Residential

Chester, VT Residential Land & Home Lots for Sale

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13 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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Open Meadow Agricultural Land Parcel
Updated: Nov 18, 2025
Open Meadow Agricultural Land Parcel

Contro Road, Chester, VT 05143

$159,000
5.00 AC lot
5‑acre parcel with an open meadow for a homestead, cottage, or lodge concept
WWW permit is issued
Water source is well needed
Sewer is septic needed
Town‑maintained road provides easy access
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Land, Chester, VT
Land, Chester, VT

VT Route 103 lot: 4, Chester, VT 05143

$105,000
3.35 AC lot

Residential land & home lots · 3.35 Acres

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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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Land, Chester, VT
Land, Chester, VT

VT Route 103 lot: 3, Chester, VT 05143

$105,000
3.28 AC lot

Residential land & home lots · 3.28 Acres

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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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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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Land
Land

Lot 4 Maple St, Chester, VT 05143

$105,000

Residential land & home lots

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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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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 17 Potential Opportunities for your consideration. Besides 13 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.

Land, Grafton, VT
Land, Grafton, VT

711 Chester Road, Grafton, VT 05146

$154,500
12.70 AC lot

Land · 12.70 Acres

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Land, Springfield, VT
Land, Springfield, VT

14 Cemetery Road, Springfield, VT 05156

$110,000
1.47 AC lot

Land · 1.47 Acres

View details
Land, Grafton, VT
Land, Grafton, VT

Anderson Road, Grafton, VT 05146

$110,000
5.17 AC lot

Residential land & home lots · 5.17 Acres

View details
Land, Springfield, VT
Land, Springfield, VT

Griswold Drive, Springfield, VT 05150

$199,000
23.84 AC lot

Land · 23.84 Acres

View details

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

Explore 13 residential land & home lots for sale in Chester, VT, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 5,551,286 square feet of properties for sale, with an estimated market value of $1,592,000.

Sale prices for home sites in Chester, VT start at $74,000, averaging $122,461, and reaching up to $249,000 — 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 10
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 - 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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