Chester Vermont Real Estate

Sweet lines and setting, but.... Small home with two bedrooms on first floor and one more upstairs. Home is in need of both cosmetic renovations as well as significant structure work. There appears to be failing floor framing in the kitchen. Repairs to sills have been made in the front. New roof. Pretty lot with frontage on both sides of the brook. Home is in the floodplain. This property will NOT qualify for conventional loan. Cash or 203K rehab loan will be needed.
Situated along Great Brook, between downtown Chester, Springfield and Ludlow (Okemo/Vail Ski Resort) this property offers location, location, location. Owner had house weatherized after moving in with foam insulation, new kitchen cabinets and new refrigerator, range and dishwasher are the other improvements. Home is easy to maintain and yard is nice and level. Two main level rooms ideal for bedroom and office space, loft area includes 1/4 bath and options for sleeping as well. The babbling stream helps to create that Vermont oasis you have been looking for...nice swimming hole with fire pit area and a few perennials make this an outdoor recreating haven! Looking for an affordable option to live full time or part time? Look no is subject to seller finding suitable housing.
This Chester home is within walking distance of most conveniences and may fit your needs! Three bedrooms, one bath, a comfortable living room, and an eat-in kitchen are ready for new owners. An attic space is already sheetrocked and just needs finishing. The former owners set up their washer/dryer in a 1st floor bedroom for ease as they aged. They were originally in the basement. Also, a chair lift was installed to access their home from inside the garage. Both are readily removable by a new owner. The full basement has long been home to a work shop space as well a the boiler, water heater and oil tank. The level space of the rear lot is embellished by an area designed for RV storage. It also has a large canvas canopy garage in which the owner stored his truck. Enjoy the attached one car garage, as well. Price to sell, as is, makes this home a great possibility!
It is a conveniently located three bedroom, one bathroom home on 4 acres in the Gassett's area of Chester. This property has the versatility of adaptive zoning with potential for residential, commercial or light industrial use. Recently replaced windows on the second floor and blown insulation. Three bedrooms upstairs and one bathroom downstairs. The kitchen could use an upgrade but already has an open concept design layout. The living room is attached without a wall. The laundry room hookup is on the other side of the kitchen, with a door for privacy. The door in the laundry room leads to an unfinished barn space that could be great for another restroom or storage. There's also potential for a closed-in large pantry with some creative and trendy pantry organizing skills. Located 8 miles from Okemo Mountain Resort and 5 miles from Chester Village, this property would make an excellent starter home or short term rental for a handy buyer, or join the burgeoning retail hub with your neighbors Smokeshire Design and William Austin's Antiques. Fastest WiFi in VT (VTEL) Schedule a walkthrough today!
This pretty home sits proudly on Church Street and will, with a little effort, make a fabulous home. Just a few minutes walk to the center of the village and with three major ski resorts all within 15 -30 minutes drive this will be perfect for a second OR primary home. The house has had several updates over the years leaving you the opportunity live in comfort as you put your finishing touches to the remaining spaces. The 2 car garage is an excellent space with plenty of storage up above. The lot has lovely stone walls and a nice private area in the back to enjoy with lots of space for flower or vegetable gardens. A lovely old attached barn also offers opportunity to restore and create additional space for whatever you decide. This home is being offered As Is. Come see this quaint Chester home today!
Single level living and ready for it's next owner. The land and location is exceptional! Entry is through a comfortable sunroom. You will enjoy a spacious, light living room, a galley kitchen, a full bath, and three good sized bedrooms. For years this land hosted incredible vegetable gardens, blueberries and fruit trees. The gravel driveway makes easy visits with it's half circle driveway. The two car garage is ample space for your cars! This wonderful property is being offered for $259,000 with 6 acres of land. *Within the 6 acres is a 2 acre separate parcel with the subject home on it. The home and 2 acres can be purchased for $215,000.
A rare opportunity to buy this updated charmer. 15 minutes from the slopes of Okemo and a short distance to I-91. If you are looking for a home that has been meticulously updated and cared for, this is the one. Currently two bedrooms and a den (that could be converted to a third) plus large great room, beautiful kitchen with modern appliances and large bathrooms. Perfect for a full-time residence or vacation home. Hardwood floors throughout plus tiled bathrooms make this a fabulous turnkey opportunity. Showings are delayed until Saturday January 29th as owners work remotely from home and cannot have the house shown during the work week.
Set betwixt two stunning ponds this unique property just commands the imagination. As if floating over the back pond the large deck is made for lounging, or diving into the pond! One can only imagine the skating parties in winter! With a three bedroom septic system and large barn suitable for all manner of toys this has all the makings of an amazing country vacation retreat. There is also considerable opportunity to finish the second floor and make this something really special to behold. This property is one of 3 phenomenal contiguous properties being offered separately or as one package. The entire holding features 3 ponds, stunning stone walls and old foundations with trails throughout. This pretty 9.95 parcel has a shared ROW with easy access to Chester and the mountains. Come see this special place today!! For information on the other two available properties see MLS #'s 4888759 & 4888758
Picture yourself living in this newly remodeled home situated between the quintessential Vermont villages of Grafton and Chester! These charming locales are home to a number of fabulous restaurants and shops, catering to a diverse set of interests and offering a variety of cuisines. While you are only minutes to several of the best ski resorts in New England, Vermont’s summer lakes region --- just a short drive away through the lush Green Mountain National Forest --- is not to be missed, offering a truly four-season property. At the heart of the home, you will enjoy an open concept floor plan with a completely remodeled kitchen, featuring stainless steel appliances and luxury vinyl floors. The attached living room is cozy and bright, boasting a lovely fireplace to chase the chill away. The bonus room off the kitchen serves as a dining area, great room, or wherever your vision may lead you to complete the perfect gathering spot. This home has been painstakingly remodeled, top to bottom, inside and out, to offer an amazing Vermont property, whether it be your primary home, a vacation retreat, or anything in between. With just about everything having been replaced you will have very little to do for years to come! (List of repairs/replacement available) Delayed showings until 1/22/2022 Come take a look and put your offer in before it is too late!
