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Land for sale including Residential Property in Chester Vermont - Page 1 of 2

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$5,500,000 1,919.37 acres 6 Beds | 5 Baths | 1 ½ Bath | 4931 sqft
2356 Lovers Lane, Chester, VT 05143 - Windsor County

1,919.37 acres Chester, VT

This 1,929 acre farm in Southern Vermont has been assembled over 40 years and carefully managed as a family retreat providing complete privacy and excellent views. The property includes a c1819 Farmhouse with 4,930 s.f. and 6 bedrooms, Guest House with 2 bedrooms, Caretaker House with 2 bedrooms, 2 Antique Post & Beam Barns, and a secluded Log Cabin. The diverse landscape has 60 acres of meadows suitable for agriculture, a stocked 2-acre pond, orchards, streams, and 3.5 miles of top grade access roads throughout the property. The 1,839 acres of carefully managed northern hard wood forest, predominate in Sugar Maple, has a Timber Capital Value estimated at $2.67M. Located 4 hours from NYC, and 2.5 hours from Boston.
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$3,950,000 1,804 acres
2356 Lovers Lane, Chester, VT 05143 - Windsor County

1,804 acres Chester, VT

One of the best investments on the market today. Chester Forest consists of 1,803.79 acres of a well-stocked and managed forest with over $2.67 million of standing timber, dominated by Sugar Maple. On the property is an easily accessible 650 square foot log home built in 1991 from logs harvested from the land and set in an apple orchard field with tremendous view to the southwest.
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$1,550,000 118 acres 6 Beds | 5 Baths | 1 ½ Bath | 4931 sqft
2356 Lovers Lane, Chester, VT 05143 - Windsor County

118 acres Chester, VT

This 118 acre farm in Southern Vermont has been carefully managed as a family retreat providing complete privacy, and excellent views. The property includes a c1819 brick farmhouse with 4,930 square feet and 6 bedrooms surrounded by stonewalls and beautiful birch trees, a 2-bedroom guest house, 2-bedroom caretaker house, and two antique barns. The diverse landscape includes open meadows suitable for agriculture, a 2-acre pond, orchard and streams. Located just 4 hours from NYC, and 2.5 hours from Boston. Additional land available, see MLS 4507606.
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$1,100,000 245 acres 4 Beds | 4 Baths | 3808 sqft
231 Christmas Tree Farm Road, Chester, VT 05143 - Windsor County

245 acres Chester, VT

Privacy, Views, Acreage and Authentic Vermont! This dramatic log home began in 1981 as a small classic log cabin; but the big view and setting just deserved more. Between 2003 and 2008 the owner added nearly 3,000 square feet. Now this lovely large home sits at the top of an open meadow easily taking in the dramatic Southerly views. With 245 acres and being located at the end of the private drive, you don't have to see anything but wildlife. The newer Main House features a custom-crafted entry door that was imported from Belgium. It takes you in to a large entry area with an additional room just off the entry that is waiting for your finishing (a large half bath, laundry room or pantry - you decide). The kitchen features high ceilings wi
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$1,100,000 245 acres 4 Beds | 4 Baths | 3808 sqft
231 Christmas Tree Farm Rd, Chester, VT 05143 - Windsor County

245 acres Chester, VT

Privacy, Views, Acreage and Authentic Vermont! This dramatic log home began in 1981 as a small classic log cabin; but the big view and setting just deserved more. Between 2003 and 2008 the owner added nearly 3,000 square feet. Now this lovely large home sits at the top of an open meadow easily taking in the dramatic Southerly views. With 245 acres and being located at the end of the private drive, you don't have to see anything but wildlife. The newer Main House features a custom-crafted entry door that was imported from Belgium. It takes you in to a large entry area with an additional room just off the entry that is waiting for your finishing (a large half bath, laundry room or pantry - you decide). The kitchen features high ceilings wi
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$1,100,000 170.82 acres 5 Beds | 5 Baths | 4786 sqft
572 Horseshoe Rd, Chester, VT 05143 - Windsor County

170.82 acres Chester, VT

C1850s Hidden Pond Farm blends the classic Vermont farmhouse and setting, views and privacy with tasteful renovation and addition that provide a more open floor plan. Sited on 170 acres at the end of a road shared with just one other residence, the farmstead is surrounded by meadows and includes a swimming pond, 5-stall barn, detached garage and trails throughout the property. The farmhouse, with 4,786 square feet and 5 bedrooms, has a classic New England style with brick fireplaces, antique floor boards and original paneled doors. The additions complementary style transitions to a great room with high ceilings, big windows and mountain views. Located within 3 miles of Chester village and 7 miles of Route 91.
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$599,999 193 acres 6 Beds | 4 Baths | 2 ½ Baths | 4316 sqft
1328 Chandler Road, Chester, VT 05143 - Windsor County

