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    Seymour, CT
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    Seymour, CT Residential Income Properties for Sale

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    Well-Maintained Four-Family Investment Property
    Updated: Mar 24
    Well-Maintained Four-Family Investment Property

    387 S Main Street, Seymour, CT 06483

    $729,900
    4,360 sqft 0.89 AC lot
    4‑family property built in 1770 on a corner 1‑acre lot
    City water and public sewer service
    Separate entrances and separate utilities for each unit
    Off‑street parking available
    Includes four basement storage units plus a walkup attic
    View details
    Two-Family Residential Income Property
    Updated: Jun 4
    Two-Family Residential Income Property

    3-5 Pearl Street, Seymour, CT 06483

    $540,000
    3,237 sqft 0.29 AC lot
    Two‑family home built in 1795 (per tax records) on the corner of Pearl and South Main, just outside downtown Seymour
    2 units side by side, each approximately 1,570 SF, with matching 3‑bedroom layouts
    Unit 3 Pearl: living room, large dining room, expansive kitchen, flex room, and two full bathrooms
    Unit 5 Pearl: mirrored layout with 3 bedrooms and 1.5 bathrooms
    Both units offer walk‑up attic space and basement access for storage; level side yard area
    View details
    Residential Income Duplex
    Residential Income Duplex

    54 Woodside Avenue, Seymour, CT 06483

    $425,000
    2,551 sqft 0.91 AC lot

    Spacious two-story duplex with off-street parking, updated roof, and separate unit layouts with in-unit laundry hookups.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Three-Unit Residential Income Property
    Three-Unit Residential Income Property

    22 Church Street, Seymour, CT 06483

    $349,900
    3,169 sqft

    Three separate apartments, including a ground-floor unit, a second-floor unit with deck, and a rear two-story unit.

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    214-Unit Apartment Portfolio For Sale
    214-Unit Apartment Portfolio For Sale

    39 New Haven Road Unit 8, Seymour, CT 06483

    $39,592,000
    170,716 sqft

    214-unit apartment portfolio with 5 commercial units, 97% occupancy.

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    Well-Maintained Multifamily Triplex
    Well-Maintained Multifamily Triplex

    90 Humphrey Street, Seymour, CT 06483

    $399,900
    2,612 sqft

    Well-maintained triplex in Seymour with spacious units and in-unit laundry.

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    Well-Maintained Four-Family Investment Property
    Well-Maintained Four-Family Investment Property

    387 S Main St, Seymour, CT 06483

    $729,900
    0.89 AC lot

    Turnkey four-family property with upside potential in a prime location.

    View details
    Two-Family Home with Detached Garage
    Two-Family Home with Detached Garage

    3-5 Pearl St, Seymour, CT 06483

    $540,000

    Two side-by-side units offer storage-rich living with a detached 2-car garage and spacious yard space.

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    Cash-Flowing Duplex with Garage
    Cash-Flowing Duplex with Garage

    53-55 Maple St, Seymour, CT 06483

    $450,000

    Two newly painted 3-bedroom units with separate utilities, plus an income-generating garage.

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    Based on your search, we've compiled 47 Potential Opportunities for your consideration. Besides 9 Active listings in Seymour, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 30 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.

    Industrial Building with Residential Unit
    Industrial Building with Residential Unit

    222 Pines Bridge Road, Beacon Falls, CT 06403

    $795,000
    7,174 sqft

    Two-level industrial space with rear overhead door access plus an on-site two-family residence.

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    Six-Unit Apartment Investment
    Six-Unit Apartment Investment

    22 Woodbridge Avenue, Ansonia, CT 06401

    $1,095,000
    5,508 sqft

    Six 2-bedroom apartments with coin-operated basement laundry and separately metered utilities, plus a detached 5-bay garage.

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    Six-Unit Apartment Building
    Six-Unit Apartment Building

    22 Woodbridge Avenue, Ansonia, CT 06401

    $990,000
    5,508 sqft 0.29 AC lot

    Six 2-bedroom apartments plus a detached 5-bay garage and coin-operated laundry in the basement.

    View details
    Manufactured Housing Community
    Manufactured Housing Community

    864 S Main St, Beacon Falls, CT 06403

    $4,970,000
    5.50 AC lot

    Stabilized manufactured housing community with 60 rentable units, including manufactured housing sites, apartments, and commercial units.

    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.

    Gated Partially Cleared Land
    Gated Partially Cleared Land

    100 Hunters Mountain Road, Naugatuck, CT 06770

    $950,000
    36.00 AC lot

    Square, level, partially cleared land with nearly 150 feet of road frontage and an on-site barn.

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    Approved Subdivision in Monroe, CT
    Approved Subdivision in Monroe, CT

    1536 & 1564 Monroe Turnpike, Monroe, CT 06468

    $1,295,000
    31.00 AC lot

    31-acre, 8-lot subdivision with approvals in place.

