Old Town Homes for Sale

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  $1,650,000

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft

  1209 Grinnell St Unit G, Key West, FL 33040

  Escape to your own tropical haven at 1209 Grinnell Street. Nestled in an exclusive, gated community this updated and meticulously maintained rare end unit townhouse is set in the coveted X-flood zone and boasts impact windows and doors, turn-key furnishings, and access to a newly resurfaced and tiled serene heated community pool. Recently enhanced with fresh paint inside and out, lush new

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (844) 471-3871

  1209 Grinnell St Unit G, Key West, FL 33040
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  $2,349,000

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

  1116 Packer St, Key West, FL 33040

  Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand 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,

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 667-5488

  1116 Packer St, Key West, FL 33040
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  /33

  $1,650,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  530 Grinnell St, Key West, FL 33040

  Situated in the heart of the Historic Seaport area, 530 Grinnell St is a charming property that perfectly encapsulates the island's unique character and vibrant lifestyle. This beautifully maintained home features a blend of classic architecture and modern amenities, making it an ideal retreat for both residents and vacationers alike. As you enter, you're greeted by an inviting open floor

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 676-8537

  530 Grinnell St, Key West, FL 33040
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  /43

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (888) 426-0693

  610 Griffin Ln, Key West, FL 33040
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  /45

  $6,300,000 Open Sun 11AM - 4PM

  • 6 Beds
  • 7 Baths
  • 3,443 Sq Ft

  1109 Fleming St, Key West, FL 33040

  Perched on the prestigious Millionaire's Row and enveloped by lush tropical greenery, this extraordinary estate boasts two spectacular homes on one expansive lot, offering a rare blend of luxury and exclusivity in Old Town Key West. With six lavish ensuite bedrooms and a serene pool, this property is a true masterpiece.The main residence, meticulously restored, exudes timeless charm while

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (833) 669-4321

  1109 Fleming St, Key West, FL 33040
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  /98

  $3,750,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a light-filled

  

  Lisa Swanson

  Berkshire Hathaway HomeServices Knight & Gardner Realty

  (786) 756-7698

  1114 Packer St, Key West, FL 33040
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  /50

  $1,699,900

  • 3 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  1215 Margaret St, Key West, FL 33040

  Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. You'll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the home's origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 567-6836

  1215 Margaret St, Key West, FL 33040
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  /53

  $3,799,000

  • 6 Beds
  • 5 Baths
  • 3,171 Sq Ft

  407-415 Olivia St, Key West, FL 33040

  Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous six-toed cats that roam next door to the vibrant energy of Duval Street just steps away, this location is as legendary as it is convenient. Spanning two addresses at 407 and 415 Olivia Street, this

  

  Brenda Donnelly

  Brenda Donnelly Real Estate LLC

  (786) 789-3577

  407-415 Olivia St, Key West, FL 33040
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  /35

  $899,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  319 Julia St, Key West, FL 33040

  This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 981-3609

  319 Julia St, Key West, FL 33040
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  /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
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  /43

  $1,950,000

  • 3 Beds
  • 4 Baths
  • 1,644 Sq Ft

  1332 Duncan St, Key West, FL 33040

  This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertaining and everyday living, seamlessly connecting the living area to a chef-inspired kitchen.The

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /43

  $2,499,000

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  1119 Whitehead St, Key West, FL 33040

  This stunning Old Town residence offers the perfect blend of historic charm and modern elegance, just one block from Duval Street and three blocks from the world-famous Southernmost Point. This 3 bedroom, 2 bath home was fully renovated in 2018. and features a private gated courtyard, off-street parking, and high-end finishes throughout.Enjoy effortless indoor-outdoor living with a thoughtful

  Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

  1119 Whitehead St, Key West, FL 33040
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  /29

  $835,000

  • 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
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  /31

  $2,095,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 3 Baths
  • 1,133 Sq Ft

  913 Watson St, Key West, FL 33040

  Tucked away on one of Key West's most private and secluded streets--seriously, if you've never been to 913 Watson Street, you've probably never been on this block--this meticulously reimagined historic home, built prior to 1912, is the epitome of island living. Located in the coveted Old Town neighborhood and Key West's highest elevation (X-500 Flood Zone), this property seamlessly blends

  Team Kaufelt Truman & Co. (KW)

  913 Watson St, Key West, FL 33040
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  /39

  $1,995,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
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  $2,950,000

  • 4 Beds
  • 5 Baths
  • 2,449 Sq Ft

  1332 Duncan St, Key West, FL 33040

  Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chef's kitchen. The open concept