193 acres Chester, VT

REDUCED $50K!!! This Contemporary Sanctuary situated on 193 acres of open meadow, hard and soft woods, a year round brook, blue berry bushes, beautiful perennials and a swimming pond, is the perfect Vermont escape. Take in long distance mountain views through the open meadows to include Hawks Mountain. The industrious barn is built for any type of work imaginable with 3 phase power. Relax on the spacious deck over looking the pond taking in spectacular views. The open living concept, exceptionally large, flooded with natural light, unique stone and wood fireplace, and natural stone floors through out. Soap stone counters and farmers sink high light the kitchen with commercial grade stainless steel appliances. This home is in need of some fi
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$484,000 41.24 acres 3 Beds | 3 Baths | 4284 sqft
147 Mineral Springs Road, Chester, VT 05143 - Windsor County

41.24 acres Chester, VT

Perched high on a hill with sweeping panoramic mountain views to include Okemo is this custom contemporary home. The kitchen boast wood cabinetry, stainless appliances and granite counters. Large bedrooms, to include the master suite with adjoining hot tub room with one of many hand painted murals. The Greatest of great rooms is a wide open concept of the dinning, living and wet bar with sitting area flooded with natural light from many large Anderson windows and sliders. Enhanced with wood floors, exposed beams, tongue and groove wood cathedral ceiling and beautiful stone fireplace. Above the loft area 16x25 with natural wood stairs and railings. The downstairs is a blank canvas of 3,500 sq ft of wide open space. This exceptional home is e
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$368,000 4.5 acres 4 Beds | 3 Baths | 1 ½ Bath | 2747 sqft
350 Farrar Rd, Chester, VT 05143 - Windsor County

4.5 acres Chester, VT

Step away from the hustle and bustle, leave the pavement, and wind through the tree canopy on a quiet road with gentle curves carved by the rocky stream alongside. Pull into a true Vermont homestead exposing a traditional saltbox, car barn and sugarhouse with sunshine, open lawn and room to park and play. The Green Mountain view from anywhere feels private whether you are working in the organic garden or oversize potting shed, sitting at the fire pit, or enjoying a beverage on the screened porch. Spacious open-living emerges after the entry/mudroom. Granite counters and warm wood cabinets anchor the kitchen side with dining centered and living area enjoying the radiating wood stove. Adjacent is the office/study and beyond are the family ro
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$349,900 21 acres 4 Beds | 3 Baths | 1 ½ Bath | 3915 sqft
4419 Trebo Rd Road, Chester, VT 05143 - Windsor County

21 acres Chester, VT

Imagine stepping out of your aromatherapy shower and basking in the light from the home's many south facing over-sized windows. Walk outside and smell the mature rhododendron bushes or pick fruit from your pear, plum, and crab apple trees. Stroll through the 21 acres of private woods listening to the birds and the small winding brook. With a massive mudroom, walk in pantry, newer standing seam metal roof, on demand hot water, wood stove and so much more, you don't want to miss this one! Endless possibilities with this secluded custom built post and beam colonial! Looking for a ski home? At only 20 Minutes to Okemo and 15 minutes from I91, the nearly 4,000 finished square feet could make this an ideal ski retreat for you and your friends. Ho
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$335,000 5.1 acres 5 Beds | 5 Baths | 3800 sqft
514 First Avenue, Chester, VT 05143 - Windsor County

5.1 acres Chester, VT

EXCEPTIONAL CHESTER VILLAGE HOME on 5 ACRES! Handsome brick home offering 5 bedrooms, 4 baths, wide board floors, fireplaces, 2 car carriage barn. Large barn plus 3 acre meadow with river frontage. Would make an ideal horse property. Nice country feel with village amenities!1 bedroom, 1 bath on 1st floor wing, with separate entry, set-up as an in-law apartment.
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$318,000 7.5 acres 4 Beds | 3 Baths | 2688 sqft
1709 Potash Brook Road, Chester, VT 05773 - Windsor County

