Homes in ZIP Code 33040

• 

  

  

  /83

  $860,000

  Under Contract

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

  44 Spoonbill Way Unit 1, Key West, FL 33040

  Priced to SELL. Seller is relocating. The views take center stage. Some homes feel like an escape. This one feels like eternal vacation, a place where luxury unfolds softly, until you're fully wrapped in its calm. At 44#1 Spoonbill, the arrival is its own quiet ceremony. Fresh brick pavers form a polished pathway through tropical greens, guiding you toward a home that seems to glow from w/in. The

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (645) 218-9576

  44 Spoonbill Way Unit 1, Key West, FL 33040
• 

  

  

  /18

  $900,000

  Sold Dec 01, 2025

  314 Southard St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • Built 1901

  Last Sold Summary

  • 43% Below List Price
  • $620/SF
  • 156 Days On Market

  Current Estimated Value $1,351,111

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

  314 Southard St, Key West, FL 33040
• 

  

  /2

  Est $987,900

  Not Listed For Sale

  1411 White St, Key West, FL 33040

  • Studio
  • 2 Baths
  • 1,180 Sq Ft
  • Built 1928

  1411 White St, Key West, FL 33040

  Last Sold Summary

  • 1% Below List Price
  • $847/SF

  • Last Sold Price $1,000,000

  Last Listing Agent Team Kaufelt Truman & Co. (KW)
• 

  

  

  /30

  $799,000

  Under Contract

  • 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

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 791-7051

  620 Thomas St Unit 175, Key West, FL 33040
• 

  

  

  /20

  $190,000

  Sold Jan 26, 2026

  5555 College Rd Unit KF7, Key West, FL 33040

  • Land

  Last Sold Summary

  • 22% Below List Price
  • 503 Days On Market

  Current Estimated Value $190,722

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

  5555 College Rd Unit KF7, Key West, FL 33040
• 

  

  /6

  Est $687,000

  Not Listed For Sale

  1210 17th St, Key West, FL 33040

  1210 17th St, Key West, FL 33040

  Last Sold Summary

  • 6% Above List Price
  • 89 Days On Market

  • Last Sold Price $650,000
  • Apr 11, 2024

  Last Listing Agent Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)
• 

  

  /22

  $769,000

  $31K 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)

  (645) 205-0763

  1102 Whitehead St, Key West, FL 33040
• 

  

  /29

  $720,000

  Sold Oct 14, 2025

  3355 Flagler Ave, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,618 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $445/SF
  • 96 Days On Market

  Current Estimated Value $747,147

  Last Listing Agent Irina Pytlik Keys Top Realty LLC

  3355 Flagler Ave, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 58, Key West, FL 33040

  2950 Overseas Hwy Unit 58, Key West, FL 33040

  Last Sold Summary

  • Last Sold Price $1,200,000

  Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty
• 

  

  /41

  $59,000

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

  617 Front St Unit A52 Penthouse Week 3, 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

  (645) 215-6438

  617 Front St Unit A52 Penthouse Week 3, Key West, FL 33040
• 

  

  /35

  $837,500

  Sold Jun 06, 2025

  5 Kestral Way, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1997

  Last Sold Summary

  • 11% Below List Price
  • $634/SF
  • 105 Days On Market

  Current Estimated Value $862,202

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

  5 Kestral Way, Key West, FL 33040
• 

  

  /23

  Est $508,285

  Not Listed For Sale

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

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

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

  Last Sold Summary

  • 2% Below List Price
  • $643/SF
  • 10 Days On Market

  • Last Sold Price $520,000
  • Feb 15, 2024

  Last Listing Agent Dawn McComish Lokation Real Estate
• 

  

  /16

  $250,000

  • Land
  • 871 Sq Ft
  • $12,500,000 per Acre

  1801 N Roosevelt M-28 Blvd, 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... POF 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

  (877) 517-4449

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

  

  /29

  $530,000

  Sold Jun 30, 2025

  3212 Harriet Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $514/SF
  • 100 Days On Market

  Current Estimated Value $545,448

  Last Listing Agent Terry Garcia Keller Williams Key West Compass Realty

  3212 Harriet Ave, Key West, FL 33040
• 

  

