Chester Vermont Real Estate

Are you thinking of buying a property or single family home in Chester Vermont?  Scroll down to browse all listings that are currently on the market and contact me if you have questions or would like to set up a tour.  You can also create an account with my site to start saving your favorite VT real estate listings.

134 Gold River Extension Chester VT 05143
Active With Contract

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 Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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$1,135,000

Est. Mortgage: $/month

MLS Number 4869423

  • 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 Vermonts best ski areas which create 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 including a sugarbush with 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: 2.86% last updated on Sep 16, 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$925,000

Est. Mortgage: $/month

MLS Number 4822981

  • Land
  • Area Near Skiing, Rural
  • Acreage 526.4
  • Utilities None
  • 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 526 +/- acres has it all. Made up of 4 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. 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 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 & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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445 Trebo Road Chester VT 05143

Chester, VT445 Trebo Road

Price$859,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4860366

  • Residential Single Family
  • Bedrooms 6
  • Square Feet 3,818
  • Bathroom 4
  • Construction Existing

This custom one-of-a-kind timber frame home sits on 10+ acres, located just outside the charming village of Chester. The stunning craftsmanship, and superior quality of this home is evident from the moment you step inside. Surrounded by beautiful scenery, the open layout boasts vaulted ceilings in the great room and radiant heat maple flooring throughout. An abundance of natural light streams into the living space where a modern kitchen includes a built-in grill and stainless-steel, Energy-Star appliances. There is an en-suite primary bedroom, guest room, and guest bath on the first floor along with an office/study built for two. A separate entrance from the attached, heated two-car garage opens into a mudroom/laundry room with exquisite slate flooring. The second floor incorporates an open loft area overlooking the great room and surrounded by three bedrooms and a full bath. Central AC, and whole house ventilation allows you to enjoy this home in all four seasons. The pastoral grounds accented by stone walls, an orchard, and a hillside backyard highly favorable for solar panel placement, largely out of view. This idyllic property is close to Okemo Mountain Resort and many golf courses, and the villages of Chester and Ludlow. You must see this stunning home and the beautiful private grounds to be able to . describe the fulfillment of living in this classic Vermont home. Owners are relocating.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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816 Popple Dungeon Road Chester VT 05143

Chester, VT816 Popple Dungeon Road

Price$850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4848206

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,676

Welcome to Deer Valley Farm also known as the Williams Homestead. This is the first time the property has been offered for sale in over 60 years! The home has been lovingly cared for with lots of improvements over the decades of ownership. Outside: The barn has undergone major work which insures its stability for years to come and includes a wine cellar. It measures 45x105 with plenty of room for cars, toys or animals. Other improvements include stonework, tennis court and pool with pool house and gardens. The walking bridge over the Williams River includes 4 staircases to the river and built in lights. The home is styled with Italian tile throughout and offers cozy antique charm with 3 fireplaces. The home does need updating but will be well worth the effort. The structure itself has been well maintained. The large acreage easily lends itself to a few other incredible homesites. Located just outside the town of Chester less than 4 hours to NYC and 2.5 hours to Boston. Minutes to all of Southern Vermont amenities including Okemo, Stratton, Killington, Vermont Country Store, Weston Playhouse, world-class golf and the shops in Manchester. This property will not disappoint.

Listed by Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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: 2.86% last updated on Sep 16, 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 Chester VT 05143

Chester, VT698 Vermont RT 11

Price$650,000

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: 2.86% last updated on Sep 16, 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 Daire Gibney and Joan Morey of Barrett & Valley Associates,Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

Chester, VT266 Main Street

Price$539,000

Est. Mortgage: $/month

MLS Number 4845016

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 5,242

This 1780's stunning yet quaint home in the heart of Chester and Southern Vermont is truly the ideal location for a spectacular private residence or successful hospitality business. Owned and operated with love this building has provided a warm welcome to all who have visited and have become enchanted with Vermont through the years. The period home with newly renovated 2 bedroom separate living quarters comes mostly furnished leaving you space to add your personal touches. 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 in a central location allowing easy access exploring the surrounding Chester village and with mountains, lakes and streams all within short drive you will not lack options for fun and relaxation. Come see this charmer; you may want to stay awhile!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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690 Trebo Road Chester VT 05143

