Town of Chester VT Real Estate Sitemap

65 real estate property listings for sale, sorted by last updated first!

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157 Grafton Chester VT 05143  Home --- $139,000.00

This well maintained, vintage era, 3 bedrooms, home with attached mini barn is located within easy walking distance of all village entities & specialty shops. Home has recently undergone upgrades to include a new bathroom, laundry room, & walk-in pantry; as well as up graded electric wiring & panel . Additional enhancements include enclosed front & side porches, nice work shop in the barn & level lot with play or garden areas. If this sounds right for you, then schedule a time to see this home today. -- Last Updated: 2017-04-18 18:55:00.000... MLS ID#:4350473

120 Elmshorn Chester VT 05143  Lot / Parcel --- $115,000.00

Come admire this piece of heaven perched just right on 10 acres of incredible land on the outskirts of Chester. With stunning mountain views and not another house in sight, you can enjoy complete privacy and tranquility. The incredible southern exposure is perfect for solar! The building site has been cleared and the 3 bedroom septic system design is fully permitted with the state of Vermont. Come see what living at the top of the world looks like! This incredible lot is situated on a Vermont country road yet convenient to Chester and Springfield. Do not miss your chance to come take a look today! -- Last Updated: 2017-07-01 17:30:00.000... MLS ID#:4631005

262044 Trebo Road Chester VT 05143  Lot / Parcel --- $75,000.00

Vermont land with a view! A desirable location in Chester tucked away on a dirt road yet still close to town. Front half of property is ready for your home with trails heading back to the wooded back half offering both soft and hardwood trees. With a little clearing you can enjoy amazing view of Ascutney Mountain and surrounding ridge lines. Get your piece of Vermont! -- Last Updated: 2017-08-23 14:02:00.000... MLS ID#:4482332

Road Chester VT 05143  Home --- $219,000.00

This unique country home is situated just right on 10.9 acres with a wonderful stream running through it. Designed and built by the owners with a flair, this home exudes personality. Mahogany flooring, antique French doors, an Art Deco pendant light, and carved posts are just the beginning! The Post & Beam design is beautifully created and totally visible throughout the floor plan. If you are looking for Vermont, one of a kind, water, and privacy, this may be the one! -- Last Updated: 2017-08-23 15:39:00.000... MLS ID#:4654241

40 Fenton Chester VT 05143  Lot / Parcel --- $71,500.00

Are you looking for a piece of Vermont, that contains a drilled well, septic, paved driveway & that can be easily accessed in all seasons? This parcel is ideally located only 35 minutes from I-91 & is in close proximity to biking, hiking, golfing, kayaking, skiing & snowmobiling or visit & enjoy quaint New England Villages, with their historic country stores & summoner theater. If this sounds right for you then schedule a time today to see if this parcel fits your needs. -- Last Updated: 2017-08-30 00:48:00.000... MLS ID#:4656211

514 First Avenue Chester VT 05143  Home --- $335,000.00

EXCEPTIONAL CHESTER VILLAGE HOME on 5+ ACRES! Handsome brick home offering 5 bedrooms, 4 baths, wide board floors, fireplaces, 2 car carriage barn. Large barn plus 3 acre meadow with river frontage. Would make an ideal horse property. Nice country feel with village amenities!1 bedroom, 1 bath on 1st floor wing, with separate entry, set-up as an in-law apartment. -- Last Updated: 2017-09-18 19:48:00.000... MLS ID#:4493693

87 Davidson Hill Chester VT 05143  Lot / Parcel --- $40,000.00

This 1+/- acre parcel is located just off route 10 in Chester on a country road. Includes power on site, septic and dug well access. Affordably priced. -- Last Updated: 2017-09-21 20:16:00.000... MLS ID#:4660050

Snell Chester VT 05143  Lot / Parcel --- $29,900.00

Raw Land in Chester. This 3.88+/- acre parcel is located in a country location on a town maintained road. Power at the road offering great possibilities for an affordable primary, second home or recreational site. -- Last Updated: 2017-09-22 15:18:00.000... MLS ID#:4603600

