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$1,995,000
419 Simonton Street c
Key West, FL 33040
MLS# 621400
2 beds  |  3 baths  |  1409 sqft


419 Simonton Street C, Key West
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419 Simonton Street C, Key West 419 SIMONTON ST C HD-31 419 SIMONTON ST TWILIGHT HD-1 419 SIMONTON ST C 2 PATHWAY TO UNIT C Aerial View Aerial view showcasing the newly built unit C Pathway To C 419 SIMONTON ST C HD-1 419 SIMONTON ST C HD-3 419 SIMONTON ST C HD-7 419 SIMONTON ST C HD-5 419 SIMONTON ST C HD-12 419 SIMONTON ST C HD-10 419 SIMONTON ST C HD-8 419 SIMONTON ST C HD-29 419 SIMONTON ST C HD-28 419 SIMONTON ST TWILIGHT HD-2 Outdoor Shower Primary Bedroom Primary Bedroom Primary Bedroom Primary Bathroom Primary Bathroom Guest Bathroom Guest Bedroom Guest Bathroom Guest Bathroom

Property Description
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.

Details
Maps
Contract Information
Listing Board: Key West Association
Potential Short Sale: No
Bank Owned: No
Current Price: $1,995,000
Listing Date: 2026-09-25
List Price: $1,995,000
Location, Tax & Legal
KW Neighborhood: Old Town-N of Truman
Unit #: c
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: X
Alternate Key #: 1006564
Parcel #: 00006340000000
Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Deed Restrictions: No
Legal: Kw Pt Lt 4 Sqr 36 G9-593 Or153-170/71 Or377-65/66 Or773-1201 Or1097-1042/43 Or1298-1844/45 Or1432-2163/64 Or2272-2265 Or
Taxes: 13468.4
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 419
Street Name: Simonton
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unlisted (1.0)
Area: 02 - Key West
General Property Description
Realtor.COM Type: Residential - Condo/Townhouse
Waterfront: No
Control Depth: 0
Lot SqFt: 1704
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
SqFt Source: Builder/Architect
Rentals Allowed: With Restrictions
Min Rental Days: 30
Floor Number: 2
Style: Condo
Year Built: 2026
Living Apx SqFt: 1409
Total Bedrooms: 2
Full Baths: 2
Half Baths: 1
Total Baths: 3
Remarks & Misc
Remarks – Consumer: 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.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: Yes
Condo Doc's: Yes
Association Fee $: 526.95
License Info
Non Trans Rntl Lic: 1
Fee Includes
Common Area Mnt: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Wood: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Drapes/Blinds Incl: 1
Pantry: 1
Smoke Alarms: 1
Walk-in Closet(s): 1
Window Treatments: 1
Property Condition
New Construction: 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Assigned Parking: 1
Construction
Frame: 1
Hardi Board Siding: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
Buyer to Verify: 1
Elect Separate Meter: 1
FKAA: 1
Municipal Sewer: 1
Water Separate Meter: 1
Porch/Balcony
Patio: 1
Exterior Features
Fencing: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Rain Gutters: 1
Water Display: 1
Pool Info
In Ground: 1
Heated: Yes
Roof
Metal Roof: 1
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
Property Features
Fee Includes: Common Area Mnt
Tax Exemptions: None
License Info: Non Trans Rntl Lic
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: New Construction
Vehicle Storage: Assigned Parking
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Utilities: Buyer to Verify; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter
Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Pantry; Smoke Alarms; Walk-in Closet(s); Window Treatments
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Washer
Exterior Features: Fencing; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Water Display
Pool Info: In Ground
Construction: Frame; Hardi Board Siding
Floor: Wood
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional

Listing Office: Truman & Co. (KW)

Last Updated: September - 25 - 2026

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