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.

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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 Annie Bessette and Andy Paluch of TPW Real Estate

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%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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339 Richardson Road Chester VT 05143

Chester, VT339 Richardson Road

Price$1,349,000

Est. Mortgage: $/month

Pending

MLS Number 4842176

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 5

This home with over 207 accessible acres in both Chester and Andover is perfect for a large family or group. 9 bedrooms including master suite on first floor, 5 full baths, large public spaces, and an oversized 3 bay heated garage with full finished storage room overhead. Privately set between Chester, Londonderry and Weston with soufthern and western views. Top quality, recent construction and all amenities: granite counters, double ovens, central AC, radiant and baseboard heating, large stone fireplace, full house automatic generator, shining wood floors, and comfortable dining seating for 15-20. Sled, ski or snowmobile through the front yard, meadows or wooded trails. Small pond in view from front porch. The land is enrolled in VT Current Use and VT Land Trust for tax reduction and land conservation. Most house furnishings are included - list available.

Listed by Judy Dickison of Barrett & Valley Associates, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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465 Pennell Road Chester VT 05143

Chester, VT465 Pennell Road

Price$1,135,000

Est. Mortgage: $/month

MLS Number 4869423

  • 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 many of 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 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 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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445 Trebo Road Chester VT 05143

Chester, VT445 Trebo Road

Price$1,075,000

Est. Mortgage: $/month

MLS Number 4860366

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 4

This custom one-of-a-kind timber frame home on 10.6 +/- acres, located just outside of Chester, offers stunning craftsmanship, beautiful scenery, and superior quality. The open layout consists of kitchen, dining, and a great room with vaulted ceilings, and radiant heat maple floors throughout. The first floor extends to an en suite primary bedroom, guest room and guest bath, and an office/study built for two. A separate entrance from the heated two-car garage, complete with interior hose hookups and two floor drains, opens into a mudroom/laundry room with exquisite slate flooring. The modern kitchen includes a built-in grill and stainless steel Energy-Star appliances. Interior solar shades grace the majority of 44 windows on the first floor and finished lower level, also with radiant heat flooring. The second floor incorporates an open loft area overlooking the great room and surrounded by three bedrooms and a full bath. The pastoral grounds accented by stone walls nurture pear trees in front of the home. A hillside backyard is highly favorable for solar panel placements that would remain largely out of view. This idyllic property, close to Okemo Mountain Resort and many exemplary golf courses, is two 5 +/- acre parcels being sold as one, with the second completely wooded for added privacy. Words alone cannot describe the fulfillment of living in this classic Vermont home.

Listed by Suzanne Garvey and Michael Normyle of Mary W. Davis Realtor & Assoc., Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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141 Stage Road Chester VT 05143

Chester, VT141 Stage Road

Price$999,000

Est. Mortgage: $/month

MLS Number 4822981

  • Land
  • County Windsor
  • Property Type Land
  • Acreage 548

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 543 +/- acres has it all. Made up of 5 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 as well as a 20.1 acre lot with permitted 1 acre +/- Mica Schist stone quarry. 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 throughout 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 and Valley Associates, Inc/Chest

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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816 Popple Dungeon Road Chester VT 05143

Chester, VT816 Popple Dungeon Road

Price$850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4848206

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

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.

Listed by Lisa Kelley of Cummings & Co

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%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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698 VT ROUTE 11 West Chester VT 05143

MLS Number 4820670

  • Commercial
  • County Windsor
  • Acreage 5.63

An Amazing opportunity to own a 1810 Brick federal style home that is rich in local history and one of the most historic homes in Chester. It's had many reincarnations over the 2 century's of its existence. Starting as an old farmhouse it was converted to an Inn in 1942 and has been run as one ever since. It's been known as the Stone Hearth Inn and Tavern since 1982. It has been beautifully cared for by its current owners who have updated and maintained its elegance and down home charm. The Inn features 8 bedrooms mostly en-suite, a large formal dining room, Formal living room with a classic stone fireplace, office and a commercial kitchen. The home also features a separate 700 sq ft apt for additional income possibilities. Upstairs is a 2 bedroom owners quarters with full bath and living room. Attached to the Inn/Home is the 80 seat Tavern with refinished wood floors, gorgeous wood bar and wood stove. The property is special. Nearly 6 acres of open space, perennial gardens, back patio and direct groomed access to the VAST snowmobile trails. The possibilities here are endless. Large family home to live and work with great income potential with rentals, restaurant, tavern and even weddings. Run it or lease the spaces out. Ski clubs are another great possibility. Located just 2 miles from the Chester Green and only a short distance to major ski resorts, Okemo, Stratton, Bromley and Magic. Live the Vermont dream at this fantastic property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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698 Vermont RT 11 Chester VT 05143

