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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3036 North Hill Road Andover VT 05143

Andover, VT3036 North Hill Road

Price$209,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4783396

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

The perfect country get-away or year-round retreat. Set on five rural acres, this log home has been well cared for by the same family for many years. You can enjoy a quiet night in front of the fire after a day of skiing and riding at nearby Okemo. The main level offers an open vaulted living area, an eat-in kitchen, two bedrooms and a full bath. The upper level has a generous-sized loft and bedroom. A one car garage and unfinished space complete the lower level. Hardwood flooring throughout the home. An easy keeper and affordable too!

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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VT Route 121 Windham VT 05359

Windham, VTVT Route 121 Route

Price$199,000

Est. Mortgage: $/month

MLS Number 4782181

  • Land
  • Acreage 93.05
  • Zoning Windham

Beautiful 93.05 acre parcel at Lawrence's 4 corners in Windham with southern views. There's a driveway established on Hitchcock Road to a potential building site. Or build off Rt 121 overlooking an expansive beaver pond with 4-bedroom septic design in place. Deeded in 3 separate parcels with frontage on two roads. This is an amazing opportunity!

Listed by Adam Granger of Redbud Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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North Hill Andover VT 05143

Andover, VTNorth Hill Road

Price$84,000

Est. Mortgage: $/month

MLS Number 4781916

  • Land
  • Acreage 4.77
  • Zoning Residential

This parcel of Vermont is truly ready for you dream plans to find their voice and become reality. You know the cost of the land and estimated cost per square foot for construction, but how much will the septic, well and underground power cost? What if those were already on site along with open meadows and a lovely mountain view all situated on a peaceful road close to skiing and Vermont craft towns? That is value. Come take a look for yourself.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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1036 Farrar Road Andover VT 05143

MLS Number 4780062

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05143

Quintessential cozy cabin in the woods seeks new owner! Must enjoy privacy and appreciate nature, as location is a lovely wooded lot just off the beaten path. At just over 900 square feet, this ideal home is a light filled space with everything you need and nothing you don't. The gambrel style makes for more usable space in the upper floor 2 bedrooms. The first level is all open-plan, with kitchen, dining and living spaces combined. The hardwood floors and updated lighting make the living simple and modern yet keep the rustic feel. A lovely large deck overlooking the peaceful lot extends the living space and connects you with the outdoors. With VAST access nearby, come see this space and envision the possibilities--starter home, vacation hideaway, investment property...

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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Old Farm Windham VT 05359

Windham, VTOld Farm Road

Price$39,900

Est. Mortgage: $/month

MLS Number 4779664

  • Land
  • Acreage 12.89
  • Zoning Residential

Out & away from the hustle & bustle in the high country hills of Windham, VT you will find this all wooded 12.89 acre surveyed lot with a small brook as one long boundary. The exposure is southeastern, with clearing a long range mountain view could be enjoyed, it would also get good exposure for solar applications. There is snowmobile access along Old Farm Road & the town has recently added some gravel to the road & regraded the road. An engineer has recently visited the land & written a letter that indicates that there should be no problem designing a septic system & getting a state approved Waste Water Permit. There is electric service on the adjoining lot to the east. This area of Windham is a great area for a full time or vacation home, camp recreation area with plenty of cord wood to cut for a fireplace or a camp fire. This is a good investment for the future, come take a walk about & come to your own conclusions. On the northerly side of Old Farm Road is 3500 acres that is owned by a conservancy.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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5622 Windham Hill Road Windham VT 05359

Windham, VT5622 Windham Hill Road

Price$222,500

Est. Mortgage: $/month

MLS Number 4779076

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

Sweet spot up on a hill in Windham! Surrounded by lovely perennial gardens and plenty of space for your veggies this yard has sunlight all day long! The main house has 3 nice bedrooms and one and a half baths, an open concept living space and a large enclosed porch in the rear. The downstairs level has access from the one car garage and is partially finished as a laundry space and sitting room. There is plenty of great space in this cute house! Exceptional studio space in the heated workshop. 32' x32' with 12' ceilings and large garage style doors, there are endless possibilities for this workshop! Priced to sell, take a look today!

Listed by Alison Clayton-Cummings of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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1100 Farrar Road Andover VT 05143

Andover, VT1100 Farrar Road

Price$189,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4777706

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

Almost to the end of a long, winding country road, this 3 bedroom, 1 bath contemporary home with a mountain view on 6.2 +/- acres awaits your enjoyment. Built in 2006, the open concept living space is enhanced by a soaring cathedral ceiling with natural woodwork, arts & crafts lighting, hardwood and cork flooring and an attractive wood stove on slate hearth. Sliders to rear deck and front covered porch provide easy access to the private, wooded outdoors which even includes a frog pond! The first floor master bedroom has sliders to the large deck and view and a bright, spacious 2nd floor bedroom provides ample additional living/sleeping quarters. The walkout basement is ready to be finished and has been prepped for a second bath. A separate drive under garage provides storage for atv's/snowmobiles/lawn equipment while the detached insulated 1 car garage has room for your vehicle and workshop space. If privacy and outdoor recreation are must haves for your criteria, don't miss this property which has been the owners special retreat for many years.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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1601 Weston-Andover Road Andover VT 05143

Andover, VT1601 Weston-Andover Road

Price$185,000

Est. Mortgage: $/month

MLS Number 4777899

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

If you are looking for a very peaceful country setting, then this 17 acre mainly wooded parcel, with a raised rancher home, may fit your needs. It is ideally located in close proximity to camping, fishing, golfing, Kayaking, nature trails, snowmobiling, & at least four major ski areas. This property is only 35 min. from I-91 & can be easily accessed in all seasons. If this sounds right for you, then schedule a time today to explore the possibilities.

