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Old Town Homes for Sale

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  • /16

    $9,888,000

    • 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 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
  • /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
  • /37

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    524 White St, Key West, FL 33040

    Welcome to ParotHdHideaway!Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE.Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults.On the first floor

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    Mike Kane

    Internet Realty of the Florida Keys

    (305) 853-8613

    524 White St, Key West, FL 33040
  • /40

    $62,000

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

    617 Front St Unit A-52 Week 52, 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.

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (844) 967-2396

    617 Front St Unit A-52 Week 52, 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
  • /40

    $23,999

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

    617 Front St Unit B-41 Week 28, Key West, FL 33040

    Views of famous Key West Sunset, & Sunset Island/Christmas Island, overlooking the pool, Tiki bar & beach, this is what you see when you arrive at this 4th floor unit. Enjoy the sounds of the live music from your balcony as it saunters your way from the Tiki bar. This week celebrates the 4th of July, the Key Lime Festival, featuring a 5K race, the 42nd Annual Hemingway Days & A Marlin tournament,

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (786) 977-4254

    617 Front St Unit B-41 Week 28, Key West, FL 33040
  • /40

    $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 time share. 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

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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

    $2,250,000 Open Sun 1PM - 3PM

    • 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
  • /23

    $799,000

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    209 Olivia St, Key West, FL 33040

    Situated in the heart of Bahama Village, one of Key West's most historic and vibrant neighborhoods, 209 Olivia Street offers a rare chance to reimagine a classic island home.This three-bedroom, one-bath residence is ready for a renovation, presenting an exceptional opportunity to restore the charm and character of Old Town living. Located just moments from Duval Street, the Truman Waterfront, and

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    Terrance Sullivan

    Ocean Sotheby's International Realty

    (645) 205-0145

    209 Olivia 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

    $2,640,000

    • 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 and

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (786) 933-8828

    610 Griffin Ln, Key West, FL 33040
  • /26

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    1120 Stump Ln, Key West, FL 33040

    Welcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away on a highly desirable and quiet lane in the heart of Old Town Key West. This turnkey home offers true peace of mind, with major updates completed in recent years, including a new roof, plumbing, air conditioning systems, and electrical. Impact windows and doors further enhance comfort and security. From the

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (645) 215-1218

    1120 Stump Ln, 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
  • /40

    $59,000

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

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

    PENTHOUSE! Beautiful straight on views of the Gulf of Mexico, 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. In

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 225-2567

    617 Front St Unit A52 Week 32, Key West, FL 33040
  • /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 Real Estate Co

    (786) 981-0872

    814 Ashe St, Key West, FL 33040
  • /40

    $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 which 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
  • /46

    $4,350,000 Open Sun 12AM - 2PM

    • 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
  • /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
  • /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

    $1,299,000 Open Sat 12AM - 2PM

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

    1016 Varela St Unit Rear, Key West, FL 33040

    Tucked quietly behind neighboring homes in the heart of Key West, 1016 Varela St. Rear offers privacy, flexibility and an exceptional walkable lifestyle. From this convenient location, you can easily walk to beaches, restaurants, coffee shops and the local grocery store, allowing you to enjoy the best of Key West without a car.Originally built in the early 1920's this historic home has been

    Suzanne Moore Suzanne Moore Real Estate

    1016 Varela St Unit Rear, 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
  • /20

    $1,450,000

    • 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
  • /47

    $1,399,000

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

    617 Fleming St Unit 4, Key West, FL 33040

    Looking for a gorgeous, lock and go, 2-bedroom condo in a perfect downtown Key West location? Just 1 1/2 blocks from Duval, on iconic Fleming Street, sits your dream Key West escape in the historic Campbell Building. This condo is gorgeous and its location can't be beat! A stone's throw from the action and the historic Seaport District, unit 4 is fully remodeled and looks directly down onto

    Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    617 Fleming St Unit 4, Key West, FL 33040
  • /70

    $3,479,000

    • 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
  • /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 ZoneThis 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 SF

    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
  • /18

    $2,000,000 Open Sun 12PM - 2PM

    • 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
  • /25

    $2,300,000

    • 2 Beds
    • 2 Baths
    • 881 Sq Ft

    641 United St, Key West, FL 33040

    TRANSIENT LICENSE! Welcome to your perfect blend of comfort, style, and investment opportunity! This beautifully maintained 2-bedroom, 2-bathroom single-family home offers an ideal retreat for both personal enjoyment and income generation.Step inside to discover a thoughtfully renovated interior featuring a modern kitchen with updated finishes and appliances, along with fully remodeled bathrooms

    Jeffrey Dunaway Key West Realty, LLC (KW)

    641 United St, Key West, FL 33040
  • /24

    $2,150,000 Open Sun 12PM - 2PM

    • 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 constructed in 1906, the house has been meticulously restored from the ground up, essentially transforming it into a brand-new property. The home features off-street parking and a heated and chilled pool. It comes fully furnished for a turnkey experience. Ideally

    Bascom Grooms Bascom Grooms Real Estate (KW)

    816 Ashe 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 main

    Bobby Coe RE/MAX Keys Connection (KW)

    1320 Eliza 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
  • /46

    $2,299,500 Open Sat 11AM - 2PM

    • 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
  • /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
  • /36

    $2,495,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft

    717 Southard St, Key West, FL 33040

    Meticulously renovated 1866 Conch Revival perched atop Solaris Hill in the heart of Old Town and Steps from Old Town's vibrant culture, dining, and entertainment. This historic gem blends rich heritage with contemporary comforts offering an open Floor plan, 2 primary bedroom options (one on first level), X Flood Zone, cocktail pool, hammock porch and more! Step into the foyer at the corner of

    Kimberley Haley Brenda Donnelly Real Estate LLC

    717 Southard St, 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
  • /35

    $999,999

    • 3 Beds
    • 3 Baths
    • 1,452 Sq Ft

    1018 Georgia St, Key West, FL 33040

    Income producing Duplex in Old Town Key West! Fully renovated offering strong income potential and turnkey condition. Recent upgrades include a new roof, siding, impact windows, updated kitchens and baths, and new flooring in the rear unit.The downstairs features two lockout units--rear unit projected at $2,600/month with large private backyard, and front unit at $2,300/month. Upstairs treetop

    Diana Fiddes Coldwell Banker Schmitt Key Largo

    1018 Georgia St, Key West, FL 33040
  • /23

    $665,000

    • 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 Open Sat 1PM - 3PM

    • 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
  • /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

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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 $1,600,000. If you put a 20% down payment of $320,000 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $8,060 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $345K 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
$1,425,000
Median Single Family Sale Price
$1,592,500
Median Townhouse Sale Price
$1,450,000
Median 2 Bedroom Sale Price
$995,000
Median 1 Bedroom Sale Price
$644,500
Average Price Per Sq Ft
$1,278
Number of Homes for Sale
96
Last 12 months Home Sales
116
Months of Supply
9.90
Median List Price
$1,600,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
14%
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