Key West, FL Homes

• 

  

  

  /20

  $1,750,000

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  1020 Fleming St, Key West, FL 33040

  Discover your dream surfer's cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, you'll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 449-9943

  1020 Fleming St, Key West, FL 33040
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• 

  

  

  /15

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Property for Rent

  3301 Duck Ave Unit K, Key West, FL 33040

  Available July 1st, 2025! Welcome to your ideal long-term rental in the heart of Key West! This spacious 2-bedroom, 2-bathroom townhouse at 3301 Duck Avenue, Unit K, offers the perfect blend of comfort, convenience, and modern amenities. With 1,200 sq. ft. of living space, this townhouse features an open-concept kitchen that flows into the living area, perfect for entertaining or relaxing.Both

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (866) 992-4297

  3301 Duck Ave Unit K, Key West, FL 33040
• 

  

  

  /26

  $1,460,000 Sold Jun 27, 2025

  • 1,936 Sq Ft
  • $754/SF
  • 399 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1948

  1414 Leon St, Key West, FL 33040

  Visualize yourself at this peaceful residence, situated on a sprawling 7,000-square-foot corner lot, enveloped by lush tropical foliage and crowned by the distinguished National Champion Green Buttonwood tree, standing tall for over 300 years.* As you approach the front door, you'll encounter a variety of native and exotic plants like the desert rose, sansevieria whale fin, and an assortment of

  Ted Stewart Truman & Co. (KW)

  1414 Leon St, Key West, FL 33040
• 

  

  /2

  Est $1,618,877 Not Listed For Sale

  • Studio

  40 Sunset Key Dr, Key West, FL 33040

  40 Sunset Key Dr, Key West, FL 33040
• 

  

  

  /20

  $1,199,000

  • 4 Beds
  • 3 Baths
  • 1,504 Sq Ft

  806 Pearl St, Key West, FL 33040

  Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 707-7124

  806 Pearl St, Key West, FL 33040
• 

  

  /15

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • Property for Rent

  614 Whitehead St, Key West, FL 33040

  Available Immediately! Reach out with any questions! Fully Renovated 2-Bedroom in Prime Old Town Key WestLive the Key West dream in this beautifully renovated two-bedroom, one-bathroom apartment located in the heart of Old Town--right across from the iconic Green Parrot. This furnished rental is move-in ready--just bring your toothbrush! Worried about parking? Don't be. You'll have space for two

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (786) 627-6960

  614 Whitehead St, Key West, FL 33040
• 

  

  /17

  $865,000 Sold Jun 26, 2025

  • 575 Sq Ft
  • $1504/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1908

  624 United St, Key West, FL 33040

  Nestled within the charming and storied streets of Key West's old town, this exquisite property presents an unparalleled opportunity to own a slice of paradise in one of the most coveted locations in the Florida Keys. Located in the heart of the historic district, mere steps away from the pristine beaches and the vibrant entertainment scene of Key West. Enjoy the convenience of living within

  Douglas Miller Amerirealty Corp (KW)

  624 United St, Key West, FL 33040
• 

  

  /37

  Est $2,422,553 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1701 Laird St, Key West, FL 33040

  1701 Laird St, Key West, FL 33040
• 

  

  /30

  $1,332,809

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 964-2163

  2809 Flagler Ave, Key West, FL 33040
• 

  

  /34

  $6,000 per month

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft
  • Property for Rent

  59 Palm Dr, Key West, FL 33040

  Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,900 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living.The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 205-0832

  59 Palm Dr, Key West, FL 33040
• 

  

  /28

  $675,000 Sold Jun 26, 2025

  • 580 Sq Ft
  • $1164/SF
  • 52 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1991

  210 Southard St Unit 2, Key West, FL 33040

  WELCOME TO THE MOST UNIQUE ISLAND IN FLORIDA! Set in the most desirable Gated Community only 2 blocks to Duval St. You will love the walkability here, close to all amenities. You can walk or ride your bike to Fort Zachary and spend the day on the beach. Your 2nd Floor Condo offers Brand New Hurricane Windows 2024 ($20,000 upgrade), Beautiful Luxury Vinyl Flooring throughout, Tiled Bath, Solid

  Stephen Hachey

  210 Southard St Unit 2, Key West, FL 33040
• 

  

  /29

  Est $1,422,886 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft

  1219 Grinnell St Unit B, Key West, FL 33040

  1219 Grinnell St Unit B, Key West, FL 33040
• 

  

  /25

  $563,000

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  304 Pisces Ln, Key West, FL 33040

  Just Tented by Hammerhead! Tranquil, Waterfront home in desirable Geiger Key, boasting a spacious 1620 Sq. Ft. floor plan with Open Water Views! Ideal for entertaining, the interior features an open concept main living space and large kitchen with two options for dining rooms. Retire to a generous primary suite complete with en suite bathroom and two walk-in closets. Three additional guest

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 463-0301

  304 Pisces Ln, Key West, FL 33040
• 

  

