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    Chester, CT Residential Income Properties 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
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    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
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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
    View details
    Based on your search, we've compiled 18 Potential Opportunities for your consideration. Besides 4 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.

    Victorian Two-Family Home
    $689,000
    1,970 SF

    Victorian Two-Family Home

    Move-in ready Victorian duplex in ideal location.

    62 River Street, Deep River, CT 06417
    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
    Commercial
    $1,700,000
    0.24 Acres

    Commercial

    Apartment buildings · 0.24 Acres

    170 Main St, Deep River, CT 6417
    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
    View details
    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
    East Haddam Land Opportunity
    $300,000
    29.67 Acres

    East Haddam Land Opportunity

    29.67 acres of land in East Haddam, Connecticut.

    Norwich Salem Road, East Haddam, CT 06423
    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

    6 Pleasant St

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,230 SF
    Value Estimation by Request
    6 Pleasant St, Chester, CT 06412-1150
    View details
    184 Middlesex Ave

    184 Middlesex Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 1.19 Acres
    Value Estimation by Request
    184 Middlesex Ave, Chester, CT 06412-1257
    View details
    26 Fry Rd

    26 Fry Rd

    APARTMENT HOUSE (UNDER 5 UNITS) • 8,382 SF
    Value Estimation
    $665,000
    26 Fry Rd, Chester, CT 06412-1278
    View details
    21-23 Denlar Dr

    21-23 Denlar Dr

    APARTMENT HOUSE (UNDER 5 UNITS) • 1.00 Acre
    Value Estimation by Request
    21-23 Denlar Dr, Chester, CT 06412
    View details
    5 Denlar Dr

    5 Denlar Dr

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,835 SF
    Value Estimation by Request
    5 Denlar Dr, Chester, CT 06412-1283
    View details
    7 Denlar Dr

    7 Denlar Dr

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,688 SF
    Value Estimation by Request
    7 Denlar Dr, Chester, CT 06412-1284
    View details

    Chester, CT Residential Income Properties Investment Opportunities Market Analysis

    Explore 10 residential income properties for sale in Chester, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 70,277 square feet of properties for sale, with an estimated market value of $10,575,000.

    Sale prices for residential income properties in Chester, CT start at $975,000, averaging $2,643,750, 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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