418

Key West, FL Homes for Sale

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  • /35

    $580,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    3210 Eagle Ave, Key West, FL 33040

    NEW LISTING! Welcome to Key West Estates, a charming family community ideally situated just a short bike ride from the beautiful beaches, vibrant Duval Street, delightful restaurants, the theater, and shopping centers. This peaceful neighborhood features light one-way traffic and no HOA fees, making it a perfect place to call home.Step inside to discover an inviting open floor plan that

    Bobby Baker Brightwild Real Estate

    3210 Eagle Ave, Key West, FL 33040
  • /64

    $4,250,000

    • 5 Beds
    • 7 Baths
    • 2,681 Sq Ft

    1311 Grinnell St, Key West, FL 33040

    This stunning home in Casa Marina is a complete restoration of the original historic structure. Just 5 blocks from Higgs Beach and 6 blocks from Duval Street this property has a large master bedroom and two guest bedrooms on the main floor all with private baths and their own entrances opening to over 900 square feet of wraparound porches. The wide entrance hallway has an additional 1/2 bath and

    Jennifer Newman Truman & Co. (KW)

    1311 Grinnell St, Key West, FL 33040
  • /39

    $1,600,000

    • 3 Beds
    • 3 Baths
    • 1,897 Sq Ft

    1033 Catherine St, Key West, FL 33040

    RECENTLY REDUCED - PRICED TO SELL!!! Step into Key West history with a modern twist at the Kali Zoi House, a well-maintained gem nestled in lush tropical surroundings in Old Town. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything- Duval Street, beaches, shopping, & entertainment, this home combines

    Madeleine Lowe Expert Realty LLC (HQ)

    1033 Catherine St, Key West, FL 33040
  • /33

    $1,649,500

    • 2 Beds
    • 4 Baths
    • 1,824 Sq Ft

    28 Seaside Ct S, Key West, FL 33040

    Discover the ultimate coastal retreat in this exquisite ocean view townhome, where luxury meets convenience in a serene gated environment. This three-level masterpiece exemplifies modern coastal living, with resilient construction designed to endure nature's elements while captivating the eye.Enjoy effortless movement throughout the home with a private elevator leading you to spacious living

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    28 Seaside Ct S, Key West, FL 33040
  • /22

    $2,895,000

    • 4 Beds
    • 3 Baths
    • 2,880 Sq Ft

    1100 South St, Key West, FL 33040

    Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a

    Key West Luxury Finders Preferred Properties (KW)

    1100 South St, Key West, FL 33040
  • /30

    $2,290,000

    • 4 Beds
    • 5 Baths
    • 2,376 Sq Ft

    1730 United St, Key West, FL 33040

    Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining,

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    1730 United St, Key West, FL 33040
  • /26

    $980,000

    • 2 Beds
    • 2 Baths
    • 1,095 Sq Ft

    1312 Catherine St, Key West, FL 33040

    This charming duplex has much to offer. A great location, two very nice one bedroom, one bath units, each with their own entry and outdoor space and it's in move in condition. The first floor features a primary bedroom with Dade Pine walls and a large closet. The kitchen/living/dining area opens to the private exterior deck. Upstairs the 1/1 has high ceilings and natural light. It has a porch in

    Laura McChesney Preferred Properties (KW)

    1312 Catherine St, Key West, FL 33040
  • /5

    $349,000

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    60 Ed Swift Rd, Key West, FL 33040

    Lowest Priced mobile home currently for sale in the KeyWest MLS from KW until you get all the way up to Big Pine where you are NOT paying an Association! 1959 single wide trailer w/ a framed addition. You own the dirt. There is NO lot rent & there are NO Assocation fees. Has room for off street parking in front plus boasts a small metal shed in back. Trailer being lived in but is prime candidate

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    60 Ed Swift Rd, 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
  • /18

    $689,000

    • Land

    5950 Peninsular Ave Unit 674, Key West, FL 33040

    Florida Keys living beckons at this oceanfront marina community. Aptly named Oceanside Marina. Includes parking, dock-box, electric/water hookup as well as laundry/bath facilities. Docks received complete refurbishment in 2017. Adjacent hotel built in 2017 offers 6 pools, restaurant, dog park, hourly shuttles downtown, fuel dock, kayak tours, charter fishing. Live aboard your vessel or rent out

    Zachary Bentley Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 674, Key West, FL 33040
  • /59

    $4,300,000

    • 4 Beds
    • 5 Baths
    • 3,204 Sq Ft

    22 Floral Ave, Key West, FL 33040

    This 4b/4.5ba luxurious home boasts Gulf of Mexico & deep canal waterfront living in Key West. It includes hurricane shutters, impact windows, metal roof with solar panels, and automated blinds. Ample parking with 2 large garages & driveway for 3 cars. 1st floor has a Chef's kitchen, a dining room perfect for hosting parties, a luxurious master suite with walk-in custom closets and the en-suite

    22 Floral Ave, Key West, FL 33040
  • /3

    $1,299,000

    • Land

    1513 Seminary St, Key West, FL 33040

    Discover an incredible opportunity in the heart of Key West! This 7,500 sq. ft. lot is cleared, ready for the construction of your dream single-family home. With a transferable building permit in hand, the possibilities are endless. Enjoy the perfect blend of privacy and convenience, just moments from everything Key West has to offer. Don't miss out on this rare chance to create your ideal

