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    Summerland Key, FL
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    Summerland Key, FL Short Term Rental Properties for Sale

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    Oceanfront Resort Residence Portfolio
    Updated: Oct 13, 2025
    Oceanfront Resort Residence Portfolio

    231 E Shore Dr, Summerland Key, FL 33042

    Contact for pricing
    4,200 sqft
    Seven newly constructed oceanfront residences on the Atlantic in Summerland Key within a gated enclave
    Each residence offers 5 bedrooms, 5.5 baths, and over 4,000 SF, plus a private infinity pool and rooftop deck
    Assigned dockage with direct ocean access for every home; dockage is first come, first served for boats up to 40 ft
    No rental restrictions, allowing short‑term rental/STR and Airbnb use
    Shared resort‑style amenities include a private boat basin, pickleball and sport courts, paddleboard launch, and hammock lounge zones
    View details
    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 1 Active listings in Summerland Key, FL, 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.

    Canal-Front Duplex With Pool
    Canal-Front Duplex With Pool

    Key Colony Beach, FL 33051

    $2,845,000
    4,478 sqft 0.19 AC lot

    Canal-front duplex with two units, impact windows and doors, and a heated pool with spa and dockage.

    View details
    Waterfront Multifamily Compound
    Waterfront Multifamily Compound

    901 46th Street, Marathon, FL 33050

    $2,799,000
    3,047 sqft 0.43 AC lot

    Two Gulf-front homes with separate pools and a private dock, operating as a licensed vacation rental.

    View details
    Waterfront Single-Family Home
    Waterfront Single-Family Home

    Key Colony Beach, FL 33051

    $899,995
    990 sqft 0.10 AC lot

    Turnkey furnished waterfront home with 37.5 feet of dockage and unrestricted ocean access, plus a 2017 roof and 2025 water heater.

    View details
    Waterfront Income Property with Boat Slips
    Waterfront Income Property with Boat Slips

    101 Sombrero Boulevard, Marathon, FL 33050

    Contact for pricing

    Three licensed residences and 4 deep-water boat slips with power and water on a 75-ft concrete dock.

    View details

    Summerland Key, FL Short Term Rental Properties Market Trends and Statistics

    Explore 1 short term rental properties for sale in Summerland Key, FL on our real estate platform. These investment opportunities span a total of 4,200 square feet of properties for sale, with an estimated market value of $0.00.

    Sale prices for short term rental properties in Summerland Key, FL start at $0.00, averaging $0.00, and reaching up to $0.00 — 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

    Duplexes 1
    Mobile home & RV parks 1
    Short term rental properties 1

    Demographics Overview

    Population 11K
    Population Growth (5Y) -1.0%
    Median Household Income $98,106
    College Educated 49.5%

    Taxes & Financing

    Tax Rate (average for all types) 0.81%
    Property Tax per SF $12.32 per SF
    Tax Rate vs County Average 0.07 pp above county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Monroe County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale pricing trends across core commercial property types in Monroe County

    Retail

    Residential Income

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