Chester

Explore the latest real estate for sale in Chester, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

Create a free account to save your favorite Vermont real estate listings and get notified when similar properties become available.

134 Gold River Extension Chester VT 05143

MLS Number 4837125

  • Commercial
  • County Windsor
  • Acreage 13.42

Rare opportunity with commercial/industrial zoning. 13+ acres of fully permitted subdividable lots. Property can be used in its entirety, or use what you need and market the permitted land parcels to others. Currently there are 6 buildings onsite to include: 1792 sq ft office building; 3364 sq ft garage building with heat, loading dock, and rail siding; 7544 sq ft open span, no ceilings, storage building; 3 additional storage buildings. Property includes an owned rail siding for direct shipment possibilities. Highway access is on Route 11 East, 3/10's of a mile from Route 103, and 9 miles to Route 91, exit 6. Office building has center entry and two administration wings, could be used by two or more businesses. Fiber-optic internet is on site. Garage building is currently used for service of trucking and excavation equipment and includes office area. This building has loading dock and direct access to rail siding. Large former ore shed with 7544 sq ft of open span. Multiple doors to access the building. Survey and permits in place for 7 lot subdivision of the industrial park. Common rail siding to be maintained for all. Currently there is a tenant in the office building. Also offered separately (building lot, ore shed building, or garage/office/storage buildings). Video attached to the MLS.

Listed by Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

141 Stage Road Chester VT 05143

Chester, VT141 Stage Road

Price$925,000

Est. Mortgage: $/month

MLS Number 4822981

  • Land
  • County Windsor
  • Acreage 526.4

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 526 +/- acres has it all. Made up of 4 contiguous preexisting lots the parcel has road frontage on Stage Road in Chester giving multiple opportunities for a number of small subdivisions. Three lots also front onto route 35 between Chester and Grafton which includes two 70 +/- acres lots. There are also gravel deposits on the site which could be used to develop the logging trails further. If you have conservation on your mind the entire lot 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 are 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. The seller will entertain selling individual lots separately. Whether you wish to develop or keep this pristine site as is you will find endless choices and opportunity for this very special place. Come see today!!

Listed by Daire Gibney of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

374 Richardson Road Chester VT 05143

Chester, VT374 Richardson Road

Price$749,000

Est. Mortgage: $/month

MLS Number 4908861

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

Gracefully settled between the villages of Chester and Londonderry, sits a Vermont Farmhouse at road's end, sited on eleven+ acres of wood'n meadow. Dotted with old stone walls, a wildlife pond and enchanting views. The setting is magical. A wide country porch invites rocking chairs and visitors while the screened area encourages outdoor entertaining much of the year. The vintage flavor is apparent throughout the home- opening panel doors with antique latches or stepping foot on wide wood floors milled from indigenous trees from decades ago. This location is central to recreating: ski, hike, snowmobile, swim, or enjoy our local restaurants, theater and shopping. A center island kitchen with breakfast nook overlooks the rolling meadows and glass doors allows life to spill over onto the porch, deck or firepit area. A traditional dining room, adjacent to the intimate living room, awaits memorable dinner parties. The great room's remarkable soaring ceiling creates a central gathering spot and includes a cast iron wood burning stove to warm by when winter is settling in and snow abounds . The main floor bedroom would also make a delightful home office overlooking the fields to the rear. Upstairs you'll find additional bedrooms including a large “beamed ceiling” primary and a fun multi-functional den/game room. Two sets of farmhouse stairs give easy access. If quiet and open and vintage is your desire..Look no further. Showings begin Thursday, May 12th. Owner is a licensed Realtor.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

835 Quarry Road Chester VT 05143

Chester, VT835 Quarry Road

Price$675,000

Est. Mortgage: $/month

Pending

MLS Number 4908734

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

If you are searching for the perfect Vermont setting for year round living and enjoyment look no further than "Hidden Meadow". Situated on a very private 23.52 acres you will find a home and property that has been lovingly cared for by its original owners. The house features a tile entry way that leads to a comfortable living room with vaulted ceilings, hardwood floors and a custom built modified Rumford Fireplace that will heat the room on those winter nights. The living room leads out to a screened in porch were you can relax, bird watch and look out over one of the most beautiful properties you will ever see. The rest of the main floor boasts an open kitchen with an island, ample counter and cabinet space, a formal dining room, 3 large bedrooms including a Master with private bath and a laundry room. The second floor space can used as a bedroom or a great home office with fiber optic internet. 2 car attached garage with heated workshop and a full basement offers a tremendous amount of storage. The property is special with a wealth of perennial gardens, mature abundantly producing blueberry bushes, lupine fields, custom stonework and steps. The large pond is 20 ft deep suitable for swimming and home to 100's of rainbow trout. The barn is suitable for animals with plenty of open pasture. The location is ideal, just 1 mile to the historic Chester Green and only minutes to the picturesque town of Grafton. Skiing and outdoor activities are also just minutes away.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 Pine View Drive Chester VT 05143