  /53

  Est $5,446,460

  Not Listed For Sale

  1006 & 1008 Fleming St, Key West, FL 33040

  • 4 Beds
  • 4.5 Baths
  • 3,404 Sq Ft
  • Built 1938

  1006 & 1008 Fleming St, Key West, FL 33040

  Last Sold Summary

  • 9% Above List Price
  • $1,469/SF
  • 49 Days On Market

  • Last Sold Price $5,000,000
  • Feb 23, 2024

  Last Listing Agent Chris Remmert CENTURY 21 EXECUTIVE TEAM
• 

  

  /60

  $3,575,000

  $325K PRICE DROP Under Contract

  • 5 Beds
  • 6 Baths
  • 2,033 Sq Ft

  1230 South St, Key West, FL 33040

  Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the

  

  Damian Vantriglia

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 840-2961

  1230 South St, Key West, FL 33040
• 

  

  /33

  $1,850,000

  Sold Jan 07, 2026

  216 Fleming St, Key West, FL 33040

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

  Last Sold Summary

  • 5% Below List Price
  • $1,410/SF
  • 58 Days On Market

  Current Estimated Value $1,892,318

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  216 Fleming St, Key West, FL 33040
• 

  /2

  Est $883,873

  Not Listed For Sale

  128 Avenue F, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2020

  128 Avenue F, Key West, FL 33040

  Last Sold Summary

  • 3% Below List Price
  • $636/SF

  • Last Sold Price $855,000

  Last Listing Agent Brigitte Casanova RE/MAX
• 

  

  /40

  $1,425,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040

  Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and

  

  Emily Lombard

  Ocean Sotheby's International Realty

  (786) 686-5429

  1901 S Roosevelt Blvd Unit 401, Key West, FL 33040
• 

  

  /45

  $1,635,000

  Sold Mar 20, 2026

  1613 Rose St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Below List Price
  • $1,249/SF
  • 102 Days On Market

  Current Estimated Value $1,664,281

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

  1613 Rose St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

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

  • 1 Bed
  • 2 Baths
  • 910 Sq Ft
  • Built 1986

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

  Last Sold Summary

  • $378/SF

  • Last Sold Price $343,800

  Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty
• 

  

  /14

  $3,400

  • 2 Beds
  • 2 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)

  (786) 981-1937

  32 Merganser Ln, Key West, FL 33040
• 

  

  /25

  $640,000

  Sold Mar 26, 2026

  317 Cross St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $580/SF
  • 140 Days On Market

  Current Estimated Value $672,640

  Last Listing Agent Rob Severin Rob Severin Real Estate Co

  317 Cross St, Key West, FL 33040
• 

  /2

  Est $937,105

  Not Listed For Sale

  106 G Ave, Big Coppitt, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 2006

  106 G Ave, Big Coppitt, FL 33040

  Last Sold Summary

  • 8% Below List Price
  • $640/SF

  • Last Sold Price $865,000

  Last Listing Agent Aaron Arce eXp Realty LLC
• 

  

  /32

  $615,000

  $10K 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

  (645) 218-3402

  3205 Pearl Ave, Key West, FL 33040
• 

  

  /31

  $840,000

  Sold Jan 14, 2026

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

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

  Last Sold Summary

  • 4% Below List Price
  • $857/SF
  • 54 Days On Market

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040
• 

  

  /19

  Est $884,071

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 974 Sq Ft
  • Built 1928

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

  Last Sold Summary

  • 14% Above List Price
  • $796/SF
  • 13 Days On Market

  • Last Sold Price $775,000
  • Feb 07, 2024

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo
• 

  

  /42

  $1,095,000

  $100K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,714 Sq Ft

  1510 18th St, Key West, FL 33040

  Savvy buyers take note. Whether you're an investor chasing strong rental returns, a flipper eyeing serious upside, or a buyer ready to craft your dream island home -- this is the opportunity you've been waiting for, in one of Key West's most sought-after neighborhoods.Walk out your door to scenic morning strolls past multi-million-dollar waterfront estates and breathtaking ocean sunrises

  

  Leslie Howard

  Coldwell Banker Schmitt Real Estate Co. (KW)

  (786) 833-7248

  1510 18th St, Key West, FL 33040
• 

  

