Key West, FL Homes

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  /50

  $799,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  87 Sirius Ln, Key West, FL 33040

  Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-bedroom, 2.5-bath home offers 1,518 sq. ft. of comfortable living space, designed for those who want to spend as much time on the water as they do relaxing at home. Inside, a bright, inviting interior is enhanced by modern

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  87 Sirius Ln, Key West, FL 33040
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  /15

  $3,350 Per Month

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft
  • Condo for Rent

  3635 Seaside Dr Unit 406, Key West, FL 33040

  Two bedroom, two bathroom fourth floor condo in SaltPonds with a peaceful view from the balcony. Available on September 1st on an annual lease. Split floorplan, each bedroom has bathroom ensuite, primary bedroom has a walk-in closet. Tile in living areas, recently replaced carpet in the bedrooms. Washer/dryer in unit. Storage area and covered parking space for one vehicle.

  3635 Seaside Dr Unit 406, Key West, FL 33040
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  /36

  $1,300,000

  Sold Aug 29, 2025

  1327 Duncan St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 1945

  Last Sold Summary

  • 41% Below List Price
  • $644/SF
  • 192 Days On Market

  Current Estimated Value $1,215,379

  Last Listing Agent Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
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  /36

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 807 Sq Ft
  • Built 1991

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

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Miriam Novotny Compass Florida, LLC
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  /49

  $2,999,999

  $191K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,863 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  

  Miriam Novotny

  Compass Florida, LLC

  1501 White St, Key West, FL 33040
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  /28

  $2,700 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  3708 Duck Ave, Key West, FL 33040

  Welcome home to this unique and cozy 1-bedroom, 1-bathroom rental located at 3708 Duck Ave Rear. This charming unit features an upstairs loft, perfect for guests or as a relaxing hangout space.Enjoy the Key West lifestyle with a shared pool right on the property, dedicated parking, and all the furnishings you need to move right in. The efficiency-style kitchen offers everything for easy

  3708 Duck Ave, Key West, FL 33040
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  /34

  $1,150,000

  Sold Dec 15, 2025

  1730 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,764 Sq Ft
  • Built 1955

  Last Sold Summary

  • 19% Below List Price
  • $652/SF
  • 67 Days On Market

  Current Estimated Value $1,187,216

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

  1730 Flagler Ave, Key West, FL 33040
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  /41

  Est $1,563,360

  Not Listed For Sale

  129 Sea Ln, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 2022

  129 Sea Ln, Key West, FL 33040

  Last Sold Summary

  • 185 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
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  /71

  $585,000

  $35K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 806 Sq Ft

  138 Golf Club Dr, Key West, FL 33040

  VALUE now is even SWEETER! Adjusted Price! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space, Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Waiting for you! Beautifully maintained home offers the perfect blend of island living, resort-style

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  138 Golf Club Dr, Key West, FL 33040
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  /32

  $902,000

  Sold Jul 24, 2026

  2417 Linda Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $623/SF
  • 34 Days On Market

  Current Estimated Value $897,161

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

  2417 Linda Ave, Key West, FL 33040
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  /17

  Est $578,051

  Not Listed For Sale

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty
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  /36

  $1,549,000

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

  2613 Gulfview Dr, Key West, FL 33040

  Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  2613 Gulfview Dr, Key West, FL 33040
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  /7

  $3,700

  Sold May 18, 2026

  311 Amelia St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $5/SF
  • 46 Days On Market

  Current Estimated Value $1,616,000

  Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

  311 Amelia St Unit 1, Key West, FL 33040
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  /14

  Not Listed For Sale

  6515 5th St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft
  • Built 1962

  6515 5th St, Key West, FL 33040

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /47

  $7,000,000

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  5 Sunset Key Dr, Key West, FL 33040

  Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  5 Sunset Key Dr, Key West, FL 33040
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  /31

  $2,425,000

  Sold Sep 30, 2025

  37 Evergreen Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,685 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $903/SF
  • 138 Days On Market

  Current Estimated Value $2,521,406

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  37 Evergreen Ave, Key West, FL 33040
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  /17

  Est $355,450

  Not Listed For Sale

  5555 College Rd Unit 12, Key West, FL 33040

  • 1 Bed
  • 50 Sq Ft
  • Built 2000

  5555 College Rd Unit 12, Key West, FL 33040

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)
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  /42

  $1,025,000

  • 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.Although built as a townhouse it only shares one concrete wall with the next home and there is not an H.O.A. This home is in great shape and priced to sell at

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  1421 12th St, Key West, FL 33040
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  /53

  $1,650,000

  Sold May 05, 2026

  1416 Catherine St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft
  • Built 1938

  Last Sold Summary

  • 13% Below List Price
  • $736/SF
  • 45 Days On Market

  Current Estimated Value $1,693,741

  Last Listing Agent Jody Clark Key West Luxury Real Estate Inc (KW)

  1416 Catherine St, Key West, FL 33040
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  /24

  Est $837,399

  Not Listed For Sale

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 1949

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)
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  /22

  $765,000

  $35K PRICE DROP

  • 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)

  1102 Whitehead St, Key West, FL 33040
• 

  

  /31

  $1,000,000

  Sold Mar 25, 2026

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $763/SF
  • 128 Days On Market

  Current Estimated Value $1,023,561

  Last Listing Agent Laura McChesney Preferred Properties (KW)

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040
• 

  

  /19

  Est $564,700

  Not Listed For Sale

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

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft
  • Built 1991

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

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty
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  /11

