388

Key West, FL Homes for Sale

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  • /20

    $149,900

    $19K PRICE DROP
    • Land
    • 0 Sq Ft

    1801 N Roosevelt Blvd, Key West, FL 33040

    The ultimate waterfront living in the middle of Key West with this 34' 1987 Corker Holiday Mansion Houseboat on a state of the art floating dock at the City's Garrison Bight Marina. Fully furnished and new air conditioning. Low slip fee of $ 680 per month includes 2 parking passes, 2 clean laundry and shower facilities, free pump out and patrolled security. Very favorable Lease terms and

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /13

    $2,000

    • 1 Bed
    • 1 Bath
    • 396 Sq Ft

    55 Boca Chica Rd Unit 451, Key West, FL 33040

    Just 10 miles from downtown Key West! This Seaside resort mobile home has a covered deck that maximizes indoor-outdoor living with a relaxed space to take in the views. Added storage space can be found in the shed off the deck. Not only is it close to Key West, the 1 bedroom, 1 bath unit has a fantastic location inside the community, situated on Fantasy Island, just a short walk from the Seaside

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    55 Boca Chica Rd Unit 451, Key West, FL 33040
  • /30

    $1,999,999

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    1119 Whitehead St, Key West, FL 33040

    Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval Street and three blocks from the iconic Southernmost Point. Taken down to the studs and fully renovated in 2018, the three-bedroom, two-bath home delivers high-end finishes throughout, plus the rare bonuses of a private gated

    Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

    1119 Whitehead St, Key West, FL 33040
  • /28

    $2,370,000

    $125K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,136 Sq Ft

    1104 Truman Ave, Key West, FL 33040

    FOUR UNIT Property in a Prime Old Town Key West Location with LOTS of OPTIONS! 1104 Truman Avenue is a legal four-unit property with multiple use possibilities. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and

    Nancy Swift Location 3 Real Estate of KW Inc (KW)

    1104 Truman Ave, Key West, FL 33040
  • /29

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    1503 Atlantic Blvd, Key West, FL 33040

    THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility.Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot,

    Team Kaufelt Truman & Co. (KW)

    1503 Atlantic Blvd, Key West, FL 33040
  • /22

    $799,000

    $99K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 568 Sq Ft

    1218 Packer St Unit Rear, Key West, FL 33040

    Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    1218 Packer St Unit Rear, Key West, FL 33040
  • /59

    $4,495,000

    • 4 Beds
    • 4.5 Baths
    • 2,806 Sq Ft

    1614 Washington St, Key West, FL 33040

    Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of

    Richard Patten Your Keys Real Estate, LLC

    1614 Washington St, Key West, FL 33040
  • /34

    $599,000

    Open Sun 12PM - 2PM $36K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 772 Sq Ft

    3675 Seaside Dr Unit 342, Key West, FL 33040

    Welcome to your private slice of paradise at 3675 Seaside Drive, Unit 342. This highly sought-after end unit offers exceptional privacy, abundant natural light, and a tranquil coastal setting. The bright, open-concept floor plan is designed for effortless island living, with a spacious living and dining area that flows seamlessly from the well-appointed kitchen.The split-bedroom layout

    Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

    3675 Seaside Dr Unit 342, Key West, FL 33040
  • /40

    $873,000

    $42K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    157 Mars Ln, Key West, FL 33040

    STRAIGHT SHOT to deep-water and 10 minutes to Key West. You will love beautiful Geiger Key with world-class angling, boating, and diving right from your own backyard. Offering the fastest track to blue water and offshore fishing in the Lower Keys, this house is 9 houses back from open water!157 Mars Ln is an elevated, 3 bedroom, 2 full bath canal home with a 45 ft seawall. NO bridges,

    Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    157 Mars Ln, Key West, FL 33040
  • /39

    $1,799,765

    • 3 Beds
    • 3 Baths
    • 1,502 Sq Ft

    1523 Seminary St, Key West, FL 33040

    Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open

    Christine EckArt Berkshire Hathaway HomeServices Knight & Gardner Realty

    1523 Seminary St, Key West, FL 33040
  • /5

    $3,500

    • 2 Beds
    • 1 Bath

    1110 White St Unit 2, Key West, FL 33040

    2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities. Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

    Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

    1110 White St Unit 2, Key West, FL 33040
  • /49

    $959,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    28 Jade Dr Unit 1, Key West, FL 33040

    Key West Lifestyle awaits at this rare waterfront opportunity in the exclusive gated community at 28 Jade Drive. One of only eight resort-style townhomes, this beautifully maintained 2-bedroom, 2-bath residence offers an exceptional waterfront setting with protected seawall and boat dockage on one side and breathtaking open bay views on the other. Enjoy spectacular sunrises, refreshing ocean

