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1109 Fleming Street, Key West, FL 33040

$5,745,000
Property Type: Residential Bedrooms: 6 Baths: 7 Square Footage: 3,443 Lot Size (sq. ft.): 8,722 Status: Closed
Current Price: $5,745,000 List Date: 12/21/2025 Last Modified: 3/26/2026

Overview

Description

Located in the heart of Old Town, this truly magical estate presents an opportunity to own a private compound of remarkable scale and architectural distinction. Set on an oversized lot with off-street parking for two, the property features two fully independent residences--each appointed with impact-rated windows and doors. Situated along iconic Millionaire's Row, the main residence is a masterfully restored historic home that pays homage to its original character while embracing today's highest standards of luxury and comfort. Offering four spacious ensuite bedrooms, the main home includes a versatile first-floor suite that can easily function as a first floor primary bedroom or den. Additional features include original Dade County pine walls, reclaimed river wood flooring, soaring ceilings, and generous windows that bathe the interiors in natural light. At the heart of the home lies a chef-caliber gourmet kitchen with custom cabinetry, Sub-Zero and Wolf appliances, sculpted marble co ...

Listing Details MLS# 617783

Location, Tax & Legal

Street #
1109
Street Name
Fleming
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unrecord (1.0)
Area
01 - Key West

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
1925
Lot SqFt
8722
Acres
0.2
Living Apx SqFt
3443
SqFt Source
Property Data Card
Total Bedrooms
6
Full Baths
6
Half Baths
Yes
Total Baths
7
Rentals Allowed
With Restrictions

Status Change Info

Under Contract Date
2026-02-03
Leased Date
2026-03-26

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

Building Style

Above Flood
Unknown
# Stories
2 Stories

More Information

Vehicle Storage

Car(s)
2

Specialty Rooms

Guest/Servant Qtrs
Legal

Appliances

Other
Coffee Station

Pool Info

Heated
Yes

Financial Status

Standard Sale
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Building Style: Eyebrow Vehicle Storage: Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: Propane; Propane Stove Utilities: FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Fire Sprinkler; Granite Counter Top; Pantry; Quartz Countertops; Smoke Alarms; Walk-in Closet(s); Wet Bar; Window Treatments Pre-Wired: Cable Specialty Rooms: Loft Appliances: Dishwasher; Dryer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Detached Guest Qtrs; Fencing; Lighting; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sprinkler System; Water Display Accessibility Feat: None Pool Info: In Ground; Salt Water; Concrete Construction: Frame; Hardi Board Siding Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Security: Electric Gate Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable GF-Interior Features: Tankless Hot Wtr Htr

Documents

Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: March - 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.
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