3,359

Homes in ZIP Code 05143

Section Image
  • /59

    $669,000 Sold Sep 04, 2025

    • 2,605 Sq Ft
    • $257/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    31 Palmer Rd, Chester, VT 05143

    This is not your typical Vermont farmhouse—it’s far better. Surrounded by rolling fields and pastoral views, this beautifully updated home combines classic country charm with modern ease. Inside, you’ll find a warm, sunlit layout anchored by a stunning chef’s kitchen featuring high-end Viking appliances, granite counters, and custom cabinetry. The spacious primary suite is a luxurious retreat,

    Daire Gibney Barrett and Valley Associates Inc.

    31 Palmer Rd, Chester, VT 05143
    • /40

      Est $716,352 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,040 Sq Ft

      201 Spruce Dr, Chester, VT 05143

      201 Spruce Dr, Chester, VT 05143
  • /27

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    447 Elm St, Chester, VT 05143

    Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room.Bask in the great natural light that fills

    Lisa Kelley Cummings & Co

    447 Elm St, Chester, VT 05143
  • /2

    $229,000 Sold Aug 29, 2025

    • 840 Sq Ft
    • $273/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    87 Kevadus Cir, Chester, VT 05143

    This property features an open extended lot with a large private covered deck and expansive backyard. The interior of this home has just been painted Aswell as new carpet throughout. The oversized 1 car garage is great for extra storage or a small work shop. This turn key home could be perfect for someone looking to downsize or a starter home.

    Thaddeus Abare Barrett and Valley Associates Inc.

    87 Kevadus Cir, Chester, VT 05143
    • /33

      Est $354,095 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,756 Sq Ft

      84 Brookline Rd, Athens, VT 05143

      84 Brookline Rd, Athens, VT 05143
  • /21

    $145,000

    • Land
    • 22.23 Acres
    • $6,523 per Acre

    918 Lovers Lane Rd, Chester, VT 05143

    Located only 2 miles from the picturesque Chester Green you will encounter this newly created 22 acre building parcel on scenic Lover's Lane. This property consists of a 2 acre meadow ideal for building and a 20 acre woodlot consisting of pine, hemlock, oak and maple for sugaring. Beautiful fieldstone walls border most of the boundary lines. The surveyed parcel has an approved 4 bedroom State

    Alan Gombosi Northland Real Estate

    918 Lovers Lane Rd, Chester, VT 05143
  • /59

    $910,000 Sold Aug 28, 2025

    • 3,739 Sq Ft
    • $243/SF
    • 105 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1989

    1502 Popple Dungeon Rd, Chester, VT 05143

    Welcome to paradise! Enjoy all four seasons in this handsome, 1989 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

    Betty McEnaney Diamond Realty

    1502 Popple Dungeon Rd, Chester, VT 05143
    • /25

      Est $283,258 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,106 Sq Ft

      8 Route 35, Athens, VT 05143

      8 Route 35, Athens, VT 05143
  • /17

    $300,000

    • Land
    • 75 Acres
    • $4,000 per Acre

    1175 Quarry Rd, Chester, VT 05143

    Escape to southern Vermont with this expansive 75-acre parcel offering the perfect blend of privacy, natural beauty, and endless potential. Whether you dream of building a secluded mountain retreat, starting a hobby farm, or preserving pristine land for recreation and conservation, this property is your blank canvas. Improvements include a septic system, dug well, electricity and a cleared lot.

    Jessica Samples BHG Masiello Keene

    1175 Quarry Rd, Chester, VT 05143
  • /36

    $1,400,000 Sold Aug 27, 2025

    • 2,614 Sq Ft
    • $536/SF
    • 42 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2011

    938 Stigers Rd, Chester, VT 05143

    Welcome to 938 Stigers Road, a masterpiece in the mountains! Discover a stunning fusion of artistry and craftsmanship in this exquisite timber frame home, tucked away in the serene beauty of the mountains.This residence is the inspired creation of a visionary artist and a skilled builder, resulting in a one-of-a-kind retreat where design and nature are in perfect harmony.Fall in love with