902 Cummings Chester VT 05143  Home --- $445,000.00

This quintessential Farmhouse has many unique features throughout, including a fireplace in the kitchen, living room, and master, the home is prominently sited on 10 acres of farmland with a separate barn for animals and another that houses an indoor swimming pool and hot tub! A large first floor Master Suite and expansive Great Room shares views both in the front and back of the farmhouse of the pasture land. Enjoy the screened in patio and fenced in yard area out back! The home’s central eat-in Kitchen joins casual living spaces with the more formal Living & Dining Rooms, Upper-Level Guest Bedrooms. Beautiful stone walls surround this classic New England Style home that reaps the benefits of the surrounding farmland and picturesque setting, and offers fun for all with the pool and animal barns! -- Last Updated: 2017-09-29 15:33:00.000... MLS ID#:4628625

1709 Potash Brook Chester VT 05773  Home --- $299,000.00

-- Last Updated: 2017-10-04 15:08:00.000... MLS ID#:4649003

18 Linquist Chester VT 05143  Lot / Parcel --- $189,000.00

This parcel is ideally located in close proximity to golfing, kayaking, skiing & snowmobiling and is easily accessible in all seasons. Comes with a 3BR mobile home with drilled well & septic, out building with dug well & septic, garage, & an additional dug well & septic unit on this parcel. If this seems right for you, then schedule a time today, to come & explore the possibilities -- Last Updated: 2017-10-12 14:53:00.000... MLS ID#:4663388

Sugarbush Chester VT 05143  Lot / Parcel --- $17,000.00

This lovely lot is perfectly situated just 15 minutes from Okemo Mountain and 12 minutes to the village of Chester. Vast access is just a few miles away on Wyman's Falls Road. The site has been assessed and soil test supports the installation of up to a 4 bedroom septic design. Perfect for your vacation or permanent residence! -- Last Updated: 2017-10-13 15:01:00.000... MLS ID#:4662976

1573 Trebo Chester VT 05143  Home --- $299,000.00

Comfortable country log home with westerly mountain view over the half acre cold water pond stocked with trophy Rainbow Trout. Enjoy the pleasant view from the large back porch. This clean two bedroom, two bath log home, with a log sided two car garage situated on 6.5 surveyed acres on a town maintained road a few miles from Chester Village, awaits your inspection. A few other amenities add to the comfort and utility of this fine home, such as a Vermont Casting wood stove, with generator, full dry basement with walkout access. It comes with appliances, dining room furniture, porch furniture, propane barbecue and a boat. The pond is quite an attraction as it is reported to be 19 feet deep, for swimming, ice skating, fishing or just paddling around on a lazy afternoon. This home and property is picture perfect, all systems are in fine shape, ready for new owners. -- Last Updated: 2017-10-13 20:28:00.000... MLS ID#:4663443

Chester VT 05143  Rental --- $2,500.00

Sweet and cozy seasonal rental minutes to Chester and Grafton villages with access to restaurants, shops, libraries, trails and cross country skiing. 25 minutes to downhill skiing at Okemo. Unbelievable, private country setting on large acreage includes picturesque pond. Inside find a comfortable floor plan with large kitchen with bright sitting area, full bath with tub, living room with exposed beams, dining room and screened porch both with view of pond. Two nicely set bedrooms bookend another full bath. One bedroom offers a queen bed and desk and second bedroom offers a full and twin bed with plenty of room for both. You won't find a sweeter setting to spend some quality time. Available for one month at $2,500 or a 4 month season for $8,000. All utilities included. -- Last Updated: 2017-10-17 16:33:00.000... MLS ID#:4664238

2356 Lovers Lane Chester VT 05143  Home --- $990,000.00

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. -- Last Updated: 2017-10-18 14:06:00.000... MLS ID#:4617051

244 Main Chester VT 05143  Home --- $470,000.00

Come explore this charming, historic Victorian home located in the heart of the Chester Village on the Village Green of shops and restaurants, adjacent to a historical schoolhouse, a cemetary dating back to 1761 and city owned open space. Built circa 1820, the Inn was established in 1982 and is currently an operating BnB Inn. It has been lovingly maintained over the years and it shows. Appreciate the grand staircase, the exquisite bay windows, turret and wrap around porch. Enjoy the formal entry, comfortable living room, and the oak pocket door entry to the library! Relax with a book by the fireplace! The 2nd floor has 7 bedrooms all with private baths and plenty of closet space. The house and carriage barn buildings are on the National Historic Registry.At the back of the house, in the attached barn is the current toy and teddy bear shop. Additional to the property is a two story carriage horse barn. In the rear of the property stands a delightful 3 bedroom, 2 bath cottage ready for -- Last Updated: 2017-10-18 15:56:00.000... MLS ID#:4617243

