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    Chester, CT Office 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 22 Potential Opportunities for your consideration. Besides 2 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.

    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
    Historic Office Building in Essex
    $2,195,000
    Historic Office Building in Essex

    Original 1916 E.E. Dickinson office building with water views.

    31 N Main St, Essex, CT 6426

    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
    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
    $850,000
    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

    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
    OFFICE BUILDING
    5,799 SF Lot: 1.15 Acres
    Estimated value
    $1,005,000

    86 Main St, Chester, CT 06412-1340

    View details
    150 Main St
    MEDICAL BUILDING
    2,563 SF Lot: 0.49 Acres
    Value Estimation by Request

    150 Main St, Chester, CT 06412-1340

    View details
    6 Main St
    OFFICE BUILDING
    4,935 SF Lot: 0.27 Acres
    Estimated value
    $1,320,000

    6 Main St, Chester, CT 06412-1390

    View details
    91 Main St
    OFFICE BUILDING
    3,446 SF Lot: 0.55 Acres
    Value Estimation by Request

    91 Main St, Chester, CT 06412-1311

    View details
    1 Main St
    OFFICE BUILDING
    5,886 SF Lot: 0.86 Acres
    Estimated value
    $1,045,000

    1 Main St, Chester, CT 06412-1201

    View details
    16-18 Main St
    OFFICE BUILDING
    1,420 SF Lot: 0.06 Acres
    Value Estimation by Request

    16-18 Main St, Chester, CT 06412

    View details
    9 Main St
    OFFICE BUILDING
    1,726 SF Lot: 0.06 Acres
    Value Estimation by Request

    9 Main St, Chester, CT 06412-1201

    View details
    97 Main St
    OFFICE BUILDING
    1,544 SF Lot: 0.36 Acres
    Value Estimation by Request

    97 Main St, Chester, CT 06412-1311

    View details
    151 Middlesex Ave
    OFFICE BUILDING
    543 SF Lot: 18.55 Acres
    Value Estimation by Request

    151 Middlesex Ave, Chester, CT 06412

    View details
    2 Main St
    OFFICE BUILDING
    2,789 SF Lot: 0.40 Acres
    Estimated value
    $555,000

    2 Main St, Chester, CT 06412-1240

    View details
    65 Main St
    OFFICE BUILDING
    1,827 SF Lot: 0.12 Acres
    Value Estimation by Request

    65 Main St, Chester, CT 06412-1311

    View details
    3 Inspiration Ln
    OFFICE BUILDING
    4,000 SF Lot: 8.37 Acres

    3 Inspiration Ln, Chester, CT 06412-1356

    View details

    Chester, CT Office Spaces Investment Opportunities Market Analysis

    Explore 14 office 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 office spaces 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

    Office Units 4
    Medical Office Space 2
    Office buildings 2

    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%

    Listings Trend

    Total CRE Area on Market Trend

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