416 Fleming Street, Key West, FL 33040 (MLS# 620434)

416 Fleming Street, Key West, FL 33040

$3,500,000

Property Type: Residential Bedrooms: 5 Baths: 5 Square Footage: 2,575 Lot Size (sq. ft.): 6,700 Status: Active

Current Price: $3,500,000 List Date: 6/28/2026 Last Modified: 8/30/2026

Overview

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 i ... (Read more)

Listing Details MLS# 620434

Location, Tax & Legal

Street #: 416
Street Name: Fleming
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unlisted (1.0)
Area: 02 - Key West

Contract Information

Listing Board: Key West Association

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Multi-Units
Waterfront: No
Pool: No
Year Built: 1938
Lot SqFt: 6700
Lot Sqft Source: Tax Records
Acres: 0.15
Living Apx SqFt: 2575
SqFt Source: Tax Records
Total Bedrooms: 5
Full Baths: 4
Half Baths: Yes
Total Baths: 5
Floor Number: 3
Rentals Allowed: Yes
Min Rental Days: 28

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

Building Style

Above Flood: Yes
# Stories: 3 Stories

More Information

Vehicle Storage

Car(s): 4+

Property Features

Fee Includes: Other Tax Exemptions: None License Info: Non Trans Rntl Lic Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Off Street Parking Furnished: Unfurnished Cooling: Central Air; Wall/Window Unit(s) Heating: Electric Utilities: Cistern; Elect Separate Meter; FKAA; Well Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Entrance Foyer; Granite Counter Top; Lobby; Pull Down Stairs; Smoke Alarms; Storage Appliances: Dishwasher; Dryer; Microwave; Oven; Refrigerator Exterior Features: Storage Accessibility Feat: Grab Bars; Parking; Wheelchair Ramp Construction: Frame; Other Shutters: Panel Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Other Area Features Land Size: Less Than 1/4 Acre Title: Negotiable

Listing Office: Keller Williams Key West Compass Realty

Last Updated: August - 30 - 2026

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