Old Town Homes for Sale

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  /55

  $2,859,000

  $40K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,286 Sq Ft

  814 Ashe St, Key West, FL 33040

  Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  814 Ashe St, Key West, FL 33040
• Explore Old Town

• 

  

  

  /66

  $26,000

  $5K PRICE DROP

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

  617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

  Penthouse, top floor, end unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit delivers a truly unforgettable Key West sunset experience, among the finest views in Key West. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
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  /70

  $49,900

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

  617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

  Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
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  /58

  $32,500

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

  617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

  Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
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  /68

  $65,000

  $4K PRICE DROP

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

  617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

  Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
• 

  

  /58

  $49,900

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

  617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

  Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
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  /66

  $32,500

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

  617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

  Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
• 

  

  /68

  $37,500

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

  617 Front St Unit B-24 Week 45, Key West, FL 33040

  Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West.Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit B-24 Week 45, Key West, FL 33040
• 

  

  /44

  $65,000

  $4K PRICE DROP

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

  617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040

  Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
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  /12

  $735,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  906 Truman Ave Unit 1, Key West, FL 33040

  This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further.

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  906 Truman Ave Unit 1, Key West, FL 33040
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  /53

  $62,000

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

  617 Front St Unit A-52 Penthouse Week, Key West, FL 33040

  PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year (Week 52)--one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Eve celebrations, including live music, fireworks, and iconic Duval Street

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
• 

  

  /16

  $9,888,000

  • 3 Beds
  • 2 Baths
  • 2,071 Sq Ft

  1430 Vernon Ave, Key West, FL 33040

  Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

  

  Irina Pytlik

  Keys Top Realty LLC

  1430 Vernon Ave, Key West, FL 33040
• 

  

  /41

  $42,000

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

  617 Front St Unit B41 Week 1, Key West, FL 33040

  Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit B41 Week 1, Key West, FL 33040
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  /65

  $2,175,000

  Open Sat 10AM - 12PM $175K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,150 Sq Ft

  1209 Packer St, Key West, FL 33040

  Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  1209 Packer St, Key West, FL 33040
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  /35

  $2,640,000

  $110K PRICE DROP

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

  610 Griffin Ln, Key West, FL 33040

  Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is a rare Old Town retreat--an intimate, multi-structure compound that feels worlds away from the everyday.Set on an oversized lot nearly twice the size of most in the area, the property unfolds like a private estate. The beautifully renovated two-bedroom, two-bath main residence offers effortless comfort

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  610 Griffin Ln, Key West, FL 33040
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  /43

  $2,695,000

  $130K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,902 Sq Ft

  525 Louisa St, Key West, FL 33040

  An architecturally stunning renovation & upgrade of this classic Old Town Key West property is sure to meet all your needs. A welcoming front porch awaits as you depart from your rare 2 off-street parking spaces in Old Town, or alternatively, you may choose to arrive by bicycle & take advantage of the separate entrance with dedicated bike storage. A complete irrigation system with landscape

  

  J. Michael Caron

  Keller Williams Key West Compass Realty

  525 Louisa St, Key West, FL 33040
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  /33

  $1,150,000

  • 2 Beds
  • 1.5 Baths
  • 1,091 Sq Ft

  709 Chapman Ln, Key West, FL 33040

  Tucked away on a quiet lane in Old Town Key West, this historic island home offers a rare combination of architectural character, elevated location, and walkable convenience. Positioned in the desirable X-flood zone near the highest natural elevation on the island, the property sits just steps from the energy of Duval Street while maintaining a peaceful residential feel. Originally constructed

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  709 Chapman Ln, Key West, FL 33040
• 

  

  /44

  $1,475,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,284 Sq Ft

  1211 Knowles Ln, Key West, FL 33040

  Timeless Old Town Charm!Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades.1211 Knowles Lane features a versatile 300 sq. ft. loft currently

  

  Emily Lombard

  Ocean Sotheby's International Realty

  1211 Knowles Ln, Key West, FL 33040
• 

  

  /13

  $3,700

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  514 Margaret St Unit 2, Key West, FL 33040

  It doesn't get more Key West than this. Tucked behind a white picket fence on one of Old Town's most coveted streets, this 2BD/1BA condo is pure island charm -- about 900 sq ft with soaring vaulted ceilings, a skylight, and rich hardwood floors throughout. French doors open to a lush, private tropical patio with a deck and garden -- the kind of outdoor space you'll actually use every day. The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  514 Margaret St Unit 2, Key West, FL 33040
• 