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    1513 Seminary St, Key West, FL 33040
  • /20

    $3,295,000

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    728 Love Ln, Key West, FL 33040

    Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. You're welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living

    Key West Luxury Finders Preferred Properties (KW)

    728 Love Ln, Key West, FL 33040
  • /41

    $1,249,000

    • 4 Beds
    • 3 Baths
    • 1,740 Sq Ft

    1215 Bay St, Key West, FL 33040

    This charming four-bedroom, three-bathroom duplex is a rare find, nestled on a generous 7,500 sq. ft. lot that provides plenty of room for relaxation, gardening, or entertaining. Surrounded by lush foliage, the property offers a serene sense of privacy and seclusion, making it a perfect retreat. Centrally located, you'll enjoy easy access to shopping, dining, and the beach, with Old Town Key West

    Justyn Ewald Expert Realty LLC (HQ)

    1215 Bay 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
  • /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

    • 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
  • /35

    $1,399,000

    • 2 Beds
    • 3 Baths
    • 960 Sq Ft

    231 Southard St, Key West, FL 33040

    For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island

    Carrie Howe Keller Williams Key West Compass Realty

    231 Southard St, 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

    $4,400,000

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

    3741 Eagle Ave, Key West, FL 33040

    3741 Eagle Avenue - A 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 thoughtful layout

    Jenny Perry Preferred Properties (KW)

    3741 Eagle Ave, Key West, FL 33040
  • /29

    $1,295,000

    • 2 Beds
    • 3 Baths
    • 960 Sq Ft

    208 Fleming St, Key West, FL 33040

    Owner is a licensed real estate agent and listing agent.Charming End Unit Townhome in the Heart of Truman Annex, Key WestNestled in the highly sought-after Truman Annex, this exceptional end unit townhome offers the perfect blend of privacy, luxury, and tropical living. Boasting an unbeatable location just steps from the vibrant attractions of Old Town Key West and the serene beauty of Fort

    Tracy Dubensky Real Estate Management of Key West, LLC

    208 Fleming St, Key West, FL 33040
  • /42

    $6,200,000

    • 4 Beds
    • 5 Baths
    • 5,180 Sq Ft

    30 Cannon Royal Dr, Key West, FL 33040

    Timeless European Elegance! This custom 4BD/5BA Mediterranean villa in gated Shark Key offers 5,180 SF of luxurious living. Features include soaring ceilings, gourmet Viking kitchen, office, game room, and stunning open-water views. Enjoy indoor-outdoor living with expansive decks, pool, fireplace, and multiple entertaining areas. The spacious primary suite includes a sitting area, wet bar, dual

    Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

    30 Cannon Royal Dr, Key West, FL 33040
  • /26

    $1,599,900

    • 5 Beds
    • 3 Baths
    • 2,007 Sq Ft

    1415 United St, Key West, FL 33040

    INVESTOR ALERT! Great opportunity to own a 3 unit building centrally located in Key West with off Street parking and plenty of room for a pool. The downstairs front unit is a 2BD/1BA, has an open floor plan with lots of windows allowing for plenty of natural light and a cute front porch. The upstairs unit is a 1BD/1BA and the rear third unit is another 2BD/1BA. The multi unit building sits on a

    Team Spottswood/Vazquez Truman & Co. (KW)

    1415 United St, Key West, FL 33040
  • /28

    $645,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040

    Island living starts here -- ground-level, steps from thee pool, and just across from Smathers Beach. This handicap-accessible 1BD/1BA condo in Key West by the Sea offers no-stairs entry, a private patio, and rare garden space -- ideal for full-time living, a tropical getaway, or a smart investment.The interior features an open, light-filled layout with impact windows and an updated kitchen

    Kathryn Baldwin Berkshire Hathaway HomeServices Knight & Gardner Realty

    2601 S Roosevelt Blvd Unit 107 B, 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
  • /28

    $1,290,000

    • 2 Beds
    • 3 Baths
    • 1,216 Sq Ft

    101 Front St Unit 15, Key West, FL 33040

    Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key West's vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the

    Bobby Krug Ocean Sotheby's International Realty

    101 Front St Unit 15, 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
  • /43

    $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
  • /24

    $5,900,000

    • 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
  • /29

    $1,995,000

    • 2 Beds
    • 3 Baths
    • 2,730 Sq Ft

    5635 Macdonald Ave, Key West, FL 33040

    The Ultimate livable Storage Vault Garage. Happiness is having the space to enjoy your possessions, rain or shine! Here's an incredible chance to secure a solid and safe haven for your cherished possessions. Why leave your prized possessions behind when you migrate to Key West for the winter? This impeccably crafted structure is engineered to withstand winds of 180 mph and X flood levels.

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    5635 Macdonald Ave, 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
  • /38

    $2,375,000

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

    711 Olivia St, Key West, FL 33040

    711 Olivia Street is a rare gem that fuses timeless Conch-style architecture with sophisticated, modern upgrades. This 3-bed, 3-bath home has been meticulously remodeled, creating a private sanctuary that honors its historic heritage while offering all the comforts of -contemporary living. The open-concept layout welcomes you with premium flooring & abundant natural light, all designed to enhance

    Tommy Mack Coastal Collection Real Estate Inc.

    711 Olivia St, 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

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