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Chester, VT Houses for Sale

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  • /43

    $470,000

    • 4 Beds
    • 2.5 Baths
    • 2,868 Sq Ft

    332 Hidden Heights Rd, Chester, VT 05143

    This charming multi-level home provides 4 bedrooms and a variety of places to find private space for quiet. Also a large open recreation room which includes a full size pool table/table tennis table and dry bar. Located just 3 miles from the charming Town of Chester. An easy drive to Bromley Mt, Magic Mt and Okemo, this makes a great home for an active family. Beautiful views from the deck

    John Tolosky Barrett and Valley Associates Inc.

    332 Hidden Heights Rd, Chester, VT 05143
  • /58

    $1,200,000

    • 3 Beds
    • 4 Baths
    • 3,739 Sq Ft

    1502 Popple Dungeon Rd, Chester, VT 05143

    Welcome to paradise! Enjoy all four seasons in this handsome colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of useful

    Betty McEnaney Diamond Realty

    1502 Popple Dungeon Rd, Chester, VT 05143
  • /51

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,605 Sq Ft

    31 Palmer Rd, Chester, VT 05143

    Rivers Edge Farm is an absolutely diverse agricultural property which serves bovine, equine and many other farm animals currently and in its past history. 22+ organic acres of rich river bottom land yields a robust crop of haylage, corn or hay or whatever suits your needs. The buildings are mixed use for the owners. Some are animal occupied and feed storage and one is a large garage/workshop

    Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    31 Palmer Rd, Chester, VT 05143
  • /53

    $469,000

    • 4 Beds
    • 5 Baths
    • 3,888 Sq Ft

    96 S Main St, Chester, VT 05143

    This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you

    Jessica Citera Cummings & Co

    96 S Main St, Chester, VT 05143
  • /16

    $789,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    717 Horsenail Hill Rd, Chester, VT 05143

    Welcome to this stunning 2,400 square-foot new construction home! This modern and spacious residence offers a perfect blend of comfort and style, featuring an open-concept design with high ceilings and abundant natural light throughout. The gourmet kitchen boasts custom cabinetry, stone countertops, a large island, and state-of-the-art appliances, making it a dream for cooking enthusiasts and

    Alison Cummings Cummings & Co

    717 Horsenail Hill Rd, Chester, VT 05143
  • /27

    $589,000

    • 4 Beds
    • 3.5 Baths
    • 2,356 Sq Ft

    559 Davidson Hill Rd, Chester, VT 05143

    Luxurious contemporary home in a naturalized setting. Beautiful mountain views from family room and expansive deck. This home is a unique blend of country charm and modern convenience. Everyone will gather round the large center island in this amazing kitchen designed for cooking and entertaining. Open concept floor plan flows from kitchen to dining area and into the family room where you can

    Julie Buffum Buffum Realty

    559 Davidson Hill Rd, Chester, VT 05143
  • /44

    $500,000

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    4877 Vt Route 103 N, Chester, VT 05143

    Looking for the perfect ready to move in home in Vermont? Look no further than this French Provincial meets Vermont cabin centrally located in the quiet town of Chester, Vermont on Route 103. Within an hour drive to 5+ great ski mountains, within 10 minutes to Okemo mountain. House features so many great amenities and improvements--new black/grey roof just installed June 2024, new egress windows,

    Erin Kendall EXP Realty

    4877 Vt Route 103 N, Chester, VT 05143
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