    Liz Moore Four Seasons Sotheby's Int'l Realty

    938 Stigers Rd, Chester, VT 05143
    • /32

      Est $472,228 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,208 Sq Ft

      15 Markham Ln, Weston, VT 05161

      15 Markham Ln, Weston, VT 05161
  • /55

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    3619 Baltimore Rd, Chester, VT 05143

    5 Minutes from North Springfield and 22 minutes to Ludlow sits the peaceful hamlet of Baltimore, VT. Within the town is a 6 acre lot complimented with fruit trees, a stream, and an ample barn/garage with some roughly finished area above perfect for overflow guests, a home based business or perhaps even additional living space as your needs grow. There's also a storage shed! The house is

    Leila Tarantelli KW Coastal and Lakes & Mountains Realty/Hanover

    3619 Baltimore Rd, Chester, VT 05143
  • /60

    $475,000 Sold Aug 27, 2025

    • 5,546 Sq Ft
    • $86/SF
    • 36 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1850

    472 Main St, Chester, VT 05143

    The Laurin Whiting House, circa 1850, is a Greek Revival style home with 5 bedrooms and 7 baths on 1 +/- acre. The curved, multi-bay veranda wraps around the front of the house with neo-classical columns and an oculus that punctuates the front gable end. A light-filled living room has French doors that open to the lovely porch and adjoin a large bedroom and full bath. The formal dining room

    Geralyn Donohue Engel & Völkers Okemo

    472 Main St, Chester, VT 05143
    • /39

      Est $345,005 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,085 Sq Ft

      43 Northfield Dr, North Springfield, VT 05150

      43 Northfield Dr, North Springfield, VT 05150
  • /28

    $485,000

    • Land
    • 57.2 Acres
    • $8,479 per Acre

    1809 Marsh Hill Rd, Andover, VT 05143

    This is a one-of-a-kind legacy property, off the beaten path and accessible to everything that makes Southern Vermont an incredible place to call home. The 57.2 acres offer the perfect mix with hardwoods (maples and more), pine groves, open meadows, a pond spanning apprx 1/4-acre, and spectacular southern views and all-day sunlight. Come build your Vermont dream house and be assured of total

    Claudia Harris Mary Mitchell Miller Real Estate

    1809 Marsh Hill Rd, Andover, VT 05143
  • /41

    $327,500 Sold Aug 21, 2025

    • 1,400 Sq Ft
    • $234/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    769 Davidson Hill Rd, Chester, VT 05143

    Simplify your life and reconnect with nature in this peaceful Chester home. Set on over 5 private acres, this 3-bedroom ranch offers easy, one-level living surrounded by Vermont’s natural beauty. Whether you're seeking a low-maintenance primary residence, a country getaway, or a downsizing opportunity, this home delivers comfort without complication. From the wheelchair-accessible ramp to the

    Frank Provance Diamond Realty

    769 Davidson Hill Rd, Chester, VT 05143
    • /14

      Est $266,445 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      184 Kevadus Cir, Chester, VT 05143

      184 Kevadus Cir, Chester, VT 05143
  • /29

    $875,000

    • Land
    • 67.4 Acres
    • $12,982 per Acre

    00 Markham Ln, Weston, VT 05161

    An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills,

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    00 Markham Ln, Weston, VT 05161
  • /31

    $600,000 Sold Aug 18, 2025

    • 2,747 Sq Ft
    • $218/SF
    • 71 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    350 Farrar Rd, Chester, VT 05143

    ~Price correction~ Looking for a peaceful escape with plenty of space to spread out? This inviting home sits on a quiet dirt road, just minutes from the heart of Chester Village and close to all the best things Vermont has to offer—skiing, hiking, swimming, and more. This property is perfect as a Primary home, vacation home or can be used as a short-term rental.Inside, there’s tons of

    Linda Benoit Highland Realty

    350 Farrar Rd, Chester, VT 05143
    • /16

      Est $259,791 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      192 Kevadus Cir, Chester, VT 05143

