Andover/Chester

The Town of Andover lies just east of Weston and the story goes that Weston was once actually a part of Andover ( the "west town") and what is now Andover and Weston were separated by the bad roads and steep hills of Terrible Mountain. Terrible Mountain is now home to Andover Ridge Road and the mountain's ridge line spans the territory between Andover, Weston and Ludlow. Andover sits almost equidistant between the towns of Chester, Ludlow and Londonderry and residents and visitors can easily enjoy, explore and utilize services in any of those towns.

 

Chester is one of Vermont's quintessential small towns with a beautiful Town Green in the center of town, surrounded by small shops, galleries and a few restaurants. From it's website: " Chester is a quaint New England town with a population of 3,144, centrally located, and in close proximity to several ski areas including Okemo, Stratton, and Killington. Chester offers a community of great restaurants, comfortable B & Bs, and interesting shops, including authentic antique stores and lovely art galleries. Whether you are looking for a quiet respite, or just adventuring off the beaten path..... Here, you can enjoy a tranquil and charming atmosphere. Chester is also a wonderful place to live!"

 

Outdoor activities in the area range from skiing at Okemo Mountain or Magic Mountain in nearby Londonderry, or spending time on the lakes north of Ludlow. Andover residents will attend Chester-Andover Elementary and Green Mountain Union High School.

 

Properties are listed by price in order from high to low. You may change your sort order below, and you can refine your search by checking or unchecking the search criteria (or sliding the criteria bar) along the right side of this page.

339 Richardson Road Chester VT 05143

Chester, VT339 Richardson Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 4842176

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 5
  • Square Feet 4,326

This home with over 207 accessible acres in both Chester and Andover is perfect for a large family or group. 9 bedrooms including master suite on first floor, 5 full baths, large public spaces, and an oversized 3 bay heated garage with full finished game room overhead. Privately set between Chester, Londonderry and Weston with southern and western views. Top quality, recent construction and all amenities: granite counters, double ovens, central AC, radiant and baseboard heating, large stone fireplace, full house automatic generator, shining wood floors, and comfortable dining seating for 15-20. Sled, ski or snowmobile through the front yard, meadows or wooded trails. Small pond in view from front porch. The land is enrolled in VT Current Use and VT Land Trust for tax reduction and land conservation.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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134 Gold River Extension Chester VT 05143

MLS Number 4837125

  • Commercial
  • Acreage 13.42

Rare opportunity with commercial/industrial zoning. 13+ acres of fully permitted subdividable lots. Property can be used in its entirety, or use what you need and market the permitted land parcels to others. Currently there are 6 buildings onsite to include: 1792 sq ft office building; 3364 sq ft garage building with heat, loading dock, and rail siding; 7544 sq ft open span, no ceilings, storage building; 3 additional storage buildings. Property includes an owned rail siding for direct shipment possibilities. Highway access is on Route 11 East, 3/10's of a mile from Route 103, and 9 miles to Route 91, exit 6. Office building has center entry and two administration wings, could be used by two or more businesses. Fiber-optic internet is on site. Garage building is currently used for service of trucking and excavation equipment and includes office area. This building has loading dock and direct access to rail siding. Large former ore shed with 7544 sq ft of open span. Multiple doors to access the building. Survey and permits in place for 7 lot subdivision of the industrial park. Common rail siding to be maintained for all. Currently there is a tenant in the office building. Also offered separately (building lot, ore shed building, or garage/office/storage buildings). Video attached to the MLS.

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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141 Stage Road Chester VT 05143

Chester, VT141 Stage Road

Price$999,000

Est. Mortgage: $/month

MLS Number 4822981

  • Land
  • Acreage 548
  • Area Near Skiing, Rural
  • Zoning Residential

Don't miss the rare opportunity to own this spectacular acreage set between the rolling hills outside the beautiful villages of Chester and Grafton Vermont. The stunning 543 +/- acres has it all. Made up of 5 contiguous preexisting lots the parcel has road frontage on Stage Road in Chester giving multiple opportunities for a number of small subdivisions. Three lots also front onto route 35 between Chester and Grafton which includes two 70 +/- acres lots as well as a 20.1 acre lot with permitted 1 acre +/- Mica Schist stone quarry. There are also gravel deposits on the site which could be used to develop the logging trails further. If you have conservation on your mind the entire lot is enrolled in the Vermont Value use program which helps to keep the taxes low. The interior of the lot is mostly wooded and hosts a large open area for staging a logging operation. There are also a network of marked logging trails throughout the property making it easily accessible. The beautifully crafted ponds throughout offer a welcome spot to take in the beauty of the landscape as well attracting all manner of wildlife. The seller will entertain selling individual lots separately. Whether you wish to develop or keep this pristine site as is you will find endless choices and opportunity for this very special place. Come see today!!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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321 Main Street Chester VT 05143

