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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1522 Andover Ridge Road Andover VT 05143

Price$350,000

Est. Mortgage: $/month

MLS Number 4753509

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

Located near the Village of Weston on a dead end road is this meticulously maintained home with spectacular views and private setting waiting to be enjoyed with all the serenity Vermont has to offer. A few of the features include a soaring stone fireplace, cathedral open living/dining/kitchen area with a wall of glass with a westerly facing view and a private master suite on the second floor. The Main floor entry opens to an expansive foyer that leads to the 2 main floor bedrooms and bath along with an entrance to the lower level finished family room and laundry area. The deck wraps around two and a half sides of the home with access from 4 sliders out of the living/dining area. The oversized detached 2 car garage lends itself to lots of storage.

Listed by Roger Danyew of Diamond Realty

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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115 Dillion Drive Windham VT 05359

Price$275,000

Est. Mortgage: $/month

MLS Number 4753305

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05359

Showings Begin 5/27/19. Located in a serene and peaceful setting, this Country Home is offered on 10.10 acres. This is a well maintained, 4 bedroom home, open floor plan with large inviting living area, cozy wood fireplace, screened in porch, and wrap around deck. The finished walk out basement has a great rec- room with wood burning stove, nice bedroom. The location is minutes to Magic Mountain, Stratton and Bromley. Details to follow.

Listed by Roger Delgiorno and Patricia DelGiorno of Bean Group / Vermont

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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Schmidt Road Andover VT 05143

Price$40,000

Est. Mortgage: $/month

MLS Number 4752098

  • Land
  • Acreage 9.44
  • Zoning residential

Affordable lot to build your dream home. Quiet location, away from the hustle bustle. Mostly wooded with some walking trails. Some old stone walls. Recently perked by an engineer - a waste water system permit is still needed and a mound septic system will need to be designed. About 5 miles to Ludlow and Okemo Mountain for skiing and golf and about 7 miles to the lovely town of Weston and the Weston Playhouse. Abutting 10 acres with farmhouse is also for sale - MLS 4694997. If you are looking for a peaceful country location, this could be the spot!

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

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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166 Hidden Newton Road Windham VT 05359

Price$235,000

Est. Mortgage: $/month

MLS Number 4749695

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

Stunning Log Home set back at end of road on 11 acres surrounded by woods, serenity all around you. Standing Seam roof and vinyl windows. Great 36 X9 porch to relax and watch the sunset or Sunrise. Walking into the main floor of this unique home features a spacious living room with cathedral ceiling and a field stone fireplace. Beautiful wood flooring. Kitchen w/brick oven and a comfortable dining area for entertaining guests. Master Bedroom is on main floor with a full bath and a bath on the lower level. 2nd Floor has 2 good sized bedrooms, plenty enough room for guests. Basement has tons of storage and there is a great shower for when you come in from skiing, snowmobiling or summertime for golfing.

Listed by Gale Alger of Barrett and Valley Associates, Inc/Sprin

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$
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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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Toad Windham VT 05359

Price$49,900

Est. Mortgage: $/month

MLS Number 4747394

  • Land
  • Acreage 27.2
  • Zoning Rec

27 scenic acres located in the town of Windham. This property is private, quiet, rural spot, and has the potential for significant views. There is a ½ acre cleared lot with views of Turkey Mountain. There are mixed hardwoods and softwoods, old stone foundations, and large variety wildlife on this parcel. This lot is surrounded by 3500 plus permanently preserved acres of forest, open to the public, that will never be developed. In addition, there is over 100 miles of trails available for hunting, cross country skiing, snowshoeing, and hiking. Minutes from VAST trails and ski resorts. It's a short walk to Hamilton Falls, rated one of Vermont's most scenic waterfalls. An off the grid camp and building site has been approved by both the town and state. Taxes are very reasonable based on Current Use exemption. Toad Road is a class 4 seasonal dead-end road with little or no traffic.

Listed by Alison Clayton-Cummings of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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3236 Weston Andover Road Andover VT 05143

Price$299,900

Est. Mortgage: $/month

Pending

MLS Number 4747352

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

POPPLEWOOD This charming, updated farm house offers 2 full and one half updated baths, a granite/cherry kitchen and a first floor master with en suite . There is also a second floor master bedroom. This property, that boasts a beautiful 7+_ acres of flat land, fruit trees and a mountain view would make a great first or second home for fun family living. There is a two car barn/garage with studio potential above that has lots of nice windows, power and water below.Nearby is Weston for the Country Store and Weston's renowned Theater. Skiing is at five nearby resorts. Shopping is convenient at Londonderry, Ludlow and the Manchester Outlets. You'll love this little town of Andover.