Chester, VT698 Vermont RT 11

Price$650,000

Est. Mortgage: $/month

MLS Number 4820671

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 10
  • Bathroom 12

An Amazing opportunity to own a 1810 Brick federal style home that is rich in local history and one of the most historic homes in Chester. It's had many reincarnations over the 2 century's of its existence. Starting as an old farmhouse it was converted to an Inn in 1942 and has been run as one ever since. It's been known as the Stone Hearth Inn and Tavern since 1982. It has been beautifully cared for by its current owners who have updated and maintained its elegance and down home charm. The Inn features 8 bedrooms mostly en-suite, a large formal dining room, Formal living room with a classic stone fireplace, office and a commercial kitchen. The home also features a separate 700 sq ft apt for additional income possibilities. Upstairs is a 2 bedroom owners quarters with full bath and living room. Attached to the Inn/Home is the 80 seat Tavern with refinished wood floors, gorgeous wood bar and wood stove. The property is special. Nearly 6 acres of open space, perennial gardens, back patio and direct groomed access to the VAST snowmobile trails. The possibilities here are endless. Large family home to live and work with great income potential with rentals, restaurant, tavern and even weddings. Run it or lease the spaces out. Ski clubs are another great possibility. Located just 2 miles from the Chester Green and only a short distance to major ski resorts, Okemo, Stratton, Bromley and Magic. Live the Vermont dream at this fantastic property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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266 Main Street Chester VT 05143

MLS Number 4837044

  • Commercial
  • County Windsor
  • Acreage 0.75

This circa 1780's stunning, country inn is located in the heart of Chester and southern Vermont, the ideal setting for a hospitality business. Owned and operated with care, this home and it's owners have provided a warm welcome to all who have visited and have become enchanted with Vermont through the years. This well established business is ready for you to put your mark on the hospitality for the long list of returning guests! The 7 guest rooms and common areas are fully furnished. The newly renovated owners quarters, including two spacious bedrooms, will be unfurnished allowing your own personal décor. Enjoy a comfortable lifestyle in Vermont, in concert with your guests! 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. The central village location allows easy access to the surrounding community on foot!. Come see this charmer; you may want to stay awhile!

Listed by Daire Gibney and Joan Morey of Barrett and Valley Associates, Inc/Chest

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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266 Main Street Chester VT 05143

Chester, VT266 Main Street

Price$579,000

Est. Mortgage: $/month

MLS Number 4845016

  • 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. 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/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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38 Vt Rte 11 West Chester VT 05143
Active With Contract

MLS Number 4851883

  • Commercial
  • County Windsor
  • Acreage 0.87

The Historic Wylie House on .87 +/- acres with 12 bedrooms and 5 baths would lend itself to many commercial uses such as office/professional space, bed and breakfast, mutli-units, air b&b rentals, a retreat or a ski house. An owner occupied therapeutic retreat for many years, the property would also convert to a 3 unit or as owner occupied with a 2 unit rental that would be easily leased, rentals are in demand! A large 2 story addition with radiant heat would make a wonderful professional meeting space, yoga/exercise space or alternative school. The adjoining barn with efficiency kitchen, 3 bedrooms and bath could be an event space or separate apartment. The yard has multiple, customized sheds including a sauna, an office/studio with heat and water, a work shop, garden shed, potting shed and gazebo. A whole house propane generator and outdoor wood boiler provide back up and alternative heat. The yard adjoins the town park in the back which offers skating, disc golf, skateboard park, outdoor pool, tennis courts and a sledding hill.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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38 Vt Rte 11 West Chester VT 05143