Chester, VT690 Trebo Road

Price$475,000

Est. Mortgage: $/month

Pending

MLS Number 4877533

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,112

Country colonial playground - Everything just feels right from the moment you pull in the driveway and slide into the large two car attached garage. Spacious oversized modern kitchen with cozy woodstove in the dining area will keep you warm on those long winter days. A half bath, bedroom and "comfy" living room round out the main floor. A large deck spans the full width of the house to take in the beautiful eastern views and fields. Upstairs are a private master suite with a beautiful tiled bath, two bedrooms and another tiled bath. The full basement is ready for a transformation to a movie or rec room. Current owners have sheep and chickens but you can remove the fencing and open the land back up. There are endless trails woven throughout the 19 acres consisting of open fields and woodland. There's even a small creek that runs through the bottom corner of the lot. Outbuildings consist of a heated "she shed", a free standing two car work barn, a run in shed and a chicken coop. This updated home is equipped with a state of the art solar array. If you are looking for your slice of Vermont, this charming house is minutes off Rte 103 and a five minute ride to Smitty's general store for some of the best deli meats, craft beer and sandwiches in the area.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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
Active With Contract

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 Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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32 VT Rte 10 Chester VT 05143

MLS Number 4880525

  • Commercial
  • Year Built 1980
  • Acreage 9.4

Incredible commercial location in Chester, VT! Property is on 10 acres with mountain views & mature fruit trees, near Okemo ski area & historic Chester Village. This property sits at a major intersection - VT Rte 103 and VT Rte 10 connecting Springfield and Ludlow on the main east/west route to Rutland. Formerly a retail establishment selling local farm products, prepared foods, local art, and featuring a wide array of local artisan's goods. Commercial kitchen fully outfitted, includes Vulcan range/oven, griddle, grill, Hobart meat slicer, mixer, deep fryer, auto dishwasher, ice machine and huge walk-in freezer & refrigerator & more. Permitting supports restaurant seating of 22. Currently vacant on the main level with a solid long term renter in the 3 BR apartment on the upper level. Great income producing rental unit. Accessory building has a foundation and 6' knee walls in place for hoop barn or the like. Formerly used as livestock barn with storage area framed & water/power installed. Easy to re-purpose for your use. Additional shed building formerly used to smoke & cure meats available for your use too. Bring your ideas and plans. This property has strong potential for gas/convenient mart, drive-in theater or the like. Great daily traffic with hundreds of cars passing daily...year round! Locals and visiting traffic all use this thoroughfare for steady traffic flow. Don't miss this opportunity to capitalize on this great location. Schedule a showing today!

Listed by Kevin Channell of Bassette Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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292 Quarry Road Chester VT 05143

Chester, VT292 Quarry Road

Price$449,000

Est. Mortgage: $/month

MLS Number 4878315

  • Residential Single Family
  • Square Feet 1,880
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Overlooking the south branch of the Williams River, this expansive, 3+ bedroom, 3.5 bath 2006 contemporary home on 5 acres +/- is located on a country road just outside the village of Chester. With a subtle nod to Victorian style and high ceilings throughout, there are many attractive features to enjoy such as an open kitchen/living area with breakfast bar, wood stove and half-bath located near the mudroom entry. Lovely interior French doors open to the living room with a formal gas fireplace and bay window alcove, an inviting foyer, a first floor study/office, and a wonderful sunroom with floor to ceiling windows flanked by two deck/patios. The second floor features a large, private en suite bedroom with a large walk-in closet and full bath. The relaxing sounds of the river can be heard from the two additional bedrooms connected by a full bath and laundry. The walkout basement has a large, semi-finished space that would make a terrific game room or in-law apt with a 3/4 bath, a work sink, laundry hook-ups in place and a storage room accessed on either side of the basement. The attached two car garage adjoins the mudroom entry includes workshop space, and a large, second floor unfinished bonus space that could serve as a home office. The landscaped grounds feature two decks, a covered porch, perennial gardens and a riverside firepit accented by a dramatic vertical stone. A path through the woods leads to a super cool treehouse with a swing for two!

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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372 Main Street Chester VT 05143

Chester, VT372 Main Street

Price$439,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4880263

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,775

This exquisite home has been tastefully renovated throughout. The front porch invites a bit of respite and observation with a pause now and then as folks walk by with a hello. A visit offers quite a surprise in terms of the spacious floor plan and great flow! Family and friends easily gather throughout the common space, yet plenty of quiet time area is available. The modern kitchen is open, with ample stone counter tops, and newer appliances. The pantry has been saved and serves as incredible storage! A large office or den is adjacent to an expansive great room combination. A full bath is located just off the kitchen. The second floor landing is comfortable introducing four bedrooms and a full bath and a laundry. The great carriage barn retains it's one holer and has had substantial work done to add to it's long life. It is an incredible building to explore! The side yard is level and enjoys a patio offering expanded fair weather family enjoyment.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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693 Lovers Lane Road Chester VT 05143

Chester, VT693 Lovers Lane Road

Price$425,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4875140

  • Residential Single Family
  • Square Feet 2,613
  • Bathroom 3
  • Construction Existing
  • Bedrooms 3