  

  /22

  $769,000

  $31K PRICE DROP

  • 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
• 

  

  /41

  $59,000

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

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040

  PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040
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  /42

  $69,000

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

  617 Front St Unit C41 Week 50, Key West, FL 33040

  On the Gulf of Mexico this 4th floor end unit Timeshare is on the water and overlooks the Key West Marina. 2 bed 2bath with sofa couch sleeps 6. Week 50 is a very sought after week that offers ideal winter weather, a relaxed island atmosphere and peak rental demand. Enjoy the decorative Christmas boat parades from your own personal view balconies and experience Key West all dressed up for the

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit C41 Week 50, Key West, FL 33040
• 

  

  /41

  $62,000

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

  617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040

  Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040
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  /48

  $1,170,000

  Open Sat 12PM - 2PM $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,306 Sq Ft

  1016 Varela St Unit Rear, Key West, FL 33040

  Hidden away on one of Old Town's most storied streets, 1016 Varela St. Rear is the kind of Key West address that feels like a private discovery.Originally constructed in the 1920s, this piece of living Key West history has been thoughtfully renovated while honoring the character that only a century of island life can impart. Tucked discreetly behind the street, the fully restored 3-bedroom,

  Suzanne Moore Suzanne Moore Real Estate

  1016 Varela St Unit Rear, Key West, FL 33040
• 

  

  /40

  $2,240,000

  Open Sat 12PM - 2PM $160K PRICE DROP

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

  413 Frances St, Key West, FL 33040

  NOW available for showings this weekend.Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready,

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

  413 Frances St, Key West, FL 33040
• 

  

  /45

  $3,999,000

  New Construction Open Sun 11AM - 1PM $601K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,421 Sq Ft

  1010 Olivia St, Key West, FL 33040

  Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West.Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring

  Suzanne Moore Suzanne Moore Real Estate

  1010 Olivia St, Key West, FL 33040
• 

  

  /27

  $29,900

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

  617 Front St, Key West, FL 33040

  Enjoy 7 nights per year in a large 2bd, 2ba PENTHOUSE condo at the Galleon Resort in Key West! Sleeps up to 6 adults. This Penthouse SWING FLOAT week is deeded as B54/42. Choose from the following 18 Swing Floating weeks every year: 18-23, 36-50. (excludes Fantasy Fest (usually week 42 and Boat Race weeks) A Penthouse 5th Top floor unit also GUARENTEED each year! Make your selection as early as 1

  Mary Bradford LIST FOR LESS, LLC

  617 Front St, Key West, FL 33040
• 

  

  /24

  $1,295,000

  Open Sat 12PM - 2PM

  • 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 create

  Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  1124 Watson St, Key West, FL 33040
• 

  

  /25

  $1,499,000

  • 3 Beds
  • 2.5 Baths
  • 1,020 Sq Ft

  912 James St Unit 2, Key West, FL 33040

  Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large

  Peter Batty ICAMCO Realty LLC, dba Cosgrove Realty

  912 James St Unit 2, Key West, FL 33040
• 

  

  /20

  $1,250,000

  $545K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 405 Sq Ft

  422 Amelia St Unit 6, Key West, FL 33040

  Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!

  Tonya Cabanas Truman & Co. (KW)

  422 Amelia St Unit 6, Key West, FL 33040
• 

  

  /5

  $1,095,000

  • Land
  • 2,388 Sq Ft
  • $19,974,121 per Acre

  416 Applerouth 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 Applerouth Ln, Key West, FL 33040
• 

  

  /21

  $2,775

  • 1 Bed
  • 1 Bath
  • 365 Sq Ft

  904 Terry Ln Unit 4, Key West, FL 33040

  Ideal Island Retreat, this adorable, furnished 2nd floor condo with central AC has everything you need in order to fully enjoy Old Town KW living. A designated parking spot (golden asset!) on quiet Terry Lane, which is bordered by Whitehead, Thomas, Olivia Sts & Truman Ave, is steps away from famous Duval St, the Hemingway & Lighthouse, as well as iconic restaurants Blue Heaven & Moon Dog Cafe.

