Key West, FL Homes

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  /29

  $3,150,000

  • 5 Beds
  • 4 Baths
  • 3,105 Sq Ft

  1400 1st St, Key West, FL 33040

  Expect the unexpected at 1400 1st Street, an exquisite retreat where unmatched craftsmanship meets island luxury. This custom-built 5-bedroom, 4-bathroom home offers a perfect balance of sophistication and quality. From the moment you step inside, the rich Brazilian cherry floors guide you through this elegant home, exuding warmth and elegance The chef's kitchen is a culinary dream, featuring

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 891-9306

  1400 1st St, Key West, FL 33040
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  /17

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3700 Cindy Ave, Key West, FL 33040

  Property Id: 13511473 BR / 2 BA private home, private fenced yard, beautiful corner lot. 1 BR has ensuite bathroom with bidet. This unit is NOT furnished. Secluded full size pool with spa area. Landscaped yard, fenced. Covered patio off the kitchen for out door dining. A side hallway runs along two of the bedrooms allowing a private entrance for each. Indoor laundry room with front

  3700 Cindy Ave, Key West, FL 33040
• 

  

  

  /39

  $1,250,000 Sold Apr 30, 2025

  • 1,185 Sq Ft
  • $1055/SF
  • 114 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  526 William St Unit 1, Key West, FL 33040

  TIME TO MAKE AN OFFER! Motivated seller must part with this beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features you'd expect from a pedigreed Key West house -- Dade County Pine, crown molding, high ceilings,

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  526 William St Unit 1, Key West, FL 33040
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  /6

  Est $697,667 Not Listed For Sale

  1210 17th St, Key West, FL 33040

  1210 17th St, Key West, FL 33040
• 

  

  

  /72

  $1,999,000

  • 2 Beds
  • 3 Baths
  • 1,940 Sq Ft

  1616 Atlantic Blvd Unit 6, Key West, FL 33040

  Experience unparalleled luxury in this rare, three-story concrete oceanfront home overlooking the Atlantic. Nestled in an exclusive gated community, this stunning residence features 2 bedrooms, 3 full bathrooms, and breathtaking ocean views from all four balconies, the living room, and the primary suite. Designed for modern living, this exquisite home boasts impact windows and doors, upgraded

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (305) 680-1212

  1616 Atlantic Blvd Unit 6, Key West, FL 33040
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  /37

  $6,500 per month

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

  901 Packer St, Key West, FL 33040

  *LONG TERM RENTAL* FULLY FURNISHED*Masterfully renovated in 2022, owner builders have reimagined this classic 1950's mid century--into the next century. Located on the corner point of Olivia & Packer streets in Old Town, this concrete home has been transformed into a sharply modern, custom designed 2 Bedroom, 2 Full Bath showpiece. Enjoy a rare covered carport for off-street parking, as well as a

  Bobby Coe RE/MAX Keys Connection (KW)

  901 Packer St, Key West, FL 33040
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  /29

  $3,000,000 Sold Apr 29, 2025

  • 2,139 Sq Ft
  • $1403/SF
  • 0 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1940

  618 Grinnell St, Key West, FL 33040

  Introducing this beautifully renovated Eyebrow home, Winner of the Ceramic Star Award from the Historic FL Keys Foundation. An Old Town treasure that carries an inviting ambiance, instantly making you feel at ease. Lush landscaping and exterior lighting enhance the home's charming exterior. Step inside the foyer, where you'll find the library on your right - A private and adaptable space with

  Key West Luxury Finders Preferred Properties (KW)

  618 Grinnell St, Key West, FL 33040
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 58, Key West, FL 33040

  2950 Overseas Hwy Unit 58, Key West, FL 33040
• 

  

  /21

  $729,000

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

  3246 Duck Ave, Key West, FL 33040

  Nestled in lush greenery, this charming 2-bedroom, 2-bathroom townhouse is a private retreat in the heart of paradise. Enjoy a spacious deck overlooking a beautifully landscaped yard, complete with mature mango and avocado trees and vibrant tropical flowers.Inside, the updated kitchen shines with granite countertops, while modernized bathrooms add a touch of luxury. Impact doors and windows

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 640-0782

  3246 Duck Ave, Key West, FL 33040
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  /12

  $4,950 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 July 1. Will consider a one year lease or a lease between 6-9 months. Or possible 18 month lease.Everyone tells us they feel right at home there. Beautiful setting in quiet neighborhood. Close to all that Key West offers. We may consider a small dog.

