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.

4 Gecko Lane

4 Gecko Lane an exceedingly rare tropical paradise
For Sale
$1,749,000 - Old Town, Residential

Showings to Begin October 20, 2021. Sitting on over a 6,300 sq. ft. lot, in the Historic Key west Seaport & hidden behind tall gates…

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1080 Sq. Ft. 3 Bedrooms 3 Bathrooms

1207 Pine Street

For Sale
$2,225,000 - Old Town, Residential

Hidden gem can get used a lot when selling houses, this time however it’s truly the real deal. Behind unassuming bushes on a quiet block…

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2551 Sq. Ft. 4 Bedrooms 4 Bathrooms

1003 United Street, A

This 2 story townhouse located in the heart of Old Town
For Sale
$1,225,000 - Old Town, Residential, Townhouse

This 2 story townhouse located in the heart of Old Town, has 2 BD/2 BA’s & 1,200 ft. of living space. Upon entering the gated…

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1200 Sq. Ft. 2 Bedrooms 2 Bathrooms

3225 Eagle Avenue

Adorable and well maintained 3 Bedroom/2 Bath Key West Estates townhome
Contingent, For Sale
$499,000 - Old Town, Residential

BACK ON THE MARKET! Adorable and well maintained 3 Bedroom/2 Bath Key West Estates townhome with just over 1,000 sq. ft. of living space. Centrally…

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1032 Sq. Ft. 3 Bedrooms 2 Bathrooms

7999 Overseas Highway

For Sale
$1,575,000 - Commercial

Totally renovated from top to bottom this highly visible mixed-use building on US1 is in mint condition. Redesigned to include a large reception area, conference…

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2496 Sq. Ft. 2 Bedrooms 2 Bathrooms

1512 S Roosevelt Boulevard

Sold
$1,270,000 - Sold

Steps from the coast, own one of the most unique pieces of land on the island of Key West occupying the end point of the…

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2638 Sq. Ft. 5 Bedrooms 3 Bathrooms

600 Whitehead Street 206

Great corner condo right next door to the courthouse!
For Sale
$179,000 - Commercial

Great corner condo right next door to the courthouse! Unit 206 is a 2nd floor unit & can be entered by an outside stair case…

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311 Sq. Ft.

600 Whitehead Street 205

Condominium office space right next door to the courthouse!
For Sale
$74,900 - Commercial

Condominium office space right next door to the courthouse! Unit 205 is a 2nd floor condo unit on the corner of Southard and Whitehead St.…

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142 Sq. Ft.

600 Whitehead Street 204

Unique condo office space overlooking Whitehead St. with views of the infamous Green Parrot.
For Sale
$147,900 - Commercial

Wonderful opportunity to own an office space right next door to the courthouse! This 2nd floor condo unit is on the corner of Southard and…

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255 Sq. Ft.

600 Whitehead Street 202

Wonderful opportunity to own an office space right next door to the courthouse!
Contingent, For Sale
$89,500 - Commercial

Wonderful opportunity to own an office space right next door to the courthouse! This 2nd floor condo unit is on the corner of Southard and…

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163 Sq. Ft.

2207 Flagler Avenue

For Sale
$1,299,500 - Multi-Unit, Residential

Excellent opportunity for an owner occupied property with income from 3 additional apartment rentals or for a pure rental property with a total of 4…

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1544 Sq. Ft. 5 Bedrooms 6 Bathrooms

1100 Johnson Street

For Sale
$4,699,000 - Old Town, Residential

On an island filled with unique and special homes, this masterpiece stands out from the crowd, located on a large corner lot in the prestigious…

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2058 Sq. Ft. 4 Bedrooms 3 Bathrooms

1219 Flagler Avenue

Great opportunity to own an investment property in Key West!
Contingent, For Sale
$800,000 - Multi-Unit, Residential

Great opportunity to own an investment property in Key West! This triplex is centrally located near Old Town & New Town within just a short…

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2066 Sq. Ft. 4 Bedrooms 3 Bathrooms

510 Fleming Street

Great opportunity to own a prime piece of Key West mix-use real estate with your very own pied-a-terre in Old Town!
For Sale
$1,499,000 - Commercial, Old Town, Residential

Great opportunity to own a prime piece of Key West mix-use real estate with your very own pied-a-terre in Old Town! Centrally located on Fleming…

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810 Sq. Ft. 1 Bedroom 1 Bathroom