MLS Number 4811623

  • Commercial
  • Year Built 1854
  • Acreage 0.28

Inn Victoria offers a new owner the opportunity to step into a very successful operation business. The Inn has 9 guest bedrooms all with private baths, assistant managers suite of 10th bedroom, plus 1,000 sq ft owners quarters, first floor professional laundry facility and large public spaces which are beautifully decorated and well maintained. The outdoor patio and wedding garden with 3 large pergolas is idea for small gatherings. The annual occupancy and average daily rate is higher than most B&B's of this size. It is a testament to the current owners sincere dedication to the business and providing a wonderful guest experience. The Inn is a member of a 4 Inn to Inn walking group. The revenue from the Inn to Inn walking tours is substantial. It attracts guests from all over the world. The location is only a few miles from I-91, a north south interstate on the east side of Vermont allowing millions of people within a 4 hour drive to visit the INN. There is also upside to the revenue with an enhanced marketing plan. The Village of Chester is considered one of the most picturesque Villages in Vermont. You do not want to miss out on this opportunity if you are serious about owning a B&B. Benefits of Inn Victoria Written by the Sellers can be found under "D" below the picture above.

Listed by Dick Palmer of Hospitality Consultants, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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465 Pennell Road Chester VT 05143

Chester, VT465 Pennell Road

Price$878,500

Est. Mortgage: $/month

MLS Number 4793511

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,044

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to many of Vermont best ski areas which creates an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands with a sugarbush and state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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218 Gunderson Road Chester VT 05143

Chester, VT218 Gunderson Road

Price$799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4824414

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,630

If life in Vermont is your goal, don't miss this exceptional property on 32.36 acres. It has short range mountain views and is located at the end of a town maintained road. This Circa 1900 farmhouse has had a complete revival from bottom to top! The foyer opens to a magnificent country kitchen with a stone fireplace and charming sitting area. Stone counters and plenty of cabinetry are flanked by the gas stove, dishwasher, refrigerator, and microwave. A family bath and laundry is close by, as well as the sun porch, leading to a comfortable deck, overlooking the rear of the property. A gracious stairway connects to the living room and study. The second floor has a wonderfully fresh full bath and 3 bedrooms. The master has a lined fireplace and enjoys natural light. An amazing unfinished space with new windows awaits your own design for perhaps a master suite? The front of the home showcases a large stone patio. A handsome pond is located just to the side of the home, always ready for relaxing on the stone bench or stocking with fish as it is said to be 12' deep. Another incredible feature of this farmhouse property, loaded with history, is the immense barn! A walk through it when you visit is a must. Location! Location! Location!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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698 Vermont RT 11 Route Chester VT 05143

Chester, VT698 Vermont RT 11 Route

Price$699,000

Est. Mortgage: $/month

MLS Number 4820671

  • Residential Single Family
  • Construction Existing
  • Bedrooms 10
  • Bathroom 12
  • Square Feet 6,848

An Amazing opportunity to own a 1810 Brick federal style home that is rich in local history and one of the most historic homes in Chester. It's had many reincarnations over the 2 century's of its existence. Starting as an old farmhouse it was converted to an Inn in 1942 and has been run as one ever since. It's been known as the Stone Hearth Inn and Tavern since 1982. It has been beautifully cared for by its current owners who have updated and maintained its elegance and down home charm. The Inn features 8 bedrooms mostly en-suite, a large formal dining room, Formal living room with a classic stone fireplace, office and a commercial kitchen. The home also features a separate 700 sq ft apt for additional income possibilities. Upstairs is a 2 bedroom owners quarters with full bath and living room. Attached to the Inn/Home is the 80 seat Tavern with refinished wood floors, gorgeous wood bar and wood stove. The property is special. Nearly 6 acres of open space, perennial gardens, back patio and direct groomed access to the VAST snowmobile trails. The possibilities here are endless. Large family home to live and work with great income potential with rentals, restaurant, tavern and even weddings. Run it or lease the spaces out. Ski clubs are another great possibility. Located just 2 miles from the Chester Green and only a short distance to major ski resorts, Okemo, Stratton, Bromley and Magic. Live the Vermont dream at this fantastic property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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698 VT ROUTE 11 West Chester VT 05143

