Monroe County, FL Duplexes for sale

Updated: Aug 12

Waterfront Duplex with Private Pool

219 Sombrero Beach Road, Marathon, FL 33050

$1,439,000

1,840 sqft 0.16 AC lot

1,840‑square‑foot waterfront duplex property built in 2017
Four bedrooms and three bathrooms
31 feet of private dockage
Private pool with deck, patio, porch, and cabana‑style outdoor area
Walkable access to Sombrero Beach

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Updated: Sep 14

Waterfront Duplex with Seawall

3962-3964 No Name Road, Big Pine Key, FL 33043

$925,000

1,536 sqft 0.17 AC lot

Waterfront duplex with 1,536 square feet and 2 bedrooms/1 bathroom on each side
Full 70' concrete seawall with boating access
Two central AC units and 2 electric meters
Separate utility and laundry rooms for each unit
Fenced 0.1655‑acre lot with room for a boat trailer

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Duplex with Unfinished Third Floor

646 William Street, Key West, FL 33040

$1,400,000

1,780 sqft 0.09 AC lot

The first level has two bedrooms and two bathrooms, while the second floor contains a separate two-bedroom, one-bathroom layout.

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Waterfront Duplex with Bonus Suite

Key West, FL 33040

$2,499,999

3,568 sqft

Self-contained residences offer private entrances, kitchens, laundry areas, and air-conditioning systems for flexible occupancy arrangements.

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Waterfront Duplex with Updated Interiors

31032 Hollerich Drive, Big Pine Key, FL 33043

$899,000

1,460 sqft 0.12 AC lot

Two residences offer private entrances, outdoor showers, and separate living spaces.

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Waterfront Duplex with Private Dock

241 Sombrero Beach Road, Marathon, FL 33050

$1,400,000

1,840 sqft 0.17 AC lot

Waterfront duplex with direct ocean access, a private pool, and fenced outdoor space.

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Updated Duplex

6415 2nd Terrace, Stock Island, FL 33040

$749,000

1,304 sqft 0.12 AC lot

Concrete-block construction and renovated kitchens and bathrooms serve both residences.

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Updated Two-Unit Duplex

1300 Ashby Street, Key West, FL 33040

$1,350,000

1,760 sqft 0.15 AC lot

Updated duplex with separate living spaces and SF-1 zoning in Midtown.

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Three-Story Duplex with Fenced Yard

410 101St St Ocean, Marathon, FL 33050

$622,500

1,760 sqft 0.07 AC lot

Deed-restricted housing residence with open living areas, covered parking, and central heating and air conditioning.

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Waterfront Duplex with Pool

303 Sombrero Beach Road, Marathon, FL 33050

$1,549,000

2,114 sqft 0.25 AC lot

Stilted two-unit property with a private pool, dockage, garages, and water views.

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Renovated Duplex

1126 Grinnell Street, Key West, FL 33040

$1,195,000

875 sqft 0.03 AC lot

Two independent one-bedroom residences share a private yard and updated kitchens within HNC(1-3) zoning.

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Waterfront Duplex with Buildable Lot

Big Pine Key, FL 33043

$1,099,000

1,888 sqft 0.33 AC lot

Duplex property offers direct waterfront access plus an additional buildable vacant lot on deep, clean canals.

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Canal-Front Duplex with Dockage

126 N Indies Drive, Duck Key, FL 33050

$1,875,000

2,544 sqft 0.18 AC lot

Two side-by-side units offer separate living spaces, balconies, and under-building storage.

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Duplex with Private Pool

1516 17th Terrace, Key West, FL 33040

$1,875,000

2,423 sqft 0.30 AC lot

Corner duplex with a detached guest cottage, fenced grounds, covered parking, and a private pool.

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Two-Unit Duplex

1300 Ashby St, Key West, FL 33040

$1,350,000

1,760 sqft

Separate living areas support residential use or potential rental income.

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Key West Duplex with Redevelopment Rights

3711 Eagle Avenue, Key West, FL 33040

$825,000

1,464 sqft 0.14 AC lot

CBS construction, a metal roof, and off-street parking serve this residential property near schools, shopping, beaches, and Old Town.

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Corner Duplex Lot with Cottage

2330 Staples Avenue, Key West, FL 33040

$999,000

693 sqft 0.15 AC lot

Corner lot with a cottage and alley access, plus a demolished second unit ready for new construction.

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Updated Two-Unit Duplex

1911 Seidenberg Avenue, Key West, FL 33040

$1,250,000

1,119 sqft 0.12 AC lot

Legal duplex with separate metering, screened porches, off-street parking, and updated interiors in Key West.

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Duplex with Studio Cottage

2004 Patterson Avenue, Key West, FL 33040

$899,000

1,239 sqft 0.12 AC lot

Two separate residences combine a primary home with a flexible studio cottage configuration.

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Oceanfront Duplex Property

1430 Vernon Avenue, Key West, FL 33040

$9,888,000

2,071 sqft 0.20 AC lot

Two-story property with HCT zoning, separate electric meters, and direct ocean frontage.

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Waterfront Duplex Compound

Islamorada, FL 33036

$3,524,000

3,524 sqft 0.16 AC lot

Canal-front property combines two upstairs residences with a separate finished lower-level living area and private waterfront amenities.

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Waterfront Duplex with Boat Lift

139 Marina Avenue, Key Largo, FL 33037

$2,750,000

2,485 sqft 0.21 AC lot

Renovated two-unit waterfront property with private pool, dock, gated access, and separate utility meters.

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Canal-Front Duplex with Dockage

29678 Enterprise Avenue, Big Pine Key, FL 33043

$1,295,000

1,820 sqft 0.17 AC lot

Stilted two-unit property with updated finishes, a metal roof, and direct access to a wide boating canal.

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Duplex with Private Pool

606 Grinnell Street, Key West, FL 33040

$1,675,000

1,870 sqft 0.06 AC lot

Two separate residences provide full kitchens, dining areas, living rooms, and flexible household arrangements.

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