7.5 acres Chester, VT

Custom Family Home in Chester, VT where Privacy is Paramount! This 4 bedroom/3 bath home sits on over 7 acres of private land near the end of a dead-end country road and is only minutes to the Village of Chester. Built in 2008 to the custom specifications of the current owner, this home has plenty of storage, a large laundry room with a bath and a master suite with custom tile shower, a Japanese soaking tub and its own deck. The main level of the house is where the fun happens. The Large living room with brand- new flooring, woodstove and stone hearth sits adjacent to the kitchen! Features of the kitchen include a Commercial hood over the Blue Star 6 burner gas range, pot-filler faucet. The dining room opens to the covered deck and 12
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$318,000 7.5 acres 4 Beds | 2 Baths | 2688 sqft
1709 Potash Brook Rd, Chester, VT 05773 - Windsor County

7.5 acres Chester, VT

This 4 bed/3 bath home sits on over 7 acres of land near the end of a dead-end country road and is minutes to the Village of Chester. Built in 2008 to custom specifications, this home has plenty of storage, a large laundry room with a bath and a master suite with custom tile shower, a Japanese soaking tub and its own deck. The main level of the house has a large living room with brand- new flooring, woodstove and stone hearth and sits adjacent to the gourmet kitchen featuring a commercial hood over the Blue Star 6 burner gas range and pot-filler faucet. The dining room opens to the covered deck and 12 x 22 blue stone patio. Rounding out the main floor and just off the living room is a large den/office which could be used as a 2nd living ro
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$299,000 5 acres 3 Beds | 3 Baths | 2400 sqft
78 Lovell Road, Chester, VT 05143 - Windsor County

5 acres Chester, VT

Enjoy a comfortable, five acre country setting with the spacious, modern home at the end of an easy, level driveway. Cathedral ceilings, about a 2400 square feet floor plan offering ample family space inside and out. Enjoy 3 baths, 3 bedrooms, an office, great room, well placed kitchen with plenty of storage, main level foyer and comfortable family room. This bright, open contemporary home is looking for a new owner. Underground electricity from the road offers unobstructed sight and use of the level grounds. The location is close to several ski areas, lakes, ponds, hiking and antiquing. Only 4 miles to all the conveniences of Chester's village.
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$295,000 2.48 acres 5 Beds | 3 Baths | 1 ½ Bath | 2587 sqft
301 Remington Road, Chester, VT 05143 - Windsor County

2.48 acres Chester, VT

Well designed & built colonial ski house, c.2008, close to Chester village and I-91 exit 6, within easy driving distance to several ski areas. So fully furnished all one would need is a toothbrush and skis for a wonderful vacation. Cherry floors set the tone for this meticulously maintained home. Four bedrooms & bunk room can sleep 12 comfortably. Two full and one half bath make mornings a breeze. The Master Suite has an over-sized bath and walk-in closet. The kitchen boasts stainless steel appliances, composite counter tops and an island. There is a Family room in the basement for a second entertainment space. Come take a look at this wonderful offering, priced to sell at below town assessment. The owners have enjoyed this property f
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$293,000 5 acres 4 Beds | 3 Baths | 1 ½ Bath | 2348 sqft
501 Marc's Drive, Chester, VT 05143 - Windsor County

5 acres Chester, VT

PRICE REDUCTION! Snowmobile from your property. Discover the beauty of Chester. Great restaurants, pizza, pubs and community. A choice of ski mountains within minutes. Recently renovated spacious home is move-in ready! The first floor has an updated eat-in kitchen with birch cabinets and new appliances. The living and dining rooms have refinished maple flooring. The updated powder room and laundry room are just off the kitchen. The family room with wood-burning fireplace completes the main level. The upper level has four bedrooms including a master suite and a shared hall bathroom. All bedrooms have new carpet. The bathrooms have new tubs, tile, and more. There is a fresh coat of paint throughout. The attached two-car garage has new garage
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$285,000 8.3 acres 3 Beds | 2 Baths | 1876 sqft
979 Smokeshire Road, Chester, VT 05143 - Windsor County

8.3 acres Chester, VT

Re-listed, great new price! Your four season Chester VT home awaits! 7 miles to great skiing at Okemo. This beautiful 8.3 property has many wonderful features. Flat, open fields and barn, suitable for horse/animals (with some barn modifications). In ground pool. Fun contemporary home with open concept great room and dining. Nice den. Two wood stoves. New playroom/bonus space added above den. Kitchen and baths are fully functional/neat but some might make cosmetic updates. 2-car detached garage. Grounds are a little over-grown. A few brush piles will help! with a little TLC, this property will shine! Town of Chester has a neat little center with some wonderful charm. Make this your four season getaway or your full time VT home!
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$285,000 2.96 acres 2 Beds | 2 Baths | 2078 sqft
3 Dodge Road, Chester, VT 05143 - Windsor County

