Residential

1100 South Street, Key West

$2,495,000.00

Bedroom 4 bedrooms
Bathroom 3 baths

  • MLS #: 618781
  • Address: 1100 South Street, Key West, FL 33040
  • Date Listed: 2/17/2026
  • Days on Market: 113
  • SQFT: 2880
  • Acres: 0.19
  • Restrictions: Unknown
  • Subdivision: Webb Realty Co Sub (1.0)

Location Location

Agent Comments Agent Comments
Remarks - Consumer: Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS.'' This sprawling single story property spans an impressive 8100 square feet, occupying a prominent corner lot, with a reimagined interior floor-plan. Constructed with white-painted Savannah brick over a wood frame, this residence exudes classic charm with a modern twist. Tall ceilings and a welcoming fireplace create an inviting atmosphere. Sliding glass doors seamlessly connect the interior to the outdoor patio, allowing for a harmonious blend of indoor and outdoor living spaces. The outdoor space is a tropical paradise, complete with a heated pool and soothing water feature. The main house features 3 bedrooms, 2 bathrooms, and a laundry area. Two of the bedrooms share a bathroom, while the primary suite offers a generously sized bathroom with a bath tub, double sinks, and an indoor and an outdoor shower. Enjoy the airy ambiance of the open floor plan, with a spacious living room and dining area that together span over approximately 1200 square feet. The modern kitchen is well-appointed, with easy access to the pool area and the charming conch-style 1/1 guesthouse. The main house has a semi-circular driveway and can accommodate 3-4 cars. The guesthouse also includes its own entrance on Walton Street and an off-street parking space.

Amenities Amenities
  • Stainless Steel Appliance(s)
  • Dishwasher
  • Disposal
  • Dryer
  • Microwave
  • Oven
  • Range
  • Refrigerator
  • Washer

Interior Features Interior Features
  • Cool System: Central Air
  • Floors: Wood
  • Interior: Drapes/Blinds Incl, Fireplace(s), Security System

Exterior Features Exterior Features
  • Parking: Off Street
  • Roof: Shingle
  • Pool: Yes
  • Exterior: Detached Guest Qtrs, Fencing, Outdoor Shower

Additional Features Additional Features
  • County: Monroe
  • Property Type: Single Family Residence
  • Tax Number: 00038430-000000
  • Water/Sewer: FKAA
  • Year Built: 1973