  56 Golf Club Dr, Key West, FL 33040
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  /25

  $875,000 Sold Apr 29, 2025

  • 1,099 Sq Ft
  • $796/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040

  Located in La Brisa, directly across from the beach, this residence offers the finest in luxury living, complete with a community pool, hot tub, clubhouse for socializing, pickleball/tennis court, BBQ area, car wash station, and electric car charging station. Thoughtfully renovated by a renowned Key West interior designer, this 2-bedroom, 2-bathroom apartment features newly updated bathrooms and

  Key West Luxury Finders Preferred Properties (KW)

  1901 S Roosevelt Blvd Unit 103W, Key West, FL 33040
• 

  

  /23

  Est $542,263 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040
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  /43

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (888) 426-0693

  610 Griffin Ln, Key West, FL 33040
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  /14

  $3,750 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Property for Rent

  623 Whitehead St, Key West, FL 33040

  Charming 1-Bedroom Home in Old Town Key West with Bonus Loft Space!Discover this inviting 1-bedroom, 1-bathroom rental home in the heart of Old Town Key West, featuring an additional finished loft (not included in the square footage, providing extra usable space). Fully furnished, the property includes a cozy sitting room, a well-equipped kitchen, and the convenience of an in-house washer and

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  623 Whitehead St, Key West, FL 33040
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  /23

  $1,125,000 Sold Apr 28, 2025

  • 1,374 Sq Ft
  • $819/SF
  • 128 Days On Market

  • Built 1923

  827 Baptist Ln, Key West, FL 33040

  Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the

  Sean Farrer Coldwell Banker Schmitt Real E

  827 Baptist Ln, Key West, FL 33040
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  /53

  Est $4,910,111 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,404 Sq Ft

  1006 & 1008 Fleming St, Key West, FL 33040

  1006 & 1008 Fleming St, Key West, FL 33040
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  /47

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  26 Spoonbill Way, Key West, FL 33040

  Nestled within the prestigious Key West Golf Club, a rare opportunity beckons with this exceptional single-level home, one of only four of its kind in the golf course. Designed for effortless living and entertaining, this residence combines the ease of no interior steps with the luxury of a spacious layout and stunning views. Offering a unique blend of privacy, elegance, and serene golf course

  

  Leslie Howard

  Ocean Sotheby's International Realty

  (786) 422-9397

  26 Spoonbill Way, Key West, FL 33040
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  /17

  $4,200 per month

  • 2 Beds
  • 1.5 Baths
  • 800 Sq Ft
  • House for Rent

  6800 Maloney Ave, Key West, FL 33040

  Property Id: 18053612 & 2 oceanfront house. $4,200/ month + electric, water & internet. Includes sewer, trash, basic cable & landscaping. 12 month lease. 1st, last & $2500 deposit + background & credit check req'd at signing. Mostly unfurnished. 1 bedroom comes w/ murphy bed w/ ocean view & built in closets. Renting a house on Atlantic Ocean between m.m.'s 0 and 5 (we're 4.5) is

  6800 Maloney Ave, Key West, FL 33040
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  /27

  $550,000 Sold Apr 28, 2025

  • 1,204 Sq Ft
  • $457/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  3255 Duck Ave Unit 3, Key West, FL 33040

  This lovely 2 story townhome has 2 spacious bedrooms and one large bathroom upstairs with wonderful light and a master bedroom and balcony overlooking the large shared pool. The open concept living, dining & kitchen also offer 1/2 bath and a wonderful backyard covered deck for dining, lounging and barbecue. The home is well maintained and has ample closets and storage. This community has 8

