Key West, FL Homes

• 

  

  /2

  Est $508,625

  Not Listed For Sale

  1010 Grinnell St Unit D, Key West, FL 33040

  • Studio
  • 1 Bath
  • 380 Sq Ft
  • Built 1943

  1010 Grinnell St Unit D, Key West, FL 33040
• 

  

  

  /42

  $749,000

  $50K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,357 Sq Ft

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040

  Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units—a Signature King Room and a Resort View Suite—each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT

  Tommy Mack Coastal Collection Real Estate Inc.

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040
• 

  

  

  /8

  $199,000

  Sold Jul 22, 2025

  13 Beach Dr, Key West, FL 33040

  • Land
  • 4,133 Sq Ft
  • $2,097,372 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 149 Days On Market

  Current Estimated Value $202,726

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

  13 Beach Dr, Key West, FL 33040
• 

  

  /2

  Not Listed For Sale

  619 Front St Unit J North, Key West, FL 33040

  • Built 1985

  619 Front St Unit J North, Key West, FL 33040
• 

  

  

  /61

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 1,392 Sq Ft

  15 Coral Way, Key West, FL 33040

  Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step

  Krystal Thomas eXp Realty LLC Southernmost Branch

  15 Coral Way, Key West, FL 33040
• 

  

  /43

  $1,160,000

  Sold Sep 23, 2025

  1017 Simonton St Unit 103, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 2015

  Last Sold Summary

  • 9% Below List Price
  • $934/SF
  • 14 Days On Market

  Current Estimated Value $1,215,883

  Last Listing Agent Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1017 Simonton St Unit 103, Key West, FL 33040
• 

  /2

  Est $213,321

  Not Listed For Sale

  5555 College Rd Unit KF11, Key West, FL 33040

  • 1 Bed
  • 30 Sq Ft
  • Built 2000

  5555 College Rd Unit KF11, Key West, FL 33040
• 

  

  /25

  $1,499,000

  • 3 Beds
  • 2.5 Baths
  • 1,020 Sq Ft

  912 James St Unit 2, Key West, FL 33040

  Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large

  Peter Batty ICAMCO Realty LLC, dba Cosgrove Realty

  912 James St Unit 2, Key West, FL 33040
• 

  

  /26

  $620,000

  Sold Feb 17, 2026

  48 Kingfisher Ln, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $795/SF
  • 41 Days On Market

  Current Estimated Value $628,520

  Last Listing Agent Megan McDowell Brenda Donnelly Real Estate LLC

  48 Kingfisher Ln, Key West, FL 33040
• 

  

  /9

  Est $310,392

  Not Listed For Sale

  30 Flipper Rd, Key West, FL 33040

  • 2 Beds
  • Built 1984

  30 Flipper Rd, Key West, FL 33040

  Last Sold Summary

  • 34 Days On Market
• 

  

  /38

  $1,100,000

  $100K PRICE DROP Pending

  • 3 Beds
  • 3.5 Baths
  • 2,370 Sq Ft

  909 United St, Key West, FL 33040

  Reduced!! Tons of Space for the money! Under $465/foot. Great price per square foot! Main house has 2 bedrooms, 2.5 baths. Large rooms and great storage. Walk-in pantry in Kitchen. This is not a drive by and is very deceiving from the Street. Living, Dining and Kitchen have views of the pool and deck area. Guest house is a fully equip smaller home. Full Kitchen with normal size appliances, W/D,

  Stephen Hammond Island and Resort Realty (KW)

  909 United St, Key West, FL 33040
• 

  

  /47

  $2,350,000

  Sold May 06, 2026

  409 Grinnell St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1884

  Last Sold Summary

  • 6% Below List Price
  • $1,443/SF
  • 114 Days On Market

  Current Estimated Value $2,458,027

  Last Listing Agent Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  409 Grinnell St, Key West, FL 33040
• 

  

  /14

  Not Listed For Sale

  1316 Royal St Unit 2, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft
  • Built 2023

  1316 Royal St Unit 2, Key West, FL 33040

  Last Sold Summary

  • 187 Days On Market
• 

  

