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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3319 East Hill Road, Andover, VT 05143

Price$269,000

Est. Mortgage: $/month

MLS Number 4695908

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Stories 2
  • Construction Existing

This bright and open plan home is set in an idyllic location and has all the right elements for a perfect home retreat. With 10+/- acres of land, pond, quiet dirt roads, large porch and deck to enjoy the stunning views of Andover this home has it all. Just a short drive to Okemo Valley for year-round activities this will make the perfect base-camp to explore the area or settle in and stay a while. The connected 2 car garage, with snowmobile storage and separate entrance also has a cozy 1-bedroom in-law apartment above. Come see this peaceful mountain home today!

Listed by Daire Gibney and Joan Morey of Barrett and Valley Associates, Inc/Chest

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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3089 Route 11 West, Chester, VT 05143

Price$143,750

Est. Mortgage: $/month

MLS Number 4695660

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Stories 1.75
  • Construction Existing

This 5 bedroom historic Cape is steeped in History and has such a positive feel inside. This home has primarily been used as a vacation home but would make a great forever home! Although the property is only a half acre, a lovely neighboring Christmas Tree Farm surrounds it and provides a dazzling scenic view of natural beauty in every season. Perfect for family and friends, this home features a cozy living area with classic brick fireplace, a bar for entertaining your guests, a bright eat-in kitchen, master bedroom and a twin room on the main level. Upstairs there are 3 additional sleeping areas, a sleeping alcove and a bath. Just off the kitchen is a large carriage house that provides great storage space. New roof as of 2012. Walking distance to the Williams River which provides a perfect fishing spot. During the Winter, Magic Mountain Resort, Bromley, Stratton and Okemo are a short drive. Three miles away, you will find Charming Chester Village where you will have several choices for dining and shopping. Chester is an easy drive from CT, NY, MA and NJ.

Listed by Gail Graves-Beardmore of Engel & Volkers Okemo-Woodstock

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Josiah Allen, Manchester
4532 Main Street
Manchester VT, 05254
Office: 802.362.3355

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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Grafton, VT 05146

Price$238,400

Est. Mortgage: $/month

MLS Number 4695110

  • Land
  • Zoning None
  • Acreage 39.3

Southerly view over the pasture down the valley into tomorrow. 39.3 private country acres with about 5 acres of rolling pasture with the remains of an old apple orchard, all but 6 acres of the land is enrolled in the VT Current Use Plan. Boundary survey & soils testing results available, driveway is in, there is no zoning in Grafton. There are no buildings in the directly southerly view path & the prime building site is completely private. Bounded mostly by stonewalls, with a small stream running through the southwest corner that could supply water for horses or other domestic animals. Located between Grafton Village & Chester on a paved road so it is secluded but not isolated. A super location for a new home or family compound away from the hustle and bustle of modern stress. It even comes with a fireplace & an outhouse. Come see for yourself and invest in your future! Note! Purchaser must agree to continue with the Current Use Program or make suitable arrangements with the seller.

Listed by Philip Atwood of Barrett and Valley Associates, Inc/Chest

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Josiah Allen, Manchester
4532 Main Street
Manchester VT, 05254
Office: 802.362.3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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1295 Middletown Road, Andover, VT 05143

Price$549,000

Est. Mortgage: $/month

MLS Number 4695569

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Stories 1.75
  • Construction Existing

On a grassy knoll off a quiet road nestled in the Green Mountains sits a country home with fresh white and light wood spaces illuminated by large windows, skylights and raised ceilings. This custom-built home features a 2 story gable el at the rear with decking all around and a one story three-season gable porch- windows below, wood above and nature all around. There is a functional and delightful flow from the entry/mudroom into open public spaces. Wide pine floors direct you into the great room with fieldstone fireplace and cathedral ceilings. Oversize windows perch over the kitchen countertops. A peninsula with seating separates the large bright kitchen, dining area and enclosed porch. All great for entertaining and yet very intimate. The first floor primary bedroom, separated from sitting area creates a suite with new bathroom sporting a marble tiled shower with cobbled stone detail. Upstairs 2 spacious en-suite bedrooms are separated by an open loft. Barn door details create a car barn feel to the attached 2 bay garage and ample roof overhangs throughout show thoughtful design. Enjoy the mountain view and light breezes from outdoor living spaces. A brook edges the 3 plus acre site with mixes of soft and hardwoods. The attention to detail and design, amenities and country setting will surely appeal to primary or vacation buyer alike.