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    Secluded 4.62-Acre Parcel in Newtown
    Secluded 4.62-Acre Parcel in Newtown

    13 Jordan Hill Road lot: #4, Newtown, CT 06482

    $229,900
    4.62 AC lot

    Gently rolling, lightly wooded land parcel in a desirable location.

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    Residential Land in Naugatuck, CT
    Residential Land in Naugatuck, CT

    Morning Dove Road lot: 9Ii, Naugatuck, CT 06770

    $75,000
    0.70 AC lot

    Residential land lot available in Naugatuck, Connecticut.

    View details

    Off-Market Properties in Seymour, CT

    Consider similar Off-Market properties in Seymour, 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.

    3 Hl St
    APARTMENT HOUSE (5+ UNITS)

    3 Hl St, Seymour, CT 06483-2658

    $510,000
    Estimated value
    2,601 sqft 0.24 AC lot
    View details
    23 Argonne Ter
    APARTMENT HOUSE (5+ UNITS)

    23 Argonne Ter, Seymour, CT 06483-2130

    $2,200,000
    Estimated value
    6,480 sqft 2.59 AC lot
    View details
    110 Hawley Rd
    APARTMENT HOUSE (UNDER 5 UNITS)

    110 Hawley Rd, Oxford, CT 06478-1034

    Value Estimation by Request
    2,755 sqft 2.00 AC lot
    View details
    38 George St, Unit 44
    APARTMENT HOUSE (UNDER 5 UNITS)

    38 George St, Seymour, CT 06483-2827

    Unit 44
    $580,000
    Estimated value
    3,000 sqft 0.23 AC lot
    View details
    387 Main St
    APARTMENT HOUSE (UNDER 5 UNITS)

    387 Main St, Seymour, CT 06483-3338

    $595,000
    Estimated value
    4,362 sqft 0.89 AC lot
    View details
    77 Derby Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    77 Derby Ave, Seymour, CT 06483-3157

    Value Estimation by Request
    2,128 sqft 0.37 AC lot
    View details
    231 Pearl St, Unit 237
    APARTMENT HOUSE (UNDER 5 UNITS)

    231 Pearl St, Seymour, CT 06483-3721

    Unit 237
    Value Estimation by Request
    3,453 sqft 0.59 AC lot
    View details
    61 Maple St
    APARTMENT HOUSE (UNDER 5 UNITS)

    61 Maple St, Seymour, CT 06483-3697

    Value Estimation by Request
    2,595 sqft 0.35 AC lot
    View details
    34 New St
    APARTMENT HOUSE (UNDER 5 UNITS)

    34 New St, Seymour, CT 06483-2649

    Value Estimation by Request
    3,326 sqft 0.17 AC lot
    View details
    1 Skokorat St
    APARTMENT HOUSE (UNDER 5 UNITS)

    1 Skokorat St, Seymour, CT 06483-3857

    Value Estimation by Request
    3,640 sqft 0.29 AC lot
    View details
    38 2nd Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    38 2nd Ave, Seymour, CT 06483-3461

    Value Estimation by Request
    2,060 sqft 0.46 AC lot
    View details
    73 New St
    APARTMENT HOUSE (UNDER 5 UNITS)

    73 New St, Seymour, CT 06483-2651

    Value Estimation by Request
    2,552 sqft 0.14 AC lot
    View details
    121-123 Main St
    APARTMENT HOUSE (UNDER 5 UNITS)

    121-123 Main St, Seymour, CT 06483

    Value Estimation by Request
    2,727 sqft 0.19 AC lot
    View details
    417 Main St
    APARTMENT HOUSE (UNDER 5 UNITS)

    417 Main St, Seymour, CT 06483-3251

    Value Estimation by Request
    3,369 sqft 0.35 AC lot
    View details
    360 Roosevelt Dr
    APARTMENT HOUSE (UNDER 5 UNITS)

    360 Roosevelt Dr, Seymour, CT 06483-2129

    Value Estimation by Request
    2,624 sqft 25.00 AC lot
    View details

    Seymour, CT Residential Income Properties Market Trends and Statistics

    Explore 39 residential income properties for sale in Seymour, CT, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 186,645 square feet of properties for sale, with an estimated market value of $43,756,600.

    Sale prices for residential income properties in Seymour, CT start at $349,900, averaging $4,861,844, and reaching up to $39,592,000 — 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 14
    Duplexes 5
    Apartment buildings 4
    Quadplexes 2
    Triplexes 2

    Demographics Overview

    Population 30K
    Population Growth (5Y) +0.3%
    Median Household Income $113,174
    College Educated 58.6%

    High-Yield Neighborhoods for Investment

    Identify Seymour submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    06483 $11.7M

    Taxes & Financing

    Tax Rate (average for all types) 3.60%
    Property Tax per SF $51.10 per SF
    Tax Rate vs County Average 0.12 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in New Haven County

    New Delisted

    Total CRE Inventory on Market (SF)

    Property Size Breakdown

    The majority of commercial real estate listings in Seymour fall within the 2,500 to 5,000 square foot range.

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