2.96 acres Chester, VT

This meticulously maintained ranch home has gorgeous views of the Green Mountains and of Bliss Farm. You'll love entertaining on the large deck of your heated inground pool high on a hill with breathtaking views of the foothills of the Green Mountains and the farm below.The restaurants, shops and Historic Fullerton inn on the Chester town green are just a short and scenic 5 minute hike across the Williams River and the famous "Swinging Bridge". Manicured lawns and gardens surround the inground pool that is heated by solar panels. Each wing is home to an over sized bedroom and bathroom. Updates include standing seam roof, furnace, 2 pellet stoves, 2 iin ground septic systems, many more updates.... All this on 2.96 acres. Come and visit.
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$279,000 17.43 acres 3 Beds | 4 Baths | 1 ½ Bath | 3314 sqft
343 Snell Rd., Chester, VT 05143 - Windsor County

17.43 acres Chester, VT

Price Reduced! This house has potential to be a showcase! Quality Contemporary 3 bedroom, 4 bath log home on 17.43 /- acres in wooded, private setting. Living room with cathedral ceiling hand carved woodwork and soaring two-story granite fireplace. The large kitchen was built to accommodate a television cooking show. Spacious Master bedroom suite with granite gas fireplace and luxurious Master Bath w/corner vanity and whirlpool tub. Other features include country kitchen, huge finished basement with tile floor, large family game room, 3/4 bath, and two rooms for guests or office space. Storage galore! 2 14 x 20 slabs ready for your garage! Close to skiing. Sold as is.
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$275,000 3.21 acres 4 Beds | 4 Baths | 1 ½ Bath | 4580 sqft
332 Hidden Heights Road, Chester, VT 05143 - Windsor County

3.21 acres Chester, VT

This unique home will pique your interest. Tucked away, just right, on 3.21 acres in a country neighborhood, it has amazing space on 3 floors! The interesting architecture, floor plan, cathedral ceiling, beautiful center chimney fireplace and handicap accessibility are a few of the reasons to explore this home. This home includes planned in-law living, on the lowest walk-out level. Enjoy the warmth of the wood stove in the large family room, and a well placed laundry, 3/4 bath, and a spacious entry. Enjoy lovely floor to ceiling windows enhancing the 2nd floor living area, with a striking kitchen, 2 baths and two bedrooms. The third story is cozy with loft space that overlooks the lower dining and living rooms. An office/bedroom, playroom,
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$240,000 2 acres 3 Beds | 2 Baths | 1 ½ Bath | 2296 sqft
1425 Trebo Rd Road, Chester, VT 05143 - Windsor County

2 acres Chester, VT

A spacious and sunny farmhouse on two level acres on a quiet country road will lend itself to a whole variety of uses. Perfect for a family or a mini farmstead with south facing garden space, a chicken coop, and a fabulous workshop. Renovated bathrooms and nicely updated kitchen add charm to this well maintained home. Solar panels, two woodstoves, and Buderis furnace contribute to making this an efficient and cozy home. Chester village is just minutes away and only about 20 minutes to Okemo for skiing. A great location for either year-round living or a perfect second home.
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$226,500 55.5 acres 2 Beds | 2 Baths | 1 ½ Bath | 1464 sqft
138 Farrar Road, Chester, VT 05143 - Windsor County

55.5 acres Chester, VT

Enjoy a prime spot in Chester. Be close to so many outdoor recreation opportunitieshiking, biking, fishing, golf, paddling, skiing, snowmobilingyou name it. Do you prefer horses or farming? Then this is the spot for you. 55 acres of beautiful land enrolled in the Current Use program. Hillside pasture, a handful of producing apple trees, and a gorgeous flat open field. This land is suitable for horses, dressage training, farm animals or tillable-organic gardening. There are plenty of wooded acres as well for timber growth, wildlife, and hunting. You will also enjoy the small brook that runs for thousands of feet along the boundary located safely below the house. There is a bright, cheerful home that overlooks this land. Open floor
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$219,000 10.9 acres 3 Beds | 3 Baths | 1 ½ Bath | 1700 sqft
81 Kirk Meadow Road, Chester, VT 05143 - Windsor County

