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Chester VT Real Estate

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

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710 Baileys Mill Road Chester VT 05143

Chester, VT710 Baileys Mill Road

Price$365,000

Est. Mortgage: $/month

MLS Number 4790047

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 2,071

Privately sited among trees and open fields on 43.7 acres, this 2001 cape style home abuts 1,000's of acres of forest. The house features two bedrooms (town records say 3 bedrooms), 2 baths, a fireplace, farmers porch overlooking the field, and an open deck off the back of the house. There is a two-car attached garage. The driveway runs along a 3-acre field to a second field where the house is located. Much of the property is forested with sugar maple, red oak, white pine and hemlock.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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1293 Flamstead Road Chester VT 05143

Chester, VT1293 Flamstead Road

Price$195,000

Est. Mortgage: $/month

MLS Number 4786918

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 1
  • Square Feet 670

Country Cabin in Chester with 30.5+/-acres. Is easily accessible off a town maintained road. This Log Home is a great opportunity to own a large Parcel of Land (in current use) to self sustain with mostly wooded acreage and a couple open acres for gardening or yard. A tidy home with screened porch, front deck and cozy interior with kitchen/dining area, bedroom 3/4 bath, livingroom with woodstove. Basement for additional storage.

Listed by Lori Muse of Muse and Associates Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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1611 Potash Brook Road Chester VT 05143

Chester, VT1611 Potash Brook Road

Price$159,900

Est. Mortgage: $/month

Pending

MLS Number 4786488

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,868

Sitting peacefully on a country dirt road this charming property offers a wooded setting and the sounds of a nearby babbling brook, there are secondary Vast trails nearby, and the quintessential Vermont Village of Chester is just a short drive away. This 3 bedroom, 2 bathroom home has seen some updates including a new high efficiency heat and hot water boiler, new floors, new washer and dryer, and fresh paint. Come spend your winter nestled around this beautiful stone fireplace!!!

Listed by Rachel Febbie of Bean Group / Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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1924 Mattson Road Chester VT 05143

Chester, VT1924 Mattson Road

Price$415,000

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, can now be your next investment or forever home! This 73+ acre lot with 4 bedroom, 2 bath home with attached 2 car garage is just the start! The property is also home to a 33 camp sites with power and water, a hidden cottage, full 4 unit bath house, lean-to and 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 which is equipped with a dock. A septic permit for the two 1500 gallon septic tanks is already in place for the camping area. One potential idea is a Tiny house community with the right permitting! The land could be used for just about anything with 73+ acres for hunting, fishing, and enjoying all VT has to offer! The possibilities are endless for this great place that is so rich in history from the original Mattson family. Come explore!

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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3466 Vt Route 103 N Highway Chester VT 05143

MLS Number 4779490

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 2,196

Rare find! Attractive and unique Chester schoolhouse creatively transformed into a 2 bedroom, 2 bath home on .76 acres +/- near skiing and recreational activities. Conveniently accessed off a major road, the property also has frontage along a quiet country lane and features a pond site, stone walls and beautiful country setting. The original schoolroom is now the spacious main living space and still features the original blackboard, large school room windows, high ceiling and solid maple flooring. The updated galley kitchen with a professional style gas/convection stove with double ovens and breakfast bar pass-through will bring out your inner chef! A large, spiral staircase leads to a spacious second floor bedroom/studio with interesting exposed structural beams. The expansive Master bedroom/living space features a vaulted ceiling, built-in shelving, private full bath, wood stove and rear deck/balcony overlooking the private yard and country setting beyond. Other features include a large, convenient first floor laundry area, enclosed sun porch, patio and attached 2 car garage. This unique property is loaded with potential and is truly one of a kind! Close to skiing and centrally located to shopping and recreation. Would make a great air b & b!

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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3489 Vt Route 103 N Chester VT 05143

Chester, VT3489 Vt Route 103 N

Price$79,900

Est. Mortgage: $/month

MLS Number 4776191

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,684

Classic old farmhouse in a very convenient location midway between Ludlow, Chester and Springfield. Three good sized bedrooms, 1.5 baths. Large barn/shed. Good commercial potential with plenty of visibility.

