Chester VT Real Estate

Chester is located in Windham County. Browse available Chester VT real estate below. 

Tip - Create an account (it’s free) to save your favorite Vermont real estate listings and get notified when similar properties are posted.

Questions? Give us a call at 802-318-0833 or contact us online!

13 Logan Drive Chester VT 05143

Price$149,000

Est. Mortgage: $/month

MLS Number 4758805

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 2,322

Own a classic Vermont farmhouse with beautiful bones and room to spread out! Five bedrooms, two full baths, two living rooms, an expansive kitchen with cathedral ceiling and gorgeous exposed beams, and attached garage/shop. The property includes apple and pear trees, a small horse barn, and beautiful stonework with carved figurines. Partially finished in-law suite above garage, recent blown-in insulation in walls and attic. Charming country setting less than 10 minutes from Chester. This home needs some aesthetic work and updating to really shine: be the one to make it happen!

Listed by Sean Williams of Kelley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

125 and 61 Trebo Road Chester VT 05143

Price$199,900

Est. Mortgage: $/month

MLS Number 4758911

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 980

This exceptional cottage works great as a seasonal or full time home. So cozy and simple in design with the common area flanked on either side by a bedroom and bath. Walk in to a den or family room with a wood stove, then up the stairs to the main living quarters. Enjoy the one car garage which has walk in access to the home. PLUS: A additional small cottage is on the lot. Perfect for an in law suite or rental or caretaker.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

34 Reservoir Road Chester VT 05143

Price$225,000

Est. Mortgage: $/month

MLS Number 4758174

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,440

Hidden on the hill! This pristine ranch style home was well constructed by a local builder years ago and it the craftsmanship is hard to not notice. The home looks down on a local farm and the backdrop is a great mountain view. Travel up the circular drive and find a charming ranch on 16.10 acres with two car garage under the home with a lower driveway for ample parking. Head inside and admire the view with a wall of windows in your living room that takes full advantage of the views. The dining galley kitchen boasts solid wood cabinets and is adjacent to the wide hallway which leads you to three spacious bedrooms and a full bathroom. Warm hardwood floors and built-ins dd to the character this property. This property has been so loved and well kept over the years and awaits its next family to love it. Within walking distance of the Stone Hearth Inn for dining and drinks as well as Magic Mtn, Okemo, and Manchester, Vt. Come explore!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

391 Ethan Allen Road Chester VT 05143

Price$129,000

Est. Mortgage: $/month

MLS Number 4758193

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,012

A country gem tucked away on Ethan Allen Road. This charming cottage is nestled on 1.50 acres on a dead end road. The home has many upgrades and offers 2 bedrooms as well as a laundry/storage room. The main living room has a stone fireplace placed perfectly with a wood stove insert. Rustic painted softwood floors add to the charm. The 2 bedrooms are spacious is adjacent to the full bathroom. The kitchen is fully equipped for prepping meals to be enjoyed in the main living area with a view of the garden. A brand new Vermont Cottage Shop shed is placed in the side yard for gardening tools or extra storage. Enjoy the peace and tranquility that this special property has to offer. A MUST SEE!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

982 Old Stage Road Chester VT 05143

Price$449,000

Est. Mortgage: $/month

MLS Number 4757934

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 3,425

This is the Vermont you have been hoping to find. Set in the scenic Green Mountains, Chester is easily accessible to Okemo, Magic, Bromley, Grafton and has the ability to take advantage of all Southern Vermont has to offer. This crisp newer traditionally styled home is set amidst rock outcroppings, rows of fencing, old stone walls, fields and plantings. With a nice flow from the entry to the kitchen, dining and living areas. Wood floors, large windows, simple styling and colorations create a wonderful country home in a bucolic setting. Enjoy relaxing in the screened sunroom with a book or just take in the scenery in the open-air room. There is a family/game room with brick patio to expand to outdoor entertainment area. A bright and expansive loft overlooking the meadow makes a perfect studio or office or play room, you choose. The centered brick chimney offers warmth from the wood burning fireplace after a ideal day of skiing or snowshoeing. An hansom horse barn was transformed into a rustic upscale wedding venue for the current owner but accommodating and worthy of equine habitation, complete with 3 stalls with water and tack room. Additionally a run in shed and separate equipment barn serve this property well. Come take in the views, meadows and private setting.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

