Old Town Homes for Sale

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  /55

  $2,859,000

  $40K PRICE DROP

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

  814 Ashe St, Key West, FL 33040

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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

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

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  /70

  $49,900

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

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

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

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
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  /63

  $43,000

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

  617 Front St Unit C-21 Week 22, Key West, FL 33040

  Experience deeded ownership of the same week each year (Week 22) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West.Filled with light, the unit features a private balcony overlooking the Gulf and Marina. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live acoustic music

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit C-21 Week 22, Key West, FL 33040
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  /58

  $32,500

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

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

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

  

  Stephanie Herrmann

  Truman & Co. Real Estate

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

  $59,900

  $9K PRICE DROP

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

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

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

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
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  /58

  $49,900

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

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

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

  

  Stephanie Herrmann

  Truman & Co. Real Estate

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

  $32,500

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

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

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

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
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  /68

  $37,500

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

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

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

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit B-24 Week 45, Key West, FL 33040
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  /44

  $59,900

  $9K PRICE DROP

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

  617 Front St Unit C54 Penthaus Wk36, Key West, FL 33040

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

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit C54 Penthaus Wk36, Key West, FL 33040
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  /66

  $26,000

  $5K PRICE DROP

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

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

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

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
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  /53

  $62,000

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

  617 Front St Unit A52 Penthouse WK 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 Eve celebrations, including live music, fireworks, and iconic Duval Street

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit A52 Penthouse WK 52, Key West, FL 33040
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  /16

  $9,888,000

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

  1430 Vernon Ave, Key West, FL 33040

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

  

  Irina Pytlik

  Keys Top Realty LLC

  1430 Vernon Ave, Key West, FL 33040
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  /57

  $59,000

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

  617 Front St Unit A52 wk32, 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

  

  Stephanie Herrmann

  Truman & Co. (KW)

  617 Front St Unit A52 wk32, Key West, FL 33040
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  /41

  $42,000

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

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

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

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit B41 Week 1, Key West, FL 33040
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  /22

  $765,000

  $35K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  1102 Whitehead St, Key West, FL 33040
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  /41

  $59,000

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

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

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

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040
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  /41

  $62,000

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

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

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

  

  Stephanie Herrmann

  Truman & Co. Real Estate

  617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040
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  /44

  $1,475,000

  Open Sun 12PM - 2PM $20K PRICE DROP

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

  1211 Knowles Ln, Key West, FL 33040

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

  Emily Lombard Saltwater Real Estate Florida Keys, Inc

  1211 Knowles Ln, Key West, FL 33040
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  /25

  $1,199,000

  $300K PRICE DROP

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

  912 James St Unit 2, Key West, FL 33040

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

  Peter Batty ICAMCO Realty LLC, dba Cosgrove Realty

  912 James St Unit 2, Key West, FL 33040
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  /29

  $3,700,000

  • 3 Beds
  • 3.5 Baths
  • 1,366 Sq Ft

  530 Catherine St, Key West, FL 33040

  Awarded the Florida Keys Preservation Star, this meticulously restored single-family home offers an enchanting blend of historic Key West charm, modern luxury, and high-yield investment potential. Holding a coveted TRANSIENT LICENSE allowing profitable nightly rentals, this turnkey Old Town sanctuary sits just a half-block from world-famous Duval Street while enjoying a prime position near

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  530 Catherine St, Key West, FL 33040
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  /5

  $1,095,000

  • Land
  • 2,178 Sq Ft
  • $21,900,000 per Acre

  416 Appelrouth Ln, Key West, FL 33040

  Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

  Jenny Perry Preferred Properties (KW)

  416 Appelrouth Ln, Key West, FL 33040
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  /28

  $999,000

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  506 Grinnell St, Key West, FL 33040

