Old Town Homes

• 

  

  /2

  Est $551,808 Not Listed For Sale

  • Studio
  • 1 Bath
  • 380 Sq Ft

  1010 Grinnell St Unit D, Key West, FL 33040

  1010 Grinnell St Unit D, Key West, FL 33040
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• 

  

  

  /61

  $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
• 

  

  

  /22

  $840,000 Sold Jun 16, 2025

  • 664 Sq Ft
  • $1265/SF
  • 219 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  914 Packer St Unit 3, Key West, FL 33040

  Sit back, relax, and enjoy the tranquility of this adorable condo! The beautiful and cozy interior features a modern kitchen with new cabinetry, stainless steel appliances, quartz countertops, and a tile backsplash. The cathedral ceilings in the kitchen/living area add a spacious vibe to your tropical setting. Two bedrooms, a newly renovated bathroom, and a private back deck with gated access

  LaReta Morrison eXp Realty LLC

  914 Packer St Unit 3, Key West, FL 33040
• 

  

  /2

  Not Listed For Sale

  619 Front St Unit J North, Key West, FL 33040

  619 Front St Unit J North, Key West, FL 33040
• 

  

  

  /25

  $850,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  321 Julia St, Key West, FL 33040

  This beautifully renovated one bedroom conch cottage is a breath of fresh air and is in a prime Old Town location. This island retreat welcomes you through its white picket fence to a cozy front porch, inviting you to sit for a spell and breathe in your tropical surroundings. Inside you will find an open floor plan that boasts vaulted ceilings, LVT floors and Key West sunshine flooding through

  Wendy Zintsmaster Truman & Co. (KW)

  321 Julia St, Key West, FL 33040
• 

  

  /13

  $1,325,000 Sold Jun 10, 2025

  • 1,120 Sq Ft
  • $1183/SF
  • 145 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  710 William St, Key West, FL 33040

  710 William Street is a charming 2 bedroom home with a private pool and off-street parking in Historic Old Town Key West Located in the heart of the iconic Old Town Key West, this 2 bedroom, 2.5 bathroom home offers the perfect blend of historic charm and modern comfort. Just steps away from renowned restaurants, boutique shops, art galleries, and the world-famous Duval Street, this home places

  David Austin Anchor Line Realty (KW)

  710 William St, Key West, FL 33040
• 

  /2

  Est $1,355,678 Not Listed For Sale

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

  1119 Varela St Unit A, Key West, FL 33040

  1119 Varela St Unit A, Key West, FL 33040
• 

  

  /51

  $1,325,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  318 Margaret St, Key West, FL 33040

  Historic charm meets modern comfort in this beautifully preserved 1930 Conch cottage nestled in Key West's sought-after Historic Seaport district. This two-story, 2-bedroom, 2-bath home (approximately 1,463 sq ft) boasts classic Key West architecture - wood siding and a metal roof - along with inviting outdoor spaces including an open front porch and a private backyard oasis. Inside, airy living

  Jose Wenzel, PA Preferred Properties (KW)

  318 Margaret St, Key West, FL 33040
• 

  

  /34

  $700,000 Sold Jun 05, 2025

  • 622 Sq Ft
  • $1125/SF
  • 76 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  811 United St Unit 3, Key West, FL 33040

  This is the perfect Key West pied-a-terre! This upstairs unit with vaulted ceilings and two balconies (1-covered; 1-private), catches the cool breezes and has marvelous evening and morning views from the upper balconies. Located just blocks from the southern beaches and the fine dining of upper Duval St, this 1/1 features vaulted ceilings, hardwood floors, assigned off-street parking, and 25% use

  Jeffrey Dunaway Key West Realty, LLC (KW)

  811 United St Unit 3, Key West, FL 33040
• 

  /2

  Est $1,630,183 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,271 Sq Ft

  624 Fleming St Unit B, Key West, FL 33040

  624 Fleming St Unit B, Key West, FL 33040
• 

  

  /6

  $1,900,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
• 

  

  /53

  $3,800,000 Sold Jun 04, 2025

  • 2,310 Sq Ft
  • $1645/SF
  • 5 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1925

  802 Southard St, Key West, FL 33040

  Standing proudly at the corner of one of Old Town's most prestigious streets, 802 Southard is an architectural landmark that blends timeless charm with modern sophistication. Built in 1925, this grand island residence is a masterclass in refined design--where historic craftsmanship meets contemporary comfort. Striking rooflines, expansive porches, and extra-large verandas offer both curb appeal

  Team Kaufelt Truman & Co. (KW)

  802 Southard St, Key West, FL 33040
• 

  

  /42

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  927 Thomas St Unit 2, Key West, FL 33040

  927 Thomas St Unit 2, Key West, FL 33040
• 

  