  $212,000

  5555 College Rd Unit KF7, Key West, FL 33040

  Here is your chance to own a dock slip in the well-protected Sunset Marina! This live-aboard slip can accommodate vessels up to 35 feet in length. Because you own the bay bottom, the slip is financeable--an uncommon advantage for a boat slip. The slip has water, electric, and cable, while the marina offers a pump-out station, fuel dock, ship's store, laundry facilities, and ample parking. Whether

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  5555 College Rd Unit KF7, Key West, FL 33040
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  /54

  $1,550,000

  Sold Nov 05, 2025

  15 Bay Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1990

  Last Sold Summary

  • 18% Below List Price
  • $764/SF
  • 248 Days On Market

  Current Estimated Value $1,670,649

  Last Listing Agent Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  15 Bay Dr, Key West, FL 33040
• 

  

  /19

  Est $1,999,451

  Not Listed For Sale

  1316 Royal St Unit 3, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 1,743 Sq Ft
  • Built 2023

  1316 Royal St Unit 3, Key West, FL 33040

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Tommy Mack Coastal Collection Real Estate Inc.
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  /41

  $59,000

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

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040

  PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040
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  /42

  $2,522,000

  Sold Oct 30, 2025

  8 Floral Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,521 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $1,000/SF
  • 15 Days On Market

  Current Estimated Value $2,567,907

  Last Listing Agent Bobby Baker Brightwild Real Estate

  8 Floral Ave, Key West, FL 33040
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  /15

  Not Listed For Sale

  1519 Florida St Unit 1400 Johnson St unit, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  1519 Florida St Unit 1400 Johnson St unit, Key West, FL 33040

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Jessica Celli Engel & Voelkers Key West
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  /16

  $235,000

  $15K PRICE DROP

  • Land
  • 871 Sq Ft
  • $11,750,000 per Acre

  1801 N Roosevelt M-28 Blvd, Key West, FL 33040

  LIVE IN PARADISE AFFORDABLE LIVEABOARD 1 BEDROOM AND 1 BATHROOM HOUSEBOAT & SLIP PACKAGE! It's a TRUE KEY WEST LIFESTYLE... POF CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. 2018 Aqua Lodge Catamaran Houseboat 12'X42 2' Draft Molded Pontoon, FRP Hull No Motors, No batteries 50-amp shore service connection with pump out included with

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  1801 N Roosevelt M-28 Blvd, Key West, FL 33040
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  /3

  $1,500,000

  Sold Sep 29, 2025

  951 Caroline St Unit 34, Key West, FL 33040

  • Built 2003

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,550,128

  Last Listing Agent Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

  951 Caroline St Unit 34, Key West, FL 33040
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  /2

  Est $814,069

  Not Listed For Sale

  951 Caroline St Unit 5, Key West, FL 33040

  • 1 Bed
  • Built 2003

  951 Caroline St Unit 5, Key West, FL 33040
• 

  

  /14

  $3,400

  Pending

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  32 Merganser Ln, Key West, FL 33040

  Discover your perfect long-term rental in the heart of Key West Golf Club! This charming 780 sqft property offers an ideal blend of comfort and convenience, perfect for those looking to embrace the vibrant lifestyle of this tropical haven. For some work distances it is 2.5 miles from Naval Air Station Boca Chica, 5.1 miles from US Coast Guard Sector Key West Trumbo Point, 6.1 miles from JIATF

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  32 Merganser Ln, Key West, FL 33040
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  /43

  $2,300,000

  Sold Mar 16, 2026

  1616 Atlantic Blvd Unit 15, Key West, FL 33040

  • 4 Beds
  • 5.5 Baths
  • 3,118 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $738/SF
  • 57 Days On Market

  Current Estimated Value $2,345,198

  Last Listing Agent Elizabeth Chamberlain Truman & Co. (KW)

  1616 Atlantic Blvd Unit 15, Key West, FL 33040
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  /26

  Not Listed For Sale

  927 Thomas St Unit 3, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 716 Sq Ft
  • Built 1908

  927 Thomas St Unit 3, Key West, FL 33040

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Michelle Blades Realty Executives Florida Keys Old Town
• 

  

  /41

  $849,900

  • 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

  Saltwater Real Estate Florida Keys, Inc

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

  

  /25

  $335,000

  Sold Jul 10, 2026

  201 Coppitt Rd Unit 201, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $625/SF
  • 78 Days On Market

  Current Estimated Value $332,867

  Last Listing Agent Terri Spottswood Truman & Co. (KW)

  201 Coppitt Rd Unit 201, Key West, FL 33040
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  /11

  Not Listed For Sale

  56 Palm Dr, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1973

  56 Palm Dr, Key West, FL 33040

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Debora Bent Coastal Collection Real Estate
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  /32

  $599,000

  $26K PRICE DROP

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

  3205 Pearl Ave, Key West, FL 33040

  Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value — all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch. The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and

  

  Miriam Novotny

  Compass Florida, LLC

  3205 Pearl Ave, Key West, FL 33040
• 

  

  /5

  $3,250,000

  Sold May 27, 2026

  906 Southard St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 2,188 Sq Ft
  • Built 1943

  Last Sold Summary

  • 18% Below List Price
  • $1,485/SF
  • 173 Days On Market

  Current Estimated Value $3,251,672

  Last Listing Agent Bobby Coe RE/MAX Keys Connection (KW)

  906 Southard St, Key West, FL 33040

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