Key West, FL Homes

• 

  

  

  /50

  $3,499,000

  • 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
• 

  

  

  /17

  $467,500 Sold Jan 15, 2025

  416 Petronia St Unit 4, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 412 Sq Ft
  • Built 1928

  Last Sold Summary

  • 2% Below List Price
  • $1,135/SF
  • 41 Days On Market

  Current Estimated Value $481,619

  Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

  416 Petronia St Unit 4, Key West, FL 33040
• 

  

  

  /57

  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
• 

  

  

  /29

  $1,245,000

  • 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
• 

  

  

  /23

  $750,000 Sold Apr 15, 2025

  1411 Sun Terrace, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,497 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $501/SF
  • 47 Days On Market

  Current Estimated Value $767,354

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

  1411 Sun Terrace, Key West, FL 33040
• 

  /2

  Est $812,378 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
• 

  

  /47

  $1,275,000 Under Contract

  • 5 Beds
  • 3 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 multi-family 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 situations. The

  Barbara Crespo Keller Williams Key West Compass Realty

  1006 16th Terrace, Key West, FL 33040
• 

  

  /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 $3,442,656

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

  129 Simonton St, Key West, FL 33040
• 

  /2

  Est $1,038,208 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
• 

  

  /57

  $2,550,000

  • 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
• 

  

  /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 $1,498,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  1427 Boca Chica Rd, Key West, FL 33040
• 

  

  /21

  Est $541,099 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
• 

  

  /45

  $3,200,000 Under Contract

  • 5 Beds
  • 6 Baths
  • 2,760 Sq Ft

  1224 Florida St, Key West, FL 33040

  Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms--each with its own en-suite bath--and an open, light-filled layout that flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1224 Florida St, Key West, FL 33040
• 

  

  /80

  $1,669,000 Sold Mar 21, 2025

  162 Sun Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 2011

  Last Sold Summary

  • 11% Below List Price
  • $869/SF
  • 126 Days On Market

  Current Estimated Value $1,626,917

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

  162 Sun Ln, Key West, FL 33040
• 

  /2

  Est $617,660 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
• 

  

  /35

  $999,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

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

  

  /35

  $1,100,000 Sold Feb 14, 2025

  2916 Staples Ave, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,477 Sq Ft
  • Built 1943

  Last Sold Summary

  • 18% Below List Price
  • $745/SF
  • 154 Days On Market

  Current Estimated Value $1,125,552

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

  2916 Staples Ave, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 11, Key West, FL 33040

  2950 Overseas Hwy Unit 11, Key West, FL 33040
• 

  

  /10

  $599,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft

  2433 Linda Ave, Key West, FL 33040

  Unique opportunity to acquire a larger than normal (over 9,900 sq ft), corner lot on quiet street in New Town KW. Most lots in this area are not this big. No active or expired building permits. One active code case that the seller is working to remedy as of 09-24-25. Being sold As-Is with no repair & no clean up. House not livable in current condition & probably should be demo'd. Do not ask to

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
• 

  

  /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 $808,583

  Last Listing Agent Jenny Perry Preferred Properties (KW)

  112 Avenue G, Key West, FL 33040
• 

  

  /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
• 

  

  /90

  $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. Even has private elevator & private roof top observation deck! 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

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  43 Seaside South Ct, Key West, FL 33040
• 

  

  /40

  $1,290,000 Sold Jan 28, 2025

  1413 Olivia St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 1938

  Last Sold Summary

  • 9% Below List Price
  • $1,011/SF
  • 38 Days On Market

  Last Listing Agent Clarence Clark Key West Luxury Real Estate Inc (KW)

  1413 Olivia St, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,504 Sq Ft

  6800 Maloney Ave Unit 49, Key West, FL 33040

  6800 Maloney Ave Unit 49, Key West, FL 33040
• 

  

  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
• 

  

  /56

  $1,670,000 Sold Feb 20, 2025

  2615 Gulfview Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $1,265/SF
  • 30 Days On Market

  Current Estimated Value $1,755,313

  Last Listing Agent Caroline Bauer Key West Sales, LLC

  2615 Gulfview Dr, Key West, FL 33040
• 

  /2

  Est $575,155 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  E49 12th Ave, Key West, FL 33040

  E49 12th Ave, Key West, FL 33040
• 

  

  /39

  $2,249,000

  • 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
• 

  

  /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 $1,261,868

  Last Listing Agent Irina Pytlik Keys Top Realty LLC

  3510 Eagle Ave, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

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

  617 Front St Unit C32/11, Key West, FL 33040

  617 Front St Unit C32/11, Key West, FL 33040
• 

  

  /12

  $1,100,000

  • Land

  619 Front St Unit 21, Key West, FL 33040

  BEST MARINA LOCATION IN KEY WEST!Coveted and rarely available slip at the Galleon Resort in Historic Key West Harbor is now available.At the Galleon Resort, enjoy stunning sunset vistas, viewings of lighted boat parades and a two-block walk to Duval Street! The Historic Key West Seaport district is a stone's throw away where you can dine, drink and listen to live music at a multitude of great

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  619 Front St Unit 21, Key West, FL 33040
• 

  /2

  $1,050,000 Sold Dec 30, 2024

  1717 George St, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $709/SF
  • 12 Days On Market

  Current Estimated Value $1,083,610

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

  1717 George St, Key West, FL 33040
• 

  /2

  Est $1,937,913 Not Listed For Sale

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

  1316 Royal St Unit 5, Key West, FL 33040

  1316 Royal St Unit 5, Key West, FL 33040
• 

  

  /46

  $4,350,000

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

  3 Evergreen Ave, Key West, FL 33040

  Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a

  Steven Koleno Beycome of Florida, LLC

  3 Evergreen Ave, Key West, FL 33040
• 

  

  /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 $695,297

  Last Listing Agent Mike Caron Keller Williams Key West Compass Realty

  208 Southard St Unit 3, Key West, FL 33040
• 

  

  /20

  Est $1,576,042 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  626 Fleming St, Key West, FL 33040

  626 Fleming St, Key West, FL 33040
• 

  

  /25

  $1,049,000 Under Contract

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

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
• 

  

  /42

  $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 $1,143,334

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  1213 Watson St, Key West, FL 33040
• 

  

  /16

  Est $576,790 Not Listed For Sale

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

  3930 S Roosevelt Blvd Unit N103, Key West, FL 33040

  3930 S Roosevelt Blvd Unit N103, Key West, FL 33040
• 

  

  /44

  $6,850,000

  • 3 Beds
  • 3 Baths
  • 4,200 Sq Ft

  103 Front St, Key West, FL 33040

  103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. On one end is

  Laura McChesney Preferred Properties (KW)

  103 Front St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 18