New Listing
Open House LogoIn-Person: 09/27 11:00 AM - 1:00 PM
$1,995,000
 $10,710 est/mo Sourced by Back At You

419 Simonton Street C,KEY WEST, FL 33040

KEY WEST, FL 33040

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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

MLS #621400
Listing TypeFor Sale
StyleCondominium
HOA Dues$526
Sub-TypeResale
StatusActive
Year2026
Days On Site2
Listing Provided ByTruman & Co. (KW) | Team Kaufelt

Features

Bed(s)2
Bath(s) 3 Total
SQ Feet1,409
PoolYes
ZoningHNC(1-3) - Hist Nghborhd Comml 1
Acreage0.04
Water FrontNone
Property ViewNo Waterview

Taxes

Property13468

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$1,995,000
low | high
Med:
$1,112,500
94.235588972431% of Average
sqft:
1,409
low | high
Med:
1,243
61.781405251952% of Average
$ / sqft:
$1,416
low | high
Med:
$897
86.620571563594% of Average
On site:
2
low | high
Med:
126
2% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

Open House
In-Person
09/27 11:00 AM - 1:00 PM
StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$1,995,000
low | high
Med:
$1,112,500
94.235588972431% of Average
sqft:
1,409
low | high
Med:
1,243
61.781405251952% of Average
$ / sqft:
$1,416
low | high
Med:
$897
86.620571563594% of Average
On site:
2
low | high
Med:
126
2% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $1.496M - $2.493M
sqft: 1,000 - 1,500
Listing Updated: September 26, 2026 at 8:35:05 AM PDT