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    Chester, CT Mixed-use Properties for Sale

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    New Haven, CT Waterbury, CT Bridgeport, CT
    Mixed-Use Investment in Chester, CT
    $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
    View details
    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

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

    189 Middlesex Avenue, Chester, CT 6412
    View details
    Based on your search, we've compiled 33 Potential Opportunities for your consideration. Besides 3 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.

    Explore Opportunities in Nearby Cities

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

    Unique Mixed-Use Property in East Haddam
    $450,000
    3,708 SF

    Unique Mixed-Use Property in East Haddam

    Charming mixed-use property with retail space and income potential.

    5 Norwich Road, East Haddam, CT 06423
    View details
    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

    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
    Residential Land in Newington, CT
    $185,999
    0.50 Acres

    Residential Land in Newington, CT

    Desirable 0.50-acre parcel to build your dream home.

    274 Cedarwood Lane, Newington, CT 06111
    View details

    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.

    1 Maple St

    1 Maple St

    OFFICE/RESIDENTIAL (MIXED USE) • 4,667 SF
    Value Estimation
    $645,000
    1 Maple St, Chester, CT 06412-1314
    View details
    14 Main St

    14 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,880 SF
    Value Estimation
    $645,000
    14 Main St, Chester, CT 06412-1342
    View details
    59-61 Main St

    59-61 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,177 SF
    Value Estimation by Request
    59-61 Main St, Chester, CT 06412
    View details
    76 Main St

    76 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 1,932 SF
    Value Estimation by Request
    76 Main St, Chester, CT 06412-1340
    View details
    5 Main St

    5 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,754 SF
    Value Estimation by Request
    5 Main St, Chester, CT 06412-1302
    View details
    159 Main St

    159 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 4,949 SF
    Value Estimation by Request
    159 Main St, Chester, CT 06412-1377
    View details
    26 Maple St

    26 Maple St

    OFFICE/RESIDENTIAL (MIXED USE) • 3,180 SF
    Value Estimation by Request
    26 Maple St, Chester, CT 06412
    View details
    51 Main St

    51 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 1,444 SF
    Value Estimation by Request
    51 Main St, Chester, CT 06412-1311
    View details
    221 Middlesex Ave

    221 Middlesex Ave

    MIXED USE (COMMERCIAL/INDUSTRIAL) • 5,717 SF
    Value Estimation by Request
    221 Middlesex Ave, Chester, CT 06412-1221
    View details
    7 Maple St

    7 Maple St

    OFFICE/RESIDENTIAL (MIXED USE) • 0.36 Acres
    Value Estimation by Request
    7 Maple St, Chester, CT 06412-1373
    View details
    21 Main St

    21 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 1,427 SF
    Value Estimation by Request
    21 Main St, Chester, CT 06412-1311
    View details
    189 Middlesex Ave Ste, Unit 191

    189 Middlesex Ave Ste, Unit 191

    OFFICE/RESIDENTIAL (MIXED USE) • 21,905 SF
    Value Estimation
    $1,230,000
    189 Middlesex Ave Ste, Chester, CT 06412-1274
    View details
    39-41 Main St

    39-41 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 1,954 SF
    Value Estimation by Request
    39-41 Main St, Chester, CT 06412
    View details
    133 Middlesex Ave

    133 Middlesex Ave

    MIXED USE (COMMERCIAL/INDUSTRIAL) • 900 SF
    Value Estimation by Request
    133 Middlesex Ave, Chester, CT 06412-1225
    View details
    1 Main St

    1 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,476 SF
    Value Estimation by Request
    1 Main St, Chester, CT 06412
    View details
    22 Denlar Dr

    22 Denlar Dr

    MIXED USE (COMMERCIAL/INDUSTRIAL) • 6,080 SF
    Value Estimation by Request
    22 Denlar Dr, Chester, CT 06412-1289
    View details
    4 Water St

    4 Water St

    OFFICE/RESIDENTIAL (MIXED USE) • 13,800 SF
    Value Estimation
    $935,000
    4 Water St, Chester, CT 06412
    View details
    23 Main St

    23 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 4,826 SF
    Value Estimation by Request
    23 Main St, Chester, CT 06412-1311
    View details
    5 Spg St

    5 Spg St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,956 SF
    Value Estimation by Request
    5 Spg St, Chester, CT 06412-1338
    View details
    17 Main St, Unit 17

    17 Main St, Unit 17

    OFFICE/RESIDENTIAL (MIXED USE) • 3,431 SF
    Value Estimation by Request
    17 Main St, Chester, CT 06412-1311
    View details
    87-89 Middlesex Ave

    87-89 Middlesex Ave

    OFFICE/RESIDENTIAL (MIXED USE) • 1.04 Acres
    Value Estimation by Request
    87-89 Middlesex Ave, Chester, CT 06412
    View details

    Chester, CT Mixed-Use Properties Investment Opportunities Market Analysis

    Explore 25 mixed-use properties for sale in Chester, CT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 547,113 square feet of properties for sale, with an estimated market value of $11,855,000.

    Sale prices for multi use buildings in Chester, CT start at $255,000, averaging $538,863, 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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