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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.

141 Stage Road Chester VT 05143

Chester, VT141 Stage Road

Price$925,000

Est. Mortgage: $/month

MLS Number 4822981

  • Land
  • Acreage 526.4
  • Area Near Skiing, Rural
  • Utilities None
  • Zoning Residential

Don't miss the rare opportunity to own this spectacular acreage set between the rolling hills outside the beautiful villages of Chester and Grafton Vermont. The stunning 526 +/- acres has it all. Made up of 4 contiguous preexisting lots the parcel has road frontage on Stage Road in Chester giving multiple opportunities for a number of small subdivisions. Three lots also front onto route 35 between Chester and Grafton which includes two 70 +/- acres lots. There are also gravel deposits on the site which could be used to develop the logging trails further. If you have conservation on your mind the entire lot is enrolled in the Vermont Value use program which helps to keep the taxes low. The interior of the lot is mostly wooded and hosts a large open area for staging a logging operation. There are also a network of marked logging trails throughout the property making it easily accessible. The beautifully crafted ponds offer a welcome spot to take in the beauty of the landscape as well attracting all manner of wildlife. The seller will entertain selling individual lots separately. Whether you wish to develop or keep this pristine site as is you will find endless choices and opportunity for this very special place. Come see today!!

Listed by Daire Gibney of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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354 Miner Road Chester VT 05143

Chester, VT354 Miner Road

Price$865,000

Est. Mortgage: $/month

Pending

MLS Number 4888463

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,310

End of the road privacy! It doesn't get any better with the town plowing to your house! 2.4 miles off Route 103, less than 10 miles to Okemo. Hiking, biking, fishing, golf all just minutes away. Great roads to run/walk on. Architect designed reproduction half cape built in 2008 will fool just about everyone into thinking it was from the 1800's. Hillside views overlook your private pond. Sale includes guest cottage. 53+ acres include garden area, birch grove with azaleas and rhodys, asparagus bed, and 100 prolific blueberry bushes. Great hill for sliding in winter. Pond for you, the dogs and visiting wildlife. 3 sheds, standby generators for house and cottage. Flexible floorplan. Mudroom with cubbies. Kitchen with custom cabinets, walk in pantry, soapstone, Wolf range with griddle. Kitchen opens to gathering room with large fireplace and bake oven. Formal living/dining with Woodstock Soapstone woodstove, first floor master with walk-in closet. Upstairs are two bedrooms, sitting area, storage room and large studio with cathedral ceiling which could be a second master with its own back staircase. Custom finish detail throughout. Work from home with the fiber-optic internet. Full, dry, walkout basement for shop or play space. Radiant heat on first floor. Propane boiler and Frohling wood boiler. Front porch and covered back porch. Guest house with 3 bedrooms, 1.5 baths, living, kitchen, separate utilities. Owner is a licensed real estate broker. Showings begin October 29th.

Listed by Betty McEnaney of Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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32 VT Rte 10 Chester VT 05143

MLS Number 4880525

  • Commercial
  • Year Built 1980
  • Acreage 9.4

Incredible commercial location in Chester, VT! Property is on 10 acres with mountain views & mature fruit trees, near Okemo ski area & historic Chester Village. This property sits at a major intersection - VT Rte 103 and VT Rte 10 connecting Springfield and Ludlow on the main east/west route to Rutland. Formerly a retail establishment selling local farm products, prepared foods, local art, and featuring a wide array of local artisan's goods. Commercial kitchen fully outfitted, includes Vulcan range/oven, griddle, grill, Hobart meat slicer, mixer, deep fryer, auto dishwasher, ice machine and huge walk-in freezer & refrigerator & more. Permitting supports restaurant seating of 22. Currently vacant on the main level with a solid long term renter in the 3 BR apartment on the upper level. Great income producing rental unit. Accessory building has a foundation and 6' knee walls in place for hoop barn or the like. Formerly used as livestock barn with storage area framed & water/power installed. Easy to re-purpose for your use. Additional shed building formerly used to smoke & cure meats available for your use too. Bring your ideas and plans. This property has strong potential for gas/convenient mart, drive-in theater or the like. Great daily traffic with hundreds of cars passing daily...year round! Locals and visiting traffic all use this thoroughfare for steady traffic flow. Don't miss this opportunity to capitalize on this great location. Schedule a showing today!

