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!
Listed By
Agency Name: Keller Williams Key West Compass Realty
Agency Phone: (305) 292-0020
Shown By
Agent Name: Kaley Macomber & Amy Mason Paxia
Agent Phone: Cell: (386) 561-1925
Agency Title: Adams Cameron & Co. REALTORS
Estimated Payment
$ 21,311.97 per month $18,628.47 Principal & Interest $1,662.67 Property Tax $1,020.83 Homeowner's InsuranceIf the email address was found in our system, your password has been sent. Please check your inbox.
Back to Login
416 Fleming Street | MLS# 620434
This single family home located at 416 Fleming Street, Key West, FL 33040 is currently listed for sale with an asking price of $3,500,000. This property was built in 1938 and has 5 bedrooms and 4 full and 1 partial baths with 2575 sq. ft. Fleming Street is located in the Old Town - Unlisted (10) subdivision. Search Old Town - Unlisted (10) real estate on kaleymacomber.adamscameron.com today.