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New Construction Homes in Chester, VT

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  • /37

    $399,000 Custom Home

    40 Fenton Rd, Chester, VT 05143

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of

    Agent Photo

    John Napier

    TPW Real Estate

    40 Fenton Rd, Chester, VT 05143
  • /38

    $695,000 Custom Home

    717 Horsenail Hill Rd, Chester, VT 05143

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

    Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances.The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious

    Robin Apps Four Seasons Sotheby's Int'l Realty

    717 Horsenail Hill Rd, Chester, VT 05143
  • /3

    $175,000 Lot/Land

    377 Coach Rd, Chester, VT 05143

    • 12.51 Acres
    • $13,989 per Acre

    Minutes to the Village Green, yet peaceful and private, this rare parcel offers the perfect balance of convenience and Vermont tranquility. The property features beautiful long-range views and a small pond with potential for expansion, creating a picturesque setting for your future home.Located in an area identified for development, it offers both a wonderful building site and long-term

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    377 Coach Rd, Chester, VT 05143
  • /22

    $85,000 Lot/Land

    0 Linden Way Unit 5093908, Chester, VT 05143

    • 5 Acres
    • $17,000 per Acre

    Privacy doesn't have to mean isolation!!Wooded acreage, village convenience, and modern connectivity are rarely found in the same package. This newly approved 5 acre parcel in Chester, Vermont offers a private setting surrounded by mature forest while remaining just minutes from the historic village center. Accessed via a private right-of-way, the property provides a peaceful location for a

    Daire Gibney Barrett and Valley Associates Inc.

    0 Linden Way Unit 5093908, Chester, VT 05143
  • /60

    $200,000 Lot/Land

    00 Vermont 103, Andover, VT 05143

    • 6.63 Acres
    • $30,166 per Acre

    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 Lange Lange & Lange

    00 Vermont 103, Andover, VT 05143
  • /9

    $119,000 Lot/Land

    0 Green Mountain Turnpike Unit 5081034, Chester, VT 05143

    • 7.95 Acres
    • $14,969 per Acre

    Nestled in the picturesque hills of Chester, this inviting 7.95+/- acre property offers the perfect blend of privacy, beauty, and potential. Wander through a peaceful forest where moss covered stones, classic Vermont stone walls, and soft woodland light create a truly serene setting. With some thoughtful clearing, this parcel could open up to stunning views overlooking the charming fields and

    Thaddeus Abare Barrett and Valley Associates Inc.

    0 Green Mountain Turnpike Unit 5081034, Chester, VT 05143
  • /60

    $115,000 Lot/Land

    00 Vt Route 103 N, Chester, VT 05143

    • 3.28 Acres
    • $35,061 per Acre

    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. Whether

    Rachael Lange Lange & Lange

    00 Vt Route 103 N, Chester, VT 05143
  • /3

    $159,000 Lot/Land

    00 Contro Rd, Chester, VT 05143

    • 5 Acres
    • $31,800 per Acre

    There are many ways to love Vermont and many ways to live here. This 5 acre parcel has a great open meadow perfect for a homestead farm, little get away cottage or a lovely lodge! Just build the lifestyle you want and forget the rest! A few minutes to Main Street Chester and the Common, A few more to the interstate, and nestled close to skiing, hiking and boating. The WWW permit is issued, town

    Christine Lewis Brattleboro Area Realty

    00 Contro Rd, Chester, VT 05143
  • /14

    $74,000 Lot/Land

    00 Remington Rd, Chester, VT 05143

    • 15.5 Acres
    • $4,774 per Acre

    Bring your ideas for building your own home on this 15.5 acre parcel of land in the quintessential town of Chester. Located minutes to the 91 FWY. Vermont Academy nearby along with several hiking and snowmobile trails. Seller has included the cost for clearing the building site and a driveway to house site. Come look at this property and enjoy all it has to offer.

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    00 Remington Rd, Chester, VT 05143
  • /22

    $249,000 Lot/Land

    000 Green Mountain Turnpike, Andover, VT 05143

    • 84 Acres
    • $2,964 per Acre

    84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property

    Daire Gibney Barrett and Valley Associates Inc.

    000 Green Mountain Turnpike, Andover, VT 05143
  • /14

    $87,500 Lot/Land

    00 Snell Rd, Chester, VT 05143

    • 10.4 Acres
    • $8,413 per Acre

    CHESTER 10.4+/- acre parcel of land offers offers 180 degree ridgeline views with clearing from an elevated plateau for either a house site or a camp site with a home closer to the town maintained road. A nice stream meanders through the property which is dotted with large rocks and stone walls. There is 245 ft. of frontage on Snell Road and utility pole at the road. Close to Okemo and Magic

    Geralyn Donohue Four Seasons Sotheby's Int'l Realty

    00 Snell Rd, Chester, VT 05143
  • /32

    $153,000 Lot/Land

    250 Fenton Rd, Chester, VT 05143

    • 4.7 Acres
    • $32,553 per Acre

    Welcome to a place where the sound of the river becomes part of your daily rhythm. This 4.7-acre parcel with an end-of-road location offers an extraordinary 1,400 feet of frontage on the Williams River, creating a private and tranquil retreat just five minutes from the quintessential Vermont charm of Chester Village. The land unfolds beautifully: wide, flat, sun-filled fields stretch toward the

    Rachel Febbie EXP Realty

    250 Fenton Rd, Chester, VT 05143
  • /12

    $120,000 Lot/Land

    508 Mattson Rd, Chester, VT 05143

    • 3.24 Acres
    • $37,037 per Acre

    This property offers so many possibilities! Nestled on a quiet dirt road in scenic Chester just 10 mile from Okemo, this 3.24-acre parcel offers the perfect blend of open space and wooded privacy. The front of the lot features a sunny, open field with a pole barn—ideal for storage, hobbies, or future expansion. As you move toward the back of the property, the land gently slopes up to a wooded

    Jessica Citera Cummings & Co

    508 Mattson Rd, Chester, VT 05143

Frequently Asked Questions

What warranties come with a new construction home?
Most Builders provide a 1-year workmanship warranty, a 2-year systems warranty, and a 10-year structural warranty.
What upgrades are included in a new build vs what is considered extras?
Builders in Chester, VT usually offer a base package and optional upgrades such as flooring, countertops, and appliances.
Do new construction homes in Chester, VT hold their value?
Yes, especially in fast-growing areas of Chester, VT. Resale values are supported by population growth, job opportunities, and desirable schools.
What happens if I find issues after moving in to new build?
Builders typically provide a post-move in warranty service to address punch list items.
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