New Listing
In-Person: 09/27 11:00 AM - 1:00 PMOld Town has plenty of history. What it rarely has is a brand-new secret. Privately positioned behind one of Simonton Street's most storied facades, 419 Simonton Street C is a freestanding 2026 residence with no shared walls and a world of its own. Fully furnished with a curated interiors package by Ben Teague Design, this two-bedroom, two-and-a-half-bath home pairs clean-lined architecture with the relaxed rhythm of Key West. Cathedral ceilings elevate both bedrooms, while impact-rated windows and doors, wood flooring, built-in cabinetry, walk-in closets and thoughtful finishes bring refinement and ease to the approximately 1,409-square-foot interior. At the center of the home, a streamlined kitchen featuring Fisher & Paykel and Bosch appliances, a walk-in pantry and under-cabinet lighting is designed to transition effortlessly from morning coffee to evening cocktails. Outdoors, vibrant tropical landscaping surrounds a private heated pool with a tranquil water feature, secluded patio and outdoor shower. Dedicated parking for a golf cart or small vehicle, separate utility meters, a metal roof and an X flood-zone location provide the practical advantages buyers rarely find in Old Town. Part of an intimate three-residence setting, Unit C offers the privacy of a standalone home, the simplicity of condominium ownership and convenient access to Old Town's celebrated restaurants, galleries, waterfront and nightlife. Entirely new, quietly hidden and ready to enjoy from day one.
| MLS # | 621400 |
|---|---|
| Listing Type | For Sale |
| Style | Condominium |
| HOA Dues | $526 |
| Sub-Type | Resale |
| Status | Active |
| Year | 2026 |
| Days On Site | 2 |
| Listing Provided By | Truman & Co. (KW) | Team Kaufelt |
| Bed(s) | 2 |
|---|---|
| Bath(s) | 3 Total |
| SQ Feet | 1,409 |
| Pool | Yes |
| Zoning | HNC(1-3) - Hist Nghborhd Comml 1 |
| Acreage | 0.04 |
| Water Front | None |
| Property View | No Waterview |
| Property | 13468 |
|---|
| State | FL |
|---|---|
| County | Monroe |
| City | KEY WEST |
| Zip Code | 33040 |
| Area | 02 Key West |
| Community Name | Old Town Unlisted (1.0) |
| Listing VS Median (in Old Town Unlisted (1.0)) | |
Price: $1,995,000 low | high Med: $1,112,500 sqft: 1,409 low | high Med: 1,243 $ / sqft: $1,416 low | high Med: $897 On site: 2 low | high Med: 126 | |
| Open House |
|---|
| In-Person 09/27 11:00 AM - 1:00 PM |
| State | FL |
|---|---|
| County | Monroe |
| City | KEY WEST |
| Zip Code | 33040 |
| Area | 02 Key West |
| Community Name | Old Town Unlisted (1.0) |
| Listing VS Median (in Old Town Unlisted (1.0)) | |
Price: $1,995,000 low | high Med: $1,112,500 sqft: 1,409 low | high Med: 1,243 $ / sqft: $1,416 low | high Med: $897 On site: 2 low | high Med: 126 | |