Chester VT Real Estate

Chester, Vermont is centrally located between several renowned ski areas. Chester is a close-knit community offering delicious dining, quaint shops, antique shops, and plenty of recreation opportunities.

Explore Houses for Sale in Chester

Scroll down to find current real estate for sale in Chester, VT area. Find a variety of listings including residential, condos, land lots, and more. If you have questions or would like to schedule a showing, contact TPW Real Estate.

Search smarterRegister with our site to save your favorite listings and get updates when similar properties are new to the market.

1782 Quarry Road Chester VT 05143

Chester, VT1782 Quarry Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 4763930

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,866

Now listed with +/- 244 acres! Chester VT ranked as the best small town in VT by Business Insider for 2019. Come and see why! This beautiful estate provides all you would want in a VT country farm/wilderness property. Sited within its own three hilltops and at the end of a town maintained road, there is ultimate privacy. You will find open fields, wooded trails, a swimming pond and beaver ponds, a former soapstone quarry hidden within one of the peaks, a Morton Barn full of equipment and off road vehicles...even a dirt track to test your riding skills! The buildings include a circa 1780 barn, an 1860 cape and a 1970's addition. All fiber connected! The barn is being re-done as a grand finished space with original beams exposed. It will be a perfect studio, family room or game room. The owner has done extensive renovations to the residence to increase energy efficiency and to merge the older charm with modern features. The cape wing has a stunning state of the art kitchen, an open dining area, a gracious living room with re-worked original floors and a 2nd floor master bedroom. And of course Soapstone counters! The 1970's addition has been totally reworked in a very tasteful way. A 2nd floor great-room boasts a massive fireplace and a great wrap-around deck to take in the beautiful views of your country estate. This property has been the dream project of its retired owner and this 5 year plan is coming to an end. This turnkey property awaits its next steward! Do not miss it!

Listed by Mark Roden of BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

465 Pennell Road Chester VT 05143

Chester, VT465 Pennell Road

Price$878,500

Est. Mortgage: $/month

MLS Number 4793511

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,044

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to many of Vermont best ski areas which creates an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands with a sugarbush and state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

228 Vermont Route 11 Route Chester VT 05143
Active With Contract

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: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1346 Goldthwaite Road Chester VT 05143

Chester, VT1346 Goldthwaite Road

Price$750,000

Est. Mortgage: $/month

Pending

MLS Number 4804206

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,976

Functionality is essential and this custom designed C.2006 three bedroom post and beam home with a seperate two bedroom guest apartment has everything you need to live with ease. Drop your gear in the expansive mudroom and head upstairs where you will find all the main rooms with high ceilings, beautiful light and spaces that take the outside in. Gather large groups around the quarry stone fireplace with raised hearth, entertain outside on the deck while enjoying music from the sound system, relax in the bar/game room which overlooks the meadow and pond, work in your own private office/studio, or take on a project in the workshop. A whole house generator means you'll never be without the amenities you expect everyday. The yard is delightful, mature flowering bushes and trees provide pops of color, fenced in garden with 5 raised beds and additional planting area. The are two separate garages one with three bays and an additional storage space for your ATV's, Snowmobiles and recreational gear, the second garage includes an addtional 2 parking bays and an oversized workshop area with room for ski and board tuning, motorcycle parking and maintenace. Snowmobile to the VAST trails from your house! Target practice in your own shooting range or play Bocce on your own court. The 27 acres is a mix of meadow and woods, pond and brook, a wonderful Vermont retreat.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

231 Christmas Tree Farm Road Chester VT 05143

MLS Number 4803064

  • 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 owners 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: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

76 Wolf Road Chester VT 05143

Chester, VT76 Wolf Road

Price$725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4809852

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 4,166

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. Upstairs are 2 large bedrooms with ensuite baths. The walkout lower level has a family room, home office set up with fiber optic high speed internet, 3/4 bath and is perfect for a man cave or bunk house for overflow guests. Other highlights include a 2-car attached garage, side patio for sunny days, small pond, beautiful new stonework around the property, gardens full of perennials, potting shed and 3 bay storage shed. New to the property are 20 solar panels generating over 1,000 Kwh per month and covering the cost of electricity. Located near RT 91 and major ski areas.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1502 Popple Dungeon Road Chester VT 05143

Chester, VT1502 Popple Dungeon Road

Price$640,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4762267

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,445

Come fall in love! Just 3.5 miles from the green in Chester, is this stunning farmhouse built in 1989. A superb country location. The land is split onto both sides of the road providing permanent protection. Across the road from the house is a large, flat field that is perfect for horses. Over 1,300 feet of frontage along the South Branch of the Williams River. On the house side of the road, you will find multiple outbuildings & barns. Sheep & horses are currently at home here. Gardens, sheds, & a car barn with a huge studio above awaits craftspeople, writers, woodworkers, or exercise enthusiasts. Saving the best for last, the home is just stunning. Covered porches for quiet time. Enter through the front door to large foyer & hall. To the left is a formal parlor, & to the right, a large country kitchen with sitting room. The kitchen is every chef's dream from the appliances to the tile work. The dining room has a wall of windows overlooking the gardens & pasture. A mudroom & first-floor bedroom with bath & walk-in closet round out the first floor. Upstairs are three very generous bedrooms & two baths. The custom features throughout the home are fantastic -- tile work, painting, trim detail & more. The full, dry basement has loads of space. There is fiber optic internet, a generator, wood boiler, along with a traditional multi-zone oil boiler. This is a spot to call home for horse people, home business owners, artisans, families or retirees. Wait until you see it for yourself!

