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.

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…

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856 Sq. Ft. 2 Bedrooms 1 Bathroom

25 Emerald Drive

Low upkeep, big value for a 3851 sqft house settled on a peaceful residential District of Big Coppitt
Contingent, For Sale
$1,650,000 - Lower Keys, Multi-Unit, Residential, Waterfront

First time offered. This home is a investment that will pay off. Low upkeep, big value for a 3851 sqft house settled on a peaceful…

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3851 Sq. Ft. 8 Bedrooms 5 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…

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1440 Sq. Ft. 2 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…

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1272 Sq. Ft. 3 Bedrooms 2 Bathrooms

9 Bougainvillea Avenue

Waterfront home on wide deep boating canal in Key Haven.
Contingent, For Sale
$1,299,000 - Residential, Waterfront

Waterfront home on wide deep boating canal in Key Haven. Tidy single level home with many thoughtful updates to include impact doors and windows, central…

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1764 Sq. Ft. 3 Bedrooms 3 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

1614 Washington Street

This vacant 4,558SF lot with a build back letter from the City of Key West
Contingent, For Sale
$999,000 - Lots & Land, Residential

Build the home of your dreams in the highly desirable Midtown neighborhood of Key West, FL. This vacant 4,558SF lot with a build back letter…

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1317 Newton Street

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

Blink and you’ll miss it! A wonderful Key West cottage in the Meadows with 2 bedrooms, 2.5 baths & a pool! The home has a…

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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,…

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2441 Sq. Ft. 4 Bedrooms 4 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…

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2693 Sq. Ft. 3 Bedrooms 4 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…

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3680 Sq. Ft. 5 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

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…

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2032 Sq. Ft. 3 Bedrooms 2.5 Bathrooms

1151 Sugarloaf Boulevard

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores.
For Sale
$3,200,000 - Lower Keys, Residential, Waterfront

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over…

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2144 Sq. Ft. 3 Bedrooms 2 Bathrooms

17177 W Bonita Lane

Here is a gem on a Oceanside subdivision of Sugarloaf where each home reflects the pride of ownership.
Sold
$1,025,000 - Sold

Here is a gem on a Oceanside subdivision of Sugarloaf where each home reflects the pride of ownership. 3 bedroom 2 bathroom home on a…

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1425 Sq. Ft. 3 Bedrooms 2 Bathrooms