Key West, FL Homes for Sale

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  /65

  $1,099,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1519 4th St, Key West, FL 33040

  Discover the perfect blend of comfort & convenience at 1519 4th Street; a spacious 4-bedroom, 2-bathroom retreat perfectly situated in Midtown Key West. Set on a 5,000 sq. ft. lot, this beautifully refreshed home offers everything you need to enjoy the quintessential Florida Keys lifestyle.Step inside to an inviting open floor plan that flows effortlessly from the kitchen to the living and dining

  Krystal Thomas eXp Realty LLC

  1519 4th St, Key West, FL 33040
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  /9

  $1,675,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  115 Front St Unit 301, Key West, FL 33040

  Professional photos coming soon!Third floor Harbour Place condo in the historic Navy Administration building.Enter into a private foyer where you have a full bath and a guest bedroom. Large living and dining area overlook Truman's Little White House. The primary bedroom is just down the hall and has it's own private balcony overlooking the entrance to the building and the Little White House. One

  The Behmke Group Keller Williams Key West Compass Realty

  115 Front St Unit 301, Key West, FL 33040
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  /20

  $1,795,000

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft

  422 Amelia St Unit 6, Key West, FL 33040

  Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!

  Tonya Cabanas Truman & Co. (KW)

  422 Amelia St Unit 6, Key West, FL 33040
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  $850,000

  • Land

  1720 United St, Key West, FL 33040

  Welcome to 1720 United Street -- a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants,

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

  1720 United St, Key West, FL 33040
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  /25

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft

  E14 11th Ave, Key West, FL 33040

  Charming 3 Bedroom 2 Bathroom Home Near Dining, Shopping, and Boating. Welcome to your new oasis! This delightful three-bedroom, two-bathroom home is perfectly nestled in a vibrant neighborhood, just moments away from an array of restaurants, shopping centers, and fishing spots. Enjoy an open-concept layout that seamlessly connects the living, dining, and kitchen areas, perfect for entertaining

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  E14 11th Ave, Key West, FL 33040
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  /6

  $1,550,000

  • Land

  1513 Seminary St, Key West, FL 33040

  Owner Financing Available - Flexible Terms!Rare opportunity in Midtown Key West! This cleared and vacant 75x100 lot--a true rarity on the island--is ready for your dream home. The owner is offering financing with $600,000 down and flexible terms, making it easier than ever to own a piece of paradise.This property comes with a ROGO Exempt / Right-to-Build letter, saving you time and expense in the

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  1513 Seminary St, Key West, FL 33040
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  /94

  $445,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  7 Barcelona Dr, Key West, FL 33040

  Seller Financing Possible!! On the Water-Close to Key West - Adorable -1-Bedroom/1 Bath Plus Loft & Bonus room on a quite canal, the home provides ultimate privacy with a 60' concrete seawall, RV hookups, and a boat ramp and dock right down the road - a fully fenced tropical backyard featuring mature Gumbo Limbo trees, landscape lighting, artificial turf, and paver paths.Inside, enjoy a brand-new

  Tracey Petrusha Venture Realty Group

  7 Barcelona Dr, Key West, FL 33040
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  /28

  $645,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040

  Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 608, Key West, FL 33040
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  $4,130,000 Open Sat 12PM - 2PM

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

  3741 Eagle Ave, Key West, FL 33040

  Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive

  Jenny Perry Preferred Properties (KW)

  3741 Eagle Ave, Key West, FL 33040
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  /32

  $985,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  1014 17th Terrace, Key West, FL 33040

  Welcome to 1014 17th Terrace in the highly desired neighborhood of Perlman Heights in Key West. This charming home offers a warm and welcoming atmosphere in one of the most sought-after areas of new town. Owned by only one owner, this property is waiting for you to make it your own.Located just two blocks from the Gulf and conveniently close to all local shopping centers, this home provides