Listed by Teresa DiNapoli and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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322 Main Street, Chester, VT 05143

Price$130,000

Est. Mortgage: $/month

MLS Number 4694673

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Stories 1.5
  • Construction Existing

A remarkable little house near the village of Chester on Main Street. A cape with two bedrooms and 2 bathrooms on .87 acres. Sit comfortably by the gas fireplace or on the deck overlooking the river. Wonder along the river. Very pretty spot but on the main road. Just 20 minutes to Okemo. And 40 minutes to the Upper Valley. Offered at great price in at great town.

Listed by Catherine Fisher of Coldwell Banker Watson Realty/ Ludlow

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Josiah Allen, Manchester
4532 Main Street
Manchester VT, 05254
Office: 802.362.3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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740 Stigers Road, Andover, VT 05143

Price$329,000

Est. Mortgage: $/month

MLS Number 4694800

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Existing

Views aplenty!!! This Circa 1840's farmhouse minutes to the quaint village of Chester enjoys some of the most spectacular views that Southern Vermont has to offer. It is sure to become sanctuary. The mansard roof design allows space for 5 bedrooms, a large master suite on the second level a private outside stairway leads to a second story deck which will beg you to stay and take in the view! The first floor offers a unique country eat-in kitchen, a large open dining and living room, library, 2 dens, and spacious mudroom. Explore this home and it's many possibilities whether as a full-time home or vacation retreat.

Listed by Joan Morey and Daire Gibney of Barrett and Valley Associates, Inc/Chest

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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374 North Street, Chester, VT 05143

Price$249,000

Est. Mortgage: $/month

MLS Number 4694325

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 2
  • Construction Existing

A piece of history, nestled perfectly inside the historic Stone Village of Chester, Vermont. Come admire this charming home and all it offers. Enter the private driveway to find a large farmers porch enjoying the entire length of the front living space. Sit, relax, admire the beautiful gardens and enjoy the summer breeze. The foyer, offers a welcome home for coats and boots. A 1/2 bath is tucked away nicely. The fully applianced kitchen is bright and clean with the kitchen sink overlooking a branch of the Williams River. The formal dining room is perfect for large gatherings and has a great view of the grand staircase to second level. Enjoy the cathedral ceiling in the great room, sliding barn door, warm Oak flooring as well as a pellet stove insert for toasty winter days. The adjacent office has lovely light even on a cloudy day with access to both the front patio and rear deck. The second floor is home to three spacious bedrooms, one being a master suite with a full bath. This charming home has many updates and has been lovingly maintained. It is ready for it's next owner to make new memories. As a new owner you will receive a 13 month Home Warranty!

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

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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4553 East Hill Road, Andover, VT 05143

Price$199,000

Est. Mortgage: $/month

MLS Number 4694997

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Stories 1.5
  • Construction Existing

Quiet setting with 10+/- acres on East Hill Road abutting hundreds of acres of conserved land. Older farmhouse has been cleaned up and features 5 bedrooms, 2 baths, large garage and workshop, country kitchen, living room with stone fireplace, hardwood floors and more. Quintessential Vermont landscape offers mature plantings, perennials, blueberry bushes, walking trails and woodland. Wonderful country location just over the Ludlow border, close to area amenities including skiing and golf at nearby Okemo Mountain Resort. Subject to subdivision approval from the Town of Andover.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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Andover, VT 05143

Price$69,000

Est. Mortgage: $/month

MLS Number 4694282

  • Land
  • Area Rural
  • Zoning Residential
  • Acreage 18.98

This 18-acre parcel comprises 3 lots and has a state waste water permit for a 4-bedroom residence. There will be long range views to the south and west with clearing. This private, end of road location offers almost 1,000 feet of road frontage on Andover Ridge. Great opportunity to build your custom home in a stellar location.

