381

Key West, FL Homes for Sale

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  • /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
  • /21

    $1,450,000

    • 6 Beds
    • 3 Baths
    • 2,434 Sq Ft

    1401 5th St, Key West, FL 33040

    Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that

    Stacy Stahl Realty ONE Group Destination

    1401 5th 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. Rare 2 unit property in Old Town! 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

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

    308 Peacon Ln, Key West, FL 33040
  • /23

    $699,000 Open Mon 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 643 Sq Ft

    409 Margaret St Unit 202 / B, Key West, FL 33040

    Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.

    Elaine Coyle Keller Williams Key West Compass Realty

    409 Margaret St Unit 202 / B, Key West, FL 33040
  • /42

    $749,000

    • 2 Beds
    • 3 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 632, Key West, FL 33040

    Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units--a Signature King Room and a Resort View Suite--each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT

    Tommy Mack Coastal Collection Real Estate Inc.

    3841 N Roosevelt Blvd Unit 632, Key West, FL 33040
  • /35

    $4,228,000

    • 3 Beds
    • 4 Baths
    • 2,744 Sq Ft

    3741 Eagle Ave, Key West, FL 33040

    3741 Eagle Avenue - A Brand New Masterpiece of Coastal Luxury This stunning 3 bedroom, 3.5 bath fully furnished residence on a generous 10,800 SF lot offers unparalleled coastal elegance at an impressive elevation of 10.5ft. The new concrete construction features an open concept with cathedral ceilings and large impact sliding doors throughout. Premium materials, high-end appliances, and

    Jenny Perry Preferred Properties (KW)

    3741 Eagle Ave, Key West, FL 33040
  • /28

    $850,000

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft

    817 Eaton St Unit 1, Key West, FL 33040

    MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

    Letisia Powell Robert Slack LLC

    817 Eaton St Unit 1, Key West, FL 33040
  • /41

    $650,000

    • Land

    5950 Peninsular Ave Unit 668, Key West, FL 33040

    Highly desirable premium 60' live-aboard wet slip is ready for your Key West lifestyle! The perfect spot to dock your vessel in the heart of Oceanside Marina, known for it's prime location, secure facilities and deep water ocean access, includes parking, dock box, electric/water hookup, newer docks, on-site restaurant, pump out service, amenities of a fitness center, laundry/bath facilities, 6

    Everett Smith Ocean Sotheby's International Realty

    5950 Peninsular Ave Unit 668, Key West, FL 33040
  • /45

    $1,925,000

    • 3 Beds
    • 3 Baths
    • 1,845 Sq Ft

    400 White St, Key West, FL 33040

    Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor

    Emily Lombard Ocean Sotheby's International Realty

    400 White St, Key West, FL 33040
  • /32

    $5,500,000

    • 8 Beds
    • 11 Baths
    • 8,472 Sq Ft

    314 Simonton St, Key West, FL 33040

    Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    314 Simonton St, Key West, FL 33040
  • /54

    $1,499,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    243 Golf Club Dr, Key West, FL 33040

    MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to build your dream pool! Upgrades include new flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within

    Jessica Prescott Coastal Collection Real Estate Inc.

    243 Golf Club Dr, Key West, FL 33040
  • /32

    $999,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    3841 N Roosevelt Blvd Unit 222, Key West, FL 33040

    Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island

    Team Spottswood/Vazquez Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 222, Key West, FL 33040
  • /36

    $899,000

    • 2 Beds
    • 3 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 213, Key West, FL 33040

    Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress

    Team Spottswood/Vazquez Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 213, Key West, FL 33040
  • /2

    $2,500

    • Land

    5950 Peninsular Ave Unit 642, Key West, FL 33040

    Rent this versatile boat slip at Ocean's Edge Marina on a daily, monthly, or long-term basis. Suitable for boats up to 50 feet, this wet slip on the North pier offers direct deep water access with a 6-foot control depth. Enjoy the convenience of an adjacent fuel station and access to the pool, making it an attractive option for all boating enthusiasts seeking diverse rental choices.

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    5950 Peninsular Ave Unit 642, Key West, FL 33040
  • /42

    $2,999,000

    • 5 Beds
    • 4 Baths
    • 3,124 Sq Ft

    3446 Riviera Dr, Key West, FL 33040

    SELLER IS MOTIVATED! WILL CONSIDER ALL REASONABLE OFFERS! Beautiful canal front home in Key West with pool and garage! Spacious main house plus guest apartment with separate entrance. Expansive nearly 14,000 square foot lot with a gated privacy fence. Main house has 3 bedrooms plus a den and 3 full baths. Large light filled rooms for entertaining including grand foyer, dining room, and the

    Bascom Grooms Bascom Grooms Real Estate (KW)

    3446 Riviera Dr, Key West, FL 33040
  • /2

    $2,500

    • Land

    5950 Peninsular Ave Unit 640, Key West, FL 33040

    Prestigious boat slip for rent at Ocean's Edge Marina, suitable for boats up to 50FT located on the North pier with ample water access boasting a 6ft control depth. Features include a nearby fuel station and access to the hotel pool for tenants. Ideal for water enthusiasts seeking a premium marina experience. Daily, monthly or long term rentals available. Air bnb's or houseboats are not allowed.

