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Chester, VT

339 Richardson Road Chester VT 05143

Chester, VT339 Richardson Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 4842176

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 5
  • Square Feet 4,326

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 game room overhead. Privately set between Chester, Londonderry and Weston with southern 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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$979,000

Est. Mortgage: $/month

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 Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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 Route Chester VT 05143

Chester, VT698 Vermont RT 11 Route

Price$699,000

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: 3.13% last updated on Apr 8, 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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2206 Green Mountain Turnpike Chester VT 05143
Active With Contract

MLS Number 4832641

  • Residential Single Family
  • Construction Existing
  • Bedrooms 12
  • Bathroom 12
  • Square Feet 6,976

Come fall in love with Vermont and this charming late 1700s colonial farmhouse set in a quintessential country location. With 35 acres to call your own, and only minutes away from beautiful Chester Village, you will discover the peace and tranquility this safe and private property has to offer. Cherish its history as a stagecoach inn and tavern back in the 1700's with reminders of those earlier days with original wide-plank pine floors, Rumford fireplaces, and hand-hewn beams. Many possibilities are yours - use the 9 pleasantly furnished guest rooms as a bed & breakfast, airbnb or ski house. Or, enjoy as a large family home with plenty of space for home offices (with high-speed fiber optic wifi throughout), remote schooling, sewing/crafting, or home gym/yoga space. The third-floor owners' quarters can be a great spot for teens, older children returning home or visiting friends and family. Bright and spacious inside; breathtaking natural surroundings in every season. So much to enjoy right on the premises with your own spring-fed pond, acres of meadow, woods and paths for hiking, swimming, ice-skating, snowshoeing and cross-country skiing! Fall in love with it all - this one-of-a-kind Vermont home - as you relax comfortably on the back porch swing! This is Vermont peace and serenity at its finest!

Listed by Hergenrother Realty Group and Terri Naroian of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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$599,000

Est. Mortgage: $/month

MLS Number 4850599

  • Residential Single Family
  • Construction Existing
  • Bedrooms 12
  • Bathroom 5
  • Square Feet 5,976

Welcome to the Wiley 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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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92 Vt Rte 11 west Chester VT 05143

Chester, VT92 Vt Rte 11 west

Price$599,000

Est. Mortgage: $/month

MLS Number 4818070

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 7,610

Built and operated as a successful retail/eat-in bakery/cafe for 20 years, this fascinating structure on 3.5+/- level acres offers possibility for use as a full time residence with a home business, or, with further modification, a unique and spectacular full time home. The amazing cathedral like structure was built in 1997 on an old homestead and attached to the barn which dates back to 1850s. The entire interior is connected and finished as one seamless space. There is a 4-flu chimney which could be made into a beautiful stone fireplace. The open floor plan could be redesigned for living space. The possibilities are endless. 4 bathroom spaces are in place with two half baths to code for public use and two more bath areas with a walk-in tiled shower. A home business such as a dance studio, music space, or any form of retail business would work very well with flexible options as to where the business entrance would be. Walking distance to town, adjoins town rec area.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • 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. 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: 3.13% last updated on Apr 8, 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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472 Main Street Chester VT 05143

Chester, VT472 Main Street

Price$450,000

Est. Mortgage: $/month

MLS Number 4822226

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,546

This is one of a kind! Whether you are looking for a home for your family and guests, or something you can use for a home business, this one is for you. It isn't often you find a house in this condition - just look at that porch. Located just a short distance to the village green, shops and eateries. In the other direction you will find the Chester recreation area for pool, tennis, and hiking. You have your choice of ski mountains with Okemo, Magic, Bromley and Stratton all a short drive away... golf, fishing, hiking, biking and so much more that Vermont has to offer. The home is lovely. There is a large kitchen, dining room and living room for formal relaxation. An office and first floor bedroom and full bath, too. Upstairs are 4 more bedrooms and 3 more baths. There is a back staircase off the kitchen. The back end of the house is where fun can happen. There is a bar and sitting area along with two rec rooms, currently with ping-pong, air hockey, billiards and poker tables! In addition, there is a large multipurpose room... exercise, shop, studio, rental space.... you decide! The fiber optic internet means you can stay in touch with work or take in your favorite movies. The landscaping is very attractive. Off the back of the house, there is a private deck that overlooks the huge, flat back yard. Every inch of it is usable for play or gardens! There is much to love here and in Chester. Offered mostly furnished. Be sure to take in the video to see all there is to offer.

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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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69 Jewett Road Chester VT 05143

Chester, VT69 Jewett Road

Price$424,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4810644

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,241

This idyllic Vermont farmland is situated between the peaceful town of Chester and Okemo Mountain Resort in Ludlow, and is perfect for agricultural use with its 11+ acres of land partially straddling the Williams River. There is an oversized three-bay maintenance garage with office space in addition to the always welcome, two-bay garage for automobiles. The contemporary farmhouse has plenty of living room and an abundance of light upstairs and down. The large floor-to-ceiling windows in the kitchen will invite you to the outdoor patio for barbecuing and entertaining, perfect anytime of the day or night. There is also another patio with a firepit near the large scenic pond. Whether on the patio or by the firepit at the pond, this is a beautiful place from which to gaze at the stars of the universe without obstruction from light pollution. One of the nicest features of the property is the large shedrow stable for your horses, plus a chicken coop for your own farm-fresh eggs. This is the way life should be lived-on a Vermont farm

Listed by Suzanne Garvey and Boris Lavanovich of Mary W. Davis Realtor & Assoc., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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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26 Common Street Chester VT 05143

Chester, VT26 Common Street

Price$419,000

Est. Mortgage: $/month

MLS Number 4850594

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,444

Very cool property on the Chester Green! 26 The Common has been infused with new energy & exudes a fun vibe helping to revitalize the Chester village. The 1st floor retail space has been incubating as the template of a play-based school and demonstrates how versatile the floor plan can be. With Central air, high ceilings, a pellet stove and a back room that would make a great café/serving space, there is also a 1/2 bath and a full basement with built in storage. A separate entrance, complete with doorbell and air-lock vestibule, leads to the 2nd floor, a totally roomy living space with a double living room that can alternate as a bedroom with closet space and an outdoor balcony. The spacious kitchen w/breakfast bar is open to the laundry area and a 3/4 bath. A dining room/bedroom and a second kitchen w/full bath & laundry hookups could easily be a mother-in-law apt. The third floor has been brilliantly renovated to add 2 more bedrooms and a luxurious bathroom with soaking tub and interesting tiered crown moldings. Each floor has access to exterior decking and stairways: a top deck perfect for growing plants off the 3rd floor bedroom, a covered porch with 2 entrances to the 2nd floor and a lower deck that could easily accommodate a hot tub. A fenced yard is a plus for pets and a detached 2 car garage provides extra storage. The back property line adjoins the town's Cobleigh field- an amazing resource to have in your backyard!

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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

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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 April 11, 2021.

 
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