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    Chester, CT Short Term Rental 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
    View details
    Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 1 Active listings in Chester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Two-Unit Mixed-Use Building
    $595,000
    2,384 SF
    Two-Unit Mixed-Use Building

    Two-unit mixed-use property with a medical tenant on the first floor and furnished short-term rental income above.

    761 Campbell Avenue, West Haven, CT 06516

    View details
    West Haven Mixed-Use Investment Opportunity
    $595,000
    2,384 SF
    West Haven Mixed-Use Investment Opportunity

    Two-unit commercial building with income and future use possibilities.

    761 Campbell Avenue, West Haven, CT 6516

    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

    Chester, CT Short Term Rental Properties Market Trends and Statistics

    Explore 1 short term rental properties for sale in Chester, CT on our real estate platform. These investment opportunities span a total of 3,000 square feet of properties for sale, with an estimated market value of $1,200,000.

    Sale prices for short term rental properties in Chester, CT start at $1,200,000, averaging $1,200,000, and reaching up to $1,200,000 — 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

    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 $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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