Classic 1852 brick colonial home located on the corner of Grafton and Main Streets in beautiful downtown Chester. A short stroll to the town green, library, shops and antique shops. Currently a 2 unit apartment, it's top floor consists of a two bedroom one bath unit while the downstairs is set up as a one bedroom cozy apartment. The house can very easily be converted back to a single family home by simply removing a wall on the lower level which was installed only a few years ago. The whole house has electric and plumbing updates. Two recent hybrid water heaters and furnace. A new roof was just installed. Priced to sell, please note current tenants are occupying both units. Appointments with at least 48 hours notice are needed. Showings will be scheduled in blocks of time. Preferred closing is this spring. This is an excellent opportunity to either convert the home back to a single family or live in one and rent the other.
Huge investment opportunity centered right in the heart of Chester. This 7 unit office building with potential a residential space on the second level. This property has been so well kept by its owners for past 11 years including updates like new boiler, fire system through out the entire building, modern updates in offices, newer shingle roof, many new replacement windows and the list goes on and on. The building is so rich in history and has been home to many stable business in town for years and will be for years to come!
Nestled on a quiet country road in the heart of Chester you will find this turn-key three bedroom, two bath cape offering many upgrades and TONS of character. The rear screened porch welcomes you to a sliding glass door entering the open-concept design. Enjoy the eat-in kitchen with stainless steel appliances, granite countertops, and warm wood cabinetry wrapping around the entire space. The dining room is open to the oversized living room complete with a lovely corner fireplace. A Jotul wood-stove inserte enhances it's efficiency. Bright birch flooring highlights the living area and continues to the front entryway with Peach Tree doors which have side lights that open allowing the Vermont air circulation through summer months. The main level is home to a large office with a hidden laundry closet, a small bonus room that doubles as a guest space or private office as well as an updated 1/2 bath. The staircase to the second floor is lined with grey carpeting and leads to three bedrooms and a newly renovated full bathroom. The large basement is currently home to a bit of a "man cave" and finished further with your imagination. Your new home will include three decks, a standing seam roof, a System 2000 boiler, a large two-car garage with the second level, 2 sheds and a country acre of land! The property is located on the Vermont VAST trail and is a 10-minute walk to the Village Green. This home is owned by a licensed real estate agent and is ready for new owners.
This contemporary Chalet home with picturesque easterly views sits proudly overlooking the southern Vermont landscape. Featuring three bedrooms, three bathrooms and almost 35 glorious acres with a large pond, stone walls & old foundations this place has charm and history. This home will be an excellent vacation retreat or full time residence. Just 1.2 miles outside the quaint village of Chester this majestic location has quick access to all the area's attractions. Many of Vermont premiere Ski Resorts are between 15 and 30 minutes away. The beautifully crafted home needs some TLC to bring it back to full lustre but once you do it will glow like the sun. This property is one of three phenomenal contiguous lots being offered separately or as one package. The entirety of which features 3 ponds, stunning stone walls and old foundations, a unique lake house with 3 bedroom septic system and large open sided barn for tractors and toys. For more information seel MLs # 4888758 & 4888761.
Grow, Play and Ski! Presenting the ideal property for a versatile home business. This completely remodeled 2 bedroom, 2 bath Chester country cape on 2 +/- acres awaits your entrepreneurial talents! The current owners had a seasonal, established Nursery business, successfully partnering with town beautification committees and supplying flowers and plants to local businesses. Major road frontage will attract business while the sounds of the babbling brook add to the setting of the house, artfully screened from the road. The lovely yard features stone walls, flower gardens, lovely flowering bushes and trees, and a delightful pond! Three 96' x 30’ versatile, heated NE style greenhouses are ready for your horticultural ideas and are equipped with auto watering from a dedicated artesian well. The open concept design of the house has been thoughtfully updated with artisan flair and architectural details. The first floor living area includes stainless steel appliances, wood stove and full bath with vintage clawfoot tub and stackable frontloading washer/dryer. The 2nd floor features 2 large bedrooms with closets and storage space, vaulted ceilings, new carpeting, a full bath and balcony. Dine and relax outside in 3 seasons on the private deck. Whether your dreams are of sustainable living, raising chickens, nursery/landscaping or other indoor growing pursuits, work remotely and customize the template of this unique property to enhance your VT lifestyle. See mls # 4894211
Welcome to Deer Valley Farm also known as the Williams Homestead. This is the first time the property has been offered for sale in over 60 years! The home has been lovingly cared for with lots of improvements over the decades of ownership. Outside: The barn has undergone major work which insures its stability for years to come and includes a wine cellar. It measures 45x105 with plenty of room for cars, toys or animals. Other improvements include stonework, tennis court and pool with pool house and gardens. The walking bridge over the Williams River includes 4 staircases to the river and built in lights. The home is styled with Italian tile throughout and offers cozy antique charm with 3 fireplaces. The home does need updating but will be well worth the effort. The structure itself has been well maintained. The large acreage easily lends itself to a few other incredible homesites. Located just outside the town of Chester less than 4 hours to NYC and 2.5 hours to Boston. Minutes to all of Southern Vermont amenities including Okemo, Stratton, Killington, Vermont Country Store, Weston Playhouse, world-class golf and the shops in Manchester. This property will not disappoint.

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