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About This Home
This 2-bedroom, 3-bathroom residential multi family at 419 Simonton Street in Key West, FL is listed for $2,070,000 ($1,469 per sqft). Built in 2026, the home offers 1,409 sqft of living space on a 0.14 acres lot.
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.
Key Features
- Built in 2026
- 0.14 acre lot
- 2 stories
- Private pool
Property Details
Amenities
Monthly Cost Estimate
$11,598/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
419 Simonton Street
Key West, FL 33040
Old Town - Unlisted (1.0)
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Construction
Views
Pool Features
Parking
Cooling
Appliances
Questions & Answers
This 2-bedroom, 3-bathroom residential multi family at 419 Simonton Street is listed at $2,070,000 ($1,469/sqft). The estimated monthly payment is $9,497 based on 20% down at 6.5% interest.
HOA fees are $527/month.
Key features include: Built in 2026, 0.14 acre lot, 2 stories, Private pool. Interior Features: Built-in Cabinets, Walk-in Closet(s). Exterior Features: Fencing, Rain Gutters, Outdoor Shower.
This property is listed by Team Kaufelt and can be reached at 3053931267 or teamkaufelt@trumanandcompany.com.