MLS Number 4820670

  • Commercial
  • Year Built 1810
  • Acreage 5.63

An Amazing opportunity to own a 1810 Brick federal style home that is rich in local history and one of the most historic homes in Chester. It's had many reincarnations over the 2 century's of its existence. Starting as an old farmhouse it was converted to an Inn in 1942 and has been run as one ever since. It's been known as the Stone Hearth Inn and Tavern since 1982. It has been beautifully cared for by its current owners who have updated and maintained its elegance and down home charm. The Inn features 8 bedrooms mostly en-suite, a large formal dining room, Formal living room with a classic stone fireplace, office and a commercial kitchen. The home also features a separate 700 sq ft apt for additional income possibilities. Upstairs is a 2 bedroom owners quarters with full bath and living room. Attached to the Inn/Home is the 80 seat Tavern with refinished wood floors, gorgeous wood bar and wood stove. The property is special. Nearly 6 acres of open space, perennial gardens, back patio and direct groomed access to the VAST snowmobile trails. The possibilities here are endless. Large family home to live and work with great income potential with rentals, restaurant, tavern and even weddings. Run it or lease the spaces out. Ski clubs are another great possibility. Located just 2 miles from the Chester Green and only a short distance to major ski resorts, Okemo, Stratton, Bromley and Magic. Live the Vermont dream at this fantastic property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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2206 Green Mountain Turnpike Chester VT 05143
Active With Contract

MLS Number 4832641

  • Residential Single Family
  • Construction Existing
  • Bedrooms 12
  • Bathroom 12
  • Square Feet 6,976

Now is your chance to own a charming colonial in a picturesque Vermont town! Take advantage of a rare opportunity to purchase what is currently operating as a Bed and Breakfast on the historic Green Mountain Turnpike (a peaceful country road) in beautiful Chester, Vermont. This grand 230 year old former stagecoach Inn and tavern, which sits on 35 acres of woods, meadow, and lawn, has retained the charm of an earlier time and offers many original features, including wide plank pine floors, Rumford fireplaces, hand-hewn beams, a beehive oven, authentic Moses Eaton stenciling (hidden near a secret third staircase), and Chester's first hot water bathtub. The residence features nine bright and spacious guestrooms, all with their own private baths and great views, as well as a spacious owner's quarters, an Inn office and a lovely stone garage. Enjoy meals in the comfortable country dining room, relax on the back porch and in the guest parlor by the fireplace while mingling with loved ones. There is plenty of space for all to enjoy inside and out. You will love the beautiful natural surroundings in every season, including a private, spring-fed pond and acres of meadow, woods and paths for hiking, swimming, ice skating, snowshoeing and cross-country skiing-right on the premises! The setting is quiet, serene, peaceful, and only minutes away from the Village of Chester. Opportunity calls! This property has not been offered for sale for over 20 years.

Listed by Hergenrother Realty Group and Terri Naroian of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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2206 Green Mountain Turnpike Chester VT 05143
Active With Contract

MLS Number 4832640

  • Commercial
  • Year Built 1790
  • Acreage 35

Have you always dreamed of owning a charming Bed & Breakfast in a picturesque Vermont town? Now is your chance! Take advantage of a rare opportunity to purchase this busy Inn on the historic Green Mountain Turnpike (a peaceful country road) in beautiful Chester, Vermont. This grand 230 year old former stagecoach Inn and tavern, which sits on 35 acres of woods, meadow, and lawn, has retained the charm of an earlier time and offers many original features, including wide plank pine floors, Rumford fireplaces, hand-hewn beams, a beehive oven, authentic Moses Eaton stenciling (hidden near a secret third staircase), and Chester's first hot water bathtub. The Inn features nine bright and spacious guestrooms, all with their own private baths and great views, as well as a spacious owner's quarters, an Inn office and a lovely stone garage. Guests enjoy meals in the comfortable country dining room, relax on the back porch and in the guest parlor by the fireplace while mingling with fellow visitors. There is plenty of space for all to enjoy inside and out. Your guests and your family will love the beautiful natural surroundings in every season including a private, spring-fed pond and acres of meadow, woods and paths for hiking, swimming, ice skating, snowshoeing and cross-country skiing-right on the premises! The setting is quiet, serene, peaceful, and only minutes away from the Village of Chester. Opportunity calls! This property has not been offered for sale for over 20 years.