0 Graham Chester VT 05143  Lot / Parcel --- $25,000.00

Wooded road frontage and field to the back. This 1.85+/-acre lot is underway to becoming an ideal home site. Septic has been designed & approved and the driveway has been roughed in. Located in the country on a dead-end road in a planned neighborhood. -- Last Updated: 2017-10-20 17:09:00.000... MLS ID#:4021380

Davidson Hill Rd Chester VT 05143  Lot / Parcel --- $29,000.00

Pretty, gently sloping lot with views likely with some cutting - long road frontage on town-maintained gravel road, easy access into the land from road. Utilities at road. Old engineering tests show mount system - may need to be updated. Mostly lightly wooded. Only 1/3 mile from paved Rt 10. Mid way between Chester, Springfield and Okemo. -- Last Updated: 2017-10-21 17:32:00.000... MLS ID#:4648830

2141 Mattson Chester VT 04143  Home --- $352,000.00

This Federal style 1870 home is handsomely located in a quiet rural setting, but convenient to several communities. 12 minutes to the Village Green in Chester, 12 minutes to downtown Springfield, 21 minutes to Ludlow & Okemo. This picturesque setting was once operated for most of the 20th century as the Mattson Dairy, for which the road is named. Several of the original barns still proudly stand and may provide any number of possibilities for productive use. The current owners have upgraded many of the home features including a new septic system and added a convenient second floor laundry. It has been thoughtfully modernized and you will find an extremely comfortable and spacious country home awaits you. With 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 built in fireplace and a secret hidden pond you will find lots of quiet spaces to relax. -- Last Updated: 2017-10-23 16:08:00.000... MLS ID#:4665072

13 Logan Chester VT 05143  Home --- $159,000.00

Country cape, this 1800's Vermont farm house retains original features while enjoying updated mechanicals, baths and kitchen. Enjoy the family room with wood burning fireplace right off the stone patio with pergola. Roomy kitchen features cherry cabinets and floors, a large island for those who love to cook and custom antique beams to accent the vaulted ceiling and balcony from the second floor. 1st floor master suite features full bath, dining and living room. Spacious laundry room and mud room located conveniently off the kitchen. Wide pine floors throughout the first floor. Additional bedrooms and bonus area on the second floor. The attached garage is equipped with a wood stove so you can work on your projects year round. And, there is a nice little barn on the property with one horse stall or use to store your toys. Home is conveniently located between Chester and Springfield. -- Last Updated: 2017-10-23 17:55:00.000... MLS ID#:4658094

26 The Common Chester VT 05143  Home --- $299,000.00

An amazing opportunity to live, work and own one of the most desired buildings in Chester. Live in town in a gorgeous 3 bedroom 2 bath apartment with a front balcony overlooking the green. Back deck off the upstairs bedroom with stairs that lead down to a lower deck and a very private fenced in yard with gardens and access to your own 2 car garage. Apartment boasts a large eat in kitchen, dining room, comfortable living room with balcony access. The apartment also has a laundry room that is set up to be a second kitchen. The third floor features two more bedrooms and a full bathroom. For investment purposes the apartment could possibly be split into 2 or 3 separate units. Building features a 1,600 Sq Ft open commercial space with central A/C with limitless possibilities for your own business or rental. Very unique one of a kind living and working situation right in the center of town. Price to sell and well worth a look. Property is part of the Main St Parking Association and is -- Last Updated: 2017-10-26 19:07:00.000... MLS ID#:4665537

1425 Trebo Rd Chester VT 05143  Home --- $235,000.00

A spacious and sunny farmhouse on two level acres on a quiet country road will lend itself to a whole variety of uses. Perfect for a family or a mini farmstead with south facing garden space, a chicken coop, and a fabulous workshop. Renovated bathrooms and nicely updated kitchen add charm to this well maintained home. Solar panels, two woodstoves, and Buderis furnace contribute to making this an efficient and cozy home. Chester village is just minutes away and only about 20 minutes to Okemo for skiing. A great location for either year-round living or a perfect second home. -- Last Updated: 2017-10-27 13:41:00.000... MLS ID#:4650791