  /76

  $1,560,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,651 Sq Ft

  2819 Fogarty Ave, Key West, FL 33040

  TAKING BACK UP OFFERS! Beautifully remodeled and meticulously maintained solid block home offering luxury, comfort, and investment potential. This open, well-designed floor plan features high-end finishes throughout and is ideal as a primary residence or vacation/income-producing property. The custom kitchen boasts stainless steel appliances, quartz counters and modern upgrades, flowing into

  NON-MLS MEMBER MAR NON MLS MEMBER

  2819 Fogarty Ave, Key West, FL 33040
• 

  

  /41

  $2,400,000

  Sold Mar 25, 2026

  1231 Washington St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft
  • Built 1948

  Last Sold Summary

  • 6% Below List Price
  • $1,320/SF
  • 141 Days On Market

  Current Estimated Value $2,365,615

  Last Listing Agent Elaine Coyle Keller Williams Key West Compass Realty

  1231 Washington St, Key West, FL 33040
• 

  

  /44

  Est $2,445,939

  Not Listed For Sale

  1500 Johnson St, Key West, FL 33040

  • 4 Beds
  • 3.5 Baths
  • 1,884 Sq Ft
  • Built 1954

  1500 Johnson St, Key West, FL 33040

  Last Sold Summary

  • 53 Days On Market
• 

  

  /23

  $799,000

  $96K PRICE DROP

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

  202 Golf Club Dr, Key West, FL 33040

  Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness

  Behmke The Compass Realty (KW)

  202 Golf Club Dr, Key West, FL 33040
• 

  

  /48

  $3,350,000

  Sold Dec 03, 2025

  1020 Southard St, Key West, FL 33040

  • 3 Beds
  • 3.5 Baths
  • 2,438 Sq Ft
  • Built 1933

  Last Sold Summary

  • 11% Below List Price
  • $1,374/SF
  • 228 Days On Market

  Current Estimated Value $3,345,301

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

  1020 Southard St, Key West, FL 33040
• 

  /2

  Est $718,353

  Not Listed For Sale

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

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1967

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

  

  /44

  $3,499,900

  Pending

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  1500 Atlantic Blvd Unit 409, Key West, FL 33040

  Rare find! This recently completely renovated 4th floor, Ocean front unit is loaded with spectacular upgrades. EVERYTHING was updated! From the Cambrian countertops in the new kitchen, gorgeous Mahogany stairs with wire railings, tile bathrooms, and custom wood closet shelving, to the breathtaking panoramic ocean views, this unit is fully Turn Key and waiting for its new owner. Located at Key

  Jaylene Leonbruno Berkshire Hathaway HomeService

  1500 Atlantic Blvd Unit 409, Key West, FL 33040
• 

  

  /27

  $4,225,000

  Sold Mar 16, 2026

  515 Amelia St, Key West, FL 33040

  • 5 Beds
  • 5.5 Baths
  • 3,434 Sq Ft
  • Built 1943

  Last Sold Summary

  • 10% Below List Price
  • $1,230/SF
  • 26 Days On Market

  Current Estimated Value $4,190,388

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  515 Amelia St, Key West, FL 33040
• 

  

  /57

  Est $1,296,335

  Not Listed For Sale

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

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1998

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

  Last Sold Summary

  • 10 Days On Market
• 

  

  /18

  $805,000

  $30K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 610 Sq Ft

  620 Thomas St Unit 171, Key West, FL 33040

  This charming Shipyard unit on the ground level is situated at the rear of the Truman Annex community, boasting a generous back deck overlooking the outer mole. The living room and master bedroom feature elegant French doors that open up to the back deck. Experience a peaceful and serene environment, all while being conveniently located within walking or biking distance to numerous Key West

  Baris Leyla Coastal Collection Real Estate Inc.

