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    Chester, CT Residential Income 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
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    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
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    Chester Commercial Property For Sale
    $975,000
    23,467 SF
    Chester Commercial Property For Sale

    Commercial property in Chester, CT, suitable for redevelopment.

    132 Main Street, Chester, CT 06412

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    Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 3 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 6 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 permits for 24 new units.

    1572 Saybrook Road, Haddam, CT 06438

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    Antique Two-Family Home with Development Potential
    $1,320,000
    3,036 SF
    Antique Two-Family Home with Development Potential

    Two-family home with approvals for 24 new units.

    1572 Saybrook Road, Haddam, CT 6438

    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

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    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.

    Haddam Land with Distant Views
    $495,000
    57.41 Acres
    Haddam Land with Distant Views

    Over 57 acres suitable for private retreat or development.

    Dish Mill Road, Haddam, CT 06438

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    Land in Essex Village Location
    $725,000
    0.29 Acres
    Land in Essex Village Location

    Land parcel in prime Essex Village location, build new.

    4 Bank Lane, Essex, CT 06426

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    Lyme, CT Land Opportunity
    $2,000,000
    92.70 Acres
    Lyme, CT Land Opportunity

    92.7 acres of land in Lyme, Connecticut for sale.

    257 Norwich Salem Road, Lyme, CT 06371

    View details
    Killingworth Land Ready For Building
    $259,900
    2.66 Acres
    Killingworth Land Ready For Building

    2.66-acre parcel ready for custom residence construction.

    262 Route 81, Killingworth, CT 06419

    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.

    6 Pleasant St
    APARTMENT HOUSE (UNDER 5 UNITS)
    3,230 SF Lot: 0.41 Acres
    Value Estimation by Request

    6 Pleasant St, Chester, CT 06412-1150

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    184 Middlesex Ave
    APARTMENT HOUSE (UNDER 5 UNITS)
    Lot: 1.19 Acres
    Value Estimation by Request

    184 Middlesex Ave, Chester, CT 06412-1257

    View details
    26 Fry Rd
    APARTMENT HOUSE (UNDER 5 UNITS)
    8,382 SF Lot: 2.09 Acres
    Estimated value
    $665,000

    26 Fry Rd, Chester, CT 06412-1278

    View details
    21-23 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)
    Lot: 1.00 Acre
    Value Estimation by Request

    21-23 Denlar Dr, Chester, CT 06412

    View details
    5 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)
    2,835 SF Lot: 0.57 Acres
    Value Estimation by Request

    5 Denlar Dr, Chester, CT 06412-1283

    View details
    7 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)
    2,688 SF Lot: 0.47 Acres
    Value Estimation by Request

    7 Denlar Dr, Chester, CT 06412-1284

    View details

    Chester, CT Residential Income Properties Market Trends and Statistics

    Explore 9 residential income properties for sale in Chester, CT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 48,372 square feet of properties for sale, with an estimated market value of $6,375,000.

    Sale prices for residential income properties in Chester, CT start at $975,000, averaging $2,125,000, 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Multifamily properties 2
    Short term rental 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 $2.1M

    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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