  Amber DeBevec LoKation Real Estate

  1014 17th Terrace, Key West, FL 33040
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  /14

  $1,200,000

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  418 Olivia St, Key West, FL 33040

  Transient receiver site - Truly a diamond in the rough. Great location, behind the Hemingway House between Duval and Whitehead Street. Lot backs up to Whalton Lane (off Duval) with room for parking and a pool. Bring your contractor and a transient license to the property and she will truly shine like the Hope Diamond with happiness and prosperity. Buyers should do their own due diligence to

  Everett Watkins Keller Williams Key West Compass Realty

  418 Olivia St, Key West, FL 33040
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  /45

  $5,595,000

  • 4 Beds
  • 5 Baths
  • 3,336 Sq Ft

  1008 Fleming St, Key West, FL 33040

  Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall and gate, the estate includes a grand main residence and two fully equipped guest houses, offering four bedrooms and four-and-a-half baths. The main house

  Terri Spottswood Truman & Co. (KW)

  1008 Fleming St, Key West, FL 33040
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  /44

  $995,000

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft

  208 Golf Club Dr, Key West, FL 33040

  Welcome to Splendor @ Key West Golf Club, an impeccably transformed courtyard spa home located within The Sanctuary -- the exclusive gated enclave of single-family homes inside this desirable community. Every detail of this residence has been thoughtfully enhanced to perfection, offering a seamless blend of island elegance and modern comfort. Step into your private tropical oasis, surrounded by

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  208 Golf Club Dr, Key West, FL 33040
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  /42

  $595,000

  • 2 Beds
  • 2 Baths
  • 873 Sq Ft

  4 Coral Dr, Key West, FL 33040

  VA Assumable Rate at 3.5% for eligible Buyers!Stop Renting and Start Owning in Paradise!Why pay rent when you can own your own slice of the Keys? This efficient 2-bedroom, 2-bath home offers comfort, functionality, and a wonderful outdoor lifestyle. The inviting floor plan flows easily between the living, dining, and kitchen areas, making everyday living and entertaining effortless. Step outside

  Lindsay Ryan EXP Realty LLC

  4 Coral Dr, Key West, FL 33040
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  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
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  /19

  $575,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  119 Golf Club Dr, Key West, FL 33040

  Charming Key West Retreat in the Exclusive Key West Golf Club Community. This particular unit has been recently painted inside and outside. Welcome to 119 Golf Club Drive, a beautifully updated townhome offering the perfect blend of comfort, style, and resort-style living. As you step inside, you'll be greeted by an inviting open floor plan bathed in natural light. The main level features a

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

  119 Golf Club Dr, Key West, FL 33040
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  $725,000

  • 1 Bed
  • 1 Bath
  • 513 Sq Ft

  106 Southard St Unit 9, Key West, FL 33040

  The iconic condo called Brucie's Ocean Peek is now available for sale. Currently an active vacation rental it is the perfect spot for a Key West pied a terre,, it also has a large demand for monthly rentals. Perfectly situated overlooking the tropically landscaped Shipyard Park, it is close to the heated salt water pool. A separate entrance leads you upstairs to a wonderfully furnished living

  Mike Caron Keller Williams Key West Compass Realty

  106 Southard St Unit 9, Key West, FL 33040
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  $350,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 712, Key West, FL 33040

  Experience Key West sunsets and ocean breezes from this TOP-FLOOR unit! This one-bedroom, one-bathroom residence boasts a spacious and practical floor plan with private balcony. Recent enhancements include a NEW HVAC system, NEW electricalpanel, NEW impact-resistant windows and doors and kitchen appliances. Situated in an excellent location near shopping centers, cinema, schools & dining. This

  Haydee Stewart Bascom Grooms Real Estate (KW)

  3312 Northside Dr Unit 712, Key West, FL 33040
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  $1,224,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
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  /19

  $699,000

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

  4 Shore Dr, Key West, FL 33040

  Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard was once an orchid house and could be returned as

