1119 Simonton Street A1 & A2 & C1, Key West, FL 33040

$1,495,000

Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,092 Lot Size (sq. ft.): 4,107 Status: Active

Current Price: $1,495,000 List Date: 3/16/2026 Last Modified: 4/08/2026

Description

Charming Old Town Duplex located in the heart of old town. Ideally located on Simonton Street this charming duplex places you just steps from Duval Street, along with world-class dining, boutique shopping, beaches, and neighborhood parks. This versatile property is the perfect Key West residence, second home, or income-producing investment. Live in one side and rent the other, or maximize its potential as a full rental property. The home welcomes you with a classic front porch and a private, fenced courtyard surrounded by tropical landscaping--complete with a relaxing hot tub, ideal for enjoying the Key West lifestyle. Inside, the property features updated kitchens, ductless A/C units, and an in-unit washer and dryer. Additional highlights include off-street parking and X Flood Zone. An additional lot (C-1) is included in the sale, featuring a converted storage for added flexibility. Whether you're looking for an island retreat or an investment opportunity in one of Key West's most desirable locations, this Simonton Street property captures the essence of Old Town living. Also available to be purchased separately as two half duplexes. See MLS #619050 and #619052

More Information MLS# 619049

Contract Information

Listing Board: Key West Association Current Price: $1,495,000 Listing Date: 2026-03-16 List Price: $1,495,000

Location, Tax & Legal

KW Neighborhood: Old Town-S of Truman Unit #: A1 & A2 & C1 City: KEY WEST Mile Marker: 1 Marathon Neighborhood: N/A Side: Median Flood Zone: X Alternate Key #: 9102688 & 9102580 & 9104068 Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med Deed Restrictions: Unknown Taxes: 16039.83 Tax Year: 2025 Pub Sewer HkUp: Yes Street #: 1119 Street Name: Simonton Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Old Town - Unrecord (1.0) Area: 01 - Key West

General Property Description

Realtor.COM Type: Multi-family Waterfront: No Control Depth: 0 Lot SqFt: 4107 Pool: No Lot Sqft Source: Property Data Card SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 29 Style: Duplex Year Built: 1953 Living Apx SqFt: 1092 Total Bedrooms: 2 Full Baths: 2 Total Baths: 2

Remarks & Misc

Remarks – Consumer: Charming Old Town Duplex located in the heart of old town. Ideally located on Simonton Street this charming duplex places you just steps from Duval Street, along with world-class dining, boutique shopping, beaches, and neighborhood parks. This versatile property is the perfect Key West residence, second home, or income-producing investment. Live in one side and rent the other, or maximize its potential as a full rental property. The home welcomes you with a classic front porch and a private, fenced courtyard surrounded by tropical landscaping--complete with a relaxing hot tub, ideal for enjoying the Key West lifestyle. Inside, the property features updated kitchens, ductless A/C units, and an in-unit washer and dryer. Additional highlights include off-street parking and X Flood Zone. An additional lot (C-1) is included in the sale, featuring a converted storage for added flexibility. Whether you're looking for an island retreat or an investment opportunity in one of Key West's most desirable locations, this Simonton Street property captures the essence of Old Town living. Also available to be purchased separately as two half duplexes. See MLS #619050 and #619052

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dryer: 1 Freezer: 1 Microwave: 1 Oven: 1 Refrigerator: 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ductless: 1

Heating

Ductless: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Combo: 1

Property Condition

Updated/Remodeled: 1

Building Style

Above Flood: Unknown Ground Level: 1

Vehicle Storage

Car(s): 3 Off Street Parking: 1

Security

No Security: 1

Construction

CBS: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1 VA: 1

Utilities

Buyer to Verify: 1

Porch/Balcony

Open Porch/Balcony: 1

Title

Negotiable: 1

Exterior Features

Fencing: 1 Hot Tub: 1 Shed: 1

Roof

Metal Roof: 1

Accessibility Feat

Parking: 1

Shutters

Accordion: 1

Status Change Info

Status: Active

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Building Style: Ground Level Vehicle Storage: Off Street Parking Furnished: Negotiable Cooling: Ductless Heating: Ductless Utilities: Buyer to Verify Appliances: Dryer; Freezer; Microwave; Oven; Refrigerator; Washer Exterior Features: Fencing; Hot Tub; Shed Accessibility Feat: Parking Construction: CBS Shutters: Accordion Floor: Combo Roof: Metal Roof Pets: Pets Allowed Security: No Security Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; VA Title: Negotiable

Listing Office: Island Home Realty Inc.

Last Updated: April - 08 - 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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