Listed by Judy Thompson of Walnut Hill Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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1425 Trebo Road Chester VT 05143

Chester, VT1425 Trebo Road

Price$160,000

Est. Mortgage: $/month

MLS Number 4775710

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,296

Located on a long country road in the town of Chester is an antique cape well worth visiting. Perched just right on 2 acres, it offers a private rear yard and easy access to the village. This substantial home has spacious rooms including master on the main level, wide pine floors, updated bathroom and four bedrooms! A great workshop as well as a country covered porch and an incredible location all complete this property. Come and see what country living, yet a short drive to town, is all about!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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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 master with bath and 4 good sized bedrooms on the second floor. Large country kitchen with 2 sinks, island and ample counter space is situated as the hub of the first floor. Living room features vaulted wood ceilings and gorgeous stone fireplace. Off the living room is bright and sunny reading area and casual eating space off the kitchen. You also have a formal dining room off the other side of the kitchen. Full bath, laundry room, mudroom great for ski storage and a screened in porch round out the home. The property features a large pool house with 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 16.1 acres includes a separate 5.9 acre lot with frontage on Jillie lane that has its own waste water permit. Lot can be built on, sold separately or kept for privacy. 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: 3.6% last updated on Jan 23, 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.

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2102 Vermont Route 10 Chester VT 05143

Chester, VT2102 Vermont Route 10

Price$129,900

Est. Mortgage: $/month

MLS Number 4771039

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,008

A good start. This classic cape style farmhouse offers a back porch, 2-3 bedrooms, eat-in kitchen, living room and a 3/4 bath. Located on a State Road the property has easy access. A bright and sunny location with barn and 4+/- acres offering a great opportunity for extensive gardens, lawn or pasture.

Listed by Lori Muse of Muse and Associates Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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2725 Rte 10 Road Chester VT 05143

Chester, VT2725 Rte 10 Road

Price$169,000

Est. Mortgage: $/month

MLS Number 4770367

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,176

Charming Chalet built in 1977 on 2 Acres with a babbling brook in back. Standing Seam Roof, bulk Head to Basement. Wrap around deck. Walk off deck into the entrance where the washer and dryer and coat closet are. Kitchen with plenty of counter space and cupboards. Dining area, Living Room with wood stove. 3 Bedrooms on main level and open bedroom with 4 beds on second floor. Master Bedroom has slider onto the deck. Full Bath. Dry basement, 200 Amp Box, Forced warm air heat. Hot water heater and Fiber optic. Artesian well and 1000 gal septic. Perfect for a second home as it is close to Okemo Ski Area, Crown Point Gulf Course and Snow Mobile Trails. 5 miles to Springfield Hospital and Medical Center. Near I-91 Exit 7.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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334 River Street Chester VT 05143

Chester, VT334 River Street

Price$229,000

Est. Mortgage: $/month

Pending

MLS Number 4770280

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,066

Comfortable, understated and spacious Chester Farmhouse in a unique village location overlooking the Williams River. Enjoy the large eat-in kitchen with solar heating, breakfast bar and spacious dining area that opens to the rear deck. The large living room and adjoining family room provide plenty of room for entertaining and have been enhanced with new softwood and refinished flooring. A charming first floor bedroom adjoining an updated first floor bath allows for one level living. The second floor features a large bedroom with attractive bay windows and a half bath connecting to an expanded, luxuriously large, updated bathroom. An additional bedroom and hallway study area complete the wonderful second floor living space. The inviting covered front porch is the perfect spot to while away the afternoon on a rocking chair. Additional features include: attached garage, barn and even a vintage sauna! Plenty of space for hobbies, gardening and enjoying the outdoors, including a private yard with frontage along the Williams River. Walking distance to the village green, shops, schools and close to ski areas.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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139 Depot Street Chester VT 05143

Chester, VT139 Depot Street

Price$199,000

Est. Mortgage: $/month

MLS Number 4767332

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,365

Price Reduced! This property must be seen! Stylishly remodeled 3 bedroom, 2 bath 1890's farmhouse on .25 +/- acres in prime Chester village location. Fabulous newly designed kitchen with center island featuring beautiful, original hardwood maple flooring, stainless steel appliances, custom wood counter tops, recessed lighting, pantry closet- a great space to cook! A large laundry/mudroom room adjoins the kitchen for convenience with separate entrance. The beautiful resurfaced large living room with period archway opens to a new deck where you can enjoy the shaded yard overlooking the brook. A full bathroom has been added to the first floor. Upstairs there are 3 bedrooms and a new 3/4 bath with walk-in tiled shower. Handsome refinished hardwood and softwood original flooring throughout most of the house. The full basement has been spray foamed and protected by a vapor barrier for energy efficiency. Original windows have all been cleaned, repainted and are operational. The yard has been enhanced by a wrought iron style fence and a paved parking pad is large enough for 2+ cars. So many subtle finishing details have been added to make this a special property!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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2220 Vt Route 103 South Highway Chester VT 05143

