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    Chester, CT Mixed-use Properties 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 32 Potential Opportunities for your consideration. Besides 2 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 22 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.

    Haddam Mixed-Use Development Opportunity
    $1,320,000
    3,036 SF

    Haddam Mixed-Use Development Opportunity

    Two-family home with approvals for 24 additional units on 1.26 acres.

    1572 Saybrook Road, Haddam, CT 06438
    View details
    Haddam Mixed-Use Development Opportunity
    $1,320,000
    3,036 SF

    Haddam Mixed-Use Development Opportunity

    Two-family home with permits for 24 new units.

    1572 Saybrook Road, Haddam, CT 06438
    View details
    East Haddam Mixed-Use Opportunity
    $450,000

    East Haddam Mixed-Use Opportunity

    Unique mixed-use property in East Haddam Village near local attractions.

    5 Norwich Rd, East Haddam, CT 6423
    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.

    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
    Waterfront Development Site in Guilford
    Contact for pricing
    6,358 SF

    Waterfront Development Site in Guilford

    Waterfront development site with potential for mixed-use in Guilford, CT.

    505 Old Whitfield Street, Guilford, CT 06437
    View details
    Waterfront Development Site in Guilford
    Contact for pricing
    1.90 Acres

    Waterfront Development Site in Guilford

    Waterfront development site with potential for mixed-use in Guilford, CT.

    505 Old Whitfield Street, Guilford, CT 06437
    View details
    Southold Land with Business Zoning
    $1,600,000
    2.00 Acres

    Southold Land with Business Zoning

    Two acres in Southold, NY with desirable business zoning.

    55975 Route 25, Southold, NY 11971
    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.

    1 Maple St
    OFFICE/RESIDENTIAL (MIXED USE)
    4,667 SF Lot: 0.15 Acres
    Estimated value
    $645,000

    1 Maple St, Chester, CT 06412-1314

    View details
    14 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,880 SF Lot: 0.10 Acres
    Estimated value
    $645,000

    14 Main St, Chester, CT 06412-1342

    View details
    59-61 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,177 SF Lot: 0.08 Acres
    Value Estimation by Request

    59-61 Main St, Chester, CT 06412

    View details
    76 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    1,932 SF Lot: 0.35 Acres
    Value Estimation by Request

    76 Main St, Chester, CT 06412-1340

    View details
    5 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,754 SF Lot: 0.08 Acres
    Value Estimation by Request

    5 Main St, Chester, CT 06412-1302

    View details
    159 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    4,949 SF Lot: 0.31 Acres
    Value Estimation by Request

    159 Main St, Chester, CT 06412-1377

    View details
    26 Maple St
    OFFICE/RESIDENTIAL (MIXED USE)
    3,180 SF Lot: 0.45 Acres
    Value Estimation by Request

    26 Maple St, Chester, CT 06412

    View details
    51 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    1,444 SF Lot: 0.05 Acres
    Value Estimation by Request

    51 Main St, Chester, CT 06412-1311

    View details
    221 Middlesex Ave
    MIXED USE (COMMERCIAL/INDUSTRIAL)
    5,717 SF Lot: 0.92 Acres
    Value Estimation by Request

    221 Middlesex Ave, Chester, CT 06412-1221

    View details
    7 Maple St
    OFFICE/RESIDENTIAL (MIXED USE)
    Lot: 0.36 Acres
    Value Estimation by Request

    7 Maple St, Chester, CT 06412-1373

    View details
    21 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    1,427 SF Lot: 0.02 Acres

    21 Main St, Chester, CT 06412-1311

    View details
    189 Middlesex Ave Ste, Unit 191
    OFFICE/RESIDENTIAL (MIXED USE)
    21,905 SF Lot: 3.02 Acres
    Estimated value
    $1,230,000
    Unit 191

    189 Middlesex Ave Ste, Chester, CT 06412-1274

    View details
    39-41 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    1,954 SF Lot: 0.04 Acres
    Value Estimation by Request

    39-41 Main St, Chester, CT 06412

    View details
    133 Middlesex Ave
    MIXED USE (COMMERCIAL/INDUSTRIAL)
    900 SF Lot: 0.45 Acres
    Value Estimation by Request

    133 Middlesex Ave, Chester, CT 06412-1225

    View details
    1 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,476 SF Lot: 0.09 Acres
    Value Estimation by Request

    1 Main St, Chester, CT 06412

    View details
    22 Denlar Dr
    MIXED USE (COMMERCIAL/INDUSTRIAL)
    6,080 SF Lot: 1.08 Acres
    Value Estimation by Request

    22 Denlar Dr, Chester, CT 06412-1289

    View details
    4 Water St
    OFFICE/RESIDENTIAL (MIXED USE)
    13,800 SF Lot: 1.10 Acres
    Estimated value
    $935,000

    4 Water St, Chester, CT 06412

    View details
    23 Main St
    OFFICE/RESIDENTIAL (MIXED USE)
    4,826 SF Lot: 0.08 Acres
    Value Estimation by Request

    23 Main St, Chester, CT 06412-1311

    View details
    5 Spg St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,956 SF Lot: 0.51 Acres
    Value Estimation by Request

    5 Spg St, Chester, CT 06412-1338

    View details
    17 Main St, Unit 17
    OFFICE/RESIDENTIAL (MIXED USE)
    3,431 SF Lot: 0.09 Acres
    Value Estimation by Request
    Unit 17

    17 Main St, Chester, CT 06412-1311

    View details
    87-89 Middlesex Ave
    OFFICE/RESIDENTIAL (MIXED USE)
    Lot: 1.04 Acres
    Value Estimation by Request

    87-89 Middlesex Ave, Chester, CT 06412

    View details
    36 Main St, Unit 42
    OFFICE/RESIDENTIAL (MIXED USE)
    1,535 SF Lot: 0.27 Acres
    Value Estimation by Request
    Unit 42

    36 Main St, Chester, CT 06412-1341

    View details

    Chester, CT Mixed-Use Properties Investment Opportunities Market Analysis

    Explore 24 mixed-use properties 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 multi use buildings 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.

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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 median 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 sq ft
    Average Loan-to-Value 65.0%

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