New Listing
$819,000
 $4,397 est/mo Sourced by Back At You

1105 Olivia Street,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Completely turnkey and perfectly suited as a winter home or seasonal Key West escape, it offers the opportunity to simply arrive, settle in, and enjoy island life from day one. 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. Ideally situated on a quiet one-way street, this tropical retreat is just a short stroll from some of Key West's best boutiques, bakeries, art galleries, restaurants, and gourmet food markets. 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.

Details

MLS #621059
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1928
Days On Site3
Listing Provided ByEngel & Voelkers Key West | Epperly - Celli Team

Features

Bed(s)1
Bath(s) 1 Total
SQ Feet622
ZoningHHDR - Historic High Density Res
Acreage0.03
Water FrontNone
Property ViewNo Waterview

Taxes

Property5026

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area01 Key West
Community NameOld Town Unrecord (1.0)
Listing VS Median (in Old Town Unrecord (1.0))
Price:
$819,000
low | high
Med:
$1,560,000
40.47619047619% of Average
sqft:
622
low | high
Med:
1,085
24.35691318328% of Average
$ / sqft:
$1,317
low | high
Med:
$1,439
40.684403345489% of Average
On site:
3
low | high
Med:
99
3.030303030303% of Average
Sourced by Back At You

Market Activity 33040

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Learn More About This Property

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area01 Key West
Community NameOld Town Unrecord (1.0)
Listing VS Median (in Old Town Unrecord (1.0))
Price:
$819,000
low | high
Med:
$1,560,000
40.47619047619% of Average
sqft:
622
low | high
Med:
1,085
24.35691318328% of Average
$ / sqft:
$1,317
low | high
Med:
$1,439
40.684403345489% of Average
On site:
3
low | high
Med:
99
3.030303030303% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $614K - $1.23M
sqft: 467 - 778
Nearby Listings Property ImageNearby Listings Details
1110 Truman Avenue Property Photo 1
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1110 Truman Avenue
Big Coppitt, FL 33040
Listing Updated: August 24, 2026 at 6:55:49 AM PDT