  /18

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1012 Howe St, Key West, FL 33040

  Historic Bahama Village Gem on Premium Corner Lot located in the heart of Key West's iconic Bahama Village, this thoughtfully designed and impeccably maintained home offers the perfect blend of historic charm and modern convenience. Positioned on a rare, oversized corner lot, the property features original terrazzo flooring, storm doors, aluminum impact windows, a covered carport, and an exterior

  Tanikki Jones Fathom Realty NC

  1012 Howe St, Key West, FL 33040
• 

  

  /35

  $1,675,000 Sold Jun 02, 2025

  • 1,225 Sq Ft
  • $1367/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  1075 Duval St Unit 1, Key West, FL 33040

  Transiently Licensed!

Discover this stylish 2-bedroom, 2.5-bath condo ideally located in the heart of Old Town Key West. Just steps from vibrant Duval Street, this nightly rental features two private balconies, a fully equipped kitchen, and bright, comfortable living spaces.Enjoy access to a serene community pool, lush gardens, and a private covered parking spot. Located on world

  Richard Haskins Buy The Keys

  1075 Duval St Unit 1, Key West, FL 33040
• 

  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1010&1012 Olivia, Key West, FL 33040

  1010&1012 Olivia, Key West, FL 33040
• 

  

  /21

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 1,376 Sq Ft

  312 William St, Key West, FL 33040

  Welcome to 312 William Street - A vibrant Conch-style home just steps from Key West's Seaport. This tropical retreat holds true island character and features 2 bedrooms and 2 baths in the main house, plus a charming pool house/ third bedroom with a half bath and outdoor shower for guests.Inside, you'll find exposed beam ceilings and beautiful Dade County pine accent walls that add warmth and

  Key West Luxury Finders Preferred Properties (KW)

  312 William St, Key West, FL 33040
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  /34

  $1,550,000 Sold Jun 02, 2025

  • 1,336 Sq Ft
  • $1160/SF
  • 124 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1923

  1400 Virginia St, Key West, FL 33040

  Two charming Conch-Style Homes with a pool in between located in the Heart of Old Town. This unique property features two separate Conch-style homes, each offering 1 bedroom, 1 bath, and an open floor plan with cathedral ceilings, both designed for easy island living and entertaining. Located on a spacious 4,088 sqft corner lot in a quiet neighborhood. This property is just a short walk or bike

  Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia St, 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
• 

  

  /40

  $2,695,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  810 Terry Ln, Key West, FL 33040

  Experience the Best of Key West Living at 810 Terry LaneImagine owning a slice of paradise in the heart of Old Town, where every amenity on your wish list is not just met, but exceeded. This luxurious 1890 sq ft home puts you steps from Duval Street's renowned bars and restaurants, the Petronia St restaurant ''row'' and just a short stroll from Truman Waterfront Park, the Coffee Butler

  Mike Caron Keller Williams Key West Compass Realty

  810 Terry Ln, Key West, FL 33040
• 

  

  /38

  $2,400,000 Sold Jun 02, 2025

  • 1,635 Sq Ft
  • $1468/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1933

  11 Lowes Ln, Key West, FL 33040

  This exceptional home in the most desirable of Old Town locations is now on the market for the first time in over 40 years. Nestled at the very end of hidden Lowes Lane you'll find, in addition to complete peace, tranquility and privacy, an immaculately maintained and renovated 3 bedroom and 3 bath historic Conch home with original Dade County pine, heated salt water pool, off street parking

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  11 Lowes Ln, Key West, FL 33040
• 

  /2

  Est $846,898 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
• 

  

  /22

  $689,000

  • 2 Beds
  • 1 Bath
  • 677 Sq Ft

  1124 Catherine St Unit 202, Key West, FL 33040

  This bright and well-maintained condo offers the perfect blend of comfort and convenience in one of Key West's most desirable neighborhoods. Just a straight shot down the road to White Street Pier, you're also minutes from both Higgs Beach and Smathers Beach for swimming, sunbathing, and seaside strolls. Head the other direction and you'll reach Bayview Park, with tennis courts, green space, and

  Team Spottswood/Vazquez Truman & Co. (KW)

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

  

  /14

  $552,500 Sold May 30, 2025

  • 526 Sq Ft
  • $1050/SF
  • 130 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  712 Galveston Ln Unit 2, Key West, FL 33040

  Priced to sell with low condo fees, fully renovated Old Town luxury condo on Solares Hill, the city's highest point. Located on Galveston Lane, it provides serenity along with central location allowing you to walk to everything in Old Town. Bill Butler Park is a mere stroll away, complemented by the many Old Town restaurants and galleries at your doorstep. Boasting impact windows, off-street

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  712 Galveston Ln Unit 2, 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
• 

