Vintage homes for sale & real estate in Key West, FL

Vintage Home for sale in Key West, FL:

Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do not require Flood Insurance. Situated in the highly coveted Old Town North neighborhood, this home is in the heart of everything quintessentially Key West. Revel in the exquisite architecture, savor the diverse culinary delights, explore unique boutiques, and immerse yourself in the vibrant nightli

Vintage Home for sale in Key West, FL:

Tucked away on a quiet lane in the heart of Old Town Key West, this rare compound blends timeless island charm with exceptional privacy—just steps from premier dining, shopping, and entertainment. Three distinct dwellings are arranged around a serene brick courtyard with a heated cocktail pool, creating an inviting retreat in one of the most sought-after neighborhoods in Key West. The main home is a bright, updated 2BD/2BA residence featuring vaulted ceilings, hardwood floors, and French doors opening to generous porches. The open living area flows into a modern kitchen with quartz countertops, stainless steel appliances, and a large island ideal for entertaining. The primary suite of

Vintage Home for sale in Key West, FL:

Tucked away in the coveted flood X zone of Old Town, the elegant William H. Malone House offers an exceptional blend of historic character and refined modern living. This expansive 2,940 square foot residence features exquisite architectural details, off-street parking for two, a heated pool and spa, whole home generator, and spacious covered porches—offering a tranquil private retreat mere moments from the lively heart of Old Town. The interior layout features a high-end chef's kitchen, living room, formal dining room, library/den, sunroom with bar, upstairs sitting room, and a large walk-in pantry. This flexible floor plan allows for easy conversion to a 3BR/3BA if additional bedroo

Vintage Home for sale in Key West, FL:

Charming conch cottage on a generous size lot with refreshing pool and plenty of off street parking! This home is uniquely situated on a corner lot with many possibilities to expand on the footprint or add an additional pool side cottage. An open floor plan welcomes you through French doors to this delightful cottage. Enjoy high ceilings, wood floors with 2 bedrooms and 2 full bathrooms. The primary suite enjoys a sweet front porch perfect for relaxing. This property is situated on very edge of Old Town that nestles up to the Casa Marina area and is just a couple of blocks to the quieter end of famous Duval Street.