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Old Town Homes for Sale

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  • /53

    $2,899,000

    • 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 Lower Keys (KW)

    (786) 981-0872

    814 Ashe St, Key West, FL 33040
  • /16

    $11,888,000

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

    1430 Vernon Ave Unit 1-2, 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

    (786) 981-9652

    1430 Vernon Ave Unit 1-2, 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 & Green-certified mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character.

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    Tommy Mack

    Coastal Collection Real Estate Inc.

    (786) 396-7585

    524 Southard St, Key West, FL 33040
  • /37

    $3,600,000

    • 5 Beds
    • 6 Baths
    • 3,667 Sq Ft

    400 Aronovitz Ln, Key West, FL 33040

    Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

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    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 699-6375

    400 Aronovitz Ln, Key West, FL 33040
  • /36

    $1,049,000

    • 4 Beds
    • 1 Bath
    • 1,343 Sq Ft

    206 Truman Ave, Key West, FL 33040

    Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

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    Matthew Sheehan

    Ocean Sotheby's International Realty

    (645) 218-2934

    206 Truman Ave, Key West, FL 33040
  • /12

    $750,000

    • 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
  • /44

    $1,495,000

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

    1211 Knowles Ln, Key West, FL 33040

    Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax

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    Emily Lombard

    Ocean Sotheby's International Realty

    (786) 788-0660

    1211 Knowles Ln, Key West, FL 33040
  • /37

    $1,066,000

    • 2 Beds
    • 1 Bath
    • 749 Sq Ft

    1116 Eaton St, Key West, FL 33040

    Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you

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    Margarita Villoch

    Island Group Realty (KW)

    (786) 550-6363

    1116 Eaton St, Key West, FL 33040
  • /57

    $2,350,000 Open Sat 12AM - 2PM

    • 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

    (786) 461-1882

    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
  • /36

    $2,750,000

    • 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 and

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (786) 933-8828

    610 Griffin Ln, Key West, FL 33040
  • /29

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1115 Varela St, Key West, FL 33040

    Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

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    Terry Garcia

    Keller Williams Key West Compass Realty

    (786) 244-8439

    1115 Varela St, Key West, FL 33040
  • /22

    $784,000

    • 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)

    (786) 949-2683

    1102 Whitehead St, Key West, FL 33040
  • /44

    $1,199,000

    • 3 Beds
    • 3 Baths
    • 1,300 Sq Ft

    1118 Eaton St, Key West, FL 33040

    Step outside to your own slice of paradise - a private oasis that beckons you to unwind and rejuvenate. The sparkling pool, adorned with stunning blue mosaic tiles, creates a mesmerizing focal point, while the soothing sound of its waterfall feature transports you to a world of tranquility. Surrounding the pool, a spacious deck provides the perfect setting for sunbathing, alfresco dining, or

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    Matthew Carlson

    Realty ONE Group Destination

    (786) 788-8481

    1118 Eaton St, Key West, FL 33040
  • /31

    $1,190,800

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

    709 Chapman Ln, Key West, FL 33040

    Refined Island Living with Authentic Key West Heritage.Nestled in the heart of Old Town Key West and located in the coveted X-flood zone, the highest elevation of the island, this impeccably renovated historic cottage combines timeless charm with modern elegance. Just three blocks from Duval St. and half a block from Truman Annex, this home is ideally situated in a quiet, highly walkable

    Suzanne Moore Suzanne Moore Real Estate

    709 Chapman Ln, Key West, FL 33040
  • /46

    $4,350,000

    • 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 charm

    Suzanne Moore Suzanne Moore Real Estate

    1010 Olivia St, Key West, FL 33040
  • /27

    $2,199,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    703 Elizabeth St, Key West, FL 33040

    Perched at the highest island elevation referred to as Solares Hill you will find this timeless Old Town gem. A perfect blend of style and charm welcome you to an open concept floor plan with cathedral ceilings and wall of French doors that overlooks a tropical backyard oasis with heated pool, deck and brick patio. Thoughtful finishes that will stand the test of time throughout include built in

    Wendy Zintsmaster Truman & Co. (KW)

    703 Elizabeth St, Key West, FL 33040
  • /71

    $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
  • /50

    $3,399,000

    • 5 Beds
    • 4 Baths
    • 2,349 Sq Ft

    1114 Grinnell St, Key West, FL 33040

    Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

    Wendy Zintsmaster Truman & Co. (KW)

    1114 Grinnell St, Key West, FL 33040
  • /29

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 16, Key West, FL 33040

    Rare Transient Nightly Rental Condo-Hotel in Key WestLuxury 2BR/2BA condo-hotel residence with full transient nightly rental rights at Santa Maria Suites Resort -- one of the island's premier luxury resorts. This turnkey investment generated nearly $200,000 in 2025 gross rental income.One of the few single-level poolside units, featuring a private porch overlooking the resort-style heated pool.

