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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Howard Hill Road Andover VT 05143

Andover, VTHoward Hill Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4990472

  • Land
  • Acreage 297.52
  • PricePerSqFt 5881.96

You've got creative visions - We've got your canvas Immerse yourself in the tranquility of nature as you explore the mature maples,ponds, meadows, stone walls and vista views of this remarkable 200.27-acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chanceto own a piece of Vermont's pristine landscape. Schedule a viewing today and let your imagination take flight!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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173 Horsenail Road Windham VT 05359

Windham, VT173 Horsenail Road

Price$215,000

Est. Mortgage: $/month

MLS Number 4990434

  • Land
  • Acreage 36.25
  • Utilities Cable - At Site
  • PricePerSqFt 5931.03

Over 35 acres with more than 2,500 feet of PRIME ROAD FRONTAGE on Vermont Route 11, a major east west corridor from Springfiled to Manchester. This open level lot is a perfect spot for your business starting from the ground up. With great exposure and easy access to Route 91 and Vermont Route 7 this ultimate location is waiting for you and your ideas.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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Howard Hill Road Andover VT 05143

Andover, VTHoward Hill Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 4990111

  • Land
  • Acreage 200.27
  • PricePerSqFt 5991.91

You've got creative visions - We've got your canvas Immerse yourself in the tranquility of nature as you explore the mature maples, ponds, meadows, stone walls and vista views of this remarkable 200.27-acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chance to own a piece of Vermont's pristine landscape. Schedule a viewing today and let your imagination take flight!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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173 Horsenail Hill Road Andover VT 05143

Andover, VT173 Horsenail Hill Road

Price$3,100,000

Est. Mortgage: $/month

MLS Number 4990064

  • Land
  • Acreage 534.04
  • PricePerSqFt 5804.81

You've got creative visions - We've got your canvas! Immerse yourself in the tranquility of nature as you explore the mature maples, ponds, stone walls, meadows and vista views of this remarkable 534 acre property. Whether you're seeking a private retreat, an investment opportunity, or your dream home, this property offers the perfect blend of natural beauty, seclusion, and potential. The possibilities are endless. Don't miss your chance to own a piece of Vermont's pristine landscape. Schedule your viewing today and let your imagination take flight!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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1114 Abbott Road Windham VT 05359

Windham, VT1114 Abbott Road

Price$28,000

Est. Mortgage: $/month

Pending

MLS Number 4989602

  • Land
  • Acreage 1.56
  • Utilities None
  • PricePerSqFt 17948.72
  • Zoning residential

Pretty country road located, small stream runs along the front left corner of the property, pretty stonewall and surrounded by neighboring open meadows. Soils testing was performed May 2023, determined the possibility of permitting a septic design for a two bedroom home, the driveway would require a wetland permit. The Vermont Wetland Program regularly issues these types of permit for drive crossings. This is a sweet country location, come check it out!

Listed by Monique White of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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87 Trombley Road Andover VT 05143

Andover, VT87 Trombley Road

Price$369,500

Est. Mortgage: $/month

MLS Number 4987366

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

Motivated seller! Looking for a privacy and a peaceful piece of Vermont to call your own? Look no further than this 17+ beautiful acres at the dead end of a private road. There is a 2 bedroom, 1 bathroom mobile home currently on the property with power, septic (it is already in place for a 3 bedroom house), and a drilled well. Live in the mobile home already in place or stay in it while you build your dream Vermont home overlooking the wonderful stocked pond! Great place to homestead as well, massive garden plot already in place.. barn and sheds outside for storage of atvs, snowmobiles, tractors or animals. Plenty of firewood on the property to heat the house! Close access to Vast trails and close to Magic, Okemo, Stratton, and Bromley Mountain for skiing. Several state parks close by for summer swimming, hiking, or kayaking. Manchester, VT is also nearby with lots of shops and restaurants as well! Close enough to town, but far enough out to have plenty of privacy and peace and quiet. This would be the ideal place to build your dream Vermont home overlooking the gorgeous pond or the perfect place to homestead and live off the land. This one wont last long, call today for a showing! Agent owned Property.