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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3 Whitten Road, Chester, VT 05143

Price$190,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4694484

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1
  • Construction Existing

Newley renovated ranch with total privacy! Location, location, location! This ranch has many upgrades including new flooring throughout, new stainless steel appliances in the kitchen and a fresh interior paint job. The mudroom welcomes you as you enter the property and offers plenty of space. The living room is massive and is open to the kitchen area as well a large wrap around deck through the sliding glass doors. The master bedroom is bright and includes a full master bathroom. There are two other spacious bedrooms or a great space for office or playroom. Full basement could be the perfect home for a game room if you have the desire to finish it off. The heated garage is a great place to work on your snowmobiles as you have a direct VAST access. Another garage below has power and is a great place to store all of your lawn equipment or toys!

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

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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 A VisitAsk A QuestionMore Details

2900 Route 121 East Route, Grafton, VT 05146

MLS Number 4695054

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1.5
  • Construction Existing

900 ft. of trails and woods-road along the Saxtons River in Grafton. A unique get-away, secluded and pristine among the tall pines - a 2007 home in move-in condition. Custom built with love and care and much timber from the land including the red pine timbers framing the 16 ft. cathedral ceiling of the living room, cherry counters and flooring. Tight, easy to heat with radiant and baseboard hot water heat; or, supplement with the wood stove or the propane fireplace if you like. First floor master bedroom adjoins a full bath. The full, dry, and pristine basement waits for your workshop and pool table. Outside, follow the trail along a meadow, past a wooden bridge to the over sized garage in it's own clearing -large bays with 2 additional "lean-to" bays for equipment, wood, canoe, kayaks, bikes or other outdoor toys. Served by a paved town road, almost invisible from the river and property. This is a nice, clean, special home for those who really love the outdoors. Owners have planted special plants, shrubs, trees, throughout the land.

Listed by Judy Dickison and Philip Atwood of Barrett & Valley Associates, Inc.

{$agent->Name}

Josiah Allen, Manchester
4532 Main Street
Manchester VT, 05254
Office: 802.362.3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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 A VisitAsk A QuestionMore Details

2900 Route 121 East, Grafton, VT 05146

Price$289,900

Est. Mortgage: $/month

MLS Number 4694875

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1.5
  • Construction Existing

Over one-half mile of trails and woods-road along the Saxtons River 3 miles from Grafton village, often called the prettiest village in New England. A unique get-away, secluded and pristine among the tall pines - a 2006 home in mint condition. Custom built with love and care and much timber from the land including the red pine timbers framing the 16 ft. cathedral ceiling of the living room, cherry counters and flooring. Tight, easy to heat with radiant and baseboard hot water heat. Supplement with the wood stove or the Jotul propane fireplace if you like-not necessary. First floor master bedroom adjoins a full bath. The full, dry, and pristine basement awaits your workshop or pool table. Outside, follow the trail along a meadow, past a wooden bridge to the over-sized garage in it's own clearing with 2 large bays and 2 additional "lean-to" bays for equipment, wood, canoe,kayaks, bikes, other outdoor toys. Also are 2 "river cabanas" for reading on a rainy day by the river. Served by a paved town road, almost invisible from the river and property. This is a nice, clean, special home for those who love the outdoors. Owners have planted special plants, shrubs, trees, throughout the property.

Listed by Judy Dickison and Philip Atwood of Barrett & Valley Associates, Inc.

{$agent->Name}

Josiah Allen, Manchester
4532 Main Street
Manchester VT, 05254
Office: 802.362.3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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 A VisitAsk A QuestionMore Details

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