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.
For sale
$6,500,000
421-423 Simonton St, Key West, FL 33040
6beds
3,010sqft
Est.:
Duplex, Multi Family
Built in 2020
-- sqft lot
$-- Zestimate®
$2,159/sqft
$-- HOA
What's special
- 122 days
- on Zillow |
- 569 |
- 23 |
Zillow last checked: 7 hours ago
Listing updated: April 08, 2025 at 08:28am
Listed by:
Will Langley 305-394-9020,
Berkshire Hathaway HomeServices Knight & Gardner Realty,
Logan Guevremont 305-394-1244,
Berkshire Hathaway HomeServices Knight & Gardner Realty
Source: FLKMLS,MLS#: 614546
Originating MLS: Key West Association

Travel times
Tour with a buyer's agent
Tour with a buyer's 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: $2,159/sqft
- Annual tax amount: $26,522
- Date on market: 4/8/2025
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