Key West, FL Homes

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  $559,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  107 Golf Club Dr, Key West, FL 33040

  Minutes from Old Town Key West, nestled in the coveted, gated community of Key West Golf Club, is 107 Golf Club Drive. This move-in ready home combines the perfect blend of privacy, comfort, and resort-style living--all at an exceptional price.Newly painted and featuring brand-new stainless steel appliances, this home is fresh, modern, and inviting. The open-concept layout on the first floor

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (833) 699-7344

  107 Golf Club Dr, Key West, FL 33040
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  /20

  $4,540 per month

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

  817 Terry Ln Unit ID1297837P, Key West, FL 33040

  "Lil Bit" is a rare find in the historic Bahama Village neighborhood. This classic "conch" home is modern and renovated to have an elevated feel but retains the charm and character of old Key West. Perfect for a couple or visitors looking for a monthly stay, this home is equipped with everything you need. While it is a "Lil Bit," the space feels large, open, and fresh, and is a short walk to Fort

  817 Terry Ln Unit ID1297837P, Key West, FL 33040
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  /53

  $3,500,000 Sold Aug 08, 2025

  407-415 Olivia St, Key West, FL 33040

  • 6 Beds
  • 5 Baths
  • 3,171 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $1,104/SF
  • 134 Days On Market

  Current Estimated Value $3,599,975

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  407-415 Olivia St, Key West, FL 33040
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  /2

  Est $819,239 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 651 Sq Ft

  51 Riviera Dr, Key West, FL 33040

  51 Riviera Dr, Key West, FL 33040
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  /39

  $1,400,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  515 Petronia St, Key West, FL 33040

  Introducing 515 Petronia Street, a rare Old Town offering where refined island living aligns with proven investment fundamentals. Ideally positioned between Simonton and Duval Streets, this 2-bedroom, 2-bath residence places Key West's most iconic dining, shopping, and nightlife just steps away, while maintaining a private, resort-style atmosphere.A gated entry opens to a tranquil poolside

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 767-7127

  515 Petronia St, Key West, FL 33040
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  /14

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft
  • Property for Rent

  6440 2nd St Unit 9, Key West, FL 33040

  Half of a Duplex, unfurnished, tenant pays for all utilities, instant on demand tankless water heater saves on your electric bill. Approx. 600 Sq.Ft. 2 units per building so only 1 shared wall for a typical duplex layout with fenced gravel yard, landscaping with palm trees. Has hookups for a clothes washing machine or the new combination models that wash and dry in the same drum. Kitchen has a

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  6440 2nd St Unit 9, Key West, FL 33040
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  /31

  $750,000 Sold Oct 03, 2025

  1428 Virginia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • Built 1933

  Last Sold Summary

  • 16% Below List Price
  • $335/SF
  • 111 Days On Market

  Current Estimated Value $857,369

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

  1428 Virginia St, Key West, FL 33040
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  /2

  Est $1,665,645 Not Listed For Sale

  • Studio

  40 Sunset Key Dr, Key West, FL 33040

  40 Sunset Key Dr, Key West, FL 33040
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  /42

  $1,094,000

  • 3 Beds
  • 3 Baths
  • 1,203 Sq Ft

  60 Golf Club Dr, Key West, FL 33040

  Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (786) 882-1587

  60 Golf Club Dr, Key West, FL 33040
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  /20

  $9,487 per month

  • 4 Beds
  • 3.5 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  1315 Whitehead St Unit ID1297834P, Key West, FL 33040

  Southernmost View is a modern and luxurious waterfront home located in a private seven-home gated community, just steps from the beach and the Southernmost Point of the continental USA. Enjoy turquoise blue waters from the rooftop sundeck, perfect for tanning, reading, and sipping your morning coffee. Relax under the southernmost stars or watch the sunset over the horizon.This upscale beach

  1315 Whitehead St Unit ID1297834P, Key West, FL 33040
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  /35

  $1,675,000 Sold Jun 02, 2025

  1075 Duval St Unit 1, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft
  • Built 1987

  Last Sold Summary

  • $1,367/SF
  • 4 Days On Market

  Current Estimated Value $1,676,540

  Last Listing Agent Richard Haskins Buy The Keys

  1075 Duval St Unit 1, Key West, FL 33040
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  /37

  Est $2,452,893 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1701 Laird St, Key West, FL 33040

