Key West, Florida

Key West, Florida

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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.

616 Caroline Street, #1

Beautiful historic 6 unit building in the Heart of Old Town!
For Sale
$939,500 - Condo, Old Town, Residential

Beautiful historic 6 unit building in the Heart of Old Town! This is the first floor front unit with a wonderful front porch all of…

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525 Sq. Ft. 1 Bedroom 1 Bathroom

1023 Washington Street

1023 Washington Street, this award-winning gem built in 2018 is impeccable
For Sale
$3,599,000 - Old Town, Residential

Blending history and elegance with modern construction, this award-winning gem built in 2018 is impeccable. The current owner has worked endlessly to improve and perfect…

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2118 Sq. Ft. 2 Bedrooms 2 Bathrooms

324+324.5 Truman Avenue

324+324.5 Truman Avenue - It has the location, you bring the creativity
For Sale
$1,725,000 - Old Town, Residential

It has the location, you bring the creativity. Across from the Key West Light House in the heart of Old Town sits this historic two…

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2020 Sq. Ft. 3 Bedrooms 3 Bathrooms

5 Amaryllis Drive

Turnkey 3 bedroom, 3 bath waterfront home in the very desirable Key Haven neighborhood
For Sale
$1,999,500 - Lower Keys, Residential, Waterfront

Turnkey 3 bedroom, 3 bath waterfront home in the very desirable Key Haven neighborhood, just 5 minutes north of Key West! 1,802sf interior, great floor…

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1802 Sq. Ft. 3 Bedrooms 3 Bathrooms

2737 Harris Avenue

Nestled in a peaceful neighborhood that borders Mid-town and New-town areas of Key West
Contingent, For Sale
$900,000 - Old Town, Residential

Nestled in a peaceful neighborhood that borders Mid-town and New-town areas, you’ll discover this two-story home on Lake McKillip. Totaling 4 bedrooms and 2 baths,…

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2101 Sq. Ft. 4 Bedrooms 2 Bathrooms

1300 Sunset Boulevard

Tarpon Ranch is Summerland Key's finest private estate
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,…

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7720 Sq. Ft. 6 Bedrooms 6 Bathrooms

701 Spanish Main Drive, 221

Transiently licensed, open water & turn key
For Sale
$1,199,900 - 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.…

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864 Sq. Ft. 2 Bedrooms 2 Bathrooms

1304 Atlantic Drive

Wonderful 3 Bedroom/3.5 Bath Conch style home has just over 1900 sq. ft.
For Sale
$1,849,000 - Old Town, Residential

Wonderful 3 Bedroom/3.5 Bath Conch style home has just over 1900 sq. ft. of living space, sits on over a 3,000 sq. f.t lot, was…

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1950 Sq. Ft. 3 Bedrooms 3.5 Bathrooms

1200-1212 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
$3,799,000 - Commercial, Old Town, Residential

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

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8147 Sq. Ft. 3 Bedrooms 2 Bathrooms

1003 Casa Marina Court

You won't believe the fantastic views of the Atlantic Ocean from this home
For Sale
$2,950,000 - Old Town, Residential, Waterfront

Waterfront Penthouse living without that pesky condo association! You won’t believe the fantastic views of the Atlantic Ocean from this home. Only a block away…

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3548 Sq. Ft. 5 Bedrooms 5 Bathrooms

701 Spanish Main Drive, 94

Indulge in awe-inspiring open water views of the Atlantic Ocean
For Sale
$1,090,898 - Lower Keys, Residential, Waterfront

Indulge in awe-inspiring open water views of the Atlantic Ocean from this TRANSIENT LICENSED manufactured home with 54 ft. of dockage! Perched on a remarkable…

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860 Sq. Ft. 2 Bedrooms 2 Bathrooms

1114 Olivia Street

Charming & Historic Home located in Old Town Key West
For Sale
$1,275,000 - Old Town, Residential

Charming & Historic Home located in Old Town Key West sitting in the X Flood Zone! This 2 Bedroom/ 1 Bath home has just under…

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915 Sq. Ft. 2 Bedrooms 1 Bathroom

1701 Atlantic Boulevard

Experience the ultimate family living in this magnificent 2-story home
Sold
$1,387,500 - Sold

Experience the ultimate family living in this magnificent 2-story home! With plenty of room for a large or growing family, this home sits on a…

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2723 Sq. Ft. 4 Bedrooms 3 Bathrooms

