Old Town Homes for Sale

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  /44

  $1,349,995

  • 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

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 788-8481

  1118 Eaton St, Key West, FL 33040
• 

  Explore Old Town

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  /22

  $799,999

  • 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)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
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  /37

  $1,299,000

  • 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

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 550-6363

  1116 Eaton St, Key West, FL 33040
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  /50

  $3,499,000

  • 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
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  /61

  $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
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  /41

  $1,699,000

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

  205 Virginia St, Key West, FL 33040

  Stunning Single Family Home located in the Heart of the Cultural Mecca of Key West.Built in 2019 with Elevation and Superior craftsmanship in mind featuring Hardie Board SIding, metal roof and Impact windows and doors, this home will provide you the modern & luxurious comforts you desire and safety and reassurance of your investment.An easy stroll to Duval St., Ft. Zach Beach and Amphitheatre

  Suzanne Moore Suzanne Moore Real Estate

  205 Virginia St, Key West, FL 33040
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  /49

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 1,714 Sq Ft

  718 Bakers Ln, Key West, FL 33040

  718 Bakers Lane is the quintessential conch house in Old Town Key West... where gorgeous historic charm like dade county pine meets renovated modern conveniences. The home has a storied history dating back to the 1920s when locals would visit for fresh baked goods... affectionately known as the 'Johnny Cake House'. Bakers Lane is at the highest point on the island, and while close to everything,

  Stephen Andrews Keller Williams Key West Compass Realty

  718 Bakers Ln, Key West, FL 33040
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  /40

  $2,900,000

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

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this rare compound offers timeless island charm and ultimate privacy just steps from world-class dining, shopping, and entertainment. Three unique dwellings are thoughtfully arranged around a serene brick courtyard with a heated cocktail pool, creating an inviting retreat in one of the most desirable neighborhoods in Key West.The main

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  610 Griffin Ln, Key West, FL 33040
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  /9

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1014 Truman Ave Unit 3, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional.Step inside to a sunlit, open-concept living space where clean lines and bamboo

  Dominic Paolillo Jr. Truman & Co. (KW)

  1014 Truman Ave Unit 3, Key West, FL 33040
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  /42

  $1,350,000

  • 2 Beds
  • 3 Baths
  • 1,240 Sq Ft

  1075 Duval St Unit R10, Key West, FL 33040

  Here it is -- your ''Lock and Leave'' condo in the Heart of Old Town, Key West. Walk to all that Key West has to offer but still very much removed from all the noise of it. This is a beautiful two (2) bedroom two and a half (2.5) bathroom condo retreat just steps off of Duval Street in the master planned neighborhood of The Duval Square Community.Step inside to a welcoming foyer which leads to

  Bobby Coe RE/MAX Keys Connection (KW)

  1075 Duval St Unit R10, Key West, FL 33040
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  /46

  $1,115,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  713 Emma St Unit 1, Key West, FL 33040

  This exquisite unit at 713 Emma St #1 in Key West, FL, offers an exceptional blend of modern luxury and prime location, making it an ideal residence for those seeking the best of island living. Situated just a short stroll from the bustling Duval Street, residents have effortless access to an array of vibrant restaurants, lively nightlife, boutique shopping, and cultural attractions, all within

  Paul Brooks Compass Florida, LLC

  713 Emma St Unit 1, Key West, FL 33040
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  /32

  $1,750,000

  • 1 Bed
  • 2 Baths
  • 1,212 Sq Ft

  715 Chapman Ln, Key West, FL 33040

  Timeless Style Meets Modern Comfort in Old Town Key West!715 Chapman Lane is the perfect fusion of classic Key West charm and contemporary elegance. Nestled on a quiet lane in the heart of Old Town, a short walk or bike ride to Duval St, The Beach at Fort Zachary Taylor, Truman Waterfront, and The Coffee Butler Amphitheater. This beautifully updated home features a timeless conch-style exterior