  620 Thomas St Unit 171, Key West, FL 33040
• 

  

  /47

  $4,300,000

  Sold Apr 09, 2026

  406 United St, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 3,624 Sq Ft
  • Built 1938

  Last Sold Summary

  • 8% Below List Price
  • $1,187/SF
  • 73 Days On Market

  Current Estimated Value $4,332,621

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

  406 United St, Key West, FL 33040
• 

  

  /46

  Not Listed For Sale

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

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1958

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

  Last Sold Summary

  • 182 Days On Market
• 

  

  /23

  $4,900

  Pending

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

  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
• 

  

  /42

  $3,750,000

  Sold Oct 20, 2025

  517 Elizabeth St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,173 Sq Ft
  • Built 1953

  Last Sold Summary

  • 6% Below List Price
  • $1,726/SF
  • 26 Days On Market

  Current Estimated Value $3,716,430

  Last Listing Agent Mason Kelly Expert Realty LLC (HQ)

  517 Elizabeth St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

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

  • Built 2014

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

  

  /20

  $1,225,000

  $570K PRICE DROP

  • 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
• 

  

  /3

  $979,000

  Sold Apr 09, 2026

  612 Mickens Ln, Key West, FL 33040

  • 2 Beds
  • 1.5 Baths
  • 823 Sq Ft
  • Built 1901

  Last Sold Summary

  • 28% Below List Price
  • $1,190/SF
  • 403 Days On Market

  Current Estimated Value $963,949

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

  612 Mickens Ln, 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
• 

  

  /24

  $2,699,000

  $90K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft

  3206 Riviera Dr, Key West, FL 33040

  Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ultimate Key West lifestyle. This fully gated residence offers 60 feet of waterfront with no neighbors across, creating unmatched privacy and serene water views. Inside, a bright open floor plan with a wall of glass impact sliders connects indoor living to the outdoors. The spacious kitchen features a large

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  3206 Riviera Dr, Key West, FL 33040
• 

  

  /62

  $2,300,000

  Sold Dec 12, 2025

  1508 Johnson St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,799 Sq Ft
  • Built 1950

  Last Sold Summary

  • 8% Below List Price
  • $822/SF
  • 112 Days On Market

  Current Estimated Value $2,802,178

  Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty

  1508 Johnson 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
• 

  

  /30

  $1,849,000

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040

  TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush tropical courtyard with huge beachfront pool, hot tub and distant ocean view. Offered fully furnished turnkey with a strong professionally managed vacation rental history and future rentals already in place. Recently underwent a

  Wendy Zintsmaster Truman & Co. (KW)

  1800 Atlantic Blvd Unit 315B, Key West, FL 33040
• 

  /2

  $400,000

  Sold Nov 15, 2025

  10 Dolphin Rd, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft
  • Built 1960

  Last Sold Summary

  • $524/SF
  • 8 Days On Market

  Last Listing Agent Irina Pytlik Keys Top Realty LLC

  10 Dolphin Rd, Key West, FL 33040
• 

  

  /9

  Est $1,178,743

  Not Listed For Sale

  725 South St, Key West, FL 33040

  • Built 1958

  725 South St, Key West, FL 33040

  Last Sold Summary

  • 225 Days On Market
• 

  /2

  $375,000

  • Land
  • 2.39 Acres
  • $156,904 per Acre

  6810 Front St, Key West, FL 33040

  Great Opportunity and location. 25X60 deep water slip.

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  6810 Front St, Key West, FL 33040
• 

  

  /24

  $825,000

  Sold Jul 01, 2026

  951 Caroline St Unit Slip 9, Key West, FL 33040

  • Built 2003

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Jerry Hughes Beach Club Brokers (KW)

  951 Caroline St Unit Slip 9, Key West, FL 33040
• 

  

  /15

  Est $602,905

  Not Listed For Sale

  16 Aquamarine Dr Unit 4, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1975

  16 Aquamarine Dr Unit 4, Key West, FL 33040

  Last Sold Summary

  • 120 Days On Market

Showing Results 361 - 400, Page 10 of 18