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Old Town South

Proximity & Location = A Great Neighborhood!

Old Town South is the area between Casa Marina and Truman Avenue. Old Town South runs from the southernmost end of Truman Avenue north to White Street then east to United Street and jogging the waterfront beginning at Simonton Street.

Just like Old Town North, the homes are rich in history and the architecture is the quintessential Conch Home style with a sprinkle of modern architecture adjacent to the Casa Marina neighborhood. Proximity and location make this section of Key West an ideal area to live. Everything that Old Town North has to offer is only a short bike ride away, as well as the many recreation opportunities available in the Casa Marina area. The always bustling El Siboney Cuban restaurant is located within this district on Catherine and Margaret Streets. For more restaurants and art galleries, saunter down to the quieter side of Duval Street south of Truman. You can sip wine and people watch at Grand Vin, savor the best homemade ice cream at Flamingo Crossing or have breakfast, lunch or dinner at Banana Cafe. For a variety of shops and restaurants, Duval Square between Simonton, Virgina & Duval Streets is a short drive or bike ride away. Be sure to visit The Key West Butterfly Conservatory for a tranquil respite or if you need to entertain your children or grandchildren!

New Listings in Old Town South

1110 White, Key West image
1110 White, Key West $2,900,000

Endless possibilities! Rare multi-use commercial/residential building located in prime location in Old Town, Key West. Now available, 2000 sq.ft. commercial space on grou...

  • 6 Beds
  • 6 Baths
  • 604741 MLS
1110 White, Key West image
1110 White, Key West $7,000

Restaurant site available. Kitchen currently has a large walk-in cooler, new grease trap, hood, and multiple triple sinks. Additional restaurant equipment is needed. Fini...

  • 2 Baths
  • 604732 MLS
1104 Watson, Key West image
1104 Watson, Key West $2,125,000

Beautiful conch cottage located on a corner lot in Old Town Key West! This home features 3 bedrooms 2 bathrooms, off-street parking and a heated pool. Fenced for privacy...

  • 3 Beds
  • 2 Baths
  • 604711 MLS
1017 Simonton Unit 104, Key West image
1017 Simonton Unit 104, Key West $1,200,000

Beautifully Appointed Southernmost Cabanas Townhome, located in the heart of Old Town Key West. Walking distance to Duval St. and easy proximity to and abundance of resta...

  • 2 Beds
  • 2 Baths
  • 604670 MLS
617 Ashe, Key West image
617 Ashe, Key West $3,950,000

Perfection, Preservation and Privacy. This Old Town Classic has been remodeled with integrity and respect for the history of the home. As you enter through a white pick...

  • 4 Beds
  • 4 Baths
  • 604652 MLS
1209 William Unit 6, Key West image
1209 William Unit 6, Key West $545,000 ▼

This 1/1 cozy conch cottage, offered at $545,000, is the lowest priced home in Old Town located in the X-flood zone. It is refreshed, repaired and ready for you or your ...

  • 1 Beds
  • 1 Baths
  • 604562 MLS
1218 Grinnell, Key West image
1218 Grinnell, Key West $2,558,000

Look no further for luxury living in Old Town Key West! This spacious 4bd /4ba (3 master en-suites) home was totally rebuilt in 2009 and has been meticulously maintained....

  • 4 Beds
  • 4 Baths
  • 604543 MLS
1221 Packer Unit 1-5 & # 1220 Grinnell St #1, Key West image
1221 Packer Unit 1-5 & # 1220 Grinnell St #1, Key West $3,299,000

Rare 6 unit Old Town property located in the X Zone, made up of a 3/3 Single Family home ( 1728 sqft ) , 1x 2/1 Bed and 4 x 1/1bed. The 6 units are split between 3 buildi...

  • 9 Beds
  • 9 Baths
  • 604493 MLS
311 Amelia, Key West image
311 Amelia, Key West $2,095,000 ▼

This ground-up Duplex renovation is a one-of-kind home & investment opportunity in Old Town Key West, with added benefit of a $750k, 2.9%, assumable mortgage! Just 1 1/2 ...

  • 4 Beds
  • 4 Baths
  • 604489 MLS
311 Amelia, Key West image
311 Amelia, Key West $2,095,000 ▼

This ground-up Duplex renovation is a one-of-kind home & investment opportunity in Old Town Key West, with added benefit of a $750k, 2.9%, assumable mortgage! Just 1 1/2 ...

  • 4 Beds
  • 4 Baths
  • 604460 MLS
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Key West, FL 33040
305.923.4833 

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