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Chester Vermont Real Estate

Windsor County
Chartered: February 22, 1754
Area: 35,773 Acres = 55.9 Square Miles
Population (US Census, 2000): 3,044
Population Density (persons per square mile): 54.5

Schools

Windsor Southwest Supervisory Union 802-875-3365
Chester-Andover School 802-875-2108
Green Mountain Union High School 802-875-2146

Chester Vermont is a short drive from Springfield Vermont and Bellows Falls Village Vermont. A picturesque downtown with family-owned shops, restaurants, and bread and breakfasts beckons residents for an afternoon stroll along Main Street or a picnic in the town green. An annual fall craft show and a late winter chili contest are just a taste of the goings-on in this quaint Vermont town. Chester Vermont real estate and properties puts Vermont skiing less than an hour away, like Okemo Mountain Resort, Ascutney Mountain Resort, Pico Ski Resort, Killington Resort, Magic Mountain Ski Resort, Stratton Mountain Ski Resort, Suicide Six Ski Area, and Bromley Mountain Ski Resort.

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447 Main Street Chester VT 05143

Chester, VT447 Main Street

Price$525,000

Est. Mortgage: $/month

MLS Number 4964674

  • Multifamily
  • Units 3
  • Bathroom 2
  • Acreage 0.33
  • Square Feet 3,926

This house and accessory dwelling unit provide a rare opportunity to own income property in the quaint Town of Chester Vt. it is walkable to the town green that hosts shops and restaurants. It is centrally located near golf courses and several ski mountains- Okemo, Magic and Bromley. It has a main house with 2 units and a seperate ADU that is currently under construction and will be completed by end of August. It is zoned for residential, commercial and multi-unit dwellings. The main house has 2 units consisting of 3-4 bedrooms for 1 unit and the second unit has 2-3 bedrooms. The ADU is a 1 bedroom apartment. The mini splits in the main house first and second floors and the ADU provide air conditioning and heating during the seasons. The solar panels and Tesla batteries provide power and backup power when the electrical grid has an outage. This home's location and construction has withstood Storm Irene and the flood of 2023 with no issues. This property is also listed as a single family on MLS listing number 4964672. This property is a wonderful investment , a lovely home or a combination of both!

Listed by John Napier of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 1st Avenue Chester VT 05143

Chester, VT514 1st Avenue

Price$524,500

Est. Mortgage: $/month

MLS Number 4954146

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,880

Welcome to the 1803 House- Where History Meets Opportunity! Nestled in the heart of Chester, this charming residence is a unique blend of 1800's character and modern potential. With a rich history, dating back centuries; this property offers a piece of the past with endless future possibilities. Immerse yourself in the timeless charm of this historic gem. Original hardwood floors and architectural details throughout will transport you to another era. Enjoy the serene outdoor oasis - a amidst the local bustle. Nearby ski resorts, shops, and restaurants make this location a dream for those seeking a vibrant Vermont lifestyle. Have the opportunity to create your own modern masterpiece while preserving the historical soul of the home. Don't miss out on the chance to own a piece of history and invest in a bright future. Discover the endless potential of 514 First Ave today!

Listed by Morriah Adams of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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1709 Potash Brook Road Chester VT 05143

Chester, VT1709 Potash Brook Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4970124

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Square Feet 2,688
  • Bathroom 3

This spacious custom 4 bed,3 bath home sits on 7 acres of land near the end of a dead-end country road and is minutes from the Village of Chester. Built in 2008, this home has ample storage, a large laundry room with a ¾ bath and a roomy primary suite with a custom tile shower, a Japanese soaking tub, and a private deck. The main level of the house has a large living room with brand-new flooring, a wood stove and stone hearth and sits adjacent to the gourmet kitchen featuring a commercial hood over the “Blue Star” 6 burner gas range and pot-filler faucet. The large open plan main level opens to the covered deck and 12 x 22 blue stone patio. On the same level is a large den/office which could be used as a 2nd living room, library or guest bedroom. While the living areas are spacious and comfortable the wrap-around porch is where you will want to spend all your time. This home was built in a controlled environment using 2 x 6 construction with plywood (not composite), copper piping, 10” basement concrete walls & radiant heat in the basement floor. The decking is low-maintenance Trex material and the siding is a high-quality vinyl. The grounds include several perennial gardens and a 6' deep pond. The basement level is just waiting for your imagination. Skiers, snowboarders, snowmobilers, or just an out door enthusiast be aware, this is an ideal property and location; less than 30 minutes to 3 major ski resorts, close to VAST snowmobile trail, and a short drive to the Chester!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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1937 Green Mountain Turnpike Chester VT 05143
Pending

