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.

2356 Lovers Lane, Chester, VT 05143

Price$3,940,000

Est. Mortgage: $/month

MLS Number 4507606

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6

This 1,881.19 acre farm in Southern Vermont has been assembled over 40 years and carefully managed as a family retreat providing complete privacy and excellent views. The property includes a c1819 Farmhouse with 4,930 s.f. and 6 bedrooms, Guest House with 2 bedrooms, 2 Antique Post & Beam Barns, and a secluded Log Cabin. The diverse landscape has 60 acres of meadows suitable for agriculture, a stocked 2-acre pond, orchards, streams, and 3.5 miles of top grade access roads throughout the property. The 1,839 acres of carefully managed northern hard wood forest, predominate in Sugar Maple, has a Timber Capital Value estimated at $2.67M. Located 4 hours from NYC, and 2.5 hours from Boston.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2356 Lovers Lane, Chester, VT 05143

Price$3,150,000

Est. Mortgage: $/month

MLS Number 4669793

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bedrooms 1
  • Square Feet 650

One of the best investments on the market today. Chester Forest consists of 1,803.79 acres of well-stocked and managed forest with over $2.6 million of standing timber, dominated by Sugar Maple. On the property is an easily accessible 650 square foot log home built in 1991 from logs harvested from the land and set in an apple orchard field with tremendous views to the southwest.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2356 Lovers, Chester, VT 05143

Price$3,150,000

Est. Mortgage: $/month

MLS Number 4634314

  • Land
  • Listing Agent Name T Story Jenks
  • Acreage 1807.49
  • Zoning Rural

One of the best investments on the market today. Chester Forest consists of 1,807.49 acres of a well-stocked and managed forest with over $2.67 million of standing timber, dominated by Sugar Maple. On the property is an easily accessible 650 square foot log home built in 1991 from logs harvested from the land and set in an apple orchard field with tremendous views to the southwest.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

3703 Popple Dungeon Road, Chester, VT 05143

Price$960,000

Est. Mortgage: $/month

MLS Number 4704182

  • Residential Single Family
  • Listing Agent Name Debra Staniscia
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Tucked away custom built 4077 sq ft post and beam home designed for permanent or seasonal use sited on 289+ acres. A remodeled custom kitchen with granite counter-tops and cherry cabinetry overlook the large living and dining area with wood burning fireplace. Spacious open floor plan opens to a large deck overlooking the pond and a view of the mountains. Wide plank cherry hardwood floors. The main level offers a guest suite and ski room. The lower level is complete with family room, 2 large bedrooms a full bath and a walk in pantry. The stone patio is accessed from the family room or front bedroom. Upstairs is a private master en suite and loft sitting room. A large bunk room with full bath completes the 3rd level. Outside there is a shower with hot and cold water, a swimming pond, a 200 sq ft cabin, streams, waterfalls, hiking trails and excellent vast access. The detached 1300 sq ft barn and 3 car attached garage offers storage for your toys and cars. Your private retreat with close access to area amenities: skiing, golf, restaurants, Weston and Dorset Playhouses and Manchester outlets. Property is in Current Use and a must see!

Listed by Debra Staniscia and Jack Menzie of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

572 Horseshoe Rd, Chester, VT 05143

Price$950,000

Est. Mortgage: $/month

MLS Number 4645171

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

C1850's Hidden Pond Farm blends the classic Vermont farmhouse and setting, views and privacy with tasteful renovation and addition that provide a more open floor plan. Sited on 170 acres at the end of a road shared with just one other residence, the farmstead is surrounded by meadows and includes a swimming pond, 5-stall barn, detached garage and trails throughout the property. The farmhouse, with 4,786 square feet and 5 bedrooms, has a classic New England style with brick fireplaces, antique floor boards and original paneled doors. The addition's complementary style transitions to a great room with high ceilings, big windows and mountain views. Located within 3 miles of Chester village and 7 miles of Route 91.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

465 Pennell Road, Chester, VT 05143

Price$900,000

Est. Mortgage: $/month

MLS Number 4647843

  • Residential Single Family
  • Listing Agent Name Debra Staniscia
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