  1701 Laird St, Key West, FL 33040
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  /73

  $620,000

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  138 Golf Club Dr, Key West, FL 33040

  Welcome to 138 GC Dr., located in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space w/Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Just waiting for you! Beautifully maintained home offers the perfect blend of island living and resort-style amenities. Featuring low

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (786) 841-2596

  138 Golf Club Dr, 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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  /18

  $750,000 Sold Jun 17, 2025

  214 Golf Club Dr, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • Built 2000

  Last Sold Summary

  • 19% Below List Price
  • $670/SF
  • 376 Days On Market

  Current Estimated Value $812,730

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

  214 Golf Club Dr, Key West, FL 33040
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  /29

  Est $1,427,002 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft

  1219 Grinnell St Unit B, Key West, FL 33040

  1219 Grinnell St Unit B, Key West, FL 33040
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  $749,000

  • 2 Beds
  • 3 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.

  (786) 422-5828

  3841 N Roosevelt Blvd Unit 632, Key West, FL 33040
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  /2

  $7,000 per month

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  1330 3rd St, Key West, FL 33040

  Property Id: 2292938Move-in ready Key West living! Close to shopping, schools, beaches and Old Town.Property Highlights•Spacious 4 bedrooms / 2 bathrooms•~1,900 sq ft•Fenced yard with covered porch•Pet-friendly with deposit•Annual lease - $7,000 per month•Utilities not included•Credit/Background Check This home combines comfort, space, and

  1330 3rd St, Key West, FL 33040
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  /25

  $1,550,000 Sold Dec 01, 2025

  1311 Pine St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,368 Sq Ft
  • Built 1938

  Last Sold Summary

  • 3% Below List Price
  • $1,133/SF
  • 13 Days On Market

  Last Listing Agent Sabrina Acevedo Internet Realty of the Florida Keys Inc

  1311 Pine St, Key West, FL 33040
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  /45

  Est $2,011,485 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft

  619 Simonton St Unit 7, Key West, FL 33040

  619 Simonton St Unit 7, Key West, FL 33040
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  /13

  $250,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040

  LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one.

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 964-3688

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040
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  /20

  $13,487 per month

  • 3 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Condo for Rent

  2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040

  Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,

  2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040
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  /41

  $895,000 Sold Jun 04, 2025

  8 Whistling Duck Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,060 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Below List Price
  • $844/SF
  • 62 Days On Market

  Current Estimated Value $903,966

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  8 Whistling Duck Ln, Key West, FL 33040
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  /26

  Est $1,580,318 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft

  410 Porter Ln Unit 10, Key West, FL 33040

  410 Porter Ln Unit 10, Key West, FL 33040
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  /33

  $1,799,000

  • 3 Beds
  • 4 Baths
  • 1,796 Sq Ft

  809 Washington St Unit 102, Key West, FL 33040

  Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless

  

  Bernice Schafer

  Vested Palm Real Estate and Home Services

  (645) 900-9570

  809 Washington St Unit 102, Key West, FL 33040
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  /10

  $4,500 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  14 Hilton Haven Rd, Key West, FL 33040

  Quiet street, completely furnished two bedroom one bath available May 1st.Located in New Town, near Key West Yacht ClubCan be rented for 1 year or 9 months

  14 Hilton Haven Rd, Key West, FL 33040
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  /5

  $380,000 Sold Jul 21, 2025

  3312 Northside Dr Unit 109, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 631 Sq Ft
  • Built 1980

  Last Sold Summary

  • $602/SF
  • 0 Days On Market

  Current Estimated Value $383,578

  Last Listing Agent Baris Leyla Coastal Collection Real Estate Inc.

