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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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17 Grafton Street Chester VT 05143

Chester, VT17 Grafton Street

Price$305,000

Est. Mortgage: $/month

MLS Number 4955578

  • Multifamily
  • Units 2
  • Acreage 0.37
  • Square Feet 1,824
  • Area In Town

Classic 1852 brick colonial home located on the corner of Grafton and Main Streets in beautiful downtown Chester. A short stroll to the town green, library, shops and antique shops. Currently a 2 unit apartment, it's top floor consists of a two bedroom one bath unit while the downstairs is set up as a one bedroom cozy apartment. The house can very easily be converted back to a single family home by simply removing a wall on the lower level which was installed only a few years ago. The whole house has electric and plumbing updates. Two recent hybrid water heaters and furnace. A new roof was just installed. Priced to sell, please note current tenants are occupying both units. Appointments with at least 48 hours notice are needed. Showings will be scheduled in blocks of time. This is an excellent opportunity to either convert the home back to a single family or live in one and rent the other. Visit the Okemo real estate community today Taxes are based on town assessment.

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

$
$
%
$/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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17 Grafton Street Chester VT 05143

Chester, VT17 Grafton Street

Price$305,000

Est. Mortgage: $/month

MLS Number 4955577

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,824
  • Bathroom 2

Classic 1852 brick colonial home located on the corner of Grafton and Main Streets in beautiful downtown Chester. A short stroll to the town green, library, shops and antique shops. Currently a 2 unit apartment, it's top floor consists of a two bedroom one bath unit while the downstairs is set up as a one bedroom cozy apartment. The house can very easily be converted back to a single family home by simply removing a wall on the lower level which was installed only a few years ago. The whole house has electric and plumbing updates. Two recent hybrid water heaters and furnace. A new roof was just installed. Priced to sell, please note current tenants are occupying both units. Appointments with at least 48 hours notice are needed. Showings will be scheduled in blocks of time. This is an excellent opportunity to either convert the home back to a single family or live in one and rent the other. Visit the Okemo real estate community today. Taxes are based on town assessment.

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

$
$
%
$/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

154 Fletcher Hill Road Chester VT 05143

Chester, VT154 Fletcher Hill Road

Price$299,900

Est. Mortgage: $/month

MLS Number 4971224

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Square Feet 1,500

Looking for a primary or second home in the beautiful town of Chester? This 3 bedroom home is ready for a new family. Split level entry with nice sized living room, spacious kitchen, and dining area and 3 bedrooms and a bath on the main level. The lower level has plenty of storage, a carpeted bonus room and a drive-in 2 car garage with automatic openers. There is an outdoor furnace that heats the home with wood and oil that has heated the house for many years. If you need an additional bath, the lower level is plumbed for that along with washer, dryer hook ups. There is a large backyard deck, blueberry bushes and a perennial garden area. Beautiful front yard set back off the road and a back yard of trees and trails.

Listed by Suzanne Garvey and Elissa Scully 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.

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81 Gold River Extension Chester VT 05143

MLS Number 4961571

  • Commercial
  • Acreage 1.95

COMMERCIAL OPPORTUNITY.....Spacious open working space with 4 garage doors -- three in the front and one in the back, located in Chester on a flat parcel of land. Interior consists of a private office space, half bath, concrete floors, work tables, high ceilings, heating system and plenty of parking.

Listed by Roger Danyew of Diamond 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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83 Potash Brook Road Chester VT 05143

Chester, VT83 Potash Brook Road

Price$210,000

Est. Mortgage: $/month

MLS Number 4961980

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Square Feet 500
  • Area Rural

This one is ready for you to do your thing! Convert the barn? Build a new home? Park an RV even! This pretty lot sits nicely between Chester and Andover, close to Okemo Mtn and has great access to paved and dirt roads not to mention the nearby Vast trails. The original house site has been levelled after a structure fire but a wonderful spring well, septic system, driveway, barns, and riverside access all remain. Perfect for a small horse farm, hobby farm or amazing campsite. Build your dream home, just pick your spot!