Listed by Kevin Channell of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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1377 VTRT 103 Chester VT 05143

Chester, VT1377 VTRT 103

Price$400,000

Est. Mortgage: $/month

MLS Number 4871606

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

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: 3.1% last updated on Nov 24, 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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1260 C Grafton Road Chester VT 05143

Chester, VT1260 C Grafton Road

Price$389,000

Est. Mortgage: $/month

MLS Number 4888758

  • Land
  • Acreage 85.07
  • Area Rural
  • Zoning residential

This stunning 85 +/- acre lot features a magnificent pond that is almost 300' across and hosts a large octagonal dock. There are any number of possible home sites around the pond, or nearby, for you to choose from. The parcel is 90% forested with various hard and soft woods and several gravel deposits can be found throughout. A small network of trails surround the property and any ATV'er or snowmobile enthusiast will enjoy cruising around this wonderful place. This property is one of three phenomenal contiguous lots being offered separately or as one package. For more information See MLS #'s 4888759 & 4888761.

Listed by Daire Gibney of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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116 Main Street Chester VT 05143

MLS Number 4883993

  • Commercial
  • Year Built 1880
  • Acreage 0.34
  • NOI 5516

Huge investment opportunity centered right in the heart of Chester. This 7 unit office building with potential a residential space on the second level. This property has been so well kept by its owners for past 11 years including updates like new boiler, fire system through out the entire building, modern updates in offices, newer shingle roof, many new replacement windows and the list goes on and on. The building is so rich in history and has been home to many stable business in town for years and will be for years to come!

Listed by Amanda Stearns of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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116 Main Street Chester VT 05143

Chester, VT116 Main Street

Price$349,000

Est. Mortgage: $/month

MLS Number 4884585

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 3,703

Huge investment opportunity centered right in the heart of Chester. This 7 unit office building with potential a residential space on the second level. This property has been so well kept by its owners for past 11 years including updates like new boiler, fire system through out the entire building, modern updates in offices, newer shingle roof, many new replacement windows and the list goes on and on. The building is so rich in history and has been home to many stable business in town for years and will be for years to come!

Listed by Amanda Stearns of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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

41 Vermont Route 103 SOUTH Chester VT 05143

MLS Number 4860690

  • Commercial
  • Year Built 1890
  • Acreage 0.5
  • NOI 15000

Spectular very high volume traffic residential-commercial location with ample parking for your tenants or business.

Listed by Richard Whitham of Williams River Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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308 Church Street Chester VT 05143

Chester, VT308 Church Street

Price$229,000

Est. Mortgage: $/month

MLS Number 4873684

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,354

This pretty home sits proudly on Church Street and will, with a little effort, make a fabulous home. Just a few minutes walk to the center of the village and with three major ski resorts all within 15 -30 minutes drive this will be perfect for a second OR primary home. The house has had several updates over the years leaving you the opportunity live in comfort as you put your finishing touches to the remaining spaces. The 2 car garage is an excellent space with plenty of storage up above. The lot has lovely stone walls and a nice private area in the back to enjoy with lots of space for flower or vegetable gardens. A lovely old attached barn also offers opportunity to restore and create additional space for whatever you decide. This home is being offered As Is. Come see this quaint Chester home today!

Listed by Daire Gibney of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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

316 Depot Street Chester VT 05143

Chester, VT316 Depot Street

Price$180,000

Est. Mortgage: $/month

MLS Number 4871589

  • Multifamily
  • Units 4
  • Square Feet 2,135
  • Acreage 0.5

Chester Vermont multi family , excellent rental history. Conveniently located in town. 4 units plus a garage barn space.

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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

Broker Reciprocity

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 November 28, 2021.