Chester VT Real Estate & Homes for Sale

30 Properties Found

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Beds:
5
Baths:
4.00
Sq.Ft.:
3,470
Status:
Active
MLS#:
5047173
Type:
Single Family
Lot size:
10 Acres
Year built:
1950
Courtesy: Mary W. Davis Realtor & Assoc., Inc.
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ADDITIONAL INFORMATION

Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living spaceâ??perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside, youâ??ll find an open-concept kitchen, dining, and living area that flows effortlessly onto a large deckâ??ideal for hosting gatherings or enjoying the quiet outdoors. Two oversized primary suites with private ensuites provide luxurious comfort for guests or multigenerational living. A standout feature is the expansive bonus room, currently outfitted as a professional recording studio with soundproofingâ??ideal for musicians, podcasters, or anyone in need of a creative or quiet workspace. Step outside to a private, tree-lined backyard with multiple decks perfect for relaxing or entertaining. A two-car garage adds convenience, while the whole-house Tesla battery ensures seamless comfort and peace of mind year-round. Whether you're entertaining a crowd or enjoying a peaceful evening at home, this one-of-a-kind Chester retreat offers space, versatility, and thoughtful features throughout. A wonderful value as a primary home or as a vacation home 2 families could share and still have privacy.

Beds:
6
Baths:
1.00
Sq.Ft.:
2,308
Status:
Active
MLS#:
5047187
Type:
Single Family
Lot size:
34.9 Acres
Year built:
1830
Courtesy: Barrett and Valley Associates Inc.
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ADDITIONAL INFORMATION

A big price improvement! The possibilities are endless with this beautiful property that has been in the same family since 1964! You will not find a nicer piece of Vermont land than this, with approx. 34 acres of open pastureland bordered by hundreds of feet of the Williams River. This stream offers some great summertime activities such as swimming and fishing! The house and attached barns can be a showplace with some love, and this property is looking for that person who can bring it back to its former glory days. As they say, the buildings have good bones, so consider this a blank canvas to do whatever you please for renovations. Since it's very original, you can update without having to tear out former "improvements" that might have taken away the antique charm. Since it was a working farm at one time, it still has the old silo. Years ago, this was made into a 4-level living unit. You can bring this back to life and use it as a very unique vacation rental or keep it as a very cool place for your kids and grandkids - much cooler than a treehouse! The attached barns are huge and for years they were used as an antique store. You could do that again, or you could use it for animals. With the open land which supplies a big supply of hay each year, this property would be great for horses, cows, and other large animals. There is also a sugar house, plus a separate building out front that was also used for the antique business. Several apple trees, a huge rhubarb patch, and more!

Beds:
1
Baths:
1.00
Sq.Ft.:
616
Status:
Active
MLS#:
5037864
Type:
Mobile Home
Lot size:
2.1 Acres
Year built:
2013
Courtesy: Brattleboro Area Realty
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ADDITIONAL INFORMATION

If you're looking for a smaller footprint, or tiny home living, this is a great option! One bedroom, one bath mobile home in an absolutely gorgeous setting! Sitting on it's own 2+ acres, you'll a large yard with a firepit to enjoy the summer evenings while you gaze out over stone walls to a beautiful view. This property is quiet and peaceful, but not far from several ski areas and state parks for hiking, swimming, kayaking, or whatever outdoor adventures you like! Or head into Manchester or Chester for shopping and dining! Whether you are looking for an outdoor enthusiasts weekend getaway, a quiet retreat, or a place to call come, this could be the one! *Motivated Seller!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
5029533
Type:
Single Family
Lot size:
2.1 Acres
Year built:
1970
Courtesy: Barrett and Valley Associates Inc.
View additional info

ADDITIONAL INFORMATION

Prepare for an exhilarating mountain getaway at this enchanting four-bedroom chalet, nestled on a lush 2.1-acre estate in the heart of Andover. 2025 Ski season has been epic so far! Envision yourself minutes away from four renowned ski resorts, making this the perfect launchpad for your winter adventures. Immerse yourself in the local charm with easy access to the VAST trail network, offering a plethora of entry points nearby. This alpine retreat has been a cherished sanctuary for over 40 years, lovingly maintained by its owners and their dedicated local caretakers. Offering a seamless blend of comfort and convenience, this home is sold fully furnished, ready for you to step in and relish its homely charm "as is." The layout features two cozy bedrooms on each floor, ensuring ample space for family and guests alike. Step inside to discover a welcoming front porch at the entry level, and ascend to the top floor to unwind on the deck with south-eastern views. The heart of the chalet hosts the kitchen and dining areas on the first floor, while the main living and family rooms upstairs provide a spacious haven for relaxation and entertainment. Enhanced by high-speed fiber optics internet from VTel, stay connected and productive in your serene mountain escape. Positioned ideally for those passionate about skiing and outdoor activities, choose from Magic, Stratton, Okemo, and Bromley ski areas, or indulge in hiking, fishing, biking, golfing, and swimming in the vibrant surroundings.

