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Chester, MA

Chester, MA Commercial Real Estate for Sale

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Becket, MA Blandford, MA Huntington, MA Middlefield, MA Otis, MA Montgomery, MA Washington, MA Worthington, MA

Mixed-Use Building with Streetfront Retail

Updated: Jun 5

Mixed-Use Building with Streetfront Retail

27 Main St, Chester, MA 01011

$225,000

1,290 sqft

Mixed‑use building with street‑level commercial storefront and a residential unit above
1,290 SF commercial space available for lease
Commercial space features hardwood flooring and track lighting
Dedicated rear work area with industrial wash basins
Corner location along Main Street in Chester

Pasture Land with Stone Walls

Updated: May 3

Pasture Land with Stone Walls

Lot 3 Holcomb Road, Chester, MA 01011

$60,000

2.00 AC lot

2‑acre open pasture lot for a building site
Stone walls on the property
Located on a quiet gravel road
Rear of the lot borders protected conservation land
One of 4 lots available

See what stands out in Hampden County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

Cap Rate available after sign in

NOI available after sign in

Local Demand available after sign in

Based on your search, we've compiled 67 Potential Opportunities for your consideration. Besides 2 Active listings in Chester, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 61 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.

Historic Farm with Equestrian Facilities

Historic Farm with Equestrian Facilities

295 Old Post Rd, Worthington, MA 01098

$940,000

1,920 sqft

Antique residence supported by barns, fenced pastures, agricultural land, and equestrian improvements.

Multi-Use Equestrian Barn Estate

Multi-Use Equestrian Barn Estate

31 North, Chesterfield, MA 01012

$1,850,000

55.00 AC lot

Custom heated barn and outfitted equestrian facilities with additional stalls, paddocks, and space for multiple operating uses.

Agricultural Land Under Restriction

Agricultural Land Under Restriction

00 Old Post Rd, Worthington, MA 01098

$749,000

268.00 AC lot

Working farm acreage suited for crops, hay, vegetables, and livestock grazing under agricultural restrictions.

Equestrian Estate with Multi-Use Barn

Equestrian Estate with Multi-Use Barn

31 North Rd, Chesterfield, MA 01012

$1,850,000

55.00 AC lot

Equestrian property featuring custom barn, paddocks, and pastures.

Off-Market Properties in Chester, MA

Consider similar Off-Market properties in Chester, MA. 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.

Baystate Dr

INDUSTRIAL (GENERAL)

Baystate Dr, Chester, MA 01011

Value Estimation by Request

4.74 AC lot

48 Bromley Rd

RECREATIONAL, ENTERTAINMENT

48 Bromley Rd, Chester, MA 01011

Value Estimation by Request

5.30 AC lot

15 Campbell Rd

RECREATIONAL, ENTERTAINMENT

15 Campbell Rd, Chester, MA 01011-9693

$70,000

Estimated value

55.26 AC lot

11 Main St

DEPARTMENT STORE

11 Main St, Chester, MA 01011-9654

$265,000

Estimated value

6,896 sqft 0.36 AC lot

30 Main St

OFFICE/RESIDENTIAL (MIXED USE)

30 Main St, Chester, MA 01011-9232

$245,000

Estimated value

4,527 sqft 0.38 AC lot

27 Main St

OFFICE/RESIDENTIAL (MIXED USE)

27 Main St, Chester, MA 01011-9619

$245,000

Estimated value

2,763 sqft 0.17 AC lot

29 Main St

OFFICE/RESIDENTIAL (MIXED USE)

29 Main St, Chester, MA 01011-7904

$130,000

Estimated value

3,000 sqft 0.08 AC lot

Abbott Hl Rd

RECREATIONAL, ENTERTAINMENT

Abbott Hl Rd, Chester, MA 01011

$55,000

Estimated value

25.00 AC lot

101 Ingell Rd

RECREATIONAL, ENTERTAINMENT

101 Ingell Rd, Chester, MA 01011-9600

$65,000

Estimated value

10.58 AC lot

133 Middlefield Rd

WAREHOUSE, STORAGE

133 Middlefield Rd, Chester, MA 01011-9587

$285,000

Estimated value

17,084 sqft 15.74 AC lot

126 Middlefield Rd

SHOW ROOM, WAREHOUSE

126 Middlefield Rd, Chester, MA 01011

$310,000

Estimated value

8,200 sqft 0.38 AC lot

15 Main St

OFFICE/RESIDENTIAL (MIXED USE)

15 Main St, Chester, MA 01011

$260,000

Estimated value

3,299 sqft 0.45 AC lot

381 Rte 20

BULK STORAGE, TANKS

381 Rte 20, Chester, MA 01011

$245,000

Estimated value

1,600 sqft 0.31 AC lot

27 Rte 20

CAMPGROUND, RV PARK

27 Rte 20, Chester, MA 01011-9646

$255,000

Estimated value

2,532 sqft 36.00 AC lot

241 Rte 20

RESTAURANT

241 Rte 20, Chester, MA 01011-9800

$290,000

Estimated value

4,575 sqft 0.55 AC lot

39 Sylvester Hamilton Rd

OFFICE/RESIDENTIAL (MIXED USE)

39 Sylvester Hamilton Rd, Chester, MA 01011

$275,000

Estimated value

16.53 AC lot

326 Middlefield Rd

SHOW ROOM, WAREHOUSE

326 Middlefield Rd, Chester, MA 01011-9672

$270,000

Estimated value

2,880 sqft 8.00 AC lot

17 Main St

OFFICE/RESIDENTIAL (MIXED USE)

17 Main St, Chester, MA 01011-9233

$295,000

Estimated value

9,387 sqft 0.33 AC lot

Higgins Rd

RECREATIONAL, ENTERTAINMENT

Higgins Rd, Chester, MA 01011

$240,000

Estimated value

5.00 AC lot

173 Round Hl Rd

RECREATIONAL, ENTERTAINMENT

173 Round Hl Rd, Chester, MA 01011-5400

$235,000

Estimated value

1.80 AC lot

Round Hl Rd

RECREATIONAL, ENTERTAINMENT

Round Hl Rd, Chester, MA 01011

$245,000

Estimated value

63.71 AC lot

1 Baystate Dr

INDUSTRIAL - VACANT LAND

1 Baystate Dr, Chester, MA 01011-9741

$240,000

Estimated value

3.09 AC lot

Chester, MA Commercial Real Estate Market Trends and Statistics

Explore 63 commercial real estate for sale in Chester, MA on our real estate platform. These investment opportunities span a total of 1,290 square feet of properties for sale, with an estimated market value of $285,000.

Sale prices for business properties in Chester, MA start at $60,000, averaging $142,500, and reaching up to $225,000 — 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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Demographics Overview

Population 1,205

Population Growth (5Y) -16.8%

Median Household Income $87,012

College Educated 35.4%

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
01011	$142.5K

Taxes & Financing

Tax Rate (average for all types) 1.64%

Property Tax per SF $24.40 per SF

Tax Rate vs County Average 1.24 pp below county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Hampden County

New Delisted

Total CRE Inventory on Market (SF)

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