1105 Olivia Street
Key West, FL 33040
MLS# 621059
1 beds | 1 baths | 622 sqft
Open House (10/18/2026 - 12:00 pm - 2:00 pm)
Property DescriptionYour 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!
Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: Yes
Current Price: $789,000
Listing Date: 2026-08-21
List Price: $789,000
KW Neighborhood: The Meadows
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: 0.2 PCT ANNUAL CHANC
Alternate Key #: 8670541
Parcel #: 00022350-000100
Zoning: HHDR - Historic High Density Residential
Deed Restrictions: No
Legal: KW PT LOT 3 SQR 4 TR 6 H2-174 OR762-1318 OR818-1383 OR1765-1109/10R/S OR 2369-575/77 OR2697-2397/99
Taxes: 5026.96
Tax Year: 2025
Pub Sewer HkUp: Yes
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)
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot SqFt: 1100
Pool: No
Lot Sqft Source: Property Data Card
Total Units: 0
SqFt Source: Survey
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1928
Living Apx SqFt: 622
Total Bedrooms: 1
Full Baths: 1
Total Baths: 1
Remarks – Consumer: 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!
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Stainless Steel Appliance(s): 1
Washer: 1
Other: tankless hotwater he
Ceiling Fans(s): 1
Ductless: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Other Windows/Doors: 1
Single Hung Windows: 1
Contingent: None
Status: Active
Building Style: Conch; Shotgun
Cooling: Ceiling Fans(s); Ductless
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Construction: Combo Construction
Land Size: Less Than 1/4 Acre
Listing Office: Engel & Voelkers Key West
Last Updated: October - 17 - 2026
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