Chester Vermont Real Estate

Close to Ludlow / Okemo, Chester and Springfield. Primary owners only for first 8 days. Investor offers not negotiated until 31st day on market.

This former Cape-style duplex on .40 acres with 6 bedrooms and 2.5 baths has cleverly evolved from a neglected state to a reclaimed and re-salvaged residence with a cool vibe. The owner has been in the process of reviving the property by upgrading electric and making needed repairs. The original brick cape is flanked by add-ons that have served as a thriving vacation rental with its own entrance and parking and a two bedroom owner's apartment on the other end. Three light filled, ample bedrooms upstairs offer potential studio, office or living spaces. The barn features exterior period molding and 1 bay. A separate, additional 1 bay garage provides access to the original dirt floor full basement. Overlooking the Williams River, the back porch and ample yard offer garden space and privacy. The two story barn offers workshop and storage space. The rooms throughout are generously sized. Bring your imagination and creative ideas to this Chester village rambler. Video tour available upon request. New 2023 upgrades, call agent for details. Also listed as MLS#4938558

Ranch style home on 9.2 acres. This home is solid and very functional but could use updating. Good sized kitchen with ample counter space and cabinets. Eat in with dining area. Large living room and 3 bedrooms with full bath completes this easy keeper home. Unfinished walkout basement. The house is set up off of Rt 103 and provides total privacy. Cannot be seen from the road. The 9.2 acres is mostly wooded and has level areas beyond the home giving you the potential to build another home in the future should you desire. The location is steller only a few minutes to town and just 10 miles to Okemo Mountain resort. There is a lot to like here and wonderful possibilities exist. Come take a look!

Absolutely charming 3 bedroom cape style home situated beautifully on a level 1/2 acre corner lot just a stones throw to the historic Chester green. First floor main bedroom, dining area and living room with excellent natural light. Spacious Kitchen, mudroom/breezeway with access to the back porch, oversized attached garage, paved driveway. The property is lovely with large backyard ideal for gardening and spending time outdoors with a lovely outdoor fire pit. Recent updates include solar panels, heat pump and heat pump water heater. House is incredibly efficient with electric and heating costs a fraction of what they were prior to the updates. Location is ideal. In addition to being so close to town you are also a short drive to several major ski resorts including Okemo, Stratton, Magic and Bromley. Only 9 miles to RT 91. Additional pictures coming.

This bright country home features a spacious open plan living-dining & kitchen space with beautiful wood floors throughout; three generous bedrooms and two baths; exposed timber beams; a hearty wood stove; two decks; and no less than three covered parking spaces, one attached to the home and two in the sturdy detached garage. A blessing in the winter months! Located within the Okemo Valley just two minutes from the bustling Victorian Village of Chester you have quick access to several of the major ski areas. 20 minutes to Okemo and 45 to Stratton and many more within an hour's drive. The Connecticut river valley and the nearest boat slip are just 15 minutes away. Nestled in a quaint wooded neighborhood you will find this will make a great family home or vacation getaway and basecamp for all Vermont has to offer. Excellently maintained and priced to sell this could also be a solid investment home for rental purposes. With the fiber optic internet, a home-based business is yet another possibility. Come see this wonderful home today!

This charming Greek revival located within the stone village of Chester, VT, has remained true to it's original in many ways. The yard is small but inviting. A beautiful view, an apple tree, raspberry bushes, white lilacs and a side patio off the kitchen are all yours! There are many closets as well as a larger enclosed area that could be used as a sewing or art room. The back stairway from the master leads you to to the kitchen where you'll find plenty of room, douglas fir flooring and exposed beams. Much of the house has pine flooring and many replacement windows. There is a detached 16x24 studio that's finished space which has electric and heat. Perfect for someone to have a small business or office on site. There is a large attached two bay garage with custom doors as well as another separate one bay detached garage, both with ample storage for cars, ATVs or snowmobiles. Chester is a vital local arts and music community that's close proximity to many VAST trails as well as 30minutes from several major ski areas. A new propane furnace was installed in November 2022, along with a new water heater.

This cozy but roomy builder/owner home comprises a warm log house with a newer extension that was built to be a forever home! Now it can be yours!! Located 10 minutes from Chester and an equally short hop to Okemo Mountain this is ideally situated in a wonderful full time community yet close to many of the Ski areas. And with I91 just 15 minutes away you have quick access to the entire Green Mountain State. Whether you are seeing an incredible vacation retreat or family home this property has so much to offer. Featuring 3 bedrooms including a private primary suite, office, den, large basement, 3 bathrooms, outdoor shower, 8 person hot tub, above ground pool, and all situated on a partially wooded but sunny site on a quiet town maintained road. There is plenty of room for a garden too! Come see this sweet Chester home today!

