Key West, FL Homes

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  /3

  $3,300,000 Sold Aug 28, 2025

  129 Simonton St, Key West, FL 33040

  • 4 Beds
  • 4 Baths
  • 2,697 Sq Ft
  • Built 2018

  Last Sold Summary

  • $1,224/SF
  • 0 Days On Market

  Current Estimated Value $3,423,636

  Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  129 Simonton St, Key West, FL 33040
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  /24

  Est $876,332 Not Listed For Sale

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1984

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  Last Sold Summary

  • 6% Above List Price
  • $628/SF
  • 155 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty
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  /71

  $4,995,000

  • 4 Beds
  • 4 Baths
  • 3,026 Sq Ft

  1014 Southard St, Key West, FL 33040

  Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's

  Suzanne Moore Suzanne Moore Real Estate

  1014 Southard St, Key West, FL 33040
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  /48

  $1,325,000 Sold Sep 24, 2025

  1427 Boca Chica Rd, Key West, FL 33040

  • 5 Beds
  • 3 Baths
  • 2,816 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Below List Price
  • $471/SF
  • 52 Days On Market

  Current Estimated Value $1,450,921

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  1427 Boca Chica Rd, Key West, FL 33040
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  /18

  Est $545,867 Not Listed For Sale

  3930 S Roosevelt Blvd Unit N101, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1991

  3930 S Roosevelt Blvd Unit N101, Key West, FL 33040

  Last Sold Summary

  • 11% Above List Price
  • $457/SF
  • 137 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)
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  /50

  $3,299,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 2,349 Sq Ft

  1114 Grinnell St, Key West, FL 33040

  Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

  Wendy Zintsmaster Truman & Co. (KW)

  1114 Grinnell St, Key West, FL 33040
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  /30

  $929,000 Sold Jan 16, 2026

  8 Ventana Ln, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft
  • Built 2013

  Last Sold Summary

  • 7% Below List Price
  • $972/SF
  • 624 Days On Market

  Current Estimated Value $846,721

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  8 Ventana Ln, Key West, FL 33040
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  /20

  Est $750,094 Not Listed For Sale

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Built 1967

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  Last Sold Summary

  • 1% Below List Price
  • $618/SF
  • 167 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Patricia McGrath Keller Williams Key West Compass Realty
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  /29

  $1,199,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,284 Sq Ft

  1705 von Phister St, Key West, FL 33040

  Welcome to one of Key West's most inviting neighborhoods, where tree-lined streets and a true sense of community create the perfect backdrop for Island Living. From 1705 Von-Phister, you can bike to the beach in minutes, take the golf cart to downtown for dining and entertainment or simply relax at home in a quiet, family friendly setting. This property's elevation is at 6.5 Ft and has an

  Suzanne Moore Suzanne Moore Real Estate

  1705 von Phister St, Key West, FL 33040
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  /38

  $1,000,000 Sold Jan 23, 2026

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1984

  Last Sold Summary

  • 26% Below List Price
  • $760/SF
  • 250 Days On Market

  Current Estimated Value $1,116,971

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 410A, Key West, FL 33040
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  /12

  Not Listed For Sale

  908, 910 & 910 Rear Emma St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft
  • Built 1943

  908, 910 & 910 Rear Emma St, Key West, FL 33040

  Last Sold Summary

  • $758/SF
  • 78 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Bill Vaught (REO Vaught Realty LLC Vaught Realty
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  /25

  $699,000

  • 1 Bed
  • 1 Bath
  • 427 Sq Ft

  1203 Newton St Unit 1, Key West, FL 33040

  Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generous sized shared pool and lounging area. This setup is ideal for 1-2 people looking for a low maintenance island address in a quiet neighborhood walkable to all that Old Town, the Historic Seaport and Duval Street has to offer. This unit welcomes you with 10ft ceilings and Dade County pine walls and floors

  Wendy Zintsmaster Truman & Co. (KW)

  1203 Newton St Unit 1, Key West, FL 33040
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  /44

  $810,000 Sold Feb 19, 2026

  57 Palm Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $587/SF
  • 185 Days On Market

  Current Estimated Value $821,568

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  57 Palm Dr, Key West, FL 33040
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  /20

  Not Listed For Sale

  17 Flipper Rd, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1975

  17 Flipper Rd, Key West, FL 33040

  Last Sold Summary

  • $403/SF
  • 14 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty
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  /50