Listed by Paul Benson Sr of Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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935 Andover Ridge Road Andover VT 05143

Andover, VT935 Andover Ridge Road

Price$339,000

Est. Mortgage: $/month

MLS Number 4777229

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

Just in time for Fall Foliage...come enjoy spectacular, long-range views overlooking the Village of Weston! Your fully furnished vacation home is ready for you to make it your own! Plenty of space for family & friends in this architecturally unique, four bedroom, two bath contemporary chalet, featuring a three story energy efficient Solar Sunspace. The spacious living room boasts a cathedral ceiling, wet bar & new triple glazed oversized windows. Dining area opens to the living room and shares new circular soapstone-clad wood-burning stove. Upper level comfortable Master suite has incredible mountain views, master bath & plentiful closet space. Ground level features 3 bedrooms with new windows and thermal window treatments as well as a split bath, 6 person Sauna and cozy family room area. The basement level provides additional finished recreation room and a new 200 bottle custom wine cellar & custom paneled wall & door. Fully furnished, less personals. The architect receives high accolades/awards for his quality construction & energy efficient design. Conveniently located between Chester & Weston; less than 30 minutes to Okemo, Stratton, Bromley & Magic ski resorts; hiking trails, VAST snowmobiling trails, swimming and kayaking. 2 miles to the charming village of Weston & the Weston Playhouse & the iconic Vermont Country Store. Are you ready to start living your Vermont dream? Come relax and enjoy the solitude of 935 Andover Ridge!

Listed by McLaughlin Team of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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1490 Middletown Road Andover VT 05143

Andover, VT1490 Middletown Road

Price$579,000

Est. Mortgage: $/month

MLS Number 4773375

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

Year round beauty is found on this gorgeous 12.5 acre horse property. The tree lined driveway leads you to a lovely contemporary home featuring 4 bedrooms and 3 baths including a large first floor master with master bath with a large jacuzzi soaking tub. Country style kitchen with granite counter tops, double sink and double oven with eat in counter space. The dining room features hardwood floors and sliding glass doors that lead to a 20X12 deck overlooking the breath taking property and mountain views. The living room has a wood burning F/P for those winter nights. The upstairs boasts 3 more good sized bedrooms and a full bath. In basement you'll find a family room with pellet stove, 3/4 bath, laundry and lots of extra storage all connecting to the walk out garage. The property is wonderfully maintained with a back patio off the kitchen to sit and relax. The 48X36 barn is truly exceptional. Center aisle with 5, 12X12 stalls that have double planked walls w/rubber mats, water and overhead lighting. Insulated heated tack room and wash stall w/hot and cold water. Feed and storage room, hay drop area. 2000 bale hay storage. 50X50 paddock w/ 36X12 run in shed. 100X200 riding arena. Beautiful fenced in pastures. Outstanding location on Middletown Rd just a short drive to Chester, Weston and Londonderry. Located in the middle of ski country with Okemo, Bromley, Magic and Stratton Mountain resorts just a short drive away. Come and take a look at this one of kind offering.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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42 Cobb Road Andover VT 05143

Andover, VT42 Cobb Road

Price$217,000

Est. Mortgage: $/month

MLS Number 4773023

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

Immaculate and cozy 3 bedroom two bath ranch style home, sits perfectly on 1.60 acres that have been beautifully landscaped, in the town of Andover. Inside, find an open floor plan with spacious living room and large picture window, perfect for admiring the incredible mountain views. The home also enjoys a galley kitchen, cozy dining area and a rear deck, perfect for grilling in the summer months. Travel down the hall to find 2 large bedrooms, a fully updated bath, as well as a nice master with new 1/2 bath. The basement is completely dry and could easily be finished off to add more space. Included, is a brand new industrial dehumidifier, as well as a state of the art sump pump system, whole house Kohler generator and foam insulation. With two-bay garage, newer vinyl windows, exterior doors, heating system, central air system and a fresh paint job, this home is ready and waiting for your personal touches. Only minutes to Ludlow and Chester.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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5303 Windham Hill Road Windham VT 05359

Windham, VT5303 Windham Hill Road

Price$120,000

Est. Mortgage: $/month

MLS Number 4767815

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05359

AFFORDABLE! If you are looking for an affordable get away vacation home, or a more than affordable primary home, this is it! Close to Skiing and all that southern Vermont has to offer in recreation, this home is in a perfect location for either summer or winter sports. If you want to downsize and retire, there is a first floor bed and bath for aging in place! The second floor bedroom is amazing with lots of windows and plenty of extra room to hide away. Starting out? The basics are here, take your time and add to the cosmetics to make this your own. Sitting in it's own little meadow, you will love coming home to the peace and quite of a small village, close enough to action but just far enough away to appreciate the country.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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 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 November 15, 2019.