      192 Kevadus Cir, Chester, VT 05143
  • /52

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,794 Sq Ft

    95 Church St, Chester, VT 05143

    Charming Renovated Farmhouse in the Heart of ChesterThis beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway.Inside, enjoy a spacious kitchen with custom

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    95 Church St, Chester, VT 05143
  • /60

    $677,000 Sold Aug 15, 2025

    • 2,456 Sq Ft
    • $276/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1878

    3236 Weston-Andover Rd, Chester, VT 05143

    Set on a stunning, level 7.38-acre parcel, this beautifully updated farmhouse is turnkey and full of character, comfort, and space! The convenient mudroom offers built-in shelving for your gear and leads into a lovely country kitchen featuring handmade cabinetry, granite countertops, a butcher block island, and a cozy breakfast bar. Step out to the charming front porch to enjoy your morning

    Mendi Michael Engel & Völkers Okemo

    3236 Weston-Andover Rd, Chester, VT 05143
    • /40

      Est $247,975 Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 2,240 Sq Ft

      165 Vt Route 103 S, Chester, VT 05143

      165 Vt Route 103 S, Chester, VT 05143
  • /60

    $200,000

    • Land
    • 6.63 Acres
    • $30,166 per Acre

    00 Vermont 103, Andover, VT 05143

    Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With aproposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life. The lot offersample space for parking and potential for mountain or woodland views with some strategic tree clearing. Whether

    Rachael Rogala Rachael Rogala Inc.

    00 Vermont 103, Andover, VT 05143
  • /41

    $364,000 Sold Aug 15, 2025

    • 1,758 Sq Ft
    • $207/SF
    • 22 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1860

    3091 Route 121, Windham, VT 05359

    Slow down and take time to soak up the charm and character of this sweet house in the beautiful town of Windham! The c. 1860 antique Country Cape is a true testament to the enduring appeal of fine craftsmanship and a life well-lived. The house sits on 12 acres, with a stream and flower-filled meadows beyond, and one of the best front porches in Windham – relax, enjoy the view, and watch the world

    Claudia Harris Mary Mitchell Miller Real Estate

    3091 Route 121, Windham, VT 05359
    • /18

      Est $354,903 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,686 Sq Ft

      183 Pleasant St, Chester, VT 05143

      183 Pleasant St, Chester, VT 05143
  • /60

    $115,000

    • Land
    • 3.28 Acres
    • $35,061 per Acre

    00 Vt Route 103 N, Chester, VT 05143

    Tucked just off scenic Route 103 in charming Chester, this parcel offers a prime opportunity to create your own Vermont retreat. With a proposed well and septic design already in place, much of the groundwork has been done—now it's your turn to bring the vision to life.The lot offers ample space for parking and potential for mountain or woodland views with some strategic tree clearing.

    Rachael Rogala Rachael Rogala Inc.

    00 Vt Route 103 N, Chester, VT 05143
  • /42

    $315,000 Sold Aug 06, 2025

    • 1,566 Sq Ft
    • $201/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    4150 Trebo Rd, Chester, VT 05143

    This lovingly maintained manufactured home is just waiting for its new owner to enjoy! Located less than 10 mins from North Springfield and just 20 mins to Ludlow on a quiet dirt road. Enter through the large multi-purpose room with views of the pond and perennial gardens. Laundry is conveniently located in the hallway off the kitchen. A wood stove in the living room adds charm and warmth.

    Alexandra Eatmon Kelley Real Estate, Inc.

    4150 Trebo Rd, Chester, VT 05143
    • /26

      Est $384,887 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,382 Sq Ft

      73 Maple St, Chester, VT 05143

      73 Maple St, Chester, VT 05143
  • /19

    $349,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    302 Davidson Hill Rd, Chester, VT 05143

    This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity

    Thaddeus Abare Barrett and Valley Associates Inc.

