Welcome to Watson Realty & Associates PLC

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

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.

r=21-30
Whitmore Brook Road Chester VT 05143

Chester, VTWhitmore Brook Road

Price$159,000

Est. Mortgage: $/month

MLS Number 4972447

  • Land
  • Acreage 18.54
  • PricePerSqFt 8576.05
  • Zoning Res

This four lot subdivision is a builders dream. Four subdivided lots with state permits for waste water and septic designs. Come take a look and bring your plans. These lots average less than $40k per lot.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 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
  • PricePerSqFt 37313.43
  • 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: 6.94% last updated on May 23, 2024
* 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

Brookside Drive Chester VT 05143

Chester, VTBrookside Drive

Price$125,000

Est. Mortgage: $/month

MLS Number 4994316

  • Land
  • Acreage 8
  • Utilities None
  • PricePerSqFt 15625
  • Zoning res

Brookside Dr. Chester. Eight acres high on a hill side, a cross valley view with a little clearing, possible down the valley too. Property is partially wooded, has a small stream and has a field are that will need to be reclaimed for a nice house site. Survey shows a spring. State permit WW-2-2138 fro 5 bedroom too Own your piece of Vermont.

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 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
  • Utilities Cable - Available
  • PricePerSqFt 36280.49
  • 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: 6.94% last updated on May 23, 2024
* 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

4351 Route 11 Chester VT 05143

Chester, VT4351 Route 11

Price$67,900

Est. Mortgage: $/month

Pending

MLS Number 4993658

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 980

This property is being sold "as is", and is priced accordingly. It's a cute 1968 A-frame not far from several ski areas including Okemo, Magic, Bromley, and Stratton. However, it's going to take work to bring it back to it's 1960's glory days! The septic and well water conditions are unknown. Sold AS IS!!

Listed by Glenn Olney of Barrett & Valley Associates,Inc/Sprin

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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

Vt Route 10 Chester VT 05143

Chester, VTVt Route 10

Price$39,900

Est. Mortgage: $/month

MLS Number 4993711

  • Land
  • Acreage 4
  • Utilities None
  • PricePerSqFt 9975
  • Zoning Residential

This parcel of land has a lot of road frontage on a well maintained state highway. The lot is undeveloped and will require improvements including a driveway to be put in. There is a pretty spot on the east side of the property for your year-round or secondary home. Within an easy drive to Okemo and close to several other ski areas as well.

Listed by Glenn Olney of Barrett & Valley Associates,Inc/Sprin

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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

3610 Vt Route 103 North Chester VT 03602

MLS Number 4994538

  • Land
  • Acreage 0.5
  • PricePerSqFt 79800

Rare opportunity to own a vacant lot in Chester Vermont. There are endless possibilities here. Build a home or start a business, Only 5 mile to Chester center and 8 miles to Okemo Mountain. Easily accessible from I-91, Chester is a four-season community with a charming village center and it's proximity to skiing, hiking, biking, snowmobiling, and pretty much all seasons outdoor adventures. This lot has the septic, well & electric. Fiber optic internet. Priced better if purchased with Next door Home 3590 Route 103 North Chester. MLS#

Listed by Kimberly Matson of BHG Masiello Keene

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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

Remington Road Chester VT 05143

Chester, VTRemington Road

Price$35,000

Est. Mortgage: $/month

MLS Number 4996410

  • Land
  • Acreage 1.64
  • Area Neighborhood
  • PricePerSqFt 21341.46
  • Zoning Residential

Just a half mile to the quintessential downtown of Chester is this beautiful lot in the Remington subdivision. This 1.64 acre lot has exceptional views! The terraced lot is ideal for a walk out lower level to a what could be a flat lush lawn with fire pit, swing set, horseshoe pits or all of the above! This is a great value with a million dollar view! Under ground power is at the lot, the permitted septic is an inground system. Bring your plans and your builder or have the seller build your dream home! The seller is a Vermont licensed Realtor.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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

Remington Road Chester VT 05143

Chester, VTRemington Road

Price$29,900

Est. Mortgage: $/month

MLS Number 4996522

  • Land
  • Acreage 1.34
  • Area Neighborhood
  • PricePerSqFt 22313.43
  • Zoning Residential

This affordable lot has under ground power and a permitted inground septic design. Ready for you and your home plans. Just minutes to the Chester Green and an array of outdoor activities to include world class skiing at several different Seller is a licesensed Vermont Realtor.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 2024 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 May 24, 2024 1:10 PM EDT