MLS Number 4908570

  • Commercial
  • County Windsor
  • Acreage 1.56

Excellent opportunity presents itself with this outstanding commercial property located on Route 103 Chester. High volume traffic and exposure gives this property unlimited potential for the entrepreneur buyer. This exceptional post and beam structure sits on 1.56 acres and was built in 2006. Currently used as office space, it had been a retail shop, gallery and cafe in the past. Mixed use zoning allows for a future residential possibility. Over 3,000 usable square feet, ample parking, radiant heat, gorgeous tile flooring, natural wood beams. Town water and septic hooked up to the town line. Bring your vision and energy and create your dream.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

266 Main Street Chester VT 05143
Active With Contract

MLS Number 4907618

  • Commercial
  • County Windsor
  • Acreage 0.75

This 1780's stunning yet quaint home in the heart of Chester and Southern Vermont is truly the ideal location for a spectacular private residence or successful hospitality business. Owned and operated with love this building has provided a warm welcome to all who have visited and have become enchanted with Vermont through the years. Currently rented out as an extended stay rental and generating $8,800 monthly. The period home with newly renovated 2 bedroom separate living quarters comes mostly furnished leaving you space to add your personal touches. The main floor is easily accessible with first floor accommodations for those needing to avoid stairs. Gracious rooms and cozy common areas invite you to relax in a central location allowing easy access exploring the surrounding Chester village and with mountains, lakes and streams all within short drive you will not lack options for fun and relaxation. Come see this charmer; you may want to stay awhile!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

266 Main Street Chester VT 05143

Chester, VT266 Main Street

Price$529,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4907617

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 9

This 1780's stunning yet quaint home in the heart of Chester and Southern Vermont is truly the ideal location for a spectacular private residence or successful hospitality business. Owned and operated with love this building has provided a warm welcome to all who have visited and have become enchanted with Vermont through the years. Currently rented out as an extended stay rental and generating $8,800 monthly. The period home with newly renovated 2 bedroom separate living quarters comes mostly furnished leaving you space to add your personal touches. The main floor is easily accessible with first floor accommodations for those needing to avoid stairs. Gracious rooms and cozy common areas invite you to relax in a central location allowing easy access exploring the surrounding Chester village and with mountains, lakes and streams all within short drive you will not lack options for fun and relaxation. Come see this charmer; you may want to stay awhile!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

74 Cobleigh Street Chester VT 05143

Chester, VT74 Cobleigh Street

Price$485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4903312

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

One of the true gems of Chester. This circa 1850 home has been transformed over the years. It has the charm of the original farmhouse yet has the functionality of a newer home. You enter into a lovely enclosed screened in porch with newer windows which also serves as an entry mudroom. You'll step into a large living room with a woodburning stove with new stainless steel liner added when the chimney was rebuilt. Good sized kitchen has ample counter space and cabinets as well as an eat-in island with stools. The formal dining room has hardwood floors and a gorgeous bay window looking out to the front yard. First floor features an inviting family room with a wet bar, gas fireplace and access to the backyard patio. You'll also find on the main floor a bedroom, full bathroom, arts and crafts room and an amazing sunroom with brand new windows looking over the backyard. The upstairs features 2 bedrooms including an owners suite with a laundry room, dressing room, huge walk-in closet and a master bath with radiant heat and a double marble sink. There is also a second floor office for working at home. The property is special. It's beautifully landscaped all around with a vegetable garden bed, multiple outbuildings including a new 10X14 shed, small fish pond,fire pit and patio for endless hours of outdoor enjoyment. A 3 bay garage was also added in the past year. The house was recently painted and is move in ready. All this just a short distance to the historic town green.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1824 Vt Route 11 East Chester VT 05143

Chester, VT1824 Vt Route 11 East

Price$429,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4894210

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

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

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1824 VT Route 11 East Chester VT 05143
Active With Contract

