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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1989 Andover Ridge Road Andover VT 05143

Price$475,000

Est. Mortgage: $/month

MLS Number 4764793

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

Stunning long distant views from the top of Andover Ridge. An architecturally unique property providing awesome views from every room. The open floor plan for the kitchen/dining/living area is the perfect room to entertain family and friends. Amenities include a stone fireplace, wet bar, kitchen island, skylights, and sliders to an expansive deck. The enclosed entryway and 3/4 bath are just off the kitchen area. The 'piece de resistance' is the lovely master suite providing 800 SF of living space. This special retreat features hardwood flooring, a marble fireplace, generous master bath with whirlpool tub, shower and double sink, plus spiral stairs to upper level study. A wall of sliding doors providing sunlight, views and entry to the deck. The upper level includes a guest bedroom and large loft area that doubles as a sleeping space. To feel on top of the world, take the stairs to the roof deck and enjoy your evening cocktail. The lower level has a cozy family room with a pool table, more sleeping space, a wood burning stove and 3/4 bathroom. The laundry room, walkout entryway and attached 2 car garage with extra storage space complete the lower level. Ideally located near the quaint village of Weston making easy access to Okemo, Stratton, and Bromley resorts. Privacy, perennial gardens with an open lower field make this a very special Vermont home. Sold Completely Furnished!

Listed by Meredith Stock and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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65 Pond Road Andover VT 05143

Price$695,000

Est. Mortgage: $/month

MLS Number 4763593

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

Few homes can compare to 65 Pond Rd in terms of quality workmanship and detail. This 2009 Post and Beam has it all for the discerning buyer. Enter the the home into a large tile entry way that leads into the open first floor that features floor to ceiling windows that allow you to view the amazing property. The kitchen boasts stainless steel appliances, cement counters and cherry cabinets. Open dining area and large living room with gas fireplace. The first floor also has 2 bedrooms, bath and a laundry. The second floor features an incredible Master suite that is truly exceptional with big views of the mountains and the back pond. The master bath is a virtual spa with a big walk in tile shower and large jacuzzi tub. Another room off the master is perfect for an office and sleeping loft ideal for extra guests. The second floor rounds out with a guest bedroom and a big den with gas fireplace. In the finished basement you'll enjoy a rec room and an exercise room with an infrared sauna. Other highlights include a heated 2 car garage, reclaimed heart pine flooring, custom hand forged railings and surround sound audio in living room and basement. The property boasts 4.6 tranquil acres with long range views, 2 spring fed ponds suitable for swimming and skating, fire pits, custom stonework, landscaping and multiple waking trails. Located just 3 miles from the Weston Playhouse and VT country store. Centrally located between Okemo, Stratton, Bromley and Magic. Must see property!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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1574 Burbee Pond Windham VT 05359

Price$147,500

Est. Mortgage: $/month

MLS Number 4763067

  • Mobile
  • Lister Office Name TPW Real Estate
  • Street Suffix Road
  • Year Built 1987
  • Bedrooms 2

Country living in a great location! This four + acre parcel has lovely landscaping, a nice pond and great access. Blueberry bushes, perennials and fruit trees are painstakingly cared for by the owners. This clean Mobile home has recently been upgraded with new Kitchen and baths. Bright and homey inside, ready to move in! There are 3 sheds, 2 are nicely sized wooden garages and the other is a shed for the garden tools! Plenty of room to build a place at the "top of the hill" with access from Windham Hill Road and views of Stratton if desired. There are so many possibilities for this property! Come see it today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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Gates Andover VT 05143

Price$21,000

Est. Mortgage: $/month

MLS Number 4761258

  • Land
  • Listing Agent Name Daire Gibney
  • Street Suffix Road
  • Acreage 3
  • Zoning Residential

This neat 3 +/- acre lot is perfectly situated on a quiet dirt road, yet minutes to many of the area attractions. It has nice easy access off the town maintained road. With some clearing you could park your camper or build your dream home. Come look today. Motivated Seller!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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772 Hilltop Road Andover VT 05143

Price$275,000

Est. Mortgage: $/month

MLS Number 4760616

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

Ever dreamed of a life away from it all . . . now is your chance! This adorable and well-maintained log home sits on 3+ acres at the top of Hilltop Road in Andover and enjoys year-round views and close proximity to both Chester and Londonderry (shops, school, etc.) and skiing, golf, hiking and Lowell Lake are all nearby. Enjoy the views and some true peace and quiet from your front porch in the summer, or pull up a chair in front of the cozy fire in the spacious living room come winter. Main level has large living room, separate dining room, kitchen and a bath with shower. Upstairs are three bedrooms and a bath with tub, and the lower level has a rec room and utility area. The cabin is offered fully furnished and is ready to be enjoyed . . . just bring yourselves!

