Old Town Homes

• 

  

  

  /38

  $2,375,000

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  711 Olivia St, Key West, FL 33040

  711 Olivia Street is a rare gem that fuses timeless Conch-style architecture with sophisticated, modern upgrades. This 3-bed, 3-bath home has been meticulously remodeled, creating a private sanctuary that honors its historic heritage while offering all the comforts of -contemporary living. The open-concept layout welcomes you with premium flooring & abundant natural light, all designed to enhance

  Tommy Mack Coastal Collection Real Estate Inc.

  711 Olivia St, Key West, FL 33040
• 

  

  

  /35

  $1,470,000 Sold Nov 08, 2024

  • 2,020 Sq Ft
  • $728/SF
  • 22 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1924

  921 Eaton St, Key West, FL 33040

  Historic home in the heart of Old Town Key West. Which is very deceiving from the outside. This legal DUPLEX is perfect whether an investor wanting two rental properties, a family needing a lot of space, or someone who wants their own paradise while enjoying income from a separate legal apartment, this is the place for you. Built in the early 1900s, this house has gone through several

  Alexandria Caballero Key West Vacation Properties & Realty, LLC (KW)

  921 Eaton St, Key West, FL 33040
• 

  

  

  /23

  Est $2,162,614 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft

  413 Frances St, Key West, FL 33040

  413 Frances St, Key West, FL 33040
• 

  

  

  /33

  $1,425,000

  • 3 Beds
  • 4 Baths
  • 1,464 Sq Ft

  415 Julia St, Key West, FL 33040

  At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24.

  Annica Pedersen Key West Luxury Real Estate Inc (KW)

  415 Julia St, Key West, FL 33040
• 

  

  

  /37

  $1,525,000 Sold Oct 25, 2024

  • 1,485 Sq Ft
  • $1027/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2015

  1025 Simonton St, Key West, FL 33040

  *** Statistical Purposes Only***Beautiful 3 bedroom 3 bathroom townhouse.

  Bobby Coe RE/MAX Keys Connection (KW)

  1025 Simonton St, Key West, FL 33040
• 

  /2

  Est $959,549 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 858 Sq Ft

  309 Olivia St, Key West, FL 33040

  309 Olivia St, Key West, FL 33040
• 

  

  /57

  $2,070,000

  • 3 Beds
  • 3 Baths
  • 1,473 Sq Ft

  1116 Packer St, Key West, FL 33040

  X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  1116 Packer St, Key West, FL 33040
• 

  

  /6

  $1,625,000 Sold Oct 25, 2024

  • 1,980 Sq Ft
  • $821/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  715 Thomas St, Key West, FL 33040

  Modern living in Old Key West! 715 Thomas Street is a sanctuary of contemporary elegance boasting impact windows and doors, fresh paint inside and out, a brand new 2024 metal roof, 2022 Air Condition unit, and a prime location in Key West's vibrant Historic District. This meticulously maintained concrete block residence offers low-maintenance living with large interior spaces, porcelain tile

  Team Kaufelt Truman & Co. (KW)

  715 Thomas St, Key West, FL 33040
• 

  

  /24

  Est $3,107,301 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,366 Sq Ft

  530 Catherine St, Key West, FL 33040

  530 Catherine St, Key West, FL 33040
• 

  

  /33

  $2,000,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  1401 Simonton St Unit 14, Key West, FL 33040

  This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The property's

  Graciela Lozano KeysLifestyle Real Estate (KW)

  1401 Simonton St Unit 14, Key West, FL 33040
• 

  

  /22

  $1,725,000 Sold Oct 18, 2024

  • 1,325 Sq Ft
  • $1302/SF
  • 66 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1987

  1075 Duval St Unit R14, Key West, FL 33040

  Beautifully furnished and tropically decorated, this transient licensed stand alone condo in Duval Square has it all. As one of only two stand alone condos this unit is bright and airy with windows on all sides. Two large bedrooms (both ensuite) and an open floor plan provides a comfortable place for those wishing to enjoy the Key West life. A rooftop pool and covered secure parking are among the

  Mike Caron Keller Williams Key West Compass Realty

  1075 Duval St Unit R14, Key West, FL 33040
• 

  

  /40

  Est $2,043,433 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,599 Sq Ft

  625 Eaton St, Key West, FL 33040

  625 Eaton St, Key West, FL 33040
• 

  

  /34

  $3,799,000

  • 5 Beds
  • 4 Baths
  • 2,960 Sq Ft

  1214 White St, Key West, FL 33040

  Introducing ''Blu on White'' one of Key West's most stunning historic single level residences in desirable Old Town Key West. Exceptional location scoring a full 10 on the walkability scale with easy access to the beaches, White St. Pier, an array of galleries, restaurants and cafes.Taking full advantage of the generous 5800 sq ft. lot, this 5BD/4BA home offers so much space and versatility with

  Suzanne Moore Suzanne Moore Real Estate

  1214 White St, Key West, FL 33040
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  /57

  $3,800,000 Sold Oct 15, 2024

  • 2,369 Sq Ft
  • $1604/SF
  • 89 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1850