  /25

  $3,900 per month

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft
  • Property for Rent

  815 Eaton St, Key West, FL 33040

  Nestled within the charming heart of Old Town Key West, this adorable conch house exudes both cuteness and chick style and it's a picture perfect slice of this town's historic charm.The house has two small bedrooms and a full bathroom, a large deck and a quaint backyard with a shed for extra storage, also all appliances are new.Available for rent September 1st at just 3,900.00 this unfurnished

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 952-6970

  815 Eaton St, Key West, FL 33040
• 

  

  /25

  $760,000 Sold Jun 26, 2025

  • 1,504 Sq Ft
  • $505/SF
  • 139 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2012

  2420 Patterson Ave Unit B, Key West, FL 33040

  Welcome to your tropical retreat in the heart of Key West! This stunning 2-bedroom, 3-bathroom home blends island charm with modern comforts, offering a perfect escape for relaxed coastal living.Step inside to find spacious, sunlit interiors, featuring an open-concept living area, high ceilings, and elegant finishes throughout. Outside, a lushly landscaped tropical backyard awaits, featuring a

  Matthew Sheehan Ocean Sotheby's International Realty

  2420 Patterson Ave Unit B, Key West, FL 33040
• 

  

  /14

  Est $931,113 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 822 Sq Ft

  418 Amelia St Unit 2, Key West, FL 33040

  418 Amelia St Unit 2, Key West, FL 33040
• 

  

  /57

  $2,990,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,812 Sq Ft

  1703 Seminary St, Key West, FL 33040

  Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 807-8448

  1703 Seminary St, Key West, FL 33040
• 

  

  /6

  $1,000 per month

  • 1 Bed
  • 367 Sq Ft
  • Property for Rent

  600 Whitehead St Unit C-4, Key West, FL 33040

  Commercial office space in Old Town available for immediate use. Office is offered non-furnished, internet not included.

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (866) 823-0723

  600 Whitehead St Unit C-4, Key West, FL 33040
• 

  

  /15

  $900,000 Sold Jun 25, 2025

  • Land

  • 42 Days On Market

  5950 Peninsular Ave Unit 685, Key West, FL 33040

  This highly desirable 80' premium live-aboard wet slip offers the ultimate Key West lifestyle in one of the most sought-after locations--Oceans Edge Resort & Marina. Ideally situated with deep water access and a secure, full-service facility, this slip provides everything you need for comfort, convenience, and adventure. The slip includes dock box storage, electric and water hookups, newer docks,

  Team Spottswood/Vazquez Truman & Co. (KW)

  5950 Peninsular Ave Unit 685, Key West, FL 33040
• 

  

  /45

  Est $2,136,833 Not Listed For Sale

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

  619 Simonton St Unit 7, Key West, FL 33040

  619 Simonton St Unit 7, Key West, FL 33040
• 

  

  /33

  $1,650,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  530 Grinnell St, Key West, FL 33040

  Situated in the heart of the Historic Seaport area, 530 Grinnell St is a charming property that perfectly encapsulates the island's unique character and vibrant lifestyle. This beautifully maintained home features a blend of classic architecture and modern amenities, making it an ideal retreat for both residents and vacationers alike. As you enter, you're greeted by an inviting open floor

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 676-8537

  530 Grinnell St, Key West, FL 33040
• 

  

  /35

  $2,678 - $4,439 per month

  Ocean Walk

  Studio-3 Beds

  3900 S Roosevelt Blvd, Key West, FL 33040

  Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

  3900 S Roosevelt Blvd, Key West, FL 33040
• 

  

  /7

  $799,000 Sold Jun 24, 2025

  • 1,296 Sq Ft
  • $617/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2013

  112 Avenue G, Key West, FL 33040

  For Statistical Purposes Only

  Jenny Perry Preferred Properties (KW)

  112 Avenue G, Key West, FL 33040
• 

  

  /26

  Est $1,568,536 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft

  410 Porter Ln Unit 10, Key West, FL 33040

  410 Porter Ln Unit 10, Key West, FL 33040
• 

  

  /36

  $1,599,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  101 Avenue G, Key West, FL 33040

  Simply stunning views from this Bay Front 3-Bedroom 2-Bathroom tropical retreat in Big Coppitt! This spacious split floor plan has ample room for entertaining and boasts large impact windows looking out over tranquil Open Water. Recently updated appliances, HVAC and flooring, and impact doors and windows are only a few of the interior creature comforts that beckon within, and the whole house

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 882-8062

  101 Avenue G, Key West, FL 33040
• 

  

  /17

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Property for Rent

  1102 Pearl St, Key West, FL 33040

  Total renovation, 2/2 Furnished Pool home, everything but outside walls were replaced, entire ceiling and walls have spray foam insulation, concrete slab floor, open beam ceilings, high quality appliances including the Wolf range, quartz counters, one bedroom, one den that can function as second bedroom, loft has a queen bed, one interior bathroom, one exterior full bathroom, heated pool, IPE

  Yvette Talbott Appraisers of the Keys Inc (KW)

  1102 Pearl St, Key West, FL 33040
• 

  