Listed by Terri Naroian and Hergenrother Realty Group of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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939 Stigers Road Andover VT 05143

Andover, VT939 Stigers Road

Price$650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4832486

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,608

Looking for a country retreat with a magnificent view? This roomy cape is set high on a hilltop with 80+ acres of land, a pond and small barn. Light and airy, the home features finely crafted details and a full, heated walkout basement/workshop that could be finished for more living and working space. Sit on the shaded wraparound porch or enjoy the mountain view from the rear deck and sun porch. The open concept Great Room has a cathedral ceiling and Palladian windows, a wood stove for cozy winter nights, and a state of the art eat-in kitchen to entertain friends and family. The adjacent master wing includes an en suite bath, large walk-in closet, and home office. The attached 3-bay garage has ample storage above, and it opens into a large mudroom. A first floor library/music room and powder room and 3 bedrooms and 2 baths on the second floor complete the living space. Being sold furnished, the property's amenities include central air, central vac, automatic generator, security system, and 1st floor laundry. Custom built by the seller and enjoyed for years, it awaits a new family to bring it back to life. There is some deferred maintenance, reflected in the price. A short drive to Chester and Londonderry, and close to Lowell Lake and Magic Mountain Ski Area with access to VAST Trails, the spectacular location offers both privacy and convenience. Come tour this special property and imagine making it your own! All measurements approximate.

Listed by Steve Stettler of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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678 Goldthwaite Road Chester VT 05143

Chester, VT678 Goldthwaite Road

Price$623,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4839203

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 3,008

A craftsman built post and beam residence with outstanding features. Originally built for the owners as a residence, glass blowing and pottery studio and retail space, the building is now ready to serve as either a wonderful residence with incredible family room with monitor cupola or to serve the needs of an owner wanting to have an enviable workshop in the home. Beautifully sited in the quiet area of Goldthwaite Road, the 10 acres features frontage on Trout Brook, stone walls, and multiple varieties of fruit trees and bushes. Local views from the stone patio or the wood deck while listening to the Brook. The first floor consists of the large family room, kitchen space with adjacent greenhouse, access to the wood deck and office/den spaces. The second floor has a master bedroom with cathedral ceiling, efficient kitchen with walk in pantry, large bright dining area, a second bedroom and a sleeping loft. Privacy and a spacious residence while being close to Chester Village and multiple renowned ski areas, make this an exceptional country living property.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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92 Vt Rte 11 west Route Chester VT 05143

Chester, VT92 Vt Rte 11 west Route

Price$599,000

Est. Mortgage: $/month

MLS Number 4818070

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 7,610

Built and operated as a successful retail/eat-in bakery/cafe for 20 years, this fascinating structure on 3.5+/- level acres offers possibility for use as a full time residence with a home business, or, with further modification, a unique and spectacular full time home. The amazing cathedral like structure was built in 1997 on an old homestead and attached to the barn which dates back to 1850s. The entire interior is connected and finished as one seamless space. There is a 4-flu chimney which could be made into a beautiful stone fireplace. The open floor plan could be redesigned for living space. The possibilities are endless. 4 bathroom spaces are in place with two half baths to code for public use and two more bath areas with a walk-in tiled shower. A home business such as a dance studio, music space, or any form of retail business would work very well with flexible options as to where the business entrance would be. Walking distance to town, adjoins town rec area. Delayed showings until Aug. 3.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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92 VT Rte 11 West Route Chester VT 05143