  Elizabeth Jolin Coldwell Banker Schmitt Islamorada

  4 Shore Dr, Key West, FL 33040
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  /19

  $325,000

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft

  201 Coppitt Rd Unit 106, Key West, FL 33040

  Welcome to a beautifully updated waterfront condo offering peaceful canal views and modern island comfort. Enjoy open-concept living with a sleek kitchen featuring rich wood cabinetry, granite countertops, and stainless steel appliances. The adjoining living area opens directly to a private patio overlooking the sparkling water -- perfect for morning coffee or sunset cocktails.This bright

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

  201 Coppitt Rd Unit 106, Key West, FL 33040
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  /99

  $5,800,000

  • 8 Beds
  • 9.5 Baths
  • 6,611 Sq Ft

  39 Evergreen Ave, Key West, FL 33040

  Tucked within an exclusive Key Haven cul-de-sac, Casa di Sempre is a European-inspired waterfront estate offering more than 260 linear feet of water frontage across two sides of the property, including 200 feet of concrete dockage for boating enthusiasts. Resting on over 15,000 square feet of land, this residence showcases superior craftsmanship and thoughtful design throughout more than 6,500

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  39 Evergreen Ave, Key West, FL 33040
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  /31

  $3,695,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Rob Severin Rob Severin Real Estate Co

  1610 South St, Key West, FL 33040
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  /24

  $1,400,000

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft

  705 Chapman Ln, Key West, FL 33040

  Charming Old Town gem with endless possibilitiesDiscover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot -- a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage.Just a short stroll to lively Duval

  Joanne Tarantino Berkshire Hathaway HomeServices Knight & Gardner Realty

  705 Chapman Ln, Key West, FL 33040
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  /42

  $999,000

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

  2311 Patterson Ave, Key West, FL 33040

  Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities.Just a short stroll from the

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2311 Patterson Ave, Key West, FL 33040
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  $1,399,000

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  8 Jade Dr, Key West, FL 33040

  Welcome to your Florida Keys family home! This gorgeous 4-bedroom, 3.5-bathroom, waterfront 2-story home is located less than 10 minutes from Historic Key West! With 2,576 SF of living space, 2 bonus rooms upstairs, a home gym, storage and a heated pool this home is a rare find in the Lower Keys and is the lowest priced waterfront home of this size on the market today in the area! Located on a

  Pamela Stangler Expert Realty LLC

  8 Jade Dr, Key West, FL 33040
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  /54

  $5,000,000

  • 5 Beds
  • 6 Baths
  • 2,230 Sq Ft

  627 Caroline St, Key West, FL 33040

  5 Beds | 6 Baths | Pool & Spa | Prime Historic Location627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury.Completely rebuilt from the studs, this residence has been

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  627 Caroline St, Key West, FL 33040
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  $4,395,000

  • 3 Beds
  • 4 Baths
  • 4,045 Sq Ft

  51 Cannon Royal Dr, Key West, FL 33040

  Waterfront luxury meets timeless architecture in this stunning Shark Key residence, located within one of the most exclusive and private neighborhoods in the Florida Keys. This refined home showcases wide-open water views, elegant design, and a seamless connection to the natural beauty surrounding it.Step inside and be captivated by sky-high ceilings, walls of glass, and an open layout that

  Jenna Stauffer Ocean Sotheby's International Realty

  51 Cannon Royal Dr, Key West, FL 33040
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  $5,395,000

  • 5 Beds
  • 6 Baths
  • 3,597 Sq Ft

  18 Hilton Haven Rd, Key West, FL 33040

  Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront

  The Behmke Group Keller Williams Key West Compass Realty

  18 Hilton Haven Rd, Key West, FL 33040
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  /49

  $1,875,000 Open Sun 11AM - 1PM

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

  101 Front St Unit 23, Key West, FL 33040

  Completely renovated and move-in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features custom Hansen & Bringle cabinetry throughout, quartz countertops, and brand-new appliances in the kitchen. The Primary Suite offers ample closet space and a redesigned bath with custom cabinetry and a

