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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814 Dodge Road, Chester, VT 05143

Price$359,000

Est. Mortgage: $/month

MLS Number 4708219

  • Residential Single Family
  • Listing Agent Name Geralyn Donohue
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

A short distance from town on a country road, a private, contemporary saltbox on 12.42+/- acres awaits! A farmer's porch connects with a deck wrapping around the large, inviting open concept living/dining space with cathedral ceiling, wood stove accented with beams and flooring milled from the property. The upgraded kitchen with quartz counters and stainless appliances is great for entertaining! There is a large first floor bedroom with adjoining full bath. The second floor loft-styled master suite will delight with private bath and covered porch. The large finished basement is a great gathering space and includes a third bedroom and tiled entry closet area. The grounds feature a large spring-fed pond, a nice combination of open and wooded acreage, covered porches and a large deck, stone gardens, hot tub, detached garage with overhead workshop/office space, barn/shed for storage or kids playhouse. A Chester location that has it all! Showings begin Aug. 1, 2018

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

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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: 4.52% last updated on Jul 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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Lot 1B Toad, Windham, VT 05359

Price$49,900

Est. Mortgage: $/month

MLS Number 4708132

  • Land
  • Acreage 27
  • Zoning rec

27 scenic acres located in the town of Windham. This is a private, quiet, rural spot, with the potential for significant views. There is a half- acre clearing with views of Turkey Mountain. Property is a mix of hardwoods and softwoods, with stone walls and old stone foundations. There is a variety of wildlife in the area and often sited on the parcel. There are thousands of undeveloped acres surrounding this land and over a hundred miles of trails for walking, riding, snowshoeing or cross-country skiing. Easy access to VAST trails and in close proximity to several ski resorts. Hamilton Falls, rated one of Vermont's most scenic waterfalls is a short walk away. Owner had State and town approval for an off the grid camp and building site. Toad Road is a class 4 seasonal dead end road with little traffic. Worth a visit! Make this your special place in Vermont!

Listed by Alison Clayton-Cummings and Christopher Cummings of TPW Real Estate

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 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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2595 Flamstead Road, Chester, VT 05143

Price$675,000

Est. Mortgage: $/month

MLS Number 4707723

  • Residential Single Family
  • Listing Agent Name Katherine Burns
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Highland Ponds Country Estate Living. While maintaining historical charm and traditional New England architecture, this four bedroom, 1820 brick cape has received updates designed for modern living and entertaining. Dutch-tiled fireplace and built-in shelves in the library, classic windows, wood floors and formal dining room showcase original character. Entertaining options abound in the living room with wood stove, sun room and adjacent patio with hot tub. Lovely views of Okemo from the 28 peaceful acres of stone wall-lined pastures, ponds, woodlands and berry gardens. Several outbuildings complete the estate. The artist's studio has an attached 2 car garage, while the cozy guest cottage offers open living, kitchenette, dining room, upper bedroom and loft, and yet another two car garage. Excellent access to nature trail system.

Listed by Katherine Burns of William Raveis Vermont Properties

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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: 4.52% last updated on Jul 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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27 Watkins Road, Chester, VT 50143

Price$175,000

Est. Mortgage: $/month

MLS Number 4707903

  • Residential Single Family
  • Listing Agent Name Katherine Burns
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2

A mere 5 minutes from downtown Chester, this 2 bedroom home is nestled on 6.4 acres with beautiful stone walls and landscaping. One small frog pond and an old larger pond site offers plenty of wildlife viewing. The home has a 3br septic system installed so there's potential for expansion or add a wall to create a third sleeping area. Totally renovated with located timber and stone, the interior is warm and cozy. With three outbuildings this property will make a lovely second or primary home. This property is very well maintained and ready to enjoy! Don't miss this opportunity!

Listed by Katherine Burns of William Raveis Vermont Properties

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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: 4.52% last updated on Jul 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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5032 Vt Rte 103 Highway, Chester, VT 05143

Price$165,000

Est. Mortgage: $/month

MLS Number 4707132

  • Residential Single Family
  • Listing Agent Name Thomas Miller
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

This 3 bedroom energy efficient ranch has been fully and professionally insulated, in addition to the weatherization that includes exterior vinyl siding and newer replacement windows, and a standing seam roof. An adjacent two story 4 bay garage.....perfect storage for all of your toys, to include automobiles, snowmobiles, motorcycles. There is concrete flooring, a separate office area, and the the garage is also set up for heat (the oil tank and oil lines are in place for a furnace) and there is separate circuit breaker power. The second floor, with full stairway access, is open for a variety uses. Three of the doors are 8'x 8' and one is 8' x 10'. The home interior has a large, centrally located, eat-in kitchen adjacent to both the living room and the dining room (with electric fireplace ) There are two bedrooms, and a full bath and a master bedroom has a 1/2 bath. The rear entry/access offers a large 4' x 17' storage/mud room. The partially finished basement includes 4 partitioned rooms with baseboard heat and a Pellet stove hookup, plus a separate laundry area and an easy bulkhead outside access to the rear yard. Outside, there is 100' of Williams River rear yard access to fishing, swimming, and family enjoyment.

Listed by Thomas Miller 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: 4.52% last updated on Jul 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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1026 Middletown Road, Andover, VT 05143

Price$1,175,000

Est. Mortgage: $/month

MLS Number 4707241

  • Residential Single Family
  • Listing Agent Name Carrie Mathews
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Picturesque rolling green meadows surround this 4-bedroom home which overlooks a serene pond and a mountainous ridgeline as the backdrop. This unique 78+ acre property features the most majestic views of southern Vermont. Located just minutes from the quaint Vermont town of Weston as well as near a number of ski mountains; Okemo, Stratton, Bromley and Magic. The striking architecture of the home will inspire, enlighten, and provide the serenity you have been seeking! This home has a 5 bedroom septic and plenty of land should one want to expand. Direct access to the VAST snowmobile trail and a summer swimming pond make this an exquisite year round property for full or part time owners. This property is a must see!

