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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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138 Farrar Road Chester VT 05143

Chester, VT138 Farrar Road

Price$395,000

Est. Mortgage: $/month

MLS Number 4994890

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,944

This lovely contemporary home set in a peaceful country setting on over 3 acres in the heart of ski country is calling out to you. This location beckons to you to enjoy all four seasons. Recently updated 3 bdrm - 2 bath home has been completely renovated top to bottom and inside and out. Right down to a brand-new septic system! The main level has open concept living that flows right out on to the wrap around deck to bring the outside in now that Spring has finally arrived. You will enjoy the floor to ceiling stone fireplace to take the night chill off and a beautifully remodeled kitchen with all new appliances for those gatherings you will have to have. There is also a full bath on this level. Continue on up to the second level where you will find two very good-sized bedrooms and a 3/4 bath. Then you can go on down to the bottom level - where you will find the third bedroom, a den/office and the laundry is on this level as well. I could go on, but you have to call today and see for yourself what a lovely home and location it truly is.

Listed by Linda Benoit of Highland 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.

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117 South Main Street Chester VT 05143

Chester, VT117 South Main Street

Price$375,000

Est. Mortgage: $/month

MLS Number 4996225

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

Opportunity awaits! This three-unit property has been very well maintained with 2 long term tenants and 1 Vacant unit that has just been painted and is ready to be owner occupied or rented out. 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 as 2 rented storage units with great potential for new ideas. Even the basement is impressive as it has all been gone through. The outside of this home was just painted last year. All units are in good shape and fully applianced. This property also has a large in town open lot.

Listed by Thaddeus Abare of Barrett and Valley Associates Inc.

$
$
%
$/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.

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401 North Street Chester VT 05143

Chester, VT401 North Street

Price$375,000

Est. Mortgage: $/month

Open House

MLS Number 4996739

  • Residential Single Family
  • Next Open House: Sat 05/25 10:00 am. to 12:00 pm.
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

In the quaint, charming community of Chester VT, you will find this beautifully maintained historic home offering 3 bedrooms and 2 bathrooms. This New Englander home has the characteristics of an old farmhouse including the exposed beams and woodwork but modern features like an updated kitchen with modern appliances and plenty of workspace on the counters, an elegant living area with a mixed use space currently being used as a bar! with original hardwood floors, and a cozy woodstove. Two first floor bedrooms and first floor laundry and the luxurious primary suite on the second floor includes an en-suite bathroom and ample closet space. A loft/media room for added enjoyment or for entertaining and a sun porch off the back overlooking the pastural views. Take in the beautifully landscaped yard with a spacious deck, perfect for grilling and relaxation. With a one-car garage and a prime location within walking distance to local shops and restaurants, this home combines classic New England charm with modern convenience. Solar panels to help offset the cost of the electric, also! Close proximity to ski resorts, outdoor recreation, hospitals, shopping, schools, I-91 and much more! DELAYED SHOWINGS UNTIL THE OPEN HOUSE SATURDAY, MAY 25 10-12PM AND SUNDAY, MAY 26 12-2PM!!

Listed by Jamie Smith 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.

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49 Putnam Hill Road Chester VT 05143

Chester, VT49 Putnam Hill Road

Price$350,000

Est. Mortgage: $/month

MLS Number 4973364

  • Land
  • Acreage 3.2
  • PricePerSqFt 109375
  • Zoning Res 20

Beautifully framed house on 3.2 acre+/- parcel in the Putnam Hill neighborhood overlooking the village of Chester. A nicely sited driveway leads to the building site with foundation, framing, installed windows already completed for 2.5 levels of above ground living space. 200 Amp power is in place as well as a 5 bedroom septic system and drilled well/pressure tank. Designed for a total of 4,500 sf with 5 bedrooms and 4 baths plus a full 1800 sf walk out basement that could be finished as well. Owner built by experienced master tradesman. Views of the surrounding Green Mountains and within walking distance to Chester Village. Showings by appt. Private driveway.

Listed by Geralyn Donohue 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.

