Key West, FL Homes

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  $1,147,500 Sold Mar 14, 2025

  1213 Watson St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 703 Sq Ft
  • Built 1933

  Last Sold Summary

  • 4% Below List Price
  • $1,632/SF
  • 50 Days On Market

  Current Estimated Value $1,172,595

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1213 Watson St, Key West, FL 33040
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  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,219 Sq Ft

  1627 Johnson St, Key West, FL 33040

  1627 Johnson St, Key West, FL 33040
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  /47

  $1,275,000

  • 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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  /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 $701,791

  Last Listing Agent Stephen Hachey

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

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 850 Sq Ft

  102 Sirius Ln, Key West, FL 33040

  102 Sirius Ln, Key West, FL 33040
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  /29

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 16, Key West, FL 33040

  Luxury Condo Hotel with rare Transient Nightly Rental Rights - Exceptional Key West Value.Discover a rare opportunity to own a luxury condo-hotel residence in the heart of Key West with full transient nightly rental privileges - an increasingly scare asset class in the Florida Keys. This turnkey Investment generated almost $200,000 in actual gross rental revenue in 2005, offering strong income

  Suzanne Moore Suzanne Moore Real Estate

  1401 Simonton St Unit 16, 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

  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

  Est $690,361 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,231 Sq Ft

  31D 11th Ave, Key West, FL 33040

  31D 11th Ave, Key West, FL 33040
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  /57

  $2,300,000 Under Contract

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  1124 Seminary St, Key West, FL 33040

  Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated

  Michaele Meadows Ocean Sotheby's International Realty

  1124 Seminary St, 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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  /49

  Est $2,252,897 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,916 Sq Ft

  2201 Staples Ave, Key West, FL 33040

  2201 Staples Ave, Key West, FL 33040
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  $3,485,000 Open Sun 11AM - 2PM

  • 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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  /37

  $915,000 Sold Jun 20, 2025

  2513 Staples Ave, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $748/SF
  • 54 Days On Market

  Current Estimated Value $934,775

  Last Listing Agent Everett Watkins Keller Williams Key West Compass Realty

  2513 Staples Ave, Key West, FL 33040
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 16, Key West, FL 33040

  2950 Overseas Hwy Unit 16, Key West, FL 33040
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  /32

  $875,000

  • 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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  /23

  $887,000 Sold Jul 11, 2025

  1423 Johnson St, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 903 Sq Ft
  • Built 1958

  Last Sold Summary

  • 11% Below List Price
  • $982/SF
  • 78 Days On Market

  Current Estimated Value $959,719

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

  1423 Johnson St, Key West, FL 33040
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  /2

  Est $1,008,564 Not Listed For Sale

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

  1800 Atlantic Blvd Unit 109A, Key West, FL 33040

  1800 Atlantic Blvd Unit 109A, Key West, FL 33040
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  /24

  $645,000

  • 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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  /12

  $895,000 Sold Nov 21, 2025

  321 Avenue E, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Below List Price
  • $565/SF
  • 42 Days On Market

  Last Listing Agent Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  321 Avenue E, Key West, FL 33040
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 697 Sq Ft

  908 Southard St Unit A, Key West, FL 33040

  908 Southard St Unit A, Key West, FL 33040
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  /24

  $2,499,000

  • 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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  /24

  $1,525,000 Sold Jul 08, 2025

  737 Olivia St, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $820/SF
  • 42 Days On Market

  Current Estimated Value $1,551,070

  Last Listing Agent Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  737 Olivia St, Key West, FL 33040
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  /2

  Est $796,786 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  1222 Grinnell St Unit Rear, Key West, FL 33040

  1222 Grinnell St Unit Rear, Key West, FL 33040
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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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  /47

  $2,300,000 Sold Oct 16, 2025

  63 Sunset Key Dr, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,681 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $1,368/SF
  • 389 Days On Market

  Current Estimated Value $2,307,372

  Last Listing Agent Marc Ulanowski Equestrian Sotheby's International Realty

  63 Sunset Key Dr, Key West, FL 33040
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  /2

  Est $1,047,318 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  1547 5th St, Key West, FL 33040

  1547 5th St, Key West, FL 33040
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  /35

  $999,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 101, Key West, FL 33040

