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    Chester, CT Multifamily Properties for Sale

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    Deep River, CT Essex, CT Clinton, CT Haddam, CT East Haddam, CT Madison, CT Westbrook, CT Old Saybrook, CT
    Mixed-Use Multifamily Portfolio
    Updated: Jun 9
    Mixed-Use Multifamily Portfolio

    59-65 Maple St, Chester, CT 06412

    $2,100,000
    8,500 sqft
    Fully occupied 12‑unit mixed‑use/multifamily portfolio across Chester and Deep River
    59 Maple Street (Chester): 7‑unit multifamily plus ~1,500 SF commercial warehouse on 2.5+ acres
    163 Main Street (Deep River): 5‑unit mixed‑use property positioned at the gateway to the downtown retail corridor
    Current gross income of approximately $210,000+ with upside to over $280,000 stabilized
    At stabilization: approximately $175,748 NOI and an 8.37% cap rate, supported by a 1.58x DSCR
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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 1 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.

    Mixed-Use Building with Apartments
    Mixed-Use Building with Apartments

    33 Deep River Road, Essex, CT 06409

    $829,000
    7,309 sqft 0.74 AC lot

    Historic mixed-use property offering two apartments and multiple office or flex spaces on a 0.74-acre lot.

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    Mixed-Use Historic Building with Apartments
    Mixed-Use Historic Building with Apartments

    33 Deep River Road, Essex, CT 06409

    $829,000
    7,309 sqft 0.74 AC lot

    Historic mixed-use building includes two existing apartments and a gravel parking lot on a level site.

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    Two-Dwelling Residential Income Property
    Two-Dwelling Residential Income Property

    11 Phelps Road, East Haddam, CT 06423

    $749,000
    2,648 sqft

    Two residences on one parcel, including a historic Mill House and a restored chapel ADU with updated mechanicals.

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    Remodeled Multifamily Building with ADA Access
    Remodeled Multifamily Building with ADA Access

    23 Main Street, East Haddam, CT 06423

    $1,090,000
    2,942 sqft 0.47 AC lot

    Completely remodeled 2025 multifamily building with an ADA-compliant unit, separate entry, and adjacent parking.

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    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.

    Two-Family Home with Detached Garage
    Two-Family Home with Detached Garage

    39 Halsey Avenue, Southampton, NY 11968

    $2,300,000
    0.33 AC lot

    Vacant two-family residence on a 0.33-acre lot with a detached two-bay car garage and long driveway.

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    Expansive Land Parcel in Holmes
    Expansive Land Parcel in Holmes

    545 Grape Hollow Road, Holmes, NY 12531

    $750,000
    2,480 sqft 75.32 AC lot

    75+ acre land parcel with garage near I-84.

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    Flatbush Development Property For Sale
    Flatbush Development Property For Sale

    14 E 32nd Street lot: 13, Brooklyn, NY 11226

    $1,249,000
    1,407 sqft 0.09 AC lot

    40 x 100 lot with R6, C1-2 zoning.

    View details
    Detached Two-Family Residence
    Detached Two-Family Residence

    69 Martense Street, Brooklyn, NY 11226

    $1,888,888
    0.10 AC lot

    Detached two-family home with two 3-bedroom apartments and a semi-finished basement featuring a separate entrance.

    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)

    6 Pleasant St, Chester, CT 06412-1150

    Value Estimation by Request
    3,230 sqft 0.41 AC lot
    View details
    184 Middlesex Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    184 Middlesex Ave, Chester, CT 06412-1257

    Value Estimation by Request
    1.19 AC lot
    View details
    26 Fry Rd
    APARTMENT HOUSE (UNDER 5 UNITS)

    26 Fry Rd, Chester, CT 06412-1278

    $665,000
    Estimated value
    8,382 sqft 2.09 AC lot
    View details
    21-23 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)

    21-23 Denlar Dr, Chester, CT 06412

    Value Estimation by Request
    1.00 AC lot
    View details
    5 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)

    5 Denlar Dr, Chester, CT 06412-1283

    Value Estimation by Request
    2,835 sqft 0.57 AC lot
    View details
    7 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)

    7 Denlar Dr, Chester, CT 06412-1284

    Value Estimation by Request
    2,688 sqft 0.47 AC lot
    View details

    Chester, CT Multifamily Properties Market Trends and Statistics

    Explore 7 multifamily properties for sale in Chester, CT on our real estate platform. These investment opportunities span a total of 8,500 square feet of properties for sale, with an estimated market value of $2,100,000.

    Sale prices for multifamily properties in Chester, CT start at $2,100,000, averaging $2,100,000, and reaching up to $2,100,000 — 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

    Apartment buildings 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 $1.2M

    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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