Residential

Property in Key West comes in all shapes and sizes. The beauty of Key West is that you can't judge a house by it's front door. Some of our island homes open up to their own tropical oasis. We invite you to explore Old Town, New Town, the Truman Annex, the Key West Golf Club, Stock Island, Shark Key and more.

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1300 Sunset Blvd

For Sale
$13,900,000 - Lower Keys, Residential, Waterfront

The epitome of relaxed elegance — a masterful combination of architectural splendor within the casual atmosphere that defines the Keys lifestyle. Exquisite estate w/ 6…

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56764 Sq. Ft. (Lot Size) 6 Bedrooms 8 Bathrooms

22 Hilton Haven Road

For Sale
$6,495,000 - Old Town, Residential, Waterfront

Wondrous waterfront compound only a few minutes from downtown Key West. Capturing the relaxed grandeur of a bygone era, this sprawling home features water views…

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19842 Sq. Ft. (Lot Size) 5 Bedrooms 6 Bathrooms

81 Cannon Royal Drive

For Sale
$6,450,000 - Lower Keys, Residential, Waterfront

Sophisticated & understated Shark Key home spread over 3 open water lots, on 1.5 acres, is built in timeless style & beauty. Plantation style, one…

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64843 Sq. Ft. (Lot Size) 7 Bedrooms 8 Bathrooms

908 Fleming Street

For Sale
$6,250,000 - Old Town, Residential

This Extraordinary Estate is a work of art that has been built with master craftsmanship. Located on an 18,500 SF lot, there are 4 buildings:…

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18383 Sq. Ft. (Lot Size) 4 Bedrooms 4.5 Bathrooms

601 County Road, 939

For Sale
$5,495,000 - Lower Keys, Residential, Waterfront

One of the few truly select & secluded oceanfront estates just minutes from Key West rests over 9 acres of tropical paradise. Pirate Cove surrounds…

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392908 Sq. Ft. (Lot Size) 4 Bedrooms 7 Bathrooms

1017 Southard Street

For Sale
$5,250,000 - Old Town, Residential

This incredible estate in the heart of the historic district represents one of the finest examples of Victorian Queen Anne architecture in Key West. The…

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18770 Sq. Ft. (Lot Size) 5 Bedrooms 5.5 Bathrooms

311 Elizabeth Street

For Sale
$3,950,000 - Old Town, Residential

Abundance in Old Town! This grand 8Bd, 5Ba historic home w/ guesthouse underwent a full renovation in 2015 to create a uniquely designed floor plan…

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4991 Sq. Ft. (Lot Size) 8 Bedrooms 5 Bathrooms

1000 Johnson Street

For Sale
$3,795,000 - Old Town, Residential

One-of-a-kind 3971 SF Mediterranean Estate in the highly desirable Casa Marina neighborhood! An entertainers dream, large rooms, high ceilings, large verandas, lush gardens, and a…

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11450 Sq. Ft. (Lot Size) 4 Bedrooms 4 Bathrooms

626 William Street

For Sale
$3,750,000 - Old Town, Residential

A Key West Grande Dame in the heart of Old Town w/5BR/4.2BA, incl. a 1BR/1BA guest cottage, a 1BR guest cottage & an optional 6th…

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7157 Sq. Ft. 6 Bedrooms 4 Bathrooms

1430 Tropical Street

For Sale
$3,195,000 - Commercial, Old Town, Residential

Transient Licensed Estate! A rare Tropical Retreat that opens to the world outside at every turn. With an amazing 10,342 SF lot, this home has…

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10342 Sq. Ft. (Lot Size) 4 Bedrooms 5 Bathrooms

727 Eaton Street

For Sale
$2,949,000 - Old Town, Residential

This stately home built in the late 1800’s is sited on a large corner lot in Old Town close to the historic seaport and Duval…

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6371 Sq. Ft. (Lot Size) 4 Bedrooms 3 Bathrooms

3540 Eagle Ave

For Sale
$2,690,000 - Old Town, Residential

Spectacular and sprawling, this 6BR/4.1BA estate on 18,000sf of prime Eagle Ave land is a modern take on mediterranean design. The home is grand while…

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18000 Sq. Ft. (Lot Size) 6 Bedrooms 4.5 Bathrooms

1625 Von Phister Street

For Sale
$2,650,000 - Old Town, Residential

This spectacular estate was custom built in 1995 in the style of traditional Key West architecture. The main house has soaring coffered ceilings, beautiful heart…

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8329  Sq. Ft. (Lot Size) 4 Bedrooms 4 Bathrooms

1414 Newton Street

For Sale
$2,495,000 - Old Town, Residential

Wonderfully located Meadows home with over 3,000SF of living space and Impact doors and windows throughout. This CBS custom built home (completed in 2007) is…

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7331 Sq. Ft. (Lot Size) 4 Bedrooms 4 Bathrooms

808 Windsor Lane

For Sale
$2,495,000 - Old Town, Residential

Two historic houses joined together beautifully in the heart of Old Town. Architect Guillermo Orozco created an excellent floor plan with nearly 3100 SF of…

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9075 Sq. Ft. (Lot Size) 4 Bedrooms 4 Bathrooms