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    Islamorada, FL Residential Income Properties for Sale

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    Key Largo, FL Tavernier, FL Plantation Key, FL
    7 results
    Waterfront Compound in Lower Matecumbe
    $3,524,000
    3,524 SF
    Waterfront Compound in Lower Matecumbe

    Islamorada, FL 33036

    Luxury multi-family property with income potential and resort-style amenities.
    • Waterfront property with a Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value).
    • Multi‑family compound featuring two autonomous 2BR/1BA residences upstairs and a separate 3BR/2BA finished area downstairs.
    • Strong income potential, generating $16,000+ per month in rental income when fully rented.
    • Resort‑style waterfront amenities including a private pool, expansive sun deck, outdoor shower, and 70‑foot concrete dock with fish‑cleaning station.
    • Located in the White Marlin Beach community with private gated access to the bay‑side beach and close proximity to the Atlantic Ocean beach.
    Updated: Feb 16
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    Bayfront Land in Islamorada, FL
    $4,900,000
    4,872 SF
    Bayfront Land in Islamorada, FL

    150 List Street, Upper Matecumbe Key, Islamorada, FL 33036

    Prime bayfront property with development potential and existing cottage.
    • 34,000 sq ft bayfront property in a private Islamorada enclave.
    • Enjoy 100+ feet of pristine bay frontage with open water views and sunsets.
    • Dockage with direct bay access for boating, fishing, and recreation.
    • Permit submitted to repair/expand dock and add two boat lifts (20,000 lb & 16,000 lb).
    • Conceptual renderings for a 4,872 sq ft custom residence with 5 bedrooms, 5.5 bathrooms, and a 3‑car garage.
    Updated: Mar 4
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    Islamorada Waterfront Family Compound
    $3,524,000
    3,524 SF
    Islamorada Waterfront Family Compound

    Luxury multi-family property with income potential and resort-style amenities.

    Islamorada, FL 33036

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    Waterfront Commercial Asset with Redevelopment Potential
    $4,100,000
    6,071 SF
    Waterfront Commercial Asset with Redevelopment Potential

    Waterfront commercial property with redevelopment potential and multiple revenue streams.

    74560 Overseas Highway, Islamorada, FL 33036

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    Islamorada Mixed-Use Commercial Property
    $1,899,000
    3,000 SF
    Islamorada Mixed-Use Commercial Property

    Luxury mixed-use property with highway frontage and flexible commercial/residential space.

    87847 Overseas Hwy, Islamorada, FL 33036

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    Oceanfront Property with Redevelopment Potential
    $6,495,000
    1.10 Acres
    Oceanfront Property with Redevelopment Potential

    200' oceanfront with triplex and vacant lot.

    Islamorada, FL 33036

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    Islamorada Redevelopment Opportunity
    $5,500,000
    3,312 SF
    Islamorada Redevelopment Opportunity

    Prime Islamorada property with redevelopment potential in Village Center zone.

    82929 Overseas Highway, Islamorada, FL 33036

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    Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 7 Active listings in Islamorada, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 2 Off-Market properties to explore as potential leads, plus 4 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.

    Waterfront Duplex with Redevelopment Potential
    $1,250,000
    1,500 SF
    Waterfront Duplex with Redevelopment Potential

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

    230 Apache Street, Plantation Key, FL 33070

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    Charming Multi-Residence Property
    $1,050,000
    1,950 SF
    Charming Multi-Residence Property

    Renovated multi-residence property with lush landscaping in Tavernier.

    162 Jo-Jean Way, Key Largo, FL 33070

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    Waterfront Duplex with Redevelopment Potential
    $1,250,000
    1,500 SF
    Waterfront Duplex with Redevelopment Potential

    Canal-front duplex in Islamorada with income and redevelopment opportunities.

    230 Apache Street, Plantation Key, FL 33070

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    Anchor Condo with Water Views
    $525,000
    950 SF
    Anchor Condo with Water Views

    Two-bedroom condo with water views, private beach, and boating access.

    92550 Overseas Highway Unit 214, Key Largo, FL 33070

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    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.

    Oceanfront Land in Lower Matecumbe
    $2,650,000
    1.42 Acres
    Oceanfront Land in Lower Matecumbe

    1.66-acre oceanfront lot with beach in Islamorada.

    Islamorada, FL 33036

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    Oceanfront Land in Lower Matecumbe
    $1,795,000
    0.55 Acres
    Oceanfront Land in Lower Matecumbe

    Prime oceanfront parcel to build your dream home in Florida Keys.

    Islamorada, FL 33036

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    Islamorada Oceanfront Acreage Opportunity
    $6,750,000
    7.78 Acres
    Islamorada Oceanfront Acreage Opportunity

    7+ acre oceanfront property with 700 feet of beachfront.

    82900 Old Highway, Upper Matecumbe Key, Islamorada, FL 33036

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    Oceanfront Lot in Lower Matecumbe
    $2,000,000
    0.40 Acres
    Oceanfront Lot in Lower Matecumbe

    100' wide oceanfront lot with bay bottom and TDR.

    Islamorada, FL 33036

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    Off-Market Properties in Islamorada, FL

    Consider similar Off-Market properties in Islamorada, 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.

    207 Russell St
    Multifamily properties
    Value Estimation by Request

    207 Russell St, Islamorada, FL 33036

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    Overseas Hwy
    Land
    Value Estimation by Request
    Overseas Hwy

    0 Overseas Hwy, Islamorada, FL 33036

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    Islamorada, FL Residential Income Properties Investment Opportunities Market Analysis

    Explore 9 residential income properties for sale in Islamorada, FL, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 24,303 square feet of properties for sale, with an estimated market value of $23,447,000.

    Sale prices for residential income properties in Islamorada, FL start at $1,899,000, averaging $3,907,833, and reaching up to $5,500,000 — 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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    Top Commercial Asset Segments

    Multifamily properties 4
    Short term rental properties 2
    Apartment buildings 1
    Single family properties 1
    Triplexes 1

    Demographics Overview

    Population 3,632
    Population Growth (5Y) +10.9%
    Median Household Income $88,214
    College Educated 55.8%

    High-Yield Neighborhoods for Investment

    Identify Islamorada submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    33036 $4.3M

    Taxes & Financing

    Tax Rate (average for all types) 0.89%
    Property Tax per SF $9.44 per sq ft
    Tax Rate vs County Average 0.14 pp above county avg
    Average Loan-to-Value 65.0%

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