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    Middlesex County, CT Bed & Breakfasts for Sale

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    Waterbury, CT Bridgeport, CT New Haven, CT
    Historic Mixed-Use Property For Sale
    $849,900
    2,616 SF
    Historic Mixed-Use Property For Sale

    323 Main Street, Old Saybrook, CT 6475

    Antique property in Old Saybrook with retail and residential spaces.
    • Completely restored antique property (circa 1790) with modern conveniences.
    • Multi‑use investment property with retail space equipped for restaurant/cafe and 3 second‑floor units, each with a full, remodeled bath.
    • Located in the historic district of Old Saybrook, Connecticut.
    • Walkable to downtown restaurants, cafes, boutique shops, and the Katherine Hepburn Performing Arts Center.
    • Close proximity to public beaches and Saybrook Point Resort & Marina.
    Updated: Mar 19
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    East Hampton Inn Opportunity
    Contact for pricing
    East Hampton Inn Opportunity

    20 Lakeview St, East Hampton, CT 6424

    Former 20-bedroom inn with many possibilities.
    • 20 bedrooms available
    • Inn with many possibilities
    • Many possibilities for this Inn
    Updated: Apr 12
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Middlesex County, CT, we suggest exploring several alternatives: plus 4 Land Listings that present a potential for development.

    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.

    Aquebogue Land with Development Potential
    $749,000
    1.17 Acres
    Aquebogue Land with Development Potential

    1.17 acre lot with residential and commercial possibilities.

    730 Main Road, Aquebogue, NY 11931

    View details
    Calverton Land with Permitted Uses
    $550,000
    4.00 Acres
    Calverton Land with Permitted Uses

    4 acres of land with multiple permitted uses in Calverton.

    (Left of 2080 River Road) River Road, Calverton, NY 11933

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    Hopkinton Land Site on Route 135
    Contact for pricing
    7.29 Acres
    Hopkinton Land Site on Route 135

    Prime 7.29 acre land site in affluent Hopkinton, MA.

    124 E Main St, Hopkinton, MA 1748

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    Winchester Land For Sale
    Contact for pricing
    5.34 Acres
    Winchester Land For Sale

    Vacant wooded lot with high visibility in Winchester, NH.

    0 Ashuelot Main Street, Winchester, NH 03470

    View details

    Middlesex County, CT Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 2 bed & breakfasts for sale in Middlesex County, CT on our real estate platform. These investment opportunities span a total of 7,598 square feet of properties for sale, with an estimated market value of $2,049,899.

    Sale prices for inns in Middlesex County, CT start at $849,900, averaging $1,024,949, and reaching up to $1,199,999 — 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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