Key West, FL Homes

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  /98

  $3,750,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a light-filled

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 756-7698

  1114 Packer St, Key West, FL 33040
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  /18

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft
  • Condo for Rent

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

  **Available Now – 6–7 Month Rental Through December 31st**Welcome home to this inviting canal-front property on Big Coppitt Key. This two-story condo offers direct access to the Gulf of Mexico with its private dock and boat ramp, ideal for those who enjoy time on the water. The large canal-view deck is perfect for morning coffee, evening dinners, or simply relaxing outdoors.Inside, the

  7 Jade Dr Unit 7 Jade Dr, Key West, FL 33040
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  /26

  $815,000 Sold Apr 17, 2025

  • 1,325 Sq Ft
  • $615/SF
  • 178 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1412 Flagler Ave, Key West, FL 33040

  Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bath home, complete with a built-in full-home generator. This property features a newly updated kitchen with modern appliances. This home offers a metal roof for low maintenance, and a spacious yard with ample room for a pool. Enjoy the convenience of nearby amenities while embracing the dynamic the island

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  1412 Flagler Ave, Key West, FL 33040
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  /2

  Est $297,303 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  30 Flipper Rd, Key West, FL 33040

  30 Flipper Rd, Key West, FL 33040
• 

  

  

  /51

  $1,175,000

  • 4 Beds
  • 2 Baths
  • 1,608 Sq Ft

  2801 Fogarty Ave, Key West, FL 33040

  Nestled on an elevated corner lot overlooking the peaceful and picturesque Lake McKillip, 2801 Fogarty Avenue offers a unique opportunity to own a home in one of Key West's most tranquil neighborhoods. This concrete home is just steps away from the lake, which features a shallow draft boat launch, providing a rare combination of waterfront access and serene surroundings. It's the perfect spot to

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (866) 613-9334

  2801 Fogarty Ave, Key West, FL 33040
• 

  

  /40

  $5,800 per month

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft
  • Property for Rent

  1215 Grinnell St Unit D, Key West, FL 33040

  Experience luxury living in this meticulously renovated historic residence nestled within the prestigious gated community of Grinell Gardens. Boasting all-new impact windows and doors, hardy board siding, and a new metal roof, this home exudes charm and durability. Delight in the serenity of two private side yards adorned with vibrant landscaping, creating a tranquil outdoor oasis. Inside, three

  Justyn Ewald Expert Realty LLC (HQ)

  1215 Grinnell St Unit D, Key West, FL 33040
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  /83

  $3,600,000 Sold Apr 16, 2025

  • 4,480 Sq Ft
  • $804/SF
  • 41 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1998

  24 Floral Ave, Key West, FL 33040

  Fully renovated in the last 4 years, this 5-bed, 5-bath, exquisite gated estate with its brand new resort-style pool, and Chef's kitchen boasting new Sub-zero, Wolf, and Miele appliances, offers 2 primary suites on the 3rd floor with a private balcony and new interior 3-story elevator! This waterfront Key Haven estate offers a full length concrete dock and 15K lift, while the stunning

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  24 Floral Ave, Key West, FL 33040
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  /2

  Est $754,635 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040
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  /41

  $1,699,000

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  129 Sea Ln, Key West, FL 33040

  Stunning open water views from this beautifully designed 2022-built home. Sweeping open water views and an interior that blends modern luxury with tropical charm, every element of the home has been carefully crafted to capture the essence of coastal living. The property stands out with its robust concrete seawall, 15,000 lb. boat lift, and deep-draft access, catering perfectly to boating

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (877) 460-6087

  129 Sea Ln, Key West, FL 33040
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  /8

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  1005 Flagler Ave Unit 2, Key West, FL 33040

  BUILDINGS ARE CURRENTLY FOR SALE; Occasional showings may be required; Proper notice will be given. Lease will NOT have a ‘kick out clause’ in it so once under lease any potential new owner would be required to honor it.AVAILABLE NOW!! 1/1 First floor apartment located in the heart of the Casa Marina district. Features a covered front porch and on-site coin operated laundry. Lawn

  1005 Flagler Ave Unit 2, Key West, FL 33040
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  /35

  $874,000 Sold Apr 16, 2025

  • 1,444 Sq Ft
  • $605/SF
  • 121 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  1201 Thompson St, Key West, FL 33040

  Welcome to 1201 Thompson St, Key West, Florida! A beautiful 3 bedroom 2 bath single family home, tucked away in a quiet neighborhood. Located on a spacious corner lot with concrete privacy wall, two driveways and plenty of outdoor entertaining areas. Enter the home to find an open floor plan, living room, dining, kitchen and BONUS room just off the dining area for additional entertaining space or

  Terrance Sullivan Saltwater Real Estate Florida Keys, Inc

  1201 Thompson St, Key West, FL 33040
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  /2

  Est $1,351,381 Not Listed For Sale

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

  255 Golf Club Dr Unit 344, Key West, FL 33040

  255 Golf Club Dr Unit 344, Key West, FL 33040
• 

  

