Key West, FL Homes

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  /29

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1115 Varela St, Key West, FL 33040

  **Investor Alert, reduced $180,000 from the original listed price. ** Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (786) 244-8439

  1115 Varela St, Key West, FL 33040
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• 

  

  

  /23

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Property for Rent

  28 Whistling Duck Ln, Key West, FL 33040

  Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available.The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with

  Everett Watkins Keller Williams Key West Compass Realty

  28 Whistling Duck Ln, Key West, FL 33040
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  /36

  $665,000 Sold Apr 07, 2025

  2027 Staples Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1958

  Last Sold Summary

  • $848/SF
  • 0 Days On Market

  Current Estimated Value $829,789

  Last Listing Agent Jessica Forsythe eXp Realty LLC

  2027 Staples Ave, Key West, FL 33040
• 

  

  

  /14

  Est $912,086 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
• 

  

  

  /22

  $789,000

  • 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)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
• 

  

  /24

  $11,977 per month

  • 2 Beds
  • 2 Baths
  • 2,023 Sq Ft
  • Condo for Rent

  536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040

  Experience the allure of this luxurious 2,000+ square foot penthouse, The Maloney, which occupies the entire second story of a historic red brick building at the corner of Fleming and Simonton. Originally constructed in 1908 as Key West's first pharmacy, this building now features two penthouse units and a first-floor boutique. The Maloney is available exclusively for monthly rentals, requiring a

  536 Fleming St Unit FL2-ID1297611P, Key West, FL 33040
• 

  

  /64

  $3,000,000 Sold May 16, 2025

  51 Sunset Key Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 2005

  Last Sold Summary

  • 19% Below List Price
  • $1,562/SF
  • 254 Days On Market

  Current Estimated Value $3,272,247

  Last Listing Agent Cardenas & Krug Team Ocean Sotheby's International Realty

  51 Sunset Key Dr, Key West, FL 33040
• 

  

  /45

  Est $2,039,082 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
• 

  

  /41

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040

  Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 982-8761

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040
• 

  

  /20

  $5,000 per month

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft
  • Property for Rent

  1207 William St Unit 3, Key West, FL 33040

  Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access. There is a door in the hallway that can be closed to separate the front and back of the house

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /24

  $735,000 Sold Jul 02, 2025

  19 Whistling Duck Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,060 Sq Ft
  • Built 1995

  Last Sold Summary

  • 18% Below List Price
  • $693/SF
  • 98 Days On Market

  Current Estimated Value $762,664

  Last Listing Agent Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  19 Whistling Duck Ln, Key West, FL 33040
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  /26

  Est $1,518,943 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
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  /44

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 1,300 Sq Ft

  1118 Eaton St, Key West, FL 33040

  Step outside to your own slice of paradise - a private oasis that beckons you to unwind and rejuvenate. The sparkling pool, adorned with stunning blue mosaic tiles, creates a mesmerizing focal point, while the soothing sound of its waterfall feature transports you to a world of tranquility. Surrounding the pool, a spacious deck provides the perfect setting for sunbathing, alfresco dining, or

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 788-8481

  1118 Eaton St, Key West, FL 33040
• 

  

  /20

  $7,972 per month

  • 3 Beds
  • 3 Baths
  • 2,518 Sq Ft
  • Condo for Rent

  8 Floral Ave Unit ID1297832P, Key West, FL 33040

  The Haven House is a truly heavenly retreat nestled on the quiet residential canals in Key Haven. This home boasts a modern waterfront private backyard with a dock and boat lift. With space-maximizing and luxury island touches from top to bottom, this monthly rental has it all. Stay just 15 minutes from downtown Duval Street in this one-of-a-kind island home.Seamless indoor-outdoor

  8 Floral Ave Unit ID1297832P, Key West, FL 33040
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  /3

  $765,000 Sold Mar 10, 2025

  3366 Pearl Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $586/SF
  • 65 Days On Market

  Current Estimated Value $777,654

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

  3366 Pearl Ave, Key West, FL 33040
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  /31

  Est $1,664,812 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
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  /53