MLS Number 4817827

  • Commercial
  • Year Built 1997
  • Acreage 3.5

Exceptional and intriguing commercial property in Chester on 3.5 acres +/- with over 7,000+/- sf of amazing space. Soaring cathedral ceilings and exposed arched beams culminate in a 34 ft high glass pyramid that creates a sense of ethereal balance. The fantastic structure was influenced by the spiritual philosophy of Rudolf Steiner and the great cathedrals of Europe. Anthroposophic shapes and symbols tied to meditative practice are reinforced throughout including a coptic cross design around the massive 4 flu chimney serving the ovens and a large window referencing a Pisces symbol. The building has radiant heat in the main space and a back-up generator standing by. Two Handicap access public bathrooms w/skylights are conveniently located near the front entrance. Tucked out of sight, there are two more bathrooms, including a tiled walk-in shower with laundry area and two enclosed spaces for offices and privacy. The attached 1850's barn was thoughtfully renovated with exposed beams, a multi level second floor, loading dock, double glass door entrance with and even a dumb freight waiter! The building has wonderful acoustics and an open floor plan that would lend itself to many venues e.g., a cooking school, dance studio, pub eatery with seating capacity for 51. There is a large garden area for farm to table cafe/restaurants and two level, spacious lawns for outdoor venues. A stone courtyard provides space for outdoor eating as well as a covered front portico. Traffic count 4015.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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266 Main Street Chester VT 05143

MLS Number 4837044

  • Commercial
  • Year Built 1780
  • Acreage 0.75

This circa 1780's stunning, country inn is located in the heart of Chester and southern Vermont, the ideal setting for a hospitality business. Owned and operated with care, this home and it's owners have provided a warm welcome to all who have visited and have become enchanted with Vermont through the years. This well established business is ready for you to put your mark on the hospitality for the long list of returning guests! The 7 guest rooms and common areas are fully furnished. The newly renovated owners quarters, including two spacious bedrooms, will be unfurnished allowing your own personal décor. Enjoy a comfortable lifestyle in Vermont, in concert with your guests! The main floor is easily accessible with first floor accommodations for those needing to avoid stairs. Gracious rooms and cozy common areas invite you to relax. The central village location allows easy access to the surrounding community on foot!. Come see this charmer; you may want to stay awhile!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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31 Palmer Road Chester VT 05143

Chester, VT31 Palmer Road

Price$549,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4804884

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,538

Here is a fantastic chance to own a classic working Vermont farm on 22 plus acres that has everything you need to live the complete farmer's lifestyle. A Gambrel barn with stables and a hayloft provide the perfect place to enjoy spending your time between equestrian rides. There is also a large Morton Barn for maintenance and machine storage, a Broken Gable barn for field equipment and a Linhay Shed. Positioned next to the spacious farmhouse is a large two car garage that is certainly appreciated on heavy snow days. The house itself bestows an exceptionally large dining area off the kitchen for entertaining lots of friends and family. Bring everyone around the wood burning fireplace to share your warmth. In addition to the living room with fireplace, there is also a bedroom on the main level with French doors that lead to a deck outside with a smaller fireplace and equestrian mounting steps. Upstairs has a bright master bedroom suite with lots of natural light, another full bath, and two additional bedrooms for your children and/or guests. This farm has everything a farm should have, including its location, situated about halfway between Ludlow's Okemo Mountain Resort and the charming town of Chester.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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9 Markham Mountain Road Andover VT 05143

Andover, VT9 Markham Mountain Road

Price$525,000

Est. Mortgage: $/month

MLS Number 4840017

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,509

Custom built in 2002, this incredibly meticulous home is ready to move right in! This cared for home with 3 bedroom, 2.5 bathroom is on highly sought after Markham Mountain Road, Andover VT. Listen to the stream that borders the back of the just over 2.5 acre parcel while sitting in the screened porch. Beautifully finished with classic details in and out. Radiant heat throughout. Double sided gas fireplace adds ambiance to the living room and the dining area. First floor has cherry wood floors. Large kitchen/dining area suitable for entertaining opens to a three-season screen porch (custom windows replace the screens for colder weather) as well as the expansive patio with built in fire pit, tastefully situated hot tub with a view. Kitchen has Viking gas Range. Large double door kitchen pantry closet with more shelves than you can use! Master bedroom has ample closets. Master bathroom features two separate vanity spaces, a whirlpool tub with a view out to the second floor balcony porch, as well as a separate steam shower. Two additional bedrooms on the opposite end of the house with a full bath and a separate stairway to the kitchen. A bonus loft space is big enough for an extra sleeping area, game room, den or office. The large unfinished walk out basement offers so many options - you decide. Access to VAST snowmobile trail system also trails for hiking, snowshoeing and cross-country skiing. Easy drive to several southern Vermont ski areas including Okemo and more!