10.9 acres Chester, VT

This unique country home is situated just right on 10.9 acres with a wonderful stream running through it. Designed and built by the owners with a flair, this home exudes personality. Mahogany flooring, antique French doors, an Art Deco pendant light, and carved posts are just the beginning! The Post & Beam design is beautifully created and totally visible throughout the floor plan. If you are looking for Vermont, one of a kind, water, and privacy, this may be the one!
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$189,900 6.7 acres 3 Beds | 2 Baths | 1860 sqft
1436 VT Route 103 North Route, Chester, VT 05143 - Windsor County

6.7 acres Chester, VT

Tastefully up-dated farm house with lots of charm & space to spread out. Some of the features here are brick fire place in the living room & wood stove & hearth in the family room, office space, heated mud/laundry/exercise room, work shop, barn/garage with overhead storage, detached one car garage. Also of note are built in corner cupboards in the dining room, a first floor bedroom & a first floor full bath, two bedrooms upstairs, the master bedroom with a wee little wood stove, an attic & lots of closets, four porches all situated on 6.7 country acres. Located between Chester & Ludlow, so it is convenient to shopping & all the recreational activities this area has to offer. Owner desires to downsize, listed below town assessment.
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$184,500 21 acres 2 Beds | 2 Baths | 1188 sqft
83 Potash Brook Road, Chester, VT 05143 - Windsor County

21 acres Chester, VT

Are you looking for an ideal starter home or a great get-away home, with over twenty acres of open & wooded land, ideally located in close proximity to golfing, canoeing, kayaking, skiing & snow mobiling, then this may just be the place for you. Home comes with a two story mini barn, with attached storage areas. This home has an abundance of open land, which would ideally accommodarte gardens, or many forms of outdoor reacreation. There are walking & snowmobiling trails or just set back on the deck & enjoy the babbling brook. If this sounds right for you, then schedule a time today to review all of the possibilities, that this home & land can provide.
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$167,500 4.63 acres 2 Beds | 1 Bath | 868 sqft
314 VT Route 10, Chester, VT 05143 - Windsor County

4.63 acres Chester, VT

EXCEPTIONAL..PRISTINE..FURNISHED.. 2BR Home, ideally located only minutes from Okemo Mtn, lakes, golf, snowmobiling & other recreational activities. This home is easily accessed in all seasons & only 20 min. from I-91. Equipped with a standing seam roof, relatively new carpeting, granite composite sink & counter top, new refrigerator & other amenities. If you are just looking to kick back & enjoy a country atmosphere, then there are two decks & one comes equipped with a hot tub. If this sounds right for you, then schedule a time to see what this home has to offer..
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$139,000 16.8 acres
0 Brookside Drive Dr, Chester, VT 05143 - Windsor County

16.8 acres Chester, VT

16 acres /- with long range views to Stratton Mountain. Subdivision potential for 3 lots, state septic permit is already in place for a 3 bedroom home with mound system. Located on a private country road, you will have your choice of building sites, each with a view. At the very top, there is a small pond and a least one other pond site. Landscaping was pleasantly deisgned over the rolling landscape with old stone walls. There are driveways roughed with culverts leading to proposed building sites. Power at road. Great setting for solar power application. An awesome property for a room with a view.
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$139,000 2.6 acres 3 Beds | 1 Bath | 768 sqft
342 Marshall Road, Chester, VT 05143 - Windsor County

2.6 acres Chester, VT

This sweet cottage awaits you! Nestled so perfectly on 2.60 acres in a country setting yet still walking distance to the Chester Village. Just having been renovated in 2015, you will not need to do a thing except enjoy peace and tranquility. The living room is warmed in the colder months by a Vermont Castings wood-stove and fits so perfectly with the open concept. The eat-in country kitchen is bright and everything has its place making it functional yet open to the main living space which is perfect for entertaining. The three spacious bedrooms offer ample sleeping space for family and friends but the deck is most likely where you will spend most of your time with the custom bridge and plenty of room to grill and enjoy summer refreshments.
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$115,000 10 acres
120 Elmshorn Road, Chester, VT 05143 - Windsor County

10 acres Chester, VT

Come admire this piece of heaven perched just right on 10 acres of incredible land on the outskirts of Chester. With stunning mountain views and not another house in sight, you can enjoy complete privacy and tranquility. The incredible southern exposure is perfect for solar! The building site has been cleared and the 3 bedroom septic system design is fully permitted with the state of Vermont. Come see what living at the top of the world looks like! This incredible lot is situated on a Vermont country road yet convenient to Chester and Springfield. Do not miss your chance to come take a look today!