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.

Chester and Grafton VT and Area Towns Real Estate For Sale

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722 Andover Ridge Road Andover VT 05143

Andover, VT722 Andover Ridge Road

Price$244,900

Est. Mortgage: $/month

MLS Number 4932010

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

Looking for space, privacy, views and close proximity to skiing and other four-season activities.... then come to Andover Ridge and see what you can do to make this property the best that it can be. So much room, amazing views (even better with a little clearing). All information deemed correct however buyers are urged to verify. Best suited to cash sale.

Listed by Linda Benoit of Highland Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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441 Markham Mountain Road Andover VT 05143

MLS Number 4931340

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

Looking for a Vermont retreat that everyone in your family will enjoy then look no further!!! This well constructed 4 season camp perched on a 10 acre mountainside parcel offers endless Vermont recreational activities on site and just down the road. There is hiking, biking, sledding, snowshoeing, snowmobiling, and hunting right out the front door, and in just a short drive you have Lowell Lake to kayak, fish, and hike, Stratton Mountain, Okemo Mountain, Bromley Mountain, and Magic Mountain ski resorts, the famous Vermont Country Store to shop and eat, the quintessential towns of Chester and Weston offering farmers markets and music. The property also has an abundance of tranquility and peace. It is located at the END of a town maintained road and borders the backside of a large neighboring parcel and town owned land. The parcel offers mountain views, moonlite and starry nights, an abundance of wildlife, streams, old stonewalls, and snowmobile vast trails located just at the base of the driveway. The parcel has many improvements including a long gravel driveway leading you up to a 28 x 36 camp that is fully insulated, many Andersen and Marvin windows and doors throughout, generator powered, a back bunk room that sleeps 7 or more, a cozy loft to make your own, and lets not forget the covered porch overlooking the ridge line mountain view. Don't miss out on this rare find with many options, keep it a camp, live off the grid, or make it your home.

Listed by Rachel Febbie of Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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441 Markham Mountain Road Andover VT 05143

MLS Number 4931347

  • Land
  • Acreage 10.09
  • Utilities None
  • Zoning residential

Looking for a Vermont retreat that everyone in your family will enjoy then look no further!!! This well constructed 4 season camp perched on a 10 acre mountainside parcel offers endless Vermont recreational activities on site and just down the road. There is hiking, biking, sledding, snowshoeing, snowmobiling, and hunting right out the front door, and in just a short drive you have Lowell Lake to kayak, fish, and hike, Stratton Mountain, Okemo Mountain, Bromley Mountain, and Magic Mountain ski resorts, the famous Vermont Country Store to shop and eat, the quintessential towns of Chester and Weston offering farmers markets and music. The property also has an abundance of tranquility and peace. It is located at the END of a town maintained road and borders the backside of a large neighboring parcel and town owned land. The parcel offers mountain views, moonlite and starry nights, an abundance of wildlife, streams, old stonewalls, and snowmobile vast trails located just at the base of the driveway. The parcel has many improvements including a long gravel driveway leading you up to a 28 x 36 camp that is fully insulated, many Andersen and Marvin windows and doors throughout, generator powered, a back bunk room that sleeps 7 or more, a loft to make your own, and lets not forget the covered porch overlooking the ridge line mountain view. Don't miss out on this rare find with many options, keep it a camp, live off the grid, or make it your home.

Listed by Rachel Febbie of Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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3060 Simonsville Road Andover VT 05143

Andover, VT3060 Simonsville Road

Price$50,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4930894

  • Mobile
  • Bedrooms 3
  • Square Feet 840
  • Year Built 1973
  • Acreage 2.12

This mobile home is located in an ideal spot for skiers, snowmobilers and ATV riders. It has an open lot and there's a brook right next to the property. High speed fiber internet is located at the property. Being sold as-is. Cash offers only; won't qualify for financing. No water heater or holding tank. Unsure if the furnace works. Bridge to access the home has been determined unable to hold the weight of a fuel truck. Owner will have to bring their own fuel in. Some water damage has occurred on the floor in one of the rooms.

Listed by Heather Gleim of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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7271 Windham Hill Road Windham VT 05359

Windham, VT7271 Windham Hill Road

Price$274,000

Est. Mortgage: $/month

MLS Number 4929888

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

This sweet A-Frame has plenty to offer! Located on the beautiful Windham Hill Road, within 30 minutes to Magic Mountain, Bromley Mountain, and Stratton Mountain, this would make an excellent vacation home or primary home for anyone that loves nature or hitting the slopes. Surrounded by conserved land, woods, wetlands, and pastures, this is the bird watchers dream location. The house has been very well maintained by the current owners, who replaced the shingle roof only 3 months ago. They have also installed a dog fence which they're happy to keep up for the dog lover, or take down if desired. After a long day, this is a perfect spot to get cozy by the fireplace while enjoying the rustic ambiance. Come see for yourself!

Listed by Chelsea Cary of Barrett & Valley Associates,Inc/Sprin

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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Hillcrest Drive Andover VT 05143

Andover, VTHillcrest Drive

Price$38,500

Est. Mortgage: $/month

Pending

MLS Number 4927521

  • Land
  • Acreage 3.82
  • Utilities None
  • Zoning res

Lovely 3.8 acre wooded lot in Andover with potential views. This lot is ideally situated just 5-10 minute drive to Londonderry, Chester and a convenient drive to several major recreation areas including Magic Mountain, Bromley, Stratton and Okemo. Soil evaluation tests done in 2021 are satisfactory for a 4 BR single family home. Make this your ideal vacation spot, or new permanent home in the heart of southern Vermont where you can take advantage of a wide range of fun activities, or just kick back, relax and enjoy the beautiful Vermont countryside!