    Michael Petro Ocean Sotheby's International Realty

    28 Jade Dr Unit 1, Key West, FL 33040
  • /28

    $930,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft

    1227 20th Terrace, Key West, FL 33040

    *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf

    Wade Meyer Real Estate Management of Key West, LLC

    1227 20th Terrace, Key West, FL 33040
  • /37

    $4,695,000

    $55K PRICE DROP
    • 4 Beds
    • 4.5 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
  • /2

    $449,000

    1 Transient Licence, Key West, FL 33040

    Rare opportunity to acquire a transferable Key West transient license. This license to be transferred to another property located within a City of Key West-approved short-term rental zoning district. Seller has a written determination from the Key West Planning Department confirming that this transient license is eligible for transfer. Documentation is available upon request. Don't miss this

    Steven Sears Platinum Real Estate

    1 Transient Licence, Key West, FL 33040
  • /16

    $2,033,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    1 & 2 Aronovitz Ln, Key West, FL 33040

    Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

    Alexa Morgan Buy The Keys

    1 & 2 Aronovitz Ln, Key West, FL 33040
  • /17

    $3,995

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    81 Golf Club Dr, Key West, FL 33040

    For Rent - Key West Golf Club Community Beautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living. This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private

    Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

    81 Golf Club Dr, Key West, FL 33040
  • /40

    $950,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft

    3700 Northside Dr, Key West, FL 33040

    This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers

    Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    3700 Northside Dr, Key West, FL 33040
  • /43

    $599,000

    $50K PRICE DROP
    • Land
    • 2,613 Sq Ft
    • $9,983,333 per Acre

    2950 Overseas Hwy Unit 33, Key West, FL 33040

    Welcome to Lot 33 at Bluewater Luxury RV Resort -- a premier destination for upscale RV living in the Florida Keys.This deeded Tropical Luxury RV lot offers an exceptional blend of comfort, convenience, and elegance in a lush, tropical setting. Spacious and level, Lot 33 easily accommodates your RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful island

    Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 33, Key West, FL 33040
  • /31

    $1,100,000

    $199K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    414 Virginia St, Key West, FL 33040

    Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

    Bernard Isler Isler Realty & Investments LLC

    414 Virginia St, Key West, FL 33040
  • /45

    $1,249,000

    $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    846 Olivia St, Key West, FL 33040

    Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

    Tommy Mack Coastal Collection Real Estate Inc.

    846 Olivia St, Key West, FL 33040
  • /17

    $789,000

    $211K PRICE DROP
    • Land
    • 8,276 Sq Ft
    • $4,152,632 per Acre

    22 Cactus Dr, Key West, FL 33040

    Build your dream waterfront home at 22 Cactus Drive in Big Coppitt Key. The hard work has already been done--existing structure removed, ROGO exempt, Dock Permit and designed plans ready to build as-is or customize to your vision.The plans feature an elevated coastal residence with over 3,500 sq ft of living space, designed for effortless indoor-outdoor living with expansive decks, pool, and

    Tommy Mack Coastal Collection Real Estate Inc.

    22 Cactus Dr, Key West, FL 33040
  • /42

    $4,450,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,985 Sq Ft

    1113 Stump Ln, Key West, FL 33040

    Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

    Terri Spottswood Truman & Co. (KW)

    1113 Stump Ln, Key West, FL 33040
  • /42

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,135 Sq Ft

    26D 11th Ave, Key West, FL 33040

    Positioned perfectly on a corner lot with ample outdoor space & private driveway. Welcome to D26 11th Avenue on Stock Island! This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home sits on a corner lot with room for a pool if

    Bobby Coe RE/MAX Keys Connection (KW)

    26D 11th Ave, Key West, FL 33040
  • /25

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    1618 Flagler Ave, Key West, FL 33040

    First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one

    Jason Barroso Century 21 All Keys Inc (KW)

    1618 Flagler Ave, Key West, FL 33040
  • /24

    $895,000

    • 4 Beds
    • 2 Baths
    • 1,755 Sq Ft

    3746 Paula Ave, Key West, FL 33040

    This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

    Rob Severin Rob Severin Real Estate Co

    3746 Paula Ave, Key West, FL 33040
  • /19

    $3,975

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

    Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

    Douglas Miller Amerirealty Corp (KW)

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
  • /45

    $899,000

    • 3 Beds
    • 2 Baths

    2311 Patterson Ave, Key West, FL 33040

    olid CBS construction home with a durable metal roof, ideally located within walking distance to marinas, restaurants, and local shops. This 3-bedroom, 2-bathroom property offers an elevated position with glimpses of the water from one side. Enjoy a spacious backyard perfect for entertaining, complete with an above-ground pool and plenty of room to relax or expand. The property also features

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    2311 Patterson Ave, Key West, FL 33040
  • /40

    $850,000

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

    441 Avenue A, Key West, FL 33040

    Welcome to your perfect island retreat! This stunning 3-bedroom, 2-bath modular home combines modern comfort with coastal charm. Featuring a spacious open floor plan, the home boasts beautiful quartz countertops that add a touch of elegance to the well-appointed kitchen. The master suite is a true sanctuary, complete with an en suite bathroom and a generous walk-in closet. Enjoy peekaboo views of

    Tommy Mack Coastal Collection Real Estate Inc.

