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  • 419 Simonton Street c, Key West, FL 33040 (MLS# 621400)

419 Simonton Street c, Key West, FL 33040

New Listing
$1,995,000
Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 1,409 Lot Size (sq. ft.): 1,704 Status: Active
Current Price: $1,995,000 List Date: 9/25/2026 Last Modified: 9/26/2026

Overview

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 ...

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Listing Details MLS# 621400

Location, Tax & Legal

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
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 #
00006340000000
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 Or
Taxes
13468.4
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Residential - Condo/Townhouse
Style
Condo
Waterfront
No
Pool
Yes
Year Built
2026
Lot SqFt
1704
Lot Sqft Source
Property Data Card
Living Apx SqFt
1409
SqFt Source
Builder/Architect
Total Bedrooms
2
Full Baths
2
Half Baths
Yes
Total Baths
3
Floor Number
2
Rentals Allowed
With Restrictions
Min Rental Days
30
Control Depth
0
Total Units
0

Association Info

Mandatory Home Owners Asc
Yes
Condo Doc's
Yes
1st Right of Refusal
Yes
Association Fee $
526.95

Building Style

Above Flood
Yes
Stories
2 Stories

More Information

Pool Info

Heated
Yes
In Ground
Yes

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No

Remarks & Misc

Remarks – Consumer
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.

License Info

Non Trans Rntl Lic
Yes

Fee Includes

Common Area Mnt
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Wood
Yes

Interior Features

Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Drapes/Blinds Incl
Yes
Pantry
Yes
Smoke Alarms
Yes
Walk-in Closet(s)
Yes
Window Treatments
Yes

Property Condition

New Construction
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Assigned Parking
Yes

Construction

Frame
Yes
Hardi Board Siding
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes
Water Separate Meter
Yes

Porch/Balcony

Patio
Yes

Exterior Features

Fencing
Yes
Outdoor Shower
Yes
Privacy Wall/Fence
Yes
Rain Gutters
Yes
Water Display
Yes

Roof

Metal Roof
Yes

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: September - 26 - 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.

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