1109 Fleming Street, KEY WEST, FL


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About 1109 Fleming Street

Nestled on millionaires row and cushioned by lush greenery, this breathtaking estate with six ensuite bedrooms and pool sits on one of the largest lots in Old Town Key West. Elegantly restored, the main house maintained the essence of a classic eyebrow style home. In addition, there is off-street parking for two and a newly built guest house that will amaze your friends. As you enter the home you will be struck by how perfect it is for entertaining. The airy living room with a line of sight to the rear of the home, is accented in Dade County pine walls and leads to the 14-person dining area. A gourmet kitchen with custom cabinets, thick sculpted marble counters, Sub-Zero and Wolf appliances, and wine fridge will delight the chef in your party. An oversized kitchen pass-through provides access to the dining area and views of the outdoors. After dinner, enjoy drinks on the wrap around porch, accessible via French doors. There is also a first floor ensuite bedroom that can serve as a den. Ascending to the home's second story you will relish three additional ensuite bedrooms. All are splendid, afford vistas of rich landscaping and are designed with high-end finishes and vaulted ceilings. The primary suite with retractable window and custom closet is luxurious and comfortable. Its ensuite bath is adorned in timeless marble and tile, dual sinks, and a walk-in shower. The guest house is magnificent. Your eyes will be drawn to the chandeliers, vaulted ceiling with cross beams and sleeping loft. In addition to two ensuite bedrooms, there is a full kitchen with Miele appliances, custom tile, and island seating. With the reclaimed river wood floors and impact windows and doors, the homes provide unsurpassed luxury and privacy. The two houses are separated by a Craig Reynolds designed tropical garden and saline pool with a waterfall feature. The design is completed with an outdoor shower, a half bath and a grassy area. Welcome to a historic treasure in the heart of Key West

Features of 1109 Fleming Street

MLS® # 604307
Price $7,500,000
Bedrooms 6
Bathrooms 7.00
Full Baths 6
Half Baths 1
Square Footage 3,173
Acres 0.20
Year Built 1929
Type Residential
Sub-Type Single Family
Style Eyebrow
Status Active

Community Information

Address 1109 Fleming Street
Area 01 - Key West
Subdivision Old Town - Unrecord (1.0)
County Monroe
State FL
Zip Code 33040


Utilities FKAA, Municipal Sewer
Parking Spaces 2
Parking Off Street Parking
View No Waterview
Is Waterfront No
Waterfront None
Has Pool Yes
Pool Concrete, In Ground


Interior Features Built-in Cabinets, Drapes/Blinds Incl, Pantry, Smoke Alarms, Walk-in Closet, Wet Bar, Window Treatments, Cathedral Ceilings, Dade County Pine
Appliances Dishwasher, Disposal, Dryer, Freezer, Gas Appliances, Microwave, Refrigerator, Stainless Steel Appl, Washer, Wine Cooler, Ice Machine
Cooling Ceiling Fans, Central A/C
Fireplace No
Stories 2 Stories


Exterior Features Fencing, Landscape Lighting, Outdoor Shower, Detached Guest Qtrs, Gutters, Privacy Wall/Fence, Sprinkler System
Lot Description Less Than 1/4 Acre
Windows Impact Rstnce Doors, Impact Rstnce Window
Roof Metal Roof
Construction Frame, Hardi Board Siding

Additional Information

Date Listed February 23rd, 2023
Days on Market 34
Zoning HMDR - Historic Medium Density Residential
Short Sale No
RE / Bank Owned No
HOA Fees 0.00

Listing Details

AgentThe Donnelly Lowe Group
OfficeBerkshire Hathaway Knight & Gardner

Listing Map

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