  Charming Historic Old Town Key West Home, Ready for Its Next Chapter!Here's an opportunity for the buyer who sees possibility where others see a project. This 3-bedroom, 1.5-bath historic Key West home is tucked into the heart of Old Town, just minutes from the Historic Seaport, downtown, restaurants, shopping, and everything that makes island living so special.With classic Key

  Stacy Stahl Realty ONE Group Destination

  506 Grinnell St, Key West, FL 33040
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  /30

  $2,150,000

  $100K PRICE DROP

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

  810 Carey Ln, Key West, FL 33040

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

  Mitzi Krabill Truman & Co. (KW)

  810 Carey Ln, Key West, FL 33040
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  /6

  $799,000

  $150K PRICE DROP

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

  1432 Eliza St, Key West, FL 33040

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

  Ralph Sanchez Century 21 All Keys Inc (KW)

  1432 Eliza St, Key West, FL 33040
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  /36

  $3,495,000

  $100K PRICE DROP

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

  710 Caroline St, Key West, FL 33040

  Caroline Street, steps from the Historic Seaport. This is the Key West people picture before they ever get here.Built in the late 1800s as a cigar factory, when Key West was the cigar capital of the country. That origin is why it lives so much larger than the cottages around it: the volume, the ceiling height, the proportions of a working building rather than a bungalow. The Dade County

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  /2

  $15,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  323 Whitehead St Unit 702 wks 12, Key West, FL 33040

  Own Week 12 at The Banyan Resort and enjoy one of the most sought-after times of year in Key West. Nestled in the heart of Old Town, this charming one-bedroom loft suite offers the perfect island getaway just steps from the energy of Duval Street. Unit 702 comfortably accommodates up to four guests and features a unique loft-style design with a spiral staircase leading to a semi-private bedroom

  Monika Rydzak eXp Realty LLC KW Branch

  323 Whitehead St Unit 702 wks 12, Key West, FL 33040
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  /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
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  /11

  $799,900

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

  1014 Truman Ave Unit 202, Key West, FL 33040

  1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome 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 202, Key West, FL 33040
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  /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
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  /30

  $1,195,000

  $130K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 875 Sq Ft

  1126 Grinnell St, Key West, FL 33040

  Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1126 Grinnell St, Key West, FL 33040
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  /10

  $450,000

  $125K PRICE DROP

  • Land
  • 3,484 Sq Ft
  • $5,625,000 per Acre

  906 Williams Aly, Key West, FL 33040

  Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

  Bascom Grooms Bascom Grooms Real Estate (KW)

  906 Williams Aly, Key West, FL 33040
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  /32

  $2,790,000

  $709K PRICE DROP

  • 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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  /21

  $859,000

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  927 Thomas St Unit 4, Key West, FL 33040

  Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  927 Thomas St Unit 4, Key West, FL 33040
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  /34

  $1,195,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 866 Sq Ft

  711 Galveston Ln, Key West, FL 33040

  Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard with a newly built pergola--ideal for dining and unwinding in the spa beneath the stars. Though

  Monique Thiel Sunshine State Realty Services

  711 Galveston Ln, Key West, FL 33040
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  /22

  $1,225,000

  • 1 Bed
  • 1 Bath
  • 475 Sq Ft

  714 Olivia St Unit 6, Key West, FL 33040

  A TRANSIENT LICENSED vacation rental located in the heart of Old Town Key West, the X flood zone and just 2.5 blocks from world famous Duval Street. The transient license allows for nightly rentals. A savvy investor could pounce on this rare opportunity to own a well-managed income producing property with excellent history & immediate income. Unit 6, aka Hidden Oasis, is 1 of only 11 units within

  Caroline Bauer Key West Sales, LLC

  714 Olivia St Unit 6, Key West, FL 33040
• 

  

  /35

  $950,000

  • 2 Beds
  • 1 Bath
  • 610 Sq Ft

  611 Grinnell St Unit 6, Key West, FL 33040

  Grinnell Street is often said to be one of the best streets to live on in Old Town, and this charming 2-bedroom home makes it easy to see why. Tucked away in a small, quiet association of just seven residences, the property offers a peaceful setting right in the heart of Old Town, Key West.Inside, the home is bright and beautifully updated, with plenty of natural light throughout. The kitchen

  Paige Bethel Island Home Realty Inc.