64 Highland Chester VT 05143  Home --- $179,900.00

How sweet it is! This charming home offers much to love as it sits on a lovely 2.9 acre lot in a cul-de-sac close to the village and has it all. Garden space, babbling brook and space to enjoy the birds and wildlife in the backyard. The living room features a fireplace to cozy up to on those snowy evenings as you pick a book to read from the built-in bookcases. A generous dining space for family dinners and roomy kitchen for those preparations. Beautiful hardwood floors throughout this lovely 3 bedroom home with plenty of closets. The full basement awaits your finishing touches. The detached oversize garage has plenty of room for workshop projects. -- Last Updated: 2017-10-27 17:41:00.000... MLS ID#:4648735

350 Farrar Chester VT 05143  Home --- $368,000.00

-- Last Updated: 2017-10-31 18:34:00.000... MLS ID#:4638382

106 Chandler Chester VT 05143  Home --- $63,900.00

If you have been looking to get your feet planted in your own home in the country for a GREAT PRICE this could be just what you are looking for. A two bedroom double wide manufactured home on almost two acres of land. Nice flat yard. Close to main road , yet situated on a country gravel road. Just a short drive to Okemo, and very efficient to own. Some updates have been done, with a newer kitchen, and hot water heater. Mechanicals are all conveniently located in a utility room. Very sunny inside and out. Appliances, lots of storage, drilled well. Do not miss out on this opportunity -- Last Updated: 2017-11-06 18:38:00.000... MLS ID#:4666775

0 VT 11 E Chester VT 05143  Lot / Parcel --- $27,500.00

One acre of land with bubbling stream just outside the quaint village of Chester. This parcel includes an old mobile home. There is power and drilled well. We have no information on the septic. Mobile home is in "as is condition". Sellers are motivated and willing to listen to any reasonable offer. -- Last Updated: 2017-11-14 16:50:00.000... MLS ID#:4667265

0 Sugarbush Chester VT 05143  Lot / Parcel --- $194,900.00

Large timbered tract with good town road access in the outskirts of Chester,VT. 143 acres in the Current Use Program, 2 acres set aside for the building envelope, so the property taxes are reasonable. Electric & telephone service at the road frontage with a well built almost level driveway several hundred feet into the property & some old log roads. Located near Chester and Ludlow so skiing, snowmobiling & all the other recreational activities are easy to drive to. The property is listed well below town assessment hoping for a quick sale. The purchaser must agree to continue with the Current Use Program or make other suitable arrangements with the seller. Current Use Plan available on request. Come take a look & check out the lay of the land & the timber value. -- Last Updated: 2017-11-17 15:44:00.000... MLS ID#:4668352

367 Graham Chester VT 05143  Home --- $299,000.00

Post & Beam construction with soft wood flooring, a fireplace with a wood stove, expanded butcher block island in the kitchen with seating and cook top stove, first floor bedroom and a lovely office, studio or library will get us started. Three additional bedroom, two baths and a laundry room completes the second floor! This country treasure is located perfectly. Almost equidistant to Chester and, Springfield. Also not far to Ludlow. A Kohler stand by generator was installed in 2006, as well as Anderson windows. The propane boiler with 3 zones was new in 2008 and the seller owns the 2 large propane tanks. (Negotiate your own deal with propane providers.) The heated over sized two car garage is home to an "endless pool" ready to keep you fit and huge second floor storage space will be noted above the garage. Enjoy the wooded acreage with rock outcroppings and old trails for meandering. -- Last Updated: 2017-11-19 02:34:00.000... MLS ID#:4662814

231 Christmas Tree Farm Chester VT 05143  Home --- $989,000.00

Privacy, Views, Acreage and Authentic Vermont! This dramatic 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 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 -- Last Updated: 2017-11-20 16:26:00.000... MLS ID#:4633581

Green Mountain Chester VT 05143  Lot / Parcel --- $54,000.00

This great lot sits handsomely overlooking quiet farmland just outside the quaint village of Chester. This lot will make the perfect place for a single family home, cabin or camp. Drive way has been started and suitable area for a house site has been already logged off. Logs are on site if wanted. Permits for a 4 bedroom septic system has been sought and documents are available. -- Last Updated: 2017-11-25 20:04:00.000... MLS ID#:4669090

