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Old Town Houses for Sale

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  • /35

    $879,000

    • 1 Bed
    • 2 Baths
    • 884 Sq Ft

    609 1/2 Margaret St, Key West, FL 33040

    Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch

    The Behmke Group Keller Williams Key West Compass Realty

    609 1/2 Margaret St, Key West, FL 33040
  • /33

    $929,000

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1115 Varela St, Key West, FL 33040

    Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

    Terry Garcia Keller Williams Key West Compass Realty

    1115 Varela St, Key West, FL 33040
  • /48

    $3,599,000

    • 3 Beds
    • 4 Baths
    • 2,438 Sq Ft

    1020 Southard St, Key West, FL 33040

    This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the

    Terri Spottswood Truman & Co. (KW)

    1020 Southard St, Key West, FL 33040
  • /88

    $7,495,000

    • 5 Beds
    • 7 Baths
    • 4,000 Sq Ft

    616 Eaton St, Key West, FL 33040

    Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern

    Terri Spottswood Truman & Co. (KW)

    616 Eaton St, Key West, FL 33040
  • /43

    $2,800,000

    • 3 Beds
    • 3 Baths
    • 2,049 Sq Ft

    508 Grinnell St, Key West, FL 33040

    Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

    Marc Ulanowski Equestrian Sotheby's International Realty

    508 Grinnell St, Key West, FL 33040
  • /28

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 805 Sq Ft

    612 Mickens Ln, Key West, FL 33040

    Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great outdoor entertaining area. The property is situated in the X-Flood Zone on a 2,250 square foot

    Bobby Coe RE/MAX Keys Connection (KW)

    612 Mickens Ln, Key West, FL 33040
  • /37

    $4,775,000

    • 4 Beds
    • 5 Baths
    • 2,716 Sq Ft

    709 Eaton St, Key West, FL 33040

    Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    709 Eaton St, Key West, FL 33040
  • /26

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft

    1105 Watson St, Key West, FL 33040

    Located in Key West's Historic District, this two-story, 2-bedroom, 2-bathroom home sits on a manageable lot, offering a unique renovation opportunity. Large primary bedroom, bathroom and sitting area located upstairs. Second bedroom and bathroom on the main floor along with the living, dining and kitchen.Located in the X Flood zone, centrally located on the island, close to downtown and

    Francesca Santiago Keller Williams Realty Professionals (KW)

    1105 Watson St, Key West, FL 33040
  • /98

    $3,495,000

    • 5 Beds
    • 5 Baths
    • 2,721 Sq Ft

    1114 Packer St, Key West, FL 33040

    X FLOOD ZONE! Luxurious Old Town Key West Family Compound with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    1114 Packer St, Key West, FL 33040
  • /47

    $2,195,000

    • 3 Beds
    • 4 Baths
    • 1,522 Sq Ft

    816 Ashe St, Key West, FL 33040

    This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance

    Bascom Grooms Bascom Grooms Real Estate (KW)

    816 Ashe St, Key West, FL 33040
  • /17

    $2,175,000

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    1115 Fleming St, Key West, FL 33040

    This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890

    Derek Epperly Keys Atlantic Realty

    1115 Fleming St, Key West, FL 33040
  • /23

    $990,000

    • 3 Beds
    • 3 Baths
    • 1,296 Sq Ft

    308 Peacon Ln, Key West, FL 33040

    Yes - not too good to be true or a misprint! Priced to sell for just $990,000 with this $400,000 price reduction.Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    308 Peacon Ln, Key West, FL 33040
  • /57

    $1,995,000

    • 3 Beds
    • 3 Baths
    • 1,473 Sq Ft

    1116 Packer St, Key West, FL 33040

    X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    1116 Packer St, Key West, FL 33040
  • /4

    $1,349,000

    • 3 Beds
    • 3 Baths
    • 1,520 Sq Ft

    818 Elizabeth St Unit Front, Key West, FL 33040

    Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    818 Elizabeth St Unit Front, Key West, FL 33040

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