  $2,899,000

  • 3 Beds
  • 4 Baths
  • 2,286 Sq Ft

  814 Ashe St, Key West, FL 33040

  Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-0872

  814 Ashe St, Key West, FL 33040
• 

  

  /5

  $2,500 per month

  • 2,244 Sq Ft
  • Property for Rent

  2001 Flagler Ave, Key West, FL 33040

  Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

  Everett Watkins Keller Williams Key West Compass Realty

  2001 Flagler Ave, Key West, FL 33040
• 

  

  /44

  $1,675,000 Sold Jul 30, 2025

  2605 Gulfview Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $1,269/SF
  • 116 Days On Market

  Current Estimated Value $1,684,881

  Last Listing Agent Paige Bethel Island Home Realty Inc.

  2605 Gulfview Dr, Key West, FL 33040
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  /7

  Est $763,182 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040
• 

  

  /30

  $929,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  8 Ventana Ln, Key West, FL 33040

  Idyllic Big Coppitt Key Pool home, on a pristine canal just 10 minutes from exciting Key West! This picturesque slice of paradise is nestled on a manicured, irrigated lot, boasting lush tropical gardens. Catered to outdoor living, this well-appointed property offers peaceful sitting areas for enjoying morning coffee in the sunshine, or outdoor movie nights under the covered back patio. A dock

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (645) 999-1201

  8 Ventana Ln, Key West, FL 33040
• 

  

  /20

  $8,100 per month

  • 2 Beds
  • 3 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  629 Elizabeth St Unit ID1297833P, Key West, FL 33040

  Casa Azul is a luxurious modern cottage featuring an open-concept living area that is bathed in natural sunlight. Enjoy a dip in the heated saltwater plunge pool with a waterfall feature and night lighting. Located in Old Town Key West, just two blocks from Duval Street, this pet-friendly home offers private parking and is perfect for your next extended stay.Casa Azul perfectly blends comfort

  629 Elizabeth St Unit ID1297833P, Key West, FL 33040
• 

  

  /26

  $741,000 Sold Apr 15, 2025

  2005 Fogarty Ave, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $891/SF
  • 15 Days On Market

  Current Estimated Value $748,043

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  2005 Fogarty Ave, Key West, FL 33040
• 

  

  /20

  Est $844,256 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 183, Key West, FL 33040

  620 Thomas St Unit 183, Key West, FL 33040
• 

  

  /87

  $860,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  15 Kestral Way, Key West, FL 33040

  Step into a world of island charm & relaxing comfort, nestled within the exclusive Key West Golf Club. Ease of parking & the lagoon-shaped community pool is just across the way. This beautiful 3-bedroom/2-bathroom townhome w/larger lot welcomes you w/an extended boardwalk-style walkway, creating a dramatic, private arrival experience framed by lush tropical landscaping. Inside, you'll find a

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (645) 225-1154

  15 Kestral Way, Key West, FL 33040
• 

  

  /8

  $7,000 per month

  • 4 Beds
  • 2 Baths
  • Property for Rent

  417 Southard St Unit A, Key West, FL 33040

  Long term rental, 4 bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit A, Key West, FL 33040
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  /28

  $812,000 Sold May 12, 2025

  2021 Harris Ave, Key West, FL 33040

  • 3 Beds
  • 1 Bath
  • 1,028 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $790/SF
  • 16 Days On Market

  Current Estimated Value $813,428

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  2021 Harris Ave, Key West, FL 33040
• 

  

  /22

  Est $1,347,543 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  800 Fleming St Unit C1, Key West, FL 33040

  800 Fleming St Unit C1, Key West, FL 33040
• 

  

