1100 South Street, Key West, FL 33040

New Listing
$2,495,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 2,880 Lot Size (sq. ft.): 8,100 Status: Active
Current Price: $2,495,000 List Date: 2/23/2026 Last Modified: 2/26/2026

Description

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.

Open Houses

Sunday, March 01, 12:00 pm - 2:00 pm

More Information MLS# 618781

Contract Information

Current Price: $2,495,000 Listing Date: 2026-02-17 Listing Board: Key West Association List Price: $2,495,000

Location Tax Legal

Street #: 1100 Street Name: South Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Webb Realty Co Sub (1.0) Area: 02 - Key West

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: No Pool: Yes Year Built: 1973 Lot SqFt: 8100 Acres: 0.19 Living Apx SqFt: 2880 SqFt Source: Appraisal Total Bedrooms: 4 Full Baths: 3 Total Baths: 3 Rentals Allowed: With Restrictions

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: No

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Building Style: A-Frame; Ground Level Vehicle Storage: Off Street Parking Cooling: Central Air Utilities: FKAA Interior Features: Brazilian Quartzite Countertops; Drapes/Blinds Incl; Fireplace(s); Security System Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Detached Guest Qtrs; Fencing; Outdoor Shower Pool Info: In Ground; Concrete Construction: Combo Construction Shutters: Roll Down Manual Floor: Wood Roof: Shingle Roof Pets: Pets Allowed Security: Central Station Sys Land Size: More than 1 Lot
Listing Office: Preferred Properties (KW)
Last Updated: February - 26 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.