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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1694 Rt 121 E, Grafton, VT 05146

Price$199,000

Est. Mortgage: $/month

MLS Number 4726825

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05146

This 3 bedroom 3 bath farmhouse sits on 10 plus sunny acres just outside of the picturesque village of Grafton surrounded by conserved land and a lovely brook. The house, originally built in 1850 was completely renovated in 2011 with all new windows and doors, new furnace, updated electrical. There are hardwood floors throughout, granite counter tops and updated appliances. Enjoy the views of neighboring pastures and listen to the sound of the brook from one of two farmers porches. The large level lawn is fenced and suited for animals, gardens, children and parties! Come and see it!

Listed by Oona Madden of Berkley & Veller Greenwood Country

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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105 Kidder Hill Road, Grafton, VT 05146

Price$495,000

Est. Mortgage: $/month

MLS Number 4726184

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Zip 05146

An historic Gem, edge of Grafton village on a little traveled street. With 5 antique fireplaces (3 functioning), 5 bedrooms, 3 baths, 2 kitchens, 2 living rooms, this house in it's history has housed 2 or even 3 generations comfortably. It functions well now for one family, with room to spread out. Lots of 19th century charm, with original wall and ceiling lights now converted to electric. If you love antique homes with old character but that function well today, consider this one. Bright south facing eat-in kitchen is modern and cheery, opening to a wonderful very large covered porch overlooking the Saxtons River. A Walk-out basement provides storage for every machine and toy imaginable. Over an acre of flat, sunny garden space. Walk to several recreation trails including the newly developed Pinnacle Hill Trail system to Putney. Also, walk to Grafton general store, Library, Inn, etc - best of all worlds.

Listed by Judy Dickison of Barrett & Valley Associates, Inc.

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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50 Howard Road, Chester, VT 05143

Price$329,000

Est. Mortgage: $/month

MLS Number 4724988

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

Elegantly tucked away in the woods near the end of a private dirt road sits this carefully crafted and inviting timber frame home. The warm wood tones invites you in and conjures images of cozy family gatherings by the fire while the wind and snow whistles outside. In summer the home is cooled by the shade of the surrounding mature trees allowing for you to live out on the large deck and enjoy the established and colorful flower beds which are dotted throughout the enchanting landscape. The classic New England Saltbox style allows for a large master bedroom with high ceilings and spacious room throughout. And with three full floors of living space, with a bathroom on each floor, this will make an ideal family home or vacation hideaway. While you may feel like you are miles away from the world the home is conveniently located just 3 miles from Chester, 14 from Okemo Mountain, 15 miles to the legendary Magic Mountain and I91 only 12 miles away providing excellent access to all of the areas attractions. Recent improvements to the home include new appliances and updated bathrooms. A large portion of the 5 acre lot has been cleared and leveled in preparation for a barn, riding ring, large gardens or whatever you can dream up. Come see this fabulous home today.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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351 Ledge Rd Road, Grafton, VT 05146

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4724806

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05146

Neat, sweet, move-in condition very private Post and Beam home less than 4 miles from Grafton Village center. Full sun all day, this house thinks it's much bigger than it is, with many windows, open floor plan, deck 3/4 of the way around the house, large garage, over 27 acres and a pond. Heat with either the large wood stove or the propane HW furnace or a combination. Cherry kitchen cabinets , automatic generator (in addition to 200 amp service). About 5 acres of open land and gardens around the house and 22 acres of forest. Beautiful stone walls of oversized stones line the pasture and driveway. A high site with distant views possible with a little cutting. Very close to miles of walking, snowmobile, nordic skiing trails - a perfect spot for all kinds of recreation and room for horses. New heat pump air conditioning system which could be extended to other rooms if desired. A tight low maintenance and comfortable home for those who love nature. Ledge road is a short, town-maintained road turning into various trails shortly beyond this property.

