1109 Fleming Street
Key West, FL 33040
- 6 beds
- 6.5 baths
- 3,443 sqft
- 8,722 sqft lot
- $1,858 per sqft
- 1925 build
- – on site
Perched on the prestigious Millionaire's Row and enveloped by lush tropical greenery, this extraordinary estate boasts two spectacular homes on one expansive lot, offering a rare blend of luxury and exclusivity in Old Town Key West. With six lavish ensuite bedrooms and a serene pool, this property is a true masterpiece.The main residence, meticulously restored, exudes timeless charm while seamlessly integrating modern opulence. Off-street parking for two and a newly constructed guest house elevate this home's grandeur. Upon entry, you'll be greeted by an airy living space featuring rich Dade County pine walls that lead to a 12-person dining room, perfect for hosting elegant gatherings.The kitchen is a chef's delight, adorned with bespoke cabinetry, sculpted marble countertops, and state-of-the-art Sub-Zero & Wolf appliances, including a wine cooler and coffee center. Elegant French doors open to a wrap-around porch that blends indoor and outdoor living.On the main floor, a versatile ensuite bedroom can double as a welcoming den. Upstairs, three additional ensuite bedrooms offer breathtaking views of the lush foliage, each adorned with vaulted ceilings and luxurious finishes. The primary suite is a haven of comfort, featuring a retractable window, custom closets, and a lavish bath with timeless marble, dual sinks, and a walk-in shower.The guest house is a marvel of design, with soaring vaulted ceilings, exposed cross beams, and a charming sleeping loft. It includes two ensuite bedrooms, a full kitchen fitted with Miele appliances, custom tiling, and a stylish island for casual dining. Every detail, from the reclaimed river wood floors to the impact windows and doors, exudes luxury. Separating the two homes is a Craig Reynolds-designed tropical paradise, complete with a saline pool and cascading waterfall. The outdoor space is thoughtfully finished with an outdoor shower and private half bath. 1109 Fleming Street is the epitome of refined island living.
Last checked:
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Last updated Mar 24, 2025
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MLS# 613179 —
The Building
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Year Built:1925
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Construction:Frame, Hardi Board Siding
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Style:Single Family
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Building Style:Eyebrow
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Exterior Features:Fencing, Storage, Sprinkler System, Privacy Wall/Fence, Outdoor Shower, Lighting, Rain Gutters, Detached Guest Qtrs
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Windows/Doors:Impact Rstnce Window, Impact Rstnce Doors
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Roof:Metal Roof
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Porch/Balcony:Open Porch/Balcony
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Security:Electric Gate
Interior
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Specialty Rooms:Loft
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Furnished:Negotiable
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Interior Features:Drapes/Blinds Incl, Window Treatments, Quartz Countertops, Walk-in Closet(s), Smoke Alarms, Fire Sprinkler, Dade County Pine, Built-in Cabinets, Pantry, Cathedral Ceilings, Wet Bar
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Floor:Tile, Wood
Financial & Terms
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Terms:Cash, Conventional
The Property
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Parcel #:00005020-000000
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Property Condition:New Construction, Updated/Remodeled
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Lot SqFt:8722.00
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Acres:0.20
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Land Size:Less Than 1/4 Acre
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Waterfront:None
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Zoning:HMDR - Historic Medium Density Residential
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Waterfront:No
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Waterview:No Waterview
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Flood Zone:AE,AE
Listing Agent
- Contact info:
- Agent phone:
- (305) 304-1116
Taxes
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Tax Year:2023
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Taxes:26829.13
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Tax Exemptions:None
Beds
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Total Bedrooms:6
Baths
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Total Baths:7.00
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Full Baths:6
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Half Baths:1
The Listing
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UnBranded Virtual Tour:https://player.vimeo.com/video/1045955062
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Bank Owned:No
Heating & Cooling
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Heating:Propane, Propane Stove
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Cooling:Central Air, Ceiling Fans(s)
Utilities
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Utilities:FKAA, Municipal Sewer
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Pre-Wired:Cable
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Pub Sewer HkUp:Yes
Appliances
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Appliances:Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
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Appliances: Other:coffee station
The Community
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Subdivision:Old Town - Unrecord (1.0)
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Pool Info:In Ground, Concrete, Salt Water
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Pool Info: Heated:Yes
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Dockage:None
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Pets:Pets Allowed
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Fee Includes:None
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Association Info: Mandatory Home Owners Asc:No
Parking
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Vehicle Storage:Off Street Parking
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Vehicle Storage: Car(s):2
Monthly cost estimate

Asking price
$6,400,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$34,270
|
Taxes | $2,235 |
Insurance | $1,760 |
Utilities | $278 See report |
Total | $38,543/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
3/11/25
Mar 11, 2025
|
Price Changed | FLKMLS | $6,400,000 | -4.5% |
1/17/25
Jan 17, 2025
|
Listed / Active | FLKMLS | $6,700,000 | 415.1% (41.2% / YR) |
12/19/14
Dec 19, 2014
|
FLKMLS | $1,300,600 |