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$2,185,000
419 Simonton Street C
Key West, FL 33040
MLS# 618252
2 beds  |  3 baths  |  1367 sqft

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419 SIMONTON ST TWILIGHT HD-1
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419 SIMONTON ST TWILIGHT HD-1 419 SIMONTON ST C HD-31 419 SIMONTON ST C HD-2 419 SIMONTON ST C HD-12 Primary Bedroom 419 SIMONTON ST C HD-28 419 SIMONTON ST TWILIGHT HD-2 Aerial view showcasing the newly built unit C Aerial View Pathway To C Pathway To C 419 SIMONTON ST C 419 SIMONTON ST C HD-1 419 SIMONTON ST C HD-7 419 SIMONTON ST C HD-3 419 SIMONTON ST C HD-5 419 SIMONTON ST C HD-8 419 SIMONTON ST C HD-10 419 SIMONTON ST C HD-11 419 SIMONTON ST C HD-29 Outdoor Shower Primary Bedroom Primary Bedroom Primary Bathroom Primary Bathroom Guest Bathroom Guest Bedroom Guest Bathroom Guest Bathroom
Open House (01/25/2026 - 1:00 pm - 3:00 pm)

Property Description
Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined kitchen with Fisher & Paykel and Bosch appliances, a walk-in pantry, under-cabinet lighting, and refined finishes throughout. Outdoors, a secluded patio is framed by vibrant tropical landscaping and includes a tranquil water-featured pool, outdoor shower, and dedicated golf cart parking—the preferred way to get around Old Town. Offered fully furnished with a curated interiors package by Ben Teague Design, the home is move-in ready and thoughtfully finished. Set within a well-structured HOA with no shared walls, and part of a three-residence property with two additional homes positioned at the front and parking conveniently located there, this residence represents Old Town living at its most refined—entirely new, intentionally designed, and quietly confident in every detail.

Details
Maps
Contract Information
Listing Board: Key West Association
Potential Short Sale: No
Bank Owned: No
Current Price: $2,185,000
Listing Date: 2026-01-22
List Price: $2,185,000
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 #: 00006340-000000
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 O
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: Multi-family
Waterfront: No
Control Depth: 0
Lot SqFt: 1704
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.14
SqFt Source: Seller
Rentals Allowed: With Restrictions
Style: Condo
Year Built: 2026
Living Apx SqFt: 1367
Total Bedrooms: 2
Full Baths: 2
Half Baths: 1
Total Baths: 3
Remarks & Misc
Remarks – Consumer: Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined kitchen with Fisher & Paykel and Bosch appliances, a walk-in pantry, under-cabinet lighting, and refined finishes throughout. Outdoors, a secluded patio is framed by vibrant tropical landscaping and includes a tranquil water-featured pool, outdoor shower, and dedicated golf cart parking—the preferred way to get around Old Town. Offered fully furnished with a curated interiors package by Ben Teague Design, the home is move-in ready and thoughtfully finished. Set within a well-structured HOA with no shared walls, and part of a three-residence property with two additional homes positioned at the front and parking conveniently located there, this residence represents Old Town living at its most refined—entirely new, intentionally designed, and quietly confident in every detail.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: Yes
Condo Doc's: Yes
Association Fee $: 0
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: January - 22 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.