  704 Eaton St, Key West, FL 33040

  Ladies and Gentlemen, start your engines! The rare opportunity to own Dale Earnhardt Jr's iconic residence is now possible. Winning multiple awards for historic preservation and built in the 1850's, 704 Eaton Street is ideally located in the heart of Old Town, Key West. The home is a tribute to the meticulous preservation by Dale Earnhardt Jr. and interior designer wife Amy, who also curated the

  Team Kaufelt Truman & Co. (KW)

  704 Eaton St, Key West, FL 33040
• 

  

  /29

  Est $2,174,683 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft

  1416 Catherine St, Key West, FL 33040

  1416 Catherine St, Key West, FL 33040
• 

  

  /19

  $2,095,000

  • 8 Beds
  • 4 Baths
  • 3,383 Sq Ft

  905 Grinnell St, Key West, FL 33040

  BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the

  Team Kaufelt Truman & Co. (KW)

  905 Grinnell St, Key West, FL 33040
• 

  

  /23

  $1,599,000 Sold Oct 11, 2024

  • 986 Sq Ft
  • $1622/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  823 Elizabeth St, Key West, FL 33040

  Step into this charming Key West home located on one of the island's most coveted streets! Beyond the quaint white picket fence, you'll find a beautifully updated 3-bedroom, 2-bathroom home, where classic elegance meets modern living. Rich hardwood floors, custom cabinetry, and fresh interior paint set the stage, while expansive windows fill the space with natural light. The kitchen seamlessly

  Team Spottswood/Vazquez Truman & Co. (KW)

  823 Elizabeth St, Key West, FL 33040
• 

  

  /26

  Est $1,871,246 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 834 Sq Ft

  1018 Olivia St, Key West, FL 33040

  1018 Olivia St, Key West, FL 33040
• 

  

  /49

  $2,100,000

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

  1022 Fleming St, Key West, FL 33040

  Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
• 

  

  /26

  $1,017,500 Sold Oct 10, 2024

  • 915 Sq Ft
  • $1112/SF
  • 110 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  1114 Olivia St, Key West, FL 33040

  Nestled in the heart of Old Town Key West, this 2-Bedroom, 1-Bathroom residence is a timeless beauty, conveniently situated in the coveted X Flood Zone. With just under 1,000 sq. ft. of living space, this home offers the perfect blend of classic elegance and modern comfort. Its prime location places you within a leisurely stroll of Key West's finest dining establishments, art galleries, museums,

  Team Spottswood/Vazquez Truman & Co. (KW)

  1114 Olivia St, Key West, FL 33040
• 

  

  /18

  Est $2,701,326 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft

  324 Elizabeth St, Key West, FL 33040

  324 Elizabeth St, Key West, FL 33040
• 

  

  /4

  $1,349,000

  • 3 Beds
  • 3 Baths
  • 1,520 Sq Ft

  818 Elizabeth St Unit Front, Key West, FL 33040

  Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  818 Elizabeth St Unit Front, Key West, FL 33040
• 

  

  /33

  $1,150,000 Sold Oct 04, 2024

  • 1,380 Sq Ft
  • $833/SF
  • 289 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1928

  1108 Truman Ave, Key West, FL 33040

  Congratulations, you just discovered one the best priced historic homes in Old Town Key West located in the coveted X-Flood Zone!! You will be within walking and biking distance to all the amenities including the neighborhood grocery store and deli, shops, art galleries, cafes, fitness studios, bocce, tennis and pickleball courts, beaches, the Historic Seaport and the world famous Duval Street.

  Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

  1108 Truman Ave, Key West, FL 33040
• 

  

  /20

  Est $1,187,136 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 824 Sq Ft

  227 Julia St, Key West, FL 33040

  227 Julia St, Key West, FL 33040
• 

  

  /22

  $799,999

  • 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)

  1102 Whitehead St, Key West, FL 33040
• 

  

  /56

  $2,900,000 Sold Oct 03, 2024

  • 2,392 Sq Ft
  • $1212/SF
  • 81 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1908

  714 Passover Ln, Key West, FL 33040

  Discover a perfect blend of brand new and historic charm in this exquisite compound, nestled in the heart of Old Town. This 5-bedroom estate spans a generous 6,547 SF lot, featuring three luxurious structures surrounding a stunning heated saltwater pool with a waterfall and fire feature. The property is a synergistic combination of a 1-bedroom, 1.5-bath primary residence, a 1-bedroom, 1-bath VIP

  Terri Spottswood Truman & Co. (KW)

  714 Passover Ln, Key West, FL 33040
• 

  

  /29

  Est $1,004,547 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 630 Sq Ft

  1124 Stump Ln, Key West, FL 33040

  1124 Stump Ln, Key West, FL 33040
• 

  

  /33

  $1,985,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1011 Simonton St Unit 1, Key West, FL 33040

  Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a

  Marc Ulanowski Equestrian Sotheby's International Realty Inc.

