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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.

4877 VT Route 103 Chester VT 05143

Chester, VT4877 VT Route 103

Price$675,000

Est. Mortgage: $/month

MLS Number 4947322

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,208
  • Bedrooms 4
  • Bathroom 2

Incredible ready-to-go investment property or Spacious family home! 4 bed, 2 baths, large garage, 2 hot tubs, one inside and one outside. Privacy and all within 10 minutes of Okemo mountain. Many recent updates including landscaping with beautiful blue stone patio. Comes with a wonderful team of people to help you grow the business! Come See it today!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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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4877 VT Route 103 N Chester VT 05143

MLS Number 4947235

  • Commercial
  • Year Built 1980
  • Square Feet 2,208
  • Acreage 1.12

Incredible ready-to-go investment property! 4 bed 2 baths, large garage, 2 hot tubs, one inside and one outside. Privacy and all within 10 minutes of Okemo mountain. Many recent updates including landscaping. Comes with a wonderful team of people to help you grow the business! Come See it today!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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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157 Murdock Road Chester VT 05143

Chester, VT157 Murdock Road

Price$675,000

Est. Mortgage: $/month

Open House

MLS Number 4954753

  • Residential Single Family
  • Next Open House: Sat 06/3 11:00 am. to 3:00 pm.
  • Bedrooms 3
  • Construction New Construction
  • Bathroom 2

A mix of artistry and environmental features are the strong points. This 3 bedroom house on 30+/- acres is only 8 miles to Okemo. This dream home was started with only the best materials and construction techniques. The dream is 95% finished and due to health factors the owner must sadly find the right owner who will bring this project to completion. Originally an off the grid fully sustainable home, it's now hooked up to the grid with backup Kohler generator and solar panels. Cedar siding with natural insect fighting abilities adorns the exterior and is protected by a high end standing seam roof. This house is ready for the elements! Inside the details continue, enter the garage and find a spacious mudroom space. The kitchen offers environmental quartz countertops of seashells and sea glass, equipped with an Italian LaNordica wood cook stove and stainless appliances with plenty of space to entertain. The beautiful oak floors and trim were cut from the homesite and milled locally. The main level is open concept and also includes a bedroom, office with French doors, full bath and laundry. Upstairs are the second and third bedrooms with a half bath. On the lower level walkout there is a Morso wood stove and to be finished rooms. The property comes with a cottage with a kitchen, wood stove, solar panels and a loft. This cottage is still off grid. Priced so you can finish this masterpiece! Taxes are based on current town assessment. Showings begin June 3rd at 11am.

Listed by Katherine Burns and Joseph Karl of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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

244 Main Street Chester VT 05143

Chester, VT244 Main Street

Price$599,999

Est. Mortgage: $/month

MLS Number 4954502

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 4,475

You can sometimes search a lifetime for a property like this, a home that has a story, a town that is known to be quintessential VT living, and one that you can operate as an Inn or Bed & Breakfast, or have a wonderful family compound. Seek no further than this 1800's historical Victorian. The main house has 6 bedrooms on the second floor each with it's own private bathroom. On the first floor you'll find a kitchen prime for your renovation ideas, a formal dining room, front living room and a den that's ideal for a home office with fiber optic internet. You will also find gorgeous hardwood floors, original interior oak trim and a grand stairway leading up to the second floor. There is also a 1 bedroom apartment upstairs above the barn area. The porch overlooks a gorgeous green and town setting with shopping and restaurants alike. Complete this package with a guest cottage that was just fully renovated. Being sold mostly furnished, this will not last through the Summer.

Listed by Katie Ladue Gilbert of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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

514 1st Avenue Chester VT 05143

Chester, VT514 1st Avenue

Price$549,500

Est. Mortgage: $/month

Open House

MLS Number 4954146

  • Residential Single Family
  • Next Open House: Sat 06/3 11:00 am. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,880

Charming village colonial farm house in the historic Stone Village of Chester. Enjoy a country setting farm with 4.8 acres located within walking distance to town, 10 minutes from Interstate 91 and 20 minutes to Okemo Mountain. In-law suite with private entry, kitchen and bath provide the opportunity for on-site caretakers, home business or guest quarters. Two-bay attached garage, and large barn provide plenty of storage and endless potential. Open House 06/03 from 11am-2pm.

Listed by Morriah Adams of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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
  • Units 3
  • Bathroom 2
  • 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 with much potential! 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: 6.57% last updated on May 25, 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

12 Common Street Chester VT 05143

MLS Number 4928621

  • Commercial
  • Year Built 1820
  • Square Feet 4,060
  • 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 with much potential! 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 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: 6.57% last updated on May 25, 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 Regina Lane Chester VT 05143

Chester, VT32 Regina Lane

Price$449,000

Est. Mortgage: $/month

Pending

MLS Number 4950705

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Bathroom 4
  • Square Feet 4,104

This Beautiful expanded cape is in pristine condition. Being so new this home has many of the modern features and designs that are up to date including a wonderfully laid out and crafted kitchen with granite counter tops, a walk in pantry, perfect lighting and plenty of counter space. This home consists of an open floor plan connecting the kitchen-dining-Livingroom to make for a great space to host friends and family for whatever event may be happening. There is also plenty of space for them to stay with a handicap friendly basement level walk in accessory dwelling with a separate kitchen, bathroom, bedroom and even laundry. All this and it is nestled on a quiet private Vermont road only 14 miles from Okemo, 13 miles from Magic Mountain and only 22 miles from Bromley. You will find that this home is close enough to walk to the Chester green where you can find shops, reasturants and more!

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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

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: 6.57% last updated on May 25, 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

1377 Vtrt 103 Chester VT 05143

Chester, VT1377 Vtrt 103

Price$400,000

Est. Mortgage: $/month

MLS Number 4871606

  • Multifamily
  • Units 2
  • Bathroom 2
  • Acreage 3
  • Square Feet 2,280

Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business.

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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 June 1, 2023 5:25 PM EDT