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    Litchfield County, CT Bed & Breakfasts for Sale

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    Waterbury, CT Bridgeport, CT New Haven, CT
    Victorian Property with Development Potential
    $449,000
    5,016 SF
    Victorian Property with Development Potential

    55 Walnut Street, Winchester, CT 06098

    Versatile Victorian property in Winchester, CT with development potential.
    • Versatile TCR zoning allows for diverse uses including residential, community, and commercial options with special permits.
    • Substantial 2,300 sq. ft. three‑story barn/garage provides ample storage, workshop space, and potential for conversion.
    • Generously sized third‑floor apartment offers immediate rental income or flexible living arrangements.
    • Spacious first floor provides ample room for kitchen, dining, living, family, and office spaces.
    • Second floor offers the potential for four to five bedrooms.
    Updated: Jan 30, 2025
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    Woodbury Retail/Hospitality Development Opportunity
    $2,675,000
    Woodbury Retail/Hospitality Development Opportunity

    557 Main Street South, Woodbury, CT 6798

    19.74-acre MSD zoned property suitable for hospitality or residential development.
    • 19.74‑acre MSD zoned property ideal for hospitality or residential development.
    • Existing structures include a 5,000 sq ft retail building, a 4,500 sq ft B&B Inn, and a 1,200 sq ft flexible‑use building.
    • Approximately 11‑15 acres of usable, nicely graded land.
    • Sweeping views and a centrally located pond.
    • Buildings can be subdivided from the remainder of the lot.
    Updated: Sep 10, 2025
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Litchfield 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.

    Commercial Land on Route 52
    $165,000
    2.50 Acres
    Commercial Land on Route 52

    2.5-acre commercial lot with frontage on Route 52.

    1460 State Route 52, Walden, NY 12586

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    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

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    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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    Commercial Land in Woodridge, NY
    $69,000
    0.46 Acres
    Commercial Land in Woodridge, NY

    Prime commercial land with utilities available in Woodridge, NY.

    *** Mountaindale Road, Fallsburg, NY 12733

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    Litchfield County, CT Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 2 bed & breakfasts for sale in Litchfield County, CT on our real estate platform. These investment opportunities span a total of 5,035 square feet of properties for sale, with an estimated market value of $3,124,000.

    Sale prices for inns in Litchfield County, CT start at $449,000, averaging $1,562,000, and reaching up to $2,675,000 — 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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