Listed by Judy Dickison of Barrett & Valley Associates, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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301 Remington Road, Chester, VT 05143

Price$279,000

Est. Mortgage: $/month

MLS Number 4723672

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

Immaculately maintained 3 bedroom, 3 bath colonial home in an ideal location near town, RT 91 access and several major ski areas including Okemo Mountain Resort. This home is spotless, fully furnished with high quality furnishings, big flat screen tv's and stocked to the hilt. There is nothing to do except turn the key and enjoy. Built in 2008 and finished in 2010 this home has had one caring owner/family who have made this their VT oasis. The home can comfortably sleep up to 14. The many highlights include large kitchen with stainless steel appliances, 2 first floor living rooms, dining room, finished basement rec room with walkout to back yard. First floor 12X18 walkout deck off dining room. 3 bedrooms including a large master with walk in closet and master bath with a double sink vanity. 2 car attached garage for convenient access to the home. The property is situated on 2.48 peaceful and scenic acres on the Remington Rd subdivision. This offering is ideal for either a primary residence or a second home getaway. Affordably priced well below the town assessment. This house is 100% completely ready for it's new owner. Come and see for yourself.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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1637 Trebo Road, Chester, VT 05143

Price$325,000

Est. Mortgage: $/month

MLS Number 4723545

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

This "end of then road" location offers a spectacular contemporary log home on 20.4 acres with plenty of privacy. The warm wood interior with cathedral ceilings provides a comfortable open design which is family, as well as entertainment, friendly. A gas fireplace is the focal point in the Great Room and warms it nicely! The potential views through the massive windows that look out over the land will be readily noticeable. The fully applianced kitchen is stylish and functional with stone counter tops and plenty of cabinetry. Enjoy dining on the expansive screened porch during the warmer months or the adjacent breakfast nook or the formal space inside . The main level also offers a large master suite, cathedral ceilings, and a 1/2 bath. Head down the curved staircase to find an open living area that walks out to the rear yard. You can explore and find two additional bedrooms, laundry room, office space as well as a two car garage with easy entry into the lower level. This home is stunning with its wide logs, low maintenance yard and just minutes from the Chester village. What more could you need? Come and explore this unique property today.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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141 Dorman Road, Andover, VT 05143-9042

Price$279,900

Est. Mortgage: $/month

MLS Number 4723803

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05143-9042

This pristine 3 bedroom 2 bath ranch sits on just over 4 acres on a quiet road in Andover. After pulling down the driveway, it offers a private and peaceful setting with its own pond, and Trout Brook runs just in back of the property line. If you like to play in the snow, Okemo is a short 8 miles away, and there is also a VAST trail that runs through the very edge of the property line. The current owners have resided here for 20 years and have taken immaculate care of the property and home. Included in the upgrades are a new roof two years ago, and granite countertops in the kitchen. There is plenty of "his and her" space! The main level offers a master suite, 2 other bedrooms, a laundry room, open living/dining room and a beautiful covered three sided screened in porch to enjoy the surroundings. There is a 2 car attached garage where the walls and ceiling are lined in wood that includes power and automatic garage doors. The basement is dry and clean and has a separate workshop room as well as a finished room (that is insulated), and also an attached woodshed that holds 7 cords of wood. This lovely light filled home is turn key and you'll see it has been cared for. This would make a great primary or second home.

Listed by Heather Gleim of Walnut Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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6641 Windham Hill Rd, Windham, VT 05359

Price$295,000

Est. Mortgage: $/month

MLS Number 4722600

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

When you think about a quintessential Vermont property this one checks all the boxes. Completely renovated 1860 cape that captures the essence of it's past while incorporating the modern touches you'd expect. The country kitchen has gorgeous soapstone counter tops with a currently disconnected antique stove as a useful accent piece. Large windows allow for great morning light. The formal Dining Room boasts pine floors and a wood stove. The cozy Living Room features a classic wood burning fireplace and is an ideal spot to gather at the end the day. The house has three bedrooms including a first floor with a shared full bathroom. The second floor has the master bedroom with built-in dressers and master bath with large tile walk in shower. The other bedroom is large enough for multiple guests. The second floor is completed by an office/den that can also double as a guest room. The property is lovely bordered by a year round stream with water falls and a natural dipping pool to cool off on summer days. Surrounded by trees you'll find some perennial gardens and stone walls. Just outside the house is a blue stone patio and hot tub for relaxing. You also have a 2 car garage with a back deck that leads up to a loft space that can be a playroom, studio or just extra storage. Centrally located in the heart of ski country, just minutes to Magic Mountain and close to Bromley, Stratton Mountain and Okemo. Come and take a look at this special home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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527 North St, Chester, VT

