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Recently Sold Chester, VT Homes

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  • /38

    $680,000 Sold Oct 17, 2024

    • 1,171 Sq Ft
    • $581/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    2253 White Rd, Chester, VT 05143

    Stunning acreage surrounds this charming home in Windham, Vermont.110 acres of curated land with trails throughout. Lots of places to explore and enjoy, all on your own land! A quintessential get-away with a large screened-in porch overlooking the waterfall and pond. Follow the bridge across the pond to the meadow and trails. The extensive trail network is well maintained, meandering throughout

    Alison Cummings Cummings & Co

    2253 White Rd, Chester, VT 05143
  • /16

    $257,000 Sold Oct 11, 2024

    • 1,227 Sq Ft
    • $209/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1983

    192 Kevadus Cir, Chester, VT 05143

    This Ranch-style home is tucked away in the back of the Kevadus Circle neighborhood and is ready for its next owner! The main level features three bedrooms, 1 bathroom with a classic ranch layout giving ample space for both the kitchen and living room. There are two additional bonus rooms that could serve as an office, playroom, or even extra storage both of which include closets and below-grade

    Thaddeus Abare Barrett and Valley Associates Inc.

    192 Kevadus Cir, Chester, VT 05143
  • /4

    $106,000 Sold Oct 07, 2024

    • Land
    • 10 Acres
    • $10,495 per Acre
    • 82 Days On Market

    1599 Mattson Rd, Chester, VT 05143

    Experience the tranquility of country living with this stunning 10.1-acre property. Enjoy breathtaking views, a fully functional septic system, and a drilled well. The property features a solid structure and 2.5 acres of maintained land, complete with a chicken coop, an apple tree, and blueberry bushes. Located in a quiet neighborhood, this land offers peace and privacy. Additionally, over 7

    Amy Vashaw Twin State Realty LLC

    1599 Mattson Rd, Chester, VT 05143
  • /29

    $325,000 Sold Oct 04, 2024

    • 1,137 Sq Ft
    • $286/SF
    • 18 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1983

    201 Hill Top Rd, Chester, VT 05143

    Located just outside of Chester is this three bedroom log home that is close to several resorts. Expansive decks and room for your garden on over five acres. Two out buildings and a nearby seasonal stream. Interior has a cathedral ceiling spanning to the second floor bedroom. Living room has a unique pellet stove to help keep you warm during winter. Kronaspan Rocko flooring on the main floor

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    201 Hill Top Rd, Chester, VT 05143
  • /29

    $277,500 Sold Oct 01, 2024

    • 910 Sq Ft
    • $305/SF
    • 57 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1950

    3483 Popple Dungeon Rd, Chester, VT 05143

    This well maintained home is located on a country road in Chester that meanders along a brook. One level living with high ceilings and tasteful upgrades throughout. A wood stove warms the living space in the cooler months. A wood shed and patio area located off the main living area, perfect to enjoy outdoor dining. A heated two car garage with a second floor that would be perfect to finish off

    Jessica Citera Cummings & Co

    3483 Popple Dungeon Rd, Chester, VT 05143
  • /9

    $137,500 Sold Sep 23, 2024

    • Land
    • 13 Acres
    • $10,991 per Acre
    • 355 Days On Market

    00 Coach Rd, Chester, VT 05143

    This beautiful 12.51 acre in town lot is one of the last of it's kind! This lot features long range Views, extremely easy access to downtown Chester being only 3 minutes from the Chester green, and a pond that could make this property the perfect Vermont get-away. The owners have subdivided this parcel from their larger parcel and have agreed to allow for a 50 foot wide right-of-way for a

    Thaddeus Abare Barrett and Valley Associates Inc.