  /69

  $1,250,000 Sold Jun 24, 2025

  • 1,717 Sq Ft
  • $728/SF
  • 75 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  3510 Eagle Ave, Key West, FL 33040

  Assumable VA loan available. Buyer does not have to be a Veteran. Contact for additional information!Discover the charm of the Keys and embrace your ultimate lifestyle with this incredible newly renovated home on prestigious Eagle Avenue. This solid concrete masterpiece effortlessly marries luxury, craftsmanship, and natural beauty, creating a residence that must be experienced in person to be

  Irina Pytlik Keys Top Realty LLC

  3510 Eagle Ave, Key West, FL 33040
• 

  

  /31

  Est $1,859,715 Not Listed For Sale

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

  603 Angela St Unit 2, Key West, FL 33040

  603 Angela St Unit 2, Key West, FL 33040
• 

  

  /30

  $899,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  319 Julia St, Key West, FL 33040

  This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-3609

  319 Julia St, Key West, FL 33040
• 

  

  /18

  $3,600 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
• 

  

  /29

  $1,995,000 Sold Jun 24, 2025

  • 3,660 Sq Ft
  • $545/SF
  • 80 Days On Market

  • 1 Bed
  • 4 Baths
  • Built 1945

  1114 White St, Key West, FL 33040

  An exceptional investment opportunity awaits in Old Town just south of Truman in the Gallery District on White Street. This income-producing property features four newly renovated (2023) commercial spaces and a legal leasable renovated residential apartment, offering a diverse and steady revenue stream. Located in the desirable X Flood Zone, this property is built for durability featuring impact

  Kate Green Old Town Realty

  1114 White St, Key West, FL 33040
• 

  

  /19

  Est $581,207 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040
• 

  

  /34

  $719,900

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  24 Jade Dr Unit 7, Key West, FL 33040

  Welcome to this beautifully updated 2-bedroom, 2-bath townhome offering canal views, coastal charm, and modern comforts in a prime location. Step inside to find a bright, airy interior featuring a stunning white kitchen with quartz countertops, sleek tile backsplash, and new black stainless appliances. Driftwood-toned laminate floors flow throughout the home. Soaring ceilings with beautiful

  

  Sandra Tuttle

  Island Welcome Real Estate

  (305) 745-7803

  24 Jade Dr Unit 7, Key West, FL 33040
• 

  

  /38

  $5,500 per month

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Property for Rent

  1608 Venetian Dr, Key West, FL 33040

  Ground level single family home with living room, dining area, new kitchen and appliances, four bedrooms, two new baths, laundry room, central AC, tile floors, in Key West's New Town. Available for a yearly lease. Would consider rent-to-own offers at sales price of $995,000.

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  1608 Venetian Dr, Key West, FL 33040
• 

  

  /36

  $815,000 Sold Jun 23, 2025

  • 1,136 Sq Ft
  • $717/SF
  • 193 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  30 Hilton Haven Rd Unit 2A, Key West, FL 33040

  Attention Watercraft Lovers: Escape to Paradise with this beautiful TURNKEY condo with it's exclusively DEEDED BOAT SLIP, perfectly situated on the Gulf of Mexico just minutes to your favorite fishing hole or sand bar! Each dock has it's own water, and there is a fish cleaning station ready for your fresh catch. Why pay dockage feees when you can own one?The modern open-concept living space

  Elizabeth Chamberlain Truman & Co. (KW)

  30 Hilton Haven Rd Unit 2A, Key West, FL 33040
• 

  

  /8

  Est $790,947 Not Listed For Sale

  • 1 Bed

  951 Caroline St Unit 1, Key West, FL 33040

  951 Caroline St Unit 1, Key West, FL 33040
• 

  

  /25

  $545,000

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  3314 Northside Dr Unit 145, Key West, FL 33040

  One of the better priced units in Key West by far. Great Insurances at 6k a year total and HOA at only 1300 per year, fully painted and with updates this is a great purchase for someone that is looking to start a family or just wants his or hers own place in the keys. Easy to show.

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 949-1814

  3314 Northside Dr Unit 145, Key West, FL 33040
• 

  

  /12

  $5,150 per month

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • House for Rent

  56 Golf Club Dr, Key West, FL 33040

  Property Id: 18076993 bedroom, 2.5 bath home for rent starting August 1. Will consider a lease for 5 months ranging to to 17 months. Everyone tells us they feel right at home there. Beautiful setting in a quiet neighborhood. Close to all that Key West offers. We may consider a small dog.

  56 Golf Club Dr, Key West, FL 33040
• 

  

  /3

  $1,000,000 Sold Jun 20, 2025

  • Land

  • 0 Days On Market

  1102 Petronia St, Key West, FL 33040

  Corner of Francis and Petronia

  Key West Luxury Finders Preferred Properties (KW)

  1102 Petronia St, Key West, FL 33040
• 

  /2

  Est $874,434 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  331 Avenue E, Key West, FL 33040

  331 Avenue E, Key West, FL 33040

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