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$899,900
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Property Description
Sparkling, gallery-like, and filled with natural light, this beautifully renovated Old Town Key West cottage offers the perfect blend of charm, privacy, and modern comfort. Tucked away on a quiet one-way street, this tropical retreat is just a short stroll to Cafe Sole, Little Pearl, Fausto's Food Palace, local bakeries, and charming boutiques. Renovated down to the studs, the home features vaulted ceilings and an open-concept layout where the gourmet kitchen, entertainment bar, and living area come together to create a bright, welcoming gathering space. True to the Key West lifestyle, an expansive sliding glass door opens to a serene tropical oasis framed by lush fig vines, Spanish lime trees, swaying palms, and a majestic Royal Poinciana tree, where morning coffee, afternoon cocktails, and evenings under the stars become part of everyday life. The property also offers dedicated off-street golf cart parking, potential for a small pool, and no HOA fees, further enhancing its appeal as a private sanctuary. Thoughtfully selected upscale finishes include solid teak flooring, granite countertops, and a beautifully appointed Calacatta marble shower tub. The renovation includes all-new electrical and plumbing systems, an efficient tankless hot water heater, a metal roof, impact-rated windows and opening protections, and stylish finishes throughout. Situated in the desirable X Flood Zone, the property offers an added layer of peace of mind with reduced flood risk concerns. Steeped in Key West history, this charming cottage was once home to a local cigar maker, offering a connection to the island's rich cultural heritage while embracing the pleasures of contemporary living. Lovingly maintained through generations of long-term ownership, this low-maintenance property is a rare opportunity to own a subtropical jewel in the heart of Old Town Key West.
Full Property Details
Full Property Details for 1105 Olivia St
General
- Price: $899,900
- Taxes: $5,026 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 620379
- Updated: 6/25/2026
- Added to Site: 9 day(s) ago
Interior
- Appliances: Other, Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 1
Location
- Area: 01 - Key West
- County: Monroe
- Subdivision: Old Town - Unrecord (1.0)
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Structural Information
- Architectural Style: Above Flood
- Construction: Frame
- Square Feet: 619
- Sq. Ft. Source: Property Data Card
- Year Built: 1928
Lot Features
- Property View: No Waterview
- Lot Size (Acres): 0.03
- Lot Size (Sq. Ft.): 1,100
- Lot Size Source: Property Data Card
- Lot Dimensions: 20 x 55
- Zoning: HHDR - Historic High Density Residential
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $5,026.96
- Tax Year: 2025
Disclosures and Reports
- Legal Description: 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
- APN: 22350000100
Listed by Engel & Voelkers Key West, Team Epperly - Celli
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Schools
Schools serving 1105 Olivia St
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Horace O'bryant School 1105 Leon Street, Key West, FL 33040 | 6-8 | 0.4 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1105 Olivia St
Date
Details
Price
Change
Source
6/25/2026
Price Increased
$899,900
0.1%
MLS
6/23/2026
Listed
$899,000
190%
MLS
8/05/2014
Sold
$310,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1105 Olivia St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,027
8%
$676,299
2%
2024
$4,661
6%
$662,549
5%
2023
$4,416
37%
$633,835
98%
2021
$3,226
-11%
$319,572
-29%
2022
$3,638
13%
$449,562
49%
2021
$3,226
10%
$302,260
6%
2019
$2,937
3%
$285,768
5%
2018
$2,859
-2%
$271,745
—
2017
$2,913
-1%
$272,847
4%
2016
$2,947
-3%
$261,395
—
2015
$3,024
3%
$261,042
9%
2014
$2,935
7%
$238,955
10%
2013
$2,755
—
$217,232
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1105 Olivia St
1105 Olivia Street, Key West, FL 33040 (MLS# 620379) is a Single Family property with 1 bedroom and 1 full bathroom. 1105 Olivia Street is currently listed for $899,900 and was received on June 23, 2026. Want to learn more about 1105 Olivia Street? Do you have questions about finding other Single Family real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

