419 Simonton Street c 621400
Pending Old 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.
| Price: | $1,995,000 |
|---|---|
| Address: | 419 Simonton Street c |
| City: | Key West |
| State: | Florida |
| Zip Code: | 33040 |
| Subdivision: | Old Town - Unlisted (1.0) |
| MLS: | 621400 |
| Year Built: | 2026 |
| Square Feet: | 1,409 |
| Bedrooms: | 2 |
| Bathrooms: | 3 |
| Half Bathrooms: | 1 |
| roof2: | Metal Roof |
|---|---|
| cooling: | Central Air, Ceiling Fans(s) |
| dockage: | None |
| taxYear: | 2025 |
| flooring: | Wood |
| landSize: | Less Than 1/4 Acre |
| coolingYN: | yes |
| furnished: | Furnished |
| mlsStatus: | Pending |
| utilities: | Water Separate Meter, Elect Separate Meter |
| waterview: | No Waterview |
| appliances: | Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer |
| postalCity: | KEY WEST |
| utilities2: | FKAA, Municipal Sewer, Buyer to Verify, Water Separate Meter, Elect Separate Meter |
| waterfront: | None |
| lotSizeArea: | 1704 |
| petsAllowed: | Yes |
| listingTerms: | Cash, Conventional |
| lotSizeUnits: | Square Feet |
| mlsAreaMajor: | 02 - Key West |
| mlsAreaMinor: | 02 - Key West |
| poolFeatures: | In Ground |
| waterfrontYN: | no |
| windowsDoors: | Impact Rstnce Window, Impact Rstnce Doors |
| associationYN: | yes |
| lotSizeSource: | Property Data Card |
| poolPrivateYN: | yes |
| associationFee: | 526.95 |
| vehicleStorage: | Assigned Parking |
| taxAnnualAmount: | 13468.4 |
| attachedGarageYN: | no |
| exteriorFeatures: | Fencing, Rain Gutters, Outdoor Shower, Privacy Wall/Fence, Water Display |
| interiorFeatures: | Built-in Cabinets, Walk-in Closet(s) |
| interiorFeatures2: | Drapes/Blinds Incl, Cathedral Ceilings, Pantry, Built-in Cabinets, Smoke Alarms, Walk-in Closet(s), Window Treatments |
| lotSizeSquareFeet: | 1704 |
| newConstructionYN: | yes |
| propertyCondition: | New Construction |
| buildingAreaSource: | Builder/Architect |
| bathroomsTotalDecimal: | 2.5 |
| constructionMaterials: | Frame, Hardi Board Siding |
| patioAndPorchFeatures: | Patio |
| associationFeeIncludes: | Common Area Mnt |
| financialStatusBankOwned: | No |
| contractInformationBankOwned: | No |
| locationTaxLegalKwNeighborhood: | Old Town-N of Truman |
| associationInfo1stRightOfRefusal: | Yes |
| financialStatusPotentialShortSale: | No |
| locationTaxLegalMarathonNeighborhood: | N/A |
| contractInformationPotentialShortSale: | No |
©2026 Florida Keys MLS, Inc. The data relating to real estate for sale on this web site comes in part from the Florida Keys Multiple Listing Service. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Information is deemed reliable but not guaranteed. Data last updated: Friday, October 16th, 2026 at 03:34:47 AM.
Data services provided by IDX Broker
Listed by: Truman & Co. (KW) (305) 393-1267
