416 Fleming Street STREET
KEY WEST, FL 33040
5
Bed
5
Bath
2,575Sqft
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 pictu
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 5Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1 -
Interior Features
Drapes/Blinds Incl,Pull Down Stairs,Built-in Cabinets,Storage,Smoke Alarms,Lobby,Granite Counter Top,Entrance Foyer,Cathedral Ceilings Appliances: Dryer,Microwave,Oven,Refrigerator,Dishwasher -
Roofing Information
Metal RoofFlooring Information
Tile,WoodHeating & Cooling
Cooling: Central Air,Wall/Window Unit(s) Heating: Electric Water Front: No None No Waterview
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Building Information
Year Built: 1938 Total Floors: 3 Total Units: 0.00 Floor Location: 6700 Construction: Frame,Other Roof: Metal Roof -
Exterior Features
Storage
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Lot Information
Lot Dimensions: 50 X 134 Lot SqFt: 6,700 Lot SqFt Source: Tax Records 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 -
Property Information
SQ ft (Living Area): 2,575 View: No Waterview Subdivision: Old Town - Unlisted (1.0) Stories: 3 Stories
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Listing Price Information
List Price: $3,500,000
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Tax Information
Taxes: $19,952 Tax Year: 2025 Parcel Number: 00009900-000000 Tax Exemptions: None
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Multi-Unit Information
Pets Allowed: Pets Allowed -
Homeowners Association Information
Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00
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Utility Information
FKAA,Elect Separate Meter,Cistern,Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 231 E Shore Drive #UNIT 6, Key West, FL, 33040 | $4,375,000 | 5 | 6 | 4,103 | 4,103 SqFt |
| 231 E Shore Drive #UNIT 2, Summerland Key, FL, 33040 | $4,250,000 | 5 | 6 | 4,103 | 4,103 SqFt |
| 4 Shore Drive, Key West, FL, 33040 | $640,000 | 2 | 2 | 1,010 | 1,010 SqFt |
| 90 Golf Club Drive DRIVE, Key West, FL, 33040 | $719,000 | 2 | 3 | 930 | 930 SqFt |
| 236 Golf Club Drive DRIVE, Key West, FL, 33040 | $875,000 | 2 | 3 | 1,120 | 1,120 SqFt |
| 263 Golf Club Drive DRIVE, Key West, FL, 33040 | $1,150,000 | 3 | 3 | 1,480 | 1,480 SqFt |
| 202 Golf Club Drive DRIVE, Key West, FL, 33040 | $799,000 | 2 | 3 | 1,120 | 1,120 SqFt |
| 224 Golf Club Drive DRIVE, Key West, FL, 33040 | $875,000 | 2 | 3 | 1,120 | 1,120 SqFt |
| 3930 S Roosevelt Boulev.., Key West, FL, 33040 | $564,000 | 3 | 2 | 1,071 | 1,071 SqFt |
| 3750 Sunrise Lane LANE, Key West, FL, 33040 | $7,500,000 | 5 | 5 | 5,378 | 5,378 SqFt |
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ByOwner last updated this listing 07/06/2026 @ 01:45
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