$149,000
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house for sale
3 bds | -- ba | 1,560 sqft

547 Williams Road, Chester, VT 05143

Country privacy with direct VAST access and plenty of hunting! This well-maintained 3 bedroom home provides the ideal sp...
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$235,000
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$59,000
house for sale
4 bds | 4 ba | 3,445 sqft

1502 Popple Dungeon Road, Chester, VT 05143

Come fall in love! Just 3.5 miles from the green in Chester, is this stunning farmhouse built in 1989. A superb country ...
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$640,000
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$20,000
house for sale
3 bds | 2 ba | 1,365 sqft

139 Depot Street, Chester, VT 05143

Price Reduced! This property must be seen! Stylishly remodeled 3 bedroom, 2 bath 1890's farmhouse on .25 +/- acres in pr...
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$199,000
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$14,900
house for sale
3 bds | 3 ba | 4,234 sqft

352 Davidson Hill Road, Chester, VT 05143

If you're looking for a beautiful home with lots of room, long range views from a wrap around porch with expansive deck,...
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$425,000
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$23,000
house for sale
3 bds | 4 ba | 3,516 sqft

101 Stonehedge Lane, Chester, VT 05143

Beautiful country estate in village setting. Welcome to 101 Stonehedge located just above the historic Stone Village in ...
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$475,000
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