  Jennifer Newman Truman & Co. (KW)

  3255 Duck Ave Unit 3, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 910 Sq Ft

  55 Boca Chica Rd Unit 464, Key West, FL 33040

  55 Boca Chica Rd Unit 464, Key West, FL 33040
• 

  

  /44

  $1,159,000

  • 3 Beds
  • 3 Baths
  • 1,797 Sq Ft

  1421 12th St, Key West, FL 33040

  Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an exceptional opportunity for both homeowners and investors alike.As you step inside, you are greeted by an open-concept layout that maximizes space and natural light. The living area boasts high ceilings and beautiful finishes,

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (786) 829-7274

  1421 12th St, Key West, FL 33040
• 

  

  /19

  $2,500 per month

  • 1 Bath
  • 215 Sq Ft
  • Property for Rent

  909 Pohalski St Unit F, Key West, FL 33040

  Live in the heart of Old Town Key West in this beautifully furnished studio, ideal for monthly or long-term stays. This cozy and charming space offers a private entrance and bath, fully furnished interior, and your own private outdoor patio -- a peaceful retreat tucked away in paradise.

The unit includes high-speed internet and all utilities, making it easy and convenient to settle

  Matthew Carlson Realty ONE Group Destination

  909 Pohalski St Unit F, Key West, FL 33040
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  /26

  $1,125,000 Sold Apr 28, 2025

  • 1,374 Sq Ft
  • $819/SF
  • 117 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1923

  827 Baptist Ln Unit 1 and 2, Key West, FL 33040

  Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the

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

  827 Baptist Ln Unit 1 and 2, Key West, FL 33040
• 

  

  /19

  Est $1,077,891 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 974 Sq Ft

  914-1/2 White St, Key West, FL 33040

  914-1/2 White St, Key West, FL 33040
• 

  

  /31

  $1,650,000

  • 2 Beds
  • 3 Baths
  • 1,008 Sq Ft

  1401 Grinnell St, Key West, FL 33040

  Situated in the prestigious Casa Marina neighborhood, 1401 Grinnell Street is a jewel box of modern design and timeless island charm. Completely updated and set on a prime corner lot, this 2-bedroom, 2.5-bathroom home is perfectly tailored for coastal living.The 4,331 sq. ft. lot provides ample room for a pool, while the charming covered porch invites you to unwind and enjoy the tropical

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (833) 635-5382

  1401 Grinnell St, Key West, FL 33040
• 

  

  /9

  $2,900 per month

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

  1026 White St Unit 4, Key West, FL 33040

  Large, newly renovated, second-floor one bedroom, one bath unit with tile floors, high ceilings and lots of natural light. Large living room and bedroom with AC/ceiling fans. Kitchen has ample counters/cabinet space and includes a separate pantry. Large bathroom with tub/shower and Travertine tile. Centrally located with exterior porch and a grocery store across the street. Ample washers and

  1026 White St Unit 4, Key West, FL 33040
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  /50

  $1,892,500 Sold Apr 28, 2025

  • 2,085 Sq Ft
  • $908/SF
  • 112 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2002

  3731 Eagle Ave, Key West, FL 33040

  3731 Eagle Avenue is an exceptionally crafted two-story masterpiece on one of Key West's most sought-after blocks in New Town. Built by a locally renowned contractor for their personal family home, this property stands out for its superior quality and attention to detail featuring pressure treated pine framing, hardie board siding, and double insulated windows. A grand tropical entrance reveals a

  Team Kaufelt Truman & Co. (KW)

  3731 Eagle Ave, Key West, FL 33040
• 

  /2

  Est $1,579,192 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft

  1301 First St, Key West, FL 33040

  1301 First St, Key West, FL 33040
• 

  

  /44

  $2,095,000

  • 2 Beds
  • 3 Baths
  • 1,312 Sq Ft

  216 Fleming St, Key West, FL 33040

  Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena &

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 733-5614

  216 Fleming St, Key West, FL 33040
• 

  