1006 Seminary Street

lots of windows & French doors throughout allow for plenty of natural light to fill this spectacular home.
For Sale
$3,125,000 - Old Town, Residential

Wonderful 3 BD/3.5 home with just over 3,000 sq. ft. of living space situated in the desirable Casa Marina neighborhood. Centrally located & just a…

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3049 Sq. Ft 3 Bedrooms 3.5 Bathrooms

19267 Hansen Trail

In pristine shape, with tile floors & updated appliances it has a wonderful Florida room with glass doors opening on to a patio
Sold
$680,000 - Sold

Great family home near Sugarloaf School on over an acre of land. In pristine shape, with tile floors & updated appliances it has a wonderful…

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1968 Sq. Ft. 3 Bedrooms 2 Bathrooms

2320 Harris Avenue

Tucked in a great family neighborhood sits this wonderful 4 bedroom 3 bath property.
For Sale
$899,500 - 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

600 Whitehead Street, 203

Rare opportunity to own an office space right next door to the courthouse!
Sold
$165,000 - Sold

Rare opportunity to own an office space right next door to the courthouse! This 2nd floor condo unit is on the corner of Southard and…

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308 Sq. Ft.

3821 Flagler Avenue

3821 Flagler Avenue sits this solidly built CBS family home
Sold
$1,400,000 - Sold

Spanning two of three lots totaling 15,000SF and entirely walled for privacy sits this solidly built CBS family home. Split into 2 sides or levels,…

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3614 Sq. Ft. 4 Bedrooms 2 Bathrooms

626 Olivia Street

Located in the X Flood Zone, this 3 BD/2 BA centrally located Key West home is one not to be missed
For Sale
$1,125,000 - Old Town, Residential

Showings Monday-Friday 5 PM-6 PM and anytime on the weekends with a 24 Hour Notice to show. Located in the X Flood Zone, this 3…

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959 Sq. Ft. 3 Bedrooms 2 Bathrooms

623 Southard Street

This Transiently licensed 4 Bedroom/ 4 Bath Eyebrow Conch House, with 2,252 sq. ft. of living space
For Sale
$4,995,000 - Multi-Unit, Old Town, Residential

This Transiently licensed 4 Bedroom/ 4 Bath Eyebrow Conch House, with 2,252 sq. ft. of living space is truly very special and centrally located in…

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2252 Sq. Ft. 4 Bedrooms 4 Bathrooms

1131 Johnson Street

1131 Johnson Street featuring wood & tile floors throughout, high ceilings with lots of windows allowing for plenty of natural light
For Sale
$3,950,000 - Old Town, Residential

Refined taste & elegant styling are everywhere you look in this Casa Marina neighborhood stunner. Just over 2,600 sq. ft. of living space and located…

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2679 Sq. Ft. 3 Bedrooms 3 Bathrooms

1320 South Street

Built in 2008 this spacious 3,220sf home located on nearly a 5,000sf Lot
Sold
$2,187,500 - Sold

Built in 2008 this spacious 3,220sf home located on nearly a 5,000sf Lot is one not to be missed! Centrally located, just a short distance…

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3220 Sq. Ft. 3 Bedrooms 4 Bathrooms

917 Duval Street

For Sale
$7,000,000 - Commercial

Rare opportunity to own a Prime Duval Street restaurant & bar that’s modern, sophisticated and has a tropical flair. Ideally located in the heart of…

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425 Caroline Street

An extraordinarily handsome Old Town estate that offers unparalleled craftsmanship, beautiful architecture, the finest amenities and a very rich history.
Sold
$6,500,000 - Sold

An extraordinarily handsome Old Town estate that offers unparalleled craftsmanship, beautiful architecture, the finest amenities and a very rich history. Additionally, the present owner was…

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6888 Sq. Ft. 7 Bedrooms 9.2 Bathrooms

27432 St. Martin Lane

A great location, canal front ground level CBS home in a wonderful Ramrod Key neighborhood.
Sold
$558,500 - Sold

A great location, canal front ground level CBS home in a wonderful Ramrod Key neighborhood. A large 9,000 sf lot with 90 linear feet of…

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1120 Sq. Ft. 3 Bedrooms 2 Bathrooms

713 Emma Street, #3

A quality build with stylish design, this condo could barely be closer to the gorgeous Truman Waterfront Park!
Sold
$769,000 - Sold

A quality build with stylish design, this condo could barely be closer to the gorgeous Truman Waterfront Park! Located in one of Old Town’s most…

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1156 Sq. Ft. 3 Bedrooms 2 Bathrooms