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    Chester, CT
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    Chester, CT Retail Properties & Spaces for Sale

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    Deep River, CT Essex, CT Clinton, CT
    Mixed-Use Building in Downtown Chester
    $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
    View details
    Fully Leased Mixed-Use Investment
    $4,200,000
    21,905 SF
    Fully Leased Mixed-Use Investment

    189 Middlesex Avenue, Chester, CT 6412

    Fully leased mixed-use property in Chester, CT with strong financials.
    • Fully leased mixed‑use property with established tenants, ensuring consistent revenue.
    • Projected 2025 Net Operating Income (NOI) of $378,000, indicating strong financials.
    • Significant annual increases and pass‑through for operating expenses, enhancing profitability.
    • High visibility location on a well‑trafficked state road.
    • Ample on‑site parking for tenants and visitors.
    Updated: Aug 19, 2025
    View details
    Based on your search, we've compiled 25 Potential Opportunities for your consideration. Besides 2 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.

    Established Business in East Haddam
    $625,000
    3,418 SF
    Established Business in East Haddam

    Turnkey wine & spirits business with growth potential.

    5 Norwich Road, East Haddam, CT 06423

    View details
    Retail Strip Plaza with Ranch
    $749,900
    4.00 Acres
    Retail Strip Plaza with Ranch

    Three retail spaces plus a rented ranch on separate utilities, positioned on a state road with a good daily traffic count.

    497 Winthrop Road, Deep River, CT 06417

    View details
    Commercial
    $1,700,000
    0.24 Acres
    Commercial

    Apartment buildings · 0.24 Acres

    170 Main St, Deep River, CT 6417

    View details
    East Haddam Mixed-Use Property
    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

    View details

    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.

    Old Saybrook Commercial Land Available
    $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

    View details
    Commercial Land on East Main
    $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

    View details
    Commercial Land on Route 1
    $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

    View details
    Approved Commercial Lot in Madison
    $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

    View details

    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 Lot: 0.27 Acres
    Value Estimation by Request

    100 Main St, Chester, CT 06412-1305

    View details
    9 Water St
    FINANCIAL BUILDING
    1,670 SF Lot: 0.59 Acres
    Value Estimation by Request

    9 Water St, Chester, CT 06412-1203

    View details
    26 Water St
    RETAIL STORES (PERSONAL SERVICES)
    1,521 SF Lot: 0.51 Acres
    Value Estimation by Request

    26 Water St, Chester, CT 06412-1238

    View details
    129 Main St
    RESTAURANT
    7,571 SF Lot: 3.90 Acres
    Estimated value
    $655,000

    129 Main St, Chester, CT 06412-1344

    View details
    31-33 Main St
    RESTAURANT
    5,412 SF Lot: 0.11 Acres
    Value Estimation by Request

    31-33 Main St, Chester, CT 06412

    View details
    201 Middlesex Ave
    GAS STATION
    1,400 SF Lot: 0.55 Acres
    Value Estimation by Request

    201 Middlesex Ave, Chester, CT 06412-1221

    View details
    139 Middlesex Ave
    RESTAURANT
    2,436 SF Lot: 0.64 Acres
    Value Estimation by Request

    139 Middlesex Ave, Chester, CT 06412-1225

    View details
    10 Grote Rd
    PARKING GARAGE, PARKING STRUCTURE
    2,590 SF Lot: 0.70 Acres
    Value Estimation by Request

    10 Grote Rd, Chester, CT 06412

    View details
    194 Middlesex Ave
    SHOW ROOM, WAREHOUSE
    6,136 SF Lot: 1.00 Acre
    Value Estimation by Request

    194 Middlesex Ave, Chester, CT 06412-1219

    View details
    1 Railroad Ave
    SHOW ROOM, WAREHOUSE
    Value Estimation by Request

    1 Railroad Ave, Chester, CT 06412

    View details
    56 Middlesex Ave
    RETAIL STORES (PERSONAL SERVICES)
    6,348 SF Lot: 0.72 Acres
    Value Estimation by Request

    56 Middlesex Ave, Chester, CT 06412-1347

    View details
    1 Main St
    RETAIL STORES (PERSONAL SERVICES)
    2,200 SF Lot: 0.07 Acres
    Value Estimation by Request

    1 Main St, Chester, CT 06412-1311

    View details
    69 Main St
    RESTAURANT
    3,976 SF Lot: 0.15 Acres
    Value Estimation by Request

    69 Main St, Chester, CT 06412-1300

    View details
    23 Fry Rd
    PARKING GARAGE, PARKING STRUCTURE
    2,760 SF Lot: 0.70 Acres
    Value Estimation by Request

    23 Fry Rd, Chester, CT 06412

    View details
    4 Denlar Dr
    SHOW ROOM, WAREHOUSE
    4,000 SF Lot: 1.20 Acres
    Value Estimation by Request

    4 Denlar Dr, Chester, CT 06412

    View details

    Chester, CT Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 17 retail properties & spaces for sale in Chester, CT on our real estate platform. These investment opportunities span a total of 24,905 square feet of properties for sale, with an estimated market value of $5,400,000.

    Sale prices for stores in Chester, CT start at $1,200,000, averaging $2,700,000, 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.

    List
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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Storefront properties 1

    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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