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    Winthrop, ME Hospitality Properties for Sale

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    Winthrop Estate with Lake Access
    $995,000
    6,493 SF

    Winthrop Estate with Lake Access

    170 Annabessacook Rd, Winthrop, ME 04364

    Luxury estate on 20 acres with lake access.

    • 20‑foot right of way to Annabessacook Lake and 20 sprawling acres.
    • Sprawling 8,527 gross SF estate with 6,493 SF of living space, renovated in 2019 and 2023.
    • Custom pool with 3,200 sq. ft. stamped concrete patio/deck; foundation ready for indoor pool conversion.
    • Gourmet main kitchen boasts granite counters, Brazilian Cherry cabinetry, and stainless steel appliances (including two dishwashers).
    • Master suite features private marble bath (Jacuzzi and double shower) and bonus room access.
    Updated: Dec 30, 2025
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    Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 1 Active listings in Winthrop, ME, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 7 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

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

    Waterfront Estate with Two Residences
    $1,699,000
    2,445 SF

    Waterfront Estate with Two Residences

    Waterfront estate featuring two residences and a deep-water dock.

    33 Taylor Rd, Westport Island, ME 04578
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    Waterfront Estate with Two Residences
    $1,699,000
    2,445 SF

    Waterfront Estate with Two Residences

    Waterfront estate featuring two residences and a deep-water dock.

    33 Taylor Rd, Westport Island, ME 04578
    View details
    Charming Freeport Inn - Turnkey Operation
    $1,575,000
    5,439 SF

    Charming Freeport Inn - Turnkey Operation

    Historic Maine Inn, 7 rooms, 10 beds

    11 Holbrook St, Freeport, ME 04032
    View details
    Freeport Bed and Breakfast Inn
    $1,575,000
    5,439 SF

    Freeport Bed and Breakfast Inn

    Charming 7-room B&B with modern owner's home in Freeport, Maine.

    11 Holbrook St, Freeport, ME 04032
    View details

    Explore Off-Market Properties in Winthrop, ME

    Consider similar Off-Market properties in Winthrop, ME. 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.

    48 Lady Slipper Ln

    48 Lady Slipper Ln

    CAMPGROUND, RV PARK • 111.54 Acres
    Value Estimation by Request
    48 Lady Slipper Ln, Winthrop, ME 04364-3583
    View details
    87 Turtle Run Rd

    87 Turtle Run Rd

    MOTEL • 0.68 Acres
    Value Estimation
    $310,000
    87 Turtle Run Rd, Winthrop, ME 04364
    View details
    183 Holmes Brk Ln

    183 Holmes Brk Ln

    CAMPGROUND, RV PARK • 2,788 SF
    Value Estimation by Request
    183 Holmes Brk Ln, Winthrop, ME 04364
    View details
    77 Turtle Run Rd

    77 Turtle Run Rd

    MOTEL • 0.75 Acres
    Value Estimation
    $340,000
    77 Turtle Run Rd, Winthrop, ME 04364-3004
    View details
    1385 Us Rte 202

    1385 Us Rte 202

    MOTEL • 5,957 SF
    Value Estimation
    $725,000
    1385 Us Rte 202, Winthrop, ME 04364-3811
    View details
    193 Tallwood Rd

    193 Tallwood Rd

    MOTEL • 6.58 Acres
    Value Estimation
    $280,000
    193 Tallwood Rd, Winthrop, ME 04364-3257
    View details
    7 Carlton Pond Rd

    7 Carlton Pond Rd

    MOTEL • 5,970 SF
    Value Estimation
    $340,000
    7 Carlton Pond Rd, Winthrop, ME 04364-3106
    View details

    Winthrop, ME Hospitality Properties Investment Opportunities Market Analysis

    Explore 8 hospitality properties for sale in Winthrop, ME on our real estate platform. These investment opportunities span a total of 1,633,500 square feet of properties for sale, with an estimated market value of $2,780,000.

    Prices for hospitality properties in Winthrop, ME start at $250,000, averaging $463,333, and reaching up to $995,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    • 04364

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