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Islamorada, FL Multifamily Properties for Sale

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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: Jan 16
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Islamorada Redevelopment Opportunity
$5,500,000

Islamorada Redevelopment Opportunity

82929 Overseas Hwy Upper Matecumbe Ky, Islamorada, FL 33036

Prime Islamorada property with redevelopment potential in a desirable location.

  • Prime Redevelopment Opportunity: Three parcels zoned Village Center offer broad redevelopment possibilities.
  • 8 Market Rate Development Rights: Islamorada Village Planning Department recognizes 8 development rights.
  • High‑Traffic Location: Situated at the gateway to Islamorada on Overseas Highway.
  • Existing Commercial Building: Includes a 3,312 SF commercial building with attached work yard.
  • Mix of Existing Structures: Currently features mobile homes, apartments, and a commercial building.
Updated: Oct 16, 2025
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Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 2 Active listings in Islamorada, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 1 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

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

Cozy Studio Apartment in Tavernier
Contact for pricing
400 SF

Cozy Studio Apartment in Tavernier

Private studio apartment available for rent immediately in Key Largo.

91865 Overseas Hwy, Key Largo, FL 33070
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Updated Duplex Near Oceanfront Park
$829,000
1,496 SF

Updated Duplex Near Oceanfront Park

Legal duplex near Harry Harris Park, updated interiors, strong rental income.

102 Harry Harris Dr, Key Largo, FL 33070
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Conch Key Duplex with Gulf Views
$899,950
2,704 SF

Conch Key Duplex with Gulf Views

Large duplex in Conch Key with strong rental income potential.

82 N Conch Ave, Marathon, FL 33050
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Grassy Key Marina Opportunity
$9,900,000
22,000 SF

Grassy Key Marina Opportunity

Marina with apartments, store, and redevelopment potential in Marathon, FL.

59073 Overseas Hwy, Marathon, FL 33050
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Explore 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

207 Russell St

Multifamily properties
Value Estimation by Request
207 Russell St, Islamorada, FL 33036
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Islamorada, FL Multifamily Properties Investment Opportunities Market Analysis

Explore 3 multifamily properties for sale in Islamorada, FL on our real estate platform. These investment opportunities span a total of 8,276 square feet of properties for sale, with an estimated market value of $990,000.

Prices for multifamily properties in Islamorada, FL start at $990,000, averaging $990,000, and reaching up to $990,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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