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

Overview

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 ... (Read more)

Listing Details MLS# 621640

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
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: X
Alternate Key #: 1020613
Parcel #: 00019920000000
Zoning: HHDR - Historic High Density Residential
Deed Restrictions: Unknown
Legal: Kw Pt Of Tr 5 D1-246 D3-339 Or565-376 Or614-29 Or1125-1789 Or1125-1791 Or1125-1792 Or1128-820 Or1128-822 Or1128-833 Or14
Taxes: 12427.1
Tax Year: 2025
Pub Sewer HkUp: Yes

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Duplex
Waterfront: No
Pool: No
Year Built: 1890
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
Control Depth: 0

Association Info

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

Building Style

Above Flood: Unknown
Stories: 2 Stories

More Information

Vehicle Storage

Car(s): Yes
Off Street Parking: Yes

Remarks & Misc

Remarks – Consumer: 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.

Fee Includes

None: Yes

Dockage

None: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Freezer: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Washer: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes

Construction

Frame: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Unfurnished: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

Buyer to Verify: Yes

Porch/Balcony

Open Porch/Balcony: Yes

Title

Negotiable: Yes

Pre-Wired

Surround Sound: Yes

Roof

Metal Roof: Yes

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

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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