  /34

  $700,000

  Sold Jun 05, 2025

  811 United St Unit 3, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft
  • Built 1938

  Last Sold Summary

  • 18% Below List Price
  • $1,125/SF
  • 76 Days On Market

  Current Estimated Value $701,194

  Last Listing Agent Jeffrey Dunaway Key West Realty, LLC (KW)

  811 United St Unit 3, Key West, FL 33040
• 

  /2

  Est $1,451,448

  Not Listed For Sale

  1301 First St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft
  • Built 1958

  1301 First St, Key West, FL 33040

  Last Sold Summary

  • 9% Below List Price
  • $1,124/SF

  • Last Sold Price $1,600,000

  Last Listing Agent Monique Thiel Sunshine State Realty Services
• 

  

  /7

  $399,000

  • Land

  2 Dolphin Rd, Key West, FL 33040

  ROGO Exempt lot just 10 minutes from Key West! This spacious lot is ideal for a family home or an investor looking to capitalize on strong rental potential due to its prime location.Enjoy close proximity to Geiger Key Marina & Restaurant, Geiger Key Beach, and convenient access to Big Coppitt Boat Ramp--less than a mile away! From there, it's a straight shot to local favorites like Snipes Key and

  

  Austin Kimbler

  Expert Realty LLC (HQ)

  (305) 686-2245

  2 Dolphin Rd, Key West, FL 33040
• 

  

  /31

  $260,000

  Sold May 11, 2026

  6800 Maloney Ave Unit 11, Stock Island, FL 33040

  • 3 Beds
  • 1 Bath
  • 576 Sq Ft
  • Built 1971

  Last Sold Summary

  • 7% Below List Price
  • $451/SF
  • 12 Days On Market

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

  6800 Maloney Ave Unit 11, Stock Island, FL 33040
• 

  /2

  Not Listed For Sale

  311 Amelia St Unit B, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1979

  311 Amelia St Unit B, Key West, FL 33040

  Last Sold Summary

  • $975/SF

  • Last Sold Price $780,000

  Last Listing Agent Joyce Craul Expert Realty LLC (HQ)
• 

  

  /64

  $4,250,000

  $450K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 2,681 Sq Ft

  1311 Grinnell St, Key West, FL 33040

  Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm blended with modern luxury in this stunning, fully restored historic home in the highly sought-after Casa Marina neighborhood. Perfectly located five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all that Key West has to

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 957-7918

  1311 Grinnell St, Key West, FL 33040
• 

  

  /45

  $3,800,000

  Sold Apr 21, 2026

  1314 Johnson St, Key West, FL 33040

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • 12% Below List Price
  • $1,118/SF
  • 60 Days On Market

  Current Estimated Value $2,684,531

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

  311 Amelia St Unit A, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,305 Sq Ft
  • Built 1979

  311 Amelia St Unit A, Key West, FL 33040

  Last Sold Summary

  • $1,015/SF
  • 21 Days On Market

  • Last Sold Price $1,325,000
  • Dec 28, 2023

  Last Listing Agent Joe Bracciale Select Properties of NWFL
• 

  

  /15

  $325,000

  5950 Peninsular Ave Unit 622, Key West, FL 33040

  A beautiful 40' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (833) 722-5081

  5950 Peninsular Ave Unit 622, Key West, FL 33040
• 

  

  /26

  $400,000

  Sold May 30, 2025

  6800 Maloney Ave Unit 103, Stock Island, FL 33040

  • 2 Beds
  • 2 Baths
  • 748 Sq Ft
  • Built 1987

  Last Sold Summary

  • 16% Below List Price
  • $535/SF
  • 109 Days On Market

  Last Listing Agent Monika Rydzak eXp Realty LLC KW Branch

  6800 Maloney Ave Unit 103, Stock Island, FL 33040
• 

  

  /59

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1993

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

  Last Sold Summary

  • $417/SF
  • 71 Days On Market

  • Last Sold Price $360,000
  • Feb 07, 2024

  Last Listing Agent Kevin Cornell Cornell Commercial Real Estate, Inc.
• 

  

  /90

  $874,500

  • 3 Beds
  • 3 Baths
  • 1,160 Sq Ft

  56 Golf Club Dr, Key West, FL 33040

  A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a

  

  Robin Mitchell

  Keller Williams Key West Compass Realty

  (645) 231-3150

  56 Golf Club Dr, Key West, FL 33040

Showing Results 241 - 280, Page 7 of 18