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419 Simonton Street, Key West, FL - photo 1

$1,995,000

419 Simonton Street

Key West, FL 33040

Estimated payment $11,970/month

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2Beds
3Baths
1,409Sq Ft
$1416Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Built in 2026

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:2
  • •Bathrooms:3
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,409 sqft
  • •Total interior livable area:1,409 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:N/A

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Condo/Townhouse
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2026

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Price history

DateEventPrice
10/8/2026Listed for sale$1,995,000$1416/sqft

Listing Agent

Team Kaufelt

Truman & Co. (KW)

Brokerage Phone: 305-292-2244

Source: Florida Keys MLS · MLS #621400

Data Powered by Home Junction, Inc.

Nearby

Schools

MONROE VIRTUAL INSTRUCTION PROGRAM

Elementary · 0.5 mi

MONROE VIRTUAL FRANCHISE

High · 0.5 mi

MONROE VIRTUAL ACADEMY (COURSE OFFERINGS)

High · 0.5 mi

Supermarkets

Faustos

0.1 mi

Beef Jerky Experience

0.1 mi

Charlie's Grocery

0.3 mi

Dining

Paris Dining Room - Carnival Triumph

0.2 mi

Harpoon Harry's Restaurant and Bar

0.3 mi

Lola’s

0.3 mi

Parks

Nancy Forrester's Secret Garden

0.1 mi

Bill Butler Park

0.3 mi

Memorial Sculpture Garden

0.4 mi

Beaches

South Beach

0.8 mi

Dog Beach

0.9 mi

Truman Beach

1.0 mi

Nearby amenity locations include data © OpenStreetMap contributors.