1100 South Street, Key West, FL 33040
$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:
4/20/2026
Listing Details MLS# 618781
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
- KW Neighborhood
- Casa Marina
- City
- KEY WEST
- Mile Marker
- 1
- Marathon Neighborhood
- N/A
- Side
- Median
- Flood Zone
- AE
- Alternate Key #
- 1039179
- Parcel #
- 00038430-000000
- Zoning
- HMDR - Historic Medium Density Residential
- Deed Restrictions
- Unknown
- Legal
- KW WEBB REALTY CO SUB PB1-42 PT LOT 13 ALL LOTS 14 AND 15 SQR 1 TR 18 OR93-501/2 OR425-851/852 OR789-1617AFF OR2309-212D
- Taxes
- 15338.14
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Key West Association
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
- Control Depth
- 0
- Total Units
- 0
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Building Style
- Above Flood
- No
- A-Frame
- Yes
- Ground Level
- Yes
More Information
Remarks & Misc
- Remarks – Consumer
- 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.
Fee Includes
- None
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Disposal
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Stainless Steel Appliance(s)
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Central Air
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Floor
- Wood
- Yes
Interior Features
- Brazilian Quartzite Countertops
- Yes
- Drapes/Blinds Incl
- Yes
- Fireplace(s)
- Yes
- Security System
- Yes
Windows/Doors
- Aluminum Windows
- Yes
- Double Hung Windows
- Yes
- Sliding Glass Doors
- Yes
Vehicle Storage
- Off Street Parking
- Yes
Security
- Central Station Sys
- Yes
Construction
- Combo Construction
- Yes
Land Size
- More than 1 Lot
- Yes
Utilities
- FKAA
- Yes
Exterior Features
- Detached Guest Qtrs
- Yes
- Fencing
- Yes
- Outdoor Shower
- Yes
Pool Info
- In Ground
- Yes
- Concrete
- Yes
Roof
- Shingle Roof
- Yes
Shutters
- Roll Down Manual
- Yes
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
Documents
layout & survey ›
Listing Office:
Preferred Properties (KW)
Last Updated: April - 20 - 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.