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /39

  $2,699,500

  • 3 Beds
  • 4 Baths
  • 1,724 Sq Ft

  1109 Stump Ln, Key West, FL 33040

  Nestled on a tranquil lane in Old Town Key West, this classic Conch home offers an ideal blend of historic charm and modern amenities. The property features multiple entertainment spaces both indoors and outdoors, seamlessly connecting the expansive living area & kitchen to a covered patio & spacious pool deck. This home includes 3 bedrooms plus a poolside cottage. The gourmet kitchen is

  Terri Spottswood Truman & Co. (KW)

  1109 Stump Ln, Key West, FL 33040
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  /34

  $779,000

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft

  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
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  /21

  $899,000

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft

  1207 William St Unit 3, Key West, FL 33040

  Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  $1,895,000

  • 2 Beds
  • 3 Baths
  • 1,622 Sq Ft

  326 William St, Key West, FL 33040

  Nestled on a picturesque street in the heart of Old Town, this enchanting 2BD/3BA Historic residence offers the perfect blend of Old World charm and modern convenience. Currently operating as a successful monthly vacation rental, this exceptional home offers the perfect blend of personal retreat and prime investment opportunity. Situated in one of the most coveted areas of the historic seaport,

  Team Kaufelt Truman & Co. (KW)

  326 William St, Key West, FL 33040
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  /35

  $2,350,000

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  1116 Elgin Ln, Key West, FL 33040

  Nestled in the heart of Key West's Historic Seaport District, this outstanding two-story residence is a true architectural gem. Tucked away on a tranquil lane with coveted off-street parking, the home's origins date back to the 1850s, showcasing timeless craftsmanship with stunning historic details, including rich Dade County Pine walls and flooring. Designed with both elegance and functionality

  Team Kaufelt Truman & Co. (KW)

  1116 Elgin Ln, Key West, FL 33040
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  /33

  $1,799,900

  • 3 Beds
  • 4 Baths
  • 1,572 Sq Ft

  908 Catherine St, Key West, FL 33040

  Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  908 Catherine St, Key West, FL 33040
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  $1,799,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  626 Margaret St, Key West, FL 33040

  Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with exotic hardwood flooring and soaring high

  Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
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  /60

  $2,095,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Freshly renovated throughout and nestled on one of Old Town's most coveted streets, you'll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /24

  $1,799,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1007 Thomas St, Key West, FL 33040

  Picture perfect Old Town home with off street parking located in the historic neighborhood of Bahama Village. Enjoy this downtown location renovated from the ground up in 2021. A thoughtful floor plan combines indoor and outdoor living seamlessly with a doorwall that opens to pool side stone patios surrounded in tropical vegetation. Totaling 3bd/2ba enjoy a bedroom on the 1st floor and 2

  Wendy Zintsmaster Truman & Co. (KW)

  1007 Thomas St, Key West, FL 33040
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  /47

  $2,195,000

  • 3 Beds
  • 4 Baths
  • 1,522 Sq Ft

  816 Ashe St, Key West, FL 33040

  This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
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  /17

  $2,175,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1115 Fleming St, Key West, FL 33040

  This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890

  Derek Epperly Keys Atlantic Realty

  1115 Fleming St, Key West, FL 33040
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  /28

  $875,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. SORRY NO PETS ALLOWED!

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
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  /43

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 1,845 Sq Ft

  400 White St, Key West, FL 33040

  Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor

  Emily Lombard Saltwater Real Estate Florida Keys, Inc

  400 White St, Key West, FL 33040
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  /23

  $865,000

  • 2 Beds
  • 2 Baths
  • 712 Sq Ft

  508 Louisa St Unit 3, Key West, FL 33040

  Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience.Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the

  Paul Brooks Compass Florida, LLC

  508 Louisa St Unit 3, Key West, FL 33040
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  /42

  $1,925,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  923 Eaton St, Key West, FL 33040

  Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, you'll find

  Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

  923 Eaton St, Key West, FL 33040
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  /49

  $2,150,000

  • 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
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  /32

  $965,000

  • 2 Beds
  • 3 Baths
  • 907 Sq Ft

  1401 Simonton St Unit 20, Key West, FL 33040

  NEW PRICE! 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 Maria

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1401 Simonton St Unit 20, Key West, FL 33040
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  /6

  $1,999,999

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
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  /46

  $2,699,000

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

  708 William St, Key West, FL 33040

  If you are looking for location and a historic home, this triplex 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, and enduring appeal.The main house features generously sized rooms, high

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
• 

  

  /23

  $849,000

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft

  1011 Howe St, Key West, FL 33040

  Nestled in the vibrant heart of Old Town Key West, this delightful cottage offers the ultimate blend of island charm and modern comfort--just a short stroll to Duval Street, top-tier restaurants, local art galleries, Fort Zachary Taylor Beach, and the Truman Waterfront. Thoughtfully designed and meticulously maintained, this tropical retreat is rich in custom details, from Ipe wood cabinetry and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1011 Howe St, Key West, FL 33040
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  /38

