For sale

Price cut: $650K (12/9)

$5,850,000

421-423 Simonton St, Key West, FL 33040

6beds

3,010sqft

Est.:

Duplex, Multi Family

Built in 2020

-- sqft lot

$-- Zestimate^®

$1,944/sqft

$-- HOA

What's special

Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool--perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms.Whether you're looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.

246 days

645

19

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 6
Bathrooms: 8
Full bathrooms: 6
1/2 bathrooms: 2

Cooling

Central Air, Ceiling Fans(s)

Appliances

Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dryer

Features

Built-in Cabinets

Interior area

Total interior livable area: 3,010 sqft

Property

Features

Levels: Two
Stories: 2
Patio & porch: Open Porch/Balcony, Deck
Has private pool: Yes
Pool features: In Ground
Fencing: Privacy
Water view: None
Waterfront features: None, Dockage: None

Lot

Size: 3,484.8 Square Feet
Dimensions: 44 x 80
Features: Less Than 1/4 Acre

Details

Parcel number: 00006360000000
Zoning: HNC
Zoning description: (1-3) Hist Nghborhd Comml 1 - 3 Coastal Med

Construction

Type & style

Home type: MultiFamily
Property subtype: Duplex, Multi Family
Attached to another structure: Yes

Materials

Combo Construction
Roof: Metal

Condition

Year built: 2020

Utilities & green energy

Sewer: Municipal Sewer, Public Sewer
Utilities for property: FKAA, Cable Connected

Community & HOA

Community

Security: Smoke Detector(s)
Subdivision: Old Town - Unlisted (1.0)

HOA

Has HOA: No
Services included: None

Location

Region: Key West

Financial & listing details

Price per square foot: $1,944/sqft
Annual tax amount: $26,522
Date on market: 4/8/2025

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
12/9/2025	Price change	$5,850,000-10%$1,944/sqft
Source: FLKMLS #614546 Report a problem
4/8/2025	Listed for sale	$6,500,000$2,159/sqft
Source: FLKMLS #614546 Report a problem