Green Mountain Chester VT 05143  Lot / Parcel --- $54,000.00

This lot will make the perfect place for a single family home, cabin or camp. The land is just minutes way from Chester Village with quick access to the mountains and surrounding recreation. Permits for a 4 bedroom septic system has been sought and documents are available. -- Last Updated: 2017-11-25 20:19:00.000... MLS ID#:4669092

273 Depot Chester VT 05143  Home --- $149,000.00

This home has the location you need if you are looking for an in-home business. Great visibility for those traveling past on their way to the Okemo Valley. However, the charm you will encounter when you enter is enchanting. The owners have loved this home and it shows! Offers a 1st floor master suite with a beautiful stone fireplace, a kitchen a chef would be very happy with, a lovey wrap around porch with great sunlight! Upstairs there is a good space for your guests. Very nice back yard for sitting out and enjoying the sites and a 3 story barn that would work for storage, art studio, housing antiques for sale or …you name it! -- Last Updated: 2017-11-27 15:07:00.000... MLS ID#:4610168

572 Horseshoe Rd Chester VT 05143  Home --- $1,100,000.00

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. -- Last Updated: 2017-11-29 16:07:00.000... MLS ID#:4645171

Lot 2 Old Stage Road Chester VT 05143  Lot / Parcel --- $89,000.00

A nice quiet wooded lot with potential southerly views with clearing. Perfect for second or full time home. -- Last Updated: 2017-11-29 17:33:00.000... MLS ID#:4669327

Lot 1 Old Stage Road Chester VT 05143  Lot / Parcel --- $64,900.00

This wooded 3.5+/- acres are ready for your building plans. Lots of wildlife and possible views to the North with clearing. A great spot for full time or second home. -- Last Updated: 2017-11-29 17:36:00.000... MLS ID#:4669328

621 VT RT 10 Chester VT 05143  Lot / Parcel --- $69,900.00

Large 44 acre+/- parcel within easy driving distance to skiing and shopping. Clearing for driveway in place, power pole on site where a mobile home was once located. 3 Phase power at street. Potential for bigger views and more privacy if house is sited further in and up. Nice Southern Exposure. Property has been logged but may still be eligible for Current Use program. -- Last Updated: 2017-12-01 17:05:00.000... MLS ID#:4513769

1126 Route 103 N Chester VT 05143  Home --- $149,000.00

Restore this home to its former beauty! Brick federal on 9+/- acres with major road frontage awaits your projects and plans. Open land, stone walls, barns and outbuildings make this property the perfect place for your animals. The interior has high ceilings, a large kitchen, family room, double living room with fireplace, first floor master and full bath. The second story has not been lived in or tended to in a long while but there is extended living area and at least 4 additional bedrooms plus a third story attic. There is a new drilled well, 3 car garage with workshop space, screen porch and covered porch, 2 story barn, soapstone floor in basement, wood storage. -- Last Updated: 2017-12-01 17:39:00.000... MLS ID#:4667677

Brookside Chester VT 05143  Lot / Parcel --- $50,000.00

Awesome 5.3 acres +/- parcel with small man made pond and open rolling land with a nice view. Septic permit in place with design needed. Private setting in 5 lot subdivision. Convenient to skiing and recreation, Weston Playhouse, Chester and the sleepy village of Andover. End of private road location! Reasonably priced to sell! -- Last Updated: 2017-12-01 17:42:00.000... MLS ID#:4668272

0 Brookside Lot 10-D Chester VT 05143  Lot / Parcel --- $129,000.00

Awesome 5.64 +/- acre Chester parcel in 8 lot subdivision with clearing and dramatic views to valley and ridges to southwest. State approved septic for 4 bedroom residence- inground leachfield is already installed. This parcel drops slightly below the private road and opens up to a dramatic long range southwesterly view offering a private setting as the open section is surrounded by mature forest and protected from the road. -- Last Updated: 2017-12-01 17:42:00.000... MLS ID#:4662905

0 Potash Brook Chester VT 05143  Lot / Parcel --- $29,000.00

Where the road hits the trail, access the VAST trail directly from this 2.5 acre +/- undeveloped, wooded parcel at end of town maintained dirt road. Perfect for hunting camp, recreation or snowmobile storage. Access is in Chester with bulk of land in Andover. Parcel is accessed via bridge and the Potash Brook runs through the property. Utility easement. -- Last Updated: 2017-12-01 17:45:00.000... MLS ID#:4668717