Listed by Christopher Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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3337 Weston Andover Road Andover VT 05143

Andover, VT3337 Weston Andover Road

Price$227,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4927207

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

This beautiful and immaculately maintained home sits on an 8+ acre wooded lot and is situated within 30 minutes of many of the local ski areas and attractions. The home has been dearly loved by the current owners for many years and it shows. With new metal roof added in 2021 and the driveway regarded recently this home is ready to move into. Fiber optic internet is available to make this a wonderful work from home retreat that is just a 10 minute drive to Okemo mountain for hiking and skiing. You will be surprised at how spacious this modest home feels and with lots of windows throughout you will feel part of the picturesque gardens outside. The upside is a cozy and efficient home that is ideal as a rental or retirement home. One-level living is convenient and as practical as you can get! In summer the grounds flourish with many beautiful plantings and there is plenty of space to add your own. In addition there is about 5 acres of woods to be explored. Come see this warm and cozy home in the beautiful green mountains!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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345 Hill Top Road Andover VT 05143

Andover, VT345 Hill Top Road

Price$825,000

Est. Mortgage: $/month

MLS Number 4924888

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

Enter up a gently curving drive bordered with mature hydrangea trees to discover this handsome, privately sited post and beam with wraparound deck and Palladian windows to take in the spectacular mountain view. The 38+ acres are graced with wildflower gardens, a swimming pond and dock, a dream of a sledding hill, and woodland trails that run the extent of the property. The wide pine floors, three stone fireplaces, a new system of heating and air conditioning mini splits, and high-speed fiber optic internet speaks comfort and quality. The main level includes living, kitchen and dining rooms, a primary bedroom/den with fireplace and a full bath, a home office with custom cabinetry, a mudroom/laundry room, and a glassed-in hot tub for relaxing and stargazing. Upstairs you'll find a second primary with ensuite bath and two guest bedrooms, one with outdoor balcony, and a shared full bath. The finished basement expands your living space with a large, open family room and recreation room, a bonus room and 3/4 bath. Hill Top Road is a choice location with lovely homes and a historic farm, close to VAST Trails, Lowell Lake, and Magic Mountain, and convenient to Weston's theater and Vermont Country Store and to Ludlow's Okemo Mountain Resort and restaurants. A much-loved family retreat, this special home now awaits its next lucky owners. Property being sold "as is" and priced accordingly. Purchasers may do inspections for their own information. All measurements approximate.

Listed by Steve Stettler of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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3709 Windham Hill Road Windham VT 05359

Windham, VT3709 Windham Hill Road

Price$195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4922505

  • Residential Single Family
  • Bedrooms 1
  • Construction Existing
  • Zip 05359

Off the grid 3 season 30x14 Tiny House located on 20 acres overlooking a spring fed pond and on a Vermont country road. House features solar panels and a generator. There is a drilled well (not connected to the house), a 10x14 shed, 10x10 horse barn with coral, 12x12 pig pen, herb garden, raspberry & blueberry bushes and a stream. You could build your dream home as there is an approved 3 bedroom septic design with wastewater permit (WW-2-2380) and electric on site (not connected to the house). This is a nature lovers dream location with fish, deer, fox and bear! This special property is waiting just for you. Cannot live there full time unless you put in the septic system.

Listed by Jennifer Densmore of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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1245 Burbee Pond Road Windham VT 05359

Windham, VT1245 Burbee Pond Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4922198

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

This well maintained home borders Burbee Pond in a serene country setting with wildlife and beautiful views. A great spot to relax in the Vermont outdoors with a heated outdoor pool, large deck with a hot tub, sprawling lawn, beautiful gardens, blueberry bushes, apple trees and a greenhouse for growing and equipped with electric and water. New upgrades to the four bedroom home include heat pumps, renovated bathrooms, new flooring and appliances, new pressure tank and insulated attic and basement. The two car garage is fully insulated and heated. 7.2 miles from Magic Mtn and Lowell Lake. This home is a must see!

Listed by Jessica Citera of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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387 Weston Andover Road Andover VT 05143

Andover, VT387 Weston Andover Road

Price$260,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4919689

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

This charming ranch sits on a lovely 6.90 acre private lot just outside the quiet village of Andover. With no close neighbors this property offers a peaceful location with plenty of room to spread out. Lots of room for horses, gardens or expanding on the existing home. Just 20 Mins from Ludlow and 30 to Stratton this could be the perfect mountain get away or full time home. Come see today!!

Listed by Daire Gibney of Barrett and Valley Associates Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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Little Pond Road Andover VT 05143

Andover, VTLittle Pond Road

Price$698,000

Est. Mortgage: $/month

MLS Number 4919925

  • Land
  • Acreage 100
  • Area Near Skiing, Rural
  • Zoning Res. 2 acres

Sequestered in the rolling hills of Andover surrounding Cobble Hill and Lowell Lake State Park, this spectacular, secluded parcel of 100 +/- surveyed acres features unparalleled 180 degree panoramic Southwesterly views. Winding through woods and along glimpses of stone walls, the gentle approach of the driveway culminates in a magnificent place of solitude overlooking the distant, majestic mountains of Stratton and Bromley, a combination of views and privacy truly unrivaled and hard to find in this area. The cleared house site has an approved wastewater permit for up to 6 bedrooms and would accommodate a spectacular, dramatic showcase home. With a little more clearing to the East, it's possible to expand the view to include Magic and Haystack Mountain. Seller to bring power and driveway to the edge of the building site. VTel Fiberoptic internet is available for working remotely while enjoying the VT eateries and craft beer, Summer Theater at the Weston Playhouse, farmer's markets and skiing at Magic, Bromley, Stratton, Okemo or Killington Mountains. For the more adventurous, hike and snowshoe 100+/- acres of your own untouched wilderness!

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 October 2, 2022 9:11 AM EDT.