You will love this classic saltbox home that sits on 5.5 acres a half-mile away from the town pool/recreation center and one mile from Chester village. The large kitchen features high ceilings, ample cabinets and counter space, as well as a breakfast nook overlooking the expansive backyard and gardens. A convenient laundry room/pantry is off to the side. With floor-to-ceiling windows and sliding glass doors onto the back deck, the dining area is the perfect place for warm family meals and dinner parties. The living room is equally spacious with a wood stove and brick hearth that warms the entire foam-insulated home. A den and 1/2 bath complete the first floor. A wrap-around staircase leads to two bedrooms, full bathroom, master suite, and an office perfect for working from home. Hardwood floors are found throughout the first 2 floors. The basement features a rec room with a walkout to the backyard. A must-see

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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1377 VTRT 103 Chester VT 05143

Chester, VT1377 VTRT 103

Price$400,000

Est. Mortgage: $/month

MLS Number 4871606

  • Multifamily
  • Square Feet 2,280
  • Units 2
  • Bathroom 2
  • Acreage 3

Chester Vt 1377 VTRT 103. , Multi Family , Many good uses for property. One and two-family residential and professional office, retail store if it were a home occupation or home business.

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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479 Main Street Chester VT 05143

Chester, VT479 Main Street

Price$369,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4877915

  • Multifamily
  • Square Feet 3,238
  • Units 3
  • Bathroom 5
  • Acreage 0.5

This is a fantastic opportunity to own a highly productive 3 unit historic home in Chester Vermont. This investment has even more potential for future profitability as two of the units are leased leaving the third private unit open to be rented in any number of ways. The home has been fabulously maintained and each unit has a unique charm and character of its own. The current owners apartment boasts vaulted ceilings, large windows onto a sunny and privately accessed deck, which is perfect for quiet dinners al fresco. Cooks too will love the large open kitchen that is just perfect for entertaining. This unit in particular has tremendous potential as a shorter term by the night rental as well as a longer term lease. The choice is yours! Whether it be the top floor with its bright and airy apartment and private main street access or the expansive farmhouse style ground floor 2 bedroom unit with large kitchen, impressive fireplace, charming sunroom, wood stove, beautiful beams and woodwork throughout, these are highly sought after rentals. With lots of off street parking, a two minute walk into the village to visit the bookstore or a less than half hour trip to any one of of the many local skis resorts or state parks this is a heavenly place to live. The middle branch of the Williams river just a short walk away so there's no need to leave home for some relaxation. A happy tenant is a good tenant as they say and these rentals do not disappoint. This opportunity is tun key.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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90 Common Street Chester VT 05143
Active With Contract

MLS Number 4872901

  • Commercial
  • Year Built 1880
  • Acreage 0.16

A fantastic business and investment opportunity on the Chester Common. One of the towns Victorian crown jewels is ready for it's new owners. The first floor commercial space has been the long time home of successful restaurant ventures over many years. The property is completely set up and ready to go with a fully loaded commercial kitchen that was redone new in 2014. 65 seat facility with enclosed front porch seating with windows looking out over the common. Also features an inviting bar area as you walk in. Basement is set up for storage and has a large walk in refrigerator. Many recent updates including electric, plumbing and foam insulation. Upstairs you will find a second floor front office overlooking the common as well as a spacious 2,100 sq ft 2 bedroom apartment with back living room with deck access, full kitchen, dining room, laundry room and extra finished living space on the third floor. This property is ideal for a chef-owner who would like to live and work in a beautiful town setting. Also great extra income potential using the upstairs apartment as a rental. Located in an area of Vermont that is vibrant in all seasons. Near several major ski areas, all town amenities and convenient access to route 91. 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: 2.86% last updated on Sep 16, 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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90 Common Street Chester VT 05143

Chester, VT90 Common Street

Price$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4872902

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 4,026

One of the towns Victorian crown jewels is ready for it's new owners. Two Bedroom apartment with over 2,000 sq ft of living space located right on the chester common. Apartment boasts a large living room with a gas fireplace, deck of the entry. Good sized kitchen with large dining room and an extra 400 sq ft of living space on the finished third floor. The first floor commercial space has been the long time home of successful restaurant ventures over many years. The property is completely set up and ready to go with a fully loaded commercial kitchen that was redone new in 2014. 65 seat facility with enclosed front porch seating with windows looking out over the common. Also features an inviting bar area as you walk in. Basement is set up for storage and has a large walk in refrigerator. Many recent updates including electric, plumbing and foam insulation. This property is ideal for a chef-owner who would like to live and work in a beautiful town setting. Also great extra income potential using the upstairs apartment as a rental. Located in an area of Vermont that is vibrant in all seasons. Near several major ski areas, all town amenities and convenient access to route 91. Come and take a look.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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176 Meadow Road Chester VT 05143