  /42

  $1,649,000

  • 4 Beds
  • 4 Baths
  • 2,058 Sq Ft

  2800 Staples Ave, Key West, FL 33040

  Discover a rare opportunity to own a stunning property in one of Key West's most desirable neighborhoods. Nestled on a spacious corner lot, 2800 Staples Avenue blends modern comfort with tropical charm. This beautifully renovated home offers 4 bedrooms and 3.5 bathrooms with an open-concept floor plan ideal for entertaining or relaxing in paradise. Bright, airy living spaces showcase vaulted

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 952-5870

  2800 Staples Ave, Key West, FL 33040
• 

  

  /14

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 612 Sq Ft
  • Condo for Rent

  2513 Staples Ave Unit B, Key West, FL 33040

  Property Id: 1836419This is the rear unit in a super cute ground level duplex in midtown. 2 bed/1 bath. One off-street parking spot. Shared yard. In unit laundry. Updated appliances. Clean and easy to maintain. Utilities and exterior maintenance included. Great for roommates or small families. Current renters are active military and are being redeployed elsewhere.

  2513 Staples Ave Unit B, Key West, FL 33040
• 

  

  /30

  $930,000 Sold Aug 01, 2025

  608 Roberts Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1933

  Last Sold Summary

  • 41% Below List Price
  • $547/SF
  • 189 Days On Market

  Current Estimated Value $1,269,771

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)

  608 Roberts Ln, Key West, FL 33040
• 

  /2

  Est $516,587 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 804 Sq Ft

  3930 S Roosevelt Blvd Unit W410, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W410, Key West, FL 33040
• 

  

  /64

  $4,250,000

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

  1311 Grinnell St, Key West, FL 33040

  Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm blended with modern luxury in this stunning, fully restored historic home in the highly sought-after Casa Marina neighborhood. Perfectly located five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all that Key West has to

  

  Jennifer Newman

  Truman & Co. (KW)

  (305) 330-1916

  1311 Grinnell St, Key West, FL 33040
• 

  

  /14

  $2,800 per month

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

  6440 2nd St Unit 9, Key West, FL 33040

  Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

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

  6440 2nd St Unit 9, Key West, FL 33040
• 

  

  /53

  $3,500,000 Sold Aug 08, 2025

  407-415 Olivia St, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 3,171 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $1,104/SF
  • 134 Days On Market

  Current Estimated Value $2,962,929

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  407-415 Olivia St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  170 Mars Ln, Key West, FL 33040

  170 Mars Ln, Key West, FL 33040
• 

  

  /26

  $635,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  48 Kingfisher Ln, Key West, FL 33040

  Welcome to 48 Kingfisher Lane -- an updated, light-filled end unit in the Key West Golf Club that truly stands out. Tucked away on a quiet cul-de-sac, this home offers rare privacy, an oversized wrap-around porch, and private views of the #5 green and lake.Step inside to a beautiful 2-bedroom, 1.5-bath townhome refreshed with recent interior paint, hardwood-style laminate flooring throughout,

  

  Megan McDowell

  Brenda Donnelly Real Estate LLC

  (786) 807-7170

  48 Kingfisher Ln, Key West, FL 33040
• 

  

  /20

  $6,460 per month

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft
  • House for Rent

  1618 Laird St, Key West, FL 33040

  Property Id: 2235843Welcome to this beautiful home with a luxury kitchen, delightful sunroom, new ductless a/c units, brand new swimming pool (heated and cooling), landscaping, off street covered parking. located in the midtown area close to beaches, White Street Pier, restaurants and just a short bike ride to Old Town.Create your own Key West Lifestyle relaxing in your pool or many

  1618 Laird St, Key West, FL 33040
• 

  

  /31

  $750,000 Sold Oct 03, 2025

  1428 Virginia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1933

  Last Sold Summary

  • 16% Below List Price
  • $335/SF
  • 111 Days On Market

  Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1428 Virginia St, Key West, FL 33040
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  /36

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 807 Sq Ft

  3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

  3930 S Roosevelt Blvd Unit S311, Key West, FL 33040

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