  $6,500,000

  • 6 Beds
  • 8 Baths
  • 3,010 Sq Ft

  421-423 Simonton St, Key West, FL 33040

  Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  421-423 Simonton St, Key West, FL 33040
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  /12

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  314 Southard St, Key West, FL 33040

  Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the

  Terri Spottswood Truman & Co. (KW)

  314 Southard St, Key West, FL 33040
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  /36

  $1,125,000

  • 3 Beds
  • 2 Baths
  • 1,049 Sq Ft

  716 Elizabeth St Unit Rear, Key West, FL 33040

  Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  716 Elizabeth St Unit Rear, Key West, FL 33040
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  /24

  $1,450,000

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  611 Simonton St, Key West, FL 33040

  NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040

Showing Results 1 - 40, Page 1 of 4

About Old Town

Old Town in Key West is a historic neighborhood known for its distinctive conch-style homes, characterized by cozy front porches, wooden shutters, and intricate trim. Many of these homes, particularly in Bahama Village, date back to the 1800s and are built on raised platforms to improve air circulation and reduce mold and water damage. The area is in the X-flood zone, making it less flood-prone than other parts of Key West, though flood insurance and hurricane preparedness are recommended. Homeowners must maintain the original exterior of their properties, with renovations reviewed by the Historic Architectural Review Commission. Interiors, however, are often modernized with open floor plans and updated kitchens. The neighborhood is rich in cultural and culinary attractions, with numerous restaurants offering local specialties like conch fritters and Key lime pie. Notable dining spots include Old Town Tavern & Beer Garden, Blue Heaven, and Santiago’s Bodega. For things to do, residents can explore the Red Barn Theatre, Key West Theater, and Tropic Cinema, or visit the Key West Museum of Art & History. Fort Zachary Taylor Historic State Park and Truman Waterfront Park provide outdoor recreation options, including snorkeling, picnicking, and a weekly farmers market. Key West High School, which has a high rating, serves the area, and there are several private school options as well. The crime rate in Old Town is lower than the national average, contributing to its appeal for residents.

Learn more about living in Old Town

Frequently Asked Questions

Is Old Town a good place to live?

Old Town is a good place to live. Old Town is considered very walkable and a biker's paradise with some transit options. Old Town has 7 parks for recreational activities. It is somewhat dense in population with 9.8 people per acre and a median age of 51. The average household income is $101,271 which is above the national average. College graduates make up 41.9% of residents. A majority of residents in Old Town are renters, with 59.1% of residents renting and 40.9% of residents owning their home. A local real estate agent serving Old Town can help you decide if this neighborhood is the right one for you. Learn more on our Old Town neighborhood guide.

Is Old Town, FL a safe neighborhood?

Old Town, FL is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.

How much do you need to make to afford a house in Old Town?

The median home price in Old Town is $1,600,000. If you put a 20% down payment of $320,000 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $8,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $359K a year to afford the median home price in Old Town. The average household income in Old Town is $101K.

What are the best public schools in Old Town?

The best public schools that serve Old Town are:

• Key West High School has a B+ Niche grade, a student teacher ratio of 18:1 and an average review score of 3.6.
• Gerald Adams Elementary School has a B Niche grade and a student teacher ratio of 15:1.
• Horace O'Bryant School has a B- Niche grade, a student teacher ratio of 14:1 and an average review score of 4.5.

What are the best private schools in Old Town?

The best private schools that serve Old Town are:

• Montessori Children's School of Key West has a student teacher ratio of 6:1 and an average review score of 5.0.
• The Basilica School of Saint Mary Star of the Sea has a student teacher ratio of 24:1 and an average review score of 3.0.
• Grace Lutheran School has a student teacher ratio of 18:1.

What are the most popular zip codes in Old Town, Key West, FL?

The most popular zip codes in Old Town, Key West, FL include 33040 and 33042.

What are the most popular neighborhoods near Old Town, Key West, FL?

The most popular neighborhoods near Old Town, Key West, FL are Casa Marina, The Meadows, Truman Annex, Mid Town and New Town.

Home Trends in Old Town, FL

On average, homes in Old Town, Key West sell after 117 days on the market compared to the national average of 47 days. The average sale price for homes in Old Town, Key West over the last 12 months is $1,742,665, up 10% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$1,317,500

Median Single Family Price

$1,695,000

Median Townhouse Price

$1,587,500

Median 2 Bedroom Price

$995,000

Median 1 Bedroom Price

$620,000

Average Price Per Sq Ft

$1,299

Number of Homes for Sale

119

Last 12 months Home Sales

238

Months of Supply

6.00

Median List Price

$1,600,000

Median Discount From 1st List Price

0%

Median Home Sale Price YoY Change

10%