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416 Fleming Street

Key West, FL 33040
  • $3,500,000
  • STATUS: Active
  • ON SITE: 13 Days
  • MLS #: 620434
UPDATED: 23 min ago
$3,500,000
  • 5
    BEDS
  • 0.15
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 2,575
    SQFT
  • $1,359
    $/SQFT
Neighborhood:
Type:
Multi-Family
Built:
1938
County:

School Ratings & Info

Description

First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's most iconic and meticulously maintained properties. Featuring 6+ Off-Street Parking Spaces, 5 bedrooms and 5 bathrooms, this stunning residence embodies the Key West lifestyle with expansive wraparound porches,timeless architectural details, and an unbeatable Old Town location.Originally renovated in 2001 and thoughtfully updated through 2025, the property blends historic character with modern functionality.. Situated on a generous 6,700-square-foot lot, the property offers parking for up to nine vehicles--an exceptional amenity in Old Town Key West--with ample space remaining for the addition of a private pool. Enjoy picturesque views of the surrounding historic district from the expansive porches while embracing the relaxed island atmosphere that defines Key West living. A unique and valuable feature of the property is its 15,000-gallon underground rainwater harvesting cistern, measuring approximately 11' x 13' x 19'. Designed and constructed by a retired Boeing piping engineer, the system incorporates a dual-chamber design, allowing one chamber to remain in service while the other is isolated for inspection, cleaning, and maintenance. The home's roof drainage system has been professionally plumbed to collect and direct rainwater into the cistern, with a diverter valve that allows water to be routed either into storage or discharged into the yard. With the addition of a pump, this impressive system can be reactivated for irrigation and other sustainable water-management uses.Offering historic significance, income potential, abundant parking, modern updates, and a truly rare engineering feature, this exceptional property is a one-of-a-kind opportunity in the heart of Old Town.Corner Lane Lot: dimensions 50' x 134 Bike Rack Stays!

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Saltwater Real Estate Florida Keys Inc are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
www.saltwaterkeys.com/homes/178244075
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416 Fleming Street Key West, FL 33040

  • Price: $3,500,000
  • Status: Active
  • On Site: 13 Days
  • Updated: 23 min ago
  • MLS #: 620434
5
Beds
4
Baths
1
½ Baths
0.15
Acres
2,575
SQFT
$1,359
$/SQFT
1938
Built
Neighborhood:
Old Town-S Of Truman
County:
Monroe
Area:
02 - Key West
Property Description
First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's most iconic and meticulously maintained properties. Featuring 6+ Off-Street Parking Spaces, 5 bedrooms and 5 bathrooms, this stunning residence embodies the Key West lifestyle with expansive wraparound porches,timeless architectural details, and an unbeatable Old Town location.Originally renovated in 2001 and thoughtfully updated through 2025, the property blends historic character with modern functionality.. Situated on a generous 6,700-square-foot lot, the property offers parking for up to nine vehicles--an exceptional amenity in Old Town Key West--with ample space remaining for the addition of a private pool. Enjoy picturesque views of the surrounding historic district from the expansive porches while embracing the relaxed island atmosphere that defines Key West living. A unique and valuable feature of the property is its 15,000-gallon underground rainwater harvesting cistern, measuring approximately 11' x 13' x 19'. Designed and constructed by a retired Boeing piping engineer, the system incorporates a dual-chamber design, allowing one chamber to remain in service while the other is isolated for inspection, cleaning, and maintenance. The home's roof drainage system has been professionally plumbed to collect and direct rainwater into the cistern, with a diverter valve that allows water to be routed either into storage or discharged into the yard. With the addition of a pump, this impressive system can be reactivated for irrigation and other sustainable water-management uses.Offering historic significance, income potential, abundant parking, modern updates, and a truly rare engineering feature, this exceptional property is a one-of-a-kind opportunity in the heart of Old Town.Corner Lane Lot: dimensions 50' x 134 Bike Rack Stays!
Exterior Features

Architectural Style [] Attached Garage YN No Building Stories 3 Stories Construction Materials FrameOther Dockage None Exterior Features Storage Floor Number 3 Parking Features [] Patio And Porch Features Open Porch/BalconyDeckPatio Pool Features [] Pool Private YN No Roof Metal Roof Shutters Panel Vehicle Storage Off Street Parking Vehicle Storage Cars 4+ View [] Waterview No Waterview Window Features []

Interior Features

Accessibility Features Grab BarsParkingWheelchair Ramp Appliances DryerDishwasherRefrigeratorOvenMicrowave Cooling Central AirWall/Window Unit(s) Cooling YN Yes Flooring TileWood Furnished Unfurnished Heating Electric Heating YN True Interior Drapes/Blinds InclCathedral CeilingsEntrance FoyerBuilt-in CabinetsGranite Counter TopLobbySmoke AlarmsStoragePull Down Stairs Interior Features Built-in CabinetsGranite Counter TopLobbyStoragePull Down Stairs Laundry Features [] Levels [] Rooms Total 0

Property Features

Above Flood Yes Association Fee 0 Association Fee Includes Other Association YN No Association1st Right Of Refusal No Building Features [] Community Features Other Area Features Control Depth 0 Deed Restricts Unknown Electric [] Flood Zone X Frontage Type [] Green Energy Generation [] Green Water Conservation [] KWNeighborhood Old Town-S of Truman Land Size Less Than 1/4 Acre License Info Non Trans Rntl Lic Listing Terms [] Marathon Nbhd N/A Mile Marker 1 Min Rental Days 28 New Construction YN No Other Equipment [] Other Structures [] Pets Allowed Yes Property Condition Updated/Remodeled Property Sub Type Multi-Units Public Sewer Hookup Yes Rental Allowed Yes Security Features [] Special Licenses [] Tax Annual Amount 19952.19 Tax Legal Description KW PT LOT 3 SQR 51 OR298-36/37 OR321-306/08 OR398-938/39 OR972-2202/03 OR1078-824 OR1093-2402 OR1078-824 OR1093-2402 OR1 Tax Year 2025 Title Negotiable Utilities Elect Separate Meter Utilities Info FKAAWellCisternElect Separate Meter Water Source [] Waterfrnt No Waterfront None Waterfront Features [] Waterfront YN No Zoning HRO - Historic Residential/Office

Listing courtesy of Robin Nilsson of Keller Williams Key West Compass Realty: 305-292-0020.


The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Saltwater Real Estate Florida Keys Inc are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
 
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Saltwater Real Estate Florida Keys Inc
1075 Duval Street Ste 15C
Key West FL, 33040