Chester, CT Retail Properties & Spaces for Sale

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Deep River, CT Essex, CT Clinton, CT Haddam, CT East Haddam, CT Westbrook, CT Madison, CT Old Saybrook, CT

Updated: Jul 1

Mixed-Use Property with Retail and Offices

189 Middlesex Avenue, Chester, CT 06412

$3,675,000

21,905 sqft 3.02 AC lot

21,905 SF mixed‑use complex at 189–191 Middlesex Avenue in Chester, CT
Fully leased with long‑term tenants across retail, office, and residential space
3.02‑acre lot in a desirable commercial zone (C)
On‑site parking for tenants and visitors
Built in 1986; central air; public water and public sewer

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Updated: Jul 4

Mixed-Use Retail Office Residential Building

189 Middlesex Ave, Chester, CT 06412

$3,675,000

21,905 sqft 3.02 AC lot

21,905 SF mixed‑use complex at 189‑191 Middlesex Avenue with retail, office, and residential space
Fully leased with established long‑term tenants for stability and consistent revenue
3.02‑acre lot in a C (commercial) zone; built in 1986
Ample on‑site parking for tenants and visitors
Convenient access to Route 9 and Exit 3 on Route 154

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Mixed-Use Multifamily Portfolio

59-65 Maple St, Chester, CT 06412

$2,100,000

8,500 sqft

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

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Mixed-Use Building in Downtown Chester

21 Main Street, Chester, CT 06412

$1,200,000

3,000 sqft

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

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Based on your search, we've compiled 27 Potential Opportunities for your consideration. Besides 4 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 15 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.

Built-Out Retail and Upper-Level Space

5 Norwich Road, East Haddam, CT 06423

$625,000

3,418 sqft 0.11 AC lot

Retail storefront with first-floor built-ins and upper-level flexibility, located in East Haddam Village near major attractions.

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Mixed-Use Building with Storefronts

163-165 Main Street, Deep River, CT 06417

$825,000

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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East Haddam Mixed-Use Property

5 Norwich Road, East Haddam, CT 06423

$425,000

3,708 sqft

Unique mixed-use property in East Haddam Village with income potential.

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Multifamily and Laundromat Mixed-Use

170 Main Street, Deep River, CT 06417

$1,700,000

7,641 sqft

Two renovated downtown buildings include apartments with tenant-paid utilities and a ground-floor laundromat, plus shared off-street parking.

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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.

Commercial Development Land with Wetlands

Middlesex Turnpike, Old Saybrook, CT 06475

$495,000

32.66 AC lot

B4-zoned commercial parcel with wetlands, positioned for multi-building development on a major intersection near I-95.

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Commercial Frontage Development Land

E Main Street, Clinton, CT 06413

$299,000

0.25 AC lot

Commercial land with frontage on East Main St in Clinton’s Historic Village, with preliminary plans for a mixed-use building.

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B-2 Zoned Commercial Lot

64 W Main Street, Clinton, CT 06413

$225,000

0.33 AC lot

B-2 zoned commercial lot with 116 feet of road frontage and approximate daily traffic over 9,000 vehicles.

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Approved Commercial Lot in Madison

885 Boston Post Road, Madison, CT 06443

$749,000

Commercial lot approved for 5,000 SF building in downtown Madison.

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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.

PARKING GARAGE, PARKING STRUCTURE

100 Main St, Chester, CT 06412-1305

Value Estimation by Request

2,214 sqft 0.27 AC lot

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FINANCIAL BUILDING

9 Water St, Chester, CT 06412-1203

Value Estimation by Request

1,670 sqft 0.59 AC lot

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RETAIL STORES (PERSONAL SERVICES)

26 Water St, Chester, CT 06412-1238

Value Estimation by Request

1,521 sqft 0.51 AC lot

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RESTAURANT

129 Main St, Chester, CT 06412-1344

$655,000

Estimated value

7,571 sqft 3.90 AC lot

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RESTAURANT

31-33 Main St, Chester, CT 06412

Value Estimation by Request

5,412 sqft 0.11 AC lot

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GAS STATION

201 Middlesex Ave, Chester, CT 06412-1221

Value Estimation by Request

1,400 sqft 0.55 AC lot

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RESTAURANT

139 Middlesex Ave, Chester, CT 06412-1225

Value Estimation by Request

2,436 sqft 0.64 AC lot

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PARKING GARAGE, PARKING STRUCTURE

10 Grote Rd, Chester, CT 06412

Value Estimation by Request

2,590 sqft 0.70 AC lot

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SHOW ROOM, WAREHOUSE

194 Middlesex Ave, Chester, CT 06412-1219

Value Estimation by Request

6,136 sqft 1.00 AC lot

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SHOW ROOM, WAREHOUSE

1 Railroad Ave, Chester, CT 06412

Value Estimation by Request

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RETAIL STORES (PERSONAL SERVICES)

56 Middlesex Ave, Chester, CT 06412-1347

Value Estimation by Request

6,348 sqft 0.72 AC lot

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RETAIL STORES (PERSONAL SERVICES)

1 Main St, Chester, CT 06412-1311

Value Estimation by Request

2,200 sqft 0.07 AC lot

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RESTAURANT

69 Main St, Chester, CT 06412-1300

Value Estimation by Request

3,976 sqft 0.15 AC lot

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PARKING GARAGE, PARKING STRUCTURE

23 Fry Rd, Chester, CT 06412

Value Estimation by Request

2,760 sqft 0.70 AC lot

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SHOW ROOM, WAREHOUSE

4 Denlar Dr, Chester, CT 06412

Value Estimation by Request

4,000 sqft 1.20 AC lot

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Chester, CT Retail Properties & Spaces Market Trends and Statistics

Explore 19 retail properties & spaces for sale in Chester, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 55,310 square feet of properties for sale, with an estimated market value of $10,650,000.

Sale prices for stores in Chester, CT start at $1,200,000, averaging $2,662,500, and reaching up to $3,675,000 — 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 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	$2.7M

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 Retail Properties & Spaces for Sale

189 Middlesex Avenue, Chester, CT 06412

189 Middlesex Ave, Chester, CT 06412

59-65 Maple St, Chester, CT 06412

21 Main Street, Chester, CT 06412

Opportunities in Nearby Cities

5 Norwich Road, East Haddam, CT 06423

163-165 Main Street, Deep River, CT 06417

5 Norwich Road, East Haddam, CT 06423

170 Main Street, Deep River, CT 06417

Potential Development Sites for Consideration

Middlesex Turnpike, Old Saybrook, CT 06475

E Main Street, Clinton, CT 06413

64 W Main Street, Clinton, CT 06413

885 Boston Post Road, Madison, CT 06443

Off-Market Properties in Chester, CT

100 Main St, Chester, CT 06412-1305

9 Water St, Chester, CT 06412-1203

26 Water St, Chester, CT 06412-1238

129 Main St, Chester, CT 06412-1344

31-33 Main St, Chester, CT 06412

201 Middlesex Ave, Chester, CT 06412-1221

139 Middlesex Ave, Chester, CT 06412-1225

10 Grote Rd, Chester, CT 06412

194 Middlesex Ave, Chester, CT 06412-1219

1 Railroad Ave, Chester, CT 06412

56 Middlesex Ave, Chester, CT 06412-1347

1 Main St, Chester, CT 06412-1311

69 Main St, Chester, CT 06412-1300

23 Fry Rd, Chester, CT 06412

4 Denlar Dr, Chester, CT 06412

Chester, CT 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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