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

101 Stonehedge Lane Chester VT 05143

Chester, VT101 Stonehedge Lane

Price$465,000

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 101 Stonehedge - 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: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

135 Stone Hedge Lane Chester VT 05143

Chester, VT135 Stone Hedge Lane

Price$449,000

Est. Mortgage: $/month

MLS Number 4814665

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,834

Welcome! Tucked back in at the end of Stone Hedge Lane sits this beautiful Estate located just above the Historic Stone Village in the quaint town of Chester. Stone walls surrounding 10 gorgeous sprawling acres, a pond with panoramic views. The stone walk will take you to the beautiful stone column entrance and stunning rock gardens that line the drive. From the entrance you will see an amazing dining room and then on into the spacious living room, complete, gas fireplace with a custom built entertainment center and a large built in TV. Anyone who loves to cook would drool over the kitchen with all the new appliances. There are 2 bathrooms and the master bath has a jet tub and guest bedroom. solar panels bring the sunshine in. This home has a 5 KW solar electrical system that provides the majority of the electrical use for heating, cooling and electrical need. Being centrally located allows ease of access to several ski areas, golf courses, lakes for kayaking hiking, biking and shopping. Come see what this amazing home has to offer.

Listed by Gale Alger of Barrett and Valley Associates, Inc/Sprin

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

244 Main Street Chester VT 05143

Chester, VT244 Main Street

Price$425,000

Est. Mortgage: $/month

MLS Number 4816260

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 4,475

One of the most beloved properties in the town of Chester. There are very few homes that possess the history and character of this historic 1820 Victorian beauty. It has been cared for and run as a family owned Inn for nearly three decades. It's now ready for it's next chapter in which many possibilities exist. The main house has six bedrooms on the second floor each with it's own private bathroom. On the first floor you'll find a country kitchen, formal dining room, large front living room and a den that's ideal for a home office with fiber optic internet. You will also find gorgeous hardwood floors, original interior oak trim and a grand stairway leading up to the second floor. A classic front porch that gazes across to the town green. Connected to the house is a barn that has been used for retail space with a lovely one bedroom apartment above it. The property also features a carriage house which like the home is also on the National Historic Register. The carriage house still has the original horse stalls from back in the day. At the back of the property is a private 3 bedroom cottage ideal for a guest house. So many possibilities exist. Would be a fantastic family home that can still be run as a quintessential Vermont Inn with multiple rental options for additional income. Located across from the vibrant town green with its retail stores and restaurants. Just a short drive to several major ski areas including Okemo, Stratton, Magic and Bromley.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1438 Lovers Lane Road Chester VT 05143

Chester, VT1438 Lovers Lane Road

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. This property is also available at the price of $375,000 with 6.4 acres - see MLS #4776357.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

665 10 Route Chester VT 05143

Chester, VT665 10 Route

Price$399,000

Est. Mortgage: $/month

MLS Number 4776152

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 5,482

Are you ready to live the ultimate dream of running your own business in Vermont? Once featured in Country Inns of New England this property could be yours! Current owner once operated a successful 24 seat restaurant that includes commercial kitchen, 6 nicely appointed rooms for guests (plus two additional rooms) and owner's quarters. What do you want to do? inn, bed and breakfast, retreat, events...you name it! Located conveniently to I91, Okemo Mountain (only a few minutes drive), several other ski resorts, the shopping in Manchester and villages of Chester, Weston and Cavendish you could not ask for a better spot to live and work in Southern Vermont. There is much to love about this antique farmhouse from the ornate woodwork to the hardwood floors this property feels like home. The barn offers a multitude of possibilities (woodworking shop, dance space, yoga space, events). The outdoor space speaks to country living with gardens, pond and level yard.

Listed by Lisa Kelley and Tyleen Murray of Kelley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1924 Mattson Road Chester VT 05143

Chester, VT1924 Mattson Road

Price$399,000

Est. Mortgage: $/month

MLS Number 4785615

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,500

What was once a bustling campground known as Hidden Valley Campground to many locals, may now become your next investment or forever home! This 73+ acre lot with a 4 bedroom, 2 bath home and attached 2 car garage is just the start! This property is also home to 33 camp sites with power, water, a hidden cottage, a 4 unit bath house, lean-to, 2 ponds, as well as a large gravel pit. The road frontage boasts a lovely pond on Mattson Road and another hidden swimming pond located behind the campground equipped with a dock. A septic permit for the two 1500 gallon septic tanks is already in place for the camping area. One thought is a "Tiny House" community with the right permitting! Imagine the many potential uses for this incredible 73+ acres including hunting, fishing, and sheer enjoyment of all Vermont has to offer! The possibilities are endless for this unique place that is so rich in history beginning with the original Mattson family. Come explore!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

