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    Summerland Key, FL
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    Summerland Key, FL Resorts 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
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    See what stands out in Monroe County

    We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

    We check every listing here. A few are worth a second look.

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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 1 Active listings in Summerland Key, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 1 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

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

    Oceanfront Short-Term Rental Property
    Oceanfront Short-Term Rental Property

    16 Seaside Avenue, Key Largo, FL 33037

    $11,750,000
    6,585 sqft 0.14 AC lot

    Oceanfront residence with private dockage, pool, elevator, and eligibility for seven-day vacation rentals.

    View details
    200 Treasure Harbor Dr, Islamorada, FL, 33036-3136
    200 Treasure Harbor Dr, Islamorada, FL, 33036-3136

    200 Treasure Harbor Dr, Islamorada, FL 33036

    $6,995,000
    1,219 sqft 1.09 AC lot

    Unique Marina and Resort with Deep Water Harbor and Amenities.

    View details
    Oceanfront Short-Term Rental Estate
    Oceanfront Short-Term Rental Estate

    16 Seaside Avenue, Key Largo, FL 33037

    $11,750,000

    Newly built three-level residence with pool, elevator, generator, and private boat basin.

    View details
    Unique Marina & Resort
    Unique Marina & Resort

    200 Treasure Harbor Dr, Islamorada, FL 33036

    Contact for pricing
    1,069 sqft 1.00 AC lot

    Islamorada marina and resort with deep water harbor.

    View details

    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.

    Private Island Waterfront Land
    Private Island Waterfront Land

    Key West, FL 33040

    $495,000
    38.00 AC lot

    Private island land in the Florida Keys with Offshore Island District zoning and access from Oharas Key Street Gulf.

    View details

    Summerland Key, FL Resorts Market Trends and Statistics

    Explore 1 resorts 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.

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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Hotels 2
    Resorts 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)

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