Key West, FL Homes

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  /73

  $2,350,000

  Under Contract

  • 6 Beds
  • 5.5 Baths
  • 2,840 Sq Ft

  287 & 289 Golf Club Dr, Key West, FL 33040

  Set within the exclusive enclave of The Sanctuary at Key West Golf Club, this rare offering presents two distinct residences united as one extraordinary parcel -- a configuration unlike anything currently available on the Key West market. Verandas and porches wrap the property, framing sweeping views of the lake and the emerald fairways of the 17th hole, while tiled floors flow throughout both

  Suzanne Moore Suzanne Moore Real Estate

  287 & 289 Golf Club Dr, Key West, FL 33040
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  /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 $3,588,082

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, 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
• 

  

  

  /38

  $615,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  3206 Harriet Ave, Key West, FL 33040

  In New Town, where island convenience meets everyday ease, this beautifully renovated home delivers the kind of low-maintenance, family-ready living that's increasingly hard to find in Key West. Offered at $615,000, three-bedroom homes at this level are a rarity on the island, making this an exceptional entry point into Keys ownership. Set on a 2,055 sq. ft. lot with a fully fenced front yard,

  Suzanne Moore Suzanne Moore Real Estate

  3206 Harriet Ave, Key West, FL 33040
• 

  

  

  /22

  $550,000

  Sold Jun 22, 2026

  1124 Catherine St Unit 202, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 677 Sq Ft
  • Built 1989

  Last Sold Summary

  • 21% Below List Price
  • $812/SF
  • 340 Days On Market

  Last Listing Agent The Spottswood Team Truman & Co. (KW)

  1124 Catherine St Unit 202, Key West, FL 33040
• 

  

  /23

  Est $499,563

  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

  • 10 Days On Market

  Last Listing Agent Dawn McComish Lokation Real Estate
• 

  

  /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
• 

  /2

  $3,300,000

  Sold Nov 03, 2025

  1231 South St, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 2,143 Sq Ft
  • Built 1938

  Last Sold Summary

  • $1,540/SF
  • 0 Days On Market

  Current Estimated Value $3,137,305

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1231 South St, Key West, FL 33040
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  /53

  Est $4,879,433

  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

  • 49 Days On Market

  Last Listing Agent Chris Remmert CENTURY 21 EXECUTIVE TEAM
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  /57

  $2,199,999

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft

  1328 Duncan St, Key West, FL 33040

  A true Historic Gem, meticulously restored to its former glory with a complete, ground-up revitalization. Every detail has been thoughtfully preserved and reimagined, blending timeless character with modern craftsmanship to create a stunning masterpiece that honors the past while embracing the future.Experience the ease and elegance of one-level living in this Island Inspired Retreat.

  Suzanne Moore Suzanne Moore Real Estate

  1328 Duncan St, Key West, FL 33040
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  /24

  $1,330,000

  Sold Nov 21, 2025

  1515 Patricia St, Key West, FL 33040

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft
  • Built 1963

  Last Sold Summary

  • 22% Below List Price
  • $690/SF
  • 77 Days On Market

  Current Estimated Value $1,421,941

  Last Listing Agent The Spottswood Team Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040
• 

  

  /26

  Est $833,489

  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

  • 24 Days On Market

  Last Listing Agent Brigitte Casanova Real Estate Sales Force, Inc.
• 

  

  /18

  $649,999

  Open Sun 11AM - 2PM $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  101 Golf Club Dr, Key West, FL 33040

  Welcome home to 101 Golf Club Drive, the key to your slice of paradise! This home is nestled mid-way in the gated Key West Golf Course Community and a short walk to pools, fitness center, butterfly garden, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own

  Amanda McWilliams Berkshire Hathaway HomeServices Knight & Gardner Realty

  101 Golf Club Dr, Key West, FL 33040
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  /3

  $560,500

  Sold Mar 12, 2026

  5030 5th Ave Unit 51, Key West, FL 33040

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft
  • Built 2016

  Last Sold Summary

  • $440/SF
  • 35 Days On Market

  Current Estimated Value $562,876

  Last Listing Agent Deborah Batty Location 3 Real Estate of KW Inc (KW)

  5030 5th Ave Unit 51, Key West, FL 33040
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  /14

  Est $601,706

  Not Listed For Sale

  712 Galveston Ln Unit 2, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 526 Sq Ft
  • Built 1981

  712 Galveston Ln Unit 2, Key West, FL 33040

  Last Sold Summary

  • 130 Days On Market

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)
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  /9

  $609,000

  $7K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft

  5030 5th Ave Unit 62, Key West, FL 33040

  This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community.Seller offering to pay up to $15,000 of Buyers Closing Costs. Low insurances (approx. $4,200 a year) and low HOA dues ($165 a month) make this a fantastic opportunity for local buyers. FHA and VA financing accepted, and Buyer assistance programs available for qualified

  Deborah Batty Location 3 Real Estate of KW Inc (KW)

  5030 5th Ave Unit 62, Key West, FL 33040
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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 $3,489,686

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

  129 Simonton St, Key West, FL 33040
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  /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
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  /53

  $1,175,000

  • Land
  • 2,945 Sq Ft
  • $17,379,626 per Acre

  2950 Overseas Hwy Unit 63, Key West, FL 33040

  Rare Platinum RV Lot in Prestigious Bluewater Key - Bayside Lot #63Opportunities like this are truly rare. Located in the highly sought-after Bluewater Key RV Resort in Saddlebunch Key, Bayside Lot #63 offers an exceptional luxury RV lifestyle just minutes from Key West, within one of the top-ranked RV resorts in the United States.This Platinum Lot is among the most extensively improved sites in