  /6

  $3,750 per month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Property for Rent

  621 Whitehead St, Key West, FL 33040

  Charming 1-Bedroom Home in Old Town Key West with Bonus Loft Space!Discover this inviting 1-bedroom, 1-bathroom rental home in the heart of Old Town Key West, featuring an additional finished loft (not included in the square footage, providing extra usable space). A charming fully furnished duplex, the property includes a cozy sitting room, a well-equipped kitchen, and the convenience of an

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  621 Whitehead St, Key West, FL 33040
• 

  

  /25

  $1,110,000 Sold Apr 28, 2025

  • 1,188 Sq Ft
  • $934/SF
  • 197 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  840 Olivia St, Key West, FL 33040

  Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime

  Dean Townsend Keller Williams Key West Compass Realty

  840 Olivia St, Key West, FL 33040
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  /2

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  311 Amelia St Unit B, Key West, FL 33040

  311 Amelia St Unit B, Key West, FL 33040
• 

  

  /44

  $824,000

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

  340 Boundary Ln, Key West, FL 33040

  Welcome to your tropical oasis on Geiger Key!This stunning brand-new construction seamlessly blends modern luxury with island charm, offering the ultimate Keys lifestyle. Step inside to discover a bright and airy open floor plan that effortlessly connects the living, dining, and kitchen areas--perfect for both relaxing and entertaining. The chef's kitchen is a standout feature, boasting stainless

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 550-6191

  340 Boundary Ln, Key West, FL 33040
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  /10

  $2,600 per month

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

  1505 White St Unit Studio Apt B, Key West, FL 33040

  This property at 1505 White St features a studio layout with 0 bedrooms and 1 bathroom, encompassing a total of 400 square feet. The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for relaxation or entertaining.

  1505 White St Unit Studio Apt B, Key West, FL 33040
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  /44

  $1,600,000 Sold Apr 25, 2025

  • 1,855 Sq Ft
  • $863/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1926

  1523 Flagler Ave, Key West, FL 33040

  Built in 1926, located on a beautifully landscaped 9,912SF lot in midtown, this 3 bedroom 2 bath home is a prime example of historic Key West architecture. The single-story home features hardwood floors, plantation shutters, central A/C, well-appointed kitchen and a spectacular 10x32 foot heated swimming pool bathed in sunshine. Multiple French doors connect the open living/dining area to a

  Paul D'Antoni Key West Sales, LLC

  1523 Flagler Ave, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,305 Sq Ft

  311 Amelia St Unit A, Key West, FL 33040

  311 Amelia St Unit A, Key West, FL 33040
• 

  

  /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
• 

  

  /19

  $3,100 per month

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

  810 Pearl St Unit B, Key West, FL 33040

  Old Town Meadows cottage , furnished 2 bedrooms, 2 baths. Great front porch, back yard. Utilities , cable, wifi included. Available now through October 31, 2025. Owner is a Florida licensed realtor

  Elaine Coyle Keller Williams Key West Compass Realty

  810 Pearl St Unit B, Key West, FL 33040
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  /68

  $8,500,000 Sold Apr 25, 2025

  • 4,008 Sq Ft
  • $2121/SF
  • 268 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1958

  400 South St, Key West, FL 33040

  OFFERED IN A LUXURY AUCTION!Experience unparalleled luxury at 400 South Street, the true Southernmost private residence in the Continental United States. This iconic Key West estate, winter home to esteemed American artist, the late Seward Johnson and his wife, seamlessly blends timeless elegance with modern amenities. The expansive 4,008-square-foot concrete home, situated on a generous lot plus

  Ellen Gvili Ocean Sotheby's International Realty

  400 South St, Key West, FL 33040
• 

  

  /59

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  55 Boca Chica Rd Unit 69, Key West, FL 33040

  55 Boca Chica Rd Unit 69, Key West, FL 33040

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