Chester and Grafton VT and Area Towns Real Estate

Below, browse all real estate for sale in Chester, Andover, Grafton and Windham Vermont. Don't hesitate to contact us today for more information and to schedule a tour.

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87 North Street, Chester, VT 05143

Price$244,000

Est. Mortgage: $/month

MLS Number 4732232

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 7
  • Construction Existing
  • Zip 05143

A piece of history situated so perfectly in the historic Stone Village awaits you. Come explore all this incredible property has to offer. This property could suit so many buyers as it has been used in many ways in the past. Once opperated as the perfect B&B and also as a community cares home as well as currently home to a massage business with private office and treatment room, the possibilities are endless. Ready for full-time use with plenty of room for family and guests. Enjoy being central to skiing, boating, hiking and within minutes of Interstate 91 for easy access to your property. The main house offers 6 bedrooms and each bedroom is equipped with its own bath. The country kitchen offers ample space chafing up family dinners which you can enjoy adjacent to the kitchen in the warm dining area with warm wide pine floors. The home has so many upgrades including but not limited to, vinyl replacement windows, reinforced slate roof, routine servicing of all mechanicals as well as a fire alarm system in place. The detached 2 car garage is extra long and supplies space for vehicles as well as a workshop area. With great river frontage of the Williams River, you can sit and relax in the summer months and listen to the water flow. This is a property you have to see for yourself!

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

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$
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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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431 Elm Street, Chester, VT 05143

Price$169,000

Est. Mortgage: $/month

MLS Number 4732242

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05143

Charming 4 bedroom/2 bath Victorian-era farmhouse with modern amenities and old-world charm. Renovated in 2017. New pellet stove, updated wiring, new plumbing. Large eat-in-kitchen with all new appliances. First floor bedroom, laundry and full bath, beautifully refinished softwood floors in living/dining, and restored ceilings to original height. Energy efficient furnace with two zones and Ecobee thermostat, town water & sewer. A large wrap-around porch and period details such as original doors and a stained glass window enhance the charm. Large detached two story barn with 2 car garage and additional work rooms on first floor, and an enormous second floor - perfect for studio, gym or business. Paved driveway and lush yards with mature blueberry & black currant bushes, apple trees, grape vines, wild blackberries and even 2 old duck stalls - and plenty of room for kids to run around. Commercial potential. Walking distance to everything and around the corner from the grocery store.

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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690 Trebo Road, Chester, VT 05143

Price$329,000

Est. Mortgage: $/month

MLS Number 4731882

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05143

Bring the horses to multiple fenced pastures, shed and barn with water and electric which currently has one stall but could accommodate two more...all on almost 20 acres. Bright charming colonial with large country kitchen, Family room with vaulted ceilings, skylight, and soapstone wood-stove and large combination living room/dining room. Also on the first floor is a study, foyer and 1/2 bath. There is radiant heating on the main floor. Upstairs is a spacious master bedroom suite with a bath and walk-in closet. Full basement has high ceilings and could easily be finished for additional space as well as an attached two car garage. Buderus boiler with 3 zones, whole house generator, and solar panels make this home energy efficient.

Listed by Ronald Dufresne of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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138 Farrar Road, Chester, VT 05143

Price$212,500

Est. Mortgage: $/month

MLS Number 4732051

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05143

Contemporary chalet on 55 acres close to outdoor recreational activities such as skiing, hiking, fishing and snowmobiling. The land is in Current use and suitable for horses, farm animals and organic gardening as well as a large amount of wooded acres for wildlife and hunting. The home has an open floor plan with a stone fireplace and marble floors on main level. Peaceful and quiet location.

Listed by Judy Thompson of Walnut Hill Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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1031 Cummings, Chester, VT 05143

Price$35,000

Est. Mortgage: $/month

MLS Number 4731776

  • Land
  • Listing Agent Name Geralyn Donohue
  • Acreage 5
  • Zoning Res

Prime 5+/- acre Chester wooded corner lot with frontage on Cummings Rd. and Rte 11 East has residential and/or home business potential. Remainder land from old farm across the road, the parcel has Stone walls, dirt road and paved road frontage. A Stream traverses the property. Located in close proximity to Chester and convenient to Springfield. Make your access off the country road or utilize the major road frontage and exposure this property affords. The old camp on Cummings Road side marks the spot as possible building site.

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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62 Davidson Hill Road, Chester, VT 05143

Price$160,000

Est. Mortgage: $/month

MLS Number 4731890

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05143

Charming, bucolic setting with easy access to Ludlow, Chester and Woodstock. Perennials, blueberry bushes, large deck, smaller deck as well as a private balcony off the second floor master bedroom. A short drive off the main road for easy access...Sits up high and is set back from the road for privacy and prestige. 15 Minutes to Downtown Ludlow, 10 to Chester. Large Fenced in area to one side of the home for your pets to play. The current owners have put a lot of TLC over the years into making this a very welcoming, very comfortable second home to spend time with friends and family. If you're looking for your own special place (whether it be seasonal, occasional or year-round) here in ski country...you owe it to yourself to come take a look.