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    5950 Peninsular Ave Unit 640, Key West, FL 33040
  • /72

    $3,395,000

    • 4 Beds
    • 4 Baths
    • 2,488 Sq Ft

    102 Admirals Ln, Key West, FL 33040

    This is the LARGEST town house in the award-winning Truman Annex. Admirals Lane is a private lane surrounded by charming custom-built homes. Step inside and be in awe of the spacious open floor plan filled with natural light throughout the home and soaring 10-foot ceilings on all three levels. You will fall in love with the enormous beautiful kitchen with quartz countertops and stainless-steel

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    102 Admirals Ln, Key West, FL 33040
  • /33

    $1,425,000

    • 3 Beds
    • 4 Baths
    • 1,464 Sq Ft

    415 Julia St, Key West, FL 33040

    At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24.

    Annica Pedersen Key West Luxury Real Estate Inc (KW)

    415 Julia St, Key West, FL 33040
  • /57

    $2,070,000 Open Sat 12:30PM - 2:30PM

    • 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
  • /77

    $6,995,000

    • 5 Beds
    • 4 Baths
    • 3,173 Sq Ft

    101 Admirals Ln, Key West, FL 33040

    The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. What's interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in Truman Annex and is being offered as

    Andrea Otava Last Key Realty, Inc (KW)

    101 Admirals Ln, Key West, FL 33040
  • /33

    $2,000,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 14, Key West, FL 33040

    This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The property's

    Graciela Lozano KeysLifestyle Real Estate (KW)

    1401 Simonton St Unit 14, Key West, FL 33040
  • /42

    $1,700,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    923 Eaton St, Key West, FL 33040

    Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

    Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

    923 Eaton St, Key West, FL 33040
  • /21

    $189,000

    • Land
    • 0.00 Acre

    1801 N Roosevelt Blvd Unit 6, Key West, FL 33040

    1978 53' HATTERAS ''Model Fish'' with twin Detroit Diesel Model 8V71N, 3 staterooms., 3 heads, 3 showers, galley, central air, generator. Rare 20' wide live aboard slip.THE HATTERAS 53 MOTOR YACHT IS A CLASSIC YACHTING DESIGN. FEW AMERICAN MOTOR YACHTS OF HER ERA CAME CLOSE TO MATCHING THE HATTERAS 53 IN COMFORT, LUXURY, AND NONE COULD MATCH THE QUALITY CONSTRUCTION LONG ASSOCIATED WITH THE

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd Unit 6, Key West, FL 33040
  • /42

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    2311 Patterson Ave, Key West, FL 33040

    Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the island's endless attractions--all

    Graciela Lozano KeysLifestyle Real Estate (KW)

    2311 Patterson Ave, Key West, FL 33040
  • /34

    $3,799,000

    • 5 Beds
    • 4 Baths
    • 2,960 Sq Ft

    1214 White St, Key West, FL 33040

    Introducing ''Blu on White'' one of Key West's most stunning historic single level residences in desirable Old Town Key West. Exceptional location scoring a full 10 on the walkability scale with easy access to the beaches, White St. Pier, an array of galleries, restaurants and cafes.Taking full advantage of the generous 5800 sq ft. lot, this 5BD/4BA home offers so much space and versatility with

    Suzanne Moore Suzanne Moore Real Estate

    1214 White St, Key West, FL 33040
  • /19

    $2,095,000

    • 8 Beds
    • 4 Baths
    • 3,383 Sq Ft

    905 Grinnell St, Key West, FL 33040

    BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the

    Team Kaufelt Truman & Co. (KW)

    905 Grinnell St, Key West, FL 33040
  • /16

    $800,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    47 Boundary Ln, Key West, FL 33040

    Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away.