  611 Grinnell St Unit 6, Key West, FL 33040
• 

  

  /21

  $24,900

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

  617 Front St Unit A33/27 Summer Float, Key West, FL 33040

  WATERFRONT CONDO! Spacious 2 bd/2ba summer float week timeshare unit at THE GALLEON RESORT! Why rent when you can own a piece of paradise! This is your chance to own an ANNUAL DEEDED TIMESHARE week in Key West for life! This SUMMER FLOAT week is deeded as A33/27 but you have 12 weeks to choose from and can float to different waterfront buildings. This unit typically floats from 2nd to 4th floors

  Mary Bradford LIST FOR LESS, LLC

  617 Front St Unit A33/27 Summer Float, Key West, FL 33040
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  /34

  $2,399,000

  $96K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  800 Fleming St Unit C1, Key West, FL 33040

  Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely

  Elizabeth Chamberlain Truman & Co. (KW)

  800 Fleming St Unit C1, Key West, FL 33040
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  /34

  $2,800,000

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  1009 Whitehead St, Key West, FL 33040

  High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1009 Whitehead St, Key West, FL 33040
• 

  

  /45

  $1,890,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  516 Elizabeth St, Key West, FL 33040

  Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past.Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516

  Ellen Gvili Ocean Sotheby's International Realty

  516 Elizabeth St, 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.

Learn more about living in Old Town

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

	Old Town	Mid Town	Truman Annex	The Meadows
Median Home Price	$1,575,000	$1,300,000	$1,395,000	$1,469,500
Median Sale Price	$1,325,000 0% YoY	$1,110,000 +13% YoY	$1,220,000 +18% YoY	$1,469,500 -23% YoY
Avg. Price per Square Foot	$1,217	$882	$1,362	$1,128
Median Single Family Price	$1,650,000	$1,327,500	$1,347,500	$1,525,000
Median Condo Price	$951,000	$889,000	$869,000	$699,000
Total Active Listings	82 listings	61 listings	6 listings	6 listings
Market Conditions	6 Months of Supply Balanced Market	6 Months of Supply Buyer's Market	3 Months of Supply Seller's Market	7 Months of Supply Buyer's Market

Frequently Asked Questions

Is Old Town a good place to live?

Old Town is a good place to live. Old Town is considered fairly walkable and very bikeable with some transit options. Old Town has 7 parks for recreational activities.It is somewhat dense in population with 10.0 people per acre and a median age of 51. The average household income is $101,271 which is below the national average. College graduates make up 41.9% of residents. A majority of residents in Old Town are renters, with 59% of residents renting and 41% of residents owning their home. A local real estate agent serving Old Town can help you decide if this neighborhood is the right one for you. Learn more on our Old Town neighborhood guide.

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

The median home price in Old Town is $1,575,000. If you put a 20% down payment of $315,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $8,410 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $360K a year to afford the median home price in Old Town. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Old Town is $101K.

What are the best public schools in Old Town?

The best public schools that serve Old Town are:

• Key West High School has a B+ Niche grade, a student teacher ratio of 17:1 and an average review score of 3.6.
• Gerald Adams Elementary School has a B Niche grade and a student teacher ratio of 16:1.
• Horace O'Bryant School has a B- Niche grade, a student teacher ratio of 15:1 and an average review score of 2.8.

What are the best private schools in Old Town?

The best private schools that serve Old Town are:

• The Basilica School of Saint Mary Star of the Sea has an A- Niche grade, a student teacher ratio of 40:1 and an average review score of 3.9.
• Grace Lutheran has a student teacher ratio of 18:1.
• Montessori Children's School of Key West has a student teacher ratio of 7:1.

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

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

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

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