  $1,379,000

  • 3 Beds
  • 3 Baths
  • 1,306 Sq Ft

  1016 Varela St Unit Rear, Key West, FL 33040

  Tucked quietly behind neighboring homes in the heart of Key West, 1016 Varela St. Rear offers privacy, flexibility and an exceptional walkable lifestyle. From this convenient location, you can easily walk to beaches, restaurants, coffee shops and the local grocery store, allowing you to enjoy the best of Key West without a car.Originally built in the early 1920's this historic home has been

  Suzanne Moore Suzanne Moore Real Estate

  1016 Varela St Unit Rear, Key West, FL 33040
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  /15

  $400,000 Sold Dec 30, 2025

  5950 Peninsular Ave Unit 643, Key West, FL 33040

  • Built 1996

  Last Sold Summary

  • 18% Below List Price
  • 170 Days On Market

  Current Estimated Value $401,040

  Last Listing Agent Greg Dully RE/MAX All Keys Real Estate

  5950 Peninsular Ave Unit 643, Key West, FL 33040
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  /6

  Est $739,592 Not Listed For Sale

  612 Petronia St Unit Rear, Key West, FL 33040

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

  612 Petronia St Unit Rear, Key West, FL 33040

  Last Sold Summary

  • 48% Above List Price
  • $689/SF
  • 35 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)
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  /47

  $1,275,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 2,016 Sq Ft

  1006 16th Terrace, Key West, FL 33040

  Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. Whether you are looking for a single-family home or a Multigenerational living arrangement, this property at 1006 16th Terrace combines comfort, functionality & the charm of Key West living. Home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple

  Barbara Crespo Keller Williams Key West Compass Realty

  1006 16th Terrace, Key West, FL 33040
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  /7

  $799,000 Sold Jun 24, 2025

  112 Avenue G, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2013

  Last Sold Summary

  • $617/SF
  • 0 Days On Market

  Current Estimated Value $825,378

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  112 Avenue G, Key West, FL 33040
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  /2

  Est $663,486 Not Listed For Sale

  179 Golf Club Dr Unit 179, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft
  • Built 1997

  179 Golf Club Dr Unit 179, Key West, FL 33040

  Last Sold Summary

  • 6% Below List Price
  • $880/SF

  Last Sold Price $709,000

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /29

  $1,250,000 Pending

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 16, Key West, FL 33040

  Rare opportunity to own a luxury 2-bedroom, 2-bath condo-hotel residence with full transient nightly rental rights at the renowned Santa Maria Suites Resort. This turnkey property generated nearly $200,000 in actual gross rental revenue in 2025, offering strong income performance while preserving the flexibility of personal use.Located just one block from world-famous Duval Street, the resort

  Suzanne Moore Suzanne Moore Real Estate

  1401 Simonton St Unit 16, Key West, FL 33040
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  /28

  $1,160,000 Sold Jan 16, 2026

  548 Porter Ln, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 960 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $1,208/SF
  • 29 Days On Market

  Current Estimated Value $1,219,289

  Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

  548 Porter Ln, Key West, FL 33040
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  /13

  Not Listed For Sale

  1716-1720 United St, Key West, FL 33040

  1716-1720 United St, Key West, FL 33040

  Last Sold Summary

  • 460 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /83

  $3,250,000

  • 4 Beds
  • 5 Baths
  • 2,511 Sq Ft

  1420 Whalton St, Key West, FL 33040

  1420 Whalton Street is a masterfully engineered luxury residence where elevated construction, refined design, and resort-style amenities converge in one of Key West's most desirable residential neighborhoods.Built by Shaw Construction in 2023 with Insulated Concrete Form (ICF) construction and reinforced rebar, the home offers exceptional structural integrity, energy efficiency, and prepped for

  Scott Forman Royal Palms Realty (KW)

  1420 Whalton St, Key West, FL 33040
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  /69

  $1,250,000 Sold Jun 24, 2025

  3510 Eagle Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • Built 1952

  Last Sold Summary

  • 28% Below List Price
  • $728/SF
  • 75 Days On Market

  Current Estimated Value $1,306,172

  Last Listing Agent Irina Pytlik Keys Top Realty LLC

  3510 Eagle Ave, Key West, FL 33040
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  /12

  Not Listed For Sale

  1316 Royal St Unit 1, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,630 Sq Ft
  • Built 2023

  1316 Royal St Unit 1, Key West, FL 33040

  Last Sold Summary

  • $1,104/SF
  • 16 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /32

  $850,000 Under Contract

  • 2 Beds
  • 3 Baths
  • 907 Sq Ft

  1401 Simonton St Unit 20, Key West, FL 33040

  Santa Maria Suites Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1401 Simonton St Unit 20, Key West, FL 33040
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  /21