  /39

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (877) 796-5647

  1015 Eaton St, Key West, FL 33040
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  /37

  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg Ave, Key West, FL 33040
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  /26

  $741,000 Sold Apr 15, 2025

  • 832 Sq Ft
  • $891/SF
  • 15 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1949

  2005 Fogarty Ave, Key West, FL 33040

  This home is something truly special. Situated in a family- and local-friendly neighborhood, this beautiful gem is perfect for those seeking convenience, community, and a true island lifestyle.Surrounded by vibrant flowers and lush, thoughtfully landscaped gardens in both the front and back, the home's huge, fully privacy-fenced backyard is ideal for entertaining. There's plenty of space for

  Madeleine Lowe Expert Realty LLC (HQ)

  2005 Fogarty Ave, Key West, FL 33040
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  /15

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  4 Shore Dr, Key West, FL 33040

  4 Shore Dr, Key West, FL 33040
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  /50

  $1,699,900

  • 3 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  1215 Margaret St, Key West, FL 33040

  Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. You'll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the home's origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 567-6836

  1215 Margaret St, Key West, FL 33040
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  /12

  $2,850 per month

  • Studio
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  1209 Pearl St Unit upstairs, Key West, FL 33040

  Lovely upstairs loft style apartment available June 1, 2025. Located in upper old town Key West, near Bayview Park. Apartment is completely furnished, private w/d on site, gas range, large tiled shower, and covered deck for outside living! All utilities are included! First and last mo rent required to move in. Property is very well maintained, and suitable for a clean and quiet single

  1209 Pearl St Unit upstairs, Key West, FL 33040
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  /23

  $750,000 Sold Apr 15, 2025

  • 1,497 Sq Ft
  • $501/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  1411 Sun Terrace, Key West, FL 33040

  Spacious townhouse with POOL is centrally located in town near shopping, dining, beaches and more. Ideal floor plan is perfect for entertaining or hosting with a large dining area complete with custom wine/storage built-ins off the kitchen with breakfast bar. The living area features high ceilings and opens to the private backyard with pool and extra space for enjoying the sunshine or dining

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1411 Sun Terrace, Key West, FL 33040
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  /46

  Est $794,063 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1414 3rd St Unit B, Key West, FL 33040

  1414 3rd St Unit B, Key West, FL 33040
• 

  

  /41

  $3,260,000

  • 6 Beds
  • 5 Baths
  • 3,952 Sq Ft

  8 Diamond Dr, Key West, FL 33040

  Listed at APPRAISED VALUE ! ! !A Tropical Waterfront Paradise Just One House from the Open WaterLive the ultimate Keys lifestyle in this exceptional waterfront retreat. This grand 6-bedroom, 4.5-bath home offers the best of island living with spacious indoor-outdoor areas, a private pool and jacuzzi , fish cleaning station and a dedicated fishing room that's every angler's dream. Boaters will

  Jenny Perry Preferred Properties (KW)

  8 Diamond Dr, Key West, FL 33040
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  /33

  $19,500 per month

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  710 Caroline St, Key West, FL 33040

  This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  /46

  $6,500,000 Sold Apr 14, 2025

  • 2,558 Sq Ft
  • $2541/SF
  • 16 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1996

  6 Sunset Key Dr, Key West, FL 33040

  Experience unparalleled island living on Sunset Key, an exclusive island community located in the heart of Key West Harbor. Accessible 24 hours a day via a dedicated island ferry, this extraordinary home offers the ultimate blend of privacy, luxury, and convenience. All this just a four minute boat ride from the vibrant streets of Key West.This bright and airy 4-bedroom residence is designed to

  Bobby Krug Ocean Sotheby's International Realty

  6 Sunset Key Dr, Key West, FL 33040
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  /2

  Est $1,185,471 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  1119 Varela St Unit A, Key West, FL 33040

  1119 Varela St Unit A, Key West, FL 33040
• 

  

  /47

  $1,799,000

  • 4 Beds
  • 4 Baths
  • 1,912 Sq Ft

  2211 Staples Ave, Key West, FL 33040

  Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovated midtown Oasis, designed with comfort, convenience and versatility in mind. Enviable one level living offers an excellent layout for a growing family r multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At the heart of the home, the newly renovated kitchen is

  Suzanne Moore Suzanne Moore Real Estate

  2211 Staples Ave, Key West, FL 33040
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  /18

  $4,000 per month

  • 1 Bed
  • 1 Bath
  • 702 Sq Ft
  • Condo for Rent

  1301 United St Unit Palm Cottage, Key West, FL 33040

  Bright and airy, centrally located in old town Key West. Second floor, fully furnished, high-ceiling apartment with lots of windows. Living room, bedroom, kitchen including granite counter tops, stainless steel appliances, refrigerator, oven, dishwasher and garbage disposal. Stackable W/D. Bathroom with Travertine tile. A/C and ceiling fans. Porch overlooking the garden. Rent includes all