2356 Lovers Chester VT 05143  Home --- $3,750,000.00

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. -- Last Updated: 2017-12-01 22:40:00.000... MLS ID#:4669793

465 Pennell Chester VT 05143  Home --- $975,000.00

-- Last Updated: 2017-12-02 22:58:00.000... MLS ID#:4647843

0 George Watkins Chester VT 05143  Lot / Parcel --- $69,900.00

This 16.7+/- acres is situated at the end of a private Class IV Rd. Perc tested in 2008. Affordably priced to build your home in a rural/country setting. -- Last Updated: 2017-12-04 13:49:00.000... MLS ID#:4168907

1885 Potash Brook Road Chester VT 05143  Home --- $102,000.00

Looking for a cabin in the woods? Tucked away at the dead end of a quiet dirt road is where you'll find this sweet retreat. Perfect for primary homeowners, snowmobilers, hunters, or skiers! Two bedroom property with third bonus room, spacious bathroom with laundry and open kitchen dining. This property also offers a large two car garage and beautiful perennial gardens. Sit on the front screened in porch and listen to the babble of the Potash brook that runs across the front property line. -- Last Updated: 2017-12-04 15:27:00.000... MLS ID#:4640425

105 Main Chester VT 05143  Home --- $105,000.00

What a great opportunity to find yourself in the middle of the quintessential Chester village. This home offers an accessible location near the green with fenced in back/court yard. Inviting front porch leads into the living room, dining area and kitchen. Upstairs includes two bedrooms, a second floor porch and a cupola. This property invites creativity and ideas. What a find and affordably priced, too. -- Last Updated: 2017-12-06 13:34:00.000... MLS ID#:4505274

1046 Mattson Road Chester VT 05143  Home --- $250,000.00

This unique family retreat has so much to offer. Nestled on 13.50 acres of complete privacy, yet still convenient to Chester, Springfield & Ludlow. Admire the floor to ceiling center fireplace, great open floor design and cathedral ceilings. The eat in kitchen adjacent to the spacious dining area, has enjoyed many gatherings with family and friends. The master bedroom, with a full bath, has a private entrance. The main level also offers a second full bath and an additional bedroom. A spiral staircase wraps the circular chimney.An adorable loft perfect for an office or guest space and one additional bedroom completes the second story. Enjoy peace & quiet in the landscaped yard or enjoy a nature walk through the wooded acreage. The perfect place to call home or visit through out the seasons. -- Last Updated: 2017-12-06 23:54:00.000... MLS ID#:4670135

527 Church Chester VT 05143  Home --- $210,000.00

Location, location! This home is situated just 1/2 mile from Chester Town Green and boosts 5.5 acres! Bright and sunny home has 3 bedrooms and 2 baths - there is a bedroom with private bath on the first floor. Large fireplace in the living room with open floor plan to the dining area. This property also has a 2 car detached garage and a shed with power. 10 - 15 minutes to Okemo and near the VAST trails - make it your own with just a few updates! -- Last Updated: 2017-12-08 15:57:00.000... MLS ID#:4656954

0 VT Route 11 West Chester VT 05143  Lot / Parcel --- $32,500.00

6.7+/- acres of land in Chester just off Route 11 West. Close to golf, ski resort and the quaint village of Chester. Of varying topography bounded by stone walls. Definitely worth a look. -- Last Updated: 2017-12-15 20:19:00.000... MLS ID#:4398006

45 Cobleigh Chester VT 05143  Multifamily --- $135,900.00

Great investment opportunity. This property has 4 1 bedroom units and a nice owner unit in the carriage house. Home is in decent shape and would not take much to get it up and occupied. Property is sold "As Is" by Limited Warranty Deed with right to inspect. No property disclosure as owner has not occupied the home. Buyers are urged to verify all information. -- Last Updated: 2017-12-18 16:34:00.000... MLS ID#:4671226

147 Mineral Springs Chester VT 05143  Home --- $483,900.00

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 slop -- Last Updated: 2017-12-19 17:17:00.000... MLS ID#:4670570