Listed by Erin Kendall of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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757 Glebe Mountain Road Windham VT 05359

Windham, VT757 Glebe Mountain Road

Price$785,000

Est. Mortgage: $/month

MLS Number 4986534

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

Located on Timber Ridge and just a short drive to Magic Mountain and Lowell Lake, this property's location offers so much of Vermont life with hiking, skiing, snowshoeing, sledding, and Vast snowmobile trails ALL nearby. If the location of this 3200 sq. ft, 4 bedroom, 3 bathroom home does not grab your attention then maybe all the attributes of the home will. The exterior of the home offers minimal maintenance with LP Smart siding and Azek PVC trim meaning you never need to paint, Trek decking and Trek railing with stainless steel cable, the windows are energy efficient Andersen 400 Series. The interior of the home engulfs you with natural light with an open space concept, yet still provides that cozy feel of a Vermont home. The main level you will find the kitchen, dining, living room area, a sunroom looking out over the expansive view, a primary bedroom with an ensuite bathroom, a second bedroom, a bonus room, full bathroom, and a mudroom attached to a two bay garage. There is a deck off the living room and dining area overlooking the views, the living room offers a stone fireplace, the kitchen offers quartz countertops, convection oven, and a gas cooktop. The 1600 sq.ft. lower level has two bedrooms, a full bathroom, a laundry room, and unfinished space to create a family room, a bar, or maybe take the space and create an in-law apartment or short term rental. The home also offers central air, an automatic generator, and on-demand hot water.

Listed by Rachel Febbie of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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360 Dorman Road Andover VT 05143

Andover, VT360 Dorman Road

Price$135,000

Est. Mortgage: $/month

Pending

MLS Number 4986405

  • Land
  • Acreage 12.7
  • Utilities Telephone At Site
  • PricePerSqFt 10629.92

With a state-issued wastewater permit for 5-bedrooms in hand and the gravel drive partially installed (500+ft), this beautiful 12.7+/--acre parcel is all ready and waiting for you to build your Vermont Dream House. The open and cleared building site enjoys southern exposure and all-day sun, with the potential for mountain views with clearing. The land is wooded - a mix of hardwoods with some evergreens - and it rises gently to the northeast. The VAST trail crosses Dorman Road about 0.2 mile away and provides access to snowmobiling and hiking trails should you want to play in the woods, but they're far enough that you won't see or hear anything! Dorman Road is one of Andover's prettiest back-country (and town-maintained!) roads, and it is within just a few minute's-drive to the villages of Weston for summer theater and fine dining; Ludlow for restaurants, shopping and skiing at Okemo; or Chester for country village charm, shops and more. Bring your imagination and create your slice of heaven.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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Lot 49 Andover Ridge Road Andover VT 05143

MLS Number 4986105

  • Land
  • Acreage 3.32
  • PricePerSqFt 45180.72
  • Zoning Residential

Newly cleared mountaintop land in Andover Vermont! This lovely lot has both sunrise and sunset as well as gorgeous long range mountain vistas from all angles, not to be missed. Andover Ridge Road is a stunning community with beautiful homes angled to catch the terrific panoramic views. This property has a small natural pond at the roadside as well as a cleared site and still plenty of hardwood and mixed forest to keep that woodsy Vermont feel for your new home. With road frontage on both Andover Ridge Road and Andover Ridge Rd Ext you have options. With a Vermont wastewater permit for a 5-bedroom home already in place you can be ready to enjoy your new home in no time! Close to Okemo, Bromley, Magic Mountain, the Weston Playhouse, the list goes on! Don't wait to secure this rare opportunity to own a hassle-free property in one of the loveliest and most conveniently located areas in Vermont!