Listed by Carrie Mathews of William Raveis Winhall

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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: 4.52% last updated on Jul 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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90 Kirk Meadow Road, Chester, VT 05143

Price$169,000

Est. Mortgage: $/month

Pending

MLS Number 4706154

  • Residential Single Family
  • Listing Agent Name Geralyn Donohue
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Spacious and comfortable Chester 4 bedroom, 2.5 bath gambrel-style country home must be seen in person to appreciate the many custom and attractive features. Large living room with pellet stove, galley kitchen with stone floor and counter, attractive dining & family room, first floor bedroom with roll-in tile shower and handicap access. Upstairs there are three more bedrooms, including a large master bedroom with laundry and a full, updated bath. Outside a deck for grilling, lovely backyard with fruit trees and ample space to test your green thumb make this property a real value!

Listed by Geralyn Donohue 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: 4.52% last updated on Jul 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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650 Cambridgeport Road Highway, Grafton, VT 05146

MLS Number 4705944

  • Residential Single Family
  • Listing Agent Name John Morrison
  • Construction Existing
  • Bathroom 1
  • Bedrooms 1

Cabin set on 1.6 acres in Grafton in need of TLC,

Listed by John Morrison of Barrett and Valley Associates, Inc

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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: 4.52% last updated on Jul 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 05146-0000

Price$32,900

Est. Mortgage: $/month

MLS Number 4705777

  • Land
  • Listing Agent Name Philip Atwood
  • Acreage 10
  • Zoning None

10 acre mostly wooded parcel with a small clearing near the road in Grafton, VT, on a quiet country road, utilities at the road, mound septic design available. Price reduced to $32,900. Close to Grafton Village, the Grafton Cross Country Ski Touring Center, several local trout streams, and not far from several ski areas and Tater Hill Country Club. This is a real buy for 10 acres in beautiful Grafton! Come see and invest.

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: 4.52% last updated on Jul 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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168 Willies Lane, Andover, VT 05143

Price$225,000

Est. Mortgage: $/month

MLS Number 4705337

  • Residential Single Family
  • Listing Agent Name Geralyn Donohue
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Tucked away on a private lane, a wonderful 3 bedroom, 2 bath log home and 2 car garage overlooks a beautiful beaver pond on 9.5+/- acres. Inside, the large, inviting living room with soaring cathedral ceiling, exposed beams and impressive stone fireplace with wood stove will make you want to linger. You can cook and entertain in the open kitchen/dining area while keeping warm by the brick fireplace. The first floor bedroom situated near the first floor bath makes this a retirement home possibility. Two second floor bedrooms are large enough for guests and have been customized with built-ins and closets. A lovely enclosed screen porch and detached 2 car garage complete the picture. Nice grounds with a fenced garden ready for you to reclaim and an open area for cookouts, camping and year round fun! Close to Weston Playhouse & ski resorts and perfect for many recreational activities. A great year round vacation or primary home.

Listed by Geralyn Donohue 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: 4.52% last updated on Jul 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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7050 Popple Dungeon Road, Windham, VT 05143

Price$770,000

Est. Mortgage: $/month

MLS Number 4705068

  • Residential Single Family
  • Listing Agent Name Ellen Mallia
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Experience all Vermont has to offer from this classic Timberpeg home. The Great Room, timbered and vaulted, invites all to gather around the soaring stone fireplace, large open dining area and expanded gourmet kitchen. A screened in porch and lovely deck overlook the golf course. This four bedroom, three and a half bath home can easily accommodate family and friends. First floor Master Bedroom with en suite bath. Two guest bedrooms on the second floor with office area. The spacious walkout Lower level features an entertainment center, family room and second master with en suite. Designed to accommodate recreational equipment the large over sized 2 car garage opens onto a mud room complete with laundry. Skiing is just a short drive to Stratton, Okemo or Magic Mountains. Golf is right outside your back door at Tater Hill Golf Course. Music and Drama at the famed Weston Playhouse. Come take a look at this spectacular Vermont home!

Listed by Ellen Mallia of Four Seasons Sotheby's Int'l Realty

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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: 4.52% last updated on Jul 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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246 Putnam Hill Road, Chester, VT 05143

Price$379,900

Est. Mortgage: $/month

MLS Number 4705049

  • Residential Single Family
  • Listing Agent Name Lavinia Lee Brown
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

2006 Custom Post and Beam built to feel like a farmhouse but full of contemporary features. The Architectural details are evident throughout and include wide pine floors milled out of trees cleared on this 10 acre parcel, ceramic tile floors, built-ins, radiant floor heating, high ceilings with exposed beams, concrete countertops, and lovely screened in porch that overlooks your very own gardens and surrounded by privacy. A full masonry “Contra-flow” fireplace with pizza oven can heat this home with about 3 cords of wood a year if you are looking for an alternative to the propane heating system. The family room includes a Vermont castings stove, a loft which makes a wonderful private retreat and a wall of built-ins for your own library. A handicap ramp on the exterior and first floor bedroom suite guarantee multi-generational enjoyment. This home needs no updates, is furnished and “move-in” ready. Set above the village yet within a short walk you'll enjoy the breezes on the hill or skiing at the many nearby resorts. There are approximately 3 acres cleared with organic perennial and vegetable gardens, dog-friendly fenced-in yard area, stone walls, fruit trees, berry bushes and a two ponds.

Listed by Lavinia Lee Brown and Gary Coger of Four Seasons Sotheby's Int'l Realty

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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: 4.52% last updated on Jul 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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