  Loren Rea Truman & Co. (KW)

  101 Front St Unit 23, Key West, FL 33040
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  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /50

  $6,995,000

  • 5 Beds
  • 6 Baths
  • 4,279 Sq Ft

  326 Caroline St, Key West, FL 33040

  GRAND KEY OASIS is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion that overlooks the exceptional backyard and resort-style private pool. This fabulous compound is being offered fully furnished and the interior design will leave you marveling at the attention to detail and the sheer luxury of every room. You'll notice from the moment you enter

  Christopher Santry Last Key Realty, Inc (KW)

  326 Caroline St, Key West, FL 33040
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  /38

  $599,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040

  Enjoy resort-style living at Key West by the Sea, a coveted community that provides a perfect blend of comfort, convenience, and island charm.This beautifully maintained top-floor condominium offers serene garden and pool views. Featuring two bedrooms and one bath, this bright and inviting residence showcases impact-resistant windows, ductless air conditioning, and an open living area that flows

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040
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  /27

  $495,000

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  1830 Fogarty Ave Unit 4, Key West, FL 33040

  Your Key West Hideaway Awaits. Tucked away at the back of a well-kept building, this charming 1-bedroom, 1-bath condo offers the perfect blend of island comfort and modern convenience. Step inside to find a bright, airy space filled with natural light and refreshed with newer appliances that make everyday living effortless. Outside, unwind in your private oasis complete with an outdoor shower and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  1830 Fogarty Ave Unit 4, Key West, FL 33040
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  $3,245,000

  • 3 Beds
  • 3 Baths
  • 1,615 Sq Ft

  1511 Johnson St, Key West, FL 33040

  A rare opportunity to own a fully licensed short-term rental property in one of Key West's most desirable neighborhoods. This stunning 3-bedroom, 3-bath home is beautifully designed on one level easy living space on a lushly landscaped lot, combining island charm with exceptional investment potential. In 2024, the property generated an impressive $200,000 in gross rental income, making it a true

  Ellen Gvili Ocean Sotheby's International Realty

  1511 Johnson St, Key West, FL 33040
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  /46

  $1,149,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  1616 Bertha St Unit 2, Key West, FL 33040

  Secluded Oasis! Discover this hidden gem in Midtown Key West--an immaculate, move-in-ready 2-bedroom, 2-bathroom home just minutes from two beautiful beaches. Designed for seamless indoor-outdoor living, this home features a full-wall sliding glass door, vaulted ceilings, and an updated open kitchen with brand-new Viking appliances (4-burner gas range & dishwasher). Step outside to your heated

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Bertha St Unit 2, Key West, FL 33040
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  /48

  $3,299,000

  • 5 Beds
  • 3 Baths
  • 2,608 Sq Ft

  1420 White St, Key West, FL 33040

  Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so many possibilities to enjoy this Classic European Inspired Home. There are two Primary Suites, one on

  Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1420 White St, Key West, FL 33040
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  /45

  $3,200,000

  • 5 Beds
  • 6 Baths
  • 2,760 Sq Ft

  1224 Florida St, Key West, FL 33040

  Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms--each with its own en-suite bath--and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
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  /25

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  317 Cross St, Key West, FL 33040

  This 3 bedroom, 2 bathroom home is a great family home or investment opportunity; situated on a large 5625 sf corner lot within walking distance of the neighborhood park. It is currently configured with the main section having 2 bedrooms, living area, kitchen and a full bathroom plus an adjoining guest section that has it's own living area, kitchen, bedroom, full bathroom and it's own separate

  Rob Severin Rob Severin Real Estate Co

  317 Cross St, Key West, FL 33040
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  /49

  $2,599,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed.The main

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040

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