419 Simonton Street #A, Key West, FL 33040
Local realty services provided by:CENTURY 21 Circle
Listed by: team kaufelt
Office: truman & co. (kw)
MLS#:618250
Source:FL_FKBOR
Price summary
- Price:$1,375,000
- Price per sq. ft.:$1,270.79
About this home
The rare kind of antiquity that comes with all the comforts of today. Built before 1889 and reimagined for modern living, 419 Simonton Street A captures the true spirit of Old Town Key West—authentic, refined, and timeless. Once a mixed-use landmark with a flower shop below and a residence above, the home has been meticulously restored and reimagined from the ground up, with construction completed in January 2026 and every system, surface, and finish entirely new. Offered fully furnished with a bespoke interiors program by Ben Teague Design, the residence is layered with thoughtful selections, timeless materials, and a quiet sophistication that feels both intentional and effortlessly livable. The home offers two bedrooms and two-and-a-half baths, including an upstairs primary bedroom that opens to a classic Key West porch, while a second porch downstairs extends the living space and reinforces the home's effortless indoor-outdoor rhythm. Architect-led design and professionally curated landscaping elevate the curb appeal to a truly top-tier example of Old Town style—timeless proportions, thoughtful detailing, and a presence that feels historic without feeling precious. The property is part of a thoughtfully structured HOA, which also includes one attached residential unit positioned to the rear of the main home, as well as a separate detached unit located at the back of the property—allowing for shared stewardship while preserving privacy and architectural integrity. Set on one of the highest elevation blocks in Old Town and located in the coveted X-500 flood zone, this is a rare opportunity to own a home where heritage, design integrity, and modern peace of mind converge on one of Key West's most iconic streets....
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Home facts
- Year built:1889
- Listing ID #:618250
- Added:100 day(s) ago
- Updated:May 02, 2026 at 02:51 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:3
- Kitchen Description:Built-in Cabinets
- Living area:1,082 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
Structure and exterior
- Year built:1889
- Building area:1,082 sq. ft.
- Lot area:0.04 Acres
- Construction Materials:Frame
- Exterior Features:Privacy Wall/Fence
Finances and disclosures
- Price:$1,375,000
- Price per sq. ft.:$1,270.79
- Tax amount:$13,468
Features and amenities
- Amenities:Built-in Cabinets, Drapes Included, Smoke Alarms, Window Treatments
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