1436 VT Route 103 North Chester VT 05143  Home --- $159,000.00

Big price reduction, owner is extremely motivated. Tastefully up-dated farm house with lots of charm & space to spread out. Some of the features here are brick fire place in the living room & wood stove & hearth in the family room, office space, heated mud/laundry/exercise room, work shop, barn/garage with overhead storage, detached one car garage. Also of note are built in corner cupboards in the dining room, a first floor bedroom & a first floor full bath, two bedrooms upstairs, the master bedroom with a wee little wood stove, an attic & lots of closets, three porches all situated on 6.7 country acres. The water has been tested and the septic tank has been pumped & inspected. The owner to pay for sun-porch removal & small foundation repair. Located between Chester & Ludlow, so it is convenient to shopping & all the recreational activities this area has to offer. Property listed well below town assessment. This a deal waiting to happen, so do not hesitate to reach for the brass ring -- Last Updated: 2017-12-20 16:08:00.000... MLS ID#:4627795

638 Remington Road Chester VT 05143  Home --- $225,000.00

Comfortable Chester country ranch that is secluded but not isolated. Well built, energy efficient, 3 bed rooms 2 &1/2 baths, handicapped accessible set on 1.82 acres within minutes drive of VT Route 103 & Chester Village. Some of the other features: 2 car attached garage with remote & another garage in the basement, full dry basement, porch, deck & a pleasant vista to the mountains to the east. Other features: some radiant heated floors, solar heater & a few kitchen goodies: fold away butcher block & hide a way mixer for the cook. Planned residential community with covenants to help protect your investment. Listed well below town assessment, don't let this one get away! Buy now pay later the American way! -- Last Updated: 2017-12-21 17:56:00.000... MLS ID#:4181463

301 Remington Chester VT 05143  Home --- $279,000.00

Immaculately maintained 4 bedroom, 3 bath colonial home in an ideal location near town, RT 91 access and several major ski areas including Okemo Mountain Resort. This home is spotless, fully furnished with high quality furnishings, big flat screen tv's and stocked to the hilt. There is nothing to do except turn the key and enjoy. Built in 2008 and finished in 2010 this home has had one caring owner/family who have made this their VT oasis. The home can comfortably sleep up to 14. The many highlights include large kitchen with stainless steel appliances, 2 first floor living rooms, dining room, finished basement rec room with walkout to back yard. First floor 12X18 walkout deck off dining room. 4 bedrooms including a large master with walk in closet and master bath with a double sink vanity. 2 car attached garage for convenient access to the home. The property is situated on 2.48 peaceful and scenic acres on the Remington Rd subdivision. This offering is ideal for either a primary -- Last Updated: 2017-12-28 18:08:00.000... MLS ID#:4664840

214 Vt Rte 11 West Chester VT 05143  Home --- $165,000.00

CALLING ALL SKIERS & SNOWMOBILERS, this upgraded and modernized vintage home, with its 4 BR's, 2 1/2 baths is very accommodating . It is ideally located in close proximity to all town amenities, as well as golfing, boating, kayaking, & skiing. Also, it is adjacent to the VAST snowmobile trail system, with immediate access. It is located approximately 35 minutes from I-91 and is easily accessible in all seasons. Contains 1.40 level acres, great for recreation or gardening and much more. If this sounds right for you, then schedule a time today to explore the possibilities. -- Last Updated: 2017-12-29 13:00:00.000... MLS ID#:4401938

166 North Street Chester VT 05143  Home --- $273,900.00

Classic c. 1840 large stone home on North Main Street ( locally called Stone Village ) in Chester, VT. This lovely home has lots of appealing features: on the outside a stone Cooper's shed, paved driveway, lovely landscaped yard, small pond, slate & standing seam metal roof, 2 awnings on the sun porch, a few apple trees, stone work & a small covered bridge. On the inside more than 3500 square feet of comfortable living space on 3 floors, over sized 2 car garage, 4 bed rooms, 4 1/2 baths plus, central air, 3 room extended family living space on the second level. Priced below recent appraised value & town assessment. Come see and invest in this lovely well maintained home. -- Last Updated: 2017-12-29 20:04:00.000... MLS ID#:4447157

0 Brookside Chester VT 05143  Lot / Parcel --- $139,000.00

-- Last Updated: 2017-12-31 21:53:00.000... MLS ID#:4642354

260 Whitmore Brook Chester VT 05143  Home --- $159,000.00

Perfect home for a full time resident or as a seasonal Vermont getaway! This well maintained chalet is conveniently located only a 15 minutes from Okemo Mountain, and 8 minutes to downtown Chester for shopping and dining. Sitting on 1 acre and surrounded by trees, this house offers peace and privacy. The 2nd bedroom conveniently has its own entrance making it easy for people to come and go at family gatherings or weekend vacations. Stay warm and cozy by the woodstove in the open concept living/dining room while you look out the 3 sliding glass doors to the beautiful nature surrounding you. -- Last Updated: 2018-01-02 20:51:00.000... MLS ID#:4672077

