Old Town

Old Town Key West is the heart of our tiny island city. It has quiet tropical streets lined with palms, fiery Royal Poincinana trees and fragrant Frangipani and Night Blooming Jasmine. The busiest Old Town street, Duval Street, is a short bike ride or stroll away from most of the downtown area. Bahama Village, the Casa Marina area, the Meadows, the Cemetery and Solares Hill are some other areas of interest around Old Town.

Sort By:  

1414 Angela Street

What lies behind the gates on a nearly 5,000sf lot in the Meadows is nothing short of exquisite!
For Sale
$3,699,999 - Old Town, Residential, Virtual Tour

What lies behind the gates on a nearly 5,000sf lot in the Meadows is nothing short of exquisite! Here you will find the perfect indoor/outdoor…

More Details
2032 Sq. Ft. 3 Bedrooms 2.5 Bathrooms

1300 Tropical Street

1300 Tropical Street is a beautiful residence offering timeless luxury
Contingent, For Sale
$3,000,000 - Old Town, Residential, Virtual Tour

The ultimate in sophistication with signature elements of Key West architecture, 1300 Tropical Street is a beautiful residence offering timeless luxury in an unparalleled island…

More Details
2693 Sq. Ft. 3 Bedrooms 4 Bathrooms

603 Angela Street, 2

A picture-perfect home in the exclusive Gardens of Key West community of the Historic District
For Sale
$2,095,000 - Old Town, Residential, Virtual Tour

SAY HELLO to Casa Maribel! A picture-perfect home in the exclusive Gardens of Key West community of the Historic District, this bright and elegant haven…

More Details
1440 Sq. Ft. 2 Bedrooms 3 Bathrooms

1415 United Street

Great opportunity to own a 3 unit building centrally located in Key West
For Sale
$1,699,000 - Multi-Unit, Old Town, Residential

Investor Alert! Great opportunity to own a 3 unit building centrally located in Key West with off Street parking and plenty of room for a…

More Details
2007 Sq. Ft. 5 Bedrooms 3 Bathrooms

1005 Watson Street, 1

Enjoy an open 3bd/2ba with private pool, sizable private yard space
For Sale
$1,399,000 - Old Town, Residential

Enjoy an open 3bd/2ba with private pool, sizable private yard space, gardens/ patio and 2 generous dedicated off street parking spots! Desirable one level living…

More Details
1272 Sq. Ft. 3 Bedrooms 2 Bathrooms

800 Catherine Street

Great corner lot in historic neighborhood just 2 blocks from Duval Street
Contingent, For Sale
$1,299,000 - Old Town, Residential

Great corner lot in historic neighborhood just 2 blocks from Duval Street. Currently set up as 3 units including a 3BR/2BA downstairs ($3400), 1BD/1BA with…

More Details
3680 Sq. Ft. 5 Bedrooms 4 Bathrooms

626 Olivia Street

626 Olivia Street A spiral staircase leads to the 3rd bedroom/loft.
For Sale
$1,120,000 - Old Town, Residential, Virtual Tour

Located in the X Flood Zone, this 3BD/2BA centrally located Key West home is one not to be missed! Steps from the fantastic Little Pearl…

More Details
959 Sq. Ft. 3 Bedrooms 2 Bathrooms

807 Catherine Street

Welcome to the Cigar Makers Cottage at 807 Catherine Street
Contingent, For Sale
$1,025,000 - Old Town, Residential, Virtual Tour

Welcome to the Cigar Makers Cottage at 807 Catherine Street, one of the finest examples of historic Key West architecture! Built in 1933, this residence…

More Details
856 Sq. Ft. 2 Bedrooms 1 Bathroom

3429 Flagler Avenue

Perfect starter home in Key West!
For Sale
$895,000 - Old Town, Residential

Perfect starter home in Key West! Big back yard, soaring ceilings, terrazzo floors, laundry room, just about all you could need with plenty of room…

More Details
1198 Sq. Ft. 3 Bedrooms 2 Bathrooms