  1011 Simonton St Unit 1, Key West, FL 33040
• 

  

  /60

  $850,000 Sold Sep 30, 2024

  • 720 Sq Ft
  • $1181/SF
  • 14 Days On Market

  • 2 Baths
  • Built 1938

  312 Catherine St, Key West, FL 33040

  Charming Duplex on a Large and Lush Lot in Old Town Key West -Discover the allure of Key West living at 312 Catherine Street, a stunning 2-Studio Pied-'a-terre duplex situated in the heart of Old Town. This unique property combines the charm of historic Key West architecture on an expansive lot that offers endless possibilities. Keep one unit for yourself and rent the other. Or open it up and

  Tommy Mack Coastal Collection Real Estate Inc.

  312 Catherine St, Key West, FL 33040
• 

  

  /27

  Est $1,550,819 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,085 Sq Ft

  618 White St, Key West, FL 33040

  618 White St, Key West, FL 33040
• 

  

  /30

  $875,000

  • 2 Beds
  • 2 Baths
  • 548 Sq Ft

  1422 Catherine St, Key West, FL 33040

  Discover the perfect slice of paradise with this enchanting Key West cottage nestled in historic Old Town! This quaint property offers an unparalleled opportunity to own a single family residence and experience the essence of island living. With two structures on this lot, the potential is endless! Step inside the main home to discover a cozy living room/kitchen combination with bar top seating

  Bobby Coe RE/MAX Keys Connection (KW)

  1422 Catherine St, Key West, FL 33040
• 

  

  /50

  $1,430,000 Sold Sep 30, 2024

  • 2,280 Sq Ft
  • $627/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  528 Grinnell St, Key West, FL 33040

  This single-family historic home in Old Town Key West, spanning 3 stories, is a piece of Key West charm! Such a property boasts the architectural style and character that the area is known for. With its historical significance, it is nestled within one of Key West's charming neighborhoods, with its own unique atmosphere and history. Grinnell Street is a charming walk to old town activities, the

  Barbara Crespo Keller Williams Key West Compass Realty

  528 Grinnell St, Key West, FL 33040
• 

  

  /24

  Est $2,359,199 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,442 Sq Ft

  327 William St, Key West, FL 33040

  327 William St, Key West, FL 33040
• 

  

  /5

  $1,049,000

  • Land

  416 Appelrouth Ln, Key West, FL 33040

  Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

  Jenny Perry Preferred Properties (KW)

  416 Appelrouth Ln, Key West, FL 33040
• 

  

  /24

  $1,225,000 Sold Sep 27, 2024

  • 1,120 Sq Ft
  • $1094/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  606 Truman Ave Unit 3, Key West, FL 33040

  Old Town Oasis just one block off Duval St with Very Large Pool! This updated and freshly remodeled home is ready for a new owner to enjoy all amenities Historical Key West has to offer!Home is nestled in a serene and charming small community, featuring 2 master bedrooms, one on each level, a nicely remodeled kitchen, new low maintenance floors, new furniture, new kitchen appliances, new electric

  Haydee Stewart Bascom Grooms Real Estate (KW)

  606 Truman Ave Unit 3, Key West, FL 33040
• 

  /2

  Est $1,896,352 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft

  709 Thomas St, Key West, FL 33040

  709 Thomas St, Key West, FL 33040
• 

  

  /19

  $60,000

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

  617 Front St Unit A54/Week 49, Key West, FL 33040

  UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

  Angela Cichorz-Epstein EXIT Realty of Naples

  617 Front St Unit A54/Week 49, Key West, FL 33040
• 

  

  /26

  $753,300 Sold Sep 27, 2024

  • 718 Sq Ft
  • $1049/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  900 White St Unit 1, Key West, FL 33040

  Welcome to 900 White St Unit 1! A charming and stylish condo in Key West Florida!Discover the allure of Old Town Key West with this beautifully renovated condo. An elegant 2-bedroom, 1-bathroom gem with a gorgeously designed reading room for the reading enthusiast. Offering 10 ft ceilings along with a perfect blend of historic charm and modern convenience. Nestled in one of the most sought-after

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  900 White St Unit 1, Key West, FL 33040
• 

  

  /25

  Est $1,653,981 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  907 Elizabeth St, Key West, FL 33040

  907 Elizabeth St, Key West, FL 33040
• 

  

  /15

  $399,000 Pending

  • 1 Bed
  • 1 Bath
  • 308 Sq Ft

  1014 Varela St Unit 3, Key West, FL 33040

  Discover a unique opportunity to own a cozy 1-bedroom, 1-bath condominium ideally situated near vibrant downtown Key West, offering the perfect canvas for those with a vision to rejuvenate. While the property may need some TLC, its prime location allows for easy access to local shops, restaurants, and stunning beaches, making it an appealing option for both personal retreats and investment

  Letisia Powell Robert Slack LLC

  1014 Varela St Unit 3, Key West, FL 33040

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