Realmo

Buy
- For Sale
- Post a Listing
Property Types
- Retail
  
  Storefront
- Office
  
  Office Units
  
  Building
- Residential Income
  
  Multifamily
  
  Duplex
- Restaurants
  
  Conventional Restaurant
- Industrial
  
  Flex Space
- Warehouse
- Mixed-Use
- Hospitality
  
  Hotel
- Land
  
  Residential
  
  Commercial
  
  Recreation
  
  Waterfront
  
  Hunting
- Agricultural
- Specialty
Rent
- For Lease
- Post a Listing
Space Uses
- Office
Analytics
- Realmo Analytics
- Ownership Records
- Contacts
- Mortgages
- Value Estimation
- Cap Rate
- Zoning Insight
- Location Intelligence
- Business Placement
- Recently Sold
- Off-Market Leads

Advertise Sign In

For Sale
- Retail
  - Storefront
- Office
  - Office Units
  - Building
- Residential Income
  - Multifamily
  - Duplex
- Restaurants
  - Conventional Restaurant
- Industrial
  - Flex Space
- Warehouse
- Mixed-Use
- Hospitality
  - Hotel
- Land
  - Residential
  - Commercial
  - Recreation
  - Waterfront
  - Hunting
- Agricultural
- Specialty
For Lease
- Office
Realmo Analytics
Ownership Records
Contacts
Mortgages
Value Estimation
Cap Rate
Zoning Insight
Location Intelligence
Business Placement
Recently Sold
Off-Market Leads
Advertise
Find Brokers

Chester, VT

Chester, VT Commercial Real Estate for Sale

List

Map

Jamaica, VT Grafton, VT Andover, VT Springfield, VT Ludlow, VT Rockingham, VT Proctorsville, VT Charlestown, NH

8 properties

Sort:

Open-Plan Storefront Building

Updated: Jul 17

Open-Plan Storefront Building

39 S Main Street, Chester, VT 05143

$285,000

0.25 AC lot

37' x 35' main interior room with open layout
0.25‑acre parcel with Village zoning
Located at the intersection of Route 11 and Route 35
Walk‑in refrigerator bank, rear office or galley area, and one half bath
On‑site parking with pull‑in, pull‑out access

Open-Layout Flex Building

Updated: Jul 28, 2025

Open-Layout Flex Building

3553 VT Route 103 N, Chester, VT 05143

$149,000

0.75 AC lot

2,400‑square‑foot open flex building on 0.75 acres
Commercial zoning supports a range of business configurations
1950 wood‑frame construction with a metal roof
Kitchen, bathroom, and basement included
Accessible approach with ramp

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.

Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center

Iconic Fullerton Inn For Sale

Iconic Fullerton Inn For Sale

40 The Common, Chester, VT 05143

$1,495,000

18,896 sqft 2.28 AC lot

Southern Vermont hospitality landmark in historic downtown Chester.

Open-Plan Storefront Property

Open-Plan Storefront Property

39 S Main St, Chester, VT 05143

$285,000

1,802 sqft 0.25 AC lot

Village-zoned commercial space with refrigeration, support areas, parking, and flexible interior layout options.

Open Flex Space with Kitchen

Open Flex Space with Kitchen

3553 Vt Route 103 N, Chester, VT 05143

$149,000

2,400 sqft

Accessible commercial building with an open interior, kitchen, and bathroom.

Chester VT Specialty Property

Chester VT Specialty Property

3630 Vt Route 103 N, Chester, VT 05143

$650,000

2.00 AC lot

Specialty property for sale in Chester, Vermont.

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.

Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 8 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 64 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.

Industrial Building with Drive-In Door

Industrial Building with Drive-In Door

10 Precision Drive, Springfield, VT 05150

$2,950,000

63,073 sqft 5.00 AC lot

Industrial space with 13-23' ceilings, multiple loading options, 3,600 sq ft office, and 400A 480V 3-phase power.

