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.

1100 Johnson Street

In a neighborhood renowned for its unique and distinctive homes, this exceptional masterpiece truly stands apart
For Sale
$4,600,000 - Old Town, Residential

In a neighborhood renowned for its unique and distinctive homes, this exceptional masterpiece truly stands apart. Nestled on a spacious corner lot in the prestigious…

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2058 Sq. Ft. 4 Bedrooms 3 Bathrooms

1205 Von Phister Street

This exquisite double lot property offers a harmonious blend of sophistication and comfort
For Sale
$3,900,000 - Residential

This exquisite double lot property offers a harmonious blend of sophistication and comfort. The centerpiece, is a splendid 2250 square foot residence, meticulously renovated in…

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3130 Sq. Ft. 5 Bedrooms 5 Bathrooms

15 Bay Drive

Experience the simple joys of coastal living in this exceptional 3BR/2BA home located in the tranquil Bay Point neighborhood
For Sale
$1,999,750 - Lower Keys, Residential, Waterfront

Experience the simple joys of coastal living in this exceptional 3BR/2BA home located in the tranquil Bay Point neighborhood. Breathtaking open water vistas & glorious…

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2028 Sq. Ft. 3 Bedrooms 2 Bathrooms

811 White Street

811 White Street - Exceptional in its beauty & in mint condition
For Sale
$3,395,000 - Old Town, Residential

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

20 Cactus Drive

expansive covered porches and balconies across two levels, complemented by inviting outdoor dining areas, even a Tiki hut
Contingent, For Sale
$2,800,000 - Lower Keys, Residential, Waterfront

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

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
$3,350,000 - 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

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
$3,350,000 - 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

1114 Olivia Street

1114 Olivia Street, Key West Real Estate
For Sale
$1,225,000 - Old Town, Residential

Nestled in the heart of Old Town Key West, this 2-Bedroom, 1-Bathroom residence is a timeless beauty, conveniently situated in the coveted X Flood Zone.…

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915 Sq. Ft. 2 Bedrooms 1 Bathroom

2600 Patterson Avenue

Experience charm and craftsmanship in this 3BR/2BA home within a tranquil mid-town Key West neighborhood
For Sale
$1,525,000 - Old Town, Residential

Experience charm and craftsmanship in this 3BR/2BA home within a tranquil mid-town Key West neighborhood on a corner lot. Previously owned by artists for 36…

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1673 Sq. Ft. 3 Bedrooms 2 Bathrooms

714 Elizabeth Street, A

Discover the charm of Old Town Key West
Contingent, For Sale
$639,000 - Condo, Old Town, Residential

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
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

408 William Street

Freshly renovated throughout and nestled on one of Old Town's most coveted streets
For Sale
$2,870,000 - Old Town, Residential

Freshly renovated throughout and nestled on one of Old Town’s most coveted streets, you’ll discover this captivating home steeped in rich history. The kitchen has…

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1943 Sq. Ft. 3 Bedrooms 3 Bathrooms

3820 Eagle Avenue

Experience unmatched elegance on Eagle Avenue
Contingent, For Sale
$2,950,000 - Old Town, Residential

Experience unmatched elegance on Eagle Avenue. This meticulously designed residence is exquisitely appointed, boasting five bedrooms and five and a half bathrooms, including in-law quarters.…

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4202 Sq Ft 5 Bedrooms 5.5 Bathrooms

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, Old Town

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

5 Amaryllis Drive

Turnkey 3 bedroom, 3 bath waterfront home in the very desirable Key Haven neighborhood
Contingent, For Sale
$1,799,000 - 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

1300 Seminary Street

Nestled amidst gorgeous, lush landscaping, discover a sanctuary that epitomizes tropical luxury
For Sale
$2,200,000 - Old Town, Residential

Nestled amidst gorgeous, lush landscaping, discover a sanctuary that epitomizes tropical luxury. Designed for the entertainer, this home enjoys a fabulous spacious back porch lanai…

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1485 Sq. Ft. 3 Bedrooms 3.5 Bathrooms

1317 Newton Street

A wonderful Key West cottage in the Meadows with 2 bedrooms, 2.5 baths & a pool!
For Sale
$1,567,435 - Old Town, Residential

Fantastic 2BD/2.5 BA Key West cottage in the sought-after Meadows neighborhood. Recently painted inside and out, brand new stainless-steel appliances, fresh granite countertops in the…

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1386 Sq. Ft. 2 Bedrooms 2.5 Bathrooms

600 Whitehead Street, C-2

Incredible opportunity to acquire your own professional space near the courthouse
For Sale
$789,000 - Commercial, Old Town

Incredible opportunity to acquire your own professional space near the courthouse. Currently configured as a spa, this versatile space is ideal for an attorney, realtor,…

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749 Sq. Ft.

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 8 Bathrooms

1023 Washington Street

Blending history and elegance with modern construction, this award-winning gem built in 2018 is impeccable.
Contingent, For Sale
$3,299,000 - 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 2.5 Bathrooms

1315 Newton Street

Embrace the spirit of creativity with this classic Key West structure that is primed for a complete makeover
Contingent, For Sale
$995,000 - Old Town, Residential

Embrace the spirit of creativity with this classic Key West structure that is primed for a complete makeover. The property has an authentic architectural framework…

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1245 Sq. Ft. 2 Bedrooms 1 Bathroom

1223 Rogers Lane

Prime 7,000 sq. Ft. canal-front lot with approved dock plans
For Sale
$460,000 - Lots & Land, Lower Keys, Waterfront

Prime 7,000 sq. Ft. canal-front lot with approved dock plans in Cudjoe Key and just 20 minutes north of Key West. Located on a tranquil…

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410 Louisa Street

Experience the epitome of luxury in this exquisite 3BD/3BA residence
For Sale
$2,945,000 - Old Town, Residential

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled in the heart of Old Town Key West, just a stone’s throw from the…

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2002 Sq. Ft. 3 Bedrooms 3 Bathrooms

19620 Mayan Street

BRAND NEW 3BD/2BA modular home with 1,440 Sq. Ft. of living space located in Upper Sugarloaf Key
Sold
$750,000 - Sold

BRAND NEW 3BD/2BA modular home with 1,440 Sq. Ft. of living space located in Upper Sugarloaf Key, just 15 minutes from Key West on a…

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1440 Sq. Ft. 3 Bedrooms 2 Bathrooms

1441 12th Street

one of the most generously sized homes in the development
Sold
$915,000 - Sold

On an expansive 5,079 SF corner lot, this townhome has 3BR/2BA, setting it apart as one of the most generously sized homes in the development.…

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1635 Sq. Ft. 3 Bedrooms 2 Bathrooms

1209 Packer Street

Discover a blend of historic charm and modern elegance in this wonderful Old Town residence
Sold
$1,925,000 - Sold

Discover a blend of historic charm and modern elegance in this wonderful Old Town residence. Pulling from the areas rich tapestry of history, this home…

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2150 Sq. Ft. 4 Bedrooms 4 Bathrooms

19590 Mayan Street

Brand new 3BD/2 BA home 1,440 Sq. Ft. of living space located in Upper Sugarloaf Key
Sold
$750,000 - Sold

Brand new 3BD/2 BA home 1,440 Sq. Ft. of living space located in Upper Sugarloaf Key, just 15 minutes from Key West on a 5,000…

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1440 Sq. Ft. 3 Bedrooms 2 Bathrooms