183 Pleasant Street Chester VT 05143

Price$265,000

Est. Mortgage: $/month

MLS Number 4757494

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,557

This lovely Victorian has been completely renovated and awaits the new owner to add their finishing touches. The property is situated perfectly within walking distance to The Chester Village. The home owners have spent countless hours bringing this stunning beauty back to life. Welcome yourself through the new mudroom with shining slate floors and plenty of storage for coats and skis. The kitchen is adjacent and offers a bright sunny view of the rear yard and connects to a great walk-in pantry which doubles as a laundry room. The massive formal dining room is truly the heart of the home where many generations have enjoyed family dinners. On the main level, you will also find a great sitting room which is home to a 1/2 bath, a bright living room and a beautiful foyer with access to the handsome original staircase. Head up and you will enjoy all 4 bedrooms on the second level for convenience for families with kiddos. Enjoy a master suite with a large sitting/dressing room and a private staircase back down to the main level. A brand new Buderus boiler adds to efficiency that this property offers as well as new hot water heater, new electrical, freshly painted exterior and plenty of restructuring and insulation. You will not need to touch a thing, just come and enjoy this happy home right in The Chester Village. AND being zoned with many options for your in-home business, the massive barn/garage will definitely come in handy. Welcome home!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

2375 Lovers Lane Chester VT 05143

Price$263,400

Est. Mortgage: $/month

MLS Number 4757474

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,895

This classic 4 bedroom, two bath vacation home has been owned and enjoyed for the better part of 50 years by the current owners. The property has been used as a home away from home for a couple of weddings, ski weekends and just to get away and relax in front of the stone fireplace or on the screened-in porch to listen to the murmuring of the Lovers Lane Brook. The home is set off from Lovers Lane and on 8 acres, just far enough to be entirely private, yet only a few minutes drive from Chester Village, a great location to be able to take advantage of the local culture and all the outdoor sports activities that Southern Vermont has to offer. The lot is partly open and mostly wooded, providing a buffer from road noise and is mostly surrounded by stonewalls and other woodland parcels in a picturesque country setting. With enough space to sleep a good sized group, this attractive property could well be a ski lodge or suitable for a second home for more good times for the next 50 years. Sound interesting? If so, call us or your favorite real estate agent for an appointment to visit, sooner may be better than later.

Listed by Philip Atwood of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

228 Vermont Route 11 Chester VT 05143

Price$775,000

Est. Mortgage: $/month

MLS Number 4757103

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,912

Right outside the Village of Chester tucked away on a hillside, is this tastefully updated contemporary home. Terrific southern views. Totally private. With great separation of space, you will want to invite all your friends. There are four bedrooms each with their own bath including separate guest quarters with a private entrance. Delight in preparing a meal in the brand new kitchen. Dine in front of the stone fireplace. Sip a cocktail in the cozy living room. Snowshoe or mountain bike on the nearby trails. Kick your shoes off in the new slate mudroom. Relax on the outdoor patio in the summertime. So much to enjoy throughout all four seasons in Southern Vermont - close to golf and skiing at nearby Okemo Mountain Resort. This property is enrolled in Vermont's Current Use Plan to manage the forestry and generate tax benefits with additional acreage available for those who seek more land. A perfect Vermont retreat!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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 Rd Chester VT 05143