At the end of a town maintained road and minutes from Okemo, this unique home offers incomparable craftsmanship and majestic views. Privately situated on 79+/- acres, there is a pond, sugar house, 3+ car garage, lighted tennis court and sophisticated tree house.The kitchen is not only beautiful with cherry cabinetry, quartz counters and soapstone floors, but a cook's delight, outfitted with large Subzero freezer and refrigerator, wine refrigerator, refrigerator drawers, Wolf double oven and 6-burner range, Blodgett salamander, warming drawer, dishwasher, compactor, and Winekeeper wine dispenser. The wall of windows in the living area overlooks the pond and beyond with long range views into NH. A round dining room is surrounded in glass and features a mahogany ceiling with a grapevine detail. Main floor also comprises an exquisitely detailed office, hot tub room and 2-room guest suite with kitchenette. Large wrap-around deck expands the living outdoors. Second floor has a grand master suite with views, sitting area, and soapstone bathroom with jetted tub and steam shower. Second bedroom has a sky light, window seats and en-suite bathroom. A stairway leads up to a second office. Walk-out lower level has a hobby room, wine cellar and family room with bathroom that could serve as a fourth bedroom, and plenty of unfinished space for storage. There is an attached garage, a detached 3-car garage with lift and a 18' X 36" sugar house. This property is a special find and must be seen!

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

231 Christmas Tree Farm Road, Chester, VT 05143

MLS Number 4633581

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3808

At this NEW PRICE, this is an amazing offering!...Privacy, Views, Acreage and Authentic Vermont! This dramatic stone and log home began in 1981 as a small classic log cabin; but the big view and setting just deserved more. Between 2003 and 2008 the owner added nearly 3,000 square feet. Now this lovely large home sits at the top of an open meadow easily taking in the dramatic Southerly views. With 245 acres and being located at the end of the private drive, you don't have to see anything but wildlife. The property is in Vermont's Current Use Program and you can reap the benefits of future Timber Harvesting. The newer Main House features a custom-crafted entry door that was imported from Belgium. It takes you in to a large entry area with an additional room just off the entry that is waiting for your finishing (a large half bath, laundry room or pantry - you decide). The kitchen features high ceilings with skylights, Jenn-aire cooktop, Bosch Dishwasher & GE Profile Refrigerator, granite counters and a wood stove. Just off the kitchen/dining area is a huge living room with large windows to take in the amazing views and a stone fireplace to add warmth and ambiance on a cold evening. This South-central small town of Chester is just 3 hours from Boston, less than 4 hours to NYC and 4 hours to Montreal.

Listed by Gail Graves-Beardmore and Kenneth Saccardo of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2356 Lovers Lane, Chester, VT 05143

Price$790,000

Est. Mortgage: $/month

MLS Number 4617051

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6

This 73.7 acre farm in Southern Vermont has been carefully managed as a family retreat providing complete privacy, and excellent views. The property includes a c1819 Farmhouse with 4,930 square feet and 6 bedrooms surrounded by stonewalls and beautiful birch trees, a 2-bedroom house, and two antique barns. The diverse landscape includes open meadows suitable for agriculture, a 2-acre pond, orchard and streams. Located just 4 hours from NYC, and 2.5 hours from Boston.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

76 Wolf Road, Chester, VT 05143

Price$697,000

Est. Mortgage: $/month

MLS Number 4696447

  • Residential Single Family
  • Listing Agent Name Gary Coger
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3

Beautifully appointed above the trees this incredible post and beam home sits on 20.35 acres appropriately named “Cloudbank”. The stunning 360 degree views are second to none and offer glimpses of Okemo, Killington and Mt Ascutney. Beautifully crafted custom-built post and beam with every detail well thought out and executed to perfection. The open floor plan was built around the stunning westerly views. The kitchen boasts a large walk in pantry, granite countertops, high-end appliances and is positioned to look out to the dining and living rooms which is ideal for entertaining guests. Hardwood floors and gas fireplace add to the ambience with French doors that open out to the full house length deck where you can relax and enjoy the incredible sunsets. The first-floor master bedroom with master bath is luxurious with wide plank floors, two person walk in closet and laundry room. The master bedroom also has its own private access to a deck sitting area where you can spend the morning reading and having coffee. Upstairs are 2 large bedrooms each with private full baths. The walkout lower level has a family/rec room perfect for a game room, man cave or a bunk room for overflow guests. There is also a large storage room and a ¾ bathroom. Other highlights include a 2-car attached garage, side patio for sunny days, small pond, gardens full of perennials, potting shed and 3 bay storage shed. Located near RT 91 and major ski areas. This is truly a wonderful property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