  1301 United St Unit Palm Cottage, Key West, FL 33040
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  /54

  $4,500,000 Sold Apr 14, 2025

  • 3,015 Sq Ft
  • $1493/SF
  • 292 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1938

  524 Frances St, Key West, FL 33040

  Welcome to 524 Frances Street, where sophisticated style meets Old Town charm. Rarely does an architectural gem such as this property become available for purchase. This iconic home has been completely and professionally updated, including impact windows and doors. Enter the property through a white picket fence and ascend the front porch steps with views of Frances Street. Just beyond the

  Bobby Coe RE/MAX Keys Connection (KW)

  524 Frances St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  1801 N Roosevelt Blvd Unit T 15, Key West, FL 33040

  1801 N Roosevelt Blvd Unit T 15, Key West, FL 33040
• 

  

  /85

  $3,250,000

  • 4 Beds
  • 5 Baths
  • 1,802 Sq Ft

  709 Whitehead St, Key West, FL 33040

  Welcome to this newly renovated architectural gem in Old Town Key West. This historic home has been meticulously renovated to blend timeless charm with modern sophistication. The main house offers three bedrooms, 3.5 luxurious baths, all illuminated by natural light pouring through impact-resistant doors and windows. Throughout, the warmth of oak floors complements the clean, contemporary lines

  Scott Forman Royal Palms Realty (KW)

  709 Whitehead St, Key West, FL 33040
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  /8

  $3,300 per month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  1320 7th St, Key West, FL 33040

  For Rent: 2 Bedroom, 1 Bathroom Home in Highly Desired NeighborhoodAvailable Immediately!Located in one of Key West’s most sought-after neighborhoods, this charming 2-bedroom, 1-bathroom home features beautiful terrazzo flooring, a nice yard, and an unbeatable location just steps from shopping, dining, and local hotspots.Unfurnished and ready for your personal touch.Don’t

  1320 7th St, Key West, FL 33040
• 

  

  /30

  $1,750,000 Sold Apr 10, 2025

  • 1,672 Sq Ft
  • $1047/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2012

  1621 Sunshine Dr, Key West, FL 33040

  Embrace the laid-back Key West lifestyle at this three-bedroom, three-bathroom coastal retreat, perfectly positioned near Higgs Beach, White Street Pier, and the vibrant Key West Artisan Market. Located on a quiet cul-de-sac, this home is just steps from the dog park, play grounds, tennis & pickleball courts, and bocce ball- the best of island living is right at your doorstep!1621 Sunshine Drive

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1621 Sunshine Dr, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 35, Key West, FL 33040

  2950 Overseas Hwy Unit 35, Key West, FL 33040
• 

  

  /29

  $3,495,000

  • 2 Beds
  • 3 Baths
  • 1,650 Sq Ft

  806 Southard St, Key West, FL 33040

  Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

  Richard Patten Your Keys Real Estate, LLC

  806 Southard St, Key West, FL 33040
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  /37

  $2,600 per month

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  1509 Josephine St Unit 2, Key West, FL 33040

  Available now. 3 blocks from Smathers Beach an easy bike ride to Old Town. Completely furnished one bedroom with a bonus room and a private fenced yard, off street parking. Granite kitchen, ceiling fans, hardwood floors, lots of storage, deck. Call for showings.

  1509 Josephine St Unit 2, Key West, FL 33040
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  /30

  $1,150,000 Sold Apr 10, 2025

  • 1,462 Sq Ft
  • $787/SF
  • 147 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1948

  1029 United St, Key West, FL 33040

  This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1029 United St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 46, Key West, FL 33040

  2950 Overseas Hwy Unit 46, Key West, FL 33040
• 

  

  /26

  $1,725,000

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  34 Key Haven Rd, Key West, FL 33040

  34 Key Haven Rd is located in a beautiful section of Key Haven where the canals are wide and the lots are elevated. This newly renovated home will catch your eye with its sleek curb appeal consisting of a large turf front yard, new 4 ft retaining wall and a freshly painted exterior. Inside you have a 4 bedroom 2 bath open concept with two living areas and a white and bright modern kitchen with

  Jenny Perry Preferred Properties (KW)

  34 Key Haven Rd, Key West, FL 33040
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  /39

  $1,175,000 Sold Apr 10, 2025

  • Land

  • 154 Days On Market

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  Welcome to your ultimate RV paradise in the heart of the Florida Keys! Nestled within the prestigious Bluewater Key Resort, this platinum plus canal-front gem offers an unrivaled experience. Boasting one of the largest lots in the community, this is your ticket to endless adventure and relaxation. This gated community is just a short drive from Key West, offering convenience and tranquility in

  2950 Overseas Hwy Unit 39, Key West, FL 33040
• 

  /2

  Est $1,637,674 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,271 Sq Ft

  624 Fleming St Unit B, Key West, FL 33040

  624 Fleming St Unit B, Key West, FL 33040
• 

  

  /41

  $2,875,000

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft

  1231 Washington St, Key West, FL 33040

  Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an

  Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040

Showing Results 121 - 160, Page 4 of 18