  $675,000 Sold Jun 30, 2025

  208 Southard St Unit 3, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 513 Sq Ft
  • Built 1991

  Last Sold Summary

  • 15% Below List Price
  • $1,316/SF
  • 168 Days On Market

  Current Estimated Value $661,101

  Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

  208 Southard St Unit 3, Key West, FL 33040
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  /18

  Est $1,184,745 Not Listed For Sale

  88 Seaside Ct N, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 2005

  88 Seaside Ct N, Key West, FL 33040

  Last Sold Summary

  • 22% Above List Price
  • $535/SF
  • 7 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty
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  /24

  $615,000

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  3314 Northside Dr Unit 86, Key West, FL 33040

  Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value.Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of

  Suzanne Moore Suzanne Moore Real Estate

  3314 Northside Dr Unit 86, Key West, FL 33040
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  /28

  $675,000 Sold Jun 26, 2025

  210 Southard St Unit 2, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft
  • Built 1991

  Last Sold Summary

  • $1,164/SF
  • 52 Days On Market

  Current Estimated Value $667,584

  Last Listing Agent Stephen Hachey

  210 Southard St Unit 2, Key West, FL 33040
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  /2

  Est $466,626 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

  Last Sold Summary

  • 9% Below List Price
  • $1,343/SF

  Last Sold Price $510,500

  Last Listing Agent Jessica Prescott Coastal Collection Real Estate Inc.
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  /24

  $2,499,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft

  506 Emma St, Key West, FL 33040

  Luxury townhome situated in the prestigious community of Truman Annex. Very well appointed floor plan featuring 3 generous size bedrooms each with ensuite full bathrooms. Enjoy a gorgeous custom kitchen complete with built in banquette and coordinating bar with ice maker. Kitchen and living room share a view of the private pool and covered patio. Many quality upgrades including impact door and

  Wendy Zintsmaster Truman & Co. (KW)

  506 Emma St, Key West, FL 33040
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  /5

  $2,200,000 Sold Jan 15, 2026

  105 Front St Unit 121, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,350 Sq Ft
  • Built 1991

  Last Sold Summary

  • 12% Below List Price
  • $1,630/SF
  • 285 Days On Market

  Current Estimated Value $2,192,949

  Last Listing Agent The Behmke Group Keller Williams Key West Compass Realty

  105 Front St Unit 121, Key West, FL 33040
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  /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

  Last Sold Summary

  Last Sold Price $2,350,000

  Last Listing Agent Jerry Hughes Old Town Realty
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  /31

  $1,190,800

  • 2 Beds
  • 2 Baths
  • 1,091 Sq Ft

  709 Chapman Ln, Key West, FL 33040

  Refined Island Living with Authentic Key West Heritage.Nestled in the heart of Old Town Key West and located in the coveted X-flood zone, the highest elevation of the island, this impeccably renovated historic cottage combines timeless charm with modern elegance. Just three blocks from Duval St. and half a block from Truman Annex, this home is ideally situated in a quiet, highly walkable

  Suzanne Moore Suzanne Moore Real Estate

  709 Chapman Ln, Key West, FL 33040
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  /49

  $1,000,000 Sold Sep 25, 2025

  2950 Overseas Hwy Unit 50, Key West, FL 33040

  • Land

  Last Sold Summary

  • 23% Below List Price
  • 128 Days On Market

  Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 50, Key West, FL 33040
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  /2

  Est $205,425 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

  Last Sold Summary

  • 4% Below List Price
  • $7,167/SF

  Last Sold Price $215,000

  Last Listing Agent Michael Sorah Truman & Co. (KW)
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  /46

  $4,350,000

  • 3 Beds
  • 4 Baths
  • 2,421 Sq Ft

  1010 Olivia St, Key West, FL 33040

  Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West.Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring charm

  Suzanne Moore Suzanne Moore Real Estate

  1010 Olivia St, Key West, FL 33040
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  /28

  $2,868,000 Sold Mar 24, 2026

  901 Johnson St, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 2,507 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $1,144/SF
  • 18 Days On Market

  Current Estimated Value $2,880,181

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

  901 Johnson St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 18