    00 Coach Rd, Chester, VT 05143
  • /38

    $750,000 Sold Sep 20, 2024

    • 2,722 Sq Ft
    • $276/SF
    • 67 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1990

    2401 N Hill Rd, Chester, VT 05143

    With an excellent layout, special features and prime location, this four bedroom, two and a half bath cape in Andover is a must see! It sits on 4+ acres of manicured grounds with a babbling brook running through the property. Situated between quintessential Weston and the action of Ludlow, it is easy to access, a peaceful setting surrounded by a natural Vermont landscape. The area is host to

    Alison Cummings Cummings & Co

    2401 N Hill Rd, Chester, VT 05143
  • /39

    $355,000 Sold Aug 29, 2024

    • 2,085 Sq Ft
    • $170/SF
    • 19 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1993

    43 Northfield Dr, North Springfield, VT 05150

    Nestled in a quiet neighborhood, this center stair cape has so many features that it should check all your boxes. Main level living features an open concept kitchen, living and dining room. A bedroom/office is situated on the main floor as well as a half bath. The four-season porch with large windows will become the favorite room in the house! Upstairs you'll find two bedrooms, full bath and a

    Joseph Karl William Raveis Real Estate Vermont Properties

    43 Northfield Dr, North Springfield, VT 05150
  • /34

    $570,000 Sold Aug 21, 2024

    • 1,856 Sq Ft
    • $307/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    405 Church St, Chester, VT 05143

    The warmth and charm of this beautifully renovated cape will capture your heart! Extensive renovations of the interior design and exterior, with energy efficiency in mind, have been aesthetically designed and laid out. A lovely back entry covered porch with Mahagony decking greets you as you enter the main level to the kitchen with handsome custom cabinetry detailed with butcherblock counters and

    Mary Mayhew Snyder Donegan Real Estate Group

    405 Church St, Chester, VT 05143
  • /40

    $562,725 Sold Aug 15, 2024

    • 1,908 Sq Ft
    • $295/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1992

    1716 Brockway Mills Rd, Chester, VT 05143

    This quintessential Vermont property offers 8.9 acres with gorgeous fields, stunning long range views and wonderful privacy. The owned solar array provides for all of the properties electrical usage. A small greenhouse is ready to help you with the substantial gardens and raised beds! Located a short drive off of RT 91 in close proximity to Chester, Grafton and Springfield VT. 45 min to Hanover

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    1716 Brockway Mills Rd, Chester, VT 05143
  • /40

    $499,000 Sold Aug 09, 2024

    • 2,210 Sq Ft
    • $226/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1976

    215 Lower Bartonsville Rd, Chester, VT 05143

    A gem of a home and a gardener's delight await you at this splendid property located in Lower Bartonsville. This contemporary, 3-bedroom and 2.5 bath home sits on 15.2 acres of combined expansive open fields, wooded land with trails and landscaped grounds. Enter through a bright sunroom with custom designed woodwork. The home’s exposed beams and tasteful wood accents add character and warmth

    Laura D'Angelo Berkley & Veller Greenwood Country

    215 Lower Bartonsville Rd, Chester, VT 05143
  • /26

    $100,000 Sold Aug 09, 2024

    • Land
    • 2.30 Acres
    • $43,478 per Acre
    • 8 Days On Market

    505 Hidden Heights Rd, Chester, VT 05143

    Discover the perfect blend of tranquility and convenience with this 2.3-acre country building lot, nestled in a well-established neighborhood outside the beautiful village of Chester, Vermont. This idyllic parcel boasts a cleared building site, complete with a newly installed drilled well and a state-approved wastewater system designed for a 4-bedroom home. Enjoy this wonderful location on a

    Daire Gibney Barrett and Valley Associates Inc.

    505 Hidden Heights Rd, Chester, VT 05143
  • /35

    $110,000 Sold Aug 09, 2024

    • 704 Sq Ft
    • $156/SF
    • 10 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1960

    1291 Potash Brook Rd, Chester, VT 05143

    Situated on the babbling Potash Brook is this wonderful open concept camp. With over 300 feet of brook frontage to enjoy, you feel like you're in the middle of the woods. Step into the spacious entry/mudroom where you'll also see the water system, a large closet and full bath with an incinerating toilet. The water is heated by a propane fired Rinnai water heater. You'll love the openness of

    Frank Provance Diamond Realty

    1291 Potash Brook Rd, Chester, VT 05143
  • /39

    $380,000 Sold Aug 02, 2024

    • 2,068 Sq Ft
    • $184/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    160 Peck Rd, Chester, VT 05143

