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Old Town Homes for Sale

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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

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 231-3562

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /44

    $69,000

    • 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 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 balconies that

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 236-8896

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

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    Stephanie Herrmann

    Truman & Co. (KW)

    (855) 450-7168

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /59

    $31,000

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

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

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable PENTHOUSE, top-floor end unit! 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 relaxing island escape.Enjoy front-row

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 233-3593

    617 Front St Unit D-54 Penthouse Week, Key West, FL 33040
  • /58

    $32,500

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

    617 Front St Unit B51 Week 36, 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

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (786) 822-6613

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

    $69,000

    • 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

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 231-4457

    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 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

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (833) 427-4068

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /13

    $3,400

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft

    828 Fleming St, Key West, FL 33040

    Some addresses offer more than a place to stay, they offer a lifestyle. This brand-new Old Town studio is one of them: a refined pied-à-terre in the heart of Key West's Historic District, designed for those who appreciate effortless luxury. Completely reimagined from the ground up, the space blends clean, modern lines with warm, natural finishes. Wide-plank white oak floors, a bright, airy

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    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 822-7030

    828 Fleming St, Key West, FL 33040
  • /22

    $769,000

    • 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

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    Margarita Villoch

    Island Group Realty (KW)

    (645) 205-0763

    1102 Whitehead St, Key West, FL 33040
  • /41

    $59,000

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

    617 Front St Unit A52 Penthouse Week 3, 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

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 215-6438

    617 Front St Unit A52 Penthouse Week 3, Key West, FL 33040
  • /55

    $2,859,000

    • 3 Beds
    • 4 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

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 972-3334

    814 Ashe St, Key West, FL 33040
  • /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

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 300-5987

    617 Front St Unit C41 Week 50, Key West, FL 33040
  • /69

    $3,168,000

    • 3 Beds
    • 3 Baths
    • 2,262 Sq Ft

    524 Southard St, Key West, FL 33040

    Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

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    Tommy Mack

    Coastal Collection Real Estate Inc.

    (786) 396-7585

    524 Southard St, Key West, FL 33040
  • /41

    $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 Celebrations, including live music, fireworks, and iconic Duval Street events.

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 215-8159

    617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
  • /12

    $735,000

    • 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.

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    Darrin Smith

    Key West Luxury Real Estate Inc (KW)

    (645) 238-6011

    906 Truman Ave Unit 1, 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

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    Irina Pytlik

    Keys Top Realty LLC

    (645) 251-6729

    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-unit timeshare. 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 gas grills

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 400-9393

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

    $2,175,000

    • 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

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    Matthew Sheehan

    Ocean Sotheby's International Realty

    (305) 614-6630

    1209 Packer St, Key West, FL 33040
  • /24

    $995,000

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    120 Angela St Unit 102, Key West, FL 33040

    Welcome to Old Key West luxury living in this beautifully appointed 2-bedroom, 2-bathroom condo, ideally located in an X flood zone. This residence features hardwood floors, high ceilings, crown molding, granite countertops, and stainless steel appliances, creating a refined yet relaxed island aesthetic. The open-concept layout flows effortlessly for everyday living and entertaining, while the

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    The Wesley Group

    Bascom Grooms Real Estate (KW)

    (786) 933-6012

    120 Angela St Unit 102, Key West, FL 33040
  • /35

    $2,640,000

    • 3 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

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (786) 933-8828

    610 Griffin Ln, Key West, FL 33040
  • /43

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

    • 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

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    J. Michael Caron

    Keller Williams Key West Compass Realty

    (645) 238-7675

    525 Louisa St, Key West, FL 33040
  • /64

    $59,900

    • 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 this deeded week 32 and celebrate Lobster Week and the Rum Festival yearly with the rest of Key West. The Penthouse boasts expansive, straight-on views of the Gulf of Mexico, Pool and hot tub, the private beach, and the Tiki Bar, where a local guitarist performs nearly every day or night. There

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 202-8450

    617 Front St Unit A-52 Penthouse Week, Key West, FL 33040
  • /45

    $3,999,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 4 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
  • /40

    $2,290,000

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

    413 Frances St, Key West, FL 33040

    Take advantage of this major price improvement - now $2,290,000.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

