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.

358 Andover Ridge Road Andover VT 05143

Andover, VT358 Andover Ridge Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4864436

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,589

Tucked away on Andover Ridge Rd you will find one of the most spectacular properties in Southern VT. This remarkable log home features 7 bedrooms and over 7,000 sq ft of finished living space. The main floor is an open floor plan that features, a large kitchen with granite counters, custom cabinetry, top end appliances and an full length of kitchen island. The kitchen opens up to the dining area and a living room that boasts a custom stone wood burning fireplace, vaulted ceilings and floor to ceiling windows that give you breathtaking westerly views for picturesque sunsets and year round enjoyment of all the changing seasons. The main floor also features a den study and an owners en suite bedroom with gas fireplace. The main floor includes multiple accesses to the large wrap around deck looking down to the pond and property. On the second floor you'll find a game room loft and 3 more bedrooms including another en suite master. Down below the finished basement has a large family/ rec room for gathering, 3 more bedrooms with another en-suite master. The lower floor is a walkout to the stone patio that leads down to the amazing lined pond surrounded by incredible stone work, walls and perennial gardens giving you a truly breathtaking setting. The pond even features a waterfall incorporated into the stone work. 72.8 acres with accessible road frontage on Weston-Andover Rd. Possible future development. Just a short distance to Weston, several ski resorts, and VAST trails.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

320 Valley View Drive Andover VT 05143

Andover, VT320 Valley View Drive

Price$2,485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4883649

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,732

Comfort and elegance, a mountain cabin with vast sweeping views into New Hampshire. Summit Ridge House is sited in the Green Mountains at an elevation of over 2,000' and overlooks a swimming pond, a cascading brook and fields of wildflowers. Private and peaceful, the timber frame house was built to sustainably celebrate the natural light and the beautiful views in all four seasons. A kitchen for those who love to cook, a large screened-in porch and 3 stone fireplaces enhance country retreat experience. There is a first floor primary bedroom and a separate guest suite on the second floor, each with big views to the east. On the lower level, there are three additional bedrooms. A net metering solar array powers all electrical needs, an EV recharging station in the heated garage and a backup whole house generator. Fruit trees and perennial gardens. Two adjacent lots, in Ludlow (7 acres) and Andover (9 acres), make up this 16 acre parcel. 3.5 miles to skiing at Okemo Mountain; 7 miles to the Weston Playhouse and 5.5 miles to one of the best golf courses in the state at Fox Run Golf Club. 3 hours to Boston. First showing September 25. No showings Tuesday, September 28th - Friday, Oct 1.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

753 East Hill Road Andover VT 05143

Andover, VT753 East Hill Road

Price$975,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4871985

  • Residential Single Family
  • Construction Existing
  • Square Feet 5,605
  • Bedrooms 9
  • Bathroom 6

Welcome to Alta Vista - Your tranquil and private getaway! This beautifully updated home sits on 19+ acres and is nicely located near Okemo Mountain, the Ludlow Village, Chester, and Weston. If you are looking for that VT farmhouse feel but want modern conveniences and low maintenance, look no further. This meticulous smart home makes it easy for you to turn up the heat while driving to VT or to remotely turn off any lights that you may have left on. The farmhouse is nicely furnished and boasts long-range views, an oversized yard, and a sunken-in hot tub on the deck. The recently built barn acts as a two-car garage with ample storage space for your toys, including your snowmobiles and ATVs as you have access to the VAST trail system from the property. The interior of the home features nine bedrooms plus an office, den, family room, and six baths. While this space is superb for large gatherings, it still feels cozy and comfortable thanks to the genius layout. The home is separated into two different wings with separate staircases but with shared spaces in between. You will find unique details throughout like the original wood ceilings and beams to make this feel like a true Vermont home. You will love the surround sound throughout the house and the automated lights! Of course, the master ensuite bath awaits you to call this place home. Lastly, the home features many updates such as all new mechanicals, windows, insulation, and Hardi plank siding.