2595 Flamstead Road, Chester, VT 05143

Price$650,000

Est. Mortgage: $/month

MLS Number 4707723

  • Residential Single Family
  • Listing Agent Name Katherine Burns
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Highland Ponds Country Estate Living. While maintaining historical charm and traditional New England architecture, this four bedroom, 1820 brick cape has received updates designed for modern living and entertaining. Dutch-tiled fireplace and built-in shelves in the library, classic windows, wood floors and formal dining room showcase original character. Entertaining options abound in the living room with wood stove, sun room and adjacent patio with hot tub. Lovely views of Okemo from the 28 peaceful acres of stone wall-lined pastures, ponds, woodlands and berry gardens. Several outbuildings complete the estate. The artist's studio has an attached 2 car garage, while the cozy guest cottage offers open living, kitchenette, dining room, upper bedroom and loft, and yet another two car garage. Excellent access to nature trail system.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

810 Quarry Road, Chester, VT 05143

Price$569,000

Est. Mortgage: $/month

MLS Number 4709347

  • Residential Single Family
  • Listing Agent Name Gary Coger
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Few properties can compare to this very special custom built colonial home situated perfectly on this 77-acre parcel. The home displays excellence in quality craftsmanship throughout down to every detail. Starting with the entryway you will find a blue stone floor and a stone archway leading into the kitchen that includes wide plank pine floors that continue throughout the home, beautiful Vermont soapstone counter tops, sink and gas range. Main floor features a comfortable dining room and large living room with a gorgeous wood burning fireplace and built in cabinetry. Radiant heat is also featured on the main floor. Upstairs are 3 bedrooms including a lovely Master bedroom with bath featuring a double sink vanity, shower, soaking tub and large walk-in closet. The second floor also has a private den/office built over the attached garage accessible from the house with a wood burning stove. One of the nice surprises of the home is the finished attic space. The 18X33 room is ideal for a studio or even a big playroom. 2 car attached with extra storage and a nicely done stone patio for outdoor entertaining. The land is exceptional with over 1 mile of marked trails easily accessible and suited for walking, hikes, snowshoeing, XC Skiing and mountain biking. 75 of the acres are enrolled in the land use program for tax benefits. Nice long-range views and tranquil setting make this a one of kind property only about a mile from the center of town.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

147 Mineral Springs Road, Chester, VT 05143

Price$475,000

Est. Mortgage: $/month

MLS Number 4670570

  • Residential Single Family
  • Listing Agent Name Amanda Stearns
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Your own piece of Vermont on top of the world! Come take in all of this spacious contemporary has to offer with spectacular mountain views including Okemo Mountain. It is situated just right on 41 plus acres on the outskirts of picturesque, Chester, VT. Travel up the private driveway and admire the handsome stonework that surrounds the house including a large stone patio perfectly placed to enjoy the views. The over-sized car garage is perfect for all of your toys! Come in the front door and take in the hand painted mural, continue on into the great room with cathedral ceilings, a massive fireplace which is the centerpiece of the home, a wet bar and floor to ceiling windows. The chef's kitchen is massive and boasts granite counter-tops, plenty of cabinetry, a warm wood stove and a lovely breakfast area. The master suite is where you might find yourself spending lots of time having access to the spa room that enjoys an in ground hot tub, perfect for relaxing after a long day on the slopes as well as large windows to enjoy the stunning view. The main level enjoys two more spacious bedrooms and two full baths. The loft has additional sleeping space for guests and overlooks the great room. This property has it all and is an exceptional value for all it has to offer. Don't miss an opportunity to claim this amazing piece of Vermont which is just a short distance Ludlow, Chester and Springfield.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

665 10 Route, Chester, VT 05143

Price$448,000

Est. Mortgage: $/month

MLS Number 4712449

  • Residential Single Family
  • Listing Agent Name Daire Gibney
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9

A curving grand staircase nostalgically welcomes all who enter this sprawling quirky 1800's farmhouse with original wide board floors. This charming B&B with 9 bedrooms (most ensuite) ensures there is room for everyone. A commercial kitchen, dining room that seats 24 and separate owner's quarters, media room, cozy library and charming sitting room offer many possibilities. The large 2000sqft barn with room for a massive workshop or studio space alongside the run-in style 4 bay covered parking, tranquil pond and kitchen garden set on 10 plus acres round out the exterior amenities. In addition, piers have been poured for the addition of a large deck of off the dining room. The Adjacent 44 +/- parcel is also for sale. Add it to this property and take advantage of Vermont's current use program. See MLS 4513769 for more information. Perfect for a large family, B&B, Ski Club or artist retreat this versatile property is just 10 minutes to Okemo mountain and less than 10 to the stunning Victorian village of Chester.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