  Matthew Sheehan Ocean Sotheby's International Realty

  715 Chapman Ln, Key West, FL 33040
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  /58

  $1,800,000

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

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /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
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  /62

  $3,000,000

  • 3 Beds
  • 3 Baths
  • 1,514 Sq Ft

  215 Whitehead St, Key West, FL 33040

  Welcome to 215 Whitehead Street, a captivating Mediterranean Revival home that artfully blends historic charm with sophisticated updates in one of Old Town Key West's most iconic locations. Once the beloved residence of Burt and Hazel Burnett, the property carries a rich legacy. Burt Burnett, a renowned artist, actor, and passionate supporter of the local theatre scene, infused the home with a

  Tommy Mack Coastal Collection Real Estate Inc.

  215 Whitehead St, Key West, FL 33040
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  /24

  $1,985,000

  • 5 Beds
  • 2 Baths
  • 2,196 Sq Ft

  522 William St, Key West, FL 33040

  Welcome to 522 William Street - a rare renovation opportunity nestled in the heart of Old Town Key West. This classic Conch - style home sits on a prized street just steps from the Historic Seaport, world-class dining, and the island's vibrant energy. With its original Dade County pine, soaring ceilings, and vintage architectural details, this diamond in the rough is ready for

  Barbara Crespo Keller Williams Key West Compass Realty

  522 William St, Key West, FL 33040
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  /55

  $2,150,000

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

  708 William St, Key West, FL 33040

  Price reduced by almost $350,000 and ready for your personal touches. If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character,

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
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  /43

  $1,897,000

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

  1332 Duncan St, Key West, FL 33040

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

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /68

  $2,650,000

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

  1332 Duncan St, Key West, FL 33040

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

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /21

  $849,000

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

  1207 William St Unit 3, Key West, FL 33040

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

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040
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  /28

  $850,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
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  /45

  $1,925,000

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

  400 White St, Key West, FL 33040

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

  Emily Lombard Ocean Sotheby's International Realty

  400 White St, Key West, FL 33040
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  /42

  $1,675,000

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

  923 Eaton St, Key West, FL 33040

  Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

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

  923 Eaton St, Key West, FL 33040
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  /49

  $2,100,000

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

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /56

  $3,699,000

  • 3 Beds
  • 4 Baths
  • 2,532 Sq Ft

  316 Southard St, Key West, FL 33040

  Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot

  The Spottswood Team Truman & Co. (KW)

  316 Southard St, Key West, FL 33040
• 

  

  /25

  $1,149,000

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
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  /21

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
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  /32

  $3,499,000

  • 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
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  /36

  $1,199,000

  • 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

  Matthew Sheehan Ocean Sotheby's International Realty

  206 Truman Ave, Key West, FL 33040
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  /63

  $7,500,000

  • 7 Beds
  • 9 Baths
  • 3,000 Sq Ft

  723 Eaton St, Key West, FL 33040

  Private Compound on Eaton and Peacon Lane | Old Town Key WestAn extraordinary property in the heart of Old Town, this rare compound is a masterclass in island living. Spanning from Eaton Street to Peacon Lane, the property includes four beautifully reimagined residences set behind lush, professionally designed tropical landscaping with gated entrances on both sides. Located just steps from the

  Kirksten Irick Preferred Properties (KW)

  723 Eaton St, Key West, FL 33040
• 

  

  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  /13

  $1,899,000

  • 7 Beds
  • 6 Baths
  • 2,790 Sq Ft

  909 Grinnell St, Key West, FL 33040

  Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Plus, recently passed legislation benefits RE investors - just ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as:

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  909 Grinnell St, Key West, FL 33040
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  /37

  $3,700,000

  • 5 Beds
  • 6 Baths
  • 3,666 Sq Ft

  400 Aronovitz Ln, Key West, FL 33040

  Welcome to Zen Villa! Located in the heart of Old Town, Key West, and comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home redefines

