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Land for sale in Chester Vermont - Page 1 of 2

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$449,000 170 acres 4 Beds | 2 Baths | 1 ½ Bath | 2620 sqft
2319 Vt Route 11, Chester, VT 05143 - Windsor County

170 acres Chester, VT

Kingdom Valley Farm. Enjoy a visit to this beautiful antique farm house with graceful pillars greeting you as you arrive.All the original detail you are seeking mixed with the modern conveniences we need!Large open living area encompasses the country kitchen, dining room, tavern area and parlor.Big pantry, office and family room also on the first floor. Large bedrooms, high ceilings and beautiful wood floors at the top of the stairs.Big closets, nooks and crannies everywhere, built-ins a bunch! Passers-by in the springtime enjoy the line of lilac bushes that shield the farm house from the road. It is a hallmark of this farm for as long as most of us can remember! Tall maples provide privacy and surprisingly traffic noise is minimal at this
Rebecca Sanford Walnut Hill Realty, LLC
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$75,000 0.51 acres
288 Depot Street, Chester, VT 05143 - Windsor County

0.51 acres Chester, VT

Commercial building along one of the busiest routes leading to Okemo/Ludlow & Jackson Gore Ski Resorts and Lakes Region beyond. If you are looking for good visibility, come take a look for yourself! This building has been impeccably maintained and is ready to house your business. Included in the offering is a 3 bay garage and a separate building that could have many purposes! This property could be used for multiple purposes and could easily be divided for two businesses. Huge amount of parking spaces adds value.
Rebecca Sanford Walnut Hill Realty, LLC
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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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$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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$365,000 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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$343,000 0.8 acres
145 Main Street, Chester, VT 05143 - Windsor County

0.8 acres Chester, VT

Looking for an incredible investment property or to own your own business? This impeccably maintained commercial and residential building, located in the heart of the Chester Village, might be just right. The 2nd floor residential apartment has 2 lovely bedrooms and 1 bath. The unit is spacious and has enjoyed long term rental history. On the main level, in the front retail space, is currently an active flower shop and children's store. There are three other units rented units with active businesses including office space, a small baked goods shop, and wellness center. The massive barn is the perfect workshop with TONS of storage space on the first and second story. It is currently used as the owner's storage and workshop. This property ha
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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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$300,000 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

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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$298,000 5 acres 4 Beds | 3 Baths | 1 ½ Bath | 2348 sqft
501 Marc's Drive, Chester, VT 05143 - Windsor County

5 acres Chester, VT

SIGNIFICANT 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 ha
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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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$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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$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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$274,700 12 acres 3 Beds | 3 Baths | 1872 sqft
590 Gould Road, Chester, VT 05143 - Windsor County

12 acres Chester, VT

This Northeast Log home is located readily to Chester, Ludlow, and Springfield, and enjoys an exceptional piece of land. A beautifully appointed country kitchen is open to the formal dining room. The living room is accentuated by the field stone fireplace and is open to the den for relaxation in style. The second floor enjoys a large master bedroom with a bath. Two additional bed rooms as well as a computer study area completes the space. Linger on the farmers porch and enjoy the peace of the country. The large open yard is lovingly landscaped with ponds, outstanding gardens, fruit trees, and out buildings for equipment, as well as animals. The basement enjoys a fabulous workshop area with a garage door opening for projects and ease of a
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$249,000 3.62 acres 3 Beds | 2 Baths | 1973 sqft
1910 Popple Dungeon, Chester, VT 05143 - Windsor County

3.62 acres Chester, VT

COMPLETELY UPDATED! Lovely and cozy gambrel home on 3.62 acres out in the country. Come be at peace in the quaint historic village charm of Chester VT. Only 4 miles from town. Close to ski areas! 3 pleasantly large bedrooms plus an office/study room which could be a 4th bedroom, 2 full baths, beautiful hardwood floors, overly spacious 2-car garage. Enjoy the wonderful New England seasons ice skating or swimming in your very own pond! Come see this today!
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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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$205,000 4.2 acres 3 Beds | 3 Baths | 1 ½ Bath | 1800 sqft
833 Lovers Lane Road, Chester, VT 05143 - Windsor County

4.2 acres Chester, VT

Awesome 3 bedroom, 2.5 bath contemporary on 4.2 acres /- overlooking the Lovers Lane Brook and surrounding forest in pristine location. Multi-level layout with spiral stairs to Master suite with skylights, cathedral ceiling, pellet stove in living room, multiple decks and a detached finished 3 season studio with a/c! Across the road are two heated, two car garages with paved driveway! Professionally landscaped with numerous perennial plantings including blueberry bushes! Turnkey investment property for ski/summer rentals. Close to snowmobile, hiking trails & town rec area. New reduced price Sellers extremely motivated!
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$200,000 3 acres 2 Beds | 2 Baths | 1 ½ Bath | 1464 sqft
138 Farrar Road, Chester, VT 05143 - Windsor County

3 acres Chester, VT

Don't miss the chance to be on a quiet, town maintained, dead end gravel road. Peace and Quiet!! Front and back decks. Fantastic apple trees (agent would like permission to take a couple of grafts...they are that good!!). Open land is suitable for excellent pasture or a super sliding hill. An open floor plan with new kitchen appliances...never used. Upstairs are two bedrooms and a 1/2 bath (which could easily be made into a 3/4 bath). Walk out basement is dry as a bone. Taxes include land on the other side of the road. Assessment should drop when property is split. Sale includes the land on the right side of the road only. There is a bit of deferred maintenance, but the bones are good. Any work needed is for the most part cosmetic.
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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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$189,500 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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$175,000 5.02 acres 2 Beds | 1 Bath | 1232 sqft
1561 Trebo Road, Chester, VT 05143 - Windsor County

5.02 acres Chester, VT

This sweet home may be exactly what you are seeking. It's specialties are: tranquil location, view, pond, unique design, country secluded setting, 5 acres! The sellers have lived there full time for many years, but they will tell you it is the absolute perfect get-a-way type of property. So, come visit and make your own decision on that! The central fireplace will offer all the heat you need! Additionally, electric and propane heat will keep the home warm when you are not there! The main level is all open space containing a living room, dining room, and kitchen. There are two small bedrooms and a bath with a shower, plus a small bonus room at the stair landing on the second floor.
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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, 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. An awesome property for a room with a view.
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$125,000 11.22 acres
00 Trebo, Chester, VT 05143 - Windsor County

11.22 acres Chester, VT

Improved 11 acre building lot with incredible views to the east. Drilled well on site and waste water design permit. House site is cleared and partially dug and survey is available. Wooded lot offers privacy with mountain views. Ready to build your dream home!