15 Depot, Chester, VT

MLS Number 4688152

  • Commercial
  • Listing Agent Name Jessica Citera
  • Year Built 1880
  • Acreage 0.12

Located in the heart of Chester Village this commercial building has been completely remodeled in 2013 with tasteful, quality upgrades throughout. Offering two apartments and a large commercial space formerly used as a high end Art Gallery. Located on the first floor the commercial space includes a small office, reception area, public bathrooms, full kitchen, fully equipped audio visual room and both climate controlled and dry storage on the lower basement level. Second level offers a separate entrance with two tastefully updated apartments. 1st apartment offering one bedroom, one bath. 2nd apartment is two stories with a bedroom on each floor. This property is a great investment opportunity as well as a perfect platform for a local business. A unique property and a MUST SEE! Commercial space is also available for lease.

Listed by Jessica Citera and Christopher Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

902 Cummings Road, Chester, VT 05143

Price$395,000

Est. Mortgage: $/month

MLS Number 4718624

  • Residential Single Family
  • Listing Agent Name Gary Coger
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

This exquisite Vermont farmhouse property has under gone many changes and updates throughout the years. In excellent overall condition the home offers 5 bedrooms including a first floor master with bath and 4 good sized bedrooms on the second floor. Large country kitchen with 2 sinks, island and ample counter space is situated as the hub of the first floor. Living room features vaulted wood ceilings and gorgeous stone fireplace. Off the living room is bright and sunny reading area and casual eating space off the kitchen. You also have a formal dining room off the other side of the kitchen. Full bath, laundry room, mudroom great for ski storage and a screened in porch round out the home. The property features a large pool house with pool and hot tub for year round swimming and enjoyment. The 2,000 sq ft dairy barn is currently used as a 3 bay garage. It can be easily updated to accommodate horses or other animals. Pasture is abundant on the 10 acres. The property has nice views, pond and some beautiful stonework and walls. With the tasteful character and a classic Vermont setting this could be the property you've been looking for. Centrally located near town, Rt 91 and several major ski areas. Come and take a look.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

604 Church, Chester, VT 05143

Price$394,000

Est. Mortgage: $/month

MLS Number 4714376

  • Residential Single Family
  • Listing Agent Name Dana Waters
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

3 Dog Farm is offered for sale. What started as a 1958 ranch has been extensively renovated to a modern farmhouse; an attractive, efficient & comfortable home. Large fireplace in the living room, cozy wood stove off the dining area. Builders own home with attention to detail. Easy one floor living. Finishing touches have just been completed to the custom kitchen. Master bedroom with bath & steam bath. Beautiful 2 story 5200 sq. ft. post and beam barn with walkout basement is suitable for many uses. Woodworking, boat building, vehicle storage, livestock,farm building. (party barn?) An addition to the home designed as a greenhouse is done and could be used for other purposes. Home office? Den? V Tel fiber optic internet can't be beat. New boiler and new 3 bedroom septic, both about 2 years old. The land is 90% open, sloping, with fruit trees and a nice pond with long frontage on both sides of the Williams River. Current owner successfully practiced organic no till farming. All located in Chester, a postcard perfect small town close to skiing and all outdoor recreation.

Listed by Dana Waters of Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

246 Putnam Hill Road, Chester, VT 05143

Price$379,900

Est. Mortgage: $/month

MLS Number 4705049

  • Residential Single Family
  • Listing Agent Name Lavinia Lee Brown
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

2006 Custom Post and Beam built to feel like a farmhouse but full of contemporary features. The Architectural details are evident throughout and include wide pine floors milled out of trees cleared on this 10 acre parcel, ceramic tile floors, built-ins, radiant floor heating, high ceilings with exposed beams, concrete countertops, and lovely screened in porch that overlooks your very own gardens and surrounded by privacy. A full masonry “Contra-flow” fireplace with pizza oven can heat this home with about 3 cords of wood a year if you are looking for an alternative to the propane heating system. The family room includes a Vermont castings stove, a loft which makes a wonderful private retreat and a wall of built-ins for your own library. A handicap ramp on the exterior and first floor bedroom suite guarantee multi-generational enjoyment. This home needs no updates, is furnished and “move-in” ready. Set above the village yet within a short walk you'll enjoy the breezes on the hill or skiing at the many nearby resorts. There are approximately 3 acres cleared with organic perennial and vegetable gardens, dog-friendly fenced-in yard area, stone walls, fruit trees, berry bushes and a two ponds.