    302 Davidson Hill Rd, Chester, VT 05143
  • /16

    $285,000 Sold Jul 31, 2025

    • 1,488 Sq Ft
    • $192/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1989

    358 Maple Ridge Rd, Chester, VT 05143

    This two-bedroom, plus children's loft, is located on 2.1, open and wooded, acres on a dead-end road. It blends seclusion and privacy and is only fifteen minutes to the resort town of Ludlow. House, also, features vinyl siding with a separate, insulated two-car garage. This is a MUST SEE!!

    Gale Alger Alger Real Estate Agency

    358 Maple Ridge Rd, Chester, VT 05143
    • /23

      Est $286,071 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,430 Sq Ft

      63 Highland Ct, Chester, VT 05143

      63 Highland Ct, Chester, VT 05143
  • /15

    $85,000

    • Land
    • 4.05 Acres
    • $20,988 per Acre

    00 Hillcrest Dr, Andover, VT 05143

    Ready to Build in Southern Vermont!Dreaming of a serene mountain getaway or your forever home in Vermont? This 4.± acre gem on a quiet dead-end road offers peace, privacy, and convenience. With a State-issued wastewater permit already in hand for a 5-bedroom home, you can hit the ground running on your build. Power is right at the road and fiber-optic internet is available—ideal for

    Daire Gibney Barrett and Valley Associates Inc.

    00 Hillcrest Dr, Andover, VT 05143
  • /57

    $399,000 Sold Jul 31, 2025

    • 1,402 Sq Ft
    • $285/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    387 Weston-Andover Rd, Chester, VT 05143

    Nestled on a peaceful hillside in the town of Andover, this well-maintained home offers the soothing sounds of the Andover Branch River as your daily backdrop. Enjoy the ease of one-level living with three bedrooms, a full bathroom, and a comfortable main living space perfect for relaxing or entertaining.The walkout basement adds even more potential. Already underway is a second full

    Jessica Citera Cummings & Co

    387 Weston-Andover Rd, Chester, VT 05143
    • /30

      Est $343,304 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,267 Sq Ft

      64 Highland Ct, Chester, VT 05143

      64 Highland Ct, Chester, VT 05143
  • /21

    $55,000

    • Land
    • 1.52 Acres
    • $36,184 per Acre

    0 Remington Rd Unit 5049900, Chester, VT 05143

    If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049900, Chester, VT 05143
  • /27

    $259,000 Sold Jul 31, 2025

    • 1,488 Sq Ft
    • $174/SF
    • 126 Days On Market
    • Built 1950

    442 Elm St, Chester, VT 05143

    Terrific in town property is being offered! Two units in one building! One unit offers one bedroom and 3/4 bath open concept living and kitchen area. Second unit offers two bedrooms, living room, 3/4 bath and updated kitchen! Walk to amenities in Chester Depot including of course the train, Smitty's market and salon! Chester village less than one mile away as well.

    Lisa Kelley Cummings & Co

    442 Elm St, Chester, VT 05143
    • /35

      Est $609,028 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,864 Sq Ft

      81 Main St, Chester, VT 05143

      81 Main St, Chester, VT 05143
  • /20

    $85,000

    • Land
    • 1.82 Acres
    • $46,703 per Acre

    0 Remington Rd Unit 5049898, Chester, VT 05143

    Bring your plans and build your own piece of paradise! Just minutes from the iconic Chester town green, this scenic parcel offers the perfect blend of privacy, mountain views, and convenience. With a cleared, gently sloping build site already in place, this lot is ready for your imagination. Underground power is on site, and a well-crafted stone retaining wall, drilled well and septic components

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049898, Chester, VT 05143
  • /36

    $425,000 Sold Jul 30, 2025

    • 1,360 Sq Ft
    • $312/SF
    • 26 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    115 Orcutt Dr, Chester, VT 05143

    This charming village home in Chester, located on a peaceful dead-end street, offers a fantastic blend of comfort and convenience. The house has been meticulously maintained both inside and out. It boasts a spacious double lot with beautiful gardens and fruit trees. Inside, you'll find two bedrooms plus a versatile den, providing ample living space. The kitchen has been doubled in size with walls

    Joseph Karl William Raveis Real Estate Vermont Properties

    115 Orcutt Dr, Chester, VT 05143

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home