Lease Price$1,200

MLS Number 4722228

  • Commercial
  • Listing Agent Name Gary Coger
  • Year Built 1950
  • Lease $1,200

1,200 Sq ft commercial space available. Formally a country store with past uses including a Pizza Restaurant and Deli. Completely renovated and turn key. Dept of transportation study in 2017 determined an average daily car count of 4,200 cars per day. Great visibility and an ideal location to start any business. Property also features a full length covered porch and ample parking. Come and take a look

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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2254 VT RT 11 W Route, Chester, VT 05143

Price$115,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4721792

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

Come fall in love with this adorable cabin perched on just over an acre of land with an incredible short range mountain view. This cottage is lovely through all seasons and is perfect for someone looking to be close to slopes or enjoy it year round! You decide. The main level offers a great open concept with a fully applianced kitchen, full bath and cozy master bedroom with plenty of storage. The living/ dining level also has a walkout to a lower deck that takes advantage of the view. The area enjoys the same view through the sliding glass door which has a great balcony for relaxing with a cup of coffee. The lower level has a great guest space or use it as a family room. Stay toasty by the wood stove while you enjoy spending time with family and friends. Don't miss a chance to view this spectacular property that is priced to sell!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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963 North Hill Road, Andover, VT 05143

Price$350,000

Est. Mortgage: $/month

MLS Number 4721718

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

Perched on a hillside with breathtaking long-distance views to the south and east, this well-designed architectural gem is beautifully finished and turn-key ready for your immediate use and enjoyment. The house is immaculate, has been exceptionally well-maintained and is offered mostly furnished. With tons of natural light and a comfortable layout, the main level features dining and living areas with woodstove, built-in bookshelves and wrap-around windows, a large well-appointed kitchen with new stainless appliances, slate-tiled entry and bathroom. Upstairs are two spacious en-suite bedrooms, including an elegant master suite with a fireplace and sitting/office area and lots of built-ins. With 3.5+/- acres bounded by stonewalls, the land is truly special and will delight in all seasons. Enjoy summer sunrise views with coffee on your covered porch, or stay cozy with a hot drink in front of the fire on chilly evenings. Other features include an adorable artists' studio and a handy oversized one-car garage. Skiing is minutes away, 4-season recreation options abound, Weston is just a couple of miles down the road and the shops and restaurants in Ludlow, Chester, Londonderry and Manchester are all close by.

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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244 Main Street, Chester, VT 05143

Price$470,000

Est. Mortgage: $/month

MLS Number 4721840

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 8
  • Construction Existing
  • Zip 05143

Built in Circa 1820 Victorian Inn is rich with history and located in the heart of Chester Village. Property offers an operating Inn with a gift shoppe, a beautiful Carriage House, flower gardens, chicken coop and peaceful lawn area separating a private cottage at the rear of the property. The Inn has beautiful details and many of its original features . Exquisite woodwork and large windows that allow for natural light. Offering six en-suite bedrooms and a small apartment space just above the gift shoppe. The common spaces include a dining area with a bay window, a cozy den with a gas fireplace and a gracious living room. The detached two-story Carriage House once offered home for horses and has a garage space for one vehicle. Both the Inn and Carriage House are registered on the National Historic Registry. The three bedroom cottage is full of character and offers privacy. Perfect for an owner, inn keeper quarters or an additional rental property. This property is a true gem with so many possibilities.

Listed by Jessica Citera of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 8, 2018
* 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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