Chester, VT176 Meadow Road

Price$349,000

Est. Mortgage: $/month

MLS Number 4880555

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Construction Existing
  • Square Feet 2,862

Enjoy the sweet Vermont life in this spacious tri-level 5 bedroom, 2 bathroom renovated farmhouse with detached garage. As you walk through the front door, an over whelming feeling of warmth and comfort envelops you. With newly laid solid hickory flooring along with stunning hand hewn beams which compliment the striking cathedral ceilings above the living room. We invite you to explore this extraordinary open space concept home. This forever home features a brand new heating system along with updated plumbing and electrical. Truly move in ready. The master suite has a private deck to enjoy your morning coffee as you watch the wildlife and listen to the zen sounds of the Williams River from your very own modern farmhouse oasis. The kitchen boasts hand poured concrete counter tops and new state of the art stainless steel appliances. Conveniently located on a quiet dead end street, overlooking the majestic Buttonwood Farms rolling green fields. A stroll around the block leads to the lively charm of Chester Village. With shops, dining and more. A short 15 minute drive takes you to Vails Okemo mountain resort for summer and winter fun, with even more shopping and excursions to choose from. Not to mention the Vas trail access. A property not to be missed. Schedule your showing today!

Listed by Hergenrother Realty Group and Daniel Preston of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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3057 Route 11 Chester VT 05143

Chester, VT3057 Route 11

Price$339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4846044

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,700

This fine 3 bedroom 1 1/2 bath home enjoys southern solar gain, beautiful gardens, stone work and a sweet pond. Reclaim the old hiking trails in the forest behind the house and enjoy the 10 acres of land. This lovely property is set midway between Chester and Springfield with easy access to Okemo Mountain Resort, Springfield Hospital and Dartmouth Hitchcock. A great property that offers a multitude of possibilities! Call with your ideas today!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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14 Church Street Chester VT 05143

Chester, VT14 Church Street

Price$329,000

Est. Mortgage: $/month

MLS Number 4874093

  • Multifamily
  • Units 5
  • Square Feet 4,700
  • Bathroom 5
  • Acreage 0.75

Fantastic investment opportunity. 5 Unit multi-family located in the heart of the village on the corner of Church and Main. One two bedroom, 3 one bedroom and one studio. Excellent condition throughout. Many updates including standing seam roof in approx 2016, 2 of the units totally renovated in 2018 and 2019, new propane furnace and heating system in 2018, multiple windows replaced, rear deck and stairs replaced in 2018. This is a revenue producer. Live in one unit and rent the other for income. Many possibilities exist with the lovely property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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275 Old Stage Road Chester VT 05143

Chester, VT275 Old Stage Road

Price$320,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4873848

  • Residential Single Family
  • Square Feet 1,446
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Have you been looking for the perfect log cabin to call your own? Here it is!! Fully furnished and ready for new owners! This log home is super cute and will not disappoint. The current owners have enjoyed the great location with easy access to skiing, shopping, Chester village and Grafton yet it feels like you are in your own private piece of Vermont. Wonderful front porch with brand new swing, firepit with chairs and an incredible shed with power (means this space has many options...bunkroom, expanded family room, storage, etc). This home has been loved and it shows!

Listed by Lisa Kelley of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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325 Goodrich Road Chester VT 05143

Chester, VT325 Goodrich Road

Price$284,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4869578

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,545

A True Vermont country gem is nestled atop of a Mountain on Goodrich Road just outside of the Chester Village. This charming property has been well kept and well loved by its current owners. The grounds are impeccably maintained offering lush perennial's, level lawn space and wooded areas ready for exploring. Enter the home through the convenient mud-room where you can leaves boots and outdoor equipment. Then head inside to the country kitchen offering great natural light and area for dining. The main living room is lined with reclaimed barn boards and a warm Jotul Wood stove. The open concept offers space and skylights let in great sunlight. The best place to relax is in the family room with double glass sliders on both sides of the room. The center floor to ceiling fireplace is the focal point and also offers a nice ambiance on chilly Vermont nights. You will also find two cozy bedrooms as well as bath on the main level. Head upstairs to the open loft which looks down on the living room and is adjacent to the master bedroom with skylights to admire the night sky while you lay in bed and a lovey mountain view. Go explore well manicured lawn and relax on the deck with access to the family room. This property has had many upgrades including handy attached wood shed, oversized shed/workshop, newly insulated to help with heating costs and the list goes on. A true country retreat just off Route 103, a short drive to skiing, shopping and dining. A MUST see!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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41 Vermont Route103 SOUTH Road Chester VT 05143

MLS Number 4860690

  • Commercial
  • Year Built 1890
  • Acreage 0.5
  • NOI 15000

Spectular very high volume traffic residential-commercial location with ample parking for your tenants or business.

Listed by Richard Whitham of Williams River Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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 September 20, 2021.