535 Cummings Road Chester VT 05143

Chester, VT535 Cummings Road

Price$389,000

Est. Mortgage: $/month

MLS Number 4815764

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,352

Tranquility surrounds you at this peaceful and well maintained home just minutes from the beautiful village of Chester Vermont. Many recent updates include new siding, new roof and windows throughout. The home features beautiful locally sourced cherry floors on the main level and stunning wide plank pine up stairs. With spacious master en suite with walk in closet and three additional bedrooms, plus another full bath and a half, you will have lots of space for guests or a growing family. The spectacular screened in porch allows you to enjoy the immaculately maintained gardens which include fruit trees, raised vegetable beds, as well as many other beautiful plantings throughout. With attached two car garage and a second detached two car garage with workshop area, there is ample room for your toys and projects. Looking to work from home? This location has fiber optic and lots of choices for your home office. With Interstate 91 just 20 minutes away and many of Vermont's premier ski resorts near by, there is quick access to all Vermont has to offer.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1438 Lovers Lane Road Chester VT 05143

Chester, VT1438 Lovers Lane Road

Price$375,000

Est. Mortgage: $/month

MLS Number 4776357

  • 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. This property is also available at the price of $399,999 with the sale of an additional approved 4.6 acre building lot, a total of 11.01 acres - see MLS #4752797.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

39 Dian Circle Chester VT 05143

Chester, VT39 Dian Circle

Price$369,000

Est. Mortgage: $/month

MLS Number 4808884

  • Residential Single Family
  • Construction Pre-Construction
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,848

This well maintained home has tasteful upgrades and beautiful features. Located in a quiet neighborhood that is only 1 mile from the Chester Village Green. Open living space with vaulted ceilings warmed by a pellet stove, large windows that allow for lots of natural light and wrap around deck that is great for entertaining. First floor master bedroom has a full bath and private deck, and the other two bedrooms located on the 2nd floor. The lower level has great storage and a bonus room that walks out to back yard. The property is beautifully landscaped and offers berry bushes, a heated detached garage and even a rope swing!

Listed by Jessica Citera of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

902 Cummings Road Chester VT 05143

Chester, VT902 Cummings Road

Price$349,000

Est. Mortgage: $/month

MLS Number 4773386

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,967

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 Bedroom 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 heated 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. 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

728 Main Street Chester VT 05143

Chester, VT728 Main Street

Price$339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4815728

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,100

This historic 1824 brick federal home has been the beneficiary of some fantastic renovations and updates that make it move in ready for its new owner. Renovations include nearly 900 sq ft of finished living space above the oversized 2 car garage that is accessible directly from the main house. The space includes a family/game room, guest bedroom and a new 3/4 bath. The kitchen has been completely redone with new granite countertops, new cabinets and appliances. The older brick work and wide pine floors remain. The laundry room/mudroom is another recent update. It's now fully insulated top to bottom with heat for year round use. Two bathrooms have been updated as well. With all the improvements and updates the house still retains its original charm including wide plank wood floors in the formal dining room and the upstairs bedrooms. Large living room with wood burning fireplace. The property features a lovely private fenced in side yard with gorgeous perennial gardens to enjoy from the covered side porch. The home also offers fiber optic high speed internet ideal for a home office set up. Tesla battery will power the house if needed. The location is outstanding just a short distance to the town green and the town recreation area. Major ski areas including Okemo, Stratton, Magic Mountain and Bromley are all within a 20 minute drive. VAST snowmobile trail is right across the street. This property offers the best of all worlds and everything VT living has to offer.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

662 Remington Road Chester VT 05143

Chester, VT662 Remington Road

Price$309,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4704862

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,124

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: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

330 Grafton Road Chester VT 05149

Chester, VT330 Grafton Road

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4809355

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,034

Quintessential 4 bedroom, 2 bath Vermont Farmhouse on 2.67 +/- acres with fantastic, contemporary upgrades and thoughtful improvements. A bright, clean modern design compliments turn of the 20th Century character of this home. Situated on a corner lot, the extended yard has been home to chickens and has raised garden beds ready for your veggies! A stone courtyard separates the house from the barn. The remodeled covered porch opens to a lovely foyer and leads to a sitting/breakfast room where a wood stove will greet you with its warmth. The amazing kitchen has a spacious and inviting center island where everyone can help with the food prep! An inviting living room and dining room complete the front end of the living space and a newly remodeled laundry room off the kitchen combines functionality with appealing design. A beautiful first floor bath is conveniently located between kitchen and laundry space. The spacious second floor has 3 bedrooms in the front section and a private master bedroom with tongue and groove light pine ceiling, exposed beams salvaged from a barn, custom built-in headboard/closet, and delightful sitting area. Original attached 2 story barn has room for a car and all of your tools and recreational gear. Lovely 3 tier deck cascades from the kitchen to the yard. A seasonal stream and wooded hill form the back boundary. A lovely Chester offering! Video tour available upon request.

Listed by Geralyn Donohue of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2020 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 July 13, 2020.