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    Summerland Key, FL

    Summerland Key, FL Commercial Real Estate for Sale

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    Cudjoe Key, FL Big Pine Key, FL Key West, FL Stock Island, FL Marathon, FL Conch Key, FL
    12 properties
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    Commercial Land with Existing CBS Building
    Updated: Feb 6
    Commercial Land with Existing CBS Building

    27001 Overseas Highway, Ramrod Key, FL 33042

    $1,250,000
    1,234 sqft 0.65 AC lot
    0.65‑acre site made up of 3 lots
    Nearly 189 feet of frontage on Overseas Highway (Jimmy Buffett Memorial Hwy)
    Corner lot at Coral Ave and Overseas Hwy with rear access off Old State Rd 4A
    Completely fenced with many parking spaces within and around the property
    Existing 1,434 SF CBS building on‑site (described Cooling: window unit(s), wall/window unit(s))
    View details
    Hospitality Portfolio with Hotel and Restaurant
    Updated: Nov 21, 2025
    Hospitality Portfolio with Hotel and Restaurant

    27340 Overseas Highway, Ramrod Key, FL 33042

    $12,250,000
    1.67 AC lot
    Includes 25 transient rental licenses currently in use and potentially transferable to another qualifying Florida Keys development (subject to approvals).
    150‑seat restaurant with a newer tiki structure.
    25‑room hotel lodging operation supported by the transient rental licenses.
    Liquor licensing package: 5COP quota liquor license available separately for on‑premises beer, wine, and spirits sales; also allows packaged liquor sales.
    Dive shop operation with a 49‑passenger Coast Guard‑approved vessel and its own 2COP bar license for wine and beer; includes retail/gear component.
    View details
    Vacant Development Land Parcel
    Vacant Development Land Parcel

    MIRA Road, Sugarloaf Key, FL 33042

    $100,000
    1.01 AC lot

    Vacant unimproved land in Upper Sugarloaf Key with nearby access to Key West area attractions and marinas.

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    Renovated Retail Space with Patio
    Renovated Retail Space with Patio

    19980 Overseas Highway, Sugarloaf Key, FL 33042

    $1,950,000
    2,520 sqft 0.71 AC lot

    Completely renovated retail property on US-1 with private offices, refreshed restrooms, and a spacious outdoor patio.

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    Vacant Land in Sugarloaf Key
    Vacant Land in Sugarloaf Key

    ACOSTA Trail, Sugarloaf Key, FL 33042

    $100,000
    1.01 AC lot

    1.01-acre vacant land parcel in the Lower Florida Keys.

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    Turn-Key Restaurant and ADA Buildings
    Turn-Key Restaurant and ADA Buildings

    24171 Overseas Highway, Summerland Key, FL 33042

    Contact for pricing
    2,415 sqft 0.50 AC lot

    Two ADA-accessible buildings on a half-acre site, including a turn-key 1,100 SF restaurant.

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    Suburban Commercial Development Land
    Suburban Commercial Development Land

    4A Old State Road 4a, Summerland Key, FL 33042

    $500,000
    3.05 AC lot

    Developable multi-parcel land with uplands and substantial US-1 frontage in a Suburban Commercial zone.

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    Leased Restaurant and Office Property
    Leased Restaurant and Office Property

    24171 Overseas Highway, Summerland Key, FL 33042

    $1,600,000

    Existing restaurant and office improvements operate under SC - Sub Urban Commercial District zoning with leases in place.

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    Oceanfront Resort Residence Portfolio
    Oceanfront Resort Residence Portfolio

    231 E Shore Dr, Summerland Key, FL 33042

    Contact for pricing
    4,200 sqft

    Seven newly constructed residences offer private infinity pools and assigned dockage with direct ocean access in a gated enclave.

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    Three-Story Mixed-Use Building with Boat Lifts
    Three-Story Mixed-Use Building with Boat Lifts

    24622 Overseas Highway, Summerland Key, FL 33042

    Contact for pricing

    Three-story building with adaptable first-floor retail/office potential and 120' canal frontage with multiple boat lifts.

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    Ramrod Key Development Opportunity
    Ramrod Key Development Opportunity

    26450 Overseas Hwy, Ramrod Key, FL 33042

    Contact for pricing
    8,102,160 sqft 186.00 AC lot

    186-acre waterfront property with development potential in the Florida Keys.

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    Commercial Lot on Cudjoe Key
    Commercial Lot on Cudjoe Key

    Summerland Key, FL 33042

    Contact for pricing

    Vacant commercial lot with highway frontage near popular establishment.