Listed by Ronald Dufresne of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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4240 Windham Hill Road, Windham, VT 05359

Price$215,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4731397

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 3
  • Construction Existing
  • Zip 05359

Architect's Contemporary Cabin in the Woods - Nestled on a rise in a woodland clearing is this intriguing cubist design reminiscent of Post and Beam ambiance. Stone and wood materials from the property have been assimilated into intriguing modern design features throughout. Walls of windows share the tranquil and private outdoor setting with the indoor livings areas. The high ceiling Great Room flows in an inviting circle from the entry with half bath around the gathering glow of the massive stone fireplace to dining and upscale kitchen area and back to entry. Climb a curving staircase to the treehouse master bedroom ensuite with secluded loft sitting area, custom closet spaces, laundry, woodstove and illusion fireplace. The lower walkout level has a full basement and guest suite. The area is a winter wonderland of ski areas from which to choose - Stratton to Bromley to Magic and Okemo Mountain. Snowmobile trails are nearby. The summer blossoms with a myriad of cultural and outdoor activities - hikes to Hamilton Falls, bike rides, kayaking and canoeing, shopping in Manchester, choice dining in the various communities, summer theatre and music festivals, and special events and entertainment at the ski areas. At day's the cabin's tranquility awaits.

Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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21 Bargfrede Road, Chester, VT 05143

Price$89,000

Est. Mortgage: $/month

MLS Number 4731324

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05143

1890's farmhouse on .25 +/- acres awaits your ideas and projects! 3-4 bedroom, 1.5 bath with large living room and eat-in kitchen, vintage walk-in pantry, first floor dining room or bedroom and 3 bedrooms and full bath upstairs. The interior is ready for upgrades and finishing touches with maple hardwood floors under carpets. Large office/mudroom with separate entrance off kitchen. Handicap access to side porch and kitchen. The exterior is vinyl sided and has a slate roof. Full basement, frontage on two roads and along the Lovers Lane Brook. Village location, walk to school and shops.

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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147 Mineral Springs Road, Chester, VT 05143

Price$439,000

Est. Mortgage: $/month

MLS Number 4730999

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05143

Perched high on a hill with sweeping panoramic mountain views to include Okemo is this custom contemporary home. The kitchen boast wood cabinetry, stainless appliances and granite counters. Large bedrooms, to include the master suite with adjoining hot tub room with one of many hand painted murals. The Greatest of great rooms is a wide open concept of the dinning, living and wet bar with sitting area flooded with natural light from many large Anderson windows and sliders. Enhanced with wood floors, exposed beams, tongue and groove wood cathedral ceiling and beautiful stone fireplace. Above the loft area 16x25 with natural wood stairs and railings. The downstairs is a blank canvas of 3,500 sq ft of wide open space. This exceptional home is easy to maintain with quality vinyl siding. Over sized 2 car garage, grounds are graced with stone walls, mowed lawn and 40+ acres of play ground. A must see to appreciate all of the its fine qualities and the exceptional long range panoramic views.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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4419 Trebo Rd Road, Chester, VT 05143

Price$335,000

Est. Mortgage: $/month

MLS Number 4730744

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05143

Priced almost $100,000 below assessed value! Imagine stepping out of your aromatherapy shower and basking in the light from the home's many south facing over-sized windows. Walk outside and smell the mature rhododendron bushes or pick fruit from your pear, plum, and crab apple trees. Stroll through the 21 acres of private woods listening to the birds and the small winding brook. With a massive mudroom, walk in pantry, newer standing seam metal roof, on demand hot water, wood stove and so much more, you don't want to miss this one! Endless possibilities with this secluded custom built post and beam colonial! Looking for a ski home? At only 20 Minutes to Okemo and 15 minutes from I91, the nearly 4,000 finished square feet could make this an ideal ski retreat for you and your friends. Horse property? Absolutely! The exterior shed was previously used as a 1 stall barn and comes with a fenced in pen. Motivated seller, bring all offers!

Listed by Thomas Martin of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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937 VT RT. 121 Highway, Windham, VT 05148

Price$79,000

Est. Mortgage: $/month

MLS Number 4730856

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05148

Three bedroom two bath ranch, easy drive to magic mountain ski area , large living room with wood stove hookup, newer kitchen cabinets and flooring.

Listed by John Morrison of Barrett and Valley Associates, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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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124 Grafton Street, Chester, VT 05143

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4730211

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05143

Artfully updated 4 bedroom, 1.5 bath village farmhouse that shines inside and out! Beautifully designed entry off the paved driveway opens to the convenient mudroom area adjoining the spacious, attractively outfitted gourmet kitchen featuring a generous center island, ample cabinets and counter work space, stainless steel farm-style sink and appliances, recessed lighting, pantry cupboard with pullouts, a first floor laundry room with barn style door and a half bath. A light filled dining room with bay window and built-ins just off the kitchen area is accented by charming french doors. The large, comfortable living room features a wood burning fireplace, built-in bookcases and wood flooring. The second floor features a large landing with 4 bedrooms balanced by a renovated full bath. A two story attached barn affords space for projects and storage. The delightful screened porch off the kitchen takes in the lovely backyard and town park beyond. Both levels of living space are appointed with high ceilings and many replacement windows for energy efficiency. The owners wisely acquired an additional parcel with frontage on the Williams River.

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 10, 2019
* 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 A VisitAsk A QuestionMore Details

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Copyright 2019 Northern 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 January 17, 2019.