MLS Number 4756393

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,928

Own your own piece of Vermont. This is a rare find, 245 glorious acres of trails, woods, nature and wildlife with stunning views that make this property an incredible oasis to be enjoyed year round. The original home was built in 1981 and started out as a classic rustic Vermont Log Cabin. The home was expanded in 2006 and turned into one of the most unique homes in southern VT. The original cabin can now be part of the main house or a completely separate guest suite with kitchen, dining room, living room with a fireplace, two bedrooms and two full baths with a private entrance. The addition offers a large gourmet kitchen with vaulted ceiling, wood floors, island and granite countertops that open to the dining area. The living room is grand with wide plank pine floors, floor to ceiling windows and doors that bring in the amazing expanse of the property. You can step outside and enjoy the 54X14 deck with outdoor fireplace. The first floor also boasts an entry way and an office. Heading upstairs you will find a lovely master suite with a balcony to enjoy the breathtaking views of the Green Mountains. The suite has his and her bathrooms with custom marble. The property is a true oasis for the outdoor enthusiasts, hunters and nature lovers. The property is in land use and has excellent income potential with timber. Convenient access to major ski areas, Okemo, Stratton and Bromley. Peace and tranquility is just 4 hours from NYC and Montreal and only 3 hours to Boston

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

1767 Rockingham Road Chester VT 05143

Price$90,000

Est. Mortgage: $/month

MLS Number 4756213

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,216

Adorable log home is set on 2.2 flat acres just outside of Chester. This could be what you have been looking for as a primary residence or 2nd home. Open first floor with full bath and breezeway to garage. 2nf floor has two good sized bedrooms and unfinished ½ bath expansion. Property does not hold pressure and will need cash or rehab financing. This property may qualify for Seller Financing (Vendee).

Listed by Andrea Thackston of R.H. Thackston & Company/Bellows Falls

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

272 Clemons Road Chester VT 05143

Price$229,000

Est. Mortgage: $/month

MLS Number 4756206

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,863

This secluded, and private property has plenty to offer as you explore around the hills and fields as well as a couple of ponds. There is a large garden for growing all the veggies, flowers and herbs one desires. The double-wide manufactured home offers the ease of carefree living in the open concept living space and with easy care finishes inside and out. The finished rooms on the lower level offer family room space, hobby/craft room and an exercise room for keeping in shape. Heating options hot air furnace, pellet stove and wood heat will keep you warm on the coldest of days. The fully insulated and heated two bay garage has additional workspace. All this on 23.2+/- acres, for your enjoyment.

Listed by Carol Cole of Muse and Associates Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

148 South Main Chester VT 05143

Price$59,000

Est. Mortgage: $/month

MLS Number 4756057

  • Mobile
  • Listing Agent Name Carol Cole
  • Street Suffix Street
  • Year Built 2014
  • Bedrooms 1

The "Tiny House" is waiting for you to embrace this easy living style - so hook-up the truck and head out to your special location. This Tiny house is beyond exceptional. Built with the finest of materials, it will provide years of care free living and joy. Perhaps you need a get-away place or house guest quarters. The Tiny House will provide 4 season luxury living in all the 200 square feet of peacefulness. Propane and radiant heat, standing seam roof, cedar siding, fully insulated and so much more. Check it out now. Tiny House must be moved to your location.

Listed by Carol Cole of Muse and Associates Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

1248 Grafton Road Chester VT 05143

Price$149,900

Est. Mortgage: $/month

MLS Number 4754874

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,032

Gardener's Paradise with established gardens and multiple locations to enjoy them from. This 2 bedroom ranch style home is well maintained, with recent upgrades and move-in condition with a bright/sunny entry, spacious kitchen/dining with sliders to the private back deck, large living room with woodstove, two good sized bedrooms and a full bath. Full basement , shed for storage and lean-to for sitting or additional storage. Situated on .36+/- acres and surrounded by a large parcel, this property feels remote, yet very accessible. Sit and enjoy!

