Chester, CT Retail properties & Spaces for sale

$4,200,000

21,905 SF

Mixed-Use Investment in Chester, CT

189 Middlesex Avenue, Chester, CT 06412

Fully leased mixed-use property with retail, office, and residential spaces.

Fully leased mixed‑use property with established tenants, ensuring stable and consistent revenue.
Projected 2025 Net Operating Income (NOI) of $378,000, indicating strong financials.
High visibility location on a well‑trafficked state road.
Significant annual increases and pass‑through for operating expenses.
Ample on‑site parking for tenants and visitors.

Updated: Aug 19, 2025

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$1,200,000

3,000 SF

Mixed-Use Building in Downtown Chester

21 Main Street, Chester, CT 6412

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

Prime downtown Chester location with high visibility and foot traffic.
Successful street‑level art gallery with 17 years of operation.
Profitable, fully furnished upper‑level short‑term rental.
Flexible mixed‑use zoning (retail, gallery, studio, office, live‑work).
Historic 1830 building with unique charm.

Updated: Jan 1

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$4,200,000

21,905 SF

Fully Leased Mixed-Use Investment

Fully leased mixed-use property in Chester, CT with strong financials.

189 Middlesex Avenue, Chester, CT 6412

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Explore Opportunities in Nearby Cities

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

$675,000

3,418 SF

East Haddam Commercial Opportunity

Established wine & spirits business with growth potential.

5 Norwich Road, East Haddam, CT 06423

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$749,900

4.00 Acres

Deep River Commercial Strip Plaza

Strip plaza with retail, garages, and single-family home on 4 acres.

497 Winthrop Road, Deep River, CT 06417

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Contact for pricing

3,708 SF

East Haddam Mixed-Use Property

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

5 Norwich Road, East Haddam, CT 6423

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$1,700,000

0.24 Acres

Commercial

Apartment buildings · 0.24 Acres

170 Main St, Deep River, CT 6417

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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.

$495,000

32.66 Acres

Old Saybrook Commercial Land Available

32.66 acres of commercial land in Old Saybrook, CT.

Middlesex Turnpike, Old Saybrook, CT 06475

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$299,000

0.25 Acres

Commercial Land on East Main

Commercial land with frontage on busy East Main Street.

E Main Street, Clinton, CT 06413

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$225,000

0.33 Acres

Commercial Land on Route 1

Commercial lot with high visibility and road frontage.

64 W Main Street, Clinton, CT 06413

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$749,000

Approved Commercial Lot in Madison

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

885 Boston Post Road, Madison, CT 6443

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Explore 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.

100 Main St

PARKING GARAGE, PARKING STRUCTURE • 2,214 SF

Value Estimation by Request

100 Main St, Chester, CT 06412-1305

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9 Water St

FINANCIAL BUILDING • 1,670 SF

Value Estimation by Request

9 Water St, Chester, CT 06412-1203

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26 Water St

RETAIL STORES (PERSONAL SERVICES) • 1,521 SF

Value Estimation by Request

26 Water St, Chester, CT 06412-1238

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129 Main St

RESTAURANT • 7,571 SF

PARKING GARAGE, PARKING STRUCTURE • 2,760 SF

Value Estimation by Request

23 Fry Rd, Chester, CT 06412

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4 Denlar Dr

SHOW ROOM, WAREHOUSE • 4,000 SF

Value Estimation by Request

4 Denlar Dr, Chester, CT 06412

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Chester, CT Retail Properties & Spaces Investment Opportunities Market Analysis

Explore 18 retail properties & spaces for sale in Chester, CT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 46,810 square feet of properties for sale, with an estimated market value of $9,600,000.

Sale prices for stores in Chester, CT start at $1,200,000, averaging $3,200,000, and reaching up to $4,200,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Chester, CT Retail Properties & Spaces for Sale

Mixed-Use Investment in Chester, CT

Fully leased mixed-use property with retail, office, and residential spaces.

Mixed-Use Building in Downtown Chester

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

Fully Leased Mixed-Use Investment

Explore Opportunities in Nearby Cities

East Haddam Commercial Opportunity

Deep River Commercial Strip Plaza

East Haddam Mixed-Use Property

Commercial

Potential Development Sites for Consideration

Old Saybrook Commercial Land Available

Commercial Land on East Main

Commercial Land on Route 1

Approved Commercial Lot in Madison

Explore Off-Market Properties in Chester, CT

100 Main St

9 Water St

26 Water St

129 Main St

31-33 Main St

201 Middlesex Ave

139 Middlesex Ave

10 Grote Rd

194 Middlesex Ave

1 Railroad Ave

56 Middlesex Ave

1 Main St

69 Main St

23 Fry Rd

4 Denlar Dr

Chester, CT Retail Properties & Spaces Investment Opportunities Market Analysis

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