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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918 Andover Ridge Road Andover VT 05143

Andover, VT918 Andover Ridge Road

Price$339,000

Est. Mortgage: $/month

MLS Number 4887408

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

Wonderful mountain views from this beautifully built Timber Peg post & beam home; located on the Weston/Andover town line and only 2 minutes to Weston village. Spacious open living areas with warm & inviting stone fireplace (stones harvested from the property), vaulted ceiling and sliders to deck. Four bedrooms, plus loft makes it perfect to entertain family and guests. Andover Ridge sits between Okemo Ski Area, Bromley, Stratton and Magic Mts. With new roof and repaired deck, this desirable post & beam home only needs your creative updates. Showings will begin 10/22.

Listed by Donna Murray of Varick Associates Ltd

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%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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470 Middletown Road Andover VT 05143

Andover, VT470 Middletown Road

Price$90,500

Est. Mortgage: $/month

MLS Number 4887244

  • Land
  • Acreage 12.2
  • Utilities None
  • Zoning residential

This impressive 12.2 acres of wooded land has approx 1475 ft of road frontage along with approx 1/4 mile of frontage on Lyman Brook. There is a wide old logging trail (abandoned class 4 town road) that provides easy access across Lyman Brook to various options for house sites. This trail runs 0.13 miles along the length of one side of the property while another logging trail provides for additional access to other parts of this quality parcel of land. Located just a short ride from multiple ski areas, this property is well situated to enjoy all that Vermont has to offer year round. Easy access to VAST (Vermont Association of Snow Travelers) trail system from this property is a bonus.

Listed by Chuck Sweetman of Mary Mitchell Miller Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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770 Andover Ridge Road Andover VT 05143

Andover, VT770 Andover Ridge Road

Price$239,900

Est. Mortgage: $/month

Pending

MLS Number 4887153

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

It's all about the VIEW! This Andover Ridge Contemporary is waiting for your love. Just 3/4 of a mile up Andover Ridge Road, this 3 bedroom home sits on 4+ acres and is positioned facing West for the most amazing sunsets. The home is being sold "as is". Our belief is that it will need new windows and roof. A great opportunity to make this home your own. Just 5 minutes to the Village of Weston and a short drive to several major ski resorts.

Listed by Gail Beardmore and Kristen Fehrenbach of Engel & Volkers Okemo-Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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3128 Windham Hill Road Windham VT 05359

Windham, VT3128 Windham Hill Road

Price$99,000

Est. Mortgage: $/month

MLS Number 4886243

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

2 bedroom 1850 Cape in need of serious rehab, being sold As Is. Located in South Windham. Needs a new boiler. Lovely location.

Listed by John Hatton of Berkley & Veller Greenwood Country

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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2644 North Hill Road Andover VT 05143

Andover, VT2644 North Hill Road

Price$260,000

Est. Mortgage: $/month

MLS Number 4886039

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

If you are looking to retreat to nature and enjoy a simpler lifestyle, consider this your mountain escape. This 3 BR charmer combines history with country style living tucked back into 10 acres of secluded land. Curl up in the living room surrounded by large repurposed original Chester High School windows that let in beautiful, natural light that fills the room with warmth, on a summer or even a cold winter day. Walk in through the lower level where 3 generous sized bedrooms are for family and guests. Leading up the stairs to the main level, you will find another original reclaimed arched window drawing welcoming you up to primary living space. This warm and open living/dining invites you to relax and create many memories for years to come. Located less than 7 miles to Okemo Mountain Resort and Ludlow Village and 6 miles to the charming village of Weston for area attractions to be enjoyed in all the seasons Vermont has to offer. This property is being sold in "as is" condition. Viewings can be scheduled beginning October 12th.

Listed by Suzanne Garvey and Stephanie Arndt of Mary W. Davis Realtor & Assoc.,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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4364 Windham Hill Road Windham VT 05359

Windham, VT4364 Windham Hill Road

Price$435,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4885559

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Construction Existing
  • Zip 05359

What a special home. 1800's gable ended cape surrounded open land and woodland...easy access, but not a home in sight. From the moment you step in the door, you will be enchanted by the architectural detail. You are first welcomed into the foyer and on to the stunning living room...the wainscoting and fireplace are handsome. The kitchen and dining area are open to each other. There are built-ins and beautiful cabinetry....the high end appliances will please any chef! Off the kitchen is a wonderful screen room...your summers will be spent sitting and dining while overlooking your yard and gardens. Also on the first floor is a full bath and bedroom with great windows taking in the serenity of the spot. On the second floor are two bedrooms, a large sitting room/office or even a bedroom, and full bath with large front loading washer/dryer. There is a bonus room on the first floor that can be anything you want! The two car garage is oversized and has unfinished workshop space above. The acreage is a mix of open land, gardens and woods. There's a house for your chickens, a green house, garden shed and fire pit. Look closely at the pictures...much of what you see is included in the sale! Yes, fully furnished and equipped. Come and enjoy Vermont's seasons...hiking, golf, paddling, and more. Okemo, Magic, Stratton, Bromley, and Mt Snow all between 8 and 21 miles away! What are you waiting for? Showings begin Friday, October 8th. See you there.