Listed by Lavinia Lee Brown and Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

814 Dodge Road, Chester, VT 05143

Price$359,000

Est. Mortgage: $/month

MLS Number 4708219

  • Residential Single Family
  • Listing Agent Name Geralyn Donohue
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

A short distance from town on a country road, a private, contemporary saltbox on 12.42+/- acres awaits! A farmer's porch connects with a deck wrapping around the large, inviting open concept living/dining space with cathedral ceiling, wood stove accented with beams and flooring milled from the property. The upgraded kitchen with quartz counters and stainless appliances is great for entertaining! There is a large first floor bedroom with adjoining full bath. The second floor loft-styled master suite will delight with private bath and covered porch. The large finished basement is a great gathering space and includes a third bedroom and tiled entry closet area. The grounds feature a large spring-fed pond, a nice combination of open and wooded acreage, covered porches and a large deck, stone gardens, hot tub, detached garage with overhead workshop/office space, barn/shed for storage or kids playhouse. A Chester location that has it all! Showings begin Aug. 1, 2018

Listed by Geralyn Donohue of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

350 Farrar Road, Chester, VT 05143

Price$349,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4709584

  • Residential Single Family
  • Listing Agent Name Daire Gibney
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This bright and airy home has old world charm and craftsmanship but is less than 20 years old. Set on a quiet dirt road and less than 10 minutes to the village of Chester and a very short hop to many of the areas winter and summer attractions this home invites you to sit and rest a while. The large open plan living-dining room is great for large family gatherings. The expansive kitchen, with its granite counter top and custom cabinets, can host any number of family chefs. The sunlit porch beckons you to curl up with a book and take in the mountain air as you glory in the expansive views of the captivating Vermont countryside. The saltbox design allows for the second floor to accommodate 4 large bedroom and 2 bathrooms, including a separate master suite that can be closed off from the rest of the room for added privacy. As an extra bonus there is a large unfinished attic where you can create your own space exactly to your tastes. Also, the already finished space in the basement makes for a great man cave or play room. Choices are aplenty as space abounds in this well thought out home. The detached Garage with large office, workshop and potting shed is perfect for the hobbyist or more serious enthusiast. Hide all your toys and tools below and work from the office above with high-speed internet and views of the countryside. The home has been lovingly maintained and boasts a brand new architectural shingle roof in 2018. This home is turn key and is just waiting for you!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

662 Remington Road, Chester, VT 05143

Price$329,999

Est. Mortgage: $/month

MLS Number 4704862

  • Residential Single Family
  • Listing Agent Name Darlene Conca
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Private setting but only 7 miles to I91. Beautiful downtown Chester is only 5 minutes away and 20 minutes to 3 major ski areas. VAST trails, town pool and tennis courts are near by. This lovely 4 bedroom 3 bath home was built in 2007 but the interior was completed in 2013. Radiant hardwood floors with radiant inland ceramic tile in the bathrooms. Master bedroom has a walk-in closet and a bath. Large 12x48 deck that has glass doors from the master bedroom and dining room. Kitchen boasts granite counters with stainless steel appliances. The living room has cathedral ceilings and a area framed out for a gas fireplace. The family room has glass doors that lead out to a a patio area. The home has fiber optic internet, WiFi programable remote thermostats with alarm features. The underground propane tank is owned by the seller.

Listed by Darlene Conca of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

462 Elm Street, Chester, VT 05143

Price$329,000

Est. Mortgage: $/month

MLS Number 4714976

  • Residential Single Family
  • Listing Agent Name Don Eatmon
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Beautifully redone home in Chester Depot. Come and look at this thoughtfully remodeled home. The new Red Birch flooring throughout the main level is gorgeous! Kitchen boasts granite counter tops, stainless appliances, pantry with barn door, natural beams, excellent light and space. Attached post and beam barn would make wonderful family room, auxiliary living space (in-law) suite or garage with workshop. There is large unfinished space on the second level with heat and electric roughed in and ready for new owners to finish if desired. New windows, new paint, new deck and new landscaping create wonderful exterior appeal. Walk into the river along you 86 feet of river frontage! The yard is large and flat and features apple trees, stone wall borders and privacy. New on demand hot water and heating system as well! Walk to the village or short drive to skiing, shopping and easy commute to I91. The work has been done....all you need to do is enjoy!

