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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.

Agent 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.

Key Features

  • Built in 2026
  • 0.14 acre lot
  • 2 stories
  • Private pool

Property Details

2 stories
2 full, 1 half
#C
2026

Amenities

PoolViewA/C

Monthly Cost Estimate

$11,598/mo

20% down · 6.5% · 30 years

Principal$1,497
Interest$8,970
Insurance$604
HOA$527

Estimates only. Actual payments may vary.

Location

419 Simonton Street

Key West, FL 33040

Old Town - Unlisted (1.0)

Features & Amenities

Interior Features

Built-in CabinetsWalk-in Closet(s)

Exterior Features

FencingRain GuttersOutdoor ShowerPrivacy Wall/FenceWater Display

Property Details

Flooring

Wood

Construction

Frame Hardi Board Siding

Views

Water

Pool Features

Patio

Parking

Assigned

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveDisposalFreezer

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.

TK

Team Kaufelt

Agent at Truman & Co. (KW)

(305) 393-1267

Listed by Truman & Co. (KW) · View on Broker Site

MLS# 618252· Source: listhub· Updated 130 days ago

Copyright © 2026 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.

419 Simonton Street, Key West, FL 33040

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