Tucked discreetly behind one of Old Town's most storied

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Home For Sale

419 Simonton Street UNIT C

Key West, Florida 33040

Monroe County Water View: Yes

Community: Old Town - Unlisted (1)

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$2,185,000 2 br, 3.0 bath 1367 sq. ft. 0.140 acres

Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discoverspleted 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.

Interior:
  • Bedrooms: 2
  • Baths: 3.0
  • Sq Ft: 1367
  • Year Built: 2026
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: Assigned
Exterior:
  • Lot Size: 0.140 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Frame
  • Roof: Metal
  • Property Taxes: $13,468
  • MLS #: 618252
  • Unit Number: UNIT C
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Contact Information:
Beach Home For Sale in Key West, Florida
Listing Agent: Team Kaufelt, Truman & Co. Real Estate Services, 305-393-1267, 305-292-2244 Listing Site, Listing Status: Active
Copyright © 2025 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7176128
Viewed 15 times.
Updated: Jan 23, 2026

This property is a Home located at 419 Simonton Street UNIT C, Key West, Florida 33040, and is currently For Sale at $2,185,000. This Home has 2 bedrooms, 3.0 baths, 1367 sq ft.