MLS Number 4894211

  • Commercial
  • County Windsor
  • Acreage 2

Landscaping, hydroponics, hemp/cannabis, flowers/plants and wheat grass are just some of the indoor growing specialties this exciting property can support. Live comfortably in the attractively renovated vintage styled 2 bedroom, 2 bath converted schoolhouse while you master the art of growing. Work remotely and start a side online/home business that germinates your passion. Three enormous heated New England Style 96' x 30' greenhouse structures with automatic water system and dedicated artesian well will jump start your enterprise. Two additional greenhouse frames can be utilized. Steps away from your dwelling you can interact with customers and help beautify Vermont by getting involved with local beautification committees. Grow your own vegetables and practice sustainable living while hitting the slopes and enjoying all that Vermont has to offer. Cue the chickens... See mls #4894210

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

134 Gold River Extension Chester VT 05143

MLS Number 4837151

  • Commercial
  • County Windsor
  • Acreage 2.49

Rare opportunity with commercial/industrial zoning. 2.49 acres that is fully permitted. Property can be used as one business spot, or share the office building with another business. Currently there are 3 buildings onsite to include: 1792 sq ft office building; 3364 sq ft garage building with heat, loading dock, office, and rail siding; plus an additional 1500 sq ft storage building. Property includes an owned rail siding for direct shipment possibilities. Highway access is on Route 11 East, 3/10's of a mile from Route 103, and 9 miles to Route 91, exit 6. Office building has center entry and two administration wings, could be used by two or more businesses. Fiber-optic internet is on site. Garage building is currently used for service of trucking and excavation equipment and includes office area. This building has loading dock and direct access to rail siding. Common rail siding to be maintained for all. Currently there is a tenant in the office building. Also available separately (building lots, ore shed building, or the entire parcel-see MLS 4837125). Video attached to the MLS.

Listed by Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1377 VTRT 103 Chester VT 05143

Chester, VT1377 VTRT 103

Price$400,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3078 VT Rt 10 Chester VT 05143

Chester, VT3078 VT Rt 10

Price$399,000

Est. Mortgage: $/month

Pending

MLS Number 4902497

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

Beautiful cape home on level country lot bordered by stone walls. Mature landscaping, above ground pool, screened gazebo, large back deck, 2-car attached garage along with attached utility shed, additional single car garage, walk out basement, first floor bedroom, open floor concept, stainless steel appliances. Second floor has two generous sized bedrooms, full bath and a bonus room for a home office, reading nook craft area or whatever you like. Home has been nicely updated. This home is turn-key. DELAYED SHOWINGS START WEDNESDAY MARCH 30, 2022

Listed by Julie Buffum of Buffum Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

32 VT Route 10 Chester VT 05143

MLS Number 4905205

  • Commercial
  • County Windsor
  • 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1698 Dean Brook Road Chester VT 05143

Chester, VT1698 Dean Brook Road

Price$375,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4897353

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

Looking for that quintessential log home in VT near Okemo Mountain? This is the first time that this home has ever been on the market. This house sits on 10 +/- acres and has been lovingly maintained and shines with character from the stone to ceiling fireplace, open timber ceilings, a covered front porch, and your own private sugar house. You will always be toasty with radiant heating throughout or from the wood burning fireplace. Enjoy all seasons at this property with various fruit trees, perennial gardens, a small pond and the perfect location for a vegetable garden. A majority of your electricity is powered by your own private solar panels. The two car garage offers additional space for all of your cars or toys. The basement has a walkout under the porch and features a partial kitchen and room to finish off additional space. Easy access to Okemo Mountain and Ludlow village. Seller will entertain highest and best offer until Sunday February 13th until 5pm. Sellers will make a decision by Monday at noon. Closing will need to be "on or before 8/1/22".

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

369 Logan Drive Chester VT 05143

Chester, VT369 Logan Drive

Price$369,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4899093

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

COUNTRY COMFORT.....This home and detached heated garage/shop enjoys a peaceful setting on 14+ acres. The homes interior has been recently and tastefully updated consisting of 2 bedrooms, 2 baths and an open living/dining/kitchen floor plan. The custom kitchen with bar island and pantry will please even the most critical cook in the family. The large master suite has slider access to an oversize covered deck that overlooks the property. With only a little tiding up of siding where new windows were installed, this home has very little left that is undone and is ready to move into. The well maintained road provides access to just a few neighboring properties with easy access to a paved town maintained road just a minute away.

