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.

1218 Pearl Street

Classic Conch architecture centrally located in Key West.
For Sale
$1,425,000 - Old Town, Residential

Classic Conch architecture centrally located in Key West. This well-maintained two-story home built in 1990 features an open floor plan, lots of natural light, off…

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1596 Sq. Ft. 3 Bedrooms 3 Bathrooms

908 Windsor Lane

Old Town Charming Key West Hideaway in the X Flood Zone w/ 2 Bedrooms & 2 Baths.
For Sale
$899,000 - Old Town, Residential

Old Town Charming Key West Hideaway in the X Flood Zone w/ 2 Bedrooms & 2 Baths. One off street parking spot is in the…

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801 Sq. Ft. 2 Bedrooms 2 Bathrooms

400 Aronovitz Lane

400 Aronovitz Lane - A ''Key West Work of Love'' built by a builder.
Contingent, For Sale
$2,495,000 - Duplex, Old Town, Residential

A ”Key West Work of Love” built by a builder. Completely reimagined from the ground up, this zoned live-work home is like walking into an…

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3426 Sq. Ft. 5 Bedrooms 6 Bathrooms

1901 S Roosevelt Boulevard, 202W

In a class all by itself, 1901 S Roosevelt Boulevard, 202W
For Sale
$875,000 - Condo, Residential

In a class all by itself is found this fantastic return opportunity complete with a Transient Rental License to capitalize on. Enjoy the cool ocean…

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1099 Sq. Ft. 2 Bedrooms 2 Bathrooms

1425 Washington Street

1425 Washington Street
For Sale
$2,450,000 - Old Town, Residential

Paradise found at this exquisitely renovated home situated on 1.5 lots on beautiful Washington Street. This brand new renovation boasts one level living with a…

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2278 Sq. Ft. 5 Bedrooms 4 Bathrooms

331 Avenue F

Wonderful duplex in great shape.
For Sale
$510,000 - Duplex, Multi-Unit, Residential

Wonderful duplex in great shape. With a total of 4 bedrooms and 2 baths the property is divided into TWO 2BD/1BA units. Updates include granite…

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1415 Sq. Ft. 4 Bedrooms 2 Bathrooms

721 Georgia Street

721 Georgia - Key West Real Estate - Truman & Company
Contingent, For Sale
$825,000 - Old Town, Residential

Great investment opportunity! Updated duplex in the delightful Meadows neighborhood, just minutes from some of Key West best restaurants, the Historic Seaport, art galleries, museums…

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1340 Sq. Ft. 2 Bedrooms 2 Bathrooms

421 Grinnell Street

The two parcels are being sold together only
For Sale
$1,295,000 - Old Town, Residential

The quintessential two-story Conch House has been nicely renovated in the past and well-maintained since. It has 1352 sf, 2 bedrooms and 2 bathrooms, porches,…

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1352 Sq. Ft. 2 Bedrooms 2 Bathrooms

419 Grinnell Street

A rare opportunity for development or renovation of a huge lot in the heart of Old Town Key West
For Sale
$995,000 - Lots & Land, Old Town, Residential

A rare opportunity for development or renovation of a huge lot in the heart of Old Town Key West. The small un-renovated 1 BD 1…

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727 Sq. Ft. 1 Bedroom 1 Bathroom

507 Noah Lane

The first floor of this pristine home features an open concept floor plan with cook's kitchen, dining area, and spacious living room
For Sale
$2,495,000 - Old Town, Residential

This beautiful custom-built three bedroom, three bath home is located in the very desirable Truman Annex, a gated community in Old Town Key West. The…

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1724 Sq. Ft. 3 Bedrooms 3 Bathrooms

5603 College Road, C103

Wonderful waterfront luxury condo at Sunset Marina Residences.
For Sale
$739,000 - Condo, Residential, Waterfront

Wonderful waterfront luxury condo at Sunset Marina Residences. Enjoy an immaculate 2BD/2BA unit all on one level for easy living with an open floor plan…

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1024 Sq. Ft. 2 Bedrooms 2 Bathrooms

90 Seaside North Court

90 Seaside North Court Move in ready with set it and forget it ease of living
Contingent, For Sale
$739,000 - Condo, Residential, Townhouse

Move in ready with set it and forget it ease of living, don’t miss this spacious 2BD/3BA luxury townhouse. Multi level living with amazing penthouse…

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1888 Sq. Ft. 2 Bedrooms 3 Bathrooms

2320 Harris Avenue

Tucked in a great family neighborhood sits this wonderful 4 bedroom 3 bath property.
For Sale
$999,000 - Multi-Unit, Residential

Tucked in a great family neighborhood sits this wonderful 4 bedroom 3 bath property. Divided into 2 structures the 1,115 SF main house has 3BD/2BA,…

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1489 Sq. Ft. 4 Bedrooms 3 Bathrooms

1 Nassau Lane

Exterior from street, 1 Nassau Lane, Key West Old Town Real Estate
For Sale
$599,000 - Old Town, Residential

Charmingly quaint and cozy 1BR/1BA Key West Cottage stands tasteful & modest on rare & quiet lane located just off of Fleming Street. Conveniently close…

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748 Sq. Ft. (Lot Size) 1 Bedroom 1 Bathroom

115 Front Street, 103

Wonderful waterfront condo in the Truman Annex!
Contingent, For Sale
$2,580,000 - Condo, Old Town, Residential, Waterfront

Wonderful waterfront condo in the Truman Annex! Enjoy spectacular sunsets from this 1st floor floor unit with 2 BD/ 2 BA and over 2,000 sq.…

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2060 Sq. Ft. 2 Bedrooms 2 Bathrooms