  

  /24

  $1,985,000

  • 5 Beds
  • 2 Baths
  • 2,196 Sq Ft

  522 William St, Key West, FL 33040

  Welcome to 522 William Street - a rare renovation opportunity nestled in the heart of Old Town Key West. This classic Conch - style home sits on a prized street just steps from the Historic Seaport, world-class dining, and the island's vibrant energy. With its original Dade County pine, soaring ceilings, and vintage architectural details, this diamond in the rough is ready for

  Barbara Crespo Keller Williams Key West Compass Realty

  522 William St, Key West, FL 33040
• 

  

  /19

  $2,050,000 Sold May 30, 2025

  • 1,420 Sq Ft
  • $1444/SF
  • 151 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1918

  730 Love Ln, Key West, FL 33040

  Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor

  Key West Luxury Finders Preferred Properties (KW)

  730 Love Ln, Key West, FL 33040
• 

  

  /20

  Est $1,350,940 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
• 

  

  /35

  $2,750,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  Tucked away on one of Old Town's most peaceful lanes and just a short stroll from Duval Street and the Historic Seaport, this vibrant newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of eclectic island style and upscale comfort.From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
• 

  

  /29

  $1,400,000 Sold May 29, 2025

  • 1,100 Sq Ft
  • $1273/SF
  • 94 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1923

  1117 Whitehead St, Key West, FL 33040

  Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of

  Robin Nilsson Keller Williams Key West Compass Realty

  1117 Whitehead St, Key West, FL 33040
• 

  /2

  Est $1,545,139 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,150 Sq Ft

  1120 Elgin Ln Unit A and B, Key West, FL 33040

  1120 Elgin Ln Unit A and B, Key West, FL 33040
• 

  

  /55

  $2,150,000

  • 4 Beds
  • 4 Baths
  • 1,967 Sq Ft

  708 William St, Key West, FL 33040

  Price reduced by almost $350,000 and ready for your personal touches. If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character,

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
• 

  

  /20

  $1,250,000 Sold May 22, 2025

  • 1,378 Sq Ft
  • $907/SF
  • 314 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1933

  1118 Watson St, Key West, FL 33040

  Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths.

  Mitzi Krabill Truman & Co. (KW)

  1118 Watson St, Key West, FL 33040
• 

  

  /6

  Est $585,439 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 486 Sq Ft

  1209 William St Unit 6, Key West, FL 33040

  1209 William St Unit 6, Key West, FL 33040
• 

  

  /53

  $2,599,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  1320 Eliza St, Key West, FL 33040

  Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key West's storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring

  Bobby Coe RE/MAX Keys Connection (KW)

  1320 Eliza St, Key West, FL 33040
• 

  

  /60

  $900,000 Sold May 20, 2025

  • 1,264 Sq Ft
  • $712/SF
  • 194 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1923

  205 Julia St, Key West, FL 33040

  Income producing opportunity on a quiet street that is close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home with a rental unit that is like no other, you've found it in this charming and eclectic, restored, Conch home The restoration brought out the best blend of history, island flavor, comfort and useful design.

  Edward Salazar Bascom Grooms Real Estate (KW)

  205 Julia St, Key West, FL 33040
• 

  /2

  Est $1,663,556 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  1025 Grinnell St Unit 101 & 102, Key West, FL 33040

  1025 Grinnell St Unit 101 & 102, Key West, FL 33040
• 

  

  /29

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 3, Key West, FL 33040

  This stunning two-bedroom, two-bath condominium has just hit the market and is ready to wow you with its luxurious features and unbeatable location in the heart of Key West.Step inside to discover a beautifully remodeled interior boasting designer-grade finishes throughout. The spacious layout offers two full baths for added convenience, ensuring comfort and privacy for you and your guests.Enjoy

  Matthew Carlson Realty ONE Group Destination

  1014 Truman Ave Unit 3, Key West, FL 33040
• 

  

  /26

  $775,000 Sold May 19, 2025

  • 716 Sq Ft
  • $1082/SF
  • 53 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1908

  927 Thomas St Unit 3, Key West, FL 33040

  Beautifully Renovated Old Town Condo with Private Gated Entry. Discover the charm of Old Town living in this beautifully renovated condo, offering a perfect blend of modern comfort and historic Key West allure. With a private gated entry and bricked patio, this turnkey-furnished home is your oasis in one of the most desirable neighborhoods. Step inside to soaring high ceilings that flood the

  Michelle Blades Realty Executives Florida Keys Old Town

  927 Thomas St Unit 3, Key West, FL 33040
• 

  /2

  Est $745,147 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 646 Sq Ft

  1007 Watson St Unit R, Key West, FL 33040

  1007 Watson St Unit R, Key West, FL 33040

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