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 12 Active listings in Summerland Key, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 60 Off-Market properties to explore as potential leads

    Opportunities in Nearby Cities

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

    Mixed-Use Commercial Building
    Mixed-Use Commercial Building

    22814 Overseas Highway, Cudjoe Key, FL 33042

    $925,000
    1,120 sqft 0.19 AC lot

    For sale commercial building with leased apartment and office space, plus owner-occupied outdoor and storage areas.

    View details
    Wooded Commercial Land Parcel
    Wooded Commercial Land Parcel

    Overseas N Us Highway 1, Big Pine Key, FL 33043

    $850,000
    0.86 AC lot

    Wooded commercial parcel zoned under Tier 1 Other Zoning, suited for buyers seeking flexible development planning.

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    Commercial Land For Sale
    Commercial Land For Sale

    Big Pine Key, FL 33043

    $850,000
    37,660.00 AC lot

    Commercial zoned land available with seller financing.

    View details
    Commercial Land with Retail Structure
    Commercial Land with Retail Structure

    22732 Overseas Highway, Cudjoe Key, FL 33042

    $2,000,000
    786 sqft 1.56 AC lot

    Eight contiguous parcels with SC zoning and an existing retail/service structure support commercial or mixed-use planning.

    View details

    Off-Market Properties in Summerland Key, FL

    Consider similar Off-Market properties in Summerland Key, FL. 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.

    24931 Overseas Hwy
    MIXED USE (COMMERCIAL/INDUSTRIAL)

    24931 Overseas Hwy, Summerland Key, FL 33042-4628

    $320,000
    Estimated value
    1,152 sqft 0.25 AC lot
    View details
    Summerland Key, FL 33042
    COMMERCIAL (GENERAL)

    Summerland Key, FL 33042

    $320,000
    Estimated value
    0.14 AC lot
    View details
    Summerland Key, FL 33042
    COMMERCIAL (GENERAL)

    Summerland Key, FL 33042

    $310,000
    Estimated value
    0.72 AC lot
    View details
    24682 Overseas Hwy
    COMMERCIAL (GENERAL)

    24682 Overseas Hwy, Summerland Key, FL 33042

    $315,000
    Estimated value
    0.14 AC lot
    View details
    Summerland Key, FL 33042
    COMMERCIAL (GENERAL)

    Summerland Key, FL 33042

    $720,000
    Estimated value
    0.28 AC lot
    View details
    25051 Overseas Hwy
    COMMERCIAL (GENERAL)

    25051 Overseas Hwy, Summerland Key, FL 33042-4626

    $205,000
    Estimated value
    0.11 AC lot
    View details
    26954 Old State Rd 4a
    COMMERCIAL (GENERAL)

    26954 Old State Rd 4a, Summerland Key, FL 33042-5356

    $90,000
    Estimated value
    0.17 AC lot
    View details
    Summerland Key, FL 33042
    VACANT COMMERCIAL LAND

    Summerland Key, FL 33042

    $750,000
    Estimated value
    0.29 AC lot
    View details
    19980 Overseas Hwy
    OFFICE BUILDING

    19980 Overseas Hwy, Sugarloaf Key, FL 33042-3166

    $20,925,000
    Estimated value
    2,520 sqft 1.72 AC lot
    View details
    24662 Overseas Hwy
    STORAGE YARD, OPEN STORAGE

    24662 Overseas Hwy, Summerland Key, FL 33042

    $210,000
    Estimated value
    0.14 AC lot
    View details
    24652 Overseas Hwy
    STORAGE YARD, OPEN STORAGE

    24652 Overseas Hwy, Summerland Key, FL 33042

    $250,000
    Estimated value
    0.14 AC lot
    View details
    Summerland Key, FL 33042
    COMMERCIAL (GENERAL)

    Summerland Key, FL 33042

    $1,250,000
    Estimated value
    0.14 AC lot
    View details

    Summerland Key, FL Commercial Real Estate Market Trends and Statistics

    Explore 72 commercial real estate for sale in Summerland Key, FL, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 8,112,529 square feet of properties for sale, with an estimated market value of $17,750,000.

    Sale prices for business properties in Summerland Key, FL start at $100,000, averaging $2,535,714, and reaching up to $12,250,000 — 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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    Demographics Overview

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

    High-Yield Neighborhoods for Investment

    Identify Summerland Key submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    33042 $924.5K

    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

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