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

00 Coach Road Chester VT 05143

Chester, VT00 Coach Road

Price$169,000

Est. Mortgage: $/month

MLS Number 4964879

  • Land
  • Acreage 12.51
  • Utilities Other
  • Zoning Res

This beautiful 12.51 acre in town lot is one of the last of it's kind! This lot features long range Views, extremely easy access to downtown Chester being only 3 minutes from the Chester green, and a pond that could make this property the perfect Vermont get-away. The owners have subdivided this parcel from their larger parcel and have agreed to allow for a 50 foot wide right-of-way for a driveway and easy access to the property from Coach road.

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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255 Linden Way Chester VT 05143

Chester, VT255 Linden Way

Price$155,000

Est. Mortgage: $/month

MLS Number 4947408

  • Land
  • Acreage 3.29
  • Area Rural
  • Zoning residential

A very rare find! Here is your chance to own 3.3 acres of beautiful "action ready" land in the town of Chester. Situated in a woodsy setting, your new home will feel intimate and private, yet only a 15 minute walk into the town of Chester. Best of all, the under ground electric, well, septic, cable and gravel pad are existing and ready to be built on! There is a flat upper pad for your home site with a flat lower grass backyard or walkout basement. In addition, enjoy the sound of the babbling brook that is set safely below the home site. This is truly a one of a kind opportunity for your dream home with all your utilities and pad ready to go! A huge money and time saver! This land is ideally located for skiing! Just 18 minutes to Okemo, 30 minutes to Bromley and 45 minutes to Stratton. Grafton is 10 minutes by car, I-91 is just 15 minutes, and Lebanon/Hanover NH is 1 hour. The road has been newly renamed so there is no sign post yet. Use the Directions provided here on MLS.

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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00 VT Route 103 N Chester VT 05143

Chester, VT00 VT Route 103 N

Price$125,000

Est. Mortgage: $/month

MLS Number 4918670

  • Land
  • Acreage 3.35
  • Zoning Res. 3 acres

Newly subdivided parcel in Chester, Vermont on the way to Okemo Mountain! Lot 4 is a 3.35 +/- surveyed lot with proposed shared driveway and a private building site set back and elevated from the road. Just out of town, across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with approved subdivision and State wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic high speed internet available, solar & Tesla potential. Enjoy the town of Chester and all the area has to offer! See MLS#4918671 for pricing of Lots 3 & 4 combined.

Listed by Geralyn Donohue and Gail Beardmore of Engel & Volkers Okemo

$
$
%
$/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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00 VT Route 103 N Chester VT 05143

Chester, VT00 VT Route 103 N

Price$119,000

Est. Mortgage: $/month

MLS Number 4918668

  • Land
  • Acreage 3.28
  • Zoning Res 3 acre

Go green with this prime building lot in Chester, Vermont on the way to Okemo Mountain! Lot 3 is a 3.28 +/- surveyed lot with proposed shared driveway and private building site set back and elevated from the road. Just North of the village, across from the Williams River and near a town wildlife sanctuary, this property is ready for your construction project with approved subdivision and State wastewater permit for a 3 bedroom home. Septic design available, 3 phase power at the road, VTEL fiberoptic internet available. Close to transfer station for solar power and Tesla applications. Enjoy the town of Chester and all it has to offer! See MLS# 4918671 for combined pricing of Lots 3 & 4.

Listed by Geralyn Donohue and Gail Beardmore of Engel & Volkers Okemo

$
$
%
$/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

00 Trebo Road Chester VT 05142

Chester, VT00 Trebo Road

Price$110,000

Est. Mortgage: $/month

MLS Number 4937027

  • Land
  • Acreage 23.7
  • Zoning Residential

Just shy of 24 acres, this lot allows privacy while being only 5 miles to Main Street, Chester. And Ludlow, with Okemo Mountain is just a 20 minutes drive. Current owners had put in a culvert and driveway many years ago which has mostly grown over, but provides nice access to walk into the property.

Listed by Brian Gehlich of RE/MAX Four Seasons

$
$
%
$/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

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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 6:54 AM EDT