Chester, VT38 Vt Rte 11 West

Price$550,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4850599

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 12
  • Bathroom 5

Welcome to the Wylie House, a historic 12 bedroom, 5 bath home on .87 acres with many original details such as Victorian gingerbread, stained glass, an elegant period stairway and a rustic, original 2 story barn. The updated kitchen has attractive tile flooring, crown moldings, center island and a lovely eat-in area with a nook to enjoy morning coffee/tea. The living room has a brick hearth for a wood or pellet stove and built-ins for a great study/home office. The main bedroom features a lovely picture window overlooking the garden & a full bath w/clawfoot tub. An additional front bedroom could also serve as living area. Upstairs there are 2 baths, 5 bedrooms and a finished 3rd floor w/full bath, common area and two additional bedrooms. A 2004 addition adds a spacious gathering room that opens to the large rear deck. A huge, light and bright bonus space w/cathedral ceilings on the 2nd floor is perfect for yoga, a home theater, craft room or professional space. The attached rustic 2-story barn is an amazing space w/an efficiency kitchen, woodstove, full bath, laundry area and large picture window. A custom detailed stairway leads to 3 bedrooms on the 2nd floor. The yard has been lovingly cultivated with perennial gardens and features a garden cottage shed, outdoor sauna, workshop, studio/office wood storage and gazebo. An auto generator keeps things running smoothly and an outdoor wood boiler is a great alternative for heat! Next to town rec area & walkable to town.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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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 Annie Bessette and Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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693 Lovers Lane Road Chester VT 05143

Chester, VT693 Lovers Lane Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4875140

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

On one of the best locations in town you will find this well cared for 3 Bedroom saltbox home on 5.5 private acres just 1 mile from the village. The home is full of charm and many highlights. You'll find a large country kitchen with a ton of counter and cabinet space with an eat in breakfast area that opens up to the side yard deck. The kitchen has a pass through opening to the dining room which has a slider door to a private 10X20 deck ideal for relaxing. The first floor also boasts a good sized living room with woodburning stove, big den that has multiple uses, 1/2 bath and laundry/pantry/coat room off kitchen. The second floor gives you 3 good sized bedrooms including an owners bedroom with private bath and an office perfect for working at home with fiber optic internet available. Hardwood floors are found throughout the first 2 floors. The basement features a huge rec room with a walkout to the backyard. The property itself is exceptional. 5.5 acres, much of it open featuring a side yard along the road hidden by a privacy fence. The other side of the house features the deck where you can sit and listen to the bordering Lover Lane Brook. The backyard slopes down to the firepit and an open field that will make you feel like you are away from it all even though your only a mile from town. The location is perfect!. Just a 20 minute drive to Okemo and close proximity to the VAST trials. The Chester Town Recreation center is just down the street. A must see!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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1377 VTRT 103 Chester VT 05143

Chester, VT1377 VTRT 103

Price$400,000

Est. Mortgage: $/month

MLS Number 4871606

  • Multifamily Multi-Family
  • County Windsor
  • Property Type Multi-Family
  • Bathroom 2
  • Square Feet 2,280

Chester Vt 1377 VTRT 103. , Multi Family , Commercially zones property , Many good uses for property. Store, home , multi Family , boarders Williams River

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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514 First Street Chester VT 05143

Chester, VT514 First Street

Price$379,000

Est. Mortgage: $/month

Pending

MLS Number 4861178

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

Great location ! exceptional Chester village home on 4.8 acres. Handsome brick home offering 5 bedrooms, 3 baths with wide plank floors, 2 car carriage barn. Large barn with horse stalls and chicken coop. Included across the street 3 acre meadow with river frontage . Nice country feel with village amenities , walk to town green. Included is a 1 bedroom 2 bath apartment with separate entrance and parking spot. All season location, 15 minutes to Okemo ski and golf.