Listed by Don Eatmon of Kelley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

81 Main Street Street, Chester, VT 05143

Price$329,000

Est. Mortgage: $/month

MLS Number 4715881

  • Residential Single Family
  • Listing Agent Name Lavinia Lee Brown
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Inviting C.1820 Village home on a double lot with a grand yard that has plenty of gardening areas, entertainment space and areas to relax in. The oversized garage includes a workshop space perfect to help you complete all those creative ideas you have! The current owners have updated the kitchen, four baths and completed many projects so you can relax and enjoy. There are two en suite bedrooms, one on each level, additionally there are 3 more guest bedrooms. The 28' formal living room has a wood burning fireplace to warm by. Upstairs you will find a family room in addition to a wonderful modern 22x26 entertainment room that includes a wet bar, game area and plenty of space to converse all while enjoying the warmth of a newly added pellet stove. The third floor is an unfinished attic-let your imagination go, there is a staircase in place for easy access. Three sides of this grand home enjoy large covered porches, the front of the home has a second story balcony overlooking Main Street.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

582 Spoonerville Road, Chester, VT 05156

Price$315,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4688388

  • Residential Single Family
  • Listing Agent Name Amanda Stearns
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

A true country gem awaits you. Come explore this magnificent and well loved multi use property. The executive ranch is welcoming and offers warm wood floors, a spacious semi open concept, fully applianced kitchen with a toasty wood stove for the winter months. Head down the open hallway to find two bedrooms and an expansive master suite that includes laundry on the main living level. The large basement is currently home to a two car garage and even a great workshop as well as plenty of storage space. The Cozy cottage is adorable and offers an open living area, sleeping space on the second level and even a composting toilet. The oversized three bay industrial garage is a great place to store all of your farming equipment and whatever else you can think of. The two barns on the property are ready and waiting for livestock and have been home to many horses over the years. The pasture is fenced and overlooks a lovely pond. With over 83 acres of open and wooded land the solar possibilities are endless. This home is a must see and is an excellent value.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

145 Main, Chester, VT

MLS Number 4628990

  • Commercial
  • Listing Agent Name Joan Morey
  • Year Built 1880
  • Acreage 0.8

INVESTMENT PROPERTY; even own your own business. Check off all of your boxes! Impeccably maintained commercial with residential building, in the heart of the Chester Village. The 2nd floor apartment has 2 lovely bedrooms and 1 bath. The unit is spacious and has enjoyed a long rental history. On the main level, the front retail space, is currently an active flower shop and children's store. There are three other units with active businesses including office space, a baked goods shop, and wellness center. The massive barn is the perfect workshop with TONS of storage space on the first and second story. It is currently the owner's storage and workshop. This property has many updates including foam insulation, some newer windows, doors, and so much more! Get inside and see 1st hand the incredible condition of this property. It may be exactly what you have been seeking!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2141 Mattson Road, Chester, VT 04143

Price$299,000

Est. Mortgage: $/month

MLS Number 4665072

  • Residential Single Family
  • Listing Agent Name Daire Gibney
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Calling all gentleman farmers! Here are 23 beautiful acres for your imagination and BARNS located in a quiet rural setting! The Federal style 1870 home is handsome and ready for a new family to love it! Notice it's convenience to several communities. (12 minutes to Chester, 12 minutes to Springfield, 21 minutes to Ludlow) The picturesque setting was well known as Mattson Dairy and operated for most of the 20th century, hense, the road is named for the family. Several of the original barns still proudly stand and may provide any number of possibilities for productive use. The current owners have upgraded the home including a new septic system and a convenient second floor laundry, as well as a unique space which might be a studio or office for you. They have thoughtfully modernized this comfortable, spacious country home. Enjoy four bedrooms, converted attic space, 2 bathrooms, 2 living rooms, the cutest front porch with views to the nearby pond, a large rear porch with a built in fireplace. While viewing the land, search for the secret hidden pond and all of the quiet spaces to relax.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.