811 Olivia Street, Key West, FL 33040

New Listing
$2,250,000
Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 1,982 Lot Size (sq. ft.): 3,084 Status: Active
Current Price: $2,250,000 List Date: 10/15/2026 Last Modified: 10/15/2026

Description

Historic Old Town Charm Meets Modern Luxury. Situated next to the iconic Key West Cemetery, this legal duplex sits proudly on the island's highest point, offering an unbeatable location with unmatched peace of mind. With the original Conch House built in the late 1800s, this historic estate captures the classic romance of classic island architecture while providing a passive income opportunity. It is the ultimate configuration for a buyer looking to live the island dream in a beautiful residence while utilizing the separate unit as a legal rental to offset living costs. The main house is a spacious sanctuary featuring 4 bedrooms and 3 bathrooms. Every room blends historic character with modern comfort, offering an airy layout perfect for relaxation or entertainment. Steps away, the independent unit is a beautifully efficient studio apartment. This legal secondary unit serves as a desirable rental asset, an independent guest suite, or a private home office, adding incredible flexibility and value in a market where legal duplexes are highly coveted. While the property retains its rich late-19th-century soul, it also functions with the reliability of new construction. The entire property underwent a meticulous top-to-bottom renovation from 2022 to 2025, modernizing every major component. Upgrades include a new roof (2022), all new plumbing (2024), fully updated electrical systems (2024), attic insulation (2025), and a brand-new HVAC system (2024). Calling this property home means enjoying a quiet backdrop and unique neighborhood charm. You are just a short walk or bike ride away from world-class dining, vibrant nightlife, and pristine beaches. The driveway provides off-street parking for 1 vehicle.

More Information MLS# 621640

Contract Information

Current Price: $2,250,000 Listing Date: 2026-10-15 Listing Board: Key West Association List Price: $2,250,000 As is Rght to Inspct: Yes

Location Tax Legal

Street #: 811 Street Name: Olivia 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

General Property Description

Realtor.COM Type: Residential - Single Family Style: Duplex Waterfront: No Pool: No Year Built: 1890 Lot Size: 45 X 69 Lot SqFt: 3084 Lot Sqft Source: Property Data Card Acres: 0.07 Living Apx SqFt: 1982 SqFt Source: Property Data Card Total Bedrooms: 5 Full Baths: 4 Total Baths: 4 Rentals Allowed: With Restrictions Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Unknown Stories: 2 Stories

Vehicle Storage

Car(s): 1

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Off Street Parking Furnished: Unfurnished Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify Pre-Wired: Surround Sound Appliances: Dishwasher; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Washer Construction: Frame Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Last Key Realty, Inc (KW)
Last Updated: October - 15 - 2026
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