Old Town Homes for Sale

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  $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
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  /31

  $1,100,000

  $199K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Price Reduced!!! Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price. Please ask Listing Agent about historical significance of this property.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
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  /45

  $1,249,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  846 Olivia St, Key West, FL 33040

  Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

  Tommy Mack Coastal Collection Real Estate Inc.

  846 Olivia St, Key West, FL 33040
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  $4,450,000

  $145K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,985 Sq Ft

  1113 Stump Ln, Key West, FL 33040

  Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

  Terri Spottswood Truman & Co. (KW)

  1113 Stump Ln, Key West, FL 33040
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  /17

  $725,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  308 Margaret St Unit 3, Key West, FL 33040

  ''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch

  Wendy Zintsmaster Truman & Co. (KW)

  308 Margaret St Unit 3, Key West, FL 33040
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  /6

  $1,800,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Luna Ln, Key West, FL 33040

  Steeped in Key West history and unlike anything else available in Old Town, 511 Tabby Lane presents an opportunity to own one of the island's most extraordinary properties. Hidden away at the end of a charming pedestrian lane with direct access to iconic Duval Street, this remarkably private home offers a level of seclusion and potential that is virtually impossible to replicate. Rich in

  Paige Bethel Island Home Realty Inc.

  511 Luna Ln, Key West, FL 33040
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  $3,180,000

  • 3 Beds
  • 2.5 Baths
  • 1,373 Sq Ft

  1019 Whitehead St, Key West, FL 33040

  Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & 1⁄2 bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly

  Wade Meyer Real Estate Management of Key West, LLC

  1019 Whitehead St, Key West, FL 33040
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  $3,800,000

  • 3 Beds
  • 3 Baths
  • 1,933 Sq Ft

  619 Ashe St, Key West, FL 33040

  First time offered in more than 25 years, this beloved Old Town address presents a rare opportunity to own a complete compound on one of Key West's most private and premier streets. Located in the desirable X flood zone, the property features three bedrooms, three baths, and off-street parking for two vehicles. Rich in character and timeless Key West architecture, the home showcases beautifully

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  619 Ashe St, Key West, FL 33040
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  /23

  $819,000

  $80K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft

  1105 Olivia St, Key West, FL 33040

  This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. In addition, it is being sold completely turnkey! Sparkling, gallery-like, and filled with natural light, this beautifully renovated Old Town Key West cottage offers the perfect blend of charm, privacy, and modern comfort. Tucked away on a quiet one-way street, this tropical retreat is just a short

  Epperly - Celli Epperly - Celli Engel & Voelkers Key West

  1105 Olivia St, Key West, FL 33040
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  /38

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft

  1116 Truman Ave Unit A, Key West, FL 33040

  Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beautifully in every detail. Everything in the unit is new, from the finishes and fixtures to the systems. Central air conditioning and a security alarm are already in place for immediate comfort and peace of mind. This 953 sq. ft.unit

  Elaine Coyle Keller Williams Key West Compass Realty

  1116 Truman Ave Unit A, Key West, FL 33040
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  $6,895,000

  New Construction

  • 6 Beds
  • 6.5 Baths
  • 3,425 Sq Ft

  317 Whitehead St, Key West, FL 33040

  Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and

  Bobby Coe RE/MAX Keys Connection (KW)

  317 Whitehead St, Key West, FL 33040
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  $1,575,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  1005 Watson St Unit 1, Key West, FL 33040

  Experience the best of Old Town Key West in this beautifully updated 3-bedroom, 2-bath home offering the ease of single-level living.Inside, you'll find hardwood floors, tall ceilings, French doors, stainless steel appliances, and an inviting open layout filled with natural light. Designed for the Key West lifestyle, the private backyard features a saltwater pool with heater and chiller,

  Megan McDowell eXp Realty LLC

  1005 Watson St Unit 1, Key West, FL 33040

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