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Chester

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
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,676

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 Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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
  • Construction Existing
  • Bedrooms 10
  • Bathroom 12
  • Square Feet 6,848

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: 3.05% last updated on Oct 14, 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$529,000

Est. Mortgage: $/month

MLS Number 4845016

  • Residential Single Family
  • Bathroom 9
  • Bedrooms 9
  • Construction Existing
  • Square Feet 5,242

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 & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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690 Trebo Road Chester VT 05143

Chester, VT690 Trebo Road

Price$475,000

Est. Mortgage: $/month

Pending

MLS Number 4877533

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,112

Country colonial playground - Everything just feels right from the moment you pull in the driveway and slide into the large two car attached garage. Spacious oversized modern kitchen with cozy woodstove in the dining area will keep you warm on those long winter days. A half bath, bedroom and "comfy" living room round out the main floor. A large deck spans the full width of the house to take in the beautiful eastern views and fields. Upstairs are a private master suite with a beautiful tiled bath, two bedrooms and another tiled bath. The full basement is ready for a transformation to a movie or rec room. Current owners have sheep and chickens but you can remove the fencing and open the land back up. There are endless trails woven throughout the 19 acres consisting of open fields and woodland. There's even a small creek that runs through the bottom corner of the lot. Outbuildings consist of a heated "she shed", a free standing two car work barn, a run in shed and a chicken coop. This updated home is equipped with a state of the art solar array. If you are looking for your slice of Vermont, this charming house is minutes off Rte 103 and a five minute ride to Smitty's general store for some of the best deli meats, craft beer and sandwiches in the area.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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292 Quarry Road Chester VT 05143

Chester, VT292 Quarry Road

Price$449,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4878315

  • Residential Single Family
  • Square Feet 1,880
  • Bedrooms 3
  • Construction Existing
  • Bathroom 4

Overlooking the south branch of the Williams River, this expansive, 3+ bedroom, 3.5 bath 2006 contemporary home on 5 acres +/- is located on a country road just outside the village of Chester. With a subtle nod to Victorian style and high ceilings throughout, there are many attractive features to enjoy such as an open kitchen/living area with breakfast bar, wood stove and half-bath located near the mudroom entry. Lovely interior French doors open to the living room with a formal gas fireplace and bay window alcove, an inviting foyer, a first floor study/office, and a wonderful sunroom with floor to ceiling windows flanked by two deck/patios. The second floor features a large, private en suite bedroom with a large walk-in closet and full bath. The relaxing sounds of the river can be heard from the two additional bedrooms connected by a full bath and laundry. The walkout basement has a large, semi-finished space that would make a terrific game room or in-law apt with a 3/4 bath, a work sink, laundry hook-ups in place and a storage room accessed on either side of the basement. The attached two car garage adjoins the mudroom entry includes workshop space, and a large, second floor unfinished bonus space that could serve as a home office. The landscaped grounds feature two decks, a covered porch, perennial gardens and a riverside firepit accented by a dramatic vertical stone. A path through the woods leads to a super cool treehouse with a swing for two!

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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372 Main Street Chester VT 05143

Chester, VT372 Main Street

Price$439,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4880263

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,775

This exquisite home has been tastefully renovated throughout. The front porch invites a bit of respite and observation with a pause now and then as folks walk by with a hello. A visit offers quite a surprise in terms of the spacious floor plan and great flow! Family and friends easily gather throughout the common space, yet plenty of quiet time area is available. The modern kitchen is open, with ample stone counter tops, and newer appliances. The pantry has been saved and serves as incredible storage! A large office or den is adjacent to an expansive great room combination. A full bath is located just off the kitchen. The second floor landing is comfortable introducing four bedrooms and a full bath and a laundry. The great carriage barn retains it's one holer and has had substantial work done to add to it's long life. It is an incredible building to explore! The side yard is level and enjoys a patio offering expanded fair weather family enjoyment.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,613

You will love this classic saltbox home that sits on 5.5 acres a half-mile away from the town pool/recreation center and one mile from Chester village. The large kitchen features high ceilings, ample cabinets and counter space, as well as a breakfast nook overlooking the expansive backyard and gardens. A convenient laundry room/pantry is off to the side. With floor-to-ceiling windows and sliding glass doors onto the back deck, the dining area is the perfect place for warm family meals and dinner parties. The living room is equally spacious. A den and 1/2 bath complete the first floor. A wrap-around staircase leads to two bedrooms, full bathroom, master suite, and an office perfect for working from home. Hardwood floors are found throughout the first 2 floors. The basement features a rec room with a walkout to the backyard. A must-see

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

Active With Contract

MLS Number 4872902

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 4,026

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: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

176 Meadow Road Chester VT 05143

Chester, VT176 Meadow Road

Price$349,000

Est. Mortgage: $/month

Pending

MLS Number 4880555

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,862
  • Construction Existing

Enjoy the sweet Vermont life in this spacious tri-level 5 bedroom, 2 bathroom renovated farmhouse with detached garage. As you walk through the front door, an over whelming feeling of warmth and comfort envelops you. With newly laid solid hickory flooring along with stunning hand hewn beams which compliment the striking cathedral ceilings above the living room. We invite you to explore this extraordinary open space concept home. This forever home features a brand new heating system along with updated plumbing and electrical. Truly move in ready. The master suite has a private deck to enjoy your morning coffee as you watch the wildlife and listen to the zen sounds of the Williams River from your very own modern farmhouse oasis. The kitchen boasts hand poured concrete counter tops and new state of the art stainless steel appliances. Conveniently located on a quiet dead end street, overlooking the majestic Buttonwood Farms rolling green fields. A stroll around the block leads to the lively charm of Chester Village. With shops, dining and more. A short 15 minute drive takes you to Vails Okemo mountain resort for summer and winter fun, with even more shopping and excursions to choose from. Not to mention the Vas trail access. A property not to be missed. Schedule your showing today!

Listed by Hergenrother Realty Group and Daniel Preston of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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116 Main Street Chester VT 05143

Chester, VT116 Main Street

Price$349,000

Est. Mortgage: $/month

MLS Number 4884585

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Bedrooms 1
  • Square Feet 3,703

Huge investment opportunity centered right in the heart of Chester. This 7 unit office building with potential a residential space on the second level. This property has been so well kept by its owners for past 11 years including updates like new boiler, fire system through out the entire building, modern updates in offices, newer shingle roof, many new replacement windows and the list goes on and on. The building is so rich in history and has been home to many stable business in town for years and will be for years to come!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,700

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. This lovely 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 of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

275 Old Stage Road Chester VT 05143

Chester, VT275 Old Stage Road

Price$320,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4873848

  • Residential Single Family
  • Square Feet 1,446
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

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 Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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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 October 21, 2021.

 

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