416 Fleming Street, Key West, FL 33040
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
416 Fleming Street,Key West, FL 33040
$3,500,000
- 5 Beds
- 5 Baths
- 2,575 sq. ft.
- Multi-family
- Active
Listed by: robin g nilsson
Office: keller williams key west compass realty
MLS#:620434
Source:FL_FKBOR
Price summary
- Price:$3,500,000
- Price per sq. ft.:$1,359.22
About this home
Unbeatable Old Town Location only 3 properties to Duval Street! Live extraordinary in this Historic Victorian estate right in the middle of everything! 416 Fleming is a rare opportunity to own one of Key West's 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!...
Contact an agent
Home facts
- Year built:1938
- Subdivision & Development:Old Town - Unlisted (1.0)
- Listing ID #:620434
- Added:138 day(s) ago
- Updated:November 13, 2026 at 04:13 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Kitchen Description:Built-in Cabinets, Granite Counter Top
- Living area:2,575 sq. ft.
Heating and cooling
- Cooling:Central Air, Wall/Window Unit(s)
- Heating:Electric
Structure and exterior
- Year built:1938
- Building area:2,575 sq. ft.
- Lot area:0.15 Acres
- Construction Materials:Frame
- Exterior Features:Storage
Finances and disclosures
- Price:$3,500,000
- Price per sq. ft.:$1,359.22
- Tax amount:$19,952
Features and amenities
- Amenities:Built-in Cabinets, Cathedral Ceilings, Lobby, Pull Down Stairs, Smoke Alarms, Storage
Parking
- Parking description:Off Street
New listings near 416 Fleming Street
- New
$1,850,000Active5 beds 3 baths2,146 sq. ft.530 White Street, Key West, FL 33040
MLS# 622062Listed by: OCEAN SOTHEBY'S INTERNATIONAL REALTY - Open Sun, 12 to 2pmNew
$1,898,000Active3 beds 3 baths2,205 sq. ft.421 United Street, Key West, FL 33040
MLS# 622063Listed by: ENGEL & VOELKERS KEY WEST - New
$557,000Active3 beds 2 baths1,070 sq. ft.3930 S Roosevelt Boulevard #105W, Key West, FL 33040
MLS# 622064Listed by: COASTAL COLLECTION REAL ESTATE INC. - New
$2,895,000Active2 beds 2 baths1,472 sq. ft.726 Simonton Street, Key West, FL 33040
MLS# 622050Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$40,000Active2 beds 2 baths1,100 sq. ft.617 Front Street #1st Q Float, Key West, FL 33040
MLS# 622052Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$1,700,000Active2 beds 2 baths1,311 sq. ft.1800 Atlantic Boulevard #327C, Key West, FL 33040
MLS# 622046Listed by: COASTAL COLLECTION REAL ESTATE INC. - Open Sat, 11am to 1pmNew
$1,290,000Active2 beds 2 baths1,458 sq. ft.702 Florida Street, Key West, FL 33040
MLS# 622047Listed by: COASTAL COLLECTION REAL ESTATE INC. - New
$675,000Active3 beds 2 baths1,568 sq. ft.3314 Northside Drive #108, Key West, FL 33040
MLS# 622042Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$1,075,000Active3 beds 3 baths1,240 sq. ft.6 Kingfisher Lane, Key West, FL 33040
MLS# 622026Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO. (KW) - Open Sat, 12 to 1pmNew
$849,500Active3 beds 2 baths1,488 sq. ft.2928 Fogarty Avenue, Key West, FL 33040
MLS# 622024Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY