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

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Auction - Dec 15, 2018 at 8:00 AM 2.86 acres 3 Beds | 2 Baths | 1870 sqft
1611 Potash Brook Rd, Chester, VT 05143 - Windsor County

Auction #1656

"PER MOST RECENT INSPECTION, PROPERTY IS BELIEVED TO BE VACANT" - Upcoming Auction! Exclusive Property. NO BUYER'S PREMIUM! Cash Only Transaction. A $300 bonus to the buyer's agent for representation (no other agent commissions will be paid on this property). This bonus will be paid out after successful close of the transaction. It is a criminal offense to trespass on this property. For information and to register to bid on this property, please visit
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$275,000 0.56 acres 4 Beds | 6 Baths | 1 ½ Bath | 5814 sqft
35 Depot Street, Chester, VT 05143 - Windsor County

0.56 acres Chester, VT

An incredible investment awaits you nestled right inside of the Chester Village. The property is perfect for a live-in business with exceptional parking, walking distance to the Village Green which offers, shopping, dining and so much more. The interior offers a handsome staircase to the apartment unit and all throughout the home you can admire the beautiful crown moldings and all the charm this property enjoys. Having such a short drive to three different ski resorts you can enjoy through the winter months or a great rental option. This property has so many different options and you won't want to miss your chance to view today!
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$150,000 2.4 acres 2 Beds | 2 Baths | 1 ½ Bath | 1302 sqft
1447 Flamstead Road, Chester, VT 05143 - Windsor County

2.4 acres Chester, VT

They say that location is the most important thing in real estate. If that is the case then this property has it all and then some. This peaceful home is situated just 3 minutes to the Village of Chester and 10 minutes to Springfield and is set among some of the most beautiful pastoral landscapes Vermont has to offer. Just 15 miles from Okemo Mountain, this bright and quiet 2 bedroom 2 bath one level Ranch will make the perfect first home, retirement retreat or vacation home. The large 2 car detached garage has plenty of space for a workshop and room to store all your toys. The 2.4 /-acre flat parcel, with small pond, would make for a great hobby farm. With access to high speed fiber optic internet this would also make the most perfect w
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$448,000 10.25 acres 9 Beds | 7 Baths | 1 ½ Bath | 5482 sqft
665 10 Route, Chester, VT 05143 - Windsor County

10.25 acres Chester, VT

A curving grand staircase nostalgically welcomes all who enter this sprawling quirky 1800s farmhouse with original wide board floors. The uses for this property are endless whether it be for private or commercial purposes. The calm and serene landscape make it perfect for a retreat. While its quick access to local attractions make it ideal for vacationers and full time residents alike. This home was once a charming B&B offering 9 bedrooms (most ensuite) which ensures there is room for everyone. A commercial kitchen, dining room that seats 24 and separate owners quarters, media room, cozy library and charming sitting room offer many possibilities. The large 2000sqft barn with room for a massive workshop or studio space alongside the run-i
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$379,000 10.1 acres 3 Beds | 2 Baths | 2529 sqft
604 Church, Chester, VT 05143 - Windsor County

10.1 acres Chester, VT

In town but private totally renovated farmhouse on 10 open acres with long frontage on the Williams River and pleasant views. With 3 ponds, fruit trees, fertile planting areas and water & electric field stations in 2 locations, there are many ways to enjoy this lovely property. The 2529 sq. ft main house has been renovated to include a state of the art kitchen, new bathes, (one with a steam shower) mud room, timber framed addition, and a large deck overlooking the 10 acres. New boiler, updated plumbing and wiring, and a new septic system will make this a trouble free investment for years to come. Easy one floor living. This home has an airy open floor plan with brick fireplace perfect for relaxing with family or friends. There is an effic
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$239,000 0.5 acres 3 Beds | 2 Baths | 1960 sqft
67 Main Street, Chester, VT 05143 - Windsor County

0.5 acres Chester, VT

Enjoy life in this wonderful antique farmhouse within walking distance of the many conveniences in Chester's village. This home has been thoughtfully updated with an eye toward simplicity. Room sizes are just right, two full baths are in place, an office or den is located just off the bright kitchen. The formal dining room leads to the front parlor and the stairway to the second floor where you will find three bedrooms and a spacious bath. The master bedroom enjoys a sitting area perfect for conversation or a quiet reading nook. Don't miss the porches on the front and side of the home, as well as the spacious yard with it's deck ready for your family and friends. A paved driveway leads to the over sized garage with plenty of room for storag
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$329,000 5 acres 3 Beds | 3 Baths | 1 ½ Bath | 2250 sqft
50 Howard Road, Chester, VT 05143 - Windsor County

5 acres Chester, VT

Elegantly tucked away in the woods near the end of a private dirt road sits this carefully crafted and inviting timber frame home. The warm wood tones invites you in and conjures images of cozy family gatherings by the fire while the wind and snow whistles outside. In summer the home is cooled by the shade of the surrounding mature trees allowing for you to live out on the large deck and enjoy the established and colorful flower beds which are dotted throughout the enchanting landscape. The classic New England Saltbox style allows for a large master bedroom with high ceilings and spacious room throughout. And with three full floors of living space, with a bathroom on each floor, this will make an ideal family home or vacation hideaway. Whil
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$329,999 1.79 acres 4 Beds | 3 Baths | 1 ½ Bath | 2124 sqft
662 Remington Road, Chester, VT 05143 - Windsor County

1.79 acres Chester, VT

Private setting but only 7 miles to I91. Beautiful downtown Chester is only 5 minutes away and 20 minutes to 3 major ski areas. VAST trails, town pool and tennis courts are near by. This lovely 4 bedroom 3 bath home was built in 2007 but the interior was completed in 2013. Radiant hardwood floors with radiant inland ceramic tile in the bathrooms. Master bedroom has a walk-in closet and a bath. Large 12x48 deck that has glass doors from the master bedroom and dining room. Kitchen boasts granite counters with stainless steel appliances. The living room has cathedral ceilings and a area framed out for a gas fireplace. The family room has glass doors that lead out to a a patio area. The home has fiber optic internet, WiFi programable rem
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$795,000 245 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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$273,900 0.67 acres 6 Beds | 6 Baths | 1 ½ Bath | 3573 sqft
166 North Street, Chester, VT 05143 - Windsor County

0.67 acres Chester, VT

Classic c. 1840 large stone home on North Main Street ( locally called Stone Village ) in Chester, VT. This lovely home has lots of appealing features: on the outside a stone Cooper's shed, paved driveway, lovely landscaped yard, small pond, slate & standing seam metal roof, 2 awnings on the sun porch, a few apple trees, stone work & a small covered bridge. On the inside more than 3500 square feet of comfortable living space on 3 floors, over sized 2 car garage, 4 bed rooms, 4 1/2 baths plus, central air, 3 room extended family living space on the second level. Priced below recent appraised value & town assessment. Come see and invest in this lovely well maintained home.
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$55,000 2.3 acres
00 Hidden Heights Road, Chester, VT 05143 - Windsor County

2.3 acres Chester, VT

Gentle & private 2.3 acre country building lot in well established neighborhood. Cleared building site with state approved 4 bedroom in-ground septic system to be installed by the seller. Mostly usable lot with gravel town maintained road frontage, utilities at the lot, surveyed, with some local farm view and decent solar exposure in the back of the lot. This lot is ready for a new home and if you act now you could be in your new home before Thanksgiving. Located between Chester and Londonderry just far enough off the beaton path for privacy. Come look it over and invest in the future.
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$299,000 1.5 acres 4 Beds | 3 Baths | 1 ½ Bath | 1932 sqft
462 Elm Street, Chester, VT 05143 - Windsor County

1.5 acres Chester, VT

Beautifully redone home in Chester Depot. Come and look at this thoughtfully remodeled home. The new Red Birch flooring throughout the main level is gorgeous! Kitchen boasts granite counter tops, stainless appliances, pantry with barn door, natural beams, excellent light and space. Attached post and beam barn would make wonderful family room, auxiliary living space (in-law) suite or garage with workshop. There is large unfinished space on the second level with heat and electric roughed in and ready for new owners to finish if desired. New windows, new paint, new deck and new landscaping create wonderful exterior appeal. Walk into the river along you 86 feet of river frontage! The yard is large and flat and features apple trees, stone wall b
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$325,000 20.4 acres 3 Beds | 3 Baths | 1 ½ Bath | 2752 sqft
1637 Trebo Road, Chester, VT 05143 - Windsor County

20.4 acres Chester, VT

This "end of then road" location offers a spectacular contemporary log home on 20.4 acres with plenty of privacy. The warm wood interior with cathedral ceilings provides a comfortable open design which is family, as well as entertainment, friendly. A gas fireplace is the focal point in the Great Room and warms it nicely! The potential views through the massive windows that look out over the land will be readily noticeable. The fully applianced kitchen is stylish and functional with stone counter tops and plenty of cabinetry. Enjoy dining on the expansive screened porch during the warmer months or the adjacent breakfast nook or the formal space inside . The main level also offers a large master suite, cathedral ceilings, and a 1/2 bath. Head
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$160,000 2.5 acres 2 Beds | 1 Bath | 640 sqft
18 Linquist Road, Chester, VT 05143 - Windsor County

2.5 acres Chester, VT

PRICE REDUCTION: If you are looking for a Handy man's Special, that is ideally located in close proximity to fishing, golfing, kayaking, skiing & snowmobiling, then this may be the home & property for you. The sale includes the handy mans special home, plus a two bedroom mobile home with drilled well & septic system. Additionally, there are two dug wells & two additional septic systems, all on 2.5 acres. One could live in the mobile home, while rehabbing the existing framed home. If this sounds right for you, then schedule a time today to explore the possibilities.
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$139,000 16.8 acres
0 Brookside Drive, Chester, VT 05143 - Windsor County

16.8 acres Chester, VT

Here is the perfect bucolic setting for your dream estate. Current owner bought this property to plant a vineyard, and all research on this idea indicated it would work for grapes, but it could work for virtually any northern farm or orchard crop. This very private, 17 /- acre property has a western exposure with a southern tilt that basks in sunshine all day. There are three unique building sites with roughed in driveways. At the top of the property is a very private spring fed pond. An inground cistern and underground concrete piping allow for water flow and two more small seasonal ponds along the access driveways. This property would be perfect for carbon neutral development with on site wind, solar and hydro power all possible a
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$200,000 0.5 acres 3 Beds | 3 Baths | 2 ½ Baths | 2964 sqft
270 North Street, Chester, VT 05143 - Windsor County

0.5 acres Chester, VT

Owners heading closer to family!! A delightful offering in Chester's Stone Village. This 1810 classic Federal has unusual brick ends & clapboard front design. Four fireplaces! Imagine, convenient village living with views to the front and rear. A fine example of New England's connected architecture. From front to back, there is finished usable space. If you have the need for a home occupation or a studio, look no further. The attached heated and insulated barn will serve you well. Many updates include new windows, updated mechanicals including all new wiring, insulation, new kitchen/breakfast room. You will fall in love with the many rooms...front parlor, living room, den on the first floor. Master, two bedrooms, & a hobby room on the secon
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$129,000 5.64 acres
0 Brookside Lot 10-D Drive, Chester, VT 05143 - Windsor County

5.64 acres Chester, VT

Awesome 5.64 /- acre Chester parcel in 8 lot subdivision with clearing and dramatic views to valley and ridges to southwest. State approved septic for 4 bedroom residence- inground leachfield is already installed. This parcel drops slightly below the private road and opens up to a dramatic long range southwesterly view offering a private setting as the open section is surrounded by mature forest and protected from the road.
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$239,500 12 acres 4 Beds | 2 Baths | 1696 sqft
440 Davidson Hill Road, Chester, VT 05143 - Windsor County

12 acres Chester, VT

PANORAMIC VIEWS - 12 Acres - Close to Okemo Mountain and Southern Vermont Ski Areas and Resorts. This is a four-bed and two-bath home on 12 rural acres of land on a hill overlooking panoramic views of the Green Mountains and New Hampshire. Built in 1988 to custom specifications, this modular home is low maintenance with plenty of storage. The main level of the house has a large living room, and sits adjacent to the kitchen/dining area overlooking a wraparound deck to enjoy the beautiful view and evening sunsets. Take the stairs to two additional bedrooms and a large newly renovated bath. The basement is unfinished and waiting for your own touches. Enter the house through an attached lower-level garage or deck entrance. Designed and located
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$129,500 1.65 acres 2 Beds | 1 Bath | 920 sqft
1036 Farrar Road, Chester, VT 05143 - Windsor County

1.65 acres Chester, VT

PRICE REDUCTION! Ready for your piece of Vermont? Not quite a tiny house, but on this back road in the wonderful town of Chester is this cute bungalow waiting for new owners. The main level is open with a good-sized deck. The upper level has two bedrooms. One is currently set up as a walk through to the other one. The Vermont charm in this home includes natural wood on some ceilings, walls, and floors. Sellers have been sprucing it up and will be installing a new range and efficient hot water heater to go with the efficient boiler. The well was drilled in 2006. Feel free to drive by and see if you like the location and setting. (Property is in both Chester and Andover, but address is Chester).
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$239,900 6.5 acres 5 Beds | 3 Baths | 2922 sqft
642 High Street, Chester, VT 05143 - Windsor County

6.5 acres Chester, VT

Price reduced! 6.5 acres /-, great location! 1810 cape with spacious addition is ready for new ownership. Features include softwood flooring, formal living and dining rooms, 2 fireplaces, 1 with soapstone wood stove and original beehive oven, 4 bedrooms with large common area, 2 baths and family room. The 2002 addition features a generously appointed kitchen with soaring cathedral ceilings, interesting woodwork, clerestory windows, great cabinet space, reading nook and a master bedroom with study & bath that could easily convert to a private master suite. Walkout basement with mudroom & 2 car heated garage, workshop/utility room. The old barn/garage with fenced paddock area has been a home for a horse and goats. Potential for more mountain
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$225,000 1.82 acres 3 Beds | 3 Baths | 1 ½ Bath | 1865 sqft
638 Remington Road, Chester, VT 05143 - Windsor County

1.82 acres Chester, VT

Comfortable Chester country ranch that is secluded but not isolated. Well built, energy efficient, 3 bed rooms 2 &1/2 baths, handicapped accessible set on 1.82 acres within minutes drive of VT Route 103 & Chester Village. Some of the other features: 2 car attached garage with remote & another garage in the basement, full dry basement, porch, deck & a pleasant vista to the mountains to the east. Other features: some radiant heated floors, solar heater & a few kitchen goodies: fold away butcher block & hide a way mixer for the cook. Planned residential community with covenants to help protect your investment. Listed well below town assessment, don't let this one get away! Buy now pay later the American way!
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$25,000 2.2 acres
Davidson Hill Road, Chester, VT 05142-0000 - Windsor County

2.2 acres Chester, VT

Attractive wooded parcel that is a quick trip to the main road for an easy commute. Just about equidistant from Springfield, Chester or Ludlow. Wooded 2 acre parcel that will always be protected. This lot and the abutting lots all have a 40 foot buffer zone around the perimeter. Located on a town maintained gravel road. Lot is flat to gentle slope. State wastewater permit for a 3 bedroom house is done. Good location for primary home with Chester schools, or for a vacation home with proximity to several ski areas, golf courses, and rivers to paddle and fish. Being offered at a get it sold price that is almost twenty thousand under town assessment.
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$348,500 12.42 acres 3 Beds | 2 Baths | 2344 sqft
814 Dodge Road, Chester, VT 05143 - Windsor County

12.42 acres Chester, VT

A short distance from town on a country road, a private, contemporary saltbox on 12.42 /- acres awaits! A farmer's porch connects with a deck wrapping around the large, inviting open concept living/dining space with cathedral ceiling, wood stove accented with beams and flooring milled from the property. The upgraded kitchen with quartz counters and stainless appliances is great for entertaining! There is a large first floor bedroom with adjoining full bath. The second floor loft-styled master suite will delight with private bath and covered porch. The large finished basement is a great gathering space and includes a third bedroom and tiled entry closet area. The grounds feature a large spring-fed pond, a nice combination of open and wooded
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$159,000 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

Big price reduction, owner is extremely motivated. 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, three porches all situated on 6.7 country acres. The water has been tested and the septic tank has been pumped & inspected. The owner to pay for sun-porch removal & small foundation repa
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$165,000 1 acres 3 Beds | 2 Baths | 1 ½ Bath | 1452 sqft
5032 Vt Rte 103 Highway, Chester, VT 05143 - Windsor County