1025 Casa Marina Court

Experience the epitome of old Key West living
Sold
$3,625,000 - Sold

Experience the epitome of old Key West living in this nostalgic 4-bedroom, 3.5-bath home situated on a sprawling 8,750sf corner lot in one of the…

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3285 Sq. Ft. 4 Bedrooms 3 Bathrooms

811 White Street

Discover this stunning, like-new home in Key West
For Sale
$3,450,000 - Old Town, Residential

Discover this stunning, like-new home in Key West, nestled between the charm of Old Town and the tranquil Meadows. Constructed in 2014 and consistently enhanced…

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2305 Sq. Ft. 4 Bedrooms 3.5 Bathrooms

1427 Washington Street

1427 Washington Street, Key West is located in a charming midtown neighborhood
For Sale
$2,895,000 - Residential

Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home…

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2051 Sq. Ft. 4 Bedrooms 2 Bathrooms

3056 Riviera Drive

Relax in the tropical sun by your slate surrounded pool or under your large covered patio
Sold
$1,425,000 - Sold

An uncommon opportunity awaits you in this wonderful waterfront home with views of 2 canals intersecting on Riviera Drive. Relax in the tropical sun by…

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1758 Sq. Ft. 3 Bedrooms 2 Bathrooms

3429 Flagler Avenue

Perfect starter home in Key West!
Sold
$799,000 - Sold

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…

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1198 Sq. Ft. 3 Bedrooms 2 Bathrooms

410 Louisa Street

Stunning 3BD/ 3BA home located in Old Town Key West
For Sale
$2,945,000 - Old Town, Residential

Stunning 3BD/ 3BA home located in Old Town Key West, near the Southernmost Point and within steps to world famous Duval Street, Key West’s most…

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2002 Sq. Ft. 3 Bedrooms 3 Bathrooms

3314 Northside Drive, 13 & 13A

3314 Northside Drive, 13 & 13A Great investment opportunity in Key West
Sold
$540,000 - Sold

Great investment opportunity in Key West! 2 well maintained Solana Village condominium units centrally located in New Town, just minutes from some of Key West…

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1358 Sq. Ft. 3 Bedrooms 2 Bathrooms

1025 Von Phister Street

This home in the sought-after Casa Marina neighborhood of Key West
Sold
$3,500,000 - Sold

Elegant and stunning, this home in the sought-after Casa Marina neighborhood of Key West offers a tranquil escape. Meticulously renovated with impact windows and doors,…

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2438 Sq. Ft. 4 Bedrooms 2.5 Bathrooms

1620 Steven Avenue

Special & Sprawling is how to describe this ranch style home
Contingent, For Sale
$2,200,000 - Residential

Special & Sprawling is how to describe this ranch style home on a huge 13,481 sf lot adjacent to city land that will never be…

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2256 Sq. Ft. 3 Bedrooms 2 Bathrooms

3633 1/2 Flagler Avenue

3633 1/2 Flagler Ave, Key West - Immaculate 3 Bedroom, 2 Bath home
For Sale
$1,325,000 - Residential

Immaculate 3 Bedroom, 2 Bath home with 1,458sf of living space sitting on a great 5,000sf lot located in New Town! Centrally located & just…

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1458 Sq. Ft. 3 Bedrooms 2 Bathrooms

1315 Grinnell Street

1315 Grinnell Street, Located in the Casa Marina neighborhood
Contingent, For Sale
$2,775,000 - Old Town, Residential

Located in the Casa Marina neighborhood, this completely renovated & updated home will practically be brand new once completed with 3 Bedrooms & 3 Baths…

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1835 Sq. Ft. 3 Bedrooms 3 Bathrooms

1415 United Street

1415 United Street, Key West Real Estate
For Sale
$2,799,000 - 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…

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2007 Sq. Ft. 3 Bedrooms 3 Bathrooms

1416 Catherine Street

1416 Catherine Street - beautifully renovated 4 bedroom /2 Bath home
Sold
$1,940,000 - Sold

Classic Key West reinvented with contemporary style! This historic light-filled and beautifully renovated 4 bedroom /2 Bath home is wonderful with wood beamed cathedral ceiling,…

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2242 Sq. Ft. 4 Bedrooms 2 Bathrooms

724 Olivia Street

724 Olivia Street, a unique opportunity to own a stately old town home sitting on almost 12,000sf of land
Sold
$3,900,000 - Sold

For sale for the first time in living memory, a unique opportunity to own a stately old town home sitting on almost 12,000sf of land…

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2848 Sq. Ft. 5 Bedrooms 2 Bathrooms