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    Chester, VT
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    Chester, VT Residential Land & Home Lots for Sale

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    Jamaica, VT Grafton, VT Andover, VT Springfield, VT Londonderry, VT Ludlow, VT Rockingham, VT Proctorsville, VT
    16 properties
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    Village Center Buildable Lot
    Updated: Jul 20
    Village Center Buildable Lot

    427 Depot Street, Chester, VT 05143

    $100,000
    0.55 AC lot
    0.55‑acre parcel in Chester, VT with ~254 ft frontage on Depot St and ~254 ft frontage on First Ave (both public, paved roads).
    Town water and public sewer available at the street for convenient development.
    Sidewalk access on Depot St and a gravel driveway providing access from First Ave.
    Open, landscaped lot with apple trees.
    Existing foundation on the property may be repurposed for a garage, shed, or accessory structure (buyer to verify condition).
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    Chester VT Land For Sale
    Updated: Mar 27
    Chester VT Land For Sale

    Green Mountain Turnpike lot: 5, Chester, VT 05143

    $119,000
    7.95 AC lot
    7.95+/- acre property offering privacy and potential.
    Serene forest setting with moss covered stones and Vermont stone walls.
    Potential for stunning views overlooking fields and village with clearing.
    Ideal for building a dream home or getaway retreat.
    Quiet and scenic location with Vermont character.
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    Open Meadow Agricultural Land Parcel
    Open Meadow Agricultural Land Parcel

    Contro Road, Chester, VT 05143

    $159,000
    5.00 AC lot

    Five-acre parcel with an open meadow, town road access, power nearby, and a WWW permit already issued.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Custom Residence with Two-Car Garage
    Custom Residence with Two-Car Garage

    223 Coach Rd, Chester, VT 05143

    $789,000
    4,388 sqft 11.00 AC lot

    Custom home on 11± landscaped acres with five bedrooms, three baths, and an attached two-car garage in Chester, VT.

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    Land, Chester, VT
    Land, Chester, VT

    Trebo Road, Chester, VT 05143

    $149,000
    17.70 AC lot

    Residential land & home lots · 17.70 Acres

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    Land, Chester, VT
    Land, Chester, VT

    3781 Flamstead Road, Chester, VT 05143

    $225,000
    10.02 AC lot

    Residential land & home lots · 10.02 Acres

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    Horse Property Land with Outdoor Arena
    Horse Property Land with Outdoor Arena

    Green Mountain Turnpike, Chester, VT 05143

    $249,000
    84.00 AC lot

    Expansive horse-friendly land with outdoor arena, mountain views, and power and internet access along much of the frontage.

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    Residential Development Lot with Existing Foundation
    Residential Development Lot with Existing Foundation

    427 Depot St, Chester, VT 05143

    $100,000

    Open residential lot with existing foundation, dual street frontage, and town water and sewer available at the road.

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    Chester, VT
    Chester, VT

    0 Trebo Road, Chester, VT 05143

    $149,000

    Residential land & home lots

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    Vermont Land with Building Potential
    Vermont Land with Building Potential

    Farrar Road, Chester, VT 05143

    $74,500
    16.24 AC lot

    16.24 acre lot in Chester, VT, wooded and private.

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    Scenic Chester Land Parcel
    Scenic Chester Land Parcel

    508 Mattson Road, Chester, VT 05143

    $99,999
    3.24 AC lot

    3.24-acre parcel near Okemo with building potential.

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    Land, Chester, VT
    Land, Chester, VT

    250 Fenton Road, Chester, VT 05148

    $125,000
    4.70 AC lot

    Land · 4.70 Acres

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    Wooded 5-Acre Residential Development Lot
    Wooded 5-Acre Residential Development Lot

    Linden Way, Chester, VT 05143

    $79,000
    5.00 AC lot

    5-acre wooded parcel with private right-of-way access, Route 35 frontage, and a state-approved 4-bedroom wastewater permit.

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    Unimproved Land
    Unimproved Land

    469 Williams Road, Chester, VT 05143

    $129,000

    Residential land & home lots

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    Vacant Land
    Vacant Land

    00 Snell Road, Chester, VT 05143

    $87,500

    Residential land & home lots

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    15.5 Acre Chester Land Parcel
    15.5 Acre Chester Land Parcel

    00 Remington Road, Chester, VT 05143

    $74,000

    15.5 acre parcel in Chester, Vermont, build your dream home.

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    Based on your search, we've compiled 20 Potential Opportunities for your consideration. Besides 16 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Shovel-Ready Mountain View Home Site
    Shovel-Ready Mountain View Home Site

    00 Little Pond Road, Andover, VT 05143

    $650,000
    10.40 AC lot

    A permitted 10.4-acre parcel with a forest-tucked house site, roughed-in driveway, and an approved 6-bedroom septic plan.

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    Recreation Land with Trail Access
    Recreation Land with Trail Access

    Markham Mountain Road, Andover, VT 05143

    $595,000
    220.11 AC lot

    Wooded acreage with VAST snowmobile trail access through the property in a residential-zoned setting.

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    Shovel-Ready Residential Home Lot
    Shovel-Ready Residential Home Lot

    Berry Patch Lane, Ludlow, VT 05149

    $125,000
    3.82 AC lot

    Residentially zoned 3.82-acre lot with cleared meadow, woods, and a filed 4-bedroom wastewater permit.

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    Land
    Land

    713 South Hill Road, Ludlow, VT 05149

    $249,000

    Residential land & home lots

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    Chester, VT Residential Land & Home Lots Market Trends and Statistics

    Explore 16 residential land & home lots for sale in Chester, VT, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 7,204,824 square feet of properties for sale, with an estimated market value of $2,707,999.

    Sale prices for home sites in Chester, VT start at $74,000, averaging $169,249, and reaching up to $789,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Residential land & home lots 12
    Recreation land 2
    Commercial land 1
    Hunting land 1
    Waterfront Land 1

    Demographics Overview

    Population 4,916
    Population Growth (5Y) +12.0%
    Median Household Income $73,438
    College Educated 24.4%

    High-Yield Neighborhoods for Investment

    Identify Chester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    Londonderry - 05148 $125K
    Chester - 05143 $173.9K

    Taxes & Financing

    Tax Rate (average for all types) 2.38%
    Property Tax per SF $59.56 per SF
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Windsor County

    New Delisted

    Total CRE Inventory on Market (SF)

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    Most Searched ZIP Codes in Chester, VT

    • 05143
    • 05148

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