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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134 Gold River Extension Chester VT 05143

MLS Number 4837151

  • Commercial
  • Acreage 2.49

Rare opportunity with commercial/industrial zoning. 2.49 acres that is fully permitted. Property can be used as one business spot, or share the office building with another business. Currently there are 3 buildings onsite to include: 1792 sq ft office building; 3364 sq ft garage building with heat, loading dock, office, and rail siding; plus an additional 1500 sq ft storage building. Property includes an owned rail siding for direct shipment possibilities. Highway access is on Route 11 East, 3/10's of a mile from Route 103, and 9 miles to Route 91, exit 6. Office building has center entry and two administration wings, could be used by two or more businesses. Fiber-optic internet is on site. Garage building is currently used for service of trucking and excavation equipment and includes office area. This building has loading dock and direct access to rail siding. Common rail siding to be maintained for all. Currently there is a tenant in the office building. Also available separately (building lots, ore shed building, or the entire parcel-see MLS 4837125). Video attached to the MLS.

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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472 Main Street Chester VT 05143

Chester, VT472 Main Street

Price$450,000

Est. Mortgage: $/month

MLS Number 4822226

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,546

This is one of a kind! Whether you are looking for a home for your family and guests, or something that you can use for a home business, this one is for you. It isn't often that you find a house in this condition-just look at that porch. Located just a short distance to the village green, shops and eateries. In the other direction you will find the Chester recreation area for pool, tennis, and hiking. You have your choice of ski mountains with Okemo, Magic, Bromley and Stratton all a short drive away...golf, fishing, hiking, biking and so much more that Vermont has to offer. The home is lovely. There is a large kitchen, dining room and living room for formal relaxation. An office and first floor bedroom and full bath, too. Upstairs are 4 more bedrooms and 3 more baths. There is a back staircase off the kitchen. The back end of the house is where fun can happen. There is a bar and sitting area along with two rec rooms, currently with ping-pong, air hockey, billiards and poker tables! In addition, there is a large multipurpose room...exercise, shop, studio, rental space....you decide! The fiber optic internet means you can stay in touch with work or take in your favorite movies. The landscaping is very attractive. Off the back of the house, there is a private deck that overlooks the huge, flat back yard. Every inch of it is usable for play or gardens! There is much to love here and in Chester. Offered mostly furnished. Be sure to take in the video to see all there is to offer.

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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580 Marcs Drive Chester VT 05143

Chester, VT580 Marcs Drive

Price$430,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4825102

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,569

Immaculate Custom Ranch situated on 5.3 acres on quiet cul-de-sac awaits you. This stylishly designed property features a large covered front porch, 2 car attached garage and a great view of the rear yard from the cedar screened porch with Trex decking. Welcome yourself through the mudroom which doubles as a convenient laundry room. Adjacent is a spacious state of the art eat-in kitchen including light birch cabinetry, granite countertops and wine chiller. The formal dining room is perfect for family holiday dinners. The open living room is home to the center brick wood burning fireplace and just around the corner is a cozy study/office, two bedrooms, full bath and a generous-sized master bedroom suite with a private bath and sizable walk-in closet. The partially finished lowest level offers natural daylight in the finished bonus space perfect for extra guests with a large living area and 1/2 bath. There is more to be desired with plenty of additional space that is currently set up as an in-home gym. This property even includes direct access to the VT Vast trail system. Within walking distance to the Village Green, a short drive to Okemo, Magic and Bromley mountains and only a 15 minute drive to Interstate 91. Also close by you can enjoy Echo Lake at Plymouth State Park. With Fiber-optic internet you can work from home with ease. You really can have the quintessential Vermont home for part time or year round living. Do not miss this pristine property with so much to offer!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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244 Main Street Chester VT 05143

Chester, VT244 Main Street

Price$425,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4816260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 4,475