Listed by Frank Ellison and Karen Wilson of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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225 Pleasant Street Chester VT 05143

Chester, VT225 Pleasant Street

Price$374,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4826630

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

Don't miss this comfortable Victorian home, having been a successful Inn for many years, will also be a wonderful location for the life style of your family, be it a business or a residence. With 9 bedrooms and 8 bathrooms plus parking for 8-10 vehicles there is ample space to run an Airbnb or host a large family retreat. With several ski resorts all under 30 minutes away this is an ideal property for a ski/recreational club house. There is plenty of room to entertain with a large dining room, living rooms and the old tavern with a large deck for lounging, after a day of exploring the area. The property has been lovingly maintained and it shows. Just moments from the quaint Village of Chester and quick access to I-91, it is conveniently situated to access all the wonders Vermont has to offer. This is without doubt a special place with the value you are seeking! Come, look, see for yourself!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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90 Common Street Chester VT 05143

MLS Number 4872901

  • Commercial
  • County Windsor
  • Acreage 0.16

A fantastic business and investment opportunity on the Chester Common. One of the towns Victorian crown jewels is ready for it's new owners. The first floor commercial space has been the long time home of successful restaurant ventures over many years. The property is completely set up and ready to go with a fully loaded commercial kitchen that was redone new in 2014. 65 seat facility with enclosed front porch seating with windows looking out over the common. Also features an inviting bar area as you walk in. Basement is set up for storage and has a large walk in refrigerator. Many recent updates including electric, plumbing and foam insulation. Upstairs you will find a second floor front office overlooking the common as well as a spacious 2,100 sq ft 2 bedroom apartment with back living room with deck access, full kitchen, dining room, laundry room and extra finished living space on the third floor. This property is ideal for a chef-owner who would like to live and work in a beautiful town setting. Also great extra income potential using the upstairs apartment as a rental. Located in an area of Vermont that is vibrant in all seasons. Near several major ski areas, all town amenities and convenient access to route 91. Come and take a look.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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90 Common Street Chester VT 05143

Chester, VT90 Common Street

Price$349,000

Est. Mortgage: $/month

MLS Number 4872902

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

One of the towns Victorian crown jewels is ready for it's new owners. Two Bedroom apartment with over 2,000 sq ft of living space located right on the chester common. Apartment boasts a large living room with a gas fireplace, deck of the entry. Good sized kitchen with large dining room and an extra 400 sq ft of living space on the finished third floor. The first floor commercial space has been the long time home of successful restaurant ventures over many years. The property is completely set up and ready to go with a fully loaded commercial kitchen that was redone new in 2014. 65 seat facility with enclosed front porch seating with windows looking out over the common. Also features an inviting bar area as you walk in. Basement is set up for storage and has a large walk in refrigerator. Many recent updates including electric, plumbing and foam insulation. This property is ideal for a chef-owner who would like to live and work in a beautiful town setting. Also great extra income potential using the upstairs apartment as a rental. Located in an area of Vermont that is vibrant in all seasons. Near several major ski areas, all town amenities and convenient access to route 91. Come and take a look.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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14 Church Street Chester VT 05143

Chester, VT14 Church Street

Price$349,000

Est. Mortgage: $/month

MLS Number 4874093

  • Multifamily Multi-Family
  • County Windsor
  • Property Type Multi-Family
  • Bathroom 5
  • Square Feet 4,700

Fantastic investment opportunity. 5 Unit multi-family located in the heart of the village on the corner of Church and Main. One two bedroom, 3 one bedroom and one studio. Excellent condition throughout. Many updates including standing seam roof in approx 2016, 2 of the units totally renovated in 2018 and 2019, new propane furnace and heating system in 2018, multiple windows replaced, rear deck and stairs replaced in 2018. This is a revenue producer. Live in one unit and rent the other for income. Many possibilities exist with the lovely property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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3057 Route 11 Chester VT 05143

Chester, VT3057 Route 11

Price$339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4846044

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

This fine 3 bedroom 1 1/2 bath home enjoys southern solar gain, beautiful gardens, stone work and a sweet pond. Reclaim the old hiking trails in the forest behind the house and enjoy the 10 acres of land. The property also includes a large garage that has housed an automotive and auto body business for over 30 years. Not a mechanic? The garage may be perfect for a car collector, woodworker, or artist. Fantastic opportunity for many applications! This versatile property is set midway between Chester and Springfield with easy access to Okemo Mountain Resort, Springfield Hospital and Dartmouth Hitchcock. A great property that offers a multitude of possibilities! Call with your ideas today!