  3312 Northside Dr Unit 109, Key West, FL 33040
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  /31

  Est $1,634,677 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft

  603 Angela St Unit 2, Key West, FL 33040

  603 Angela St Unit 2, Key West, FL 33040
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  /36

  $1,549,000

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

  2613 Gulfview Dr, Key West, FL 33040

  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 - a true rarity in Key West.As you step through the front door, you are welcomed into a bright, open home filled with natural light. The spacious

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (645) 238-7127

  2613 Gulfview Dr, Key West, FL 33040
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  /20

  $3,425 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  3655 Seaside Dr Unit 326, Key West, FL 33040

  Gorgeous 2 Bed 2 Full bath approximately 1200 sf. No Pets Allowed. In Key West new town at the Salt Ponds with gorgeous landscaping and decor. It has a large swimming pool, Hot Tub, and lounge area, Tennis courts, walking trails, and various other amenities. The property includes Ceiling fans, refrigerator, garbage disposal, electric range, dish washer, central air, washer and dryer in the home.

  3655 Seaside Dr Unit 326, Key West, FL 33040
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  /23

  $600,000 Sold Jul 15, 2025

  651 William St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft
  • Built 1933

  Last Sold Summary

  • 28% Below List Price
  • $1,002/SF
  • 191 Days On Market

  Current Estimated Value $706,926

  Last Listing Agent Barbara Bowers Preferred Properties (KW)

  651 William St Unit 1, Key West, FL 33040
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  /7

  Est $770,045 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 302A, Key West, FL 33040
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  /27

  $675,000

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  815 Pearl St Unit 2, Key West, FL 33040

  Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-bath residence in the heart of Old Town. Light fills the open-concept living area, which flows seamlessly to a lush brick-paved courtyard via French doors. The efficient kitchen offers modern appliances, while the bedroom is a comfortable retreat with an en-suite bath. Enjoy your private fenced yard with space

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 321-0693

  815 Pearl St Unit 2, Key West, FL 33040
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  /10

  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft
  • Condo for Rent

  1220 3rd St Unit UP, Key West, FL 33040

  Discover your perfect living space in the heart of new-town Key West. This charming 2-bedroom, 1-bathroom apartment in a quaint 4-plex offers both comfort and convenience. Situated on the upper level, this unit boasts a brand-new deck, perfect for enjoying warm island breezes and outdoor relaxation.Step inside to a spacious living room adorned with high ceilings that create an open and

  1220 3rd St Unit UP, Key West, FL 33040
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  /29

  $489,000 Sold Feb 10, 2025

  6518 5th St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $582/SF
  • 65 Days On Market

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

  6518 5th St, Key West, FL 33040
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  /16

  Est $739,928 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 506A, Key West, FL 33040
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  /30

  $799,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 175, Key West, FL 33040

  This fully furnished first-floor end unit in Shipyard offers comfort, style, and an unbeatable location. Tucked along the quiet back row near the community's gorgeous pool and tropical gardens, this condo truly has it all.Two sets of impact French doors open onto a lushly landscaped Trex deck equipped with a Rainbird irrigation system--perfect for relaxing or entertaining. Inside, you'll find an

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 791-7051

  620 Thomas St Unit 175, Key West, FL 33040
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  /8

  $3,950 per month

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Condo for Rent

  3930 S Roosevelt Blvd Unit N204, Key West, FL 33040

  3 BED/ 2BA LAS SALINAS. Long Term Rental 12 mo. With option to renew.UNFURNISHED RENTAL. Photos reflect the home of current tenants who are moving.Open floor plan with pool view. Many updates to the unit. Primary bedroom en-suite.Tenant occupied so a courtesy of 24 hr notice to view property requested.Sorry, no pets per HOA

  3930 S Roosevelt Blvd Unit N204, Key West, FL 33040
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  /30

  $1,800,000 Sold Jul 08, 2025

  214 Fleming St, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,312 Sq Ft
  • Built 1995

  Last Sold Summary

  • 8% Below List Price
  • $1,372/SF
  • 136 Days On Market

  Current Estimated Value $1,863,831

  Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

  214 Fleming St, Key West, FL 33040
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  /20

  Est $846,104 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 183, Key West, FL 33040

  620 Thomas St Unit 183, Key West, FL 33040

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