    Suzanne Moore Suzanne Moore Real Estate

    1401 Simonton St Unit 16, Key West, FL 33040
  • /32

    $875,000

    • 2 Beds
    • 3 Baths
    • 907 Sq Ft

    1401 Simonton St Unit 20, Key West, FL 33040

    Santa Maria Suites 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

    Bascom Grooms Bascom Grooms Real Estate (KW)

    1401 Simonton St Unit 20, Key West, FL 33040
  • /38

    $2,395,000 Open Sun 1PM - 3PM

    • 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 is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expansive living area and kitchen opening to a great covered patio . Enjoy a large pool surrounded by spacious decks and lush landscaping for lounging and privacy. Inside, you'll find 3 bedrooms 2.5 baths

    Terri Spottswood Truman & Co. (KW)

    1109 Stump Ln, Key West, FL 33040
  • /70

    $3,879,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,188 Sq Ft

    906 Southard St, Key West, FL 33040

    Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence.This home

    Bobby Coe RE/MAX Keys Connection (KW)

    906 Southard St, Key West, FL 33040
  • /98

    $3,195,000 Open House 2/21

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

    1114 Packer St, Key West, FL 33040

    X FLOOD ZONE! Luxurious Old Town Key West Family Compound 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

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1114 Packer St, Key West, FL 33040
  • /42

    $2,850,000

    • 3 Beds
    • 3 Baths
    • 1,432 Sq Ft

    1108 Curry Ln, Key West, FL 33040

    Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

    Mitzi Krabill Truman & Co. (KW)

    1108 Curry Ln, Key West, FL 33040
  • /44

    $1,275,000

    • 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 delivers 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
  • /47

    $2,499,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft

    409 Grinnell St, Key West, FL 33040

    Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a

    Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

    409 Grinnell St, Key West, FL 33040
  • /32

    $3,150,000

    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft

    1405 United St, Key West, FL 33040

    Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

    Bobby Coe RE/MAX Keys Connection (KW)

    1405 United St, Key West, FL 33040
  • /18

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

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

    1110 Elgin Ln, Key West, FL 33040

    Located in the heart of the Seaport Historic District, 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, while the

    Key West Luxury Finders Preferred Properties (KW)

    1110 Elgin Ln, Key West, FL 33040
  • /49

    $2,499,000

    • 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 main

    Bobby Coe RE/MAX Keys Connection (KW)

    1320 Eliza St, Key West, FL 33040
  • /47

    $2,499,000

    • 3 Beds
    • 3 Baths
    • 1,916 Sq Ft

    312 Margaret St, Key West, FL 33040

    Welcome to your perfect Island Escape! Nestled in the heart of old town, this beautiful home is one you're sure to fall in love with. Featuring two off-street parking spaces and a private pool, it blends luxury, comfort, and convenience, perfect for both vacation getaways and year-round living. Inside, you'll find three spacious bedrooms and three modern bathrooms, designed to provide everything

    Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

    312 Margaret St, Key West, FL 33040
  • /64

    $2,050,000

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

    1220 Georgia St, Key West, FL 33040

    Close to Duval Street but situated in a very desirable quiet and peaceful neighborhood within Old Town, this immaculately presented 4 bedroom, 3 bathroom property is just a few blocks from Smathers Beach and one block from vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios. It is also easily walkable or rideable to the heart of Old Town, the

    Rob Severin Rob Severin Real Estate Co

    1220 Georgia St, Key West, FL 33040
  • /32

    $2,175,000

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

    1115 Fleming St, Key West, FL 33040

    This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated--so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. The nearly 5,000-square-foot lot stretches from

    Derek Epperly Engel & Volkers Key West

    1115 Fleming St, Key West, FL 33040
  • /30

    $2,299,000 Open Sun 1PM - 3PM

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

    1116 Elgin Ln, Key West, FL 33040

    There are streets in Old Town that everyone knows, and then there are streets like Elgin Lane that most people never even realize exist. Quiet, tucked away, and remarkably private, this hidden lane offers what buyers search for endlessly in Old Town privacy, off street parking, and a pool, all in one of the most desirable locations in Key West. 1116 Elgin Lane is a 3 bedroom, 2 bath home located

    The Spottswood Team Truman & Co. (KW)

    1116 Elgin Ln, Key West, FL 33040
  • /16

    $2,033,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    1 & 2 Aronovitz Ln, Key West, FL 33040

    Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

    Alexa Morgan Buy The Keys

    1 & 2 Aronovitz Ln, Key West, FL 33040
  • /49

    $1,999,990

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

    1022 Fleming St, Key West, FL 33040

    Invest in Key West with this Duplex which can be also easily used as a single family home! 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

    Ellen Gvili Ocean Sotheby's International Realty

    1022 Fleming St, Key West, FL 33040
  • /43

    $2,375,000

    • 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
  • /33

    $949,000

    • 2 Beds
    • 2 Baths
    • 944 Sq Ft

    1124 Olivia St Unit 321, Key West, FL 33040

    Located in the sought-after Lionsgate community in the heart of Old Town, this charming 2-bedroom, 2-bath condo offers a rare blend of serenity, connection, and island ease. From the second floor, gentle breezes and soft eastern light filter through the palms each morning--an everyday moment that makes this home feel instantly uplifting. Vaulted ceilings enhance the sense of space, creating an

    Juan Benitez Benitez Keller Williams Key West Compass Realty

    1124 Olivia St Unit 321, Key West, FL 33040
  • /23

    $675,000

    • 2 Beds
    • 1 Bath
    • 643 Sq Ft

    409 Margaret St Unit 202 / B, Key West, FL 33040

    Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.

    Elaine Coyle Keller Williams Key West Compass Realty

    409 Margaret St Unit 202 / B, Key West, FL 33040
  • /48

    $1,680,000

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

    1001 United St Unit B, Key West, FL 33040

    Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the

    Michael Sorah Truman & Co. (KW)

    1001 United St Unit B, 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 very walkable and a biker's paradise 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 $1,650,000. If you put a 20% down payment of $330,000 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $8,010 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $343K 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.

Home Trends in Old Town, FL

Housing Trends

Median Sale Price
$1,450,000
Median Single Family Sale Price
$1,685,000
Median Townhouse Sale Price
$1,450,000
Median 2 Bedroom Sale Price
$870,000
Median 1 Bedroom Sale Price
$654,500
Average Price Per Sq Ft
$1,318
Number of Homes for Sale
110
Last 12 months Home Sales
117
Months of Supply
11.30
Median List Price
$1,650,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
21%
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