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Key West, FL Homes for Sale with Pool

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  • /49

    $3,599,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,810 Sq Ft

    1501 Georgia St, Key West, FL 33040

    1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and

    The Spottswood Team Truman & Co. (KW)

    1501 Georgia St, Key West, FL 33040
  • /40

    $3,100,000

    • 3 Beds
    • 2 Baths
    • 1,658 Sq Ft

    5605 College Rd Unit E305, Key West, FL 33040

    A rare opportunity to own a stunning waterfront penthouse in the exclusive, gated Sunset Marina community--where luxury meets the effortless charm of Key West living. This exceptional 3-bedroom residence has been thoughtfully positioned to capture breathtaking panoramic views of the Gulf and marina, offering both sunrise and sunset vistas from multiple private balconies. On the Fourth of July,

    Monika Turek Karem Kramer Realty (KW)

    5605 College Rd Unit E305, Key West, FL 33040
  • /71

    $6,750,000

    • 5 Beds
    • 4.5 Baths
    • 3,663 Sq Ft

    411 Louisa St, Key West, FL 33040

    Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable

    Bobby Coe RE/MAX Keys Connection (KW)

    411 Louisa St, Key West, FL 33040
  • /30

    $660,000

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    48 Merganser Ln, Key West, FL 33040

    An easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf Club gated community offers the simplicity, flexibility, and lifestyle many island buyers are looking for. Whether you want a lock-and-leave second home, a seasonal retreat, a rental-supported investment, or a manageable year-round residence, 48 Merganser Lane gives you a practical path to Key West ownership.

    Jose Wenzel, PA Preferred Properties (KW)

    48 Merganser Ln, Key West, FL 33040
  • /24

    $950,000

    $161K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 980 Sq Ft

    2601 S Roosevelt Blvd Unit 406, Key West, FL 33040

    Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water

    Moe Smyth Island Life Realty Experts

    2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
  • /78

    $6,895,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 3,425 Sq Ft

    317 Whitehead St, Key West, FL 33040

    Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and

    Bobby Coe RE/MAX Keys Connection (KW)

    317 Whitehead St, Key West, FL 33040
  • /27

    $2,249,999

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,325 Sq Ft

    115 Front St Unit 101, Key West, FL 33040

    Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home

    Key West Luxury Finders Preferred Properties (KW)

    115 Front St Unit 101, Key West, FL 33040
  • /21

    $799,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

    Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

    Andrea Otava Last Key Realty, Inc (KW)

    2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040
  • /47

    $4,250,000

    New Construction Open Sat 11AM - 1PM $36M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,103 Sq Ft

    231 E Shore Dr Unit 2, Key West, FL 33040

    Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

    Christian Prakas Serhant

    231 E Shore Dr Unit 2, Key West, FL 33040

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