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  400 Aronovitz Ln, Key West, FL 33040
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  /19

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1012 Howe St, Key West, FL 33040

  Historic Bahama Village Ranch Gem - Corner LotNestled in the heart of Key West's iconic Bahama Village, this thoughtfully maintained ranch-style home captures the essence of classic island living. Preserved with original features including terrazzo flooring, cedar-lined closets, custom kitchen cabinetry, and a stunning floor-to-ceiling bay window nook, it offers timeless charm with just the right

  Tanikki Jones Fathom Realty NC

  1012 Howe St, Key West, FL 33040
• 

  

  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
• 

  

  /48

  $1,750,000

  • 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
• 

  

  /41

  $2,378,000

  • 8 Beds
  • 8 Baths
  • 3,532 Sq Ft

  909 & 913 Thomas St, Key West, FL 33040

  Situated in the heart of Old Town Key West, this exceptional multi-family property offers four well-maintained 2-bedroom, 2-bathroom apartments--perfectly positioned for strong, consistent rental income. Just a short stroll to Duval Street, renowned restaurants, the Truman Waterfront, and local attractions, this property is ideally located for long-term or monthly rentals.Each unit features a

  Richard Haskins Buy The Keys

  909 & 913 Thomas St, Key West, FL 33040
• 

  

  /10

  $1,699,000

  • 8 Beds
  • 10 Baths
  • 2,432 Sq Ft

  720 Emma St, Key West, FL 33040

  Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

  Wendy Zintsmaster Truman & Co. (KW)

  720 Emma St, Key West, FL 33040
• 

  

  /21

  $2,450,000

  • 6 Beds
  • 5 Baths
  • 2,587 Sq Ft

  1122 Simonton St, Key West, FL 33040

  Excellent income producing rental property and/or employee housing with multiple units. All apartments are currently rented at below market rents. With its downtown location, low flood risk, and turn-key income, this property is perfectly positioned for savvy investors. Three 1bed 1bath units, One 2 bed 1 bath separate cottage. One studio. Please note that advanced notice is required to arrange

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1122 Simonton St, Key West, FL 33040

Showing Results 1 - 40, Page 1 of 2

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

Frequently Asked Questions

Is Old Town a good place to live?

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

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

The median home price in Old Town is $1,590,000. If you put a 20% down payment of $318,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $7,840 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $336K a year to afford the median home price in Old Town. The average household income in Old Town is $101K.

What are the best public schools in Old Town?

The best public schools that serve Old Town are:

• Key West High School has a B+ Niche grade, a student teacher ratio of 18:1 and an average review score of 3.6.
• Gerald Adams Elementary School has a B Niche grade and a student teacher ratio of 14:1.
• Horace O'Bryant School has a B- Niche grade, a student teacher ratio of 15:1 and an average review score of 3.3.

What are the best private schools in Old Town?

The best private schools that serve Old Town are:

• Montessori Children's School of Key West has a student teacher ratio of 7:1 and an average review score of 5.0.
• The Basilica School of Saint Mary Star of the Sea has a student teacher ratio of 24:1 and an average review score of 3.8.
• Grace Lutheran School has a student teacher ratio of 18:1.

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

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

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

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

Home Trends in Old Town, FL

On average, homes in Old Town, Key West sell after 99 days on the market compared to the national average of 52 days. The median sale price for homes in Old Town, Key West over the last 12 months is $1,317,500, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,317,500

Median Single Family Sale Price

$1,512,500

Median Townhouse Sale Price

$1,637,500

Median 2 Bedroom Sale Price

$980,000

Median 1 Bedroom Sale Price

$600,000

Average Price Per Sq Ft

$1,256

Number of Homes for Sale

61

Last 12 months Home Sales

128

Months of Supply

5.70

Median List Price

$1,590,000

Median Change From 1st List Price

9%

Median Home Sale Price YoY Change

5%