Listed by Erica Reynolds of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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847 Simonsville Road Andover VT 05143

Andover, VT847 Simonsville Road

Price$368,500

Est. Mortgage: $/month

MLS Number 4985308

  • Mobile
  • Listing Agent Name Erin Kendall
  • Lister Office Name EXP Realty
  • Year Built 1986
  • Garage Spaces 2

Ready to find your own peaceful piece of the Vermont countryside? Look no further than this move in ready homestead on 51.2 rolling acres with two paddocks fenced and ready waiting for your animals, complete with two spacious sheds, and a chicken coop ready to house them. Established asparagus patch, blueberry bushes, apple trees, and even your own cranberry bog meticulously maintained by the current owners await you. Live in the updated home or build the home of your dreams up on the hill overlooking the farm. Make hay for your animals in the fields up on top of the hill, dig gravel from your own private gravel pit, or sit next to the beautiful pond! Plenty of land to hike, hunt, or just relax away from the hustle and bustle of the world. Soak up the sun in the attached sunroom or have plenty of room to have all the indoor plants you can dream of. Close to VAST snowmobile trail and within 10-45 minutes of Bromley, Okemo, Stratton, and Magic Mountains! The current owners have done a lot to improve and clear the land and are ready to retire to a smaller lot. Their loss is your gain, come take a look today.

Listed by Erin Kendall of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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$369,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4984424

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

Located on one of the most beautiful roads in Andover with breathtaking scenic views, this 3 bedroom, 1.5 bath ranch home on 1.6 acres+/- is a total delight. The thoughtfully newly renovated kitchen now opens to the living/dining area and is absolutely to die for! Quartz counters, beautiful new cabinets and stainless steel appliances are accented with gold fixtures and lighting fixtures that lend elegance and sophistication. The efficient propane stove in the living room will keep you warm and cozy while Central Air will keep you cool as you contemplate the mountain view and dramatic sunsets! A weatherized and insulated walk-out basement provides storage and a stand-by generator will give you peace of mind. There is a detached two-car garage and a back deck. Enjoy the fruitful apple trees and beautiful perennial gardens around the expansive yard. Convenient to three major ski areas, year-round recreation including Lowell Lake State Park and top notch theater at the Weston Playhouse.

Listed by Geralyn Donohue of Engel & Volkers Okemo

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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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2105 White Road Windham VT 05359

Windham, VT2105 White Road

Price$595,000

Est. Mortgage: $/month

MLS Number 4982519

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

There is a lot more to this sweet house than meets the eye… come see it for yourself and prepare to be enchanted! What was once one of Windham's quaint schoolhouses is now the quintessential Vermont escape, blending classic architectural charm and design with the convenience and efficiency of a modern home. The schoolhouse was moved to its current location and placed on a new concrete foundation and renovated with two sizeable additions to add a Great Room and 1st floor primary suite. Offered mostly-furnished, this house will be a turn-key purchase for you and ready to enjoy throughout all of Vermont's beautiful seasons. During the winter months, you will appreciate sunlit living areas, cozy spaces, and 2 woodstoves… while you dream about warmer months when you will enjoy time outside on the beautiful stone patio, lovely lawn and central A/C. Plenty of storage for vehicles, toys and tools in the large woodshed and an over-sized one-car garage with workspace. There are 10.8 acres of your own private woods to explore and enjoy and you can walk, hike, bike, or snowshoe from your front door. The house is almost equidistant to the picturesque villages of Grafton, Chester, Londonderry, and Weston with VAST access is nearby, and skiing at Magic Mountain just a few minutes-drive away and Bromley, Stratton and Okemo are 20-30 minute further. Lowell Lake State Park is also nearby, offering trails, kayaking and abundant wildlife viewing. Make this your southern Vermont home!

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 2024
* 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 TourAsk A QuestionMore Details

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Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 April 15, 2024 12:09 PM EDT