Manufacturing Building with Loading Docks

Manufacturing Building with Loading Docks

10 Precision Drive, Springfield, VT 05150

$2,950,000

9.50 AC lot

Industrial facility offering substantial production space, dedicated offices, multiple loading doors, and paved parking on a large site.

Multifamily Property with Barns

Multifamily Property with Barns

2055 & 2071 Main and 28 Pleasant Street, Cavendish, VT 05142

$399,000

2,496 sqft 0.71 AC lot

Three connected properties include residential units, large barn spaces, and ongoing renovation work.

Three-Property Mixed-Use Portfolio

Three-Property Mixed-Use Portfolio

2055 & 2071 Main and 28 Pleasant Street, Cavendish, VT 05142

$399,000

0.71 AC lot

Combined Main Street and Pleasant Street holdings include residential, office, barn, and workshop components with separate access.

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.

136 Main St

COMMERCIAL (GENERAL)

136 Main St, Chester, VT 05143

Estimated value:

$270,000

0.66 AC lot

26 Main St

OFFICE (GENERAL)

26 Main St, Chester, VT 05143-9357

Estimated value:

$245,000

2,562 sqft 0.75 AC lot

2739 Vt Rte 11th E

COMMERCIAL (GENERAL)

2739 Vt Rte 11th E, Chester, VT 05143

Estimated value:

$285,000

800 sqft 3.50 AC lot

COMMERCIAL (GENERAL)

15 Depot St, Chester, VT 05143

Estimated value:

$280,000

4,493 sqft 0.12 AC lot

2350 Vt Rte 10

OFFICE/RESIDENTIAL (MIXED USE)

2350 Vt Rte 10, Chester, VT 05143-9636

Estimated value:

$255,000

1,876 sqft 10.90 AC lot

472 Main St

COMMERCIAL (GENERAL)

472 Main St, Chester, VT 05143-9361

Estimated value:

$465,000

5,546 sqft 1.00 AC lot

442 Elm St

COMMERCIAL (GENERAL)

442 Elm St, Chester, VT 05143-9290

Estimated value:

$135,000

1,488 sqft 0.25 AC lot

117 Main St

OFFICE/RESIDENTIAL (MIXED USE)

117 Main St, Chester, VT 05143-9620

Estimated value:

$260,000

2,008 sqft 0.75 AC lot

6802 Popple Dungeon Rd

SHOW ROOM, WAREHOUSE

6802 Popple Dungeon Rd, Chester, VT 05143-9825

Estimated value:

$495,000

105.26 AC lot

12 Cmn St

STORE/OFFICE (MIXED USE)

12 Cmn St, Chester, VT 05143

Estimated value:

$315,000

4,060 sqft 0.25 AC lot

173 Horsenail Hl Rd

COMMERCIAL (GENERAL)

173 Horsenail Hl Rd, Chester, VT 05143

Estimated value:

$125,000

36.25 AC lot

665 Vt Rte 10

COMMERCIAL (GENERAL)

665 Vt Rte 10, Chester, VT 05143-9656

Estimated value:

$495,000

4,674 sqft 10.25 AC lot

Grafton St

INDUSTRIAL (GENERAL)

Grafton St, Chester, VT 05143

Estimated value:

$65,000

3.29 AC lot

Taylor Hl

INDUSTRIAL (GENERAL)

Taylor Hl, Chester, VT 05143

Estimated value:

$55,000

64.00 AC lot

2490 Flamstead Rd

INDUSTRIAL (GENERAL)

2490 Flamstead Rd, Chester, VT 05143-8889

Estimated value:

$240,000

4.00 AC lot

81 Gold Riv Ext

COMMERCIAL (GENERAL)

81 Gold Riv Ext, Chester, VT 05143-0017

Estimated value:

$230,000

1.95 AC lot

Chester, VT Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Chester, VT, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 23,098 square feet of properties for sale, with an estimated market value of $3,912,000.

Sale prices for business properties in Chester, VT start at $149,000, averaging $489,000, and reaching up to $1,495,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

List

Map

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	$472.4K

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)

Need Help?

Reach out if you need assistance with Realmo tools or have questions about your listings

Contact Us