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.

708 Southard Street

708 Southard Street, a stunning example of the island's signature eyebrow architecture
Sold
$1,800,000 - Sold

Amazing opportunity to write your chapter in Key West history! Welcome to 708 Southard Street, a stunning example of the island’s signature ”eyebrow” architecture, built…

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1671 Sq. Ft. 3 Bedrooms 2 Bathrooms

3841 Donna Road

This stunning waterfront residence boasts 2 bedrooms, 2 bathrooms
Sold
$900,000 - Sold

This stunning waterfront residence boasts 2 bedrooms, 2 bathrooms, and a remarkable 500 sq ft loft that serves as a versatile 3rd bedroom. Nestled across…

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1454 Sq. Ft. 2 Bedrooms 2 Bathrooms

811 Fleming Street

811 Fleming St, Nestled in the heart of the Old Town district, just two blocks from the Historic Seaport
For Sale
$2,500,000 - Commercial, Old Town, Residential, Virtual Tour

Nestled in the heart of the Old Town district, just two blocks from the Historic Seaport, this endearing building has a stylish 1BR/1BA apartment on…

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2552 Sq. Ft. 1 Bedroom 1 Bathroom

811 White Street

811 White Street - Exceptional in its beauty & in mint condition
Sold
$3,200,000 - Sold

Exceptional in its beauty & in mint condition, this exquisite home is perfectly situated between the historic allure of Old Town and the serene ambiance…

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2305 Sq. Ft. 4 Bedrooms 3.5 Bathrooms

1719 Atlantic Boulevard

This beautiful tropical oasis is situated on a large corner lot right between Higgs & Smathers beach.
Sold
$1,297,500 - Sold

This beautiful tropical oasis is situated on a large corner lot right between Higgs & Smathers beach. A beautiful kitchen with island flows to a…

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1668 Sq. Ft. 4 Bedrooms 2 Bathrooms

20 Cactus Drive

20 Cactus Drive - This exceptional open water point lot home is ideally located just 10 minutes from Key West
Sold
$2,450,000 - Sold

This exceptional open water point lot home, occupying a vast 37,625 SF lot, is ideally located just 10 minutes from Key West. Enjoy the luxury…

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3324 Sq. Ft. 6 Bedrooms 3 Bathrooms

714 Elizabeth Street, A

Discover the charm of Old Town Key West
Sold
$620,000 - Sold

Discover the charm of Old Town Key West with this great 2 bedroom, 1 Bath condo, ideally located on the island’s most sought-after street. Nestled…

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553 Sq. Ft. 2 Bedrooms 1 Bathroom

908 Fleming Street

The estate at 908 Fleming is a masterclass in elegance and sophistication
Contingent, For Sale
$8,350,000 - Old Town, Residential

Behind modest gates live worlds barely imagined. The estate at 908 Fleming is a masterclass in elegance and sophistication, sprawling across an 18,383 sq. ft.…

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3440 Sq. Ft. 4 Bedrooms 6 Bathrooms

1504 18th Street

1504 18th Street is nestled amongst a canopy of mature tropical landscaping
Sold
$870,000 - Sold

Nestled amongst a canopy of mature tropical landscaping, 1504 18th Street is perfectly situated on a 10,312 square foot lot – nearly 1/4 acre –…

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1529 Sq. Ft. 3 Bedrooms 2 Bathrooms

530 Porter Lane

Opportunity knocks. Beautifully renovated Truman Annex townhouse
Sold
$1,251,000 - Sold

Opportunity knocks. Beautifully renovated Truman Annex townhouse- ‘Salty Kisses’ -conveys with special limited transient rental license in place. Tropical Vibe, light and bright, with new…

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960 Sq. Ft. 2 Bedrooms 1 Bathroom

419 Amelia Street

Located in picturesque Old Town of Key West, just steps from lively Duval Street, Douglas House is a captivating guest house ensemble
For Sale
$13,500,000 - Commercial

Located in picturesque Old Town of Key West, just steps from lively Duval Street, Douglas House is a captivating guest house ensemble. Spanning across five…

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7616 Sq. Ft. 15 Bedrooms 15 Bathrooms

3632 Sunrise Drive

Rare boater's paradise is located on a 9,794 square foot lot on the serene Riviera Canal
Sold
$3,000,000 - Sold

Welcome to the epitome of island living at 3632 Sunrise Drive in Key West, Florida. This rare boater’s paradise is located on a 9,794 square…

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2448 Sq. Ft. 4 Bedrooms 3 Bathrooms

5 Amaryllis Drive

Turnkey 3 bedroom, 3 bath waterfront home in the very desirable Key Haven neighborhood
Sold
$1,500,000 - Sold

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

1023 Washington Street

Blending history and elegance with modern construction, this award-winning gem built in 2018 is impeccable.
Sold
$3,215,000 - Sold

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 2.5 Bathrooms

1223 Petronia Street

Experience timeless elegance in this meticulously renovated Historic Key West single-level home
Sold
$2,700,000 - Sold

Experience timeless elegance in this meticulously renovated Historic Key West single-level home set in the highly desirable Meadows neighborhood. Highlights are the magnificent primary suite,…

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1840 Sq. Ft. 3 Bedrooms 3 Bathrooms