Listed by Betty McEnaney of Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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Burbee Pond Road Windham VT 05359

Windham, VTBurbee Pond Road

Price$49,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4885410

  • Land
  • Acreage 4.01
  • Utilities None
  • Zoning n/a

Four pastoral acres with a private pond and mountain views in charming Windham! This unique opportunity is quintessentially Vermont with long range views, including Stratton Mountain. The majority of the lot has been cleared with privacy trees planted between the road and neighbors. Level lot with gentle slope encouraging drainage to the pond. Electric and cable/telephone at the road. Please note that a portion of this land is in a flood zone and has wetlands. At this time no permits have been obtained and no site testing has been performed.

Listed by Andie Fusco of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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$229,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4884964

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

Sheltered beneath a tall canopy of hardwood trees and backed up to a magical natural ledge wall this A-frame exudes Vermont charm. Minutes to skiing, hiking and snowmobile trails, imagine all the fun and fresh air. Enter from the front deck and you're greeted by the sites of a beautiful stone fireplace in the living room. There is a convenient bedroom on the main floor and two additional guest rooms upstairs. With a neat and tidy kitchen that functions perfectly and updated bathrooms you are sure to be pleased. The addition has a spacious dining area. There is even a mudroom to store your winter skis and snowshoes in . This is a special place to getaway to, to experience the real Vermont, a place where you actually feel like you've gotten away. Sold mostly furnished.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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320 Valley View Drive Andover VT 05143

Andover, VT320 Valley View Drive

Price$2,485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4883649

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing
  • Zip 05143

Comfort and elegance, a mountain cabin with vast sweeping views into New Hampshire. Summit Ridge House is sited in the Green Mountains at an elevation of over 2,000' and overlooks a swimming pond, a cascading brook and fields of wildflowers. Private and peaceful, the timber frame house was built to sustainably celebrate the natural light and the beautiful views in all four seasons. A kitchen for those who love to cook, a large screened-in porch and 3 stone fireplaces enhance country retreat experience. There is a first floor primary bedroom and a separate guest suite on the second floor, each with big views to the east. On the lower level, there are three additional bedrooms. A net metering solar array powers all electrical needs, an EV recharging station in the heated garage and a backup whole house generator. Fruit trees and perennial gardens. Two adjacent lots, in Ludlow (7 acres) and Andover (9 acres), make up this 16 acre parcel. 3.5 miles to skiing at Okemo Mountain; 7 miles to the Weston Playhouse and 5.5 miles to one of the best golf courses in the state at Fox Run Golf Club. 3 hours to Boston. First showing September 25. No showings Tuesday, September 28th - Friday, Oct 1.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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1749 Middletown Road Andover VT 05143

Andover, VT1749 Middletown Road

Price$375,000

Est. Mortgage: $/month

Pending

MLS Number 4883214

  • Land
  • Acreage 31.5
  • Utilities None
  • Zoning Residential

Premium land to build your dream home! Large 31.5 acre beautiful wooded retreat in a private setting. This property can sub-divide into two lots which features two gently running streams front and back, surrounded by mountains in a park-like setting. In addition, a partially completed large 3-bedroom camp building (does not include running water or septic at this time). Includes 1,600 feet of Middletown Road frontage which is one of the most picturesque roads in all of Andover and has unique homes in the local area. Within minutes away offers the best golf, skiing, hunting, hiking, fishing and snow-mobiling trails.

Listed by Jason Saphire of www.EntryOnly.com

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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$44,500

Est. Mortgage: $/month

MLS Number 4883033

  • Land
  • Acreage 4.28
  • Zoning RES

Excellent location in close proximity to all the best.....skiing, hiking, dining and shopping. Quiet, gravel, dead end road in an area of nicely maintained homes. Seller to provide site test results. Build your dream home here!

Listed by Judith Thompson of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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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566 Glebe Mountain Road Windham VT 05359

Windham, VT566 Glebe Mountain Road

Price$385,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4881139

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

Set in Timber Ridge on almost 3 open acres t with views his delightful chalet is ready to enjoy. The owner has updated and maintained diligently, major projects during their ownership include a new roof, deck and railing, furnace, central air, instant hot water heater, well pump, exterior doors, windows, garage doors and openers, wood stove and appliances, the list goes on... With a traditional chalet floor plan you can enter on the lower level or off of the wrap-around deck. The deck takes in the view and basks in the sun most of the day. With 3 bedrooms on the upper levels and a loft there is plenty of room for family and friends. The main floor boasts an open kitchen with island, cathedral dining and living areas. The lower level has a 20' family room that is perfect for entertaining and warming by the wood stove after a day of snowmobiling, skiing or sledding. A snowmobile trail on the property leads to the VAST trail system and a drive through garage makes a day on the trails a breeze-these are hard to find features. An additional building lot is included in this offering, complete with a state septic permit. With so much to offer in a peaceful setting this home is sure to please.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 2021 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 October 21, 2021.