Chester, VT Retail Properties & Spaces for Sale

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Rockingham, VT Grafton, VT Springfield, VT Andover, VT Londonderry, VT Ludlow, VT Charlestown, NH Cavendish, VT

Updated: Jun 12

Renovated Mixed-Use Property

3630 Vt Route 103 N, Chester, VT 05143

$650,000

5,324 sqft

Year built 1830, completely renovated property in Chester, VT
Two residential units with high‑quality upgrades throughout
New electrical, plumbing, insulation, and energy‑efficient windows
Two‑story commercial area included, currently occupied by an established business
Residential kitchens and bathrooms feature reclaimed materials in the renovations

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Updated: Jun 12

Mixed-Use Downtown Property

145 South Main Street, Chester, VT 05143

$385,000

3,608 sqft

Built in 1880, mixed‑use property on South Main Street in downtown Chester
Income mix includes 2 residential apartments: one 2‑bed/1‑bath and one 1‑bed/1‑bath
Also includes two commercial spaces for additional rental income
Large barn on‑site with potential for additional units or expanded uses, subject to local approvals
Ample parking for residents, customers, and tenants

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Flexible Retail or Workshop Building

3553 Vt Route 103 N, Chester, VT 05143

$164,000

2,400 sqft

A former Grange building with open interior, kitchen and bathroom, and wheelchair accessibility along a well-traveled road.

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Mixed-Use Building with Retail

34 School St, Chester, VT 05143

$465,000

A mixed-use building with storefront retail spaces and two 1-bedroom apartments in downtown Chester.

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Based on your search, we've compiled 25 Potential Opportunities for your consideration. Besides 4 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 13 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

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

Deep-Water Marina and Storage Facility

225 Missing Link Road, Rockingham, VT 05101

$999,000

11,000 sqft

For-sale marina property featuring deep-water river frontage, boat docks, and multiple storage and service buildings.

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Renovated Mixed-Use Apartment Building

1 Pleasant Street, Claremont, NH 03743

$4,865,000

32,635 sqft 0.31 AC lot

Three-story mixed-use brick building with renovated apartments and street-level retail, plus on-site laundry and modern building systems.

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Mixed-Use Apartment and Retail Building

1 Pleasant Street, Claremont, NH 03743

$4,650,000

0.31 AC lot

Three-story mixed-use brick building with 34 apartments and six street-level retail spaces on a corner downtown parcel.

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Versatile Commercial Building For Sale

130 Rockingham Street, Rockingham, VT 05101

$199,000

5,950 sqft

Commercial building with high visibility, ideal for retail or office.

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Downtown Ludlow Land For Sale

83 Main Street, Ludlow, VT 05149

$125,000

0.07 AC lot

Prime downtown Ludlow location, potential for various uses.

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Commercial-Industrial Level Land

103 School Bus Depot Road, Rockingham, VT 05101

$299,000

7.08 AC lot

Level, C-1 zoned land with long road frontage, two parcels, and 3-phase power for flexible commercial or industrial uses.

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Commercial Land with Major Road Frontage

550 NH Route 11-103, Claremont, NH 03743

$595,000

21.58 AC lot

21.58-acre parcel with major road frontage and access to public water and sewer for commercial or clustered residential development.

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Business District Development Land

Rt 10, Grantham, NH 03753

$875,000

13.43 AC lot

Commercially zoned land at a high-traffic intersection, well suited for a range of business development concepts.

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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.

SHOW ROOM, WAREHOUSE

6802 Popple Dungeon Rd, Chester, VT 05143-9825

$560,000

Estimated value

105.26 AC lot

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DEPARTMENT STORE

21 Main St, Chester, VT 05143

Value Estimation by Request

5,180 sqft 0.84 AC lot

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GROCERY, SUPERMARKET

356 Main St, Chester, VT 05143

Value Estimation by Request

7,415 sqft 1.10 AC lot

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RESTAURANT

4 Vt Rte 103rd N, Chester, VT 05143

Value Estimation by Request

1,632 sqft 119.75 AC lot

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AUTO REPAIR, GARAGE

3441 Vt Rte 10, Chester, VT 05143-9650

Value Estimation by Request

3,247 sqft 12.27 AC lot

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AUTO REPAIR, GARAGE

39 Main St, Chester, VT 05143

Value Estimation by Request

2,081 sqft 0.25 AC lot

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FINANCIAL BUILDING

48 Main St, Chester, VT 05143-9357

Value Estimation by Request

2,480 sqft 1.00 AC lot

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RESTAURANT

46 Vt Rte 103rd S, Chester, VT 05143

Value Estimation by Request

1,316 sqft 0.59 AC lot

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SHOW ROOM, WAREHOUSE

1033 Whitten Rd, Chester, VT 05143-8615

Value Estimation by Request

50.00 AC lot

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RESTAURANT

55 School St, Chester, VT 05143-9242

Value Estimation by Request

3,016 sqft 0.50 AC lot

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FINANCIAL BUILDING

57 Main St, Chester, VT 05143-9618

Value Estimation by Request

1,632 sqft 0.25 AC lot

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DEPARTMENT STORE

321 Main St, Chester, VT 05143-0018

Value Estimation by Request

9,292 sqft 1.37 AC lot

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SHOW ROOM, WAREHOUSE

274 Horsenail Hl Rd, Chester, VT 05143

Value Estimation by Request

1.02 AC lot

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Chester, VT Retail Properties & Spaces Market Trends and Statistics

Explore 17 retail properties & spaces for sale in Chester, VT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 11,332 square feet of properties for sale, with an estimated market value of $1,664,000.

Sale prices for stores in Chester, VT start at $164,000, averaging $416,000, 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

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
05143	$407K

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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Chester, VT Retail Properties & Spaces for Sale

3630 Vt Route 103 N, Chester, VT 05143

145 South Main Street, Chester, VT 05143

3553 Vt Route 103 N, Chester, VT 05143

34 School St, Chester, VT 05143

Opportunities in Nearby Cities

225 Missing Link Road, Rockingham, VT 05101

1 Pleasant Street, Claremont, NH 03743

1 Pleasant Street, Claremont, NH 03743

130 Rockingham Street, Rockingham, VT 05101

Potential Development Sites for Consideration

83 Main Street, Ludlow, VT 05149

103 School Bus Depot Road, Rockingham, VT 05101

550 NH Route 11-103, Claremont, NH 03743

Rt 10, Grantham, NH 03753

Off-Market Properties in Chester, VT

6802 Popple Dungeon Rd, Chester, VT 05143-9825

21 Main St, Chester, VT 05143

356 Main St, Chester, VT 05143

4 Vt Rte 103rd N, Chester, VT 05143

3441 Vt Rte 10, Chester, VT 05143-9650

39 Main St, Chester, VT 05143

48 Main St, Chester, VT 05143-9357

46 Vt Rte 103rd S, Chester, VT 05143

1033 Whitten Rd, Chester, VT 05143-8615

55 School St, Chester, VT 05143-9242

57 Main St, Chester, VT 05143-9618

321 Main St, Chester, VT 05143-0018

274 Horsenail Hl Rd, Chester, VT 05143

Chester, VT Retail Properties & Spaces Market Trends and Statistics

Top Commercial Asset Segments

Demographics Overview

High-Yield Neighborhoods for Investment

Taxes & Financing

Listings Trend

Total CRE Inventory on Market (SF)

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