Key West, Florida

Key West, Florida

Sort By:  

Key West, Florida

Key West is the last island in the Florida Keys chain. All of the Florida Keys have their own points of interest and charm, but Key West is very special.

The architecture of Key West homes varies greatly from Old Town to the residential neighborhoods of the Casa Marina area of Key West and New Town. The Truman Annex offers a plantation style home in many different layouts. There are roomy estates nestled in the tropical palms of the Truman Annex as well as convenient condominiums that are within walking distance to the beach and to Duval Street, the downtown area of Key West.

Old Town Key West offers every style of home from a “Conch” (pronounced konk) house to an expanded property with guest quarters and a pool. To discover the charm of Old Town, one must take a stroll and discover the quiet lanes and tucked away neighborhoods like “The Meadows” where the smell of night blooming Jasmine fills the air on summer nights.

There are many Key West condo complexes to consider too. Many historic Key West houses have been converted into condominiums in recent years. It provides easy living for both full time and part time residents. There may be some condos that have a transient license included which allows the property to be rented to vacationers.

The Casa Marina area of Key West is located on the oceanside of the island. The homes in these neighborhoods are roomy and many of the properties are on larger lots with pools or room for a pool. The area is convenient to downtown Key West and the beaches on the south side of the island.

Residential Key West consists of the mid section and easternmost side of the island. The architecture is much different in this area of town. There are many more CBS (concrete block structure) homes. This type of home was popular in the 50s but a lot of the homes have been upgraded with new flooring and cabinetry. There are also a select few oceanfront condominium complexes on Smathers Beach and overlooking the Atlantic Ocean. Key West has a few canal front homes that have access to the Gulf of Mexico and Atlantic Ocean.

The next island up from Key West toward Miami is Stock Island. Stock Island holds a Key West address and is home to the Key West Golf Club. This semi-private golf course is lined with beautiful bungalow style townhomes and free standing homes. The gated community has two pools, a club house with golf pro shop and restaurant.

Key Haven is just past Mile Marker 5 and has the most complete boating community in the Lower Keys. Nearly every property in Key Haven has boating access by canal or open water to the Gulf or Atlantic and there are two marinas just a short boat ride away. Key Haven also has a few buildable lots still available, some with open water views.

The Lower Keys consist of all the islands from Stock Island to Big Pine Key. We have listings in many of the communities including Sugarloaf Key and Cudjoe Key. Each island community has its benefits, please contact Terri Spottswood for more information on all the areas of the Lower Keys and Key West.

1400 Olivia Street

A truly classic Key West residence built prior to 1899
For Sale
$1,850,000 - Old Town, Residential, Virtual Tour

A truly classic Key West residence built prior to 1899 and ideally situated on one a 5,270SF corner lot in the prestigious Meadows Neighborhood of…

More Details
1518 Sq. Ft. 2 Bedrooms 2 Bathrooms

1200-1206 White Street

A rare investment opportunity to own a commercial mixed-use strip center located in the heart of Old Town Key West
For Sale
$3,525,000 - Commercial, Old Town, Residential

A rare investment opportunity to own a residential mixed-use property located in the heart of Old Town Key West. Property consists of 2 residential units…

More Details
6268 Sq. Ft. 3 Bedrooms 2 Bathrooms

5555 College Road, KF11

Sunset Marina, 5555 College Rd Kingfish #11 Key West, FL
For Sale
$220,000 - Boat Slip, Lower Keys, Waterfront

Sunset Marina, 5555 College Rd Kingfish #11 Key West, FL. 33040 Located at MM 5 is a lovely true liveaboard community located on the marina…

More Details

2600 Patterson Avenue

Experience charm and craftsmanship in this 3BR/2BA home within a tranquil mid-town Key West neighborhood
For Sale
$1,425,000 - Old Town, Residential

Experience charm and craftsmanship in this 3BR/2BA home within a tranquil mid-town Key West neighborhood on a corner lot. Previously owned by artists for 36…

More Details
1673 Sq. Ft. 3 Bedrooms 2 Bathrooms

1312 Virginia Street

This single family home in Old Town S of Truman has 3BR, 2BA in the main house & legal 1BA/1BR in the rear of the property
For Sale
$950,000 - Old Town, Residential

