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    Monroe County, FL Duplexes for Sale

    30 results
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    Two Cottages in Islamorada
    $990,000
    1,766 SF

    Two Cottages in Islamorada

    219 Preston St Upper Matecumbe Ky, Islamorada, FL 33036

    Two cottages on one property in the heart of Islamorada.

    • Prime Downtown Islamorada Location: Steps to the ocean, walkable to restaurants, festivals, the Arts District, and key attractions.
    • Two Cottages on One Property: Offers flexibility to live in one and rent the other, or rent both for maximum income.
    • Investment Opportunity: Exceptional investment potential in a highly desirable, walkable area.
    • Versatile Property: Can be used as a single‑family home or a duplex/multifamily property.
    • Cottage Sizes: Front cottage with 2 bedrooms/1 bath (+/- 866 sq. ft.) and back cottage with 2 bedrooms/1 bath (+/- 900 sq. ft.).
    Updated: Feb 4
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    Waterfront Duplex with Redevelopment Potential
    $1,350,000
    1,500 SF

    Waterfront Duplex with Redevelopment Potential

    228 Apache St, Plantation Key, FL 33070

    Canal-front duplex in Plantation Key with income and redevelopment opportunities.

    • Waterfront property with 32' dock on a wide turning basin, providing quick access to the bay and ocean.
    • Income‑producing duplex with two 2‑bedroom, 1‑bath units, currently leased to long‑term tenants.
    • Redevelopment potential with options to sell Transferable Development Rights (TDRs) or convert to a single‑family home.
    • Located in the desirable 'Indian Mound' neighborhood in the Upper Keys.
    • Solid concrete construction with a metal roof and updated A/C systems (2019).
    Updated: Feb 19
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    Updated Duplex Near Harry Harris
    $799,000
    1,496 SF

    Updated Duplex Near Harry Harris

    Legal duplex near oceanfront park, updated and well-maintained.

    102 Harry Harris Dr, Key Largo, FL 33070
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    Historic Duplex Near Key West Beaches
    $1,249,000
    1,395 SF

    Historic Duplex Near Key West Beaches

    Charming duplex near Old Town, beaches, and gallery district.

    1209 Pearl St, Key West, FL 33040
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    Charming Duplex in Little Venice
    $699,000
    907 SF

    Charming Duplex in Little Venice

    Versatile duplex in Marathon, Florida Keys, ideal for living/investment.

    487 116 St, Marathon, FL 33050
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    Waterfront Duplex Near Sombrero Beach
    $785,000
    834 SF

    Waterfront Duplex Near Sombrero Beach

    Updated half-duplex with new dock, ideal for rental income.

    17 Man-O-War Dr, Marathon, FL 33050
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    Oceanfront Estate with Rental Potential
    $2,345,000
    1,716 SF

    Oceanfront Estate with Rental Potential

    Oceanfront property with dockage and nightly rental approval.

    127 Seaside Ave, Key Largo, FL 33037
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    Waterfront Duplex in Big Pine
    $987,500
    1,536 SF

    Waterfront Duplex in Big Pine

    Waterfront duplex with boating access, seawall, and investment potential.

    3962-3964 No Name Rd, Big Pine Key, FL 33043
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    Ocean View Duplex in Marathon
    $1,500,000
    1,590 SF

    Ocean View Duplex in Marathon

    Remodeled duplex with ocean views and direct ocean access.

    945 98 St, Marathon, FL 33050
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    Waterfront Duplex in Sombrero Beach
    $1,550,000
    1,668 SF

    Waterfront Duplex in Sombrero Beach

    Updated waterfront duplex with dock and ocean access in Marathon.

    17-18 Man-O-War Dr, Marathon, FL 33050
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    Waterfront Duplex Near Sombrero Beach
    $785,000
    834 SF

    Waterfront Duplex Near Sombrero Beach

    Updated half-duplex with new dock near Sombrero Beach.

    18 Man-O-War Dr, Marathon, FL 33050
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    Waterfront Retreat in Key Colony
    $845,000
    1,040 SF

    Waterfront Retreat in Key Colony

    2-bedroom, 2-bath waterfront retreat with open bay views and docks.

    47 Sadowski, Key Colony Beach, FL 33051
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    Canal-Front Duplex with Rental History
    $3,395,000
    4,478 SF

    Canal-Front Duplex with Rental History

    7-bedroom duplex with income potential and waterfront access.

    580 10 St, Key Colony Beach, FL 33051
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    Income Producing Duplex in Big Pine
    $759,000
    1,924 SF

    Income Producing Duplex in Big Pine

    Income-producing duplex with boating access in Big Pine Key, Florida.

    1433 Sunset Rd, Big Pine Key, FL 33043
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    Renovated Duplex on Deep Water
    $1,650,000
    1,854 SF

    Renovated Duplex on Deep Water

    Turnkey duplex in Marathon with ocean access and rental income.

    574-576 99 St, Marathon, FL 33050
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    Waterfront Home in Key Colony Beach
    $2,750,000
    3,248 SF

    Waterfront Home in Key Colony Beach

    6-bedroom, 4-bath waterfront home with pool and dock.

    581 10 St, Key Colony Beach, FL 33051
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    Key West Duplex with Income
    $1,100,000
    1,239 SF

    Key West Duplex with Income

    Well-maintained duplex in Key West with income potential.

    2004 Patterson Ave, Key West, FL 33040
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    Plantation Key Multi-Family Opportunity
    $995,000
    1,608 SF

    Plantation Key Multi-Family Opportunity

    Legal duplex with unpermitted efficiency in prime Islamorada location.

    112 S Rolling Hl Rd, Plantation Key, FL 33070
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    Two-Story Duplex in Marathon
    $700,000
    1,302 SF

    Two-Story Duplex in Marathon

    Two-story duplex in Marathon, ideal for redevelopment and expansion.

    329 63 Ct Gulf Ct, Marathon, FL 33050
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    Furnished Duplex with Dockage
    $1,898,000
    2,528 SF

    Furnished Duplex with Dockage

    Turnkey duplex with deep water dockage and rental income potential.

    461 3 St, Key Colony Beach, FL 33051
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    Key West Legal Duplex
    $1,785,000
    1,932 SF

    Key West Legal Duplex

    Legal duplex in a quiet neighborhood, close to the beach.

    1505 Rose St, Key West, FL 33040
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    Two Homes on Contiguous Lots
    $1,400,000
    2,275 SF

    Two Homes on Contiguous Lots

    Two single-family homes on contiguous lots in the Lower Keys.

    206 4Th St, Key West, FL 33040
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    Canal Front Duplex in Florida
    $899,000
    1,460 SF

    Canal Front Duplex in Florida

    Duplex with canal access, ideal for investment or personal use.

    31034 Hollerich Dr, Big Pine Key, FL 33043
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    Canal Front Duplex with Ocean Views
    $2,600,000
    2,485 SF

    Canal Front Duplex with Ocean Views

    Legal duplex with ocean views, waterfront access, and rental potential.

    139 Marina Ave, Key Largo, FL 33037
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    Monroe County, FL Duplexes Investment Opportunities Market Analysis

    Explore 30 duplexes for sale in Monroe County, FL, showcased through 30 active listings on our real estate platform. These investment opportunities span a total of 3,837,145,950 square feet of properties for sale, with an estimated market value of $40,982,000.

    Sale prices for duplexes in Monroe County, FL start at $700,000, averaging $1,639,280, and reaching up to $5,850,000 — 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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