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Chester, VT Land for Sale

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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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Private Hunting and Recreation Land
Private Hunting and Recreation Land

1175 Quarry Rd, Chester, VT 05143

$270,000
75.00 AC lot

Mostly wooded 75-acre parcel with rising topography on a dead-end dirt road.

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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

$250,000
10.02 AC lot

Residential land & home lots · 10.02 Acres

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LAND - Chester, VT
LAND - Chester, VT

250 Fenton Road, Chester, VT 05148

$138,000
4.70 AC lot

Land · 4.70 Acres

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Land with Views and Pond
Land with Views and Pond

377 Coach Rd, Chester, VT 05143

$175,000

Rare parcel with long-range views, pond, development potential.

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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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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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Commercial Land For Sale
Commercial Land For Sale

3630 VT RT 103 N, Chester, VT 05143

$650,000
2.00 AC lot

Commercial land available for sale.

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

Linden Way, Chester, VT 05143

$85,000
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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15.5 Acre Chester Land Parcel
15.5 Acre Chester Land Parcel

00 Remington Rd, Chester, VT 05143

$74,000
15.50 AC lot

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

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Land
Land

00 Snell Rd, Chester, VT 05143

$87,500

Residential land & home lots

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Based on your search, we've compiled 22 Potential Opportunities for your consideration. Besides 14 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 4 Off-Market properties to explore as potential leads

Opportunities in Nearby Cities

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

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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Land For Sale Springfield, VT
Land For Sale Springfield, VT

00 Will Dean Rd, Springfield, VT 05156

$170,000
10.04 AC lot

Land available for purchase in Springfield, Vermont.

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Agricultural Land Parcel for Development
Agricultural Land Parcel for Development

Marsh Cross Road, Andover, VT 05143

$3,150,000
506.00 AC lot

Large rural parcel in current use with meadow, woodlands, and trail/brook features for agricultural or homestead use.

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Residential Lot in Springfield
Residential Lot in Springfield

341 Seavers Brook Rd, Springfield, VT 05156

$39,999
1.00 AC lot

Easy building lot in a nice Springfield neighborhood.

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Off-Market Properties in Chester, VT

Consider similar Off-Market properties in Chester, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

Whitmore Brk Rd
Farms

0 Whitmore Brk Rd, Chester, VT 05143

Value Estimation by Request
18.54 AC lot
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Howard Hill Rd
Land

0 Howard Hill Rd, Chester, VT 05143

Value Estimation by Request
200.27 AC lot
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173 Horse Hl Rd
Farms

173 Horse Hl Rd, Chester, VT 05143

Value Estimation by Request
534.04 AC lot
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Land For Sub Sta
VACANT COMMERCIAL LAND

Land For Sub Sta, Chester, VT 05143

Value Estimation by Request
0.81 AC lot
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Chester, VT Land Market Trends and Statistics

Explore 18 land for sale in Chester, VT, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 10,613,830 square feet of properties for sale, with an estimated market value of $2,580,000.

Sale prices for lots in Chester, VT start at $74,000, averaging $184,285, and reaching up to $650,000 — 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 4
Agricultural land / Farmland 2
Commercial land 1
Hunting land 1
Recreation 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 $138K
Chester $215.9K

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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