One of the most beloved properties in the town of Chester. There are very few homes that possess the history and character of this historic 1820 Victorian beauty. It has been cared for and had been run as a family owned Inn for nearly three decades. It's now ready for it's next chapter in which many possibilities exist. The main house has six bedrooms on the second floor each with it's own private bathroom. On the first floor you'll find a country kitchen, formal dining room, large front living room and a den that's ideal for a home office with fiber optic internet. You will also find gorgeous hardwood floors, original interior oak trim and a grand stairway leading up to the second floor. A classic front porch that gazes across to the town green. Connected to the house is a barn that had been used for retail space with a lovely one bedroom apartment above it. The property also features a carriage house which like the home is also on the National Historic Register. The carriage house still has the original horse stalls from back in the day. At the back of the property is a private 3 bedroom cottage ideal for a guest house. So many possibilities exist. Located across from the vibrant town green with its retail stores and restaurants. Just a short drive to several major ski areas including Okemo, Stratton, Magic and Bromley.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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Little Pond Road Andover VT 05143

Andover, VTLittle Pond Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4788146

  • Land
  • Acreage 100
  • Area Rural
  • Zoning Res

This exceptional 100-acre parcel is privately sited with spectacular 180-degree views of the Green Mountains and Stratton Mtn. Located within five miles of Weston and Londonderry, the property is in good company of other substantial parcels. The private driveway leads to the house site on a prominent knoll providing the advantage of an amphitheater with privacy on all sides. A waste water permit is in place for 6 bedrooms. Bring your own builder or the owner will help with build-to-suit. Within 12 miles of Bromley Mtn., and 16 miles of Stratton Mtn.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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12 Common Street Chester VT 05143

MLS Number 4835598

  • Commercial
  • Year Built 1820
  • Acreage 0.25

This amazing building at the head of Chester's Village Green has been home to many successful businesses. The antique country interior is warm and inviting. This high foot and vehicle traffic area has long benefitted owners throughout the years. Historically, 2 apartments and multiple businesses have resided within the 4000 square foot building which is currently occupied totally by a single business. Easy access from the front or rear, as well as parking on the green or in the rear adds to advantages. Bring your imagination and interest as you explore the many options of usage during your visit. The current owner will entertain rental of a smaller section of the building from the buyer for the current business.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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69 Jewett Road Chester VT 05143

Chester, VT69 Jewett Road

Price$424,900

Est. Mortgage: $/month

MLS Number 4810644

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,241

This idyllic Vermont farmland is situated between the peaceful town of Chester and Okemo Mountain Resort in Ludlow, and is perfect for agricultural use with its 11+ acres of land partially straddling the Williams River. There is an oversized three-bay maintenance garage with office space in addition to the always welcome, two-bay garage for automobiles. The contemporary farmhouse has plenty of living room and an abundance of light upstairs and down. The large floor-to-ceiling windows in the kitchen will invite you to the outdoor patio for barbecuing and entertaining, perfect anytime of the day or night. There is also another patio with a firepit near the large scenic pond. Whether on the patio or by the firepit at the pond, this is a beautiful place from which to gaze at the stars of the universe without obstruction from light pollution. One of the nicest features of the property is the large shedrow stable for your horses, plus a chicken coop for your own farm-fresh eggs. This is the way life should be lived-on a Vermont farm

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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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591 Remington Road Chester VT 05143

Chester, VT591 Remington Road

Price$399,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4817426

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 4,196

This country property is tucked away in a quiet subdivision on the outskirts of Chester. A second adjacent, permitted lot is included with this property. The wrap-around covered porch adds charm and function to outside floor space of the home. The open, eat-in kitchen is ideal for preparing meals while enjoying family and friends. Custom wood-paneled cathedral ceilings offer impressive spatial quality to the common room, while the floor to ceiling brick fireplace offers additional texture. The dining room shares the same grand space. A stately master suite includes a large soaking tub, shower stall, expansive walk-in closet, and two access points to the wrap around porch and rear deck. Additionally, a laundry room, half bath and ample screened porch enhance the main level. A lovely balcony highlights the upper level overlooking the common area. The second floor provides two bedrooms, a stunning library, a sewing/craft room, and a full bath. Don't miss the finished walkout basement, a former home to a family business translating to added extra "walkout" living space. Currently the space enjoys conference and office areas with multiple phone lines in place. High speed fiber optic internet makes "work from home" an option. This property is private, spacious, and only a short distance to I-91, as well as Chester Village conveniences.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 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 January 16, 2021.