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

    413 Frances St, Key West, FL 33040
  • /25

    $1,499,000

    • 3 Beds
    • 3 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

    $1,395,000

    • 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
  • /43

    $1,290,000

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

    617 Fleming St Unit 4, Key West, FL 33040

    OLD TOWN, light-filled 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 throughout, new ac mini splits

    Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    617 Fleming St Unit 4, Key West, FL 33040
  • /30

    $2,250,000

    • 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
  • /39

    $2,550,000

    • 3 Beds
    • 4 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 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style

    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
  • /94

    $3,075,000

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

    1114 Packer St, Key West, FL 33040

    Best Priced 5-Bedroom Compound in Key West | Renovated Old Town Home with Detached Guest House | X Flood Zone This is the opportunity buyers have been waiting for in Old Town Key West. Located just steps from Duval Street, world-class dining, galleries, and beaches, this fully renovated 5-bedroom compound offers walkability, privacy, and modern luxury -- all in the coveted X Flood Zone. The 1,908

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1114 Packer St, Key West, FL 33040
  • /17

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 11, Key West, FL 33040

    This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1401 Simonton St Unit 11, Key West, FL 33040
  • /44

    $1,275,000 Open Sat 2PM - 4PM

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

    927 Thomas St Unit 2, Key West, FL 33040

    This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    927 Thomas St Unit 2, Key West, FL 33040
  • /29

    $2,070,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 3 Baths
    • 1,409 Sq Ft

    419 Simonton St Unit C, Key West, FL 33040

    Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined

    Team Kaufelt Truman & Co. (KW)

    419 Simonton St Unit C, Key West, FL 33040
  • /18

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 1,256 Sq Ft

    1110 Elgin Ln, Key West, FL 33040

    Located in the heart of the Seaport Historic District, on two lots, this charming Conch home features a 2-bedroom main residence and a separate 1-bedroom guest cottage. The property offers exceptional outdoor living, highlighted by a large L-shaped, recently resurfaced heated pool and spa, surrounded by brick and wood decking. Inside, painted Dade County Pine accent walls add authentic character,

    Key West Luxury Finders Preferred Properties (KW)

    1110 Elgin Ln, Key West, FL 33040
  • /36

    $1,999,950

    • 4 Beds
    • 3 Baths
    • 1,602 Sq Ft

    1220 Georgia St, Key West, FL 33040

    Some homes invite you in, and others make you want to stay. 1220 Georgia Street does both.Tucked into a quiet pocket of Old Town on a corner lot, the home feels peaceful and removed, yet everything you need is just moments away. A short walk takes you to neighborhood cafes, the beach, or a quick bike ride into the heart of town, while at home, the pace feels slower and more relaxed. The

    The Spottswood Team Truman & Co. (KW)

    1220 Georgia St, Key West, FL 33040
  • /49

    $2,449,000

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

    1320 Eliza St, Key West, FL 33040

    Welcome to the School House on Eliza! 1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West. This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot with great outdoor living and a perfect heated pool. A brand new roof was just installed. The

    Bobby Coe RE/MAX Keys Connection (KW)

    1320 Eliza St, Key West, FL 33040
  • /43

    $2,250,000

    • 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
  • /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
  • /45

    $2,299,500

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

    1109 Stump Ln, Key West, FL 33040

    On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, where indoor living blends naturally with the surrounding outdoor spaces. The heart of the home is built around entertaining. The living area, kitchen, and dining space come together in a way that

    Terri Spottswood Truman & Co. (KW)

    1109 Stump Ln, Key West, FL 33040

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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.

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 9.8 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 59.1% 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 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 $1,675,000. If you put a 20% down payment of $335,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $8,360 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $358K 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:
What are the best private schools in Old Town?
The best private schools that serve Old Town are:
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.
Are home prices dropping in Old Town?
Yes, home prices in Old Town are down 5% in the last 12 months.

Home Trends in Old Town, FL

Housing Trends

Median Sale Price
$1,450,000
Median Single Family Sale Price
$1,625,000
Median Townhouse Sale Price
$1,500,000
Median 2 Bedroom Sale Price
$852,000
Median 1 Bedroom Sale Price
$692,000
Average Price Per Sq Ft
$1,240
Number of Homes for Sale
92
Last 12 months Home Sales
121
Months of Supply
9.10
Median List Price
$1,675,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
9%
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