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    Chester, CT Office Properties & Spaces for Sale

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    New Haven, CT Waterbury, CT Hartford, 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 23 Potential Opportunities for your consideration. Besides 3 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 12 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.

    East Haddam Commercial Opportunity
    $675,000
    3,418 SF

    East Haddam Commercial Opportunity

    Established wine & spirits business with growth potential.

    5 Norwich Road, East Haddam, CT 06423
    View details
    Historic Office Building in Essex
    $2,195,000
    12,600 SF

    Historic Office Building in Essex

    Original 1916 E.E. Dickinson office building with historic details.

    31 North Main Street, Essex, CT 6426
    View details
    Iconic Essex Commercial Mixed-Use Property
    $795,000
    4,544 SF

    Iconic Essex Commercial Mixed-Use Property

    Historic Essex commercial property approved for mixed-use development.

    3 Essex Square, Essex, CT 6426
    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
    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
    Waterford Commercial Land For Sale
    $1,250,000
    68.00 Acres

    Waterford Commercial Land For Sale

    68-acre commercial land near I-95 in Waterford, CT.

    267 Waterford Parkway N, Waterford, CT 06385
    View details
    Waterford Industrial Land For Sale
    $600,000

    Waterford Industrial Land For Sale

    Undeveloped land in high-traffic location near I-95 and I-395.

    77 Foster Road, Waterford, CT 6385
    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.

    86 Main St

    86 Main St

    OFFICE BUILDING • 5,799 SF
    Value Estimation
    $1,005,000
    86 Main St, Chester, CT 06412-1340
    View details
    150 Main St

    150 Main St

    MEDICAL BUILDING • 2,563 SF
    Value Estimation by Request
    150 Main St, Chester, CT 06412-1340
    View details
    6 Main St

    6 Main St

    OFFICE BUILDING • 4,935 SF
    Value Estimation
    $1,320,000
    6 Main St, Chester, CT 06412-1390
    View details
    91 Main St

    91 Main St

    OFFICE BUILDING • 3,446 SF
    Value Estimation by Request
    91 Main St, Chester, CT 06412-1311
    View details
    1 Main St

    1 Main St

    OFFICE BUILDING • 5,886 SF
    Value Estimation
    $1,045,000
    1 Main St, Chester, CT 06412-1201
    View details
    16-18 Main St

    16-18 Main St

    OFFICE BUILDING • 1,420 SF
    Value Estimation by Request
    16-18 Main St, Chester, CT 06412
    View details
    9 Main St

    9 Main St

    OFFICE BUILDING • 1,726 SF
    Value Estimation by Request
    9 Main St, Chester, CT 06412-1201
    View details
    97 Main St

    97 Main St

    OFFICE BUILDING • 1,544 SF
    Value Estimation by Request
    97 Main St, Chester, CT 06412-1311
    View details
    151 Middlesex Ave

    151 Middlesex Ave

    OFFICE BUILDING • 543 SF
    Value Estimation by Request
    151 Middlesex Ave, Chester, CT 06412
    View details
    2 Main St

    2 Main St

    OFFICE BUILDING • 2,789 SF
    Value Estimation
    $555,000
    2 Main St, Chester, CT 06412-1240
    View details
    65 Main St

    65 Main St

    OFFICE BUILDING • 1,827 SF
    Value Estimation by Request
    65 Main St, Chester, CT 06412-1311
    View details
    3 Inspiration Ln

    3 Inspiration Ln

    OFFICE BUILDING • 4,000 SF
    Value Estimation
    $785,000
    3 Inspiration Ln, Chester, CT 06412-1356
    View details

    Chester, CT Office Properties & Spaces Investment Opportunities Market Analysis

    Explore 15 office 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 office spaces 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.

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