Listed by Daire Gibney and Joan Morey of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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275 Old Stage Road Chester VT 05143

Chester, VT275 Old Stage Road

Price$320,000

Est. Mortgage: $/month

MLS Number 4873848

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

Have you been looking for the perfect log cabin to call your own? Here it is!! Fully furnished and ready for new owners! This log home is super cute and will not disappoint. The current owners have enjoyed the great location with easy access to skiing, shopping, Chester village and Grafton yet it feels like you are in your own private piece of Vermont. Wonderful front porch with brand new swing, firepit with chairs and an incredible shed with power (means this space has many options...bunkroom, expanded family room, storage, etc). This home has been loved and it shows!

Listed by Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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558 Main Street Chester VT 05143

Chester, VT558 Main Street

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4870838

  • Residential Single Family
  • County Windsor
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

Lovely renovated four bedroom, two bath Chester Village home on .19 acres+/-. The charming interior has a spacious kitchen with a center island and walk-in pantry with built-ins, first floor full bath, spacious living/dining room, informal area and an office/study - perfect for working remotely from home. There is a wonderful rustic den/living area with woodstove in the back of the house that leads to the delightful rear deck and garden area as well as a handy attached storage garage. The second floor has three bedrooms in the front of the house, a spacious common area, and a private master bedroom suite with full bath and laundry area. Enjoy this wonderful location, where you can walk to the shops/restaurants, events on the Village Green and the Town Recreation Area. Close to ski resorts.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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668 Grafton Road Chester VT 05143

Chester, VT668 Grafton Road

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4872874

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

Located just a short distance for the center of town this 1840 farmhouse has an abundance of character and charm including wide plank pine floors and many great details such as original doors and moldings. You will find an inviting from porch that will lead you into the entry. Country kitchen with Viking range, built in shelving and a wood burning stove for the winter days and nights. Off the kitchen is a cozy den ideal for a home office (fiber optic internet). On the first floor you will also find a beautiful formal dining room that leads to large living room with a classic wood burning fireplace and access to the backyard stone patio. The upstairs has two bedrooms as well as a common space and a second full bath. Off the kitchen you can access the multi-level attached barn that can be used for work space, storage, garage as well as a ground floor ideal for equipment and tractors. The barn is in good shape for its age but could most likely use some shoring up in some areas. It is a beauty. The 16.5 acres are separated by Grafton Rd. The house side is approx 5 acres with a lovely meadow, privacy and about 800 ft of gorgeous frontage on the south branch of the Williams River. The rest of the acreage is across the street with frontage on both Grafton Rd and Quarry Rd. Could be an opportunity for building or selling in the future. This is a must see classic home. Close to all VT has to offer including several major ski areas, town amenities and easy access to Rt 91.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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325 Goodrich Road Chester VT 05143

Chester, VT325 Goodrich Road

Price$284,000

Est. Mortgage: $/month

MLS Number 4869578

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

A True Vermont country gem is nestled atop of a Mountain on Goodrich Road just outside of the Chester Village. This charming property has been well kept and well loved by its current owners. The grounds are impeccably maintained offering lush perennial's, level lawn space and wooded areas ready for exploring. Enter the home through the convenient mud-room where you can leaves boots and outdoor equipment. Then head inside to the country kitchen offering great natural light and area for dining. The main living room is lined with reclaimed barn boards and a warm Jotul Wood stove. The open concept offers space and skylights let in great sunlight. The best place to relax is in the family room with double glass sliders on both sides of the room. The center floor to ceiling fireplace is the focal point and also offers a nice ambiance on chilly Vermont nights. You will also find two cozy bedrooms as well as bath on the main level. Head upstairs to the open loft which looks down on the living room and is adjacent to the master bedroom with skylights to admire the night sky while you lay in bed and a lovey mountain view. Go explore well manicured lawn and relax on the deck with access to the family room. This property has had many upgrades including handy attached wood shed, oversized shed/workshop, newly insulated to help with heating costs and the list goes on. A true country retreat just off Route 103, a short drive to skiing, shopping and dining. A MUST see!

Listed by Amanda Stearns of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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.

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Copyright 2021 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 August 2, 2021.