Listed by Kevin Barnes of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

266 Main Street Chester VT 05143

Chester, VT266 Main Street

Price$529,000

Est. Mortgage: $/month

MLS Number 4845016

  • Residential Single Family
  • Bathroom 9
  • Bedrooms 9
  • Construction Existing
  • 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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

292 Quarry Road Chester VT 05143

Chester, VT292 Quarry Road

Price$449,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4878315

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

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

663 Dorman Road Andover VT 05143

Andover, VT663 Dorman Road

Price$449,000

Est. Mortgage: $/month

MLS Number 4871500

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 2
  • Construction Existing
  • Square Feet 1,472

What is the value of 7,466 acres of State forest connected to your property? This unique property has been nurtured by it's owner for many years. It has been a place of quiet and calming features with abounding wildlife. The grounds have been manicured. The tiny A-frame has been enlarged to a comfortable country sanctuary! Experience a completely open kitchen, living, and dining room with a winding staircase to the loft and large windows, allowing plenty of light and vision of the beautiful outside! This type of property is so hard to find! A visit is the best way to recognize the incredible features. The property is completely furnished down to the tools and tractor!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Little Pond Road Andover VT 05143

Andover, VTLittle Pond Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4788146

  • Land
  • Acreage 100
  • Area Rural
  • Utilities None
  • 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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Square Feet 2,613

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. 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: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

116 Main Street Chester VT 05143

Chester, VT116 Main Street

Price$349,000

Est. Mortgage: $/month

MLS Number 4884585

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Bedrooms 1
  • Square Feet 3,703

Huge investment opportunity centered right in the heart of Chester. This 7 unit office building with potential a residential space on the second level. This property has been so well kept by its owners for past 11 years including updates like new boiler, fire system through out the entire building, modern updates in offices, newer shingle roof, many new replacement windows and the list goes on and on. The building is so rich in history and has been home to many stable business in town for years and will be for years to come!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

116 Main Street Chester VT 05143

MLS Number 4883993

  • Commercial
  • Year Built 1880
  • Acreage 0.34
  • NOI 5516

Huge investment opportunity centered right in the heart of Chester. This 7 unit office building with potential a residential space on the second level. This property has been so well kept by its owners for past 11 years including updates like new boiler, fire system through out the entire building, modern updates in offices, newer shingle roof, many new replacement windows and the list goes on and on. The building is so rich in history and has been home to many stable business in town for years and will be for years to come!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

918 Andover Ridge Road Andover VT 05143

Andover, VT918 Andover Ridge Road

Price$339,000

Est. Mortgage: $/month

MLS Number 4887408

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,320

Wonderful mountain views from this beautifully built Timber Peg post & beam home; located on the Weston/Andover town line and only 2 minutes to Weston village. Spacious open living areas with warm & inviting stone fireplace (stones harvested from the property), vaulted ceiling and sliders to deck. Four bedrooms, plus loft makes it perfect to entertain family and guests. Andover Ridge sits between Okemo Ski Area, Bromley, Stratton and Magic Mts. With new roof and repaired deck, this desirable post & beam home only needs your creative updates. Showings will begin 10/22. Seller's deadline to submit "highest and best" and final offer is Monday at 5pm.

Listed by Donna Murray of Varick Associates Ltd

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Valley View Extension Andover VT 05143

Andover, VTValley View Extension

Price$295,000

Est. Mortgage: $/month

MLS Number 4846036

  • Land
  • Acreage 19.28
  • Zoning residential

A quiet and peaceful area to build your dream home. With elevation over 2000 feet, this site offers lovely long range views to the south and east. Enjoy privacy within a small subdivision of fine properties. Engineering work is fully permitted - one may connect to the community leach field already in place. Close to Okemo Mountain Resort for skiing and golf and only minutes to the Town of Weston for theatre in the summer. Super spot to construct your vacation or primary home!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 October 24, 2021.