Chester

MLS Number 4932616

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 7
• Bathroom 6

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.

Listed by Katherine Burns of William Raveis Vermont Properties

MLS Number 4918189

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 4
• Bathroom 5

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.

Listed by Wade Treadway of Wade I Treadway Real Estate

MLS Number 4946058

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 2
• Bathroom 1

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!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

MLS Number 4946102

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 2
• Bathroom 1

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!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

MLS Number 4928621

• Commercial
• County Windsor
• Square Feet 4,060
• Acreage 0.25

Located at the head of the Village Green, it has been home to many successful businesses! The beautiful post and beam interior is warm and inviting. Enjoy the high foot and vehicle traffic in a very desirable area which has long benefitted owners and their businesses. There are 3 units with much potential! The first being the business store front, second is a space in the back which could easily be turned into a rental with a kitchen and separate bathroom, the third is a second floor 2 bedroom 1 bathroom with much potential! Along with the many benefits of this properties location comes parking right on the Green. Some recent updates are the back portion on the building has a new roof and solar was added recently as well. Owner may consider owner financing.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

MLS Number 4929151

• Multifamily
• County Windsor
• Bathroom 2
• Square Feet 4,060
• Acreage 0.25

Located at the head of the Village Green, it has been home to many successful businesses! The beautiful post and beam interior is warm and inviting. Enjoy the high foot and vehicle traffic in a very desirable area which has long benefitted owners and their businesses. There are 3 units with much potential! The first being the business store front, second is a space in the back which could easily be turned into a rental with a kitchen and separate bathroom, the third is a second floor 2 bedroom 1 bathroom with much potential! Along with the many benefits of this properties location comes parking right on the Green. Some recent updates are the back portion on the building has a new roof and solar was added to the whole building recently as well. Owner may consider owner financing.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

MLS Number 4871606

• Multifamily
• County Windsor
• Bathroom 2
• Square Feet 2,280
• Acreage 3

Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business.

Listed by Michael England of Michael England Real Estate

MLS Number 4905205

• Commercial
• County Windsor
• Square Feet 3,306
• Acreage 9.4

Outstanding business location! This great 9.4 acre parcel has retail space, walk-in refrigerator and freezer, and a commercial kitchen at ground level, with residential space above for owner/operator or staff! The property is located at the intersection of two state highways - Route 10 and Route 103 which provides excellent access for motorists and tourists. Permitting allows seating for 22. Imagine your local farm to table eatery, a great burger place or maple creamery with activities in the field - perhaps even a 4-wheeler and snowmobile track. This property has amazing possibilities! Bring your passion and imagination when you come see this prime location. Schedule a showing today!

Listed by Suzanne Garvey and Matthew Bellantoni of Mary W. Davis Realtor & Assoc.,Inc.

MLS Number 4935430

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 4
• Bathroom 1

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.

Listed by Heather Gleim of CENTURY 21 MRC

MLS Number 4936369

• Multifamily
• County Windsor
• Square Feet 1,824
• Acreage 0.37

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 two 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. Taxes are based on town assessment.

Listed by Katherine Burns of William Raveis Vermont Properties

MLS Number 4936368

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 3
• Bathroom 2

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. Taxes are based on current town assessment. Visit the Okemo real estate community today.

Listed by Katherine Burns of William Raveis Vermont Properties

MLS Number 4945948

• Land
• County Windsor
• Square Feet 6,185,520
• Acreage 142

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 142 +/- lot is made up of two separate but adjoining parcels, one in Chester comprising of 70 +/- acres and 72 +/- acres in Grafton. Each has road frontage on onto route 35 between Chester and Grafton. If you have conservation on your mind both parcels are enrolled in the Vermont Value use program which helps to keep the taxes low. The interior of the lot is mostly wooded with small ponds on the Chester lot. There are also a network of logging trails throughout the property. Come see today!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

MLS Number 4946297

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 3
• Bathroom 1

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. Recent updates include solar panels and heat pump. 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.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

MLS Number 4937718

• Land
• County Windsor
• Square Feet 5,216,310
• Acreage 119.75

Here is land with a variety of options! Streams, open areas, wooded areas & various levels of terrain make this property attractive for many avenues of fun and adventure! Go fishing, ride your ATVs, build your dream home, you name it- AND you are located just minutes from the quaint village of Chester as well as Okemo Mountain. Access to the property is via a deeded 50' ROW.

Listed by Amy Bedor of Parkway Realty

MLS Number 4918671

• Land
• County Windsor
• Square Feet 288,803
• Acreage 6.63

Two newly created Chester residential building totaling 6.63 acres +/- are ready for your building plans. Town approved minor subdivision and State approved septic permits for two, 3 bedroom homes on each surveyed lot with a proposed shared driveway. On the way to Okemo Mountain, near a town wildlife sanctuary and just outside the attractive village of Chester, these parcels offer a perfect location for a vacation or primary home. Southwestern exposure offers potential for Green living with solar power/tesla battery- 3 phase power at street & close proximity to transfer station. See mls # 49186683 and 49186704 for individual pricing of lots.

Listed by Geralyn Donohue and Gail Beardmore of Engel & Volkers Okemo-Woodstock

MLS Number 4938558

• Multifamily
• County Windsor
• Bathroom 2
• Square Feet 2,240
• Acreage 0.4

A two-family home until last year, this centrally located Chester property has much potential for either single family or multi family residences. Within Village zoning and walkable to shopping and public schools, with major road frontage for a home business, the opportunities are numerous. Currently being used as a primary and short term rental, the house has 6 bedrooms, 2.5 baths with a space perfect for an accessory dwelling unit or in-law apartment. There is unfinished space on the second floor to be reclaimed and rehabbed for additional space. Three separate entrances offer possibilities for two first floor apartments and one second floor unit. The current owner has worked her magic on creatively repurposing and refreshing the interior. Video tour available upon request. Also listed as mls# 4938551

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

MLS Number 4938551

• Residential Single Family
• County Windsor
• Property Type Single Family
• Bedrooms 6
• Bathroom 3

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

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

MLS Number 4932285

• Land
• County Windsor
• Square Feet 74,052
• Acreage 1.7

Seller is ready to pass along this rural property to the next lucky owner. This has been a special place for the Seller and he was hoping to build again since the house burned a few years back. The former house site is level and the drilled well could be reconnected. The septic tank and leach field still exist and there was a wastewater permit with a designed system. Buyer would need to research the process for building and connecting and/or upgrading the septic system. There is a small rustic barn that with some finishing could be used to camp in while building. There is a shed as well. Stone walls, hardwood trees, perennial beds, and power on site. The snowmobile trail is down the hill. There is a quarry at the end of the road. Come and take a look at this special spot in Chester.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

MLS Number 4918670

• Land
• County Windsor
• Square Feet 145,926
• Acreage 3.35

Newly subdivided parcel in Chester, Vermont on the way to Okemo Mountain! Lot 4 is a 3.35 +/- surveyed lot with proposed shared driveway and a private building site set back and elevated from the road. Just out of town, across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with approved subdivision and State wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic high speed internet available, solar & Tesla potential. Enjoy the town of Chester and all the area has to offer! See mls #4918671 for pricing of Lots 3 & 4 combined.

Listed by Geralyn Donohue and Gail Beardmore of Engel & Volkers Okemo-Woodstock