1 acres Chester, VT

This 3 bedroom energy efficient ranch has been fully and professionally insulated, in addition to the weatherization that includes exterior vinyl siding and newer replacement windows, and a standing seam roof. An adjacent two story 4 bay garage.....perfect storage for all of your toys, to include automobiles, snowmobiles, motorcycles. There is concrete flooring, a separate office area, and the the garage is also set up for heat (the oil tank and oil lines are in place for a furnace) and there is separate circuit breaker power. The second floor, with full stairway access, is open for a variety uses. Three of the doors are 8'x 8' and one is 8' x 10'. The home interior has a large, centrally located, eat-in kitchen adjacent to both the li
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$299,000 23 acres 4 Beds | 3 Baths | 1 ½ Bath | 3185 sqft
2141 Mattson Road, Chester, VT 04143 - Windsor County

23 acres Chester, VT

Calling all gentleman farmers! Here are 23 beautiful acres for your imagination and BARNS located in a quiet rural setting! The Federal style 1870 home is handsome and ready for a new family to love it! Notice it's convenience to several communities. (12 minutes to Chester, 12 minutes to Springfield, 21 minutes to Ludlow) The picturesque setting was well known as Mattson Dairy and operated for most of the 20th century, hense, the road is named for the family. Several of the original barns still proudly stand and may provide any number of possibilities for productive use. The current owners have upgraded the home including a new septic system and a convenient second floor laundry, as well as a unique space which might be a studio or office
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$249,000 17.43 acres 3 Beds | 4 Baths | 1 ½ Bath | 3314 sqft
343 Snell Road, Chester, VT 05143 - Windsor County

17.43 acres Chester, VT

Quality Contemporary 3 bedroom, 3.5 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 and the cabinets were custom made with trees culled from the land. 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 used for a shed or wood storage. Close to skiing. Sold as is, repairs needed and will require cash sale or rehab
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$99,000 9 acres 5 Beds | 1 Bath | 2550 sqft
1126 Route 103 N Route, Chester, VT 05143 - Windsor County

9 acres Chester, VT

Price Reduced! Vt farmhouse in need of rehab with brick exterior on 9 /- acres with major road frontage. Open land, stone walls, barns and outbuildings make this property the perfect place for a homestead potential/ development project. The interior has high ceilings, a large kitchen, family room, double living room with fireplace, first floor master and full bath all in need of major rehab. The second story has not been lived in or tended to in a long while but there are 4 additional bedrooms plus a third story attic. There is a new drilled well, 3 car garage with workshop space, screen porch and covered porch, 2 story barn, additional post and beam smaller barn, wood storage.
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$650,000 28.6 acres 4 Beds | 3 Baths | 1 ½ Bath | 2721 sqft
2595 Flamstead Road, Chester, VT 05143 - Windsor County

28.6 acres Chester, VT

Highland Ponds Country Estate Living. While maintaining historical charm and traditional New England architecture, this four bedroom, 1820 brick cape has received updates designed for modern living and entertaining. Dutch-tiled fireplace and built-in shelves in the library, classic windows, wood floors and formal dining room showcase original character. Entertaining options abound in the living room with wood stove, sun room and adjacent patio with hot tub. Lovely views of Okemo from the 28 peaceful acres of stone wall-lined pastures, ponds, woodlands and berry gardens. Several outbuildings complete the estate. The artists studio has an attached 2 car garage, while the cozy guest cottage offers open living, kitchenette, dining room, u
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$115,000 1.05 acres 2 Beds | 1 Bath | 1056 sqft
2254 VT RT 11 W Route, Chester, VT 05143 - Windsor County

1.05 acres Chester, VT

Come fall in love with this adorable cabin perched on just over an acre of land with an incredible short range mountain view. This cottage is lovely through all seasons and is perfect for someone looking to be close to slopes or enjoy it year round! You decide. The main level offers a great open concept with a fully applianced kitchen, full bath and cozy master bedroom with plenty of storage. The living/ dining level also has a walkout to a lower deck that takes advantage of the view. The area enjoys the same view through the sliding glass door which has a great balcony for relaxing with a cup of coffee. The lower level has a great guest space or use it as a family room. Stay toasty by the wood stove while you enjoy spending time with famil