Listed by Roger Danyew of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Grafton Road Chester VT 05143

Chester, VTGrafton Road

Price$360,000

Est. Mortgage: $/month

MLS Number 4903171

  • Land
  • County Windsor
  • Acreage 142.1

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 142.1 +/- lot is made up of two separate but adjoining parcels, one in Chester comprising of 70.1 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 & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3074 VT Route 10 Chester VT 05143

Chester, VT3074 VT Route 10

Price$329,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4900961

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

Set back from the main road, is a very well-maintained 3 BR / 2 BA home with attached 2-car garage. Lovely and sun-lit living room. Eat-in kitchen is fully applianced with many cabinets and counterspace. Off of the kitchen is a deck. Master bedroom includes a large closet [2'x7.9"] and adjoining bath. Two additional bedrooms; one bedroom currently being used as an office. Lower level is finished [16x27.7] and can be considered to be a bonus room; perhaps bring in a pool table or ping pong table! Additional storage rooms in the basement. Very nice level land parcel: plenty of room for gardens and a back patio area. There is a firepit in the backyard along with a small pond. On the front side of the house is a small shed which could be ideal for a garden shed, and/or a small playhouse. [Subject to Sellers' finding suitable housing].

Listed by Amy Messina of Town and Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

17 Grafton Street Chester VT 05143

Chester, VT17 Grafton Street

Price$325,000

Est. Mortgage: $/month

MLS Number 4895672

  • 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.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

17 Grafton Street Chester VT 05143

Chester, VT17 Grafton Street

Price$325,000

Est. Mortgage: $/month

MLS Number 4894930

  • 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.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

125 and 61 Trebo Road Chester VT 05143

Chester, VT125 and 61 Trebo Road

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4906704

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

How sweet it is!!!....this home is perfect for those looking for full time or part time use. The main house is being offered furnished and will be ready to enjoy! Situated close to Route 103 for easy access to downtown Chester and short drives to 4 major ski areas. What items on your home wish list?? Mudroom/entryway (check), Garage for the car (check), country charm with nice wood beams (check), large deck for entertaining and relaxing outdoors (check)country setting with view (check), open living area (check)....included with the house is a guest cottage. Great income potential! Open house for both homes Saturday May 7th 11-2pm. Appointments for the main house anytime. New flooring in one bathroom and new hot water heater done this past month.

Listed by Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

981 Cavendish Road Chester VT 05143

Chester, VT981 Cavendish Road

Price$239,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4898245

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

Short drive down a country road, takes you home. Only 8 miles to Okemo Vail resort. This wonderful property offers everything you have been looking for. Open concept main level with kitchen, dining and living room. Mudroom with space for cubbies and a bench, office space for work from home option and super convenient location. The home is bright and sunny with spacious bedrooms, newly engineered septic system, circular driveway and pretty yard space. Kitchen boasts granite countertops, stainless appliances and quality cabinetry. New flooring in the living room, natural wood decor and wood burning fireplace create the cozy Vermont home you have been looking for. Showings begin Saturday February 19,2022.

Listed by Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

5032 Vt Route 103 N Chester VT 05143

Chester, VT5032 Vt Route 103 N

Price$214,500

Est. Mortgage: $/month

Pending

MLS Number 4901597

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

This three bedroom, 1.5 bath home is just minutes to Ludlow and Okemo Mtn. ski resort. There is a large 4 car detached garage with office space and finished space above offering plenty of room for your hobbies and storage for all of your "toys". Large storage / mud room entry, walk in pantry, partially finished basement and direct access to the Williams River for outdoor recreation. There will be no showings. No trespassing.

Listed by Judith Thompson of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

316 Depot Street Chester VT 05143

Chester, VT316 Depot Street

Price$180,000

Est. Mortgage: $/month

MLS Number 4871589

  • Multifamily
  • County Windsor
  • Square Feet 2,135
  • Acreage 0.5

Chester Vermont multi family , excellent rental history. Conveniently located in town. 4 units plus a garage barn space.

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3590 Vermont Route 103 North Chester VT 05143
Active With Contract

MLS Number 4892482

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

Affordable Chester home back on the market after many substantive upgrades and repairs, including, but not limited to: replaced and reinforced sills, replaced building supports, new shower fixtures, knob and tube removal, new sheetrock and primer, new sub flooring in mudroom & and much more.This three bedroom, one bathroom home on .89 acres in the Gassett's area of Chester 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 has an open concept design layout. The laundry room hookup is on the other side of the kitchen, with a new laminate floor and platform for washer and dryer. 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! *complete list of recent repairs/upgrades in Documents

Listed by Kristen Fehrenbach and Rachael Hyjek of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 21, 2022.