Listed by Lori Muse of Muse and Associates Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

397 Peck Road Chester VT 05143

Price$899,000

Est. Mortgage: $/month

MLS Number 4754549

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,470

Pristinely set on 45 acres of expansive green pastures and shaded woodlands, this Federal style house, built circa 1780, has been completely renovated with historic integrity back to its original beauty. Recent improvements include a refinished kitchen, landscaping and new 12 over 12 mullion glass windows. The home boasts large rooms comprised of a charming tavern with a large attached greenhouse, large living room with enormous fireplace, an ensuite master bedroom, and exterior porches. The homes' original features have been preserved to a high standard, including fireplaces, wide pine floors, moldings, balustrades, and more. Outbuildings include a custom built post and beam barn, four season studio or workshop, potting shed and barn/ four car garage. Outdoor living spaces abound. A stunning bluestone patio with stonewalls and seating overlooks the rivers, mountains and an historic c.1899 train trestle bridge with a wonderful swimming hole. The gardening enthusiast will delight in the 18th century style herb garden, and apple orchard lining a country road. For the equestrian or animal lover there is 600-foot gated corral. Nearby you will find an abundance of four season activities, such as downhill and cross country ski areas, golf, boating. Perfect for your Vermont Haven or a charming B&B.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

3864 Flamstead Road Chester VT 05143

Price$322,000

Est. Mortgage: $/month

MLS Number 4754251

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,960

Welcome to country living. This custom built log home was built in 2003 by the homeowner. The property includes 27.11 acres with 7 of those acres and the homesite in Chester and 20.11 acres on the Springfield border. With a massive barn for animals or could be used for storage. The mudroom welcomes you and then you enter into the open concept kitchen dining with a large bonus room that could be a great pantry with some shelving. The kitchen sink overlooks a lovely view of the lower pond and the open pasture. The center chimney with wood burning fireplace with built-in bread warmer adds to the charm of the main living area. The living room also enjoys the views this property offers through the picture windows. A large bedroom and full bathroom with space for laundry complete the first level. The upstairs is home to 3 spacious bedrooms and a 3/4 bathroom. The walkout basement is partially finished with another wood burning fireplace and large picture windows. The home is heated with an outsdoor wood boiler or use the multi zone oil boiler if you prefer. The best part of this property is the 2 ponds, lovely views and location with total privacy while just minutes to shopping dining in either Chester or Springfield. This property is currently enrolled in the current use program offering a tax deduction.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

455 Depot Street Chester VT 05143

Price$158,500

Est. Mortgage: $/month

MLS Number 4753904

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,832

This expansive Village Victorian with many original features and charm is conveniently located in the quintessential Vermont Village of Chester. This 2,800 sq. ft, 4-bedroom, 3+ bath home has beautiful original woodwork, fireplace, staircase, walk in pantry, and lots of living space. Property is ideal for a large family home, two family home or commercial use. You will not find this much square footage for the asking price anywhere else. Ready for a new family to make it their own.

Listed by Rodney Conrad of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

3306 Green Mountain Turnpike Chester VT 05143

MLS Number 4753556

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Acreage 5

This exceptional renovation has a great start. Live in it while you complete the renovation for a lovely living experience. There is also driveway access off Flamstead Road for views over the field and below. The second bedroom lends itself for division into two bedrooms with lots of natural light. There is, also, a sleeping loft with a closet. It also boasts separate entrance office space and out buildings, as well as the barn. Spectacular landscaping! Walk to town and enjoy the amenities that the historic town of Chester offers. Okemo Mountain for skiing is close by, as well as three other major mountains.

Listed by Marcia Mayoh of Barrett & Valley Associates, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

1438 Lovers Lane Road Chester VT 05143

Price$399,999

Est. Mortgage: $/month

MLS Number 4752797

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,176

This impeccable property offers comfortable living with luxury finishes. Appreciate cooking in the beautiful open concept kitchen which is fully equipped with a Wolf five-burner downdraft cooktop, Wolf wall oven, granite countertops and custom hickory cabinets. Relax in the light filled living room which boasts vaulted ceilings, cherry beams and an energy efficient Gnome Pellet Stove. Take in the sunset from the marvelous three season insulated sun-room. The spacious master suite offers an oversized bathroom with his and her sinks and closets, a tiled walk-in shower, and granite countertops. There is ample parking and storage in the attached oversized two car garage. There is radiant heat throughout the kitchen, master bathroom and finished lower level. The two stall horse barn, with hayloft and tack room, is perfect for horse lovers and could be transitioned into four-stalls if needed. Take advantage of low energy costs with the Geothermal heating and cooling system. Enjoy privacy and convenience with this Lovers Lane property - just 5 minutes from the charming center of Chester and only 10 miles from Interstate 91.

