1109 Fleming Street
Key West, FL 33040
- 6 beds
- 6.5 baths
- 3,443 sqft
- 8,722 sqft lot
- $1,829 per sqft
- 1925 build
- – on site
Located on iconic Millionaire's Row in the heart of Old Town Key West, this extraordinary estate offers a rare combination of timeless charm, modern luxury, and unmatched privacy. With two stunning homes both with impact rated windows and doors on one oversized lot, this tropical compound is an exceptional opportunity to own one of the most unique properties in Key West.The main residence, a beautifully restored historic home, features four ensuite bedrooms, including a flexible downstairs suite that doubles as a den or office. Classic Dade County pine walls, high ceilings, and an abundance of natural light create a warm yet sophisticated atmosphere. The gourmet kitchen is outfitted with custom cabinetry, sculpted marble countertops, Sub-Zero and Wolf appliances, and complete with a built-in wine cooler and coffee center. A spacious 12-person dining room and wraparound porch invite relaxed island entertaining with elegant flair.The newly built guest house offers two additional ensuite bedrooms, soaring vaulted ceilings, exposed beams, a cozy loft, and a fully equipped kitchen with Miele appliances and stunning artisan tile. Ideal for hosting guests or enjoying extended family stays in total comfort and style.At the center of the estate lies a tropical paradise, designed by renowned landscape architect Craig Reynolds. A sparkling saline pool, cascading waterfall, outdoor shower, and private half bath make this backyard feel like your own private resort.With reclaimed river wood floors, rare off-street parking for two, every inch of this property has been crafted for beauty, durability, and ease of island living.1109 Fleming Street isn't just a home--it's a rare slice of paradise in the best location Key West has to offer.
Last checked:
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Checking…
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Last updated May 10, 2025
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MLS# 614974 —
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, Water Display, 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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Accessibility Features:None
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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, Granite Counter Top, 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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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:2024
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Taxes:29018.81
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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
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, Buyer to Verify, 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
$6,300,000
| 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. |
$33,734
|
| Taxes | $2,418 |
| Insurance | $1,732 |
| Utilities | $278 See report |
| Total | $38,162/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 |
|---|---|---|---|---|
|
5/10/25
May 10, 2025
|
Listed / Active | FLKMLS | $6,300,000 | 384.4% (37.0% / YR) |
|
12/19/14
Dec 19, 2014
|
FLKMLS | $1,300,600 |