  Stunning garden condo, end unit directly across the street from the beach, with lushly landscaped 24 ft X 45ft private yard with 3 different areas for quiet retreat. Remarkable condo has been elegantly renovated with white cabinets, quartz countertops and stainless appliances, LVP floors in soft shades of grey. Washer & dryer hookup. This is the most expansive condo in all of Key West! Your

  Patricia McGrath Keller Williams Key West Compass Realty

  2601 S Roosevelt Blvd Unit 101, Key West, FL 33040
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  /31

  $1,159,500 Sold Sep 30, 2025

  2824 Patterson Ave, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $568/SF
  • 57 Days On Market

  Current Estimated Value $1,177,683

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

  2824 Patterson Ave, Key West, FL 33040
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  /21

  Est $538,233 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  3930 S Roosevelt Blvd Unit W314, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W314, Key West, FL 33040
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  /87

  $1,685,000

  • 4 Beds
  • 4 Baths
  • 2,736 Sq Ft

  43 Seaside South Ct, Key West, FL 33040

  Ocean Views! Over 2730 interior sq ft townhome with Ocean Views! This is the largest floor plan at SeaSide Court. Boasting 6 balconies - 4 bed - 4 bath - 3 levels over private garage. Only one other of these largest floor plans has come up for sell in the MLS in three years! Concrete construction with impact rated windows & doors gives you lock it & leave convenience. Features stainless steel

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  43 Seaside South Ct, Key West, FL 33040
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  /2

  $2,800,000 Sold Mar 04, 2025

  1409 White St, Key West, FL 33040

  • 4 Beds
  • 5 Baths
  • 2,068 Sq Ft
  • Built 1938

  Last Sold Summary

  • 10% Below List Price
  • $1,354/SF
  • 54 Days On Market

  Current Estimated Value $2,857,624

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1409 White St, Key West, FL 33040
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  /2

  Est $619,266 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W109, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W109, Key West, FL 33040
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  /59

  $2,899,000

  • 4 Beds
  • 5 Baths
  • 2,458 Sq Ft

  1416 White St, Key West, FL 33040

  Refined Key West living in the coveted Casa Marina neighborhood, located in the Old Town Historic District. Built in 2004 and thoughtfully updated in 2021, this elegant residence blends timeless design with modern comfort--anchored by a showstopping Wedgewood Blue kitchen featuring Viking appliances and a wine cooler. Designed for both entertaining and everyday ease, the home offers a spacious

  Lisa Swanson The Agency Florida Keys

  1416 White St, Key West, FL 33040
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  /24

  $610,000 Sold May 12, 2025

  3209 Eagle Ave, Key West, FL 33040

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

  Last Sold Summary

  • 2% Below List Price
  • $591/SF
  • 31 Days On Market

  Current Estimated Value $628,301

  Last Listing Agent Emily Lombard Ocean Sotheby's International Realty

  3209 Eagle Ave, Key West, FL 33040
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 11, Key West, FL 33040

  2950 Overseas Hwy Unit 11, Key West, FL 33040
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  /39

  $2,199,000

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
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  /19

  $597,000 Sold May 14, 2025

  3329 Harriet Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $578/SF
  • 64 Days On Market

  Current Estimated Value $603,232

  Last Listing Agent Dasha Ray Conch Realty LLC (KW)

  3329 Harriet Ave, Key West, FL 33040
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  /17

  Not Listed For Sale

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

  1316 Royal St Unit 4, Key West, FL 33040

  1316 Royal St Unit 4, Key West, FL 33040
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  /45

  $2,369,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,675 Sq Ft

  1309 Petronia St, Key West, FL 33040

  Welcome to 1309 Petronia Street in the coveted Meadows Neighborhood of Old Town, Key West.This three (3) bedroom and three (3) bathroom, two-story conch style home, in the rare X-flood zone, comes with a heated pool and off-street parking.Step onto the grand front porch, the perfect place to welcome friends and family or simply relax and watch the world go by. Through the front door, you're

  Bobby Coe RE/MAX Keys Connection (KW)

  1309 Petronia St, Key West, FL 33040
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  $199,000 Sold Jul 22, 2025

  13 Beach Dr, Key West, FL 33040

  • Land

  Last Sold Summary

  • 20% Below List Price
  • 149 Days On Market

  Current Estimated Value $204,254

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

  13 Beach Dr, Key West, FL 33040

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