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 63, 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
  • 2.5 Baths
  • 2,816 Sq Ft
  • Built 1964

  Last Sold Summary

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

  Current Estimated Value $1,428,177

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  1427 Boca Chica Rd, Key West, FL 33040
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  /4

  Not Listed For Sale

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty
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  /84

  $1,375,000

  $310K PRICE DROP Under Contract

  • 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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  /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 $1,015,182

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

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

  

  /19

  Est $898,600

  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

  • 13 Days On Market

  Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo
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  /25

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  314 Avenue D, Key West, FL 33040

  Welcome to your slice of island living in Big Coppitt Key. This well maintained 3-bedroom, 2-bath elevated modular home, built in 2015, offers the perfect blend of comfort, style, and coastal charm. Upstairs, you'll find a bright, open living space filled with natural light, creating an inviting atmosphere ideal for everyday living or entertaining.Downstairs provides covered parking, storage, and

  Alexa Morgan Buy The Keys

  314 Avenue D, Key West, FL 33040
• 

  

  /31

  $3,250,000

  Sold Apr 15, 2026

  1610 South St, Key West, FL 33040

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft
  • Built 2022

  Last Sold Summary

  • 12% Below List Price
  • $1,237/SF
  • 126 Days On Market

  Current Estimated Value $3,231,171

  Last Listing Agent Rob Severin Seaport Realtors (KW)

  1610 South St, Key West, FL 33040
• 

  /2

  Est $1,480,104

  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
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  /33

  $1,395,000

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  34 Key Haven Rd, Key West, FL 33040

  Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily.From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern

  The Spottswood Team Truman & Co. (KW)

  34 Key Haven Rd, Key West, FL 33040
• 

  

  /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 $827,920

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  57 Palm Dr, Key West, 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
• 

  

  /27

  $27,900

  $2K PRICE DROP

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

  617 Front St Unit D42/42 Swing Float, Key West, FL 33040

  DEEDED ANNUAL TIMESHARE! Similar to fractional ownership, here is your chance to own ONE WEEK PER YEAR in Key West for life! Enjoy 7 nights PER YEAR in a large 2bd, 2ba condo at the Galleon Resort in Key West! Sleeps up to 6 adults. This SWING FLOAT week is deeded as D42/42 but it excludes Fantasy Fest or Boat race weeks. This unit typically Floats to the 2nd through 4th floors of the D and E

  Mary Bradford LIST FOR LESS, LLC

  617 Front St Unit D42/42 Swing Float, Key West, FL 33040
• 

  

  /84

  $822,500

  Sold May 05, 2026

  15 Kestral Way, Key West, FL 33040

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

  Last Sold Summary

  • 4% Below List Price
  • $623/SF
  • 127 Days On Market

  Current Estimated Value $827,364

  Last Listing Agent Robin Mitchell Keller Williams Key West Compass Realty

  15 Kestral Way, Key West, FL 33040
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  /20

  Not Listed For Sale

  311 Amelia St Unit A, Key West, FL 33040

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

  311 Amelia St Unit A, Key West, FL 33040

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Joe Bracciale Select Properties of NWFL
• 

  

  /24

  $1,295,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,099 Sq Ft

  1124 Watson St, Key West, FL 33040

  Welcome home! Charming Old Town Key West Cottage with Off-Street Parking.Situated on a desirable corner lot in Old Town, this 2-bedroom, 1-bath conch cottage offers the quintessential Key West lifestyle.Inside, natural light highlights the home's historic Dade County pine walls and original wood floors, blending timeless character with modern comfort. The updated kitchen and dining area

  Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  1124 Watson St, Key West, FL 33040
• 

  

  /38

  $905,000

  Sold Aug 07, 2026

  1606 Flagler Ave, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Built 1933

  Last Sold Summary

  • 16% Below List Price
  • $809/SF
  • 348 Days On Market

  Current Estimated Value $938,850

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

  1606 Flagler Ave, Key West, 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

  • 71 Days On Market

  Last Listing Agent Kevin Cornell Cornell Commercial Real Estate, Inc.
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  /32

  $999,999

  $100K PRICE DROP Under Contract

  • 3 Beds
  • 3 Baths
  • 1,452 Sq Ft

  1018 Georgia St, Key West, FL 33040

  Income producing Duplex in Old Town Key West! The Owner prefer to hold the financed note for a new owner. Fully renovated offering strong income potential and turnkey condition. Recent upgrades include a new roof, siding, impact windows, updated kitchens and baths, and new flooring in the rear unit. The downstairs features two lockout units--rear unit with large private backyard, and front unit

  Diana Fiddes Coldwell Banker Schmitt Key Largo

  1018 Georgia St, Key West, FL 33040
• 

  

  /94

  $2,750,000

  Sold Jun 29, 2026

  1114 Packer St, Key West, FL 33040

  • 5 Beds
  • 4.5 Baths
  • 2,721 Sq Ft
  • Built 1938

  Last Sold Summary

  • 39% Below List Price
  • $1,011/SF
  • 504 Days On Market

  Current Estimated Value $2,797,531

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

  1114 Packer St, Key West, FL 33040
• 

  

  /40

  Not Listed For Sale

  6800 Maloney Ave Unit 55, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft
  • Built 1999

  6800 Maloney Ave Unit 55, Key West, FL 33040

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)
• 

  

  /50

  $1,880,000

  $315K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft

  1019 Eaton St, Key West, FL 33040

  Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations.Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  1019 Eaton St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 18