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Chester, Windsor County, Vermont Vacation Homes For Sale: Showing 1-15 of 49

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House in Chester, Windsor County, Vermont,
$145,900

This affordable three-bedroom cape sits on a 2-acre lot along a quiet cul-de-sac in the community of Chester. Flexible floor plan, walk-out basement with a finished area, deck with seasonal views through the trees, two-car attached garage and expansion possibilities make this home a true value in...
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House in Chester, Windsor County, Vermont,
$249,000

This property is a rare find.Quality built by original owners.The house has been maintained impeccably.Open layout, good sized rooms, great sunshine!Extra insulation&energyefficient windows,doors,multi zoned,ENERGY efficient!Extremely economical to maintain.Owner has heated with wood from this...
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House in Andover, Windsor County, Vermont,
$179,500

PRICE REDUCTION...EXCEPTIONAL LOCATION... EXCEPTIONAL VACATION HOME or HOMESTEAD..YOU MAKE THE CALL!! This 3BR, 2BA, home with two fireplaces is located in close proximity to biking,fishing, kayaking, golfing, skiing or snowmobiling or just set back on your deck & enjoy the great outdoors &...
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House in Chester, Windsor County, Vermont,
$239,000

Own over 28 acres in Chester and Grafton, in Current Use program for tax reduction and conservation. Solid house in very good condition in classic style with large rooms - many extras such as hardwood floors downstairs, big master bedroom and bath on first floor, bay window in dining area looking...
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House in Chester, Windsor County, Vermont,
$299,900

Spacious pretty 7 year old Colonial. 3 bedrooms, 3.5 baths, 2 car attached garage, fireplaced living room,formal dining room. Kitchen has cherry cabinets & granite countertops, master suite with jet tub, finished loft and finished walk-out basement. Some mountain views from your large back deck....
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House in Andover, Windsor County, Vermont,
$1,000,000

This high elevation property in the heart of ski country consists of dwellings, pristine woodlands, lush meadows, and hiking/riding trails. The structures include a cottage (easily 3 bedrooms with some framing/finishing), a soundproof studio (potential guest/caretakers house) and a garage/utility...
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House in Athens, Windsor County, Vermont,
$215,000

Private and Secluded! A great country get-away or primary residence on 48 rural acres bordering on conserved land of the WHPA. If you like lots of natural wood you will love this house with its pine board walls and floors. First floor features an open concept living space with a cathedral...
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House in Chester, Windsor County, Vermont,
$225,000

Come up the mountain side and view this inviting well maintain home. You will be surrounded by lush cared for perennials and a lovely brook that passes through the property all on a quiet Vermont back road. You are welcomed inside by stepping into a three season porch which is lovely on warm summer ...
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House in Chester, Windsor County, Vermont,
$114,900

Recently reduced! Come and see this spacious home on 4+ well landscaped acres. 4 bedrooms, 2 baths, roomy kitchen, nice layout. Quiet gravel road yet convenient to town.Owners are motivated!!
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House in Baltimore, Windsor County, Vermont,
$219,000

LISTED AT $33,000 BELOW ASSESSMENT!!!MOTIVATED SELLER!!This peaceful setting for your family compound offers a very comfortable main home and an adorable, well fitted cottage . The large barn is currently used as a shop. Bring your animals. Trails abound and the Vast Trail is just above the...
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House in Andover, Windsor County, Vermont,
$699,000

Rarely available: beautiful views, superb condition, aprx 4000 square feet of spacious rooms, privacy without isolation = perfect! This property offers 76.69 acres with large pond, meadows, stone walls, tree breaks and views. The residence is warm and inviting, flooded with light. From the...
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House in Chester, Windsor County, Vermont,
$199,000

LOCATION, LOCATION!! If you are looking for an affordable Chester home that's only a short walk to the center of town look no further. This 4 Bedroom, 2 Bath home is in excellent condition and situated nicely on 1.25 acres with a beautiful yard. Set back from the road it offers a private and quiet...
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House in Chester, Windsor County, Vermont,
$200,000

Price Reduced! Peaceful and private yet convenient Chester location close to Okemo on 15 +/- acres. Immaculately maintained 2 bedroom, 2 bath ranch style log home with open living/kitchen area, master bedroom w/whirlpool bath, standing seam roof, full basement and detached oversized 1 car garage....
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House in Chester, Windsor County, Vermont,
$213,000

Priced just below assessed value for a fair deal. This 2 bedroom 3 bathroom ranch style home offers: kitchen with stainless steel appliances, Ginger Glazed Maple Kraft Made cabinets, Island with breakfast bar & granite counter tops. Master bedroom has a walk in closet and private bath. Open concept ...
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House in Chester, Windsor County, Vermont,
$399,900

A coveted location in Chester! This home is privately sited on 14.5 acres high above the Stone Village with views that are long ranging and spectacular! This elevated site has easy paved access from Flamstead Road and is one half mile to Lisai's Market and one mile to Chester center, truly a...
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