    Nestled on a private lot just minutes from the heart of Chester Village, this delightful three-bedroom, two-bathroom Cape Cod-style home offers the perfect blend of tranquility and convenience. As you step inside, you'll be greeted by a great room flooded with natural light, featuring a vaulted ceiling and a cozy double-sided fireplace, ideal for Vermont's chilly evenings. The home's interior

    Katherine Burns William Raveis Real Estate Vermont Properties

    160 Peck Rd, Chester, VT 05143
  • /31

    $360,000 Sold Aug 02, 2024

    • 1,492 Sq Ft
    • $241/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    199 Maple Ridge Rd, Chester, VT 05143

    Located halfway between the towns of Chester and Springfield, this immaculate, vacant, and well cared for raised-ranch style home is ready for new owners to love it. You'll enjoy the TREX decks that look out onto a large, groomed lawn surrounded by mature trees which offer complete privacy! Enter from the front door or from the two-bay garage. Go up the stairs for one-story living, or down

    Heather Gleim CENTURY 21 North East

    199 Maple Ridge Rd, Chester, VT 05143
  • /39

    $485,500 Sold Jul 31, 2024

    • 2,070 Sq Ft
    • $235/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1975

    2358 N Hill Rd, Chester, VT 05143

    A once in a lifetime opportunity to own this unique property in the picturesque Vermont town of Andover! This home sits on 5 wooded acres. It is 12 minutes from Okemo Resort, as well as being close to Magic, Bromley and Stratton Resorts. It is also just a short snowmobile ride to the VAST trail. The property consists of a main house, built in 1972, as well as an attached in-law apartment and

    John Napier TPW Real Estate

    2358 N Hill Rd, Chester, VT 05143
  • /39

    $355,000 Sold Jul 31, 2024

    • 1,990 Sq Ft
    • $178/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1840

    401 North St, Chester, VT 05143

    In the quaint, charming community of Chester VT, you will find this beautifully maintained historic home offering 3 bedrooms and 2 bathrooms. This New Englander home has the characteristics of an old farmhouse including the exposed beams and woodwork but modern features like an updated kitchen with modern appliances and plenty of workspace on the counters, an elegant living area with a mixed use

    Jamie Watson BHG Masiello Keene

    401 North St, Chester, VT 05143
  • /8

    $25,475 Sold Jul 31, 2024

    • Land
    • 0.50 Acre
    • $50,950 per Acre
    • 26 Days On Market

    3610 Vt Route 103 N Unit 50003, Chester, VT 03602

    Rare opportunity to own a vacant lot in Chester Vermont. There are endless possibilities here. Build a home or start a business, Only 5 mile to Chester center and 8 miles to Okemo Mountain. Easily accessible from I-91, Chester is a four-season community with a charming village center and it's proximity to skiing, hiking, biking, snowmobiling, and pretty much all seasons outdoor adventures. This

    Kimberly Dubois Matson KW Realty

    3610 Vt Route 103 N Unit 50003, Chester, VT 03602
  • /2

    $792,000 Sold Jul 15, 2025

    • 2,133 Sq Ft
    • $371/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2012

    1295 Middletown Rd, Chester, VT 05143

    Discover this beautifully maintained 3-bedroom, 31⁄2-bath home on over 3 acres along a quiet country road—just minutes from the village of Weston. Inside, an open-concept layout brings together a bright kitchen, dining, and living area, while the walk-out lower level adds flexible room for a family area or recreation. Spacious entry/mudroom and an attached 2-car garage, this home balances

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    1295 Middletown Rd, Chester, VT 05143
  • /2

    $285,000 Sold Mar 26, 2025

    • 1,824 Sq Ft
    • $156/SF
    • 87 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1852

    17 Grafton St, Chester, VT 05143

    Discover this beautifully maintained 1852 Colonial home situated on a prime corner lot in the heart of downtown Chester. Currently configured as a two-unit apartment, this property features a spacious two-bedroom, one-bath unit on the upper level and a cozy one-bedroom, one-bath unit on the first floor. With its versatile layout, you can easily convert it back to a single-family residence or live

    Gary Coger Four Seasons Sotheby's Int'l Realty

    17 Grafton St, Chester, VT 05143

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