MLS Number 4766090

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 2,688

Retail Opportunity! Awesome 2 story property featuring large retail space with large 2 bedroom apartment on 2.22 +/- acres. Great for either owner occupied business or investment property. Act 250 vetted for retail and/or deli, the property offers great exposure on Route 103 South in Chester and has been approved for 10 parking spaces. There is an additional 3/4 bath on the first floor for the business space. Other features include, full basement, new furnace, baseboard heat, flexible floor plan with high ceilings, hardwired smoke and co2 detectors. Whether you are looking for an investment or owner occupied business this property has much potential!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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1782 Quarry Road Chester VT 05143

Chester, VT1782 Quarry Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4763930

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

Four season retreat with VAST Trail access and great skiing close by. This 158 acre estate provides all you would want in a VT country farm/wilderness property. Sited within it's 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 bldgs include a circa 1780 barn, an 1860 cape and a 1970's addition. The barn is being re-done as a grand finished space. All of the original beams are exposed. It will be a perfect studio, family room or game room upon completion. MUST be seen! The owner has also done extensive renovations to the residence to increase energy efficiency and to merge the older charm with modern improvements. The cape wing of the residence has a stunning state of the art kitchen, an open dining area, a gracious living room with re-worked original floors and a second floor master bedroom. The 1970's addition has been re-worked to enhance the bedroom spaces and the overall flow. A 2nd floor great-room boasts a massive fireplace and a great wrap-around deck to take in the beautiful views of your 158 ac acre 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! Additional +/- 234 acres available.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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352 Davidson Hill Road Chester VT 05143

Chester, VT352 Davidson Hill Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4762698

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4,234

If you're looking for a beautiful home with lots of room, long range views from a wrap around porch with expansive deck, granite counter-tops, and room to expand...then look no further. This home boasts over 4200 square feet of living space and a separate 30' x 40' heated workshop/studio with its own bath and laundry hook ups. High ceiling basement in main house with walk out slider adds to the expansion possibilities. A radiant heating system with Munchkin high efficiency boiler coupled with a whole house Lifebreath air handler and insulated concrete foundation makes this an efficient and cost effective home to maintain. Hardwood and tile floors in the common areas adds to the beauty of this spacious home. Enjoy the huge game room that currently houses a pool table, foosball table, and ping pong table. Owner recently replace the roof, sheet rocked the garage, resurfaced driveway, and painted the deck and porch. This home is ready for the next owner to enjoy for years to come.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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1502 Popple Dungeon Road Chester VT 05143

Chester, VT1502 Popple Dungeon Road

Price$640,000

Est. Mortgage: $/month

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: 3.6% last updated on Jan 23, 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.

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58 The Chester VT 05143

Chester, VT58 The Common

Price$259,000

Est. Mortgage: $/month

MLS Number 4781711

  • Multifamily Multi-Family
  • Square Feet 5,648
  • Units 3
  • Bathroom 3
  • Acreage 0.2

Life on the Green! Give up that property with acres of land that requires so much of your time and move to the charming Chester Common! Life on the Common is sweet with many amenities within walking distance. Live in the large house section of this building with four bedrooms, two baths a spacious living room, dining room and separate kitchen. Off of the kitchen is a back deck and a small yard, this section also has plenty of storage with an attached barn. Allow the two tenants to pay your living expenses. The Bookstore is a large welcoming area with a separate office and public powder room. The second floor apartment is spacious and sunny with two bedrooms, two baths and large eat-in kitchen, dining room and living room. A fabulous opportunity at this affordable price!

Listed by Susan LeCours and Jessica Landers of Barrett & Valley Associates, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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228 Vermont Route 11 Chester VT 05143

Chester, VT228 Vermont Route 11

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: 3.6% last updated on Jan 23, 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 A VisitAsk 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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159 Murdock Road Chester VT 05143

Chester, VT159 Murdock Road

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

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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479 Main Chester VT 05143

Chester, VT479 Main Street

Price$269,000

Est. Mortgage: $/month

MLS Number 4749450

  • Multifamily Multi-Family
  • Square Feet 3,238
  • Units 3
  • Bathroom 3
  • Acreage 0.5

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

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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101 Stonehedge Lane Chester VT 05143

Chester, VT101 Stonehedge Lane

Price$475,000

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

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 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.

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597 Church Street Chester VT 05143

Chester, VT597 Church Street

Price$249,999

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: 3.6% last updated on Jan 23, 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.

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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 January 26, 2020.