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Monroe County, FL Duplexes for Sale

30 results
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Waterfront Multi-Family Home with Boatlift
$3,149,000
3,568 SF

Waterfront Multi-Family Home with Boatlift

Key West, FL 33040

Waterfront duplex with bonus suite, boat lift, and gated entry.

  • Waterfront property with over 80' of concrete seawall and an 8,000 lb boat lift, providing direct access to open water and Geiger Key Marina.
  • Multifamily duplex‑style home with a bonus suite, offering flexibility for living, family, guests, or rental income.
  • Main upstairs unit features 3 bedrooms, 3.5 bathrooms, a large living room with a private deck overlooking the canal, and a fully equipped kitchen.
  • Each unit (main, downstairs, and bonus suite) is self‑contained with its own private living space, entrance, kitchen, laundry, and A/C.
  • Secure electric gated entry for the main unit with parking directly at the front door, plus additional gated access and gravel parking for downstairs units.
Updated: Mar 11
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Key West Duplex on Large Lot
$1,250,000
2,664 SF

Key West Duplex on Large Lot

1409 4Th Street, Key West, FL 33040

Legal duplex on a spacious corner lot in Key West.

  • Legal duplex offers rental income potential or multi‑generational living.
  • Spacious 10,000 SqFt corner lot provides ample outdoor space.
  • Main residence features 2 bedrooms, 2 bathrooms, and 2,004 SqFt of living space.
  • Separate 2‑bedroom, 1‑bath cottage (660 SqFt) provides flexibility.
  • Solid CBS construction of the main residence ensures durability.
Updated: Feb 28
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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 with modern amenities.

102 Harry Harris Drive, Key Largo, FL 33070
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Key West Duplex Lot Opportunity
$899,000

Key West Duplex Lot Opportunity

Spacious corner duplex lot with development potential in Key West.

2330 Staples Avenue, Key West, FL 33040
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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 Road, Big Pine Key, FL 33043
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Oceanfront Multifamily with Rental Potential
$2,345,000
1,716 SF

Oceanfront Multifamily with Rental Potential

Oceanfront multifamily property with deepwater dockage and nightly rental approval.

127 Seaside Avenue, Key Largo, FL 33037
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Key West Duplex with Income
$1,000,000
1,239 SF

Key West Duplex with Income

Well-maintained duplex in Key West with income potential.

2004 Patterson Avenue, Key West, FL 33040
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Waterfront Duplex with Redevelopment Potential
$1,350,000
1,500 SF

Waterfront Duplex with Redevelopment Potential

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

228 & 230 Apache Street, Plantation Key, FL 33070
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Key West Income Producing Duplex
$1,050,000
1,452 SF

Key West Income Producing Duplex

Renovated Key West duplex with strong income potential.

1018 Georgia Street, Key West, FL 33040
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Income Producing Duplex, Big Pine
$749,000
1,924 SF

Income Producing Duplex, Big Pine

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

1433 Sunset Road, Big Pine Key, FL 33043
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Marathon Duplex Redevelopment Opportunity
$650,000
1,460 SF

Marathon Duplex Redevelopment Opportunity

Duplex in Marathon, Florida Keys, with redevelopment potential.

746 50th St Gulf, Marathon, FL 33050
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Iconic Key West Gingerbread Home
$1,950,000
1,700 SF

Iconic Key West Gingerbread Home

Renovated multi-family home in the heart of Old Town.

1030 James Street, Key West, FL 33040
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Key West Legal Duplex Opportunity
$1,395,000
1,428 SF

Key West Legal Duplex Opportunity

Historic Key West duplex with investment and expansion potential.

1306 Virginia Street, Key West, FL 33040
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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 Street, Key West, FL 33040
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Key West Residential Duplex
$1,354,000
1,904 SF

Key West Residential Duplex

Residential duplex with long-term rentals in Key West, Florida.

1612 Laird Street, Key West, FL 33040
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Key West Multi-Family Homes
$5,850,000
3,010 SF

Key West Multi-Family Homes

Two homes near Duval Street with private pools and rental history.

421 - 423 Simonton Street, Key West, FL 33040
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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 Street, Key West, FL 33040
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Waterfront Duplex with Rental Income
$1,899,000
2,540 SF

Waterfront Duplex with Rental Income

Renovated waterfront duplex in Key Colony Beach with rental potential.

Key Colony Beach, FL 33051
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Canal-Front Duplex with Rental Income
$3,350,000
4,478 SF

Canal-Front Duplex with Rental Income

7-bedroom duplex with rental history and waterfront access.

Key Colony Beach, FL 33051
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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.

Key Colony Beach, FL 33051
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Waterfront Duplex Near Sombrero Beach
$770,000
834 SF

Waterfront Duplex Near Sombrero Beach

Updated waterfront duplex near Sombrero Beach, ideal for rental income.

17 Man-O-War Drive, Marathon, FL 33050
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Multifamily Complex in Marathon, Florida
$1,800,000
3,017 SF

Multifamily Complex in Marathon, Florida

Multifamily complex with redevelopment potential in a high-demand location.

13755 Overseas Highway, Marathon, FL 33050
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Beachfront Multifamily Investment Opportunity
$3,899,000
1,647 SF

Beachfront Multifamily Investment Opportunity

Iconic Long Key beachfront duplex with nightly rental potential.

65620 Overseas Highway, Long Key, FL 33001
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Turnkey Duplex with Dockage
$1,848,000
2,528 SF

Turnkey Duplex with Dockage

Furnished duplex with dockage and rental income potential.

Key Colony Beach, FL 33051
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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 3,502,379,945 square feet of properties for sale, with an estimated market value of $39,130,000.

Sale prices for duplexes in Monroe County, FL start at $650,000, averaging $1,630,416, 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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