This old town home has 4bedrooms, 3bathrooms, incl. legal 1br 1ba cottage. Interior features include Dade County Pine walls, tile floors, wood cabinets, a spacious…

More Details
1052 Sq. Ft. 4 Bedrooms 3 Bathrooms

1501 Georgia Street

Designed for a family but could be the ultimate couple's house.
Contingent, For Sale
$3,350,000 - Old Town, Residential, Virtual Tour

Welcome home to this award winning, Mid-Century modern designed by the master of tropical landscape architecture Raymond Jungles and locally renowned architect Rob Delaune. Designed…

More Details
2810 Sq. Ft. 4 Bedrooms 4 Bathrooms

5409 3rd Avenue

Splendid 3bd/2ba elevated home located in Stock Island
For Sale
$825,000 - Lower Keys, Residential

Splendid 3bd/2ba elevated home located in Stock Island with many thoughtful updates. This home welcomes you to an open floor plan finished in distressed wood…

More Details
1075 Sq. Ft. 3 Bedrooms 2 Bathrooms

1319 Newton Street

Beautiful 4 bedroom, 2 bath single level home with inviting open concept living area for entertaining
For Sale
$2,499,000 - Residential, Virtual Tour

Magical In the Meadows! Exceptional opportunity to own this Charming Conch Cottage circa 1892, totally renovated and lovingly maintained. Currently configured as 2 bedrooms- plus…

More Details
1512 Sq. Ft. 3 Bedrooms 2 Bathrooms

1223 Rogers Lane

Prime 7,000 sq. Ft. canal-front lot with approved dock plans
For Sale
$460,000 - Lots & Land, Lower Keys, Waterfront

Prime 7,000 sq. Ft. canal-front lot with approved dock plans in Cudjoe Key and just 20 minutes north of Key West. Located on a tranquil…

More Details

1017 Margaret Street

1017 Margaret Street - this private estate boasts an impressive 40' saltwater swimming pool and spa
Contingent, For Sale
$3,875,000 - Old Town, Residential, Virtual Tour

Elevate your lifestyle with this Tropical Modern retreat at 1017 Margaret Street in Old Town, Key West! Set in the X-Flood Zone with over 7,100SF…

More Details
2400 Sq. Ft. 4 Bedrooms 3 Bathrooms

1311 Grinnell Street

This stunning home in Casa Marina is nearly finished
For Sale
$4,499,000 - Old Town, Residential

This stunning home in Casa Marina is nearly finished being completely remade from top to bottom. One large Master and two Guest bedrooms on the…

More Details
2681 Sq. Ft. 5 Bedrooms 5 Bathrooms

410 Louisa Street

Experience the epitome of luxury in this exquisite 3BD/3BA residence
For Sale
$2,945,000 - Old Town, Residential, Virtual Tour

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled in the heart of Old Town Key West, just a stone’s throw from the…

More Details
2002 Sq. Ft. 3 Bedrooms 3 Bathrooms

206 Southard Street, 3

Experience one of the best locations in the Historic District of Key West, the Shipyard at Truman Annex!
For Sale
$879,000 - Old Town, Residential, Virtual Tour

Experience one of the best locations in the Historic District of Key West, the Shipyard at Truman Annex! This income producing, transient licensed 2-bedroom, 1-bath…

More Details
646 Sq. Ft. 2 Bedrooms 1 Bathroom

3820 Eagle Avenue

Experience unmatched elegance on Eagle Avenue.
For Sale
$3,950,000 - Old Town, Residential

Experience unmatched elegance on Eagle Avenue. This meticulously designed residence is exquisitely appointed, boasting five bedrooms and five and a half bathrooms, including in-law quarters.…

More Details
4202 Sq Ft 5 Bedrooms 5 Bathrooms

1025 Thompson Lane

Captivating Cottage on Peaceful Hidden Lane in Old Town Key West
For Sale
$1,275,000 - Old Town, Residential

Captivating Cottage on Peaceful Hidden Lane in Old Town, with off street parking. Perfect for the bon vivant collector of distinctive cottages… Historic with modern…

More Details
1066 Sq. Ft. 2 Bedrooms 2 Bathrooms