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    Search for Old Town North Homes

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    Old Town North

    Everything you desire in island living.

    Technically Old Town has always been the area South of White Street and West of Casa Marina. However, due to its size, Realtors have begun differentiating between what is North and South of Truman Ave. Old Town North encompasses every street from The Gulf of Mexico south of White Street to Truman Ave. The gated community of Truman Annex is not used in this area, although it also technically falls within this area.

    Old Town Key West is what you see advertised the most. It has it all: shops, restaurants, bars, theatre, culture and of course the beautiful Conch architecture. The walking and biking accessibility to everything from the Gulf to the Atlantic makes this location extremely desirable. The fact that the coveted X flood zone also falls within certain areas of Old Town lends to the allure.

    Old Town North is host to The Key West Historic Seaport District which is the Caroline Street corridor that surrounds the Key West Bight. This is another area that is close to my heart because of my wife’s family who have deep roots in this area dating back to 1909. Enjoy a cocktail or shrimp platter at one of the many bars & restaurants along the boardwalk. Whether you are looking for casual or upscale dining, you will certainly find it at the Historic Seaport. At Christmas time, be sure to check out the amazing nautical themed decorations and lights that surround the boardwalk as well as the Schooner Wharf Lighted Boat Parade. There are many charter fishing boats, recreational snorkeling, parasail and sunset cruise boats docked here as well as boat slips for sale if that is your desire.

    If you follow the boardwalk west all along the water, you will end up at Mallory Square. If you have never been, it’s a “must-do” for your time in Key West. Each night the sunset is celebrated with local street performers and artists selling everything from original paintings, jewelry and clothing. Once you are settled with Island Life, be sure to take your many visitors to this attraction. It’s best to arrive 90 minutes before sunset, so you can take in a few different acts and peruse the artists.

    Old Town North also encompasses the historic Key West Cemetery. It is located in the northeast section of Old Town, and it is estimated that as many as 100,000 people are interred there with gravestones dating back to the mid 1800’s. Whether you love or disdain cemeteries, nothing beats taking a relaxing bike ride through the Key West cemetery where you have open sky and unobstructed views of 19 acres. These unobstructed views also make homes around the cemetery quite fetching.

    Of course, I must mention the world famous Duval Street. Old Town North features the “rowdy” end of Duval Street where tourists, spring breakers, and 20-somethings go to party. During Fantasy Fest and New Year’s Eve, the 300 block is jam packed. If nightlife or day drinking is your thing, be sure to check Sloppy Joe’s and Captain Tony’s off your bucket list.

    Don’t be fooled, Key West living is MUCH MORE than just this area of Duval Street! We are a community. We are culture. We are foodies. We are philanthropists.

    Here are a few more reference links for you located in Old Town North:

    Culture: The Studios of Key West, The Key West Theater, The Waterfront Playhouse, and The Red Barn Theatre.

    Religion: Key West United Methodist Church and St. Paul’s Episcopal Church

    New Listings in Old Town North

    304 Front, Key West image
    304 Front, Key West $6,308

    Fantastic space available in the heart of the evening crowd across from the Opal and Ocean Key House Hotels and steps away from world famous Mallory Square, Key West's po...

    • 1 Baths
    • 604740 MLS
    308 Front, Key West image
    308 Front, Key West $8,300

    Fantastic space available in the heart of the evening crowd across from the Opal and Ocean Key House Hotels and steps away from world famous Mallory Square, Key West's po...

    • 1 Baths
    • 604739 MLS
    725 Duval, Key West image
    725 Duval, Key West $45,000

    The property contains an oversized 10,892 SF lot with just under 5,000 SF of class A first floor retail space and an apartment on the second floor with 1,848 sq. ft. and ...

    • 2 Baths
    • 604730 MLS
    306 Front, Key West image
    306 Front, Key West $27,500 ▼

    Amazing opportunity for a 150+ seat restaurant on the second floor eligible for a full liquor SRX license available for lease with 4,000 sq.ft. of indoor and outdoor seat...

    • 3 Baths
    • 604727 MLS
    624 Fleming Unit B, Key West image
    624 Fleming Unit B, Key West $1,599,000

    Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street. The home has just undergone an extreme update including a new metal roof,...

    • 3 Beds
    • 3 Baths
    • 604725 MLS
    302 Front, Key West image
    302 Front, Key West $7,250,000

    A perfect multi unit investment property on a hard corner in the Sunset and Cruise Ship district of the Front and Duval Street corridor. Six retail spaces on the ground f...

    • 11 Baths
    • 604699 MLS
    901 Duval, Key West image
    901 Duval, Key West $4,250,000

    Own one of the most sought after property types on World Famous Duval Street. Two commercial spaces on the first level with 6 apartments on the second floor. Located on ...

    • 5 Baths
    • 604701 MLS
    725 Duval, Key West image
    725 Duval, Key West $7,950,000

    A one of a kind trifecta of an investment property on World Famous Duval Street. The property contains an oversized 10,892 SF lot with just under 5,000 SF of class A firs...

    • 2 Baths
    • 604700 MLS
    621 Catholic, Key West image
    621 Catholic, Key West $1,950,000

    Just Listed! Nestled on the coveted Catholic Lane in the heart of Key West near the arts district, Grinnell pocket park, and neighborhood dining & shopping, this home is ...

    • 2 Beds
    • 2 Baths
    • 604695 MLS
    610 Duval, Key West image
    610 Duval, Key West $2,995,000

    Signature Downtown Duval Street Storefront with Residential! Rare development & investment opportunity, tap into the existing & growing tourism district of Key West Flori...

    • 3 Baths
    • 604666 MLS
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    713 Caroline St. | Upstairs, Ste. B
    Key West, FL 33040
    305.923.4833 

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