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.

1616 Rose Street

1616 Rose Street, Florida Keys Real Estate
Sold
$1,250,000 - Sold

Wonderful 3BD/2BA home located in the quiet Midtown neighborhood of Key West! The home sits on over a 6,000 sq. ft. lot & has a…

More Details
1200 Sq. Ft. 3 Bedrooms 2 Bathrooms

1317 Newton Street

Conveniently located to everything Old Town & New Town have to offer
For Sale
$1,500,000 - Residential

Wonderful 2BD/2.5 BA Key West cottage in the desirable Meadows neighborhood. Freshly painted both inside and out, all new stainless steel appliances, new granite counters…

More Details
1656 Sq. Ft. 2 Bedrooms 2 Bathrooms

720D Simonton Street

Private Old Town compound with 2 transient licenses
Sold
$4,700,000 - Sold

**FOR STATISTICAL PURPOSES ONLY** Private Old Town compound with 2 transient licenses located 1 block from Duval Street. 2 units, 4BD/4BA total, 2,441 SF total,…

More Details
2441 Sq. Ft. 4 Bedrooms 4 Bathrooms

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

1414 Angela Street

For Sale
$3,699,999 - Old Town, Residential

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

19590 Mayan Street

Great opportunity to develop your very own piece of paradise in Sugarloaf Key
For Sale
$265,000 - Lots & Land, Lower Keys

READY TO BUILD NOW! Great opportunity to develop your very own piece of paradise in Sugarloaf Key, just 15 minutes north of Key West! Active…

More Details

19620 Mayan Street

Great opportunity to develop your very own piece of paradise in Sugarloaf Key
For Sale
$275,000 - Lots & Land, Lower Keys

READY TO BUILD NOW! Great opportunity to develop your very own piece of paradise in Sugarloaf Key, just 15 minutes north of Key West! Active…

More Details

1427 Washington Street

Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home
For Sale
$2,995,000 - Residential

***Additional photos will be added as renovations are completed.*** Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just…

More Details
2051 Sq. Ft. 4 Bedrooms 2 Bathrooms

701 Spanish Main Drive, 221

701 Spanish Main Drive, 221 the perfect Florida Keys getaway
For Sale
$1,199,000 - Lower Keys, Waterfront

Transiently licensed, open water & turn key, the perfect Florida Keys getaway. Dazzling views and instant access to the beautiful waters of the Florida Keys.…

More Details
864 Sq. Ft. 2 Bedrooms 2 Bathrooms

1023 Washington Street

1023 Washington Street, Key West - Embodying the history & grace of homes Key West is known for
Sold
$3,127,500 - Sold

Embodying the history & grace of homes Key West is known for with the advantages of 21st century building techniques, this Historic Preservation Award winning…

More Details
2118 Sq. Ft. 2 Bedrooms 2 Bathrooms

3841 N Roosevelt Boulevard, 316

Condo living with hotel caliber amenities, this first floor Beachside Condominium
Sold
$1,000,000 - Sold

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all! 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental…

More Details
1357 Sq. Ft. 2 Bedrooms 2.5 Bathrooms

1300 Sunset Boulevard

Designed by one of the best, it's a masterful union of architectural splendor with the casual atmosphere that defines the Keys lifestyle.
For Sale
$17,999,900 - Lower Keys, Residential, Waterfront

Just minutes from Key West, Tarpon Ranch is Summerland Key’s finest private estate and the epitome of relaxed elegance. Designed by one of the best,…

More Details
7720 Sq. Ft. 6 Bedrooms 6 Bathrooms

5031 5th Avenue #32

Live like you're on vacation at the wonderful waterfront gated community of Sunset Harbor
For Sale
$435,000 - Lower Keys, Residential, Waterfront

Live like you’re on vacation at the wonderful waterfront gated community of Sunset Harbor on Cow Key channel. Enjoy the quiet living this 2BD/2BA manufactured…

More Details
880 Sq. Ft. 2 Bedrooms 2 Bathrooms

5 Amaryllis Drive

Wonderfully appointed waterfront home in the very desirable Key Haven neighborhood, just 5 minutes north of Key West!
For Sale
$2,499,001 - Lower Keys, Residential, Waterfront

Wonderfully appointed waterfront home in the very desirable Key Haven neighborhood, just 5 minutes north of Key West! Great floor plan with 3 Bedrooms/3 Bathrooms…