MLS Number 4959136

  • Residential Single Family
  • Bedrooms 2
  • Construction Existing
  • Square Feet 1,812
  • Bathroom 2

This extraordinary Stone Cottage began its history as a schoolhouse built near the end of the Civil War. It exemplifies a construction style known as 'snecked ashlar' a technique brought to Vermont by craftsmen from the Aberdeen region of Scotland in the early 19th Century. The historic homestead is sited overlooking the Williams River next to an active farm. Meticulously renovated the home includes a great room with wood panelled vaulted ceiling. This spacious gathering room is centered on a wood-burning stone fireplace and illuminated by windows looking out the river. The gracious country kitchen is accented with custom cherry cabinets, built-in hutch, a granite surfaced breakfast island and bay windows looking over the Williams River. The kitchen opens directly onto a secluded patio ideal for seasonal dining & morning coffee. The primary bedroom & bath is on the second floor with a private guest bedroom on the lower level with walk-out access to a level area above the scenic waterfront. The detached gambrel garage invites a variety of possible uses with a large, bright former workshop below and a clear-span upper room with enough space for an efficiency apartment. Chester's Stone Village is nearby with shops and services. Ludlow and the Okemo ski area are about 20 minutes away by car.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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12 Common Street Chester VT 05143

MLS Number 4928621

  • Commercial
  • Square Feet 4,060
  • Year Built 1820
  • Acreage 0.25

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

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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12 Common Street Chester VT 05143

Chester, VT12 Common Street

Price$495,000

Est. Mortgage: $/month

MLS Number 4929151

  • Multifamily
  • Bathroom 2
  • Units 3
  • Acreage 0.25
  • Square Feet 4,060

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

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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

591 Remington Road Chester VT 05143

Chester, VT591 Remington Road

Price$429,000

Est. Mortgage: $/month

Pending

MLS Number 4968626

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 4,196
  • Bedrooms 4

Today's your lucky day! Priced below $150 per finished above grade square foot there is no way you could ever build this over 4000 finished square foot home with the attention to detail this home holds within its entry. Step into the kitchen and here we have beautiful cherry cabinets which are now the rage. History does repeat itself. The great room boasts a floor to ceiling fireplace that ascends to an impressively crafted, affixed tongue and grove mosaic ceiling. A first floor primary bedroom suite has access to your private porch for morning coffees or exercises. Peer upwards towards your open second story where you will find beautiful built ins within one of the 3 available bedrooms or descend to the ground floor where you will find a family room for entertaining, and a bonus room to use for play, exercise or even an office for someone who wishes not to be disturbed. Situated within a developing subdivision on over 6 acres, you have the privacy you may desire yet can still be within ear shot should your neighbors be needed. Chester is located within minutes of the Grafton Trails and Outdoor Center, Magic & Stratton Mountain and a little further north to Okemo and Killington. The location is great for fulltime or vacation time home.

Listed by Leila Tarantelli and Gage Eastman of KW Coastal and Lakes & Mountains Realty/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 4952929

  • Commercial
  • Square Feet 6,656
  • 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. Video attached to the MLS.

Listed by Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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117 South Main Street Chester VT 05143

Chester, VT117 South Main Street

Price$399,000

Est. Mortgage: $/month

MLS Number 4956139

  • Multifamily
  • Units 3
  • Bathroom 3
  • Acreage 0.75
  • Square Feet 2,008

Opportunity awaits! This three-unit property has been very well maintained and is fully rented with long term tenants. This investment features an in-town location within walking distance to shopping, restaurants and local conveniences. This property also includes additional unfinished square footage in the barn, currently used for storage, with great potential for new ideas. Even the basement is impressive. The outside of this home has been freshly painted as of 6/6/2023. All apartments are in good shape and fully applianced.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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

32 VT Route 10 Chester VT 05143

MLS Number 4905205

  • Commercial
  • Square Feet 3,306
  • Year Built 1980
  • 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: 7.19% last updated on Sep 21, 2023
* 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 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 September 24, 2023 6:23 AM EDT