A "must see" family home situated on 4.8 private acres on a quiet road, convenient to Chester, Springfield and fifteen minutes to Ludlow and Okemo Ski Resort! Beautifully landscaped with the addition of varietal apple trees in 2022, plenty of open, yard space for vegetable gardens, beautiful stone walls and ample woods surround this ranch-style home in a park-like setting. Quality construction, built with efficiency and low maintenance in mind, offering an open floor design and cathedral ceilings. The main floor features two bedrooms with over-sized closets and two baths, a large, comfortable living room with a new pellet stove opens to the dining area, a nicely appointed kitchen with custom cabinets, double wall oven, ample work space and an island. The second level features an oversized bedroom or bonus room/office. Three mini-split systems were recently added, two on the main floor and one on the second level, providing additional heating options and the comfort of air conditioning. There is a full basement, partially finished, featuring a family/entertaining room with a bar area, as well as a workout space...some gym equipment will be included. There is plenty of additional storage and workshop space, as well. Attached is the heated, two car finished garage with insulated walls, epoxy flooring, and work tub with water; overhead storage available. Shed on concrete foundation in the backyard. This beautiful home is move-in ready...a must see! Showings begin 1/22 at 12noon.

Don't miss the rare opportunity to own this spectacular acreage set between the rolling hills outside the beautiful villages of Chester and Grafton Vermont. The stunning 372.75+/- acres has it all. The largest lot standing at +/- 218 acres has a Mobile home that could be improved upon or removed leaving a wonderful home site overlooking Popple Dungeon Rd and Stage road. It features a drilled well and a state-approved 3-bedroom septic system. There is underground power to the site and fiber optic is available in the area. The property consists of 2 contiguous preexisting lots with road frontage on Stage Road in Chester giving multiple opportunities for a number of small subdivisions. There are also gravel deposits on the site which could be used to develop the logging trails further. The property is enrolled in the Vermont Value use program which helps to keep the taxes low. The interior of the lot is mostly wooded and hosts a large open area for staging a logging operation. There is also a network of marked logging trails throughout the property making it easily accessible. The beautifully crafted ponds offer a welcome spot to take in the beauty of the landscape as well attracting all manner of wildlife. Whether you wish to develop or keep this pristine site as is you will find endless choices and opportunities for this very special place. Come see today!!

Don't miss the rare opportunity to own this spectacular acreage set between the rolling hills outside the beautiful villages of Chester and Grafton Vermont. The stunning 514.75+/- acres has it all. The largest lot standing at +/- 218 acres has a Mobile home that could be improved upon or removed leaving a wonderful home site overlooking Popple Dungeon Rd and Stage road. It features a drilled well and a state-approved 3-bedroom septic system. There is underground power to the site and fiber optic is available in the area. The property consists of 4 contiguous preexisting lots with road frontage on Stage Road in Chester giving multiple opportunities for a number of small subdivisions. Two of the lots also front onto route 35 between Chester and Grafton which are 70 & 72 acres +/- respectively. There are also gravel deposits on the site which could be used to develop the logging trails further. The property is enrolled in the Vermont Value use program which helps to keep the taxes low. The interior of the lot is mostly wooded and hosts a large open area for staging a logging operation. There is also a network of marked logging trails throughout the property making it easily accessible. The beautifully crafted ponds offer a welcome spot to take in the beauty of the landscape as well attracting all manner of wildlife. Whether you wish to develop or keep this pristine site as is you will find endless choices and opportunities for this very special place. Come see today!!

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to Vermonts best ski areas which create an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands including a sugarbush with a state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional private setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.

Spectacular 7-bedroom country home on 45+/- acres located in Chester, Vermont. This luxurious home combines the beauty of its architectural features with its magnificent country setting. Starting in the kitchen, there is an open kitchen design, large center island, a breakfast bar, a pantry with an additional oven and wine cooler, an oversized kitchen sink, and a commercial grade oven fit for a chef. In the living room there is an amazing stone fireplace with vaulted ceilings, an open post and beam design, and floor to ceiling windows. The dining room is sizeable and could be a perfect place for friends and family to gather for a meal. The main level has two bedrooms located near the back of the home. Both include their own private bathrooms. There is another half bathroom near the mudroom. Upstairs, above the three-car garage, there is a spacious primary suite with a full bath and walk-in closet. On the second floor there are three bedrooms, two of those bedrooms share a beautiful bathroom and the other bedroom has its own private bath. There are two lofted areas on the second floor. One of the lofts is spacious enough for a pool table and an extra living room space. This home includes 4 wood burning fireplaces, 1 outside fireplace and, 2 wood burning stoves. Visit the Okemo real estate community today. Taxes are based on current town assessment.