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49 Putnam Hill Road Chester VT 05143

Chester, VT49 Putnam Hill Road

Price$350,000

Est. Mortgage: $/month

MLS Number 4972797

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.21

Located in the neighborhood of Putnam Hill in Chester, this newly constructed dormered 2.5 story 5 bedroom, 4 bath home on 3.2+/- acres has been framed and is utility ready with septic, well, electric in place. The first floor layout features a Great Room with 16' ceilings at its highest points, large kitchen which is a blank slate, a generously sized dining room with large picture window, a formal living room and full bath off the hall which could also be modified to a first floor en suite bedroom. The second floor is designed for 4 bedrooms and 2 full baths and the third floor has flex space with four large dormers and beautiful views. This thoughtfully designed home includes a walkout basement with 9' ceilings and intentional framing to include large windows. This home was built by a Master Tradesman with years of experience. The architectural framing is quite remarkable as is the desirable location of Chester VT with short drives to various ski mountains. Buyer to complete construction including roof, siding, elec., plumbing, sheetrock flooring fixtures and finishes.

Listed by Geralyn Donohue 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.

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00 Quarry Road Chester VT 05143

Chester, VT00 Quarry Road

Price$249,000

Est. Mortgage: $/month

MLS Number 4982433

  • Land
  • Acreage 27.8
  • PricePerSqFt 8956.83
  • Zoning R40

Explore this 27.8 acre+/- hillside parcel with mountain views and an approved VT state permit for a 4 bedroom family residence, close to the Village of Chester and adjoining Chester Town land. An easily accessed preliminary site has already been cleared. At the top of the ridge, a nice cleared plateau would be a fabulous spot for an off-the-grid bonus cabin retreat with amazing views! This parcel would qualify for the VT Current Use Program for timber management and tax savings. 1 acre (R-40) zoning and 1478' of frontage along Quarry Road makes further subdivision a possibility. Enjoy the year-round recreation the area offers. Close to Grafton for x-country skiing and mountain biking. Convenient to Magic, Okemo, Stratton and Bromley Mountains for downhill enthusiasts. Convenient to I-91, 3 hours to Boston and 4.5 hours to NYC.

Listed by Geralyn Donohue 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

222 Peck Road Chester VT 05143

Chester, VT222 Peck Road

Price$229,000

Est. Mortgage: $/month

Pending

MLS Number 4994885

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 864

Welcome to your cozy retreat nestled just outside the village of Chester, VT! This charming 3-bedroom home could be a haven of comfort and tranquility, offering the perfect blend of convenience and natural beauty. Located just a stone's throw away from the serene Williams River, but also has quick access to Route 103 making it a short hop to the local ski resorts as well as access to I91 close by. Step outside and behold the breathtaking vista of Fox Chair Mountain, a picturesque backdrop that will leave you awe-inspired every single day. This home is ideal for both rental investment or as your primary residence. While it may require a bit of tender loving care, the potential it holds is boundless. Imagine putting your personal touch on every corner of this abode, transforming it into your own little piece of paradise. Whether you're seeking a peaceful getaway or a permanent sanctuary, this property offers the best of both worlds. With its prime location and undeniable charm, it won't stay on the market for long. Don't miss out on the opportunity to make this dream home yours! Schedule a viewing today and embark on a journey to your own slice of Chester paradise.

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/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.

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242 Mattson Road Chester VT 05143

Chester, VT242 Mattson Road

Price$225,000

Est. Mortgage: $/month

Pending

MLS Number 4984020

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,344

Built in 2004 sits this ranch style home situated on 2.3 acres. Features 3 bedrooms. 2 full baths, eat in kitchen , full basement, 2 car detached garage, back deck and a nice level yard!

Listed by Dick Thackston of R.H. Thackston & Company

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1599 Mattson Road Chester VT 05143-8744

Chester, VT1599 Mattson Road

Price$179,000

Est. Mortgage: $/month

MLS Number 4996169

  • Land
  • Acreage 10.1
  • Area Rural
  • Utilities None
  • PricePerSqFt 17722.77

Experience the tranquility of country living with this stunning 10.1-acre property. Enjoy breathtaking views, a fully functional septic system, and a drilled well. The property features a solid structure and 2.5 acres of maintained land, complete with a chicken coop, an apple tree, and blueberry bushes. Located in a quiet neighborhood, this land offers peace and privacy. Additionally, over 7 acres of untouched land with possible granite, providing potential for various uses. Don't miss out on this unique opportunity! Contact us for more details.

Listed by Amy Vashaw of Twin State Realty LLC

$
$
%
$/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 Coach Road Chester VT 05143

Chester, VT00 Coach Road

Price$169,000

Est. Mortgage: $/month

MLS Number 4964879

  • Land
  • Acreage 12.51
  • Utilities Other
  • PricePerSqFt 13509.19
  • 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 & Valley Associates Inc.

$
$
%
$/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 12:26 PM EDT