Chester, CT Commercial Real Estate for Sale

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Updated: Jul 1

Mixed-Use Property with Retail Space

189 Middlesex Avenue, Chester, CT 06412

$3,300,000

21,905 sqft 3.02 AC lot

21,905‑square‑foot mixed‑use complex with retail, office, and residential spaces
3.02‑acre parcel zoned C
Fully leased to established long‑term tenants
Built in 1986 with central air, public water, and public sewer
On‑site parking for tenants and visitors

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Updated: Jan 16

Warehouse Complex with Loading Docks

10 Denlar Drive, Chester, CT 06412

$1,450,000

28,525 sqft 2.88 AC lot

Two industrial buildings total 28,525 square feet on 2.88 acres
1961 building contains 9,875 square feet; 1987 building contains 18,650 square feet
Dock‑height and grade‑level loading with overhead doors from 10–15 ft and 16–20 ft
Located off Route 154 with proximity to Route 9 and I‑95
Offices, break room, employee lounge, fire suppression, and security system

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Nursing Home Building

132 Main Street, Chester, CT 06412

$975,000

23,467 sqft 1.94 AC lot

R-5-zoned property with public water and sewer, an in-town setting, and a separate parking lot across the street.

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Mixed-Use Retail Office Residential Building

189 Middlesex Ave, Chester, CT 06412

$3,300,000

21,905 sqft 3.02 AC lot

Fully leased mixed-use complex combining retail, office, and residential space with ample on-site parking.

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Mixed-Use Building in Downtown Chester

21 Main St, Chester, CT 06412

$995,000

3,000 sqft

Prime mixed-use property in the heart of downtown Chester.

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Two Industrial Buildings For Sale

10 Denlar Dr, Chester, CT 06412

$1,450,000

18,650 sqft

Two industrial buildings totaling 28,525 SF, available immediately.

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Two Industrial Buildings For Sale

10 Denlar Drive, Chester, CT 06412

$1,450,000

28,525 sqft 2.88 AC lot

Two industrial buildings totaling 28,525 SF available immediately.

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Turnkey Coworking Office

1 Maple Street, Chester, CT 06412

Contact for pricing

4,757 sqft

Private offices and dedicated desks are offered with utilities included for a ready-to-use downtown workspace.

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Automotive Repair Sales Storage Site

244 Middlesex Ave, Chester, CT 06412

Contact for pricing

4,963 sqft 1.40 AC lot

Automotive facility for repair, sales, and storage with 322 feet of road frontage on 1.4 acres.

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Mixed-Use Multifamily Portfolio

59-65 Maple St, Chester, CT 06412

$1,995,000

8,500 sqft

Fully occupied 12-unit portfolio featuring residential units plus commercial space and a warehouse component.

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Manufacturing Facility with High Clear Height

8 Winthrop Rd, Chester, CT 06412

Contact for pricing

40,600 sqft

Heavy power, multiple craneways, and dock and drive-in doors support manufacturing operations in a business park setting.

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Specialty Building with Mezzanine

60 Railroad Avenue, Chester, CT 06412

Contact for pricing

3,440 sqft 0.17 AC lot

Single-story specialty building with 600± sf mezzanine and 10 parking spaces; zoning WDD2 allows outside storage.

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Specialty Automotive Garage Building

224 Middlesex Turnpike, Chester, CT 06412

Contact for pricing

Specialty building with a separate garage on a 1.4-acre lot, offering 322 feet of frontage.

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Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 13 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 59 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.

Mixed-Use Building with Storefronts

163-165 Main Street, Deep River, CT 06417

$795,000

5,384 sqft

Five-unit mixed-use building with three apartments and two storefronts, occupied by long-term tenants on Main Street.

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Medical Office Space in Colonial Home

1721 Saybrook Road, Haddam, CT 06438

$700,000

3,000 sqft

Former veterinary clinic with multiple rooms, plumbing, basement access, and a whole-house automatic generator.

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Two-Story Flex Space

124 Main Street Unit 3, Deep River, CT 06417

Contact for pricing

1,400 sqft

Flexible commercial layout with an entry-level reception area, private office, bathroom, and open lower floor overlooking Keyboard Pond.

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2018 Upgraded Specialty Commercial Property

85 Bridge Rd, Haddam, CT 06438

$1,770,500

1.12 AC lot

2018 upgraded specialty commercial property on Bridge Road in Haddam, CT, on an approximate 1.12-acre parcel.