    Jenny Murphy Keller Williams Key West Compass Realty

    47 Boundary Ln, Key West, FL 33040
  • /31

    $859,999

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    5413 3rd Ave, Key West, FL 33040

    Rated for 180MPH winds. Large four bedroom, two bath home, perfect for large or extended family, see floor plan attached. New upgraded furnished modular home, hardie plank siding, 9 foot ceilings, impact windows, upgraded appliances and washer/dryer. Huge covered area on ground floor. No neighbors across the street, wetland views. Great floor plan for employee housing or extended family. Four

    Yvette Talbott Appraisers of the Keys Inc (KW)

    5413 3rd Ave, Key West, FL 33040
  • /10

    $3,200,000

    5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040

    Own one of the finest and largest T-head slips in the Florida Keys at Ocean Edge Hotel and Marina.Located in a premier resort and marina, this exceptional 142' ownership includes the bay bottom beneath the slip, makes up the entire T-head. Offering direct ocean and deep-water access with a spacious 250 ft turning basin, this slip is truly one of the largest and most unique on the Eastern

    Robert Prosek Coastal Realty of the Florida Keys

    5950 Peninsular Ave Unit 693 & 694, Key West, FL 33040
  • /49

    $2,100,000

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    1022 Fleming St, Key West, FL 33040

    Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is

    Ellen Gvili Ocean Sotheby's International Realty

    1022 Fleming St, Key West, FL 33040
  • /9

    $265,000

    • Land

    5555 College Rd Unit 8, Key West, FL 33040

    40' boat slip located on Grouper Pier in the private and gated community of Sunset Marina. The location of this slip allows for easy access to the marina and immediate Gulf access, making it perfect for those seeking convenience and efficiency in their boating adventures. This slip has a maximum LOA of 45'. The slip is equipped with a dock box for added storage. Limited liveaboard privileges. The

    Megan Mcdowell eXp Realty LLC

    5555 College Rd Unit 8, 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
  • /20

    $245,000

    • Land

    5555 College Rd Unit KF7, Key West, FL 33040

    Sunset Marina KINGFISH PIER 7 Deeded Slip, Title to the boat slip is Fee Simple. Verified commercial and residential use. Rare opportunity Prime location on the Marina Side directly beside the ship store. This Wet boat slip has a state of the art concrete floating dock on the live aboard side, this slip will accommodate up to a 35' boat which is 30' x 15'8'' with 6' controlled depth. Being that

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

    5555 College Rd Unit KF7, Key West, FL 33040
  • /40

    $1,995,000

    • 6 Beds
    • 3 Baths
    • 3,197 Sq Ft

    1229 5th St, Key West, FL 33040

    Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and

    Team Spottswood/Vazquez Truman & Co. (KW)

    1229 5th St, Key West, FL 33040
  • /46

    $258,900

    • 1 Bed
    • 1 Bath
    • 320 Sq Ft

    55 Boca Chica Rd Unit 13, Key West, FL 33040

    Location, location, & an easy 10 mile drive to downtown Key West. This unit is cute and compact with a very large deck for your enjoyment.. It also has a 100 sq ft storage shed and plenty of parking. This gated community has 24 hr. security and offers two pools (one heated), clubhouse, boat ramp and marina, library & fitness room, shuffle board and bocce courts, two laundry facilities, mail room,

    Margarita Villoch Island Group Realty (KW)

    55 Boca Chica Rd Unit 13, Key West, FL 33040
  • /22

    $799,999

    • 2 Beds
    • 1 Bath
    • 1,057 Sq Ft

    1102 Whitehead St, Key West, FL 33040

    Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

    Margarita Villoch Island Group Realty (KW)

    1102 Whitehead St, Key West, FL 33040
  • /11

    $325,000

    • Land

    5555 College Rd Unit 10, Key West, FL 33040

    ****SeaPen Included in Price!!!***This 40' slip on Conch Pier can accommodate a total vessel length of 45'' and offers state-of-the-art floating docks. This slip is equipped with a brand new SeaPen boat lift. This lift will keep your boat out of the water when you are not using it. See the video in the video tab for a quick demo. Sunset Marina has every amenity imaginal and is located on the

    Bobby Coe RE/MAX Keys Connection (KW)

    5555 College Rd Unit 10, Key West, FL 33040
  • /36

    $1,850,000

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    1011 Simonton St Unit 1, Key West, FL 33040

    Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a

    Marc Ulanowski Equestrian Sotheby's International Realty

    1011 Simonton St Unit 1, Key West, FL 33040
  • /30

    $875,000

    • 2 Beds
    • 2 Baths
    • 548 Sq Ft

    1422 Catherine St, Key West, FL 33040

    Discover the perfect slice of paradise with this enchanting Key West cottage nestled in historic Old Town! This quaint property offers an unparalleled opportunity to own a single family residence and experience the essence of island living. With two structures on this lot, the potential is endless! Step inside the main home to discover a cozy living room/kitchen combination with bar top seating

    Bobby Coe RE/MAX Keys Connection (KW)

    1422 Catherine St, Key West, FL 33040
  • /26

    $4,975,000

    • 6 Beds
    • 5 Baths
    • 3,788 Sq Ft

    901 Eisenhower Dr, Key West, FL 33040

    FULL TRANSIENT RECEIVER ZONE! Ahoy, Dreamers and visionaries, step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a

    Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    901 Eisenhower Dr, Key West, FL 33040

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