    441 Avenue A, Key West, FL 33040
  • /20

    $532,000

    $43K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    55 Boca Chica Rd Unit 27, Key West, FL 33040

    Featuring an outdoor elevator for convenient access, this newer (2023) elevated modular was built for comfort and ease of living. Natural light fills the space highlighting the fresh interior. Metal roof and impact door/windows ensure durability & energy efficiency. The added bonus of no neighbors on one side provides a sense of privacy and tranquility. Seaside Resort offers 2 large pools,

    Christopher Scott,PA Expert Realty LLC (HQ)

    55 Boca Chica Rd Unit 27, Key West, FL 33040
  • /17

    $725,000

    • 1 Bed
    • 1 Bath
    • 420 Sq Ft

    308 Margaret St Unit 3, Key West, FL 33040

    ''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch

    Wendy Zintsmaster Truman & Co. (KW)

    308 Margaret St Unit 3, Key West, FL 33040
  • /67

    $1,375,000

    $124K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,977 Sq Ft

    9 Jade Dr, Key West, FL 33040

    WATERFRONT GEM. Located on Big Coppitt, this location is only five miles from Key West and all destination resort amenities, restaurants, and the downtown Historic District . Adjoined by 130' frontage of a deep canal and 80 feet of multi level concrete seawall, this Boater's paradise has quick access to the Key West Harbor, fabulous Coral Reef diving, offshore fishing and back country beaches,

    Mark MacLaughlin R.W.A. Realty Inc

    9 Jade Dr, Key West, FL 33040
  • /15

    $199,000

    5555 College Rd Unit 6, Key West, FL 33040

    Own your piece of paradise with Dolphin slip #6 at Sunset Marina, Key West! This deeded 30 foot boat slip is located in one of Key West's most desirable full service marinas, offering a protected harbor and quick access to both the Gulf and the Atlantic. This slip can accommodate vessels up to 35 feet, and includes dockside water and electric. It is located on the gated side of Sunset Marina,

    Laura Hipps Berkshire Hathaway HomeServices Knight & Gardner Realty

    5555 College Rd Unit 6, Key West, FL 33040
  • /101

    $12,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,485 Sq Ft

    94 Driftwood Dr, Key West, FL 33040

    Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-front home in a premier neighborhood just minutes from the energy and culture of Key West offering a lifestyle defined by serenity, sophistication, and seamless access to world-class cuisine and adventure. Framed by spectacular

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    94 Driftwood Dr, Key West, FL 33040
  • /27

    $550,000

    5950 Peninsular Ave Unit 644, Key West, FL 33040

    Best 50' Slip location in the Marina!...and Seller Financing possible.Rents well when not personally using the slip via on-site rental mgt program.Slip can handle a 51' x 21' boat nicely...Commercial charter or fishing operations okay.Enjoy all the amenities of this gated first class resort and marina to include: six pools, fitness center, open parking, secure bath / showers,

    Jerry Hughes Beach Club Brokers (KW)

    5950 Peninsular Ave Unit 644, Key West, FL 33040
  • /33

    $669,000

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    123 Golf Club Dr, Key West, FL 33040

    Step inside this lovely townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home is offered turnkey, it has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and back

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    123 Golf Club Dr, Key West, FL 33040
  • /36

    $3,180,000

    • 3 Beds
    • 2.5 Baths
    • 1,373 Sq Ft

    1019 Whitehead St, Key West, FL 33040

    Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & 1⁄2 bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly

    Wade Meyer Real Estate Management of Key West, LLC

    1019 Whitehead St, Key West, FL 33040
  • /13

    $798,000

    $192K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 981 Sq Ft

    1521 Rose St, Key West, FL 33040

    Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away.This large corner lot is perfectly located. Even the birds know when to fly South.

    Robin Nilsson Keller Williams Key West Compass Realty

    1521 Rose St, Key West, FL 33040
  • /38

    $4,990

    • 3 Beds
    • 2 Baths
    • 1,135 Sq Ft

    26D 11th Ave, Key West, FL 33040

    This is a great rental, perfect location. Sits perfectly on a corner lot with ample outdoor space & private driveway parking, welcome to D26 11th Avenue in Stock Island. This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home

    Bobby Coe RE/MAX Keys Connection (KW)

    26D 11th Ave, Key West, FL 33040
  • /37

    $995,000

    $204K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,261 Sq Ft

    1209 Truman Ave Unit 5, Key West, FL 33040

    This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking. This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden,

    Bobby Coe RE/MAX Keys Connection (KW)

    1209 Truman Ave Unit 5, Key West, FL 33040

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