1105 Olivia Street, Key West, FL 33040

New Listing
$789,000
Property Type: Residential Bedrooms: 1 Baths: 1 Square Footage: 622 Lot Size (sq. ft.): 1,100 Status: Active
Current Price: $789,000 List Date: 10/08/2026 Last Modified: 10/13/2026

Description

Your Key West escape awaits! Trade cold winter days for sunshine, tropical breezes, and the laid-back charm of island living. This darling Conch house is beautifully renovated, completely turnkey, and perfectly suited as a winter retreat or seasonal getaway. Simply arrive, unpack, and embrace the island lifestyle! Sparkling, gallery-like, and filled with natural light, this charming Old Town cottage blends historic character with modern luxury. Tucked along a quiet one-way street, it's just a short stroll to Key West's beloved boutiques, bakeries, galleries, restaurants, and gourmet markets. Renovated down to the studs, the home features soaring vaulted ceilings and an inviting open-concept design, seamlessly connecting the gourmet kitchen, entertainment bar, and living area. Expansive sliding glass doors open to a private tropical oasis surrounded by lush fig vines, Spanish lime trees, swaying palms, and a majestic Royal Poinciana. Imagine morning coffee, afternoon cocktails, and evenings under the stars in your own secluded paradise. Upscale finishes include solid teak flooring, granite countertops, and a stunning Calacatta marble bath. Extensive improvements include updated electrical and plumbing, a tankless water heater, metal roof, impact-rated windows, and opening protections. Additional highlights include room for off-street golf cart parking, potential for a small pool, no HOA fees, and a desirable X Flood Zone location. Once home to a local cigar maker, this enchanting cottage carries a piece of Key West's rich history while offering all the comforts of modern island living. A rare opportunity to own your own slice of paradise in the heart of Old Town!

More Information MLS# 621059

Contract Information

Current Price: $789,000 Listing Date: 2026-08-21 Listing Board: Key West Association List Price: $789,000 As is Rght to Inspct: Yes Species List: Yes

Location Tax Legal

Street #: 1105 Street Name: Olivia 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: Residential - Single Family Style: Single Family Waterfront: No Pool: No Year Built: 1928 Lot SqFt: 1100 Lot Sqft Source: Property Data Card Living Apx SqFt: 622 SqFt Source: Survey Total Bedrooms: 1 Full Baths: 1 Total Baths: 1 Rentals Allowed: With Restrictions Min Rental Days: 28

Status Change Info

Contingent: None Status: Active

Association Info

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

Building Style

Above Flood: Yes

Appliances

Other: tankless hotwater he

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Building Style: Conch; Shotgun Furnished: Furnished Cooling: Ceiling Fans(s); Ductless Utilities: FKAA Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Construction: Combo Construction Pets: Pets Allowed Land Size: Less Than 1/4 Acre
Listing Office: Engel & Voelkers Key West
Last Updated: October - 13 - 2026
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