Listed by Zoe Hathorn Washburn and Miranda Holson of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

159 Murdock Road Chester VT 05143

Price$285,000

Est. Mortgage: $/month

MLS Number 4753247

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 550

The View Lot you have been searching for forever! Sound of Music-like view of scenic Williams River Valley between Gassetts in Chester and Ludlow and just minutes away from Okemo Mountain and skiing. The view overlooks Hawks Mountain Wildlife Management Area and the Williams River with long range views to the east and the Fall Mountain area of Walpole. The property drops away to the river and rises to the mountains. The four season camp started life as a single wide mobile but has been redone to absorb the beautiful scenary from every window. Most buyers will probably remove the existing house and build in the same site, utilizing the oversized 4 bedroom septic, drilled well, and power-phone-cable supplying the house site. Access is via a publically maintained town road to a deed 50' ROW that provides total privacy. The 90 acre lot has been cleared extensively around the house location to provide open space for gardens/farming. Williams River frontage of 1130 feet provide a great water feature to the property as well.

Listed by Steve Schoppmeyer of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

607 Marcs Drive Chester VT 05143

Price$315,000

Est. Mortgage: $/month

MLS Number 4752486

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,828

Beautifully maintained Crown Point Constructed contemporary 3 bedroom home located on a nice private 5 acre lot with views just minutes from town. The house has been used as a second home and is in great condition throughout with hardwood floors along with tile and new carpeting. Spacious kitchen that opens to the living area with wood burning fireplace. Main floor has 2 bedrooms and large loft space that includes a master bedroom with bath. Vaulted ceilings add to the character. The basement has a partially finished walk in set up as a mudroom with a one car garage that leads directly inside. The property also boasts a 24X24 freestanding garage ideal for additional cars, equipment and snowmobiles with a back door that takes you right to the trail. VAST snowmobile trail has been on the property and the new owner can decide if they would like to continue the access. This is a terrific home and property on a quiet dead end town maintained gravel rd. Close to skiing, hiking and all that Vermont has to offer. Seller to install or credit a new roof at this price.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

479 Main Chester VT 05143

Price$269,000

Est. Mortgage: $/month

MLS Number 4749450

  • Multifamily Multi-Family
  • Street Suffix Street
  • Square Feet 3,238
  • Units 3
  • Bathroom 3

An impeccably maintained 3 unit Vermont home is ready and waiting. This charming property is nestled right in the Chester village along Main Street and could be used so many ways. The first and main unit has warm softwood floors, an open concept kitchen, and dining area as well as a wood stove and gas fireplace. The sunroom entrance welcomes you to a room of glass walls which allow great natural light even on a cloudy day. The second-floor unit is spotless and enjoys a stylish kitchen, a large bedroom, a small office, and a spacious living room as well as a full bathroom. The third unit is rustic and absolutely adorable also offering a wall of light and handsome beams that line the ceilings. Adjacent to the living room is a private deck that gets great sunlight throughout the day. From the loft, you can really admire it all. This unit also offers another private bedroom, full kitchen, and full bath. All three units offer privacy and have great rental potential as they are all currently rented. This home has been loved by the same family for many years and it shows with all of the upgrades and condition of the entire property. Just a short drive to Okemo and walk to dinner on The Green or the Scottish Pub. An incredible value all around.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

