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.

1620 Steven Avenue

Special & Sprawling is how to describe this ranch style home
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
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

5 Amaryllis Drive

Wonderfully appointed waterfront home in the very desirable Key Haven neighborhood, just 5 minutes north of Key West!
For Sale
$2,375,000 - 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…

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1802 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
Contingent, For Sale
$1,995,000 - Old Town, Residential

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
For Sale
$3,900,000 - Old Town, Residential

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

101 Admirals Lane

101 Admirals Lane, Incredibly private & spectacular property on one of the largest lots
For Sale
$7,900,000 - Old Town, Residential

Incredibly private & spectacular property on one of the largest lots in the gated community of Truman Annex, an absolutely stunning old town estate! A…

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3173 Sq. Ft. 5 Bedrooms 4 Bathrooms

1011 Howe Street

1011 Howe Street, Quintessential Old Town Cottage
For Sale
$810,000 - Old Town, Residential

Quintessential Old Town Cottage at the epicenter of downtown Key West. Completed by the current owner it has custom features throughout including Ipe cabinets, hard…

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518 Sq. Ft. 1 Bedroom 1 Bathroom

720 Washington Street

wonderful 4 BD/ 3 BA home that has over 2,100 sq. ft. of living space and sits on a 5,000 sq. ft. lot
Contingent, For Sale
$3,100,000 - Old Town, Residential

Located on one of Key West’ s most elegant streets, in the heart of the Casa Marina neighborhood, you’ll find this wonderful 4 BD/ 3…

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2138 Sq. Ft. 4 Bedrooms 3 Bathrooms

1317 Newton Street

A wonderful Key West cottage in the Meadows with 2 bedrooms, 2.5 baths & a pool!
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…

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1656 Sq. Ft. 2 Bedrooms 2 Bathrooms

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

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

60 & 62 Cannon Royal Drive

Side by side sit these 2 beautiful open water lots creating one of the largest parcels in Shark Key
For Sale, Pending
$1,225,000 - Lots & Land, Lower Keys, Waterfront

Side by side sit these 2 beautiful open water lots creating one of the largest parcels in Shark Key with almost an acre of land.…

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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
$3,985,000 - Commercial, Old Town, Residential

A rare investment opportunity to own a commercial mixed-use strip center located in the heart of Old Town Key West. Property consists of 4 commercial…

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6268 Sq. Ft. 3 Bedrooms 2 Bathrooms

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

5031 5th Avenue #32

Vacation every day with your boat in your back yard and a resort waterfront swimming pool!
Sold
$320,000 - Sold

Vacation every day with your boat in your back yard and a resort waterfront swimming pool! Enjoy the wonderful, gated community of Sunset Harbor on…

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880 Sq. Ft. 2 Bedrooms 2 Bathrooms

410 Louisa Street

Stunning 3BD/ 3BA home located in Old Town Key West
For Sale
$2,950,000 - 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

3841 N Roosevelt Boulevard, #332

For Sale
$1,949,000 - 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…

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1357 Sq. Ft. 2 Bedrooms 2 Bathrooms

3841 N Roosevelt Blvd 315

For Sale
$1,949,000 - 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…

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1357 Sq. Ft. 2 Bedrooms 2.5 Bathrooms

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…

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1200 Sq. Ft. 3 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,…

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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…

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1198 Sq. Ft. 3 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.…

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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…

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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…

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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,…

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7720 Sq. Ft. 6 Bedrooms 6 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…

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1074 Sq. Ft. 3 Bedrooms 1 Bathroom