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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24 Chase Road Windham VT 05359

Price$159,000

Est. Mortgage: $/month

MLS Number 4759419

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

Center of South Windham with character and so many possibilities. This antique gem originally had a dance hall on the third floor. Many bedrooms on the second floor allow ample space for friends or rental? In need of updating but with good bones this home is offered as-is. Systems all work and home is being lived in currently. Filled with pretty woodwork and accents throughout. Wonderful mature gardens contain perennials, flowering shrubs, blueberries, rhubarb, currents and grapes. Don't let this sit too long! Make it yours today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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507 Woodburn Road Windham VT 05359

Price$489,000

Est. Mortgage: $/month

MLS Number 4757821

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

Charming! This special home was custom built with care and quality. Wonderful open design creates easy flow throughout this post and beam beauty. Designed to look like a Vermont Sugarhouse on the outside with an interior that exudes warmth and character. Nicely sized rooms have high ceilings and plenty of windows letting the light in from all sides. The chefs kitchen is well laid out for easy access to the screened porch for summer dining. A wonderful place to unwind and watch the sun set! Located on a dead end road and with direct access to VAST Trails, this great home is quiet and private. It was previously used as a horse property and the run- in sheds are ready to use - for your animals or for your equipment. The detached two- car garage has workshop space. Pretty perennial gardens, berry bushes and a vegetable garden space are all ready for the next lucky owner. This is a special place in Vermont. Make arrangements to visit today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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1295 Middletown Road Andover VT 05143

Price$525,000

Est. Mortgage: $/month

MLS Number 4757233

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

On a quiet country lane, this immaculate home on 3.5+ acres offers easy-living, comfort and convenience in a stunning Vermont setting. Built in 2013 with an eye towards efficiency and enjoyable living, the house offers three levels of living with a spacious and stunning kitchen, pretty lawn and woodland views from the living and dining rooms and a first floor master suite complete with an office/sitting room and private bath. Upstairs are two large bedrooms (each with private bath) and an open loft area. The partially-finished lower level is bright and mostly above-grade with lots of windows, a door to the outdoors and roughed-in plumbing for an additional bath, and it is well-suited to be completed as a bonus or family room. An enclosed three-season screened porch, attached two-car garage, sunny deck, stone patio entry and wide lawn complete the package. The location is ideal . . . just minutes to everything! Skiing (Okemo), dining and shopping is 15 minutes away in Ludlow; world-class theater, shops and summer recreation in Weston is a mere five minutes' drive, and Magic Mountain, Tater Hill Golf and Lowell Lake are just a short drive down the road.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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209 Spruce Andover VT 05143

Price$60,000

Est. Mortgage: $/month

MLS Number 4756184

  • Land
  • Listing Agent Name Claudia Harris
  • Street Suffix Drive
  • Acreage 2.5
  • Zoning RES

This very pretty south-facing building lot is all ready and waiting for you! There are mountain views and direct access to VAST snowmobile trails with Weston and Ludlow just minutes away. Fully-permitted with engineer-designed 4BR wastewater permit and the driveway is in place and building site cleared.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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Middletown Andover VT 05143

Price$44,000

Est. Mortgage: $/month

MLS Number 4755095

  • Land
  • Listing Agent Name Gary Coger
  • Street Suffix Road
  • Acreage 5
  • Zoning residential

Five mostly wooded acres across from Lyman Brook. Property has passed a perc test and would be the perfect spot for a primary or second home. Fantastic location on quiet, scenic Middletown Road with easy access to Route 11. Located between Chester and Londonderry near skiing, snowmobiling, hiking trails, Lowell Lake and everything Vermont has to offer. Seller is motivated and is open to offers. This is a beautiful spot and well worth a look.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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Hitchcock Hill Windham VT 05359

Price$65,000

Est. Mortgage: $/month

MLS Number 4755440

  • Land
  • Listing Agent Name Carrie Mathews
  • Street Suffix Road
  • Acreage 19.75
  • Zoning Residential

This parcel is 19.66 acres and is a mixed hard and soft wood forest with stonewalls found in the field. Located conveniently just 2 miles to Tater Hill Golf Course, 5 miles to Magic Mountain Resort, and is great access to the VAST snowmobile trail! The property is land locked and has a right of way from Hitchcock Hill Rd. There is a class II wetland that separates the parcel from mostly pines and other soft woods on a gently sloping site to a hilly site with many large outcrops of bedrock. In 2008 Beck Engineering was able to locate the necessary wastewater disposal area for two 4 bedroom, single family residences. This documentation would need updating as the wastewater rules recently changed.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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3319 East Hill Road Andover VT 05143

Price$249,000

Est. Mortgage: $/month

MLS Number 4754546

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

This bright and open plan home is set in an idyllic location and has all the right elements for a perfect home retreat. With 10+/- acres of land, pond, quiet dirt roads, large porch and deck to enjoy the stunning views of Andover this home has it all. Just a short drive to Okemo Valley for year-round activities this will make the perfect base-camp to explore the area or settle in and stay a while. The connected 2 car garage, with snowmobile storage and separate entrance also has a cozy 1-bedroom in-law apartment above. The home has had several updates recenlty and is ready for you to move in. Come see this peaceful mountain home today!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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 July 20, 2019.