1162 Lovers Lane Road Chester VT 05143

Price$449,000

Est. Mortgage: $/month

MLS Number 4748838

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,189

Beautifully updated expanded ranch on 14.34 acres. This is a special property with much to offer. The house is set up for single floor living and has been wonderfully cared for by the current owners. Updates over the years include new mound septic system, whole house insulation, installation of solar panels that supply over 70% of the electric to the home, metal roof replaced in 2010. Incredibly efficient. The home has a lovely open kitchen with dining area to the side that overlooks the stunning property. Large living room with wood burning fireplace with ventilator insert that goes a long way in heating the house. The main floor has 2 bedrooms including a large master with bathroom, sunroom and wood burning stove. The floor also has an office that can also be used as a bedroom. The basement has been partially finished with bedroom, 3/4 bath and a nice sitting room/den. The basement also boasts a good sized workshop. The property is amazing. Very private 14.34 level acres with 2 ponds including one that is 12ft deep stocked with trout. Beautiful perennial gardens and a green house ideal for the avid gardener. The barn currently has three to six horse stalls and has been renovated and improved in the past several years. Two car attached garage and only 1 mile from town. This an exceptional property and a must see.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

101 Stonehedge Lane Chester VT 05143

Price$539,000

Est. Mortgage: $/month

MLS Number 4748048

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,516

Beautiful country estate in village setting. Welcome to Stonehedge 101 - located just above the historic Stone Village in the quaint town of Chester. You will be met with a beautiful stone walled entrance and a hedge lined drive. An oversized 3 car garage has plenty of room for your vehicles as well as room to expand above. The atrium welcomes you into the home that is bright with sun filled rooms and quality finishes throughout. The 2 story living room has a fireplace, discreet wet bar, and 2 sets of French doors that lead out to a large deck. A second living space and game room provides ample room for entertaining year-round. The first floor master bedroom wing also has French doors to the deck, a den, walk in closet, and well appointed bathroom. Views of Flamstead Mountain can be seen from most rooms, the deck, and the well designed, easy care, perennial gardens. Nice sprawling grounds with ornamental trees, an arbor, brick pathways and even a chicken coop make this a perfect private retreat. Being centrally located allows ease of access to several ski areas, lakes, hiking, biking, and shopping. Come see what this home has to offer.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

244 Putnam Hill Road Chester VT 05143

Price$239,000

Est. Mortgage: $/month

MLS Number 4746890

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,180

If you have dreamed of wanting to be close to the Chester Village while enjoying a country location then this could be the home for you! The current owners have transformed this ranch style home located on 1.60 acres within just walking distance to The Chester Green. Come in through the foyer and leave coats and shoes turn to your left and you will be welcomed by the new addition which could be used as a bedroom, family room or office. Head to the right and you will find the expansive kitchen with a center wood block island full pantry and so much natural light! The dining room that is adjacent, offers great entertaining space and enjoys a lovely mountain view. The living room also takes advantage of the view and is warmed by a gas stove during the colder months. The master bedroom is equipped with a master suite with a jetted soaking tub as well as ample closet space. The lowest level has been finished off for the perfect family room with a bonus room that could be used as a study. The real treat about this home is all of the gardening space. So many lush perennial blossoms every year for your enjoyment. This property is a hidden gem and one you don't want to miss. Close to Interstate 91, shopping, dining, skiing and so much more!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

597 Church Street Chester VT 05143

Price$269,000

Est. Mortgage: $/month

MLS Number 4744957

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,031

Perched on its 1 acre with lots of sunshine, this 3 bedroom home offers the convenience of Village lifestyle. One level living with wheel chair accessible elevator to a lower level garage and basement storage. Living and dining areas both with large windows and wood burning fireplaces. A sun room porch just off the remodeled kitchen. The large master suite has a gas stove for warmth and a handicap accessible bathroom. 2nd bedroom with a 1/4 bath and a 3rd bedroom with wonderful built-in shelves and desk that can also be used as a study. A landscaped yard with fruit trees, stone walls and a frog pond finish off this great home.

Listed by Jessica Citera of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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

Broker Reciprocity

Copyright 2019 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 June 16, 2019.