1 Fenton Chester VT 05143  Lot / Parcel --- $39,900.00

This 4.7 acre lot is ready to build on! Great spot for a vacation home or primary home! Easy access, beautiful year round brook on the property, septic design completed and just short drive into Chester Village.This lot is truly a "hidden" treasure! Have a look for yourself....maybe this spot is what you have been looking for! -- Last Updated: 2018-01-04 13:59:00.000... MLS ID#:4399170

87 North Street Chester VT 05143  Home --- $244,000.00

PRICE REDUCTION: Handsome Circa 1830 Colonial situated in the Historic Stone Village in Chester,VT. with river frontage and a one acre level of land for gardens galore. An over sized 2 car detached garage with extra storage. An above ground pool for warm summer days. With 14 rooms consisting of 6 Bedrooms and 6.5 Baths, There is a large, open Attic. This property is a perfect size for an extended family home or assisted living which it was at one time. The home was also a prosperous Bed and Breakfast. It would make a great Ski Lodge as it is only 20 minutes away from Okemo Mountain or how about an AirBNB which is all the rage. All is up to code with a second floor exit off deck. So make it into whatever would fit your desire. Beautiful pine floors. 2 rooms at end of main floor have been made into an office and a massage parlor which could easily be turned into extra bedrooms if so needed. Very usable kitchen with gas range. Formal dining room, Parlor and Living Room, Laundry Room with -- Last Updated: 2018-01-05 20:59:00.000... MLS ID#:4626725

2356 Lovers Lane Chester VT 05143  Home --- $4,650,000.00

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. -- Last Updated: 2018-01-06 15:12:00.000... MLS ID#:4507606

2356 Lovers Lane Chester VT 05143  Lot / Parcel --- $3,750,000.00

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. -- Last Updated: 2018-01-06 15:21:00.000... MLS ID#:4634314

3208 Green Mt Turnpike Chester VT 05143  Home --- $55,000.00

Green Mountain Turnpike: If you are looking for a project to work on through the summer months, this might be it. This house sits on a great corner lot and the neighbor is The Stone Village. There is a nice screened in front porch. It was in the process of being refurbished, but never finished. -- Last Updated: 2018-01-08 14:05:00.000... MLS ID#:4629050

3268 Green Mountain Turnpike Chester VT 05143  Home --- $129,900.00

Cozy and warm cape with 3 bedrooms, 1 bath on .25 acres and detached barn-style garage. Hang out on the enclosed 3 season front porch and curl up in the living room w/gas heat stove. Inviting eat-in kitchen and delightfully landscaped patio and garden area make this property a joy! Lots of character including beautiful gorgeious wide pine flooring in master bedroom and a cottage feel. Close enough to walk to town yet off the beaten path! Great primary or second home close to Okemo Route. -- Last Updated: 2018-01-08 15:52:00.000... MLS ID#:4432745

102 Main Street Chester VT 05143  Home --- $239,000.00

This 1850's brick Colonial is full of historic character and is located in the heart of Chester. An easy stroll to the Village Green, library, recreation park and school. Surrounded by beautiful trees and a sunny lawn perfect for gardens. The covered front porch provides a great place to enjoy a morning cup of coffee. This home has been tastefully appointed and is full of original features. Important improvements made including upgraded electric, heating system, baths and kitchen. Additional rooms open up opportunity for a home office or a B&B. -- Last Updated: 2018-01-08 16:11:00.000... MLS ID#:4496199

1369 Vt Route 11 E Chester VT 05143  Lot / Parcel --- $74,900.00

Evolving from a camp in the 1930's to a full-time home in the 1950's, this property has been in the same family for decades. The old cape has been taken down and a new slab plumbed for radiant heat awaits your new building plans! Improvements include, drilled well, power on site clearing and new culvert in driveway. The old barn/garage is still standing and there is an existing septic. Long road frontage and a stream adds to the charm of this location. -- Last Updated: 2018-01-09 18:38:00.000... MLS ID#:4671221


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