Listed by Marcia Mayoh of Barrett & Valley Associates, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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519 Love Joy Brook Road Andover VT 05143

Price$345,000

Est. Mortgage: $/month

MLS Number 4746671

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

Set back off the quit Lovejoy Brook road, perched on a knoll over looking the pond is this beautiful cape. A cathedral ceiling in the living space give this home wonderful open feel. Two bedrooms, two full baths and a sleeping loft are plenty of space for the family. All situated on 59.90 acres of open land hardwood and soft woods. Enjoy the wrap around porch over looking the pond long distance uninterrupted views. The big barn will house your car and all of the toys. The perfect setting for the outdoor enthusiast. Less than 15 minutes to Ludlow/Okemo.

Listed by Frank Provance of Diamond Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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Birch Hill Road Windham VT 05359

Price$12,500

Est. Mortgage: $/month

MLS Number 4743300

  • Land
  • Acreage 1
  • Zoning residential

Beautiful 1 acre building lot located in Timber Ridge. Just minutes from Magic Mountain, near Bromley, Stratton and snowmobiling. Lot is mostly wooded and has Septic Design and Waste Water Permits in place. This is a perfect spot to build your VT oasis.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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406 Woodburn Rd Windham VT 05359

Price$269,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4742911

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05359

Charming cape style home being offered on 2 lots totaling 86.71 acres on a quiet dead end road. Peaceful scenic setting of mostly wooded land with pond, trails and enough cleared to enjoy the outdoors and views. The home is excellent condition requiring only some personal touches and updates. 4 good sized bedrooms offers ample room for family and guests. Good sized eat in Kitchen, living room with wood burning fireplace. The basement has a great rec- room with wood burning stove and a workshop. Off the back you'll a find a large multi-level deck to relax and entertain. Property also boasts a 2 car garage with storage loft. Located just minutes to Magic Mtn and a short drive to Stratton and Bromley. A rare find on this acreage. Come and take a look.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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466 Wheeler Road Windham VT 05359

Price$149,000

Est. Mortgage: $/month

MLS Number 4741358

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

This affordable chalet is conveniently located close to resort mountains but tucked back on a quiet country road on 2.6 wooded acres. Features include 3 bedrooms, 2 1/2 baths, open concept living, dining, kitchen on the main level and a wrap-around deck. There are a few projects underway that need finishing but with a little TLC, this cute and cozy home could really shine. Highly rentable, a great getaway or both! MOTIVATED SELLER!

Listed by Adam Granger of Redbud Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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316 Little Pond Road Andover VT 05143

Price$274,000

Est. Mortgage: $/month

MLS Number 4740606

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

Private! Upgraded and Updated Retro! Solid Chalet Home! Acreage to play on! HUGE Deck off the living area with huge sliders that open the space to be all inclusive. Beautiful full sized field-stone fireplace. Close to: Downhill skiing, XC skiing, VAST Snowmobiling, Quaint Village Shopping, dining and culture (Weston Playhouse), THE Vermont Country Store, summer activities, lakes and trails! 8 mins to magic mountain, 15 mins to okemo, 20 mins to stratton, 20 mins to Bromley, 45 mins to killington, 40 min to mount snow. Upgrades include: new septic tank and piping, new heavy gauge Metal roof, professional sealing/caulk/spray foam for better insulation, new Andersen sliding doors, Vermont castings wood stove, kitchen counter tops and appliances, new washer & drier, new crawl space vapor barrier, new mini split unit heat/and AC, water heater. Property Also runs all the way through to Marsh Hill Road.... Subdivision is a possibility if you choose. Room for about 18 snowmobiles under the deck! Turn key and ready to become YOUR Vermont Get-a-way!

Listed by Steve Goldfarb of Hermitage Deerfield Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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300 Fairway Meadows Road Windham VT 05359

Price$840,000

Est. Mortgage: $/month

MLS Number 4739427

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

If you ever wanted to leave the "rat race" behind and find paradise, serenity and peace and quiet in Vermont... this idyllic spot is for you. It's like having your own resort and special hideaway! Total privacy on 28+ acres with 270 degree views, including the peaks and trails of Okemo in the distance. This fabulously unique timber frame, designed by Pete Newton and built by Scott Wilkins Custom Home Builders will captivate your imagination. What it is and what it could be! Literally 100's of thousand of $$$'s of gorgeous Windham Dark Green Ledge Slate from this very property, makes up the massive and dramatic wood burning fireplaces inside and the slate also lines the huge Vt. country pool/pond and huge patio area. Pool area also with a Vt. timber beam Cabana for entertaining. The home enjoys Southern sunny exposure in all the living areas. Incredible living room, master bedroom and kitchen all flowing out to poolside summer living and splendid mature gardens in bloom. Entertaining is world class with pool table and state of art golf simulator with over 200 courses to test your skills. Just a short distance is Vail's Tater Hill Golf Club and the VAST snowmobile trail has direct link access from the property to enjoy ALL that Vermont has to offer in EVERY season. Magic, Stratton and Okemo all within 25 minutes. Come see this magnificent home and be ready to be wowed.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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Copyright 2019 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 May 23, 2019.