More Details
1802 Sq. Ft. 3 Bedrooms 3 Bathrooms

1301 7th Street

Located in a quiet New Town neighborhood, this 3 Bedroom/ 1 Bath home sits on a huge & coveted double lot with a total of 10,000 sq. ft.!
Sold
$850,000 - Sold

Located in a quiet New Town neighborhood, this 3 Bedroom/ 1 Bath home sits on a huge & coveted double lot with a total of…

More Details
1074 Sq. Ft. 3 Bedrooms 1 Bathroom

1713 George Street

1713 George Street
For Sale
$1,200,000 - Lots & Land, Residential

Build your brand new dream home on this great 4,840 SF lot just 2 blocks from the beach. The existing structure is coming down! Seller…

More Details

3841 N Roosevelt Boulevard, #332

For Sale
$1,729,000 - Commercial, Condo, Residential, Waterfront

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental…

More Details
1357 Sq. Ft. 2 Bedrooms 2 Bathrooms

3841 N Roosevelt Blvd 315

For Sale
$1,599,000 - Condo, Residential

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental…

More Details
1357 Sq. Ft. 2 Bedrooms 2.5 Bathrooms

3633 1/2 Flagler Avenue

Immaculate 3 BD/2 BA home with 1,458sf of living space sitting on a great 5,000sf lot located in New Town. Centrally located & just a short distance to shopping centers, grocery stores, local schools & much more! Built in 2011 this wonderful home has a list of many recent updates that include decking, a covered outdoor bar w/ ice machine & sink (perfect for entertaining), stainless steel appliances, exterior & interior paint, ceiling fans, lightning & tile flooring throughout. Both bathrooms were renovated since the home was purchased with all new toilets & showers. In addition the home has all impact windows & doors and is raised/elevated which allow for low insurance costs. The 5,000sf lot has room for a pool and offers off street parking for 2+ vehicles.
For Sale
$1,325,000 - Residential

Immaculate 3 BD/2 BA home with 1,458sf of living space sitting on a great 5,000sf lot located in New Town. Centrally located & just a…

More Details
1458 Sq. Ft. 3 Bedrooms 2 Bathrooms

626 Olivia Street

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

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

1221 Johnson Street

1221 Johnson Street Just over 1900 sq. ft. of living space and located on a 6,160 sq. ft. corner lot
Sold
$3,200,000 - Sold

Refined taste & elegant styling are everywhere you look in this neighborhood stunner. Just over 1900 sq. ft. of living space and located on a…

More Details
1904 Sq. Ft. 4 Bedrooms 3 Bathrooms

58, 60, 62 Cannon Royal Drive

Side by side sit these 3 beautiful open water lots creating one of the largest parcels in Shark Key
For Sale
$1,950,000 - Lots & Land, Lower Keys, Waterfront

Side by side sit these 3 beautiful open water lots creating one of the largest parcels in Shark Key with over 1.12 acres of land.…

More Details

62 Cannon Royal Drive

Build your dream home just 10 minutes from Key West.
For Sale
$750,000 - Lots & Land, Lower Keys, Waterfront

Build your dream home just 10 minutes from Key West. Gorgeous open water estate lot in the prestigious gated community of Shark Key. Stunning sunset…

More Details

60 Cannon Royal Drive

Amazing waterfront lot in a rare gated community close to Key West, Shark Key.
For Sale
$625,000 - Lots & Land, Lower Keys, Waterfront

Amazing waterfront lot in a rare gated community close to Key West, Shark Key. In a beautiful location on the Key this 14,975 SF lot…

More Details

58 Cannon Royal Drive

Spectacular sunset views from this large 14,975 sq ft waterfront lot in Shark Key
For Sale
$625,000 - Lots & Land, Lower Keys, Waterfront

Spectacular sunset views from this large 14,975 sq ft waterfront lot in Shark Key. Just minutes from Key West, Shark Key has more than 2…

More Details

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

17210 Angelfish Lane

Great opportunity to develop your very own waterfront piece of paradise in Sugarloaf Shores!
For Sale
$1,645,000 - Lots & Land, Lower Keys, Waterfront

Great opportunity to develop your very own waterfront piece of paradise in Sugarloaf Shores! Three Tier 3 canal front lots just 15 minutes north of…

More Details