Beds:
8
Baths:
8.00
Sq.Ft.:
10,062
Status:
Active
MLS#:
5015743
Type:
Single Family
Lot size:
384 Acres
Year built:
2005
Courtesy: Four Seasons Sotheby's Int'l Realty
View additional info

ADDITIONAL INFORMATION

The ultimate family compound, award nominated video tour. This fully furnished and equipped luxury property is located in Andover, Vermont, set on 384 acres in the iconic Green Mountains, offering a rare blend of natureâ??s bounty, seclusion, and timeless craftsmanship. The custom built 10,062 square foot main house features an expansive open concept design. Crafted with post and beam timber frame construction, the soaring 2 story great room includes a dramatic stone fireplace and a chef's kitchen with double appliances, a Viking 60-inch cooktop, and a wood fired pizza oven. A cozy loft and library offer peaceful spaces to curl up with a good book. A unique main level 2 bed, 2 bath primary suite is complemented by 6 bedrooms and 5 baths for family and friends. The multi building compound includes a guesthouse with private office, a heated writer's cabin overlooking the Connecticut River Valley, a large equipment barn, and 6 garage bays. Amenities include a home gym and a media and game room. Ideal for year-round living, family retreats, events or vacation rentals, the property features miles of private trails, historic rock walls, open meadows, a pond, and direct access to the VAST snowmobile trail system. Enjoy hiking, wildlife, and maple syrup production in a private setting minutes from the famed Okemo and Stratton Mountain ski resorts. Whether seeking a family compound, a luxury ski home, or a corporate retreat, Moosewalk Lane delivers the ultimate Vermont lifestyle.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Chester 05143 Real Estate

Chester is located in Vermont. Chester, Vermont 05143has a population of 3,010. Chester 05143 is less family-centric than the surrounding county with 22.47% of the households containing married families with children. The county average for households married with children is 26.01%.

The median household income in Chester, Vermont 05143 is $61,397. The median household income for the surrounding county is $63,787 compared to the national median of $69,021. The median age of people living in Chester 05143 is 53.2 years.

Chester Weather

The average high temperature in July is 81.5 degrees, with an average low temperature in January of 7.4 degrees. The average rainfall is approximately 45.2 inches per year, with 67.6 inches of snow per year.

Chester Map

Chester Real Estate Market Conditions

  • Median sales price

    $359,500
    19.1%
    change since last quarter
  • # Active listings

    56
    30-day change

Chester Schools and Demographics

Education near Chester, VT

City County
High School Graduates 96.52 94.16
College Degree - 2 year 6.97 8.49
College Degree - 4 year 40.18 40.21
Graduate Degree 11.68 12.49
Expenditures per Student 26,463 26,463
Students per Teacher 12.3 12.3

Elementary Schools near Chester, VT

Grades Students P/T Ratio ZIP
Chester-Andover USD #29 PK - 06 261 13 05143
Elm Hill School PK - 02 415 17.7 05156
Flood Brook USD #301 PK - 08 322 11.1 05148
Grafton Elementary School PK - 06 103 13.7 05146
Ludlow Elementary School PK - 06 115 8 05149
Union School 03 - 05 256 10 05156

Middle Schools near Chester, VT

Grades Students P/T Ratio ZIP
Riverside School 06 - 08 291 11.2 05156

High Schools near Chester, VT

Grades Students P/T Ratio ZIP
Black River USD #39 07 - 12 172 8.6 05149
Green Mountain UHSD #35 07 - 12 336 10.2 05143
Springfield High School 09 - 12 433 11.9 05156

Ungraded Schools near Chester, VT

Grades Students P/T Ratio ZIP
River Valley Technical Center UG - UG 0 05156

Demographics near Chester, VT 05143

Zip Code City
Neighborhood Type Small town
Population 3,010 57,593
Population Density 54 59
Median Age 53.2 47.8
People per Household 2.4 2.3
Median Household Income 61,397 63,787
Average Income per Capita 35,517 39,377

Real estate near Chester