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Off-Market Properties in Chester, CT

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

VETERINARY, ANIMAL HOSPITAL

264 Middlesex Ave, Chester, CT 06412-1248

$995,000

Estimated value

5,816 sqft 2.16 AC lot

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INDUSTRIAL (GENERAL)

33 Liberty St, Chester, CT 06412-1116

$230,000

Estimated value

2.93 AC lot

View details

OFFICE/RESIDENTIAL (MIXED USE)

1 Maple St, Chester, CT 06412-1314

$660,000

Estimated value

4,667 sqft 0.15 AC lot

View details

PARKING GARAGE, PARKING STRUCTURE

100 Main St, Chester, CT 06412-1305

$260,000

Estimated value

2,214 sqft 0.27 AC lot

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FINANCIAL BUILDING

9 Water St, Chester, CT 06412-1203

$275,000

Estimated value

1,670 sqft 0.59 AC lot

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INDUSTRIAL - VACANT LAND

25 Airport Industrial Rd, Chester, CT 06412-1061

$100,000

Estimated value

1.00 AC lot

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COMMERCIAL (GENERAL)

62 Railroad Ave, Chester, CT 06412-1252

$200,000

Estimated value

4,250 sqft 1.56 AC lot

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MANUFACTURING (LIGHT)

212 Middlesex Ave, Chester, CT 06412-1273

$3,390,000

Estimated value

120,144 sqft 17.10 AC lot

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INDUSTRIAL - VACANT LAND

35 Airport Industrial Rd, Chester, CT 06412-1061

$250,000

Estimated value

1.00 AC lot

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RETAIL STORES (PERSONAL SERVICES)

26 Water St, Chester, CT 06412-1238

$415,000

Estimated value

1,521 sqft 0.51 AC lot

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OFFICE BUILDING

86 Main St, Chester, CT 06412-1340

$1,005,000

Estimated value

5,799 sqft 1.15 AC lot

View details

Chester, CT Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Chester, CT, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 208,237 square feet of properties for sale, with an estimated market value of $14,915,000.

Sale prices for business properties in Chester, CT start at $975,000, averaging $1,864,375, and reaching up to $3,300,000 — 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 3,786

Population Growth (5Y) -11.3%

Median Household Income $94,570

College Educated 64.1%

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
06412	$1.8M

Taxes & Financing

Tax Rate (average for all types) 2.95%

Property Tax per SF $57.50 per SF

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Middlesex County

New Delisted

Total CRE Inventory on Market (SF)

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Chester, CT Commercial Real Estate for Sale

189 Middlesex Avenue, Chester, CT 06412

10 Denlar Drive, Chester, CT 06412

132 Main Street, Chester, CT 06412

189 Middlesex Ave, Chester, CT 06412

21 Main St, Chester, CT 06412

10 Denlar Dr, Chester, CT 06412

10 Denlar Drive, Chester, CT 06412

1 Maple Street, Chester, CT 06412

244 Middlesex Ave, Chester, CT 06412

59-65 Maple St, Chester, CT 06412

8 Winthrop Rd, Chester, CT 06412

60 Railroad Avenue, Chester, CT 06412

224 Middlesex Turnpike, Chester, CT 06412

Opportunities in Nearby Cities

163-165 Main Street, Deep River, CT 06417

1721 Saybrook Road, Haddam, CT 06438

124 Main Street Unit 3, Deep River, CT 06417

85 Bridge Rd, Haddam, CT 06438

Off-Market Properties in Chester, CT

264 Middlesex Ave, Chester, CT 06412-1248

33 Liberty St, Chester, CT 06412-1116

1 Maple St, Chester, CT 06412-1314

100 Main St, Chester, CT 06412-1305

9 Water St, Chester, CT 06412-1203

25 Airport Industrial Rd, Chester, CT 06412-1061

62 Railroad Ave, Chester, CT 06412-1252

212 Middlesex Ave, Chester, CT 06412-1273

35 Airport Industrial Rd, Chester, CT 06412-1061

26 Water St, Chester, CT 06412-1238

86 Main St, Chester, CT 06412-1340

Chester, CT Commercial Real Estate Market Trends and Statistics

Demographics Overview

High-Yield Neighborhoods for Investment

Taxes & Financing

Listings Trend

Total CRE Inventory on Market (SF)

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