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    Chester, CT
    Residential Income

    Chester, CT Residential Income Properties for Sale

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    Killingworth, CT Clinton, CT Haddam, CT Essex, CT East Haddam, CT Westbrook, CT Madison, CT Lyme, CT
    Six-Unit Apartment Building
    Updated: Sep 11
    Six-Unit Apartment Building

    19 Denlar Dr, Chester, CT 06412

    $1,350,000
    5,886 sqft
    Six‑unit apartment building at 19 Denlar Drive
    Constructed in 1972
    R‑2 zoning
    Located in Chester, CT 06412
    Access to the Route 9 corridor
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    Mixed-Use Multifamily Portfolio
    Updated: Apr 27
    Mixed-Use Multifamily Portfolio

    59-65 Maple St, Chester, CT 06412

    $1,995,000
    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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    Apartment Building Package
    Apartment Building Package

    59 MAPLE ST, Chester, CT 06412

    Contact for pricing
    8,500 sqft

    Two Connecticut properties combine multifamily units with commercial warehouse and mixed-use space across Chester and Deep River.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Character-Filled Duplex with Separate Yards
    Character-Filled Duplex with Separate Yards

    84-86 Spring St, Chester, CT 06412

    $579,900

    Two distinct residences with updated major systems, private outdoor areas, and flexible owner-occupant or rental use.

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    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.

    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 commercial building with two apartments, office and flex spaces, gravel parking, and recent updates.

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    Historic Mixed-Use Building
    Historic Mixed-Use Building

    33 Deep River Road, Essex, CT 06409

    $829,000
    7,309 sqft 0.74 AC lot

    Flexible commercial space includes two apartments, multiple updates, and public water service.

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    2-Home Multifamily Property
    2-Home Multifamily Property

    1721 Winter Ave, Deep River, CT 06417

    $289,900
    1,061 sqft

    Two separate residences share one parcel with a barn or garage and independent municipal utility connections.

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    Multifamily Property with Barn
    Multifamily Property with Barn

    17+21 Winter Avenue, Deep River, CT 06417

    $289,900
    1,061 sqft 0.58 AC lot

    Two homes share a 0.58-acre parcel with separate public water and sewer connections and an additional barn or garage.

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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.

    Haddam Land with Distant Views
    Haddam Land with Distant Views

    Dish Mill Road, Haddam, CT 06438

    $495,000
    57.41 AC lot

    Over 57 acres suitable for private retreat or development.

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    Land in Essex Village Location
    Land in Essex Village Location

    4 Bank Lane, Essex, CT 06426

    $725,000
    0.29 AC lot

    Land parcel in prime Essex Village location, build new.

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    Residential Land with River Frontage
    Residential Land with River Frontage

    48A Ironworks Road, Clinton, CT 06413

    $249,000
    4.81 AC lot

    4.81-acre building lot with river frontage near town.

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    Clinton Land: Build Your Dream
    Clinton Land: Build Your Dream

    4 Laurel Lane, Clinton, CT 06413

    $249,000
    4.49 AC lot

    4.49 acres of privacy ready for your dream home.

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    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

    Estimated value:
    $495,000
    3,230 sqft 0.41 AC lot
    View details
    184 Middlesex Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    184 Middlesex Ave, Chester, CT 06412-1257

    Estimated value:
    $325,000
    1.19 AC lot
    View details
    26 Fry Rd
    APARTMENT HOUSE (UNDER 5 UNITS)

    26 Fry Rd, Chester, CT 06412-1278

    Estimated value:
    $310,000
    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

    Estimated value:
    $245,000
    1.00 AC lot
    View details
    5 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)

    5 Denlar Dr, Chester, CT 06412-1283

    Estimated value:
    $295,000
    2,835 sqft 0.57 AC lot
    View details
    7 Denlar Dr
    APARTMENT HOUSE (UNDER 5 UNITS)

    7 Denlar Dr, Chester, CT 06412-1284

    Estimated value:
    $285,000
    2,688 sqft 0.47 AC lot
    View details

    Chester, CT Residential Income Properties Market Trends and Statistics

    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 22,886 square feet of properties for sale, with an estimated market value of $3,924,900.

    Sale prices for residential income properties in Chester, CT start at $579,900, averaging $1,308,300, and reaching up to $1,995,000 — 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 4
    Apartment buildings 3
    Duplexes 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 $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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