  Jimmy Lane Island Life Realty Experts

  904 Terry Ln Unit 4, Key West, FL 33040
• 

  

  /31

  $1,560,000

  $20K PRICE DROP

  • 2 Beds
  • 4 Baths
  • 1,092 Sq Ft

  709 Olivia St, Key West, FL 33040

  Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key.Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy

  Corey Breingan RE Florida Homes

  709 Olivia St, Key West, FL 33040
• 

  

  /41

  $1,175,000

  Open Sat 11AM - 1PM $224K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  617 Fleming St Unit 4, Key West, FL 33040

  An UNBEATABLE LOCATION1 This light-filled, Old Town condo just one block to Duval Street! This home shines with 23 windows on two levels and relaxes with its easy, breezy, tropical vibe, landscaped grounds and pool. Turn-key, renovated and furnished, this condo resides in the historic Campbell Building on Fleming Street, one of Old Town's most coveted. Enjoy a gorgeous interior with pine floors

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  617 Fleming St Unit 4, Key West, FL 33040
• 

  

  /30

  $2,150,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  810 Carey Ln, Key West, FL 33040

  Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush

  Mitzi Krabill Truman & Co. (KW)

  810 Carey Ln, Key West, FL 33040
• 

  

  /57

  $1,895,000

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  1204 Leon St, Key West, FL 33040

  Beautiful 3-Bedroom, 2-Bath Home in a Prime Old Town Location Nestled beside the famed Tennessee Williams property, this immaculate home offers charm, privacy, and an exceptional location. Soaring vaulted ceilings and stunning windows fill the interior with natural light, creating an inviting and spacious atmosphere throughout. The first floor features two comfortable guest bedrooms that share a

  Daniel Skahen Preferred Properties (KW)

  1204 Leon St, Key West, FL 33040
• 

  

  /6

  $849,000

  $100K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,501 Sq Ft

  1432 Eliza St, Key West, FL 33040

  EXCELLENT OPPORTUNITY! EXCELLENT LOCATION! This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1432 Eliza St, Key West, FL 33040
• 

  

  /36

  $3,595,000

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft

  710 Caroline St, Key West, FL 33040

  An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
• 

  

  /39

  $2,550,000

  $125K PRICE DROP

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

  1017 Angela St, Key West, FL 33040

  Step into a residence that has captured the national spotlight. Recently honored as a Wall Street Journal ''House of the Week,'' 1017 Angela Street is a 118-year-old Old Town cottage masterfully reimagined for the modern connoisseur. Tucked away on a tranquil lane, yet moments from the Historic Seaport and Duval Street, this three bedroom, three and a half bath home is the ultimate blend of calm

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
• 

  

  /47

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe IV Coastal Collection Real Estate Inc.

  405 Petronia St, Key West, FL 33040

Showing Results 1 - 40, Page 1 of 3

Why Live in 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

Old Town Home Prices vs. Nearby Key West, FL Neighborhoods

	Old Town	Mid Town	Truman Annex	The Meadows
Median Home Price	$1,650,000	$1,439,000	$1,422,500	$1,595,000
Median Sale Price	$1,425,000 +8% YoY	$1,150,000 +13% YoY	$1,235,000 -12% YoY	$1,649,000 -4% YoY
Median Single Family Price	$1,592,500	$1,450,000	$1,650,000	$1,649,000
Median Condo Price	$993,000	$862,450	$1,000,000	$669,000
Total Active Listings	98	70	8	10
Market Conditions	9 Months of Supply Buyer's Market	8 Months of Supply Buyer's Market	3 Months of Supply Seller's Market	9 Months of Supply Buyer's Market

Frequently Asked Questions

Is Old Town a good place to live?

Old Town is a good place to live. Old Town is considered fairly walkable and very bikeable with some transit options. Old Town is a neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Old Town has 7 parks for recreational activities. It is somewhat dense in population with 10.0 people per acre and a median age of 51. The average household income is $101,271 which is below the national average. College graduates make up 41.9% of residents. A majority of residents in Old Town are renters, with 59% of residents renting and 41% 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 a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 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 $1,650,000. If you put a 20% down payment of $330,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $8,330 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $357K a year to afford the median home price in Old Town. Learn how much home you can afford with our Home Affordability Calculator. 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 14:1.
• Horace O'Bryant School has a B- Niche grade, a student teacher ratio of 15:1 and an average review score of 2.8.

What are the best private schools in Old Town?

The best private schools that serve Old Town are:

• The Basilica School of Saint Mary Star of the Sea has an A- Niche grade, a student teacher ratio of 40:1 and an average review score of 3.8.
• Montessori Children's School of Key West has a student teacher ratio of 7:1 and an average review score of 5.0.
• Grace Lutheran 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.