New Listing
$5,300,000
 $28,452 est/mo Sourced by Back At You

923 Fleming Street,KEY WEST, FL 33040

KEY WEST, FL 33040

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Description

A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm. The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity. Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails. A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout. Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle. Owner is a licensed Florida Real Estate agent.

Details

MLS #621882
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1889
Days On Site4
Listing Provided ByRealty ONE Group Destination | Julie L Keller

Features

Bed(s)7
Bath(s) 6 Total
SQ Feet3,121
PoolYes
ZoningHMDR - Historic Medium Density R
Acreage0.10
Water FrontNone
Property ViewNo Waterview

Taxes

Property15782

Area Information

StateFL
CountyMonroe
CityKEY WEST
Zip Code33040
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$5,300,000
low | high
Med:
$1,133,000
100% of Average
sqft:
3,121
low | high
Med:
1,124
100% of Average
$ / sqft:
$1,698
low | high
Med:
$1,008
90.641694084469% of Average
On site:
4
low | high
Med:
34
11.764705882353% 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
Area02 Key West
Community NameOld Town Unlisted (1.0)
Listing VS Median (in Old Town Unlisted (1.0))
Price:
$5,300,000
low | high
Med:
$1,133,000
100% of Average
sqft:
3,121
low | high
Med:
1,124
100% of Average
$ / sqft:
$1,698
low | high
Med:
$1,008
90.641694084469% of Average
On site:
4
low | high
Med:
34
11.764705882353% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $3.975M - $6.625M
sqft: 2,000 - 3,500
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709 Eaton Street Property Photo 1
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Listing Updated: October 31, 2026 at 12:41:44 PM PDT