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.

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!
Sold
$2,100,000 - Sold

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

419-421 Grinnell Street

419-421 Grinnell Street - Key West Real Estate - Truman & Co
For Sale
$2,290,000 - Old Town, Residential

A rare opportunity for development or renovation in the heart of Old Town Key West. The two parcels are being sold together only and total…

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2079 Sq. Ft. 3 Bedrooms 3 Bathrooms

61 Ed Swift Road

Built in 2007 and recently renovated, only a short distance from Key West
Sold
$359,000 - Sold

Built in 2007 and recently renovated, only a short distance from Key West, local schools and of course, your obvious island life benefits! This 3BR/2BA…

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828 Sq. Ft. 3 Bedrooms 2 Bathrooms

1019 Elgin Lane

1019 Elgin Lane Key West, FL 33040
Sold
$1,025,000 - Sold

A case study in harmony between old and new. This one-of-a-kind historic home has been renovated from the ground up with 20/20 vision. Step inside…

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1411 Sq. Ft. 3 Bedrooms 3 Bathrooms

918 Southard Street, 109

Key West Real Estate 918 Southard Street, 109, Key West, FL 33040
Contingent, For Sale
$789,000 - Condo, Old Town, Virtual Tour

Chic Contemporary Condo in Southard Square, with assigned parking just outside your front door. This 2 bedroom, 2 and a half bath property boasts three…

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1044 Sq. Ft. 2 Bedrooms 2.5 Bathrooms

22 Key Haven Road

This wonderful waterfront cbs home is surrounded by 6 ft privacy fence and lush landscaping.
For Sale
$929,000 - Lower Keys, Residential, Waterfront

This wonderful waterfront cbs home is surrounded by 6 ft privacy fence and lush landscaping. 3 bedrooms and 2 baths are spread out through nearly…

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1909 Sq. Ft. 3 Bedrooms 2 Bathrooms

414 William Street

414 William Street, Key West, FL
Sold
$1,825,000 - Sold

Beautifully restored 3BD/3.5BA home located on one of the most desirable and pristine blocks of William Street with over 2,000 sq. ft. of living space…

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2050 Sq. Ft. 3 Bedrooms 3.5 Bathrooms

911 Watson Street

the perfect canvas for its awe-inspiring 84ft swimming pool, expansive water feature, and over 10,000SF of tropical land
Sold
$2,050,000 - Sold

The airy floor plan and fluid spacing of indoor-outdoor environments provide the perfect canvas for its awe-inspiring 84ft swimming pool, expansive water feature, and over…

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1750 Sq. Ft. 2 Bedrooms 2 Bathrooms

818 Carsten Lane

This quintessential conch cottage is located on a charming lane in the heart of Old Town
Sold
$1,275,000 - Sold

This quintessential conch cottage is located on a charming lane in the heart of Old Town. The picture perfect two bedroom, two bathroom home has…

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1000 Sq. Ft. 2 Bedrooms 2 Bathrooms

3841 N Roosevelt Blvd 421

3841 N Roosevelt Blvd 421
Contingent, For Sale
$699,000 - Condo, Residential, Waterfront

This Beachside Condominium unit has it all. 2BD/2.5BA, w/lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year…

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1357 Sq. Ft. 2 Bedrooms 2.5 Bathrooms

1019 Watson Lane

This beautiful, fully renovated conch home is located on a cute little lane in the heart of Old Town
Sold
$615,000 - Sold

Walk or bike to everything Old Town Key West has to offer from this 1 bedroom 1 bath Conch Cottage only blocks from Duval Street…

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589 Sq. Ft. 1 Bedroom 1 Bathroom

1125 Flagler Avenue

1125 Flagler Avenue, Key West Casa Marina area real estate
Sold
$2,200,000 - Sold

Completely renovated for today’s modern lifestyle this Casa Marina home retains all of the classic details of an historic Old Town home. The main level…

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2600 Sq. Ft. 4 Bedrooms 4 Bathrooms

41 Cannon Royal Drive

41 Cannon Royal Drive Shark Key, FL
Sold
$2,950,000 - Sold

Enjoy Keys living in this impeccable 3BR/4BA Shark Key home with